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25 Highland Terrace, Pleasantville
$921,500
3 Beds ⋅ 2 Baths ⋅ 939249 MLS
Just minutes from downtown shopping, dining, and the train, this sun-filled home is ideally situated on a dead-end street, offering both convenience and privacy. Fully renovated only 6 years ago with updates including exterior siding, roof, kitchen, baths, windows and hardwood floors. The pristine, spacious kitchen features a bright dining area overlooking the private backyard with brand new Trex deck. The oversized family room just off the kitchen offers a cozy fireplace with a great flow for entertaining and every day relaxing as well as a versatile layout. Upstairs, you will find three generously sized bedrooms with ample closet space and a beautifully renovated Jack-and-Jill bathroom connected to the primary bedroom. A large fenced-in backyard provides wonderful space for outdoor enjoyment, with easy access from both the kitchen/deck and the walkout basement with lots of potential for finishing. An attached one-car garage adds convenience to this move-in-ready home.

25 Highland Terrace, Pleasantville

460 Washington Avenue, Pleasantville
$915,000
3 Beds ⋅ 2 Baths ⋅ 1016376 MLS
There are homes that need a project list. This isn't one of them. An impeccably maintained split-level offering that rare opportunity to simply move in and start enjoying from day one. Every major improvement has already been completed, inviting you in with confidence. A stunningly redesigned kitchen, updated baths, central air, young roof and siding, and a brand new boiler and hot water heater means the heavy lifting has already been done. Offering the flexibility of a home that lives like 4-bedroom, the thoughtfully designed layout adapts beautifully to today's needs. A wood-burning fireplace adds cozy vibes to the main living space, while an expansive deck extends the living outdoors, creating the perfect setting for a quiet morning coffee to effortless entertaining. Add in exceptional curb appeal, abundant closet space, meticulous maintenance throughout and it’s easy to appreciate what makes this home so special. Ideally located in the highly regarded Pleasantville School District, this is the kind of home that lets you spend your weekends enjoying life instead of working on your house.

460 Washington Avenue, Pleasantville

33 Brookside Place, Pleasantville
$910,000
3 Beds ⋅ 2 Baths ⋅ 998827 MLS
Beautifully maintained 3-bedroom, 2 full bath raised ranch offering an open and airy floor plan, perfectly situated on a quiet cul-de-sac in a highly desirable location. This inviting home features spacious living areas filled with natural light, ideal for both everyday living and entertaining. Enjoy the convenience of being within walking distance to both the charming villages of Chappaqua and Pleasantville, where you’ll find an array of popular restaurants, vibrant farmers markets, boutique shopping, and the renowned Jacob Burns Film Center. Offering close proximity to New York City for an easy commute, this home perfectly combines suburban tranquility with exceptional accessibility and lifestyle amenities. A rare opportunity to enjoy comfort, convenience, and community all in one. Home features new state of the art furnace, new washer/dryer, private deck and side yard.

33 Brookside Place, Pleasantville

23 Brookside Place, Pleasantville
$880,000
4 Beds ⋅ 2 Baths ⋅ 905737 MLS
Welcome to 23 Brookside Place in Pleasantville, NY — a beautifully maintained, energy-efficient home set on three tax lots with room to expand. The main level offers timeless details including crown and baseboard molding, a spacious entry foyer with coat closet, and a bright living room featuring recessed lighting and a wood-burning fireplace with wood mantle and stone surround. The updated eat-in kitchen is designed for both everyday living and entertaining, showcasing granite counters, tile backsplash, slow-close cabinetry, GE Profile built-in microwave, Bosch dishwasher, ThinQ refrigerator with water dispenser, GE induction stove, and a sliding glass door that opens to a wood deck and stone patio. A renovated full bath with new vanity and bathtub, along with two comfortable bedrooms—each with new ceiling fans (2024) and closets—complete this level. Upstairs, the primary suite offers recessed lighting, a spacious closet, an oversized walk-in closet/dressing area that can be converted back to a fourth bedroom, and a beautifully updated tiled bathroom with walk-in shower, new vanity, and wainscoting. The lower level includes a workbench, LG washer and dryer, and direct access to the one-car garage with epoxy floor and upgraded 200-amp electrical panel (2024). Additional features include hardwood floors and updated windows throughout, freshly painted interior, a flagstone walkway to the front door, new roof (2023), radon mitigation system (2023), new landscaping (2022), and a seven-zone internet-connected in-ground sprinkler system. With its large property, updated systems, and inviting outdoor spaces, this home blends charm, comfort, and modern efficiency in an ideal Pleasantville location.

23 Brookside Place, Pleasantville

36 Pleasant Avenue, Pleasantville
$876,000
3 Beds ⋅ 2 Baths ⋅ 987519 MLS
A rare opportunity in the heart of the Pleasantville Village—just under a quarter mile to the train and under a mile to award-winning Bedford Road Elementary School —this sun-filled home offers the perfect blend of space, functionality, and potential. Flooded with natural light, the main level features a true eat-in kitchen with an adjacent dining room, ideal for both everyday living and effortless entertaining. A generously sized living room anchors the home, while three well-proportioned bedrooms and a full bath provide comfortable, flexible living. The walkout finished lower level with woodburning stove adds exceptional bonus space, complete with a full bath—perfect for guests, an au pair, home office, or recreation area. Set on a level yard surrounded by beautifully landscaped natural hedges with room to relax, play, or expand, the property offers endless possibilities to make it your own. Additional highlights include a two-car garage, hardwood floors, abundant storage throughout, and a layout that easily adapts to today’s lifestyle needs. All of this in a coveted Village location, close to shops, dining, and commuter convenience. Photos have been virtually staged.

36 Pleasant Avenue, Pleasantville

175 Washington Avenue, Pleasantville
$850,000
3 Beds ⋅ 1 Baths ⋅ 973171 MLS
Offered for the first time in over 90 years, this cherished village home presents a rare opportunity to become part of Pleasantville’s rich community fabric. Lovingly held by the same family for generations, this 3-bedroom, 1.5-bath residence is ready for its next chapter, offering endless potential for renovation, expansion, or personalization. The home features a classic layout filled with warmth and timeless character. An expansive, level yard provides exceptional outdoor space, ideal for gardening, recreation, entertaining, or future enhancements. A detached garage adds convenience and valuable storage. Ideally located in the heart of Pleasantville, this property is surrounded by tree-lined streets and a vibrant village atmosphere. Enjoy close proximity to the Jacob Burns Film Center, the popular Pleasantville Farmers Market, local cafés, shops, and dining. Commuters will appreciate easy access to the Metro-North train and the Saw Mill River Parkway. Outdoor and recreational amenities abound nearby, including Rockefeller State Park Preserve, private tennis facilities, and a community pool. Whether restoring its original charm or creating a modern vision, this is a unique opportunity to own a piece of Pleasantville history in one of Westchester County’s most desirable communities.

175 Washington Avenue, Pleasantville

51 Choate Lane, Pleasantville
$848,000
3 Beds ⋅ 4 Baths ⋅ 916399 MLS
Welcome home to this enchanting 1800s Colonial Farmhouse, brimming with historic charm and timeless period details. Set on a picturesque half-acre in the highly sought-after Pleasantville School District, this 3-bedroom gem radiates classic character and warmth. From wide plank floors and custom built-ins, every corner of this home tells a story. Start your mornings in the cozy breakfast room, or unwind on the inviting wraparound porch, overlooking lush perennial gardens and treetop views of the village. The backyard is a gardener’s oasis with a fenced veggie garden, sun and shade gardens, plus a lush grassy spot perfect for relaxing or gathering. Enjoy direct access to Roselle Park, a local favorite, and take advantage of an unbeatable location—just a 8-minute walk to the train and 15 minutes to the schools. You have shops, restaurants, Jacob Burns Film Center, the famers market and everything Pleasantville has to offer at your fingertips. This home truly offers the perfect blend of tranquility and convenience. Additionally, you will find biking trails at Graham Hills Park, The North County Trailway and one of the many trailheads for the expansive Rockefeller State Park Preserve. Don’t miss the opportunity to own a piece of history in one of Westchester’s most desirable communities.

51 Choate Lane, Pleasantville

606 Washington Avenue, Pleasantville
$840,000
5 Beds ⋅ 2 Baths ⋅ 967397 MLS
Welcome to Pleasantville! This beautifully maintained 5-bedroom, 2-bathroom home is set on a generous 0.35-acre lot and offers space, comfort, and exceptional value in a tranquil setting. Step into a light-filled living room featuring an oversized bay window, creating a warm and inviting atmosphere. The space flows seamlessly into a formal dining area, perfect for gatherings. Glass sliders open to a private deck—ideal for morning coffee or evening entertaining. The eat-in kitchen provides ample cabinetry and counter space, making it both functional and enjoyable. A cozy lower-level recreation room offers flexibility as a home office, or den. The lower level also features a walk-out basement with private laundry and direct access to a large paved patio. Upstairs, you will find five generously sized bedrooms, each with plenty of closet space. The primary bedroom features a private deck that doubles as the roof of a covered carport below. Outside, enjoy a beautifully manicured yard surrounded by mature trees, offering both privacy and charm. Conveniently located near schools, parks, and the train station with easy access to Manhattan, this home combines peaceful suburban living with commuter-friendly convenience.

606 Washington Avenue, Pleasantville

20 Sarles Lane, Pleasantville
$840,000
3 Beds ⋅ 2 Baths ⋅ 857634 MLS
Just steps from downtown Pleasantville and train station, award-winning Pleasantville schools and local playgrounds, this charming home blends convenience with classic character. Bursting with curb appeal, this sun-drenched home features gleaming hardwood floors, a welcoming country kitchen complete with a butler’s pantry and access to formal dining room, perfect for entertaining or everyday living and a large, versatile family room with stunning fireplace. Enjoy three generously sized bedrooms plus a bright bonus space ideal for a home office, gym, playroom, den, or guest area. Sunlight fills every corner of the home showcasing the gleaming hardwood floors, while ample storage ensures everything has its place. The level yard offers room to relax or play, rounding out this exceptional in-town gem. Don't miss this rare opportunity to call a village colonial home!

20 Sarles Lane, Pleasantville

27 Bedford Road, Pleasantville
$836,500
5 Beds ⋅ 4 Baths ⋅ 921880 MLS
Set in the desirable Village of Pleasantville, this enchanting Colonial home, built in 1830 and sited on .78 acres, offers timeless character, unique architectural details, and endless potential. A true diamond in the rough, this residence, dubbed "Pierce House", is ready to be transformed into something truly spectacular. Far from cookie-cutter, this home tells a story. With its original charm and distinctive presence, it inspires imagination and offers a rare opportunity to create something exceptional. The expansive covered front porch sets the tone—perfectly welcoming for guests and spacious enough for a row of rocking chairs or even a full picnic table for outdoor dining and gatherings. Inside, you'll find spacious common rooms, 2 woodburning fireplaces, 5 bedrooms/4 full bathrooms and multiple options for hybrid workspaces, creative studios, or flexible living/bedroom configurations. The picturesque grounds feature a gently meandering brook, a charming trellis and archway. A rare find in Pleasantville, the expansive lot also includes a private tennis court awaiting revival—well-suited for recreation or open-air entertaining. Driveway entrance on Pierce Drive. Enjoy the best of both worlds: located within the Village of Pleasantville—with its cherished community traditions and vibrant local amenities—yet also in close proximity to the Chappaqua train station and town (sidewalk recently installed for improved access and safety). A one-of-a-kind opportunity to bring new life to a home rich with history, set in a location that blends charm, convenience, and character.

27 Bedford Road, Pleasantville

61 Ridgewood Drive, Pleasantville
$821,500
3 Beds ⋅ 2 Baths ⋅ 1009246 MLS
Welcome to 61 Ridgewood Drive, a beautifully maintained 3-bedroom, 2 bath home nestled on a picturesque tree-lined street in the heart of Pleasantville. Filled with natural light and timeless appeal, this inviting residence offers warmth and charm from the moment you arrive. New windows throughout brighten every room, while high ceilings in the main living area add an airy feel and enhance the home's character. The cozy wood-burning fireplace serves as a natural focal point, creating the perfect place to gather with family and friends or unwind on a chilly evening. The thoughtfully designed layout makes everyday living easy, with comfortable spaces that feel both functional and inviting. Three well-proportioned bedrooms offer flexibility for family, guests, or a home office. Step outside to enjoy the peaceful landscaped backyard, featuring a new patio (2025). Whether you're sipping your morning coffee, entertaining guests, or simply relaxing outdoors, this private setting provides the perfect backdrop for enjoying the seasons. Located in the award winning Pleasantville Union Free School District and just minutes from the vibrant village center, Metro-North train station, shops, restaurants, parks, and community events, this home offers an exceptional combination of small-town charm and commuter convenience. Move right in and enjoy all that Pleasantville has to offer in this bright, welcoming home.

61 Ridgewood Drive, Pleasantville

46 Walnut Street, Pleasantville
$810,000
3 Beds ⋅ 2 Baths ⋅ 865870 MLS
Calling all builders, dreamers or buyers who want their home and property to be their sanctuary! This 1920's three bedroom colonial is nestled on an oversized property with a buildable lot. It is surrounded by beautiful flowers, mature plantings, trees and rock gardens! This house and property offer endless possibilities including a subdivision or perhaps add a built-in pool or keep the grounds as your personal oasis surrounded by everything nature has to offer. Imagine yourself sipping ice tea on the stone porch, overlooking the beautiful gardens, while being serenaded by the chirping birds! The double doors welcome you into this special home. The first floor boasts high ceilings, wood floors, built-ins and more. Large picture windows let the sun shine in! The huge living room is perfect for entertaining or relaxing. The dining room faces south and you have a birds-eye view of nature at its finest! Come and make the kitchen your own. It has a large pantry, a door out to the side yard and is awaiting your touches! The upstairs bedrooms are light and bright. Attic has pull down stairs and has so much room for storage. The exterior is newly painted as is most of the interior of the house.

46 Walnut Street, Pleasantville

35 Lenox Avenue, Pleasantville
$800,000
3 Beds ⋅ 3 Baths ⋅ 961828 MLS
Sun-filled and designed for easy living, this beautifully maintained 3-bedroom, 3-bath home offers the perfect blend of comfort and versatility. A private, level fenced yard creates an ideal setting for relaxing, entertaining, or everyday enjoyment. The walk-out lower level features its own private entrance and flexible living space complete with a studio setup, kitchenette, and recreation room, perfect for an in-law, au pair, extended family, or home office suite. Step outside to a charming brick patio and rear patio with new awning, creating seamless indoor-outdoor living. Thoughtful updates include freshly painted interiors on both levels (2025), new rear awning (2025), new vinyl flooring upstairs (2024), hot water heater (2024), oil tank (2021), central A/C (2021), and exterior painting (2020). Ideally located just minutes from town, train, shopping, dining, parks, and major highways, with an easy walk to the train station, this home offers both convenience and lifestyle. Additional highlights include 1-car garage and parking for four cars and a full attic for storage.

35 Lenox Avenue, Pleasantville

7 Elsa Avenue, Pleasantville
$790,000
5 Beds ⋅ 3 Baths ⋅ 934755 MLS
Flexible floor plan in the heart of Mid-Westchester. Pride of ownership shines throughout this well maintained original-owner home. Featuring Andersen windows, brand new roof, brand new above ground oil storage tank, Weil Mclain boiler installed 2016, fully encapsulated continuous exterior foam insulation... this property offers both comfort and efficiency to the new owner. The spacious main floor boasts a large eat in kitchen and flexible layout with a first-floor bedroom, laundry area, primary living room and additional dining area. Upstairs you’ll find four generously sized bedrooms and a full bathroom with space for everyone. Downstairs over 500 sq ft finished walk-out basement (not included in the listed square footage) with separate entrance features brand-new flooring, an updated full bathroom, and an additional office/spare room ideal for work, recreation or additional guest space. A separate 300 unfinished sq. ft. of storage/workshop area with electricity opens directly to the backyard offering excellent utility and hobby space. A full attic provides even more storage options upstairs. Centrally located in Mid-Westchester this home offers convenient access to major highways just 45 minutes to NYC, 10 minutes to White Plains, and a short walk to the Pleasantville train station, Jacob Burns Theatre and the vibrant downtown village known for its weekly farmers market and community events. This home combines thoughtful updates flexible living spaces, and an unbeatable location for the new owners.

7 Elsa Avenue, Pleasantville

448-450-450 Manville Rd, Pleasantville
$780,000
24046332 MLS ⋅ Unspecified BLDG.
Nestled in the heart of Pleasantville's vibrant business district, this charming colonial building, previously owner-occupied with years of success since 1986, is now available for purchase. This beautifully maintained property offers several offices, two kitchenettes, three bathrooms, a huge 3rd floor bonus room and plenty of storage space, making it ideal for a team of engaged tenants to work collaboratively. With four tandem parking spots located at the rear of the building, as well as convenient access to a municipal lot down the street and ample street parking, your clients and employees will appreciate the easy accessibility. Imagine the possibilities of hosting your business here-Attorneys, Insurance Brokers, Real Estate Title Companies, Engineers, Contractors, Therapists and more can thrive in this inviting space, fostering productivity and collaboration. Don't miss this rare opportunity to establish your business in the desirable Pleasantville Community and unlock the potential for growth and success.

448-450-450 Manville Rd, Pleasantville

50 Brentwood Drive, Pleasantville
$780,000
3 Beds ⋅ 2 Baths ⋅ 905499 MLS
Welcome to Pleasantville! This charming, raised ranch offers the perfect blend of comfort, functionality, and convenience. The main level features a spacious kitchen with stainless steel appliances and a dedicated dining area. Sliding glass doors open to the backyard, creating an ideal space for indoor-outdoor living and effortless entertaining. A bright and inviting living room provides excellent flow for everyday living. The main level also includes three bedrooms and a full bathroom, offering ample space for family or guests. Downstairs, the fully finished lower level serves as a flexible space—perfect for a family room, home office, gym, or recreation area. You will also find a bathroom and laundry room and direct access to the garage for added convenience. Located just minutes from the Pleasantville and Chappaqua train stations, top-rated schools, shopping, dining, and more—this home offers the best of suburban living with easy access to all the area has to offer.

50 Brentwood Drive, Pleasantville

448-450 Manville Road, Pleasantville
$780,000
H6327476 MLS
Nestled in the heart of Pleasantville's vibrant business district, this charming colonial building, previously owner-occupied with years of success since 1986, is now available for purchase. This beautifully maintained property offers several offices, two kitchenettes, three bathrooms, a huge 3rd floor bonus room and plenty of storage space, making it ideal for a team of engaged tenants to work collaboratively. With four tandem parking spots located at the rear of the building, as well as convenient access to a municipal lot down the street and ample street parking, your clients and employees will appreciate the easy accessibility. Imagine the possibilities of hosting your business here-Attorneys, Insurance Brokers, Real Estate Title Companies, Engineers, Contractors, Therapists and more can thrive in this inviting space, fostering productivity and collaboration. Don't miss this rare opportunity to establish your business in the desirable Pleasantville Community and unlock the potential for growth and success.

448-450 Manville Road, Pleasantville

21 Foxwood Drive Unit #2, Pleasantville
$760,000
2 Beds ⋅ 2 Baths ⋅ 1030982 MLS
Foxwood Condominium Pleasantville, Picturesque Country Setting with Meticulously Kept Grounds.. Foxwood's 1st Floor " Stuart " Model with1,275 Square Feet of 1 Level Living.. Beautifully Updated Eat in Kitchen with Additional Cabinetry and Granite Counters, Decorative Tile Backsplash, Accommodating Dining Area and Pantry.. Entry Foyer with Closet, Spacious Living Room with Picture Window, Wood Burning Fireplace and " Long Wall " Ideal for Furnishing's Placement and a Door Out to the Deck.. Formal Dining Room with Easy Kitchen Access.. Hall Laundry and Linen Closets.. Primary Bedroom with Walk in Closet and Updated Primary Bathroom with Walk in Shower.. 2nd Bedroom with Sliding Doors Closet and Hall Bathroom Access.. Additional Upgrades Include Flooring, Interior Doors and Crown Moldings.. Fresh Paint and in Move - in Condition.. Heat, Water, Grounds Maintenance and Snow Removal Included in the Common Charges.. Locked Basement Storage Cubicle Approximately 70 Sq Ft with Full Height Ceiling in the Same Building.. Plenty of Parking for Residents and Guests.. 3 Complex Pools and Village Tennis Courts.. Convenient to All in Charming Pleasantville and Chappaqua.. Shopping, Dining and Deli's, Schools and Libraries, Jacob Burns Film Center, Farmers Markets, Parks and Recreation, Train Stations.. Everything's Close.. Central Westchester County at its Best with Quick Access to Major Highways and an Easy NYC Commute.

21 Foxwood Drive Unit #2, Pleasantville

624 Washington Avenue, Pleasantville
$750,000
3 Beds ⋅ 1 Baths ⋅ 929130 MLS
Beautifully set between the Villages of Pleasantville and Chappaqua, this charming, well maintained split-level home offers the perfect blend of comfort, convenience, and community. Located within the highly regarded Pleasantville School District, you’ll enjoy easy access to both village centers, each filled with local favorites—from restaurants and farmers markets to the Jacob Burns Film Center. Commuters will appreciate being just minutes from the train station: approximately 1.4 miles to Pleasantville and 0.5 miles to Chappaqua, making travel to NYC effortless. Inside, the bright and airy main level features large windows that flood the home with natural light, along with a spacious living room, dining area, and kitchen with direct access to the backyard and patio. The second level includes three comfortable bedrooms and a full bath, while the lower level provides additional square footage for storage or flexible use, plus laundry, utilities, and access to the garage. Outdoors, the thoughtfully appointed and fenced front and back yards offer exceptional space for entertaining, outdoor play, and gardening. A flagstone patio, dedicated play-set area, gravel barbecue zone, and ready-to-plant garden beds complete the tiered backyard. Don't miss this wonderful opportunity to enjoy the best of suburban living in an unbeatable location!

624 Washington Avenue, Pleasantville

60 Foxwood Drive Unit #2, Pleasantville
$739,000
2 Beds ⋅ 2 Baths ⋅ 949162 MLS
Beautiful Foxwood Condominium.. Picturesque Country Setting with Meticulously Kept Grounds.. Rarely Offered, Foxwood's 1st Floor " Somerset " Model.. Approximately 1,300 sq ft of 1 Level Living.. Light and Bright in the Most Private of Locations with Southern - Western Exposure and Wooded Views.. Eat in Kitchen with Large Dining Area, Additional Cabinetry and Plenty of Counter Space Throughout.. Entry Foyer with 2 Closets, Spacious Formal Dining and Living Room's with Picture Windows Overlooking the Grounds and a Door Out to the Deck.. Hall Bathroom, Hall Linen and Laundry Closets and Additional Closet - Pantry.. Primary Bedroom with Primary Bath and Walk in Closet and a 2nd Bedroom with Sliding Door's Closet.. New Carpeting and Freshly Painted.. Heat, Water, Grounds maintenance and Snow Removal Included in the Common Charges.. Locked Basement Storage Cubicle Approx 6' x 10' with Full Height Ceiling.. Plenty of Parking for Residents and Guests.. 3 Complex Pools and Village Tennis Courts.. Convenient to All in Charming Pleasantville and Chappaqua.. Shopping, Dining and Deli's, Schools and Libraries, Jacob Burns Film Center, Farmers Markets, Parks and Recreation, Train Stations.. Everything's Close.. Central Westchester County at its Best with Quick Access to Major Highways and an Easy NYC Commute.

60 Foxwood Drive Unit #2, Pleasantville

16 Manville Lane Unit #2, Pleasantville
$716,200
2 Beds ⋅ 2 Baths ⋅ 1024907 MLS
Welcome to this beautifully updated, move-in-ready 2-bedroom, 1.5-bath first-floor condominium offering 1,035 square feet of comfortable, low-maintenance living in the highly sought-after Foxwood community. This thoughtfully maintained home combines modern finishes, convenience, and an exceptional location in the heart of Pleasantville. Inside, you'll find beautiful hardwood floors throughout, creating a warm and inviting atmosphere. The updated kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and generous workspace, making it ideal for both everyday living and entertaining. The home has been meticulously maintained and enhanced with crown molding, high hat lighting, new windows, and beautifully renovated bathrooms completed within the past two years. Additional conveniences include an in-unit washer and dryer, a private storage unit, and one assigned parking space— conveniently located directly in front of the unit. Foxwood residents enjoy beautifully maintained grounds and outstanding community amenities, including three outdoor swimming pools and access to Village tennis courts. The community is pet-friendly, making it an ideal place for both homeowners and their furry companions. Ideally located in one of Pleasantville's most desirable neighborhoods, the home is just over a mile from the Pleasantville Metro-North station, providing an easy commute to New York City. Residents also enjoy convenient access to the village's vibrant downtown, offering charming restaurants, cafes, boutique shopping, parks, and year-round community events. Offering a rare combination of thoughtful updates, first-floor convenience, desirable amenities, and an unbeatable location, this exceptional home is truly move-in ready and presents a wonderful opportunity to enjoy everything Foxwood and Pleasantville have to offer.

16 Manville Lane Unit #2, Pleasantville

16 Manville Lane Unit #4, Pleasantville
$679,000
1 Beds ⋅ 2 Baths ⋅ 915514 MLS
Welcome to this beautifully updated 1-bedroom condo with a versatile den in the highly sought-after Foxwood Condominium Complex. This first-floor unit has been completely updated and features hardwood floors, soundproof ceilings, crown molding and high-hat lighting. Sliding glass doors in the large living room lead to a private deck, while French doors open to the den - ideal as a second bedroom or home office with its own closet. The remodeled kitchen boasts custom wood cabinetry, quartz countertops, tile backsplash, stainless steel appliances, and a bright dining area with two large windows. The primary suite offers a double closet, two double windows, and a newly renovated bath including a heated towel rack. A large hall closet with pantry space and full-size washer/dryer adds convenience. Enjoy beautifully landscaped grounds with mature trees, three outdoor pools, and proximity to Village tennis courts. This building also features a heated and lighted handicap ramp, new stone steps, and refreshed hallways with a new front door. Located close to all Pleasantville amenities, this condo blends comfort, style, and accessibility in a prime location.

16 Manville Lane Unit #4, Pleasantville

4 Foxwood Drive Unit #5, Pleasantville
$665,000
2 Beds ⋅ 2 Baths ⋅ 952520 MLS
Step inside this beautifully updated 2-bedroom/1.5-bathroom plus den condo in the sought-after Foxwood community. Adorned with natural sunlight, it lives like a 3-bedroom. The well-appointed kitchen naturally flows to the dining room, living room and private balcony, the ideal place to sit back and enjoy your morning coffee or evening drink! The king-sized master bedroom boasts a walk-in-closet and en-suite bathroom. The home offers generous closet space, in unit washer/dryer and deeded private storage. The community is nestled within a lovely park-like setting, featuring 3 swimming pools and ample parking. Ideally located just minutes from everything Pleasantville has to offer, including the metro north train station, Jacob Burns Film Center, Saturday farmers’ market, shopping, dining, public transportation and major highways. This will not last!

4 Foxwood Drive Unit #5, Pleasantville

582 Washington Avenue, Pleasantville
$650,000
3 Beds ⋅ 1 Baths ⋅ 1030292 MLS
First time on the market in over 50 years—an exciting opportunity to create something truly your own in an exceptional location! Ideally situated between the vibrant Villages of Pleasantville and Chappaqua, this split-level home offers a wonderful canvas for its next owner to renovate, reimagine, and make their own. Inside, hardwood floors and abundant natural light set the stage for a fresh transformation. The main level offers excellent potential to create the open-concept kitchen, living, and dining space, so desirable for today’s lifestyle, with convenient access to the deck and backyard—perfect for entertaining, dining outdoors, or simply enjoying your own private outdoor space. Upstairs, three comfortable bedrooms and a full bath provide a traditional bedroom level, while the lower level offers valuable additional space with endless possibilities for a recreation room, home office, gym, or den, along with laundry, utilities, and garage access. And then there’s the location!! Enjoy the best of both Pleasantville and Chappaqua, with acclaimed restaurants, farmers markets, shops, the Jacob Burns Film Center, and Metro-North all nearby. Located within the highly regarded Pleasantville School District and approximately 1.5 miles from the Pleasantville train station and 0.8 mile from Chappaqua’s, commuting to NYC is a breeze. Bring your vision and create the home you’ve been waiting for—in a location that’s already hard to beat. Sold As Is.

582 Washington Avenue, Pleasantville

64 Foxwood Drive Unit #8, Pleasantville
$649,000
2 Beds ⋅ 2 Baths ⋅ 964380 MLS
Welcome to this beautifully updated 2-bedroom condo in the sought-after Foxwood Complex in Pleasantville. This meticulously maintained home offers comfort, convenience, and exceptional value — with HEAT INCLUDED in the monthly common charges. Inside, you’ll find new flooring throughout, creating a fresh, modern feel from the moment you enter. The spacious layout includes a versatile bonus room that can easily serve as a den, home office, guest space, playroom, or whatever suits your lifestyle needs. The updated kitchen features modern finishes and appliances, while both bathrooms have been tastefully renovated. Additional improvements include new wall A/C units and an updated in-unit washer and dryer for ultimate convenience. Commuters will appreciate being just 1.6 miles from the train station and The Jacob Burns Film Center. Pleasantville's restaurant scene punches way above its weight—think cozy-chic bistros, craft cocktails, globally inspired menus, and just the right amount of small-town cool. A storage area is included with each unit. With its numerous updates, flexible living space, included heat, and prime location, this condo is a fantastic opportunity to enjoy easy living with easy access to all that Pleasantville has to offer.

64 Foxwood Drive Unit #8, Pleasantville

17 Foxwood Drive Unit #5, Pleasantville
$605,000
1 Beds ⋅ 2 Baths ⋅ 962077 MLS
Welcome to 17-5 Foxwood Drive, nestled in the highly desirable Foxwood community. This beautifully updated, sun-filled 1-bedroom with versatile den/office and 1.5 baths offers the perfect blend of space, comfort, and style, with thoughtful updates completed within the last six years. The expansive living and dining area is bright and inviting, offering generous room to entertain or unwind. Sliding doors lead to a private, sunlit balcony, the ideal spot for morning coffee or relaxing evenings. The oversized primary suite feels like a true retreat, featuring customized closet systems and a private en-suite bath. A flexible den provides valuable bonus space and easily functions as a home office, guest room, or cozy family room, designed to adapt to your lifestyle. Custom closet systems throughout the home maximize storage while maintaining a clean, organized aesthetic. Residents enjoy exceptional amenities including three pools and nearby tennis/pickleball courts, creating a resort-style lifestyle right at home. Ideally located just moments from vibrant downtown Pleasantville, the renowned Jacob Burns Film Center, Metro-North, the Pleasantville Farmers Market, shopping, dining, and major parkways. This move-in-ready residence offers convenience, comfort, and easy living in one of the area’s most sought-after communities. A 6 X 9 Storage space is also included. Welcome home to peace, tranquility and ease of living.

17 Foxwood Drive Unit #5, Pleasantville

20 Foxwood Drive Unit #1, Pleasantville
$600,000
1 Beds ⋅ 2 Baths ⋅ 1013700 MLS
Welcome to Foxwood Condominiums in Pleasantville! This spacious first-floor 1-bedroom condo offers comfortable and convenient living with a versatile den, 1 full bath, and 1 half bath. Enjoy easy access with no stairs and relax on your private terrace, perfect for morning coffee or evening unwinding. Residents of Foxwood enjoy an array of amenities, including three swimming pools and a playground, all set within beautifully maintained grounds. The unit also includes a private locked storage unit located in the basement on the rear side of the building, providing valuable additional storage space. As an added bonus, public tennis courts are conveniently located near the entrance on Campus Drive, offering residents easy access to additional recreational opportunities. Ideally situated just 1.3 miles from the Pleasantville Metro-North train station, this home offers an easy commute while being close to shopping, dining, parks, and everything Pleasantville has to offer. Don't miss this opportunity to enjoy low-maintenance living in one of Pleasantville's most desirable condominium communities!

20 Foxwood Drive Unit #1, Pleasantville

21 Foxwood Drive Unit #8, Pleasantville
$578,000
2 Beds ⋅ 2 Baths ⋅ 963159 MLS
Discover the perfect opportunity to live in one of Pleasantville’s most desirable communities! This charming, beautifully maintained 2-bedroom, 1.5-bathroom condo offers a fantastic layout flooded with natural light, boasting a southern exposure that keeps the home bright all day long. Step into a generously sized living room that provides a welcoming space for relaxation and entertaining. The kitchen flows seamlessly into a dedicated dining area, creating an open, airy feel. From the dining area, step out to your own private balcony — ideal for morning coffee or evening relaxation. The spacious primary bedroom features a large walk-in closet and a private bath, offering a quiet retreat. Heat and hot water are included in the common charges, and the convenience of in-unit laundry adds to the home’s appeal. Residents enjoy access to three pools within the complex and ample parking. Pleasantville offers a vibrant downtown, including the Jacob Burns Film Center, a year-round farmers market, top-tier schools, the Metro-North train station, shopping, dining, and easy access to highways and public transportation.

21 Foxwood Drive Unit #8, Pleasantville

36 Foxwood Drive Unit #6, Pleasantville
$574,000
2 Beds ⋅ 2 Baths ⋅ 894862 MLS
Live the Foxwood lifestyle. Step into modern elegance in this beautifully renovated second-floor two bedroom Linacre model in the desirable Foxwood community. Designed for comfort and effortless living, this move-in ready home features a stunning renovated kitchen with stainless steel appliances. The bright and airy living and dining areas flow seamlessly to a private balcony, creating an inviting indoor-outdoor feel. The spacious primary suite includes a walk-in closet and an updated en-suite half bath. The spacious second bedroom offers incredible flexibility, perfect as a guest room, home office, or creative space. With its generous layout and a large closet, there’s no shortage of comfortable living space or storage options. A fully renovated hall bath and In-unit laundry adds everyday convenience. Foxwood offers an exceptional lifestyle with beautifully landscaped grounds, three swimming pools, and inclusive common charges covering heat and hot water, landscaping, and snow removal. Located just minutes from the heart of Pleasantville, enjoy close proximity to the Jacob Burns Film Center, the vibrant Farmers’ Market, diverse restaurants, boutique shopping, Metro-North, and major roadways.

36 Foxwood Drive Unit #6, Pleasantville

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