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669 N Division Street, Peekskill
$380,000
2 Beds ⋅ 1 Baths ⋅ 1043234 MLS
Completely renovated in 2025, this turnkey 2-bedroom ranch offers true single-level living with incredible extra space and updates throughout. The home features a bright, spacious living room, formal dining room, and a brand-new kitchen equipped with stainless steel appliances, including a new refrigerator. Outstanding mechanical upgrades include a brand-new boiler and hot water heater. A major highlight is the 898 sq. ft. finished walk-out basement with two separate entries—ideal for additional storage or versatile use (sq. footage not included in the total home square footage). Freshly painted and move-in ready. Ideally situated close to downtown Peekskill shops, public transit, and easy access to the Bear Mountain State Parkway. Commuter’s dream—approximately 50 minutes to Grand Central via Metro-North! (Taxes listed do not reflect basic STAR exemption savings).

669 N Division Street, Peekskill

1133 Orchard Street, Peekskill
$485,000
2 Beds ⋅ 2 Baths ⋅ 975134 MLS
Fall in love with this charming 2-bedroom, 2-bath Colonial in Peekskill! This inviting home offers a comfortable and functional layout featuring a welcoming living room, dining room, and kitchen with easy access to a fenced-in patio—perfect for entertaining, outdoor dining, or relaxing and enjoying your own private outdoor space. The first-floor hardwood floors have been beautifully refinished, and the entire interior has been freshly painted, creating a bright, refreshed feel throughout. Upstairs, the primary bedroom is complimented by a sun-filled adjoining sitting area, creating a lovely sense of openness and offering flexible space for a reading nook, dressing area, home workspace. A second bedroom and full bath complete the level. Enjoy the best of both worlds with the convenience of city living and easy access to the Hudson Valley’s scenic parks, trails, and outdoor recreation. Ideally located near schools, transportation, shopping, dining, and entertainment, (Paramount Center), this home offers comfort, convenience, and a wonderful opportunity to make it your own. A walk-up attic with easy access adds extra storage.

1133 Orchard Street, Peekskill

4413 Villa At The Woods, Peekskill
$224,999
1 Beds ⋅ 1 Baths ⋅ 1044447 MLS
Welcome to 4413 Villa at the Woods, a top-floor condo in Peekskill. This distinctive residence features an open floor plan with high ceilings and a loft-style bedroom, creating an airy, spacious feel throughout. The main level flows from the entry into the living area and walk-through kitchen, complete with a breakfast bar that opens to the living space. Upstairs, the loft-style bedroom offers a private retreat with an en-suite full bath. A brand-new water heater adds to the home's recent updates. Villa at the Woods offers an array of on-site amenities including a swimming pool, tennis courts, playground, laundry facilities and on-site garbage pickup. Conveniently located near shopping, dining, major roadways and approximately 2 miles from the Peekskill Metro-North station.

4413 Villa At The Woods, Peekskill

150 Overlook Avenue Unit #5E, Peekskill
$89,000
1 Baths ⋅ 1041547 MLS
Spacious studio with a smart and versatile layout, featuring copious closets, beautiful wood floors, and separate alcove that creates a distinct sleeping area. The open living and dining space is filled with natural light from large windows and sliding glass doors leading to a generous private balcony. Enjoy seasonal Hudson River views, with peaceful wooded views in the summer (and the occasional deer!). The kitchen is equipped with a refrigerator, electric stove, and dishwasher. A wonderful opportunity to enjoy a spacious, light-filled home with an inviting indoor-outdoor connection. Property (14 acres!) features park-like feel, with the convenience of laundry on each floor, tennis court, and outdoor swimming pool. Assigned parking space close to building with plenty of guest parking.

150 Overlook Avenue Unit #5E, Peekskill

1840 Crompond Road Unit #3B4, Peekskill
$157,000
1 Beds ⋅ 1 Baths ⋅ 1037863 MLS
Welcome to the Stonegate Co-op Community in Peekskill, where comfort meets convenience. This first floor NO STEP 1-bedroom, 1-bathroom home with a spacious layout with a large living/dining area that opens directly to a private balcony—perfect for morning coffee or evening relaxation. The large eat-in kitchen provides ample counter space and cabinetry, along with room for a table, making it ideal for everyday meals or casual entertaining. Multiple closets throughout the unit ensure plenty of storage, while the bedroom is generously sized with a walk-in-closet. Stonegate residents enjoy excellent amenities, including a sparkling pool, picnic and BBQ area, on-site laundry (lower level of building), private storage, and one reserved parking spot with additional visitor parking. The community is well-maintained and designed for both comfort and practicality. The location is unbeatable—close to shopping centers, major highways, schools, parks, public transportation, and medical facilities. For commuters, the Peekskill Metro-North station provides a convenient ride to Grand Central Terminal in under an hour. Beyond commuting, residents have easy access to all the Hudson Valley has to offer, from hiking at Bear Mountain to enjoying Peekskill’s vibrant arts scene, waterfront parks, restaurants, and cultural attractions.

1840 Crompond Road Unit #3B4, Peekskill

1 Lakeview Drive Unit #LL5, Peekskill
$99,000
1 Beds ⋅ 1 Baths ⋅ 1041293 MLS
Rarely available ground-floor living at 1 Lakeview Drive! This spacious one-bedroom co-op offers approximately 900 square feet of living space, a generous bedroom, comfortable living and dining areas, and the added convenience of easy, stair-free access. The unit is fully functional and ready for occupancy, while offering an excellent opportunity for a new owner to update and personalize the interior over time. With its spacious layout and solid footprint, there is plenty of potential to create a beautiful home tailored to your own style and taste. A standout feature is the private patio, surrounded by mature landscaping that provides an inviting outdoor space with a sense of privacy—perfect for morning coffee, relaxing, or enjoying some fresh air without leaving home. Conveniently located just minutes from the Metro-North station, Route 9/9A, downtown Peekskill, shopping, dining, parks, and the Hudson River waterfront, this is a unique opportunity to purchase a generously sized ground-floor co-op and make it your own.

1 Lakeview Drive Unit #LL5, Peekskill

312 Bay Street, Peekskill
$649,500
5 Beds ⋅ 2 Baths ⋅ 1036746 MLS
Welcome to 312 Bay Street in Peekskill! This beautifully renovated five-bedroom, three-bath single-family home offers generous living space, character, and an unbeatable commuter-friendly location. Renovated just a few years ago, the home features an inviting enclosed front porch, custom woodwork surrounding the doors and windows, and five generously sized bedrooms with plenty of room for today’s lifestyle. Located approximately a five-minute walk from the Peekskill Metro-North Hudson Line station, enjoy convenient access to New York City in about an hour. Close to major highways, shopping, dining, parks, and all that downtown Peekskill has to offer. A rare combination of space, updates, character, and accessibility—move in and make it yours!

312 Bay Street, Peekskill

165 Underhill Lane, Peekskill
$699,000
3 Beds ⋅ 3 Baths ⋅ 1032338 MLS
This meticulously maintained 3-bedroom, 2.5-bathroom townhouse offers the perfect blend of comfort, convenience, and resort-style living. Step inside to discover bright, spacious interiors and a seamless layout ideal for both daily living and entertaining. The upper level features a generous primary bedroom complete with a walk-in closet, alongside two additional bedrooms and a full bath. A versatile loft space provides the perfect spot for a home office or a quiet reading nook. Downstairs, the finished lower level adds valuable extra living space ideal for a workout area or entertaining and leads directly out to your private patio for summer BBQs. Located in a sought-after community, you can ditch the gym membership and enjoy top-notch amenities, including a pool, tennis and basketball courts, a clubhouse, and a fitness center. Conveniently situated near the Hudson River, Metro-North trains, local dining, and the historic Paramount Theater, this home truly offers an unbeatable lifestyle.

165 Underhill Lane, Peekskill

138 Underhill Lane, Peekskill
$620,000
2 Beds ⋅ 3 Baths ⋅ 1030195 MLS
WELCOME HOME To luxury living at its best in a suburban setting in this perfectly updated townhome that shows like a model home. The finishings and features and floor plan provide that spacious and special feeling of a majestic interior. The Kitchen has new decorator custom cabinetry and all newer stainless appliances. New neutral light colored luxury vinyl hardwood look flooring with complimentary designer backsplash. Large window for ventilation with a light and airy feeling and so much natural light. Bonus space adjacent to the kitchen is an area for a very large table or a table and a comfy cozy seating area, your choice. Dining area and Living room with an open floor plan complete the main level. The Living room with a most convenient gas fired fireplace, just turn the switch on for ambience and warmth. The sliding glass doors to the patio has the most current designer custom verticals. Recessed lighting throughout. TV can be mounted easily for every vantage point of the room. The primary bedroom en-suite is spacious and has two ample sized closets The second bedroom is also extremely spacious with a walk in closet. The Oversized Loft with vaulted ceiling and skylights can serve as an office, playroom, gym, guest quarters...your choice! This townhouse can easily live like a three bedroom for your daily living and for your guests. The front exterior entryway with a covered overhang and space for seating and an all new cement walkway. The rear yard has a brand new patio from the living room sliders for your serenity, privacy and a lush green space atmosphere. Convenient Parking in this townhouse with its attached one car garage, driveway and extra parking directly across the street just a few steps from the front door. Chapel Hill majestically sits on a 100 acre parcel with mature plantings and lush greenery. 138 Underhill lane is in the sought after Hillside section of Chapel Hill and is located at the border of Cortlandt Manor/Peekskill with a quick trip to route 202 & route 6 shopping and the vibrant Peekskill downtown areas and riverfront. Choose from so many outstanding restaurants by the river or downtown. Chapel Hills long list of amenities include, Clubhouse with fitness center includes state of the art equipment and scheduled classes daily, Sauna, Pool, Tennis, Bocce court, Playground, Green space with walking trails, Indoor basketball & more. *Minutes to Metro North; less than an hour commute into NYC. Owners have meticulously maintained this townhouse. A/C 2025, Kitchen appliances 2022-2024, Washer/Dryer 2022-23, Water heater 2019, All New Blinds throughout 2021.

138 Underhill Lane, Peekskill

1840 Crompond Road Unit #6C3, Peekskill
$160,000
1 Beds ⋅ 1 Baths ⋅ 1026343 MLS
Welcome to Stonegate, where comfort, convenience, and style come together in this beautifully updated second-floor, street-level entry one-bedroom, one-bath co-op. Sun-filled and inviting, the spacious living and dining room features a sliding glass door that opens to a private balcony, creating the perfect space for everyday living. The custom kitchen features granite countertops, custom cabinetry, a coffee bar, stainless steel appliances, a private pantry, and a large window that fills the room with natural light. The oversized bedroom fits a king-size bed and offers a generous walk-in closet. The updated bathroom features tile flooring and great storage. Additional features include assigned parking next to the unit, a locked private storage cage, laundry in the basement, and guest parking. Enjoy Stonegate's community amenities, including a pool and picnic area. Ideally located within walking distance to downtown Peekskill's vibrant restaurants, shops, entertainment, the shopping center, and bus service near to the complex. Just 2.9 miles to Metro North for an easy commute to New York City. Enjoy nearby Depew Park with pool, tennis, pickleball, picnic areas, playground, and walking track. Enjoy nearby Hudson River activities at Peekskill’s Riverfront Green, offering scenic walking paths, waterfront recreation, seasonal events, and festivals throughout the year.

1840 Crompond Road Unit #6C3, Peekskill

10 Edinburgh Drive Unit #10, Peekskill
$412,500
2 Beds ⋅ 2 Baths ⋅ 1022012 MLS
Experience the radiant charm of this sunlit two-bedroom, two-bathroom condo featuring a formal dining room, spacious walk-in closets, convenient private laundry, a relaxing balcony overlooking lush surroundings and assigned parking Comes with access to Society Hill II's clubhouse where residents can indulge in a plethora of amenities including an inviting indoor pool, playground, rejuvenating sauna, state-of-the-art fitness center, and indoor basketball & racquetball courts. The clubhouse hosts an array of enriching classes, lessons, and events such as Zumba, Pilates, Yoga, swimming, and Bingo, ensuring there's something for everyone. Impeccably maintained and move-in ready, this breathtaking home offers an unparalleled living experience. Take advantage of the serene green areas for leisurely strolls and peaceful moments. Don't let this opportunity pass you by – seize the chance to call this remarkable condo your new home. Pictures have been virtually decluttered

10 Edinburgh Drive Unit #10, Peekskill

1 Lakeview Drive Unit #4-0, Peekskill
$143,000
1 Beds ⋅ 1 Baths ⋅ 1005077 MLS
FULLY AVAILABLE ! Why rent when you can own? Enjoy affordable homeownership in this beautifully maintained 1-bedroom, 1 bath cooperative located in the desirable Peekskill Towers. Situated on the fourth floor, by elevator, this inviting home offers the perfect blend of comfort, style and convenience. Step through the tiled foyer into a bright, open living space designed for every day living and entertaining. The spacious primary bedroom features an impressive floor to ceiling closet providing exceptional storage. A private balcony offers the perfect spot to enjoy your morning coffee, unwind after a long day, or take in the surrounding views. The complex has a beautiful pool and a small exercise room which are available at a minimal cost as an extra amenity if your buyer wishes to join. Seasonal pool pass is $75.00 and monthly gym cost is $5.00 Additional highlights include abundant closet space, Laundry down the hall and larger units on the ground level,on-site parking and a move-in-ready interior. Ideally located in the heart of Peekskill, you'll enjoy easy access to Peekskill Metro-North Railroad, major commuter routes including the Bear Mountain Parkway, Taconic State Parkway, Route 9 and close proximity to pretty much anything you need. The Art District, Waterfront and Riverfront Green, The Paramount Hudson Valley Theatre, local 5 star dining and the beautiful river front are all at your door step !! Here is your chance....make your appointment today.

1 Lakeview Drive Unit #4-0, Peekskill

208 N James Street, Peekskill
$589,000
3 Beds ⋅ 2 Baths ⋅ 1001715 MLS
Incredible Investment Opportunity! This 2-family home boasts a lower level DUPLEX unit - with entries on each floor - featuring a freshly painted large kitchen/dining area complete with brand new appliances, 2 bedrooms & full bath on the upper level with a large living room/family room area on the lower level. The 2nd floor 1-bedroom unit includes an eat-in kitchen and access to a completely finished walk-up attic. Off-the-street parking has enough space for 2 cars. This home is ideally situated in the vibrant & historic City of Peekskill, just 2 blocks north of the heart of Peekskill - Main Street. It is close to shopping, restaurants, schools, library, parks, the renowned Paramount Theater and more. Don't miss this wonderful opportunity!

208 N James Street, Peekskill

1840 Crompond Road Unit #1A4, Peekskill
$123,000
1 Beds ⋅ 1 Baths ⋅ 982872 MLS
Welcome to Stonegate—where comfort, convenience, and effortless living come together. This first-floor one-bedroom unit features a spacious layout with a walk-in closet, one full bathroom, and a living room dining room combo. The kitchen is equipped w/ granite countertops and stainless steel appliances, offering both style and functionality. Stonegate’s beautifully landscaped, park-like grounds create a resort-style atmosphere with a pool, picnic areas, and barbecue spaces. Residents also enjoy on-site laundry, assigned storage, easy outdoor access, and dedicated parking. Perfectly positioned near downtown Peekskill, you’re moments from dining, shopping, Metro-North (under an hour to Grand Central), major highways, and the Hudson River waterfront. Monthly maintenance includes taxes, heat, water, basic cable, and internet, plus the STAR allowance for primary residents. Co-op requirements- credit score of 775+ and 20% down at contract signing. Income requirements (no exceptions)- Cash buyer income must be greater than $38,000 for each applicant. If getting a mortgage, income must be greater than $55,000 for each resident. Buyer must have $15,000 in liquid reserves after closing and DTI ratio not to exceed 30%.

1840 Crompond Road Unit #1A4, Peekskill

1840 Crompond Road Unit #9B7, Peekskill
$120,000
1 Beds ⋅ 1 Baths ⋅ 957085 MLS
Welcome home to this sunny, garden-style 1-bedroom co-op in highly desirable Stonegate, featuring a private entrance to a second-level living space. Priced to sell and move-in ready with fresh paint, carpeting, a newer kitchen with updated appliances, oak cabinets, granite counters, and polished wood flooring in the non-carpeted areas. Enjoy large walk-in closets and a balcony with lovely mountain views. Conveniently located near the pool and barbecue areas. Community amenities include on-site laundry. Unit comes with one assigned parking space and a storage unit. Monthly maintenance includes taxes, heat and hot water, basic cable, and internet. STAR real estate tax discount for primary residence not included in listed HOA. Close to schools, shopping, highways, and the Peekskill waterfront. Metro-North station is nearby—approximately 1 hour to Grand Central Terminal. Board requirements: 775+ credit score; 20% deposit due at contract signing. Income requirements: Cash buyer income must be greater than $38,000 per resident; with mortgage, income must be greater than $55,000 per resident. Must have at least $15,000 in bank after down payment is made; debt-to-income ratio not to exceed 30%.

1840 Crompond Road Unit #9B7, Peekskill

527 Union Avenue, Peekskill
$784,222
4 Beds ⋅ 3 Baths ⋅ 924200 MLS
To Be Built – Your Dream Home Awaits! Imagine moving into a brand new home with all the bells and whistles, perfectly situated on a beautiful parcel of land abutting Depew Park! This is your chance to personalize your future home by selecting colors and finishes before construction is complete. The open floor plan is ideal for entertaining. The main level is comprised of a state of the art kitchen with stylish stainless steel appliances, spacious walk in pantry, center island with seating and quartz or granite counters. There is also a family room with cozy fireplace, a dedicated office/den for remote work or play time, a dining area, and a powder room. Hardwood floors or flooring of your choice, as well as LED and recessed lighting will complete the decor. The second floor has a primary suite with two walk in closets, a luxurious bathroom featuring a soaking tub, cultured marble countertops, and a walk-in shower. There are also three generously sized bedrooms, and a hall bathroom with double sinks and bathtub with shower for added comfort. Additional perks include a pull-down stair attic, partial basement, and a rear paver patio—perfect for outdoor relaxation and entertaining. Conveniently located near Metro North, the Hudson River waterfront, and all the shops, restaurants, and schools that vibrant Peekskill has to offer. Enjoy the best of suburban life with modern amenities and timeless style! There are no audio recording devices inside this property.

527 Union Avenue, Peekskill

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