Westchester Homes with Playground Amenities

Welcome to Westchester County, NY – a vibrant and picturesque region that perfectly blends suburban charm with easy access to the bustling energy of New York City. Known for its lush landscapes, historic architecture, and a strong sense of community, Westchester is a prime destination for families and individuals seeking a high-quality lifestyle.

Westchester County boasts a diverse array of neighborhoods, each offering its unique character and amenities. From the quaint streets of Bronxville to the scenic views of Peekskill and the lively atmosphere of White Plains, there’s something for everyone. The county is renowned for its top-rated schools, beautiful parks, and cultural attractions, making it an ideal place to call home.

For families, homes with playground amenities are a significant draw. Imagine living in a residence where children can safely play and explore right in your backyard! Many properties in Westchester feature well-maintained playgrounds, providing a perfect space for kids to enjoy outdoor activities and make lasting memories. This amenity not only enhances the quality of life for families but also fosters a sense of community among neighbors.

In addition to playgrounds, Westchester offers a wealth of recreational opportunities, including hiking trails, sports facilities, and community events. Whether you’re looking for a cozy single-family home, a charming townhouse, or a spacious estate, Westchester County has a variety of options to suit your needs.

Discover the charm of Westchester County, where your dream home awaits amidst beautiful surroundings and family-friendly amenities. Embrace the lifestyle you’ve always wanted in this remarkable part of New York!

Newest Westchester Homes with Playground Amenities

$475,000

2 Beds ⋅ 2 Baths ⋅ 1031330 MLS

What a beautiful location in the desired Chapel Hill community! This sun-drenched, second-floor home features easy-to-maintain oak hardwood flooring in the main living area and hall, along with a generous space for entertaining that extends through sliding glass doors onto a private, serene deck. The corner wood-burning fireplace creates a cozy focal point in the living room. The spacious primary ensuite bedroom is a true sanctuary, featuring surround windows with scenic views and ample closet space, including a deep walk-in closet with built-in shelving. The generous secondary bedroom also offers plenty of space and storage. A full hall bath and dedicated laundry area complete this home. Enjoy top-tier amenities at the community lifestyle center—play a card game, work out, play basketball, or relax in the sauna after a swim in the pool! Take advantage of the scenic walking paths meandering throughout the landscaped grounds. All this, just minutes to the Peekskill Metro-North station and major roadways!

23 Bayberry Drive, Peekskill

$300,000

1 Beds ⋅ 1 Baths ⋅ 1033189 MLS

Welcome to 26 Kenneth Stuart Place, Unit A — a beautifully maintained single-level waterfront home that offers the flexibility of one spacious bedroom plus a versatile office/den that can easily be converted into a second bedroom. This pond-front gem in the highly sought-after Old Yorktown Village community provides tranquil water views from your private patio, the perfect spot for morning coffee, evening relaxation, or entertaining guests. Inside, you’ll find a bright and spacious layout featuring a generous living room with sliding glass doors that seamlessly bring the outdoors in. The spacious bedroom offers ample closet space, while the office/den is perfect for a dedicated workspace or additional sleeping area. Additional storage includes ample hallway closets. The home also includes convenient in-unit laundry. The bright, functional kitchen features light cabinetry, appliances, and a sunny dining area with views of the colorful garden and grounds. Even more value is on the way with brand-new windows, a new front door, and a new screen door scheduled for installation, delivering enhanced energy efficiency, comfort, and curb appeal. Old Yorktown Village offers an exceptional lifestyle with resort-style amenities, including a lakefront community pool, tennis courts, private lake with boating rights, clubhouse, basketball courts, handball courts, playground, and beautifully landscanded park-like grounds. Whether you’re looking to stay active or simply unwind by the water, this community has something for everyone. Conveniently located near shopping, dining, parks, and major commuter routes, this home combines peaceful waterfront living with everyday convenience. Don’t miss this rare opportunity to own a pond-front home with 2-bedroom potential, ample closet space, hallway storage, in-unit laundry, and incredible amenities in one of the area’s most desirable communities. Waterfront views, resort-style amenities, ample storage, and flexible living space — this is a home you won’t want to miss!

26 Kenneth Stuart Unit #A, Mohegan Lake

$665,000

2 Beds ⋅ 2 Baths ⋅ 1030777 MLS

Welcome to Resort-Style Community Living — this two-bedroom, two-bath Radcliffe model with an attached one-car garage features a bright, spacious floorplan with natural gas cooking, heat, and a fireplace. Beautiful wood floors run throughout. Gorgeous kitchen and baths feature granite countertops and stylish finishes. The dining room opens to a large living room with a sliding door leading to a private oversized patio, complete with a remote-controlled awning and exquisite landscaped gardens. Your master suite offers a spacious bath with a jetted tub and a walk-in closet, with additional attic storage above. The second bedroom features a generous closet. Laundry in unit is a true bonus. Extra visitor parking is also available. Great location with access to five pools (within walking distant to one), eight tennis courts, two golf courses (membership not included), an updated fitness center, clubs, and activities. Shuttles to the Metro-North train station are available. HOA is $446.86 (siding, painting, roofing, landscaping etc..); Society fee is $167.49; Water (based on usage) and sewer billed monthly (approximately $48). See attached for what HOA and Society include.

904 Heritage Hills Unit #B, Somers

$250,000

2 Beds ⋅ 2 Baths ⋅ 1032961 MLS

Rare opportunity to own an exceptional 2 Bedroom 2 Bath merged breakthrough unit, located in the sought after Gated Community of Vernon Woods. This impressive layout intelligently pairs a spacious 2 Bedroom unit with a versatile Studio. Enter the Sun-Soaked Open Concept space, flanked by oversized windows and anchored by dramatic skylight, the sprawling main living area is drenched in radiant natural light all day long. Gourmet Kitchen Designed with striking dual-seating countertops, providing ample prep area and natural gathering spots. The Primary Suite with private Bath features a wall of three full-sized closets, offering exceptional storage. Plus, a generous second bedroom, a hallway Full Bath and an enormous walk-in storage closet to keep your living space pristine and clutter-free. Complex consists of 9 Residential Buildings on 10 Private Acres. Enjoy the list of FREE Amenities: 2 Parking Spaces, Private shuttle bus that runs between Vernon Woods and Pelham Metro North Station(only 25 minutes to GCS),on site Health Club with Racket ball, Tennis, Basketball, fully equipped Gym, Track and Community Room. PLUS a Picnic/BBQ area, On-site Laundry, 24 Hour Security and Management/Maintenance on site. Wood Flooring throughout! Come see and make this wonderful Community your home. Coop Board Approval Required: MIn $115,000 Income, 700+Credit Score, Application Fees.

171 Pearsall Drive Unit #6E/6F, Mount Vernon

$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

$155,000

1 Baths ⋅ 1029684 MLS

No need to look any further—you've found the one! This beautifully maintained studio co-op offers a smart, functional layout that lives like a junior one-bedroom. Freshly painted and move-in ready, the home features a well-appointed kitchen with ample cabinet space, stainless steel appliances, and everything you need for comfortable everyday living. Abundant closet space is a rare bonus, providing exceptional storage for a studio. Located in the desirable Shady Glen Cooperative, this charming garden-style community offers scenic waterfront views and water access, BBQ and picnic areas, a basketball court, playground, and clean on-site laundry facilities. One assigned parking space is included in the incredibly low monthly maintenance of $346.49, making this home an outstanding value. Additional outdoor parking is available for $60/month, and indoor garage parking ($85/month) is available via waitlist. Enjoy a peaceful residential setting with convenient access to Metro-North, local bus lines, shopping, restaurants, and major highways. Ideally situated less than 30 minutes from New York City, Connecticut, and City Island, this location offers the perfect balance of tranquility and accessibility. Why rent when you can own for less? This is an exceptional opportunity for first-time buyers, commuters, or anyone seeking affordable homeownership in a sought-after New Rochelle location. Board Requirements: Minimum 20% down payment, 700+ credit score, and maximum 30% debt-to-income ratio. Don't miss this incredible opportunity—this one won't last!

20 Shady Glen Court Unit #H, New Rochelle

$259,900

2 Beds ⋅ 1 Baths ⋅ 1031248 MLS

Welcome to 150 Charter Circle! A beautiful two-bedroom, one-bath Townhouse-style Co-op in the sought after High Meadow Complex. This desirable co-op features private easy entry-level access, a spacious open floor plan that provides generous living space, creating an inviting atmosphere for everyday living and entertaining. The first floor has new laminate flooring throughout the living room and dining room, a well appointed kitchen with ample cabinet space, stainless steel appliances, stackable washer/dryer, and many windows for an abundance of natural light. Venture upstairs and you will find the fully updated bathroom, generous size hall closet, the oversized primary bedroom and nice size 2nd bedroom. The entire home has been freshly painted. This Townhouse is ideally located just one mile from the Scarborough Metro-North Station and close to shopping, restaurants, and local conveniences. It offers the best of both worlds—tranquil living and easy access to everyday amenities, providing both comfort and accessibility. One outdoor parking space (#5) is included in the lot that is to the left of the building. Garages are available via waitlist, plus there is ample street parking for guests. Overnight street parking is allowed once you obtain a permit from the town. Maintenance fees includes taxes, heat, hot water, trash collection, and beautifully maintained grounds, adding exceptional value and convenience. Residents also enjoy access to a shared storage room, a dedicated laundry facility, and outstanding community amenities, including multiple basketball courts, several playgrounds, live-in super, and a community room available to rent for private gatherings and special events. Don’t miss this opportunity to own a well-located home in a vibrant community with fantastic amenities and easy commuting options. This one is not to be missed! Co-op financial requirements are a minimum credit score of 675, minimum down payment of 10%, DTI must be 35% or less, must have at least one year maintenance plus one year of mortgage payments in liquid assets available at time of closing.

150 Charter Circle Unit #150, Ossining

$1,169,000

3 Beds ⋅ 3 Baths ⋅ 1028647 MLS

Welcome to this impeccably renovated, move-in ready 3-bedroom townhouse in the sought-after Ridgeway community of White Plains. Thoughtfully redesigned with modern finishes, soaring ceilings, a stunning open-concept chef's kitchen, and a new HVAC system, this sun-filled home offers effortless style and comfort. The spacious primary suite features two walk-in closets and a beautifully renovated spa-like bath. A full basement provides exceptional storage and flexible space to suit your needs. Enjoy a carefree lifestyle with resort-style amenities, including a pool, newly renovated tennis and pickleball courts, and a clubhouse. The HOA handles landscaping, snow removal, and exterior maintenance—simply unpack and enjoy.

142 Woodbrook Road, White Plains

$600,000

2 Beds ⋅ 2 Baths ⋅ 1024568 MLS

This desirable ranch-style, one-level living home offers a spacious 2-bedroom, 2-bath END UNIT with a 1-car garage, nestled in the sought-after Heritage Hills community. Tucked away on a quiet cul-de-sac, this home features a spacious living room with a wood-burning fireplace and expansive floor-to-ceiling windows that flood the space with natural light. The large eat-in kitchen and open concept dining area provide ample space for entertaining. The master bedroom boasts a walk-in closet and an en-suite bath with double vanity sinks, a walk-in shower, and a tub. A second bedroom with a full hallway bath offers plenty of room for guests or family. Sliding glass doors from the kitchen lead to a back patio with privacy behind, creating the perfect spot for relaxation. Heritage Hills offers an unparalleled country club lifestyle with an array of amenities, including five pools, a clubhouse, a fitness center, several tennis and pickleball courts, bocce, an on-site golf course (fees apply), walking trails, restaurants, and numerous clubs to join. There’s even a shuttle to the nearby train station, making commuting a breeze. With 24-hour security, you can enjoy peace of mind in this vibrant, amenity-rich community. Conveniently located near I-684 and the Metro-North train station, with easy access to shops, restaurants, and more. This unit is ready for your personal touch to make it your own!

493 Heritage Hills Unit #A, Somers

$525,000

3 Beds ⋅ 2 Baths ⋅ 1031621 MLS

Move right into this beautifully renovated 3-bedroom, 2-bath condominium in the highly sought-after Granada Crescent community. Thoughtfully redesigned with modern style and functionality, this bright and spacious home features a stunning new kitchen complete with quartz countertops, stainless steel appliances, soft-close cabinetry, a classic subway tile backsplash, and a breakfast bar that opens seamlessly to the living and dining areas—perfect for everyday living and entertaining. Recessed lighting throughout the home enhances the open, airy feel, while abundant natural light fills every room. The home is also equipped with Google smart home technology, adding modern convenience with voice-controlled automation for compatible smart devices. Primary bathroom has been tastefully renovated with contemporary finishes, and the generously sized bedrooms provide comfortable, versatile living space. Step through the living room to your private outdoor patio, offering ample space for both a comfortable seating area and a full outdoor dining setup—an ideal extension of your living space for morning coffee, al fresco dining, or relaxing with family and friends. Additional highlights include an in-unit washer and dryer, assigned parking, and heat and hot water included in the HOA. Residents enjoy beautifully maintained grounds and a community pool, all just minutes from downtown White Plains, Metro-North, shopping, dining, parks, and major highways. Combining stylish renovations, smart home convenience, exceptional indoor-outdoor living, and an unbeatable location, this turnkey home offers a rare opportunity in one of White Plains' most desirable communities.

18 Granada Crescent Unit #2, White Plains

$609,000

2 Beds ⋅ 2 Baths ⋅ 1026571 MLS

Spacious one-level, no steps Stratford model offering 2 bedrooms, 2 baths, and comfortable, easy living. The eat-in kitchen features sliders to the deck and plenty of space for casual dining. The tile entry leads to a formal living room with a wood-burning fireplace and adjoining dining area. The spacious primary suite offers a walk-in closet, attic access via a scuttle, widened doorways for improved accessibility, and a pretty, renovated, wheelchair-accessible bathroom with a walk-in shower and Corian vanity. The nice-sized second bedroom has a widened doorway for accessibility and is conveniently located near the hall bath and linen closet. Relax or entertain on the oversized deck with a manual awning, surrounded by a private setting. The exterior was painted light gray in 2025. Additional features include a washer and dryer (2023), hot water heater (2021), and an attached one-car garage. Buyers to pay a one-time, non-refundable $2000 fee to Society at closing. HOA of $854.84 = ($646.59 Condo 19) + ($208.25 Society fee). Taxes are without Basic STAR exemption of $1447.22. Sewer is $48.61 per month. Water approximately $40 per month, but based on usage. Assessments: $656.59 due 10/1/26. Buyers to pay (4) months of common charges at closing to management company $646.59 x 4 = $2,586.36 towards reserves.

966 Heritage Hills Drive Unit #C, Somers

$970,000

3 Beds ⋅ 3 Baths ⋅ 1031215 MLS

Winding Ridge is a hidden gem in the heart of Westchester County, offering the perfect blend of comfort, convenience, and low-maintenance living. Developed by award-winning builder Martin Ginsburg, this sought-after community is renowned for its thoughtfully designed homes, well-proportioned living spaces, and careful integration with the natural landscape, creating an exceptionally attractive setting. This beautifully maintained three-bedroom townhome features a versatile sky loft and a fully finished walk-out basement, providing generous living space for today's lifestyle. Architectural highlights include vaulted ceilings, skylights, a private deck, and tasteful decorative details throughout. Residents enjoy an exceptional array of amenities, all included in the common charges, including a swimming pool, fitness center, children's playground, tennis courts, and pickleball courts, all conveniently located within the community. Lawn maintenance and snow removal are also included, allowing for truly carefree living. Experience the ease of maintenance-free living in one of Westchester County's most desirable communities. Welcome home!

15 Winding Ridge Road, White Plains

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