Westchester Homes with Pool Amenities

Welcome to Westchester County, NY, a picturesque region that beautifully blends suburban tranquility with urban sophistication. Nestled just north of New York City, Westchester is renowned for its stunning landscapes, vibrant communities, and a rich tapestry of cultural experiences. With charming towns like Scarsdale, Rye, and Larchmont, residents enjoy a variety of upscale dining, boutique shopping, and outdoor recreational activities, making it an ideal place to call home.

One of the standout features of Westchester County is its diverse selection of homes, particularly those offering luxurious pool amenities. Imagine stepping into your own private oasis, where you can unwind on warm summer days or host unforgettable gatherings with friends and family. Homes with pools in Westchester are designed to provide a perfect blend of relaxation and entertainment, often featuring beautifully landscaped backyards, spacious patios, and state-of-the-art outdoor kitchens.

Whether you’re looking for a chic contemporary home with a sleek infinity pool or a classic colonial with a charming garden pool, Westchester has something to suit every taste and lifestyle. The allure of having a pool at home goes beyond leisure; it’s about creating lasting memories, enjoying the beauty of nature, and enhancing your quality of life.

With excellent schools, convenient commuting options, and a strong sense of community, Westchester County is not just a place to live—it's a place to thrive. Explore the incredible homes with pool amenities available in this idyllic region and discover the perfect setting for your next chapter. Your dream home awaits!

Newest Westchester Homes with Pool Amenities

$529,000

2 Beds ⋅ 3 Baths ⋅ 1033542 MLS

This immaculate & elegant Peekskill residence offers refined two-bedroom, two-and-a-half-bath condominium living, featuring an attached garage, porch with partial view of Hudson River & a private backyard patio. The home's main level features a powder room, spacious chef's kitchen featuring stainless steel appliances, & abundant cabinetry & counter space. Kitchen flows seamlessly into the homes dining & living spaces. Large windows flood the home with natural light throughout. Living room features beautiful hardwood flooring, a gas fireplace & walk out porch (with partial views of Hudson River to the left). Lower level features two bedrooms & two full bathrooms. The spacious primary bedroom features an en suite bath complete with a shower and jacuzzi tub, and a huge walk-in closet. New premium carpeting was just installed throughout lower level. The 2nd bedroom on lower level could also be used as a home office, gym, studio, etc. Laundry room with washer & dryer on lower level. This freshly painted, newly carpeted home with a conveniently attached 1-car garage at Riverbend provides effortless transit access. For the urban professional, this location is ideal—just a short walk to the Peekskill Metro-North station, making for a seamless Hudson Line commute to NYC. Riverbend residents enjoy exceptional amenities including an inground pool, and a clubhouse featuring a spacious entertainment room that can be used for private parties & gatherings, a library, state-of-the-art fitness center, pool hall, bar, and a kitchen. In addition to the home's beautiful views, enjoy the vibrant downtown Peekskill arts scene, waterfront parks, restaurants, breweries and cafes - all just minutes away.

414 Highridge Court, Peekskill

$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

$749,000

2 Beds ⋅ 3 Baths ⋅ 1033296 MLS

Welcome to Timber Ridge, one of Mount Kisco's most desirable communities. Nestled in a tranquil wooded setting, this beautifully renovated end-unit townhome offers 2 bedrooms, 2.5 baths, exceptional privacy, and a peaceful side yard ideal for relaxing or enjoying the outdoors. The sun-filled main level features an inviting living room and dining area with a fireplace, a beautifully updated kitchen with quartz countertops, stainless steel appliances, and a convenient powder room. Upstairs, the spacious primary suite includes a renovated en-suite bath, while a generously sized second bedroom and an additional full bath complete the second level. The finished walk-out lower level provides flexible living space, perfect for a family room, home office, gym, or recreation area, and includes an on-demand water feature. New windows and New Roof. An unattached one-car garage offers added convenience and storage. Timber Ridge residents enjoy outstanding amenities including a community pool and tennis courts, all within minutes of Metro-North, the Saw Mill River Parkway, I-684, and the shopping and dining of downtown Mount Kisco. Nearby Leonard Park, nature preserves, and scenic hiking trails provide abundant recreational opportunities, while the highly regarded Bedford Central School District adds to the appeal. Combining stylish updates, a private setting, and an exceptional location, this move-in-ready home offers the perfect balance of comfort, convenience, and lifestyle.

13 Timber Ridge, Mount Kisco

$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

$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

$675,000

2 Beds ⋅ 3 Baths ⋅ 939652 MLS

Welcome to this well maintained 2-bedroom 2.5 bathroom end-unit townhouse in the Woods where comfort, space and easy-living come together. Freshly painted throughout and featuring brand new carpeting, this home offers a clean, move in ready interior with a bright and welcoming atmosphere. Discover the added privacy and abundance of natural light that comes with an end-unit location. Recent updates include a new central air conditioner, water heater, and washer and dryer all replaced within the last year, as well as a new boiler installed within the last few years. Step inside to a two-story entry with a soaring ceiling that creates an immediate sense of openness. The light-filled eat-in kitchen features granite countertops, ample cabinetry and plenty of space for casual dining. Just beyond, the spacious living and dining room are ideal both for everyday living and entertaining. Sliding glass doors from the dining room open to a private patio, providing a perfect spot to relax or dine outdoors. Completing the main level is a convenient powder room, access to the garage and a bonus room which may be used as an office, sitting room or guest space. The second level features a spacious primary bedroom with an ensuite bathroom, a large dressing area and access to a private balcony. A versatile loft provides flexible space for home office, den or sitting area. A well sized second bedroom, full bathroom, and a conveniently located second floor laundry complete the upper level. Residents of the Woods enjoy a variety of community amenities including a fabulous pool, tennis/pickleball courts, scenic walking paths, a tranquil pond, and professionally maintained grounds offering a relaxed, low-maintenance lifestyle. Ideally located just minutes from the Croton-Harmon Metro North train station, major parkways, an abundance of delicious dining options, wonderful shops and the scenic Hudson River waterfront. Enjoy easy access to the many amenities of nearby Croton on Hudson and Briarcliff Manor.

56 Pond View Court, Ossining

$599,000

2 Beds ⋅ 3 Baths ⋅ 1032305 MLS

Make this two story, spacious condo your new home with stunning Hudson River views in Briarcliff Manor! This beautiful Gramercy - 2 floor condo features a renovated open concept kitchen/living room, two generously sized bedrooms, two full baths (including primary en-suite updated bathroom), and a renovated half bath—perfect for guests. The large primary bedroom provides plenty of natural light as well as ample space for creating your ultimate work from home or exercise routine. The updated kitchen shines with Samsung appliances and elegant quartz countertops, while the private balcony provides the perfect spot to enjoy the river views with a fresh cup of coffee or unwind after a long day. Additional highlights include in-unit laundry, assigned parking with abundant visitor spaces, and an extra storage unit for all your needs. Residents of Kemeys Cove Condominiums enjoy exceptional amenities, including a community pool, a Clubhouse for hosting events, an updated fitness center with saunas and showers, tennis, basketball courts, a playground, a community garden, 2 dog parks, gas grill by pool, and a scenic fire pit area overlooking the Hudson River. It’s a perfect spot for commuters with a less than a 10-minute stroll to Metro North - Scarborough station. You are just minutes from shops, restaurants, schools, and all that the Hudson Valley River towns have to offer! HOA includes heat, hot water, landscaping, exterior maintenance, trash and snow plowing. NEW RESIDENTS ARE SUBJECT TO MANAGEMENT APPROVAL.

623 Kemeys Avenue Unit #6-23, Briarcliff Manor

$799,900

3 Beds ⋅ 3 Baths ⋅ 1032800 MLS

Welcome to luxury, maintenance-free living in the highly desirable Maple Brook community. This beautifully renovated end-unit offers an open floor plan with a stunning stone fireplace and a designer kitchen featuring granite countertops, a tiled backsplash, a wine refrigerator, and brand-new premium appliances. Enjoy outdoor living on the new Trex deck, completed in 2026. Offering the flexibility of a four-bedroom home, the layout includes a dedicated office that can easily serve as a fourth bedroom. The home also features two spacious primary suites, including one with a newly renovated spa-inspired bathroom. Additional 2026 improvements include a new bluestone walkway, freshly blacktopped driveway, and professional landscaping, creating exceptional curb appeal. Residents enjoy maintenance-free living with HOA amenities including exterior maintenance, a pool, and tennis courts. Complete with a one-car attached garage and a private setting, this move-in-ready home offers the perfect combination of comfort, style, and convenience.

215 Sandpiper Court, Yorktown Heights

$670,000

2 Beds ⋅ 2 Baths ⋅ 1028632 MLS

Welcome to 10 Stewart Place, Unit 7FW — a beautifully appointed 2-bedroom, 2-bath residence in one of downtown White Plains' most desirable full-service buildings. This gracious home on a high floor boasts an open floor plan, gleaming hardwood floors, and the rare luxury of a large private terrace accessible from the main living area and both bedrooms, providing a seamless connection to the outdoors and tree-lined street views. The primary bedroom has abundant storage, including a large walk-in closet, a vanity area with sink, and a full ensuite bathroom with a newly tiled marble floor. A light-filled second bedroom offers a generous, flexible space. The kitchen features new GE stainless-steel appliances, including a gas range, microwave and dishwasher, while an in-unit washer/dryer and state-of-the-art HVAC system, both newly installed in 2025, provide additional comfort and convenience. This move-in ready unit includes a deeded parking space in the building’s secure indoor garage and additional private storage for truly hassle-free living. A premier, pet-friendly building, 10 Stewart Place offers a 24-hour doorman, onsite visitor parking, and a meticulously maintained rooftop lounge and fitness area with an indoor pool, gym, sauna, and large meeting/party room and deck with stunning views—a suite of amenities that is hard to find at this price point in White Plains. The condo’s central location just a short walk from City Center is perfect for enjoying White Plains’ vibrant shopping, dining and nightlife, while still just a 40-minute express commute to Grand Central. Just waiting for your personal touches, this condo offers a wonderful combination of expansive living spaces, natural light, and thoughtful flow for modern serenity in the heart of White Plains.

10 Stewart Place Unit #7FW, White Plains

$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

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