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Welcome to 53 Hudson Watch, a 2-bedroom, 2.5-bath townhouse with an attached garage and 1,629 square feet of well-planned living space in one of Ossining’s most desirable communities. This is a wonderful opportunity to make a home your own in a setting with resort-style amenities and a true sense of community. The main level is designed for both everyday living and easy entertaining. The eat-in kitchen anchors the home, while the sunken living room with a wood-burning fireplace makes a warm and inviting place to gather on cool evenings. Step outside to your private stone patio, a serene spot for morning coffee, weekend grilling, or winding down at the end of the day. A convenient half bath and an open den/office area with a charming window seat complete the first floor, ideal for working from home, a reading nook, or a homework station. Upstairs, the bedroom level offers comfort and convenience, including laundry right where you need it. The primary suite is a true retreat, featuring an en-suite bath with a whirlpool tub and freestanding shower, a spacious walk-in closet, and a private balcony that gives you a second outdoor space of your own. A second bedroom and a second full bath complete the upper level, offering great flexibility for guests or additional workspace. A brand-new water heater and central air add peace of mind and year-round comfort, and the attached garage brings everyday convenience. Life at Hudson Watch extends well beyond your front door. Residents enjoy a community swimming pool, tennis and pickleball courts, and beautifully landscaped grounds in an elevated setting with Hudson River views from the complex. Commuters will appreciate being just 1.1 miles from the Ossining Metro-North Hudson Line station, with downtown Ossining’s waterfront, restaurants, and shops close by. Whether you’re a first-time buyer, ready to downsize, or simply looking for comfortable, convenient living with room to spread out, this home offers a great blend of space, amenities, and location. Bring your vision, add your personal touches, and make it yours.

2 Beds ⋅ 3 Baths ⋅ 1064126 MLS

Welcome to 53 Hudson Watch, a 2-bedroom, 2.5-bath townhouse with an attached garage and 1,629 square feet of well-planned living space in one of Ossining’s most desirable communities. This is a wonderful opportunity to make a home your own in a setting with resort-style amenities and a true sense of community. The main level is designed for both everyday living and easy entertaining. The eat-in kitchen anchors the home, while the sunken living room with a wood-burning fireplace makes a warm and inviting place to gather on cool evenings. Step outside to your private stone patio, a serene spot for morning coffee, weekend grilling, or winding down at the end of the day. A convenient half bath and an open den/office area with a charming window seat complete the first floor, ideal for working from home, a reading nook, or a homework station. Upstairs, the bedroom level offers comfort and convenience, including laundry right where you need it. The primary suite is a true retreat, featuring an en-suite bath with a whirlpool tub and freestanding shower, a spacious walk-in closet, and a private balcony that gives you a second outdoor space of your own. A second bedroom and a second full bath complete the upper level, offering great flexibility for guests or additional workspace. A brand-new water heater and central air add peace of mind and year-round comfort, and the attached garage brings everyday convenience. Life at Hudson Watch extends well beyond your front door. Residents enjoy a community swimming pool, tennis and pickleball courts, and beautifully landscaped grounds in an elevated setting with Hudson River views from the complex. Commuters will appreciate being just 1.1 miles from the Ossining Metro-North Hudson Line station, with downtown Ossining’s waterfront, restaurants, and shops close by. Whether you’re a first-time buyer, ready to downsize, or simply looking for comfortable, convenient living with room to spread out, this home offers a great blend of space, amenities, and location. Bring your vision, add your personal touches, and make it yours.

53 Hudson Watch Drive, Ossining

131 -2 S Highland Avenue Unit #A 5, Ossining

$160,000

Beautifully Updated One-Bedroom Co-op in Ossining Welcome to this charming and beautifully updated one-bedroom, one-bath co-op located on the second floor. Enter into spacious foyer perfect for a variety of uses, such as work space, dining, or reading nook. The updated kitchen features gorgeous white cabinetry, granite countertops, and a butcher-block breakfast bar, perfect for casual dining and entertaining. The kitchen opens to a spacious living room, creating a welcoming and comfortable living space. The updated bathroom adds a fresh, modern touch, while the generously sized bedroom offers plenty of room to relax and unwind. A wonderful opportunity to own a stylish, move-in-ready home that combines comfort, functionality, and modern updates. Don't miss the chance to make this lovely co-op your own!

1 Beds ⋅ 1 Baths ⋅ 1064424 MLS

Beautifully Updated One-Bedroom Co-op in Ossining Welcome to this charming and beautifully updated one-bedroom, one-bath co-op located on the second floor. Enter into spacious foyer perfect for a variety of uses, such as work space, dining, or reading nook. The updated kitchen features gorgeous white cabinetry, granite countertops, and a butcher-block breakfast bar, perfect for casual dining and entertaining. The kitchen opens to a spacious living room, creating a welcoming and comfortable living space. The updated bathroom adds a fresh, modern touch, while the generously sized bedroom offers plenty of room to relax and unwind. A wonderful opportunity to own a stylish, move-in-ready home that combines comfort, functionality, and modern updates. Don't miss the chance to make this lovely co-op your own!

131 -2 S Highland Avenue Unit #A 5, Ossining

133-3 S Highland Avenue Unit #5B, Ossining

$220,000

Welcome to Highland Terrace, a light-filled, top-floor end unit in a pet-friendly community. This bright and well-maintained two-bedroom apartment features an updated kitchen with granite counters, newer appliances, and a convenient pass-through to the living and dining area. The spacious living room offers plenty of space and great natural light, while both bedrooms include good sized closets. A flexible bonus space off the entrance is perfect for a dining nook or home office. Highland Terrace is a pet-friendly complex (up to two pets allowed) offering assigned parking, an outdoor pool, basketball court, and beautifully maintained grounds. Ideally located just minutes from shops, restaurants, parks, and the Ossining and Scarborough Metro-North stations, making commuting to NYC simple and convenient.

2 Beds ⋅ 1 Baths ⋅ 1065268 MLS

Welcome to Highland Terrace, a light-filled, top-floor end unit in a pet-friendly community. This bright and well-maintained two-bedroom apartment features an updated kitchen with granite counters, newer appliances, and a convenient pass-through to the living and dining area. The spacious living room offers plenty of space and great natural light, while both bedrooms include good sized closets. A flexible bonus space off the entrance is perfect for a dining nook or home office. Highland Terrace is a pet-friendly complex (up to two pets allowed) offering assigned parking, an outdoor pool, basketball court, and beautifully maintained grounds. Ideally located just minutes from shops, restaurants, parks, and the Ossining and Scarborough Metro-North stations, making commuting to NYC simple and convenient.

133-3 S Highland Avenue Unit #5B, Ossining

$750,000

COME SEE - COME SIGH! Welcome to 30-32 LINCOLN PLACE, OSSINING! This semi-attached Two-Family home offers an excellent opportunity for both owner-occupants & investors. Unit 1 (#32): 2-bedrooms, 1.5-baths Tri-level w/Bsmt Rec rm (add'l 300sf), boasts a new Kitchen w/quartz counters, soft-close cabinetry & stainless appliances. The hardwood floors, wood burning Fireplace, and Deck are amenities to this apartment's appeal. Unit 2 (#30)This upper level apartment has 2 Bedrooms & 1 bath, hardwood flooring, and will be a good source of income too. The 2Car Garage, plus off-street parking for four vehicles - is value added. Separate Unit Entry points, two Laundry areas, and ample storage all included. Three short blocks to Village Center, shops, public transportation, parks & Metro North Railroad station. Taxes don't reflect potential STAR savings $1390/yr.

4 Beds ⋅ 3 Baths ⋅ 1063146 MLS

COME SEE - COME SIGH! Welcome to 30-32 LINCOLN PLACE, OSSINING! This semi-attached Two-Family home offers an excellent opportunity for both owner-occupants & investors. Unit 1 (#32): 2-bedrooms, 1.5-baths Tri-level w/Bsmt Rec rm (add'l 300sf), boasts a new Kitchen w/quartz counters, soft-close cabinetry & stainless appliances. The hardwood floors, wood burning Fireplace, and Deck are amenities to this apartment's appeal. Unit 2 (#30)This upper level apartment has 2 Bedrooms & 1 bath, hardwood flooring, and will be a good source of income too. The 2Car Garage, plus off-street parking for four vehicles - is value added. Separate Unit Entry points, two Laundry areas, and ample storage all included. Three short blocks to Village Center, shops, public transportation, parks & Metro North Railroad station. Taxes don't reflect potential STAR savings $1390/yr.

30-32 Lincoln Place, Ossining

7-10 Briarcliff Drive S Unit #10, Ossining

$330,000

Charming First Floor, One-Bedroom, One Bath Condo in the desirable Briarcliff Woods, where comfort, convenience and a relaxed lifestyle come together! This inviting one-bedroom, one bath condominium offers an excellent opportunity to enjoy easy living in a beautifully landscaped, park-like community. The generously-sized living room has sliding doors to a private patio. Ideally situated in Ossining, Briarcliff Woods provides convenient access to shopping, dining, parks, major roadways and the Croton Harmon Metro-North Station. The complex provides a Jitney to the station for further convenience. Don't miss this outstanding opportunity to make Briarcliff Woods your new home and enjoy easy living with wonderful amenities, such as the large community pool with a club house that offers saunas, a kitchen and bathroom which can be reserved for your private functions as well as tennis and basketball courts.

1 Beds ⋅ 1 Baths ⋅ 1058862 MLS

Charming First Floor, One-Bedroom, One Bath Condo in the desirable Briarcliff Woods, where comfort, convenience and a relaxed lifestyle come together! This inviting one-bedroom, one bath condominium offers an excellent opportunity to enjoy easy living in a beautifully landscaped, park-like community. The generously-sized living room has sliding doors to a private patio. Ideally situated in Ossining, Briarcliff Woods provides convenient access to shopping, dining, parks, major roadways and the Croton Harmon Metro-North Station. The complex provides a Jitney to the station for further convenience. Don't miss this outstanding opportunity to make Briarcliff Woods your new home and enjoy easy living with wonderful amenities, such as the large community pool with a club house that offers saunas, a kitchen and bathroom which can be reserved for your private functions as well as tennis and basketball courts.

7-10 Briarcliff Drive S Unit #10, Ossining

$599,000

Enjoy beautiful Hudson River views from the spacious deck of this move-in-ready ranch, ideally situated on a quiet, tree-lined residential street in Ossining. Offered for sale for the first time by its original owner, this 3-bedroom, 1.5-bath home features comfortable one-level living and has just been freshly painted inside and out, with refinished hardwood floors and new carpeting throughout all carpeted areas. The updated kitchen features stone countertops and ceramic tile flooring and flows seamlessly into the dining room, where sliding glass doors open to the deck, creating the perfect setting for outdoor dining, entertaining, or simply relaxing while taking in the river views. The finished basement provides substantial additional finished space with plenty of flexibility for a family room, recreation area, home office, or a combination of uses. A doorway offers convenient access to the backyard, while the lower level also includes a half bath, laundry and utility areas, a workshop, additional storage, and access to the one-car garage. According to a CubiCasa floor plan, the home measures approximately 1,864 square feet in total, including approximately 1,128 square feet on the main level and 736 square feet on the lower level. These measurements exclude the garage, entry porch, and deck. Public records reflect 1,140 square feet of living area and separately reference a 390-square-foot recreation room. Set on a private, tree-surrounded .26-acre lot, the property also features a driveway with parking for 3–4 cars. Conveniently located just minutes from the Croton-Harmon train station, with easy access to Route 9A and the Taconic State Parkway, the home is also close to shopping, a supermarket, a gym, and Croton Point Park. A wonderful opportunity to enjoy Hudson River views, versatile living space, and the ease of ranch-style living in a convenient Ossining location!

3 Beds ⋅ 2 Baths ⋅ 1056438 MLS

Enjoy beautiful Hudson River views from the spacious deck of this move-in-ready ranch, ideally situated on a quiet, tree-lined residential street in Ossining. Offered for sale for the first time by its original owner, this 3-bedroom, 1.5-bath home features comfortable one-level living and has just been freshly painted inside and out, with refinished hardwood floors and new carpeting throughout all carpeted areas. The updated kitchen features stone countertops and ceramic tile flooring and flows seamlessly into the dining room, where sliding glass doors open to the deck, creating the perfect setting for outdoor dining, entertaining, or simply relaxing while taking in the river views. The finished basement provides substantial additional finished space with plenty of flexibility for a family room, recreation area, home office, or a combination of uses. A doorway offers convenient access to the backyard, while the lower level also includes a half bath, laundry and utility areas, a workshop, additional storage, and access to the one-car garage. According to a CubiCasa floor plan, the home measures approximately 1,864 square feet in total, including approximately 1,128 square feet on the main level and 736 square feet on the lower level. These measurements exclude the garage, entry porch, and deck. Public records reflect 1,140 square feet of living area and separately reference a 390-square-foot recreation room. Set on a private, tree-surrounded .26-acre lot, the property also features a driveway with parking for 3–4 cars. Conveniently located just minutes from the Croton-Harmon train station, with easy access to Route 9A and the Taconic State Parkway, the home is also close to shopping, a supermarket, a gym, and Croton Point Park. A wonderful opportunity to enjoy Hudson River views, versatile living space, and the ease of ranch-style living in a convenient Ossining location!

7 Meadowbrook Drive, Ossining

$469,000

Welcome to Eagle Bay, a gated community on the Hudson River. Minutes to Croton Train Station. Recently renovated townhouse has everything you want. The light and bright first floor has an open floor plan and includes a living room with high ceilings/skylight/fireplace and sliders to a large private deck. Large kitchen with stainless steel appliances, washer-dryer closet, large formal dining room- hallway leads to the main bedroom with a walk-in closet and bathroom. The 2nd floor, which includes an additional bedroom/office loft area with a skylight, full bathroom and (the biggest walk-in closet I have ever seen in a townhouse). Unit has central air. Heat is supplied by the Condo (so you have no boiler to worry about) and each unit pays a % per month One detached garage space plus an additional assigned spot #91. Complex features- pool, tennis & basketball courts, clubhouse, gym, gated community etc. Unit also for rent at $3,800. There is an ongoing assessment in the amount of $81 per month.

1 Beds ⋅ 2 Baths ⋅ 1061876 MLS

Welcome to Eagle Bay, a gated community on the Hudson River. Minutes to Croton Train Station. Recently renovated townhouse has everything you want. The light and bright first floor has an open floor plan and includes a living room with high ceilings/skylight/fireplace and sliders to a large private deck. Large kitchen with stainless steel appliances, washer-dryer closet, large formal dining room- hallway leads to the main bedroom with a walk-in closet and bathroom. The 2nd floor, which includes an additional bedroom/office loft area with a skylight, full bathroom and (the biggest walk-in closet I have ever seen in a townhouse). Unit has central air. Heat is supplied by the Condo (so you have no boiler to worry about) and each unit pays a % per month One detached garage space plus an additional assigned spot #91. Complex features- pool, tennis & basketball courts, clubhouse, gym, gated community etc. Unit also for rent at $3,800. There is an ongoing assessment in the amount of $81 per month.

1408 Eagle Bay Drive, Ossining

$599,000

Welcome to 125 Whitetail Circle, a beautifully renovated 2-bedroom, 1.5-bath townhouse offering the perfect blend of modern updates, comfort, and convenience. Thoughtfully refreshed and move-in ready, this inviting home features a stylish interior and a functional layout designed for easy everyday living and effortless entertaining. The spacious living area provides a welcoming place to relax, while the updated kitchen offers a fresh, modern feel. Upstairs, two comfortable bedrooms provide peaceful retreats, complemented by a full bath, with an additional half bath on the main level adding convenience for guests. Enjoy a low-maintenance lifestyle in a desirable Ossining community, conveniently located near shopping, dining, parks, and transportation. Whether you're a first-time buyer, downsizing, or looking for a turnkey home, this renovated townhouse is an opportunity you won't want to miss!

2 Beds ⋅ 2 Baths ⋅ 1061081 MLS

Welcome to 125 Whitetail Circle, a beautifully renovated 2-bedroom, 1.5-bath townhouse offering the perfect blend of modern updates, comfort, and convenience. Thoughtfully refreshed and move-in ready, this inviting home features a stylish interior and a functional layout designed for easy everyday living and effortless entertaining. The spacious living area provides a welcoming place to relax, while the updated kitchen offers a fresh, modern feel. Upstairs, two comfortable bedrooms provide peaceful retreats, complemented by a full bath, with an additional half bath on the main level adding convenience for guests. Enjoy a low-maintenance lifestyle in a desirable Ossining community, conveniently located near shopping, dining, parks, and transportation. Whether you're a first-time buyer, downsizing, or looking for a turnkey home, this renovated townhouse is an opportunity you won't want to miss!

125 Whitetail Circle, Ossining

$675,000

This is an absolute gem: Welcome to 113 Woods Brooke Circle, a beautifully designed contemporary townhouse at sought-after "The Woods" development in the Hudson Valley, Westchester County. This rare "A" unit with Lower Level is surrounded by tranquility with both a DR balcony deck and patio (with gardens) for easy enjoyment of the outdoors. Recently painted, you will adore the cheery vibe, open concept and spaciousness that spans across three living levels. This bright, fabulous home has been impeccably maintained and lives like a 2 Bedroom with the additional rooms and guest spaces on both the second floor and lower level totaling about 1750 square feet. Kitchen and all bathrooms have been thoughtfully updated with high-end materials. And when temps start to fall, the pretty, custom-designed LR fireplace will keep you warm and happy. Upstairs has a lovely Primary Bedroom en-suite with gorgeous spa-like bathroom that includes subway tiles, shower/jetted tub, porcelain sink, crafted beadboard and tiled flooring. Bedroom closets are fitted with shelves for easy organizing. A bright additional room can be used as an office, exercise room or nursery. Plus another large closet is fantastic for storage. There are pretty touches everywhere! A French Door from the first floor leads to the roomy lower level - Guest room, large playroom/office area with fitted closet. And with the Full Bathroom that features a tiled shower and colorful whimsical porcelain sink, this level is a happy option for guests, in-laws, visiting friends or relatives. Sliders lead outside to a private Patio. Other highlights: Garage includes 2 "Monster Racks" custom shelving to hold 300 and 500 pounds each. LG Stainless Refrigerator replaced 2024; Touch faucet and filtered water in kitchen. Quartz Kitchen counters. Recessed lighting. Separate Pantry. "The Woods" amenities include Pool, Tennis/pickleball and is pet-friendly. Tucked away but close enough to highway and train station to get to your destination quickly. Nearby Croton Train Station is just a 50 minute ride along the gorgeous Hudson River to Grand Central/NYC. Close to the Hudson for boating/water sports, championship golf, shopping, restaurants, music, hiking, West Point, more. Come take a look before this beauty is gone!

1 Beds ⋅ 3 Baths ⋅ 1059886 MLS

This is an absolute gem: Welcome to 113 Woods Brooke Circle, a beautifully designed contemporary townhouse at sought-after "The Woods" development in the Hudson Valley, Westchester County. This rare "A" unit with Lower Level is surrounded by tranquility with both a DR balcony deck and patio (with gardens) for easy enjoyment of the outdoors. Recently painted, you will adore the cheery vibe, open concept and spaciousness that spans across three living levels. This bright, fabulous home has been impeccably maintained and lives like a 2 Bedroom with the additional rooms and guest spaces on both the second floor and lower level totaling about 1750 square feet. Kitchen and all bathrooms have been thoughtfully updated with high-end materials. And when temps start to fall, the pretty, custom-designed LR fireplace will keep you warm and happy. Upstairs has a lovely Primary Bedroom en-suite with gorgeous spa-like bathroom that includes subway tiles, shower/jetted tub, porcelain sink, crafted beadboard and tiled flooring. Bedroom closets are fitted with shelves for easy organizing. A bright additional room can be used as an office, exercise room or nursery. Plus another large closet is fantastic for storage. There are pretty touches everywhere! A French Door from the first floor leads to the roomy lower level - Guest room, large playroom/office area with fitted closet. And with the Full Bathroom that features a tiled shower and colorful whimsical porcelain sink, this level is a happy option for guests, in-laws, visiting friends or relatives. Sliders lead outside to a private Patio. Other highlights: Garage includes 2 "Monster Racks" custom shelving to hold 300 and 500 pounds each. LG Stainless Refrigerator replaced 2024; Touch faucet and filtered water in kitchen. Quartz Kitchen counters. Recessed lighting. Separate Pantry. "The Woods" amenities include Pool, Tennis/pickleball and is pet-friendly. Tucked away but close enough to highway and train station to get to your destination quickly. Nearby Croton Train Station is just a 50 minute ride along the gorgeous Hudson River to Grand Central/NYC. Close to the Hudson for boating/water sports, championship golf, shopping, restaurants, music, hiking, West Point, more. Come take a look before this beauty is gone!

113 Woods Brooke Circle, Ossining

$649,999

Located in a neighborhood rooted in local history and connected to the Native American heritage of the Hudson Valley, 24 Seneca Road is surrounded by streets whose names pay homage to various Native American tribes and communities. The historic character of the area adds another layer of distinction to the setting, connecting the neighborhood to the region’s deeper roots and the history that shaped the Hudson Valley. Immersed in approximately 1,567 square feet of living space, this property accentuates 3 bedrooms, 1 full bathroom, and 1 half bathroom. Hardwood flooring extends from the main level up the staircase and throughout the second floor, providing a warm foundation for the next owner to build upon and make their own. The detached garage adds another layer of versatility, offering numerous possibilities beyond parking. Use it for your vehicles, additional storage, a home gym, workshop, creative studio, or a dedicated space to pursue your desired hobbies. This home will give you the best of the Hudson Valley lifestyle with a residential setting that has easy access to Ossining’s vibrant downtown, Hudson River waterfront, scenic trails, Metro-North, local restaurants, and year-round community amenities. From enjoying brunch at The Tasty Table to dinner at Flames Bar and Grill, there are plenty of opportunities to enjoy the local dining scene. Golf enthusiasts can take advantage of nearby courses, including Trump National Golf Club Westchester and Hudson Hills Golf Course. Ideally located less than 7 minutes from the Ossining Metro-North Station and can be in Grand Central Terminal in under 1 hour. The home is ready for a new owner with vision and creativity to reimagine the interior and bring its full potential to life. Whether you're looking to create a personalized residence, undertake a thoughtful renovation, or transform the space to suit your own style, this property offers a great canvas for your ideas.

3 Beds ⋅ 2 Baths ⋅ 1060945 MLS

Located in a neighborhood rooted in local history and connected to the Native American heritage of the Hudson Valley, 24 Seneca Road is surrounded by streets whose names pay homage to various Native American tribes and communities. The historic character of the area adds another layer of distinction to the setting, connecting the neighborhood to the region’s deeper roots and the history that shaped the Hudson Valley. Immersed in approximately 1,567 square feet of living space, this property accentuates 3 bedrooms, 1 full bathroom, and 1 half bathroom. Hardwood flooring extends from the main level up the staircase and throughout the second floor, providing a warm foundation for the next owner to build upon and make their own. The detached garage adds another layer of versatility, offering numerous possibilities beyond parking. Use it for your vehicles, additional storage, a home gym, workshop, creative studio, or a dedicated space to pursue your desired hobbies. This home will give you the best of the Hudson Valley lifestyle with a residential setting that has easy access to Ossining’s vibrant downtown, Hudson River waterfront, scenic trails, Metro-North, local restaurants, and year-round community amenities. From enjoying brunch at The Tasty Table to dinner at Flames Bar and Grill, there are plenty of opportunities to enjoy the local dining scene. Golf enthusiasts can take advantage of nearby courses, including Trump National Golf Club Westchester and Hudson Hills Golf Course. Ideally located less than 7 minutes from the Ossining Metro-North Station and can be in Grand Central Terminal in under 1 hour. The home is ready for a new owner with vision and creativity to reimagine the interior and bring its full potential to life. Whether you're looking to create a personalized residence, undertake a thoughtful renovation, or transform the space to suit your own style, this property offers a great canvas for your ideas.

24 Seneca Road, Ossining

$450,000

Welcome to this beautiful, move-in-ready pet-friendly townhome in the desirable Liberty Knoll community! Featuring a thoughtfully designed open-concept kitchen with abundant natural light, this home offers spacious living areas, comfortable bedrooms, and a finished basement with an inviting entertainment/family room, office, or playroom. The roof and HVAC system were updated in 2021, adding comfort and peace of mind for years to come. Enjoy seamless indoor-outdoor living, tranquil surrounding grounds, and fantastic community amenities, including a swimming pool, clubhouse, and playground. Ideally located near Metro-North stations, with a weekday reimbursement program for transportation to Scarborough Station, as well as major highways, local shops, and dining. Move right in and enjoy everything this Westchester gem has to offer!

2 Beds ⋅ 2 Baths ⋅ 1059219 MLS

Welcome to this beautiful, move-in-ready pet-friendly townhome in the desirable Liberty Knoll community! Featuring a thoughtfully designed open-concept kitchen with abundant natural light, this home offers spacious living areas, comfortable bedrooms, and a finished basement with an inviting entertainment/family room, office, or playroom. The roof and HVAC system were updated in 2021, adding comfort and peace of mind for years to come. Enjoy seamless indoor-outdoor living, tranquil surrounding grounds, and fantastic community amenities, including a swimming pool, clubhouse, and playground. Ideally located near Metro-North stations, with a weekday reimbursement program for transportation to Scarborough Station, as well as major highways, local shops, and dining. Move right in and enjoy everything this Westchester gem has to offer!

21 Knoll View, Ossining

$599,000

Turnkey ready, bright & fresh townhome in the Hudson Watch community. Recently renovated beautiful kitchen and baths, with an open main floor layout with hardwood floors & crisp finishes for a modern aesthetic. C of O for addition of a second bedroom with en-suite bathroom. Full, walk-out basement with new sliding glass doors to a stunning patio. Enjoy Hudson Watch's community pool, tennis/pickleball and dog park. Yes--this is a dog friendly community. Exterior maintenance--snow and landscaping, community roads & amenities all covered by the HOA fee. Close to Metro North trainline, shopping, restaurants & views of the Hudson River!

2 Beds ⋅ 3 Baths ⋅ 1055083 MLS

Turnkey ready, bright & fresh townhome in the Hudson Watch community. Recently renovated beautiful kitchen and baths, with an open main floor layout with hardwood floors & crisp finishes for a modern aesthetic. C of O for addition of a second bedroom with en-suite bathroom. Full, walk-out basement with new sliding glass doors to a stunning patio. Enjoy Hudson Watch's community pool, tennis/pickleball and dog park. Yes--this is a dog friendly community. Exterior maintenance--snow and landscaping, community roads & amenities all covered by the HOA fee. Close to Metro North trainline, shopping, restaurants & views of the Hudson River!

37 Hudson Watch Drive, Ossining

$565,000

Classic Ossining Character with Thoughtful Modern Improvements Welcome to this charming 3-bedroom, 1.5-bath home, where distinctive early-20th-century architecture meets thoughtful updates for today’s lifestyle. With its traditional Foursquare and Colonial Revival influences, the home offers the period character and craftsmanship that make Ossining’s historic homes so appealing. A wonderful window-filled enclosed front porch creates an inviting transition into the home and a delightful space for morning coffee, reading, entertaining or simply enjoying the changing seasons. Multi-pane windows, classic white trim and the distinctive sunburst detail in the front gable add to the home’s timeless appeal. The current owners have made meaningful improvements designed to enhance both comfort and efficiency, including extensive attic insulation that has resulted in significant savings on heating and cooling costs—an especially valuable upgrade in a home of this vintage. Out back, the garden has been thoughtfully enhanced with hardscape, handsome stone walls and established plantings, creating a beautifully landscaped outdoor setting with character and a sense of privacy. The combination of stonework and greenery feels particularly at home in the Hudson Valley landscape and provides a wonderful backdrop for outdoor dining, gardening and entertaining. The mud room and half bath have also been updated and create a wonderful transition from the back garden to the kitchen and dining room including a new heated floor to greet you from the outside. With three bedrooms, one full and one half bath, inviting indoor and outdoor spaces, energy-conscious improvements and architectural details worth preserving, this is a home that offers much more than vintage charm. It has been thoughtfully cared for and improved while retaining the personality that makes an older Ossining home special. The basement is clean and dry and includes a generous sized laundry area as well as space for storage. A character-filled Westchester home with history, warmth and improvements that have already been made for its next owner.

3 Beds ⋅ 2 Baths ⋅ 1058195 MLS

Classic Ossining Character with Thoughtful Modern Improvements Welcome to this charming 3-bedroom, 1.5-bath home, where distinctive early-20th-century architecture meets thoughtful updates for today’s lifestyle. With its traditional Foursquare and Colonial Revival influences, the home offers the period character and craftsmanship that make Ossining’s historic homes so appealing. A wonderful window-filled enclosed front porch creates an inviting transition into the home and a delightful space for morning coffee, reading, entertaining or simply enjoying the changing seasons. Multi-pane windows, classic white trim and the distinctive sunburst detail in the front gable add to the home’s timeless appeal. The current owners have made meaningful improvements designed to enhance both comfort and efficiency, including extensive attic insulation that has resulted in significant savings on heating and cooling costs—an especially valuable upgrade in a home of this vintage. Out back, the garden has been thoughtfully enhanced with hardscape, handsome stone walls and established plantings, creating a beautifully landscaped outdoor setting with character and a sense of privacy. The combination of stonework and greenery feels particularly at home in the Hudson Valley landscape and provides a wonderful backdrop for outdoor dining, gardening and entertaining. The mud room and half bath have also been updated and create a wonderful transition from the back garden to the kitchen and dining room including a new heated floor to greet you from the outside. With three bedrooms, one full and one half bath, inviting indoor and outdoor spaces, energy-conscious improvements and architectural details worth preserving, this is a home that offers much more than vintage charm. It has been thoughtfully cared for and improved while retaining the personality that makes an older Ossining home special. The basement is clean and dry and includes a generous sized laundry area as well as space for storage. A character-filled Westchester home with history, warmth and improvements that have already been made for its next owner.

18 Linden Avenue, Ossining

135 South Highland Ave Unit #3B3, Ossining

$223,000

Sun-drenched and spacious, this two-bedroom, one bathroom co-op in the desirable Highland Terrace offers the perfect blend of serene nature and urban convenience. The versatile layout begins with a welcoming foyer, currently utilized as a flexible bonus space. A generous kitchen features abundant cabinet storage and sleek stainless-steel appliances, flowing seamlessly into a bright, airy living room bathed in natural light. The primary bedroom provides expansive closet space, while the flexible second bedroom is ideal for guests, a home office, or additional living area. Residents enjoy exceptional community amenities, including a refreshing swimming pool, basketball court and access to the historic Old Croton Aqueduct Trail—a paradise for outdoor enthusiasts and their pets in this pet-friendly community. Ideally situated less than two miles from the Ossining Metro-North station, this home provides a seamless commute while keeping you close to the natural beauty and vibrant energy of the Hudson River region. An exceptional opportunity for those seeking space, style, and accessibility that combines privacy, luxury, and convenience—a rare opportunity to own a truly turnkey home in one of Ossining's most sought-after complexes. Close to all shopping and amenities. Laundry and storage located in the basement of this building. Come see your new home in the exquisite Hudson Valley! ***Be advised that there are carpet rules. 100% of all BR's & LR are required to have fully padded, tacked down carpet. ***

2 Beds ⋅ 1 Baths ⋅ 1058239 MLS

Sun-drenched and spacious, this two-bedroom, one bathroom co-op in the desirable Highland Terrace offers the perfect blend of serene nature and urban convenience. The versatile layout begins with a welcoming foyer, currently utilized as a flexible bonus space. A generous kitchen features abundant cabinet storage and sleek stainless-steel appliances, flowing seamlessly into a bright, airy living room bathed in natural light. The primary bedroom provides expansive closet space, while the flexible second bedroom is ideal for guests, a home office, or additional living area. Residents enjoy exceptional community amenities, including a refreshing swimming pool, basketball court and access to the historic Old Croton Aqueduct Trail—a paradise for outdoor enthusiasts and their pets in this pet-friendly community. Ideally situated less than two miles from the Ossining Metro-North station, this home provides a seamless commute while keeping you close to the natural beauty and vibrant energy of the Hudson River region. An exceptional opportunity for those seeking space, style, and accessibility that combines privacy, luxury, and convenience—a rare opportunity to own a truly turnkey home in one of Ossining's most sought-after complexes. Close to all shopping and amenities. Laundry and storage located in the basement of this building. Come see your new home in the exquisite Hudson Valley! ***Be advised that there are carpet rules. 100% of all BR's & LR are required to have fully padded, tacked down carpet. ***

135 South Highland Ave Unit #3B3, Ossining

$215,000

Why rent when you can own? Welcome to your new home! In the heart of the Village of Ossining, is this charming 1-bedroom condo that offers the perfect combination of comfort and convenience! Enjoy a vibrant, walkable lifestyle with easy access to the train station, restaurants, shops, farmers' market, seasonal festivals, waterfront park, community recreation center, library, and more. Pet-friendly for both cats and dogs, with a maximum of two pets per unit. There is also laundry facilities in the basement available to all residents. Each unit has its own storage unit for added convenience. Owners may also obtain parking permits for both Village and train station parking. A new parking garage is currently being built behind the building providing more parking options as seen in the aerial photos. This property is part of the "Fair and Affordable" housing program and is subject to HOME Program affordability requirements. Prospective purchaser(s) must meet applicable income eligibility guidelines, be a first time homebuyer and occupy the unit as their primary residence; investors are not permitted. As of September 2026, household income may not exceed 80% of the Westchester County Area Median Income (AMI), with the following limits: 1 occupant: $95,000, 2 occupants: $108,600, 3 occupants: $122,150 - Income limits are subject to change. There is a $30,000 Westchester County subsidy is available for this unit which has already been accounted for in the listing price. Note: Photos have been digitally enhanced for informational purposes only. Property is being sold as-is. AGENTS: Please review the confidential remarks and all MLS attachments for additional requirements, eligibility information, and further instructions.

1 Beds ⋅ 1 Baths ⋅ 1057950 MLS

Why rent when you can own? Welcome to your new home! In the heart of the Village of Ossining, is this charming 1-bedroom condo that offers the perfect combination of comfort and convenience! Enjoy a vibrant, walkable lifestyle with easy access to the train station, restaurants, shops, farmers' market, seasonal festivals, waterfront park, community recreation center, library, and more. Pet-friendly for both cats and dogs, with a maximum of two pets per unit. There is also laundry facilities in the basement available to all residents. Each unit has its own storage unit for added convenience. Owners may also obtain parking permits for both Village and train station parking. A new parking garage is currently being built behind the building providing more parking options as seen in the aerial photos. This property is part of the "Fair and Affordable" housing program and is subject to HOME Program affordability requirements. Prospective purchaser(s) must meet applicable income eligibility guidelines, be a first time homebuyer and occupy the unit as their primary residence; investors are not permitted. As of September 2026, household income may not exceed 80% of the Westchester County Area Median Income (AMI), with the following limits: 1 occupant: $95,000, 2 occupants: $108,600, 3 occupants: $122,150 - Income limits are subject to change. There is a $30,000 Westchester County subsidy is available for this unit which has already been accounted for in the listing price. Note: Photos have been digitally enhanced for informational purposes only. Property is being sold as-is. AGENTS: Please review the confidential remarks and all MLS attachments for additional requirements, eligibility information, and further instructions.

135 Main Street Unit #302, Ossining

$675,000

Beautifully updated and meticulously maintained, this townhouse-style home at The Woods in Westchester makes settling in easy and staying home a pleasure. Rich walnut hardwood floors set the tone throughout, while the open living and dining area invites you to gather around the wood-burning fireplace. Sliders open to the patio for easy indoor-outdoor living. The renovated kitchen with upgraded appliances, offers a pass-through that keeps the cook part of the conversation. A powder room completes the main level. A new staircase with hardwood treads and rails leads to two bedrooms, each with its own en-suite bath. The spacious primary suite features a California Closets system and a skylit bath with a step-in shower and a soaking tub. An office or bonus room opens to a balcony, a lovely spot to take a break between tasks. Second-floor laundry adds everyday convenience. The care goes well beyond what you see. Upgrades include a high-efficiency condensing boiler with on-demand hot water (2022), energy-efficient windows and sliders, smart thermostats, Lutron switches and outlets, custom window treatments, central air, and an insulated attic. Even the one-car garage gets special treatment, with SwissTrax flooring and a Wi-Fi-enabled door opener. The exterior has been refreshed with vinyl siding (2021) and a new roof and gutters with leaf guards (2025). The seller has paid the special assessments for these projects in full. The community offers a pool, tennis court, and landscaped grounds with a fountain. With the HOA handling exterior maintenance, landscaping, pool upkeep, and snow removal, you'll have more time to enjoy it all.

2 Beds ⋅ 3 Baths ⋅ 1058726 MLS

Beautifully updated and meticulously maintained, this townhouse-style home at The Woods in Westchester makes settling in easy and staying home a pleasure. Rich walnut hardwood floors set the tone throughout, while the open living and dining area invites you to gather around the wood-burning fireplace. Sliders open to the patio for easy indoor-outdoor living. The renovated kitchen with upgraded appliances, offers a pass-through that keeps the cook part of the conversation. A powder room completes the main level. A new staircase with hardwood treads and rails leads to two bedrooms, each with its own en-suite bath. The spacious primary suite features a California Closets system and a skylit bath with a step-in shower and a soaking tub. An office or bonus room opens to a balcony, a lovely spot to take a break between tasks. Second-floor laundry adds everyday convenience. The care goes well beyond what you see. Upgrades include a high-efficiency condensing boiler with on-demand hot water (2022), energy-efficient windows and sliders, smart thermostats, Lutron switches and outlets, custom window treatments, central air, and an insulated attic. Even the one-car garage gets special treatment, with SwissTrax flooring and a Wi-Fi-enabled door opener. The exterior has been refreshed with vinyl siding (2021) and a new roof and gutters with leaf guards (2025). The seller has paid the special assessments for these projects in full. The community offers a pool, tennis court, and landscaped grounds with a fountain. With the HOA handling exterior maintenance, landscaping, pool upkeep, and snow removal, you'll have more time to enjoy it all.

172 Woods Brooke Circle, Ossining

$280,000

What an absolutely excellent opportunity! Come see this adorable cottage in the charming, unique, and AMAZING 44-home community that is Campwoods Grounds! As you walk through the property, you will notice the care that owners put into their homes...The attention to detail, the personal landscaping - in addition to the common areas, and the overall meticulousness is evident across the grounds. This two-bedroom cottage is ready for the lucky buyer(s) to add THEIR own personal touches, but plenty of wonderful features are already in place: A nice-sized eat in kitchen, beautiful hardwood floors downstairs, and a 120-square foot screened in porch are just some of these highlights. There are also two split heat/ac systems for efficiency, one up and one downstairs, as well as a gas furnace if desired for those absolutely frigid winter days/nights. The Campwoods Grounds community also boasts an extensive community garden, LARGE auditorium for neighborhood functions and other events, and a schedule of neighbohood get togethers to enjoy when you want to stay close to home. All of this, so convenient to all, and at a superb price point for the Ossining School District! Taxes with the STAR discount would be $4302/yr.

2 Beds ⋅ 1 Baths ⋅ 1057825 MLS

What an absolutely excellent opportunity! Come see this adorable cottage in the charming, unique, and AMAZING 44-home community that is Campwoods Grounds! As you walk through the property, you will notice the care that owners put into their homes...The attention to detail, the personal landscaping - in addition to the common areas, and the overall meticulousness is evident across the grounds. This two-bedroom cottage is ready for the lucky buyer(s) to add THEIR own personal touches, but plenty of wonderful features are already in place: A nice-sized eat in kitchen, beautiful hardwood floors downstairs, and a 120-square foot screened in porch are just some of these highlights. There are also two split heat/ac systems for efficiency, one up and one downstairs, as well as a gas furnace if desired for those absolutely frigid winter days/nights. The Campwoods Grounds community also boasts an extensive community garden, LARGE auditorium for neighborhood functions and other events, and a schedule of neighbohood get togethers to enjoy when you want to stay close to home. All of this, so convenient to all, and at a superb price point for the Ossining School District! Taxes with the STAR discount would be $4302/yr.

30 Campwoods Grounds, Ossining

$578,000

A Rare Piece of History with Original Character & Separate Barn. Own a piece of history with this truly special historic home, built circa 1888 in the town of New Castle, lovingly cared for by the same family for decades. Filled with wonderful memories and timeless character, this antique home offers a rare opportunity to enjoy original details while creating your own story for generations to come. Drenched in natural light, the home welcomes you with beautiful original wood floors, period details, and a warm wood-burning fireplace that creates an inviting gathering space in every season. The open-flow layout provides an easy connection between living spaces and is perfectly suited for entertaining family and friends. Beyond the main residence is a separate detached barn structure with a loft, offering exceptional flexibility for today's lifestyle. Imagine a private artist studio, yoga or Pilates space, creative workshop, home office, or work-from-home retreat. The additional building provides room to pursue your passions, accommodate hobbies, or simply create a peaceful escape. Set against a backdrop of rolling hills, this distinctive property combines historic charm, original craftsmanship, versatile spaces, and a sense of place that is increasingly hard to find. A special home. A remarkable history. A separate barn full of possibilities. Your chance to own a piece of the past while making it your own

3 Beds ⋅ 2 Baths ⋅ 1022233 MLS

A Rare Piece of History with Original Character & Separate Barn. Own a piece of history with this truly special historic home, built circa 1888 in the town of New Castle, lovingly cared for by the same family for decades. Filled with wonderful memories and timeless character, this antique home offers a rare opportunity to enjoy original details while creating your own story for generations to come. Drenched in natural light, the home welcomes you with beautiful original wood floors, period details, and a warm wood-burning fireplace that creates an inviting gathering space in every season. The open-flow layout provides an easy connection between living spaces and is perfectly suited for entertaining family and friends. Beyond the main residence is a separate detached barn structure with a loft, offering exceptional flexibility for today's lifestyle. Imagine a private artist studio, yoga or Pilates space, creative workshop, home office, or work-from-home retreat. The additional building provides room to pursue your passions, accommodate hobbies, or simply create a peaceful escape. Set against a backdrop of rolling hills, this distinctive property combines historic charm, original craftsmanship, versatile spaces, and a sense of place that is increasingly hard to find. A special home. A remarkable history. A separate barn full of possibilities. Your chance to own a piece of the past while making it your own

115 Somerstown Road, Ossining

$665,000

Picture yourself unwinding by the fireplace, hosting summer dinners on your large deck, and gathering around the firepit under the stars. This inviting two-story Colonial on a cul-de-sac in Ossining offers 4 bedrooms, 2 bathrooms, a garage, and a basement. The backyard has room to play, entertain, and enjoy outdoor activities, with raised garden beds and a peach tree, blueberry and blackberry bush ready to inspire your green thumb. With supermarkets, schools, highway and the train close by, everyday convenience complements the comfort of home. Come see the possibilities and make this home your own!

4 Beds ⋅ 2 Baths ⋅ 1056019 MLS

Picture yourself unwinding by the fireplace, hosting summer dinners on your large deck, and gathering around the firepit under the stars. This inviting two-story Colonial on a cul-de-sac in Ossining offers 4 bedrooms, 2 bathrooms, a garage, and a basement. The backyard has room to play, entertain, and enjoy outdoor activities, with raised garden beds and a peach tree, blueberry and blackberry bush ready to inspire your green thumb. With supermarkets, schools, highway and the train close by, everyday convenience complements the comfort of home. Come see the possibilities and make this home your own!

7 Bradshaw Drive, Ossining

$225,000

Opportunity awaits at this 2-bedroom, 1-bath bi-level co-op in the High Meadow Cooperative! This home offers comfortable, functional living that has been lovingly lived-in and ready for your personal touch, it's a great chance to build equity and make it your own. The monthly maintenance covers heat, hot water, sewer, trash, and grounds — a simple, low-hassle way to own. Commuters will love the location: about 1 mile to the Scarborough Metro-North station for an easy 45-minute ride to Grand Central, plus shopping and restaurants nearby. Don't miss this value-priced opportunity in a convenient location! Make your appointment today!

2 Beds ⋅ 1 Baths ⋅ 1041072 MLS

Opportunity awaits at this 2-bedroom, 1-bath bi-level co-op in the High Meadow Cooperative! This home offers comfortable, functional living that has been lovingly lived-in and ready for your personal touch, it's a great chance to build equity and make it your own. The monthly maintenance covers heat, hot water, sewer, trash, and grounds — a simple, low-hassle way to own. Commuters will love the location: about 1 mile to the Scarborough Metro-North station for an easy 45-minute ride to Grand Central, plus shopping and restaurants nearby. Don't miss this value-priced opportunity in a convenient location! Make your appointment today!

4 Charter Circle Unit #4, Ossining

127-1 S Highland Avenue Unit #B5, Ossining

$228,000

Move right into this beautiful top-floor co-op in Highland Terrace! From the moment you enter, you will appreciate the spacious foyer with hardwood floors, suitable as a entryway drop zone, office space, or breakfast nook. Just beyond is the open galley-style kitchen, featuring granite countertops, a tile backsplash, and a double-basin sink with an under-sink water filtration system. The kitchen opens seamlessly to the living and dining area, complete with a breakfast bar that’s perfect for casual meals or entertaining. The living space features BRAND NEW carpeting, which continues into both bedrooms, and the entire unit has been freshly painted. Down the hallway, you will find a tiled bathroom with a BRAND NEW vanity, toilet, medicine cabinet, and light fixture, plus a bathtub that has just been reglazed. The primary bedroom offers ample closet space, and the second bedroom can function as a guest room, home office, or additional living space. Outside, enjoy the beautifully landscaped grounds, complete with a swimming pool and direct access to the Old Croton Aqueduct Trail. Bring your four-legged companions, as Highland Terrace is a pet-friendly community. Enjoy the best of both convenience and surroundings with this ideally situated home, just under two miles from the Ossining Metro-North station and close to the many stores, restaurants, recreation, and natural beauty of the Hudson River area. Come see it today!

2 Beds ⋅ 1 Baths ⋅ 1051780 MLS

Move right into this beautiful top-floor co-op in Highland Terrace! From the moment you enter, you will appreciate the spacious foyer with hardwood floors, suitable as a entryway drop zone, office space, or breakfast nook. Just beyond is the open galley-style kitchen, featuring granite countertops, a tile backsplash, and a double-basin sink with an under-sink water filtration system. The kitchen opens seamlessly to the living and dining area, complete with a breakfast bar that’s perfect for casual meals or entertaining. The living space features BRAND NEW carpeting, which continues into both bedrooms, and the entire unit has been freshly painted. Down the hallway, you will find a tiled bathroom with a BRAND NEW vanity, toilet, medicine cabinet, and light fixture, plus a bathtub that has just been reglazed. The primary bedroom offers ample closet space, and the second bedroom can function as a guest room, home office, or additional living space. Outside, enjoy the beautifully landscaped grounds, complete with a swimming pool and direct access to the Old Croton Aqueduct Trail. Bring your four-legged companions, as Highland Terrace is a pet-friendly community. Enjoy the best of both convenience and surroundings with this ideally situated home, just under two miles from the Ossining Metro-North station and close to the many stores, restaurants, recreation, and natural beauty of the Hudson River area. Come see it today!

127-1 S Highland Avenue Unit #B5, Ossining

$380,000

Welcome to Hudson View Hills community in Ossining, NY! This adorable 1-bedroom, 1-bath unit offers approximately 832 square feet of comfortable, open-concept living. The inviting layout features a spacious living room, dining area, and kitchen, along with the convenience of in-unit laundry. Enjoy plenty of natural light throughout and step out onto your private, freshly painted unit, deck—perfect for relaxing or enjoying your morning coffee. Additional features include an updated bathroom, ample storage located beneath the unit that is shared, and a private outdoor carport included with the home. The pet-friendly community also offers a pool for residents to enjoy. Conveniently located near Metro-North, the historic Hudson River waterfront, shopping, restaurants, and more. With low common charges and a self-managed HOA, this is a wonderful opportunity to own instead of rent. Come see for yourself why this charming unit is a must-see! Great location for commuting with train within close proximity, restaurants, shopping and tons of Ossining community events through out the year.

1 Beds ⋅ 1 Baths ⋅ 1051520 MLS

Welcome to Hudson View Hills community in Ossining, NY! This adorable 1-bedroom, 1-bath unit offers approximately 832 square feet of comfortable, open-concept living. The inviting layout features a spacious living room, dining area, and kitchen, along with the convenience of in-unit laundry. Enjoy plenty of natural light throughout and step out onto your private, freshly painted unit, deck—perfect for relaxing or enjoying your morning coffee. Additional features include an updated bathroom, ample storage located beneath the unit that is shared, and a private outdoor carport included with the home. The pet-friendly community also offers a pool for residents to enjoy. Conveniently located near Metro-North, the historic Hudson River waterfront, shopping, restaurants, and more. With low common charges and a self-managed HOA, this is a wonderful opportunity to own instead of rent. Come see for yourself why this charming unit is a must-see! Great location for commuting with train within close proximity, restaurants, shopping and tons of Ossining community events through out the year.

58 Hudson View Hill, Ossining

$500,000

Set in the heart of a neighborly community, 3 Brooke Club Drive, Unit 4, is on the cusp of two great worlds. Just minutes from transportation, restaurants and schools, yet in its own private oasis on a non-thru street, surrounded by natural beauty, this is the home you have been looking for. Park in the large driveway, large enough for two vehicles, or the garage, which contains the updated mechanical systems of the home. Approach the front door through the gate and down the plant lined path, passing a quiet sitting area as you do. Entering the home, you will find an expansive living room, with windows looking out to the trees beyond. A wood-burning fireplace at the head of the living room is a perfect spot for the approaching fall months. Sliding doors in the dining area, which is wonderfully open to the living room, lead to a rear deck - a perfect place to sit and watch nature beyond. Turning around, find the the bright kitchen with plenty of counter space and updated cabinets that meet all of your storage dreams. Toward the back, a convenient laundry closet and beyond, the garage. Also on this level is the updated hall bathroom and a deep closet, which can hold many treasured items. Up the architecturally striking staircase, illuminated by shafts of light from a wall of windows, you will find a large loft space, suitable for an office, den or more. The cathedral ceiling here soars twelve fee above. Past the loft is the deep primary bedroom with extra closets and its own vaulted ceiling. The ensuite bathroom features a tiled bathtub, glass shower and skylight. Also on this floor is the bright second bedroom, with its own attached full bathroom. Beyond what is inside this wonderful home, we are just a short jaunt to the clubhouse, with a wonderful indoor pool and convenient gym. All of this, just three minutes to the Croton Harmon Train station and moments to downtown Ossining, with all of its shops and attractions. You are a stone's throw from the Hudson river and scenic trails and just fifty minutes from Grand Central Terminal. What more could you ask for?

2 Beds ⋅ 3 Baths ⋅ 1052914 MLS

Set in the heart of a neighborly community, 3 Brooke Club Drive, Unit 4, is on the cusp of two great worlds. Just minutes from transportation, restaurants and schools, yet in its own private oasis on a non-thru street, surrounded by natural beauty, this is the home you have been looking for. Park in the large driveway, large enough for two vehicles, or the garage, which contains the updated mechanical systems of the home. Approach the front door through the gate and down the plant lined path, passing a quiet sitting area as you do. Entering the home, you will find an expansive living room, with windows looking out to the trees beyond. A wood-burning fireplace at the head of the living room is a perfect spot for the approaching fall months. Sliding doors in the dining area, which is wonderfully open to the living room, lead to a rear deck - a perfect place to sit and watch nature beyond. Turning around, find the the bright kitchen with plenty of counter space and updated cabinets that meet all of your storage dreams. Toward the back, a convenient laundry closet and beyond, the garage. Also on this level is the updated hall bathroom and a deep closet, which can hold many treasured items. Up the architecturally striking staircase, illuminated by shafts of light from a wall of windows, you will find a large loft space, suitable for an office, den or more. The cathedral ceiling here soars twelve fee above. Past the loft is the deep primary bedroom with extra closets and its own vaulted ceiling. The ensuite bathroom features a tiled bathtub, glass shower and skylight. Also on this floor is the bright second bedroom, with its own attached full bathroom. Beyond what is inside this wonderful home, we are just a short jaunt to the clubhouse, with a wonderful indoor pool and convenient gym. All of this, just three minutes to the Croton Harmon Train station and moments to downtown Ossining, with all of its shops and attractions. You are a stone's throw from the Hudson river and scenic trails and just fifty minutes from Grand Central Terminal. What more could you ask for?

3 Brooke Club Drive Unit #4, Ossining

$340,000

Welcome to the highly sought-after Orchid Condominiums! This spacious one-bedroom, one-bathroom corner unit is located at the end of the building with no neighbors above. The bright, open-concept floor plan features 9-foot ceilings, abundant windows and beautiful modern finishes throughout. The large bedroom includes a generous walk-in closet, while the spacious bathroom offers a walk-in glass shower and a relaxing spa tub. The washer and dryer within the unit provide added convenience. The Orchid is an elevator building featuring 26 luxury condominium residences, a modern entry system, a fitness center, and private parking. Located less than one mile from Metro-North for an easy commute to New York City and close to shopping, dining, the waterfront and more!

1 Beds ⋅ 1 Baths ⋅ 1052224 MLS

Welcome to the highly sought-after Orchid Condominiums! This spacious one-bedroom, one-bathroom corner unit is located at the end of the building with no neighbors above. The bright, open-concept floor plan features 9-foot ceilings, abundant windows and beautiful modern finishes throughout. The large bedroom includes a generous walk-in closet, while the spacious bathroom offers a walk-in glass shower and a relaxing spa tub. The washer and dryer within the unit provide added convenience. The Orchid is an elevator building featuring 26 luxury condominium residences, a modern entry system, a fitness center, and private parking. Located less than one mile from Metro-North for an easy commute to New York City and close to shopping, dining, the waterfront and more!

73 Spring Street Unit #3D, Ossining

$599,222

Wonderfully updated and beautifully maintained, this charming Village Colonial offers the perfect combination of character, comfort, and convenience. Located within a 10 minute walk to Metro North and the Hudson River, this home is ideal for commuters! Enter through the front porch to find inside, hardwood floors flowing throughout the home. The open living and dining area features elegant crown molding, built in shelving and cabinetry, and a welcoming layout that’s perfect for entertaining. A convenient first-floor bedroom and updated full bath provide flexibility for guests, a home office, or one-level living. The updated kitchen features a new floor, stainless steel appliances, and a stainless steel sink, with a door leading directly to an expansive, low-to-the-ground deck. Enjoy the private, level property—ideal for outdoor dining, entertaining, or simply relaxing. A 2006 addition included framing, siding windows, electrical and plumbing. Upstairs you'll find three generously sized bedrooms, including a spacious primary bedroom with a large walk-in closet. The renovated hall bath completes the second floor. The full, unfinished walk-out basement offers abundant storage and plenty of possibilities for future living space, recreation, a workshop, or a home gym. The driveway has parking for several vehicles. Freshly painted throughout with a new front door, this lovingly maintained home is move-in ready and waiting for its next owner. A wonderful opportunity to enjoy Village living with multiple parks, restaurants, waterfront community, schools & a fabulous farmer’s market. Enjoy the accessibility to NYC, with the peacefulness of suburban living. There are no audio recording devices inside this property.

4 Beds ⋅ 2 Baths ⋅ 1050407 MLS

Wonderfully updated and beautifully maintained, this charming Village Colonial offers the perfect combination of character, comfort, and convenience. Located within a 10 minute walk to Metro North and the Hudson River, this home is ideal for commuters! Enter through the front porch to find inside, hardwood floors flowing throughout the home. The open living and dining area features elegant crown molding, built in shelving and cabinetry, and a welcoming layout that’s perfect for entertaining. A convenient first-floor bedroom and updated full bath provide flexibility for guests, a home office, or one-level living. The updated kitchen features a new floor, stainless steel appliances, and a stainless steel sink, with a door leading directly to an expansive, low-to-the-ground deck. Enjoy the private, level property—ideal for outdoor dining, entertaining, or simply relaxing. A 2006 addition included framing, siding windows, electrical and plumbing. Upstairs you'll find three generously sized bedrooms, including a spacious primary bedroom with a large walk-in closet. The renovated hall bath completes the second floor. The full, unfinished walk-out basement offers abundant storage and plenty of possibilities for future living space, recreation, a workshop, or a home gym. The driveway has parking for several vehicles. Freshly painted throughout with a new front door, this lovingly maintained home is move-in ready and waiting for its next owner. A wonderful opportunity to enjoy Village living with multiple parks, restaurants, waterfront community, schools & a fabulous farmer’s market. Enjoy the accessibility to NYC, with the peacefulness of suburban living. There are no audio recording devices inside this property.

81 Snowden Avenue, Ossining

$590,000

Love the NYC loft lifestyle, but not the NYC-sized floor plan—or price tag? Welcome to The Penthouse. Set within a reimagined historic 1820s schoolhouse, this dramatic tri-level penthouse loft delivers the attitude of a downtown loft with the space, light and breathing room Manhattan forgot to include. The result? Something seriously cool—and anything but ordinary. The Entertaining Level sets the tone with soaring volume, exposed brick elements, original wood beams, exposed copper piping, hardwood floors and distinctive low-set windows that help fill the space with natural light. An elevated kitchen with granite counters and stainless-steel appliances overlooks the expansive open-concept living and dining area, creating one incredible backdrop for entertaining or simply hanging out at home. A powder room completes the level. Then there’s The Loft—perched above and overlooking the entertaining space below. Skylights bring in even more natural light, while the open design gives you a completely different perspective on the architecture of The Penthouse. Home office, studio, lounge, reading retreat or creative escape—it’s the kind of flexible space that makes loft living so much fun. The Private Level changes gears completely. Two generously sized bedrooms each enjoy their own private en-suite bath. The oversized primary suite features a huge walk-in closet and spacious bath with double sinks and a jetted whirlpool tub. The second bedroom has its own beautifully refreshed en-suite bath with brand-new tile. In-unit laundry is conveniently tucked into this level as well. And here’s something you won’t see in the photos: some of the most impressive improvements in The Penthouse are hidden behind the finished walls. Extensive sound-control upgrades were incorporated into select walls and ceilings using additional framing and separation, ROCKWOOL mineral-wool insulation, spray foam and heavier 5/8-inch drywall. The primary-bedroom ceiling received its own extensive insulated assembly, all designed with acoustic comfort and reduced sound transmission in mind. Drenched in natural light? Absolutely. Drenched in noise? This renovation took that on from the inside out. And then there’s Ossining. Hudson River waterfront parks, marinas, downtown shops and cafes, the Old Croton Aqueduct Trail and Metro-North are all nearby—giving you the space and character of Hudson Valley living without giving up your connection to NYC. And when Manhattan calls? Metro-North express service can have you at Grand Central in under 50 minutes. Two assigned parking spaces and dedicated private storage round it all out—two more things Manhattan generally forgets to include. Historic character. Downtown attitude. Suburban breathing room. Three incredible levels. Serious sound-control improvements. This isn’t another suburban condo. This is The Penthouse—and that’s exactly the point.

2 Beds ⋅ 3 Baths ⋅ 1039859 MLS

Love the NYC loft lifestyle, but not the NYC-sized floor plan—or price tag? Welcome to The Penthouse. Set within a reimagined historic 1820s schoolhouse, this dramatic tri-level penthouse loft delivers the attitude of a downtown loft with the space, light and breathing room Manhattan forgot to include. The result? Something seriously cool—and anything but ordinary. The Entertaining Level sets the tone with soaring volume, exposed brick elements, original wood beams, exposed copper piping, hardwood floors and distinctive low-set windows that help fill the space with natural light. An elevated kitchen with granite counters and stainless-steel appliances overlooks the expansive open-concept living and dining area, creating one incredible backdrop for entertaining or simply hanging out at home. A powder room completes the level. Then there’s The Loft—perched above and overlooking the entertaining space below. Skylights bring in even more natural light, while the open design gives you a completely different perspective on the architecture of The Penthouse. Home office, studio, lounge, reading retreat or creative escape—it’s the kind of flexible space that makes loft living so much fun. The Private Level changes gears completely. Two generously sized bedrooms each enjoy their own private en-suite bath. The oversized primary suite features a huge walk-in closet and spacious bath with double sinks and a jetted whirlpool tub. The second bedroom has its own beautifully refreshed en-suite bath with brand-new tile. In-unit laundry is conveniently tucked into this level as well. And here’s something you won’t see in the photos: some of the most impressive improvements in The Penthouse are hidden behind the finished walls. Extensive sound-control upgrades were incorporated into select walls and ceilings using additional framing and separation, ROCKWOOL mineral-wool insulation, spray foam and heavier 5/8-inch drywall. The primary-bedroom ceiling received its own extensive insulated assembly, all designed with acoustic comfort and reduced sound transmission in mind. Drenched in natural light? Absolutely. Drenched in noise? This renovation took that on from the inside out. And then there’s Ossining. Hudson River waterfront parks, marinas, downtown shops and cafes, the Old Croton Aqueduct Trail and Metro-North are all nearby—giving you the space and character of Hudson Valley living without giving up your connection to NYC. And when Manhattan calls? Metro-North express service can have you at Grand Central in under 50 minutes. Two assigned parking spaces and dedicated private storage round it all out—two more things Manhattan generally forgets to include. Historic character. Downtown attitude. Suburban breathing room. Three incredible levels. Serious sound-control improvements. This isn’t another suburban condo. This is The Penthouse—and that’s exactly the point.

88 Broadway Unit #PH4, Ossining

$750,000

Large 3-bedroom, 2.5 bath, 2,914 square foot single family colonial home on 54,132 square foot wooded lot. Home is a short drive into town and Hudson train station to Riverdale. Make it your own. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection contingencies in contract. Absolutely no repairs before closing. This property is sold As-Is. This is a REO auction property.

3 Beds ⋅ 3 Baths ⋅ 1049363 MLS

Large 3-bedroom, 2.5 bath, 2,914 square foot single family colonial home on 54,132 square foot wooded lot. Home is a short drive into town and Hudson train station to Riverdale. Make it your own. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection contingencies in contract. Absolutely no repairs before closing. This property is sold As-Is. This is a REO auction property.

6 Brookside Lane, Ossining

$610,000

Welcome home to this inviting Raised Ranch offering 2,304 Sq.Ft of living space. This home features 3 bedrooms and 2 full bathrooms, providing plenty of room to live, relax and entertain. The updated kitchen features stainless steel appliances, creating stylish functional space for everyday living and gathering with family and friends. The lower level offers great space, potential for mother/ daughter. Step outside and enjoy a uniquely private yard for gathering. Plenty of parking space. With some TLC; and little sweat equity the value would dramatically increase to at least high 600K if not low 700k. It's being sold as is.

3 Beds ⋅ 2 Baths ⋅ 1044920 MLS

Welcome home to this inviting Raised Ranch offering 2,304 Sq.Ft of living space. This home features 3 bedrooms and 2 full bathrooms, providing plenty of room to live, relax and entertain. The updated kitchen features stainless steel appliances, creating stylish functional space for everyday living and gathering with family and friends. The lower level offers great space, potential for mother/ daughter. Step outside and enjoy a uniquely private yard for gathering. Plenty of parking space. With some TLC; and little sweat equity the value would dramatically increase to at least high 600K if not low 700k. It's being sold as is.

92 Linden Avenue, Ossining

$699,500

Welcome to 9 Somerstown Road, nestled in a sought-after Ossining neighborhood with deep local history. This beautifully maintained home has had only two owners in its history, with the recent family here for over fifty years. The spacious layout offers four bedrooms and two full baths: three bedrooms upstairs, plus a fourth in the finished lower level, which doubles as a mother-daughter suite with a washer/dryer, its own living area with an added room for extra space, a functioning wood-burning stove set within a full brick wall, topped with a marble mantle, and just a kitchen away from full independence. Upstairs, beautiful cabinetry with a dishwasher anchors the updated kitchen, complemented by a formal dining room as well as a second dining space brightened by a built-in skylight with nearly floor-to-ceiling windows. Central air runs throughout the home, as well as hardwood floors. Generous closet space and abundant natural light create a bright, welcoming feel in every room. A full-length attic offers additional storage space. Recent updates include new gutters and a brand-new hot water tank. Outside a spacious backyard and patio are complemented by a gentle brook running along the edge of the property, very peaceful throughout the year. The driveway fits three cars comfortably. I am told that road work in the area will be finished by the end of October 2026, and they are planning to bring in gas service to the area in the coming months. (Please verify independently). Location is a true highlight, with easy access to the Taconic State Parkway and Route 9A, plus an express Metro-North commute to Grand Central in about 45 minutes. Downtown Ossining's Main Street offers walkable restaurants, cafes and shops, along with Hudson River waterfront parks. The home falls within the Ossining School District. Within a short drive you can enjoy Teatown Lake Reservation, the New Croton Dam, Stone Barns Center for Food and Agriculture, and the Rockefeller State Park Preserve. After decades of cherished memories, 9 Somerstown Road awaits its new family.

4 Beds ⋅ 2 Baths ⋅ 1044513 MLS

Welcome to 9 Somerstown Road, nestled in a sought-after Ossining neighborhood with deep local history. This beautifully maintained home has had only two owners in its history, with the recent family here for over fifty years. The spacious layout offers four bedrooms and two full baths: three bedrooms upstairs, plus a fourth in the finished lower level, which doubles as a mother-daughter suite with a washer/dryer, its own living area with an added room for extra space, a functioning wood-burning stove set within a full brick wall, topped with a marble mantle, and just a kitchen away from full independence. Upstairs, beautiful cabinetry with a dishwasher anchors the updated kitchen, complemented by a formal dining room as well as a second dining space brightened by a built-in skylight with nearly floor-to-ceiling windows. Central air runs throughout the home, as well as hardwood floors. Generous closet space and abundant natural light create a bright, welcoming feel in every room. A full-length attic offers additional storage space. Recent updates include new gutters and a brand-new hot water tank. Outside a spacious backyard and patio are complemented by a gentle brook running along the edge of the property, very peaceful throughout the year. The driveway fits three cars comfortably. I am told that road work in the area will be finished by the end of October 2026, and they are planning to bring in gas service to the area in the coming months. (Please verify independently). Location is a true highlight, with easy access to the Taconic State Parkway and Route 9A, plus an express Metro-North commute to Grand Central in about 45 minutes. Downtown Ossining's Main Street offers walkable restaurants, cafes and shops, along with Hudson River waterfront parks. The home falls within the Ossining School District. Within a short drive you can enjoy Teatown Lake Reservation, the New Croton Dam, Stone Barns Center for Food and Agriculture, and the Rockefeller State Park Preserve. After decades of cherished memories, 9 Somerstown Road awaits its new family.

9 Somerstown Road, Ossining

129-1 S Highland Avenue Unit #B3, Ossining

$225,000

Welcome to this spacious and sun-filled two bedroom co-op in the beautiful Highland Terrace! Step into a welcoming foyer, currently arranged as a home office but easily adaptable as a dining area or flexible bonus space. The generously sized kitchen offers abundant cabinet storage and stainless-steel appliances. Just beyond, the bright and airy living room features large windows that fill the space with natural light. Down the hallway, you will find a spacious primary bedroom with ample closet space, along with a second bedroom that functions as a guest room, home office, or additional living space. The tiled bathroom is complete with a full bathtub. Outdoor enthusiasts will especially love the direct access to the historic Old Croton Aqueduct Trail from the property. This community is pet friendly, so your four-legged companion can enjoy the surroundings with you. Enjoy scenic and peaceful time in nature without having to get in the car. Return home and cool off in the beautiful swimming pool. Located less than two miles from the Ossining Metro-North station, this unit offers convenient access to transportation while keeping you close to the natural beauty and vibrant energy of the Hudson River area. Spacious, well located, and pet friendly, this co-op is an exciting opportunity you will not want to miss!

2 Beds ⋅ 1 Baths ⋅ 1036334 MLS

Welcome to this spacious and sun-filled two bedroom co-op in the beautiful Highland Terrace! Step into a welcoming foyer, currently arranged as a home office but easily adaptable as a dining area or flexible bonus space. The generously sized kitchen offers abundant cabinet storage and stainless-steel appliances. Just beyond, the bright and airy living room features large windows that fill the space with natural light. Down the hallway, you will find a spacious primary bedroom with ample closet space, along with a second bedroom that functions as a guest room, home office, or additional living space. The tiled bathroom is complete with a full bathtub. Outdoor enthusiasts will especially love the direct access to the historic Old Croton Aqueduct Trail from the property. This community is pet friendly, so your four-legged companion can enjoy the surroundings with you. Enjoy scenic and peaceful time in nature without having to get in the car. Return home and cool off in the beautiful swimming pool. Located less than two miles from the Ossining Metro-North station, this unit offers convenient access to transportation while keeping you close to the natural beauty and vibrant energy of the Hudson River area. Spacious, well located, and pet friendly, this co-op is an exciting opportunity you will not want to miss!

129-1 S Highland Avenue Unit #B3, Ossining

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