Homes for Sale with a Pool in Westchester, NY

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Welcome to your dedicated resource for homes for sale with a pool in Westchester, NY. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Westchester, NY agent, Tierra Stanback specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Westchester, NY

$749,000

3 Beds ⋅ 2 Baths ⋅ 1035095 MLS

Welcome home to this three bedroom ranch in the desirable Somers School District. The heart of this home is truly the kitchen, and it does not disappoint. Built for a chef, it features a six burner Wolf range (natural gas!), wine fridge, beverage drawers, and sophisticated built ins. The kitchen flows seamlessly to the outdoors, where a private 1 acre oasis awaits. Enjoy a sprawling 40'x50' tiered Trex deck, sparkling pool, patio, and expansive, flat backyard. Thoughtfully planted seasonal landscaping provide gorgeous curb appeal and something to enjoy in every season. Refinished hardwood floors, fresh paint throughout, and a tastefully renovated brand new hall bath create a bright and fresh feel. Municipal water, a Buderus boiler, and generator hook-up allow for peace of mind. The lower level offers an additional 350 square feet of finished storage, not included in the listed square footage, along with a large unfinished area providing abundant storage for seasonal items. Storage options continue in the 16'x20' shed/outbuilding offering plenty of room for tools, equipment, outdoor gear and hobbies. A wonderful combination of comfortable one level living, exceptional outdoor space, and a standout kitchen all in the Somers School District.

2718 Quaker Church Road, Yorktown Heights

$389,000

2 Beds ⋅ 2 Baths ⋅ 1031066 MLS

Welcome to Woodcrest at Jacob's Hill - a 55+ Community in Cortlandt Manor. This well maintained, first floor unit features 2 bedrooms - each with their own en-suite bathroom, in-unit laundry, and an open floor plan. Enjoy a private outdoor space just off the main living area. This vibrant community features a clubhouse with a fitness center, outdoor pool, BBQ area, and game room. Storage and additional Community Room are located on the lower level of the building. Ideally located near shopping, restaurants, and major thoroughfares. The unit has all new floors and carpeting.

1104 Jacobs Hill Road, Cortlandt Manor

$699,000

2 Beds ⋅ 3 Baths ⋅ 1033915 MLS

Lovely, 2 bedroom , 2.5 bath Jefferson townhome located in very desirable Guard Hill Manor. Very conveniently located townhouse with beautiful new open kitchen. Open floor plan on first floor with living room and wood burning fireplace, dining room and beautiful updated kitchen. Primary bedroom located on the second floor with a new primary bathroom and walk in closet. Second bedroom located on second floor with en suite bathroom. Laundry conveniently located on the second floor. Unfinished basement with room for storage, utilities and a door to the garage. Close to everything - town, train, shopping, highways.

1802 Regent Drive, Mount Kisco

$1,495,000

3 Beds ⋅ 4 Baths ⋅ 1037656 MLS

Stunning post-modern contemporary w/ cathedral ceilings, private professionally landscaped back yard with mature plantings. Featuring a large deck, in-ground free form gunite pool with screened-in gazebo, fully fenced backyard with separately fenced dog-run. Large living room with a fieldstone wall, majestic raised hearth fireplace and hobnailed wood floor. Formal dining room w/ bluestone floor, sunken den with large two story windows and exposed beam cathedral ceiling. Den w/ third office space. Eat in kitchen w/ cathedral ceilings, large deck with capacity for 20-40 guests. Newly updated primary bedroom suite w/ cathedral ceiling, exposed beams with uplighting and sliders to an outdoor deck. There is a fieldstone fireplace, W/D/kitchenette room, a walk in storage closet and a massive master closet. Master bath w/ large soaking tub, walk-in shower, double sink and a Kohler Purewash toilet. 2-car garage with a 2 room office space above. Close to shopping, highways and Metro North.

257 Kitchawan Road, South Salem

$2,900,000

4 Beds ⋅ 4 Baths ⋅ 1034900 MLS

The Epitome of Mid-Century Modern Architecture offered fully furnished: Streamlined wood and glass MCM home exudes warmth and ease of living with it’s private preserve-like setting in the eclectic town of Pound Ridge. Minimalist design details will attract the mid-century modern enthusiast and its turn-key condition , including 21st century digital updates, requires no work. The clerestory windows bring nature in from the outdoors. Front-to-back glass greets you at the front door. High-beamed ceilings and open social spaces inclusive of dining & living areas present vistas of lush, well designed grounds. The sleek kitchen with adjoining dining and living room spaces is brilliantly laid out for today's lifestyle with an open flow into adjacent living spaces. The kitchen offers direct access to the pergola with electric sun shades, fenced outdoors with lush landscaping and the swimming pool outfitted with a sun-shelf and spa. The stunning master suite with ample closet space and spa-like bath is positioned for ultimate privacy. Two additional bedrooms and bath are on the first level. The walk-out lower level features a large media room, guest bedroom and office/bedroom- all with walls of glass opening to the outdoors. An area for a gym and a laundry room/storage room complete the lower level. There is a 2 car, climate controlled attached garage in addition to a new detached 2 car garage which is also climate controlled . Both have dual EV electric charging units. IN TURN-KEY CONDITION! . Offered FULLY FURNISHED exclusive of interior artwork.

14 Cradle Rock Road E, Pound Ridge

$735,000

4 Beds ⋅ 2 Baths ⋅ 1033960 MLS

A spectacular expanded family room with a toasty fireplace serves as the heart of the home, offering an abundance of natural light through expansive windows that showcase breathtaking views of the backyard oasis. The formal living room is equally inviting, featuring another large picture window overlooking the meticulously placed perennials creating the perfect space to gather and unwind. Upstairs, you'll find a luxurious spa-inspired bathroom exquisitely finished with marble walls and flooring, radiant heated floors, heated towel racks, and even a heated bidet toilet seat, delivering an elevated level of comfort and sophistication. This exceptional home also offers numerous valuable updates and modern conveniences, including a brand-new pool, newer hot water heater, 220-amp electric service, and newer split-system air conditioning units with condenser, providing peace of mind for years to come. Step outside to your own private retreat. The professionally landscaped grounds are adorned with colorful perennials, lush ferns, mature ornamental trees, and a magnificent cherry blossom tree. Bird feeders attract songbirds and create a tranquil natural setting, while the stunning new pool offers the perfect place to relax, entertain, and enjoy long sun-filled summer days in complete privacy. A rare combination of comfort, luxury, and natural beauty, this exceptional property is truly a place to call home. Added benefits include: miles of hiking/biking trails, Kayaking and fishing, Hudson River walkway along with 10 mins to Croton-Harmon and Peekskill Metro-North train stations along with easy access to Routes 9 & 6, Taconic State Parkway, Bear Mountain Parkway, US 202.

28 Winthrop Drive, Cortlandt Manor

$1,500,000

4 Beds ⋅ 3 Baths ⋅ 1035470 MLS

You have found Nirvana. The ultimate escape that is private, peaceful, undisturbed & uncomplicated. Nestled up a long driveway this comfortable & inviting home awaits. Spacious open floor plan focuses on the lush grounds and inground pool. Easy living on one floor with a focus on natures surroundings. Primary bedroom suite offers a large room sized walk-in closet and spacious bath. A few minute drive into the center of town and the parkway. Under 40 minutes from NYC.

100 Crow Hill Road, Mount Kisco

$795,000

3 Beds ⋅ 2 Baths ⋅ 898340 MLS

Welcome to 19 Young Road, a beautifully maintained 3-bedroom and 2-bathroom ranch-style home, set on 2.5 private, picturesque and level acres in Somers, NY. Step inside to a welcoming formal living room featuring custom built-ins, a cozy fireplace, and a large picture window overlooking the meticulously landscaped front yard. The eat-in kitchen is appointed with granite countertops, a center island, and stainless steel appliances, and opens seamlessly to the spacious family room with vaulted ceilings and sliding glass doors leading to the deck, creating the perfect space for everyday living and entertaining. Down the hall, you'll find the primary bedroom, two additional bedrooms, and a full hall bath. Hardwood floors and crown moldings add warmth and character throughout the main level. The finished lower level offers exceptional flexibility with a large recreation room, full bathroom, and abundant storage, making it ideal for guests, a home office, gym, or playroom. Outside, the backyard is a true private retreat featuring an expansive deck, patio, lushly landscaped grounds, and an in-ground pool, perfect for relaxing or entertaining all summer long. Conveniently located close to schools, shopping, parks, and major commuter routes, this exceptional home offers the perfect blend of comfort, privacy, and convenience.

19 Young Road, Katonah

$1,295,000

4 Beds ⋅ 4 Baths ⋅ 1033670 MLS

Welcome to an extraordinary 4 bedroom, 4-bath residence in the sought-after Wykagyl section of New Rochelle, where thoughtful design, beautiful custom details and exceptional amenities create a home unlike any other. Designed for both sophisticated entertaining and comfortable everyday living, this distinctive residence offers generous living spaces, beautiful natural light and an inviting flow throughout. At the heart of the home is a spectacular heated indoor endless swim pool, set within a stunning conservatory with heated floors, creating a luxurious year-round retreat. Bathed in natural light, this exceptional space is perfect for swimming, relaxing, entertaining or simply escaping from the everyday. The home’s wellness experience continues with a professional-quality gym, Magic Sauna and dedicated meditation/wellness spaces, creating your own private sanctuary for health, relaxation and rejuvenation. The primary suite is equally special, featuring beautiful custom built-in closets and dressing spaces that combine elegance, functionality and exceptional storage. Spa-inspired details elevate the everyday experience, including a steam shower, foot-massage feature and music in the shower Beautiful garden spaces provide a peaceful connection to nature and an inviting setting for outdoor enjoyment and entertaining. The property also offers exceptional peace of mind with a fully paid-off 10kW solar system, newer roof, central air and attached garage. Ideally situated in North End, one of New Rochelle’s most established residential neighborhoods, the home is conveniently located near premier golf and country-club amenities, shopping, dining, schools and transportation, with easy access to Manhattan. Unique homes like this are rarely found. 1155 Webster Avenue is more than a residence, it is a private wellness retreat, an entertainer’s dream and a home designed to be enjoyed in every season.

1155 Webster Avenue, New Rochelle

$1,295,000

4 Beds ⋅ 4 Baths ⋅ 1035110 MLS

Welcome to this stunning home nestled in the highly sought-after southern Yorktown area, where timeless elegance, generous living spaces, and exceptional outdoor amenities come together to create the perfect place to call home. Offering 4 bedrooms, 3.5 baths, and a thoughtfully designed floor plan, this residence is ideal for both everyday living and effortless entertaining. The backyard is a true showpiece—a private outdoor oasis featuring a sparkling inground pool, an expansive patio, and beautifully landscaped grounds, providing the perfect setting for summer barbecues, poolside gatherings, or quiet evenings under the stars. Step inside the welcoming foyer to discover bright, sun-filled interiors with an ideal flow for today’s lifestyle. The oversized living and dining rooms seamlessly connect to the dramatic family room, where a striking wood-burning fireplace/stove serves as the centerpiece, creating a warm and inviting atmosphere. The spacious eat-in kitchen is beautifully appointed with classic white cabinetry, stainless steel appliances, a professional-grade six-burner cooktop, double ovens, abundant counter space, and easy access to the mudroom and laundry area. The luxurious primary suite offers a peaceful retreat, complete with an elegant tray ceiling and two custom walk-in closets. A second ensuite bedroom provides exceptional flexibility for guests, extended family, or multigenerational living. Two additional generously sized bedrooms and well-appointed baths ensure comfort and privacy for everyone. Combining spacious interiors, exceptional outdoor living, and a prime Yorktown Heights location close to parks, shopping, dining, schools, and commuter routes, this remarkable home offers the perfect blend of luxury, comfort, and convenience. Don’t miss the opportunity to make this extraordinary property your next home.

1922 Glenrock Street, Yorktown Heights

$3,950,000

5 Beds ⋅ 6 Baths ⋅ 1035090 MLS

Designed by Vuko Tashkovich, one of Westchester's defining modernist architects, this home is privately sited on over 3 acres, offering 7,500+ square feet across three finished levels. Artfully refined while retaining the character of its original design, the home is defined by long horizontal lines, cylindrical forms, clerestory windows and walls of glass that connect the interiors to the surrounding landscape. A gallery-like entry introduces expansive, light-filled rooms with built-ins, tile work and exquisitely restored herringbone floors. The spacious living room is anchored by a stone fireplace, custom bookcase wall, and wet bar, with an adjoining sitting area that opens onto the broad outdoor terrace. The dining room with floor-to-ceiling windows and kitchen with attached breakfast room overlook the lush grounds, specimen trees and newly poured gunite pool with spa. Four bedrooms on the upper level include a spacious primary suite with fireplace, bath and private terrace. Additionally, the ease of single-level living is available with a desirable first-floor primary suite option. The finished lower level adds a newly completed gym, full bath and flexible recreation or office space. This private modernist retreat combines architectural character with modern livability. 50 miles to NYC.

10 Dogwood Hills Road, Pound Ridge

$2,495,000

4 Beds ⋅ 4 Baths ⋅ 1035773 MLS

Experience a private resort-style retreat inspired by Frank Lloyd Wright, where timeless architectural elegance meets an extraordinary lifestyle on a meticulously landscaped, park-like acre. A sweeping circular driveway leads to the home's grand entrance, where matching tranquil Koi create a breath taking arrival and exceptional curb appeal, setting the stage for a one-of-a-kind residence designed for luxurious everyday living, unforgettable entertaining, and remarkable versatility. Designed to impress, the fully fenced backyard is an entertainer’s dream and a true extension of the home. Lounge beside the sparkling in-ground pool, host unforgettable gatherings across multiple patio spaces, unwind on the charming man-made beach, or enjoy the expansive grassy play area. Further enhancing this exceptional outdoor oasis is an incredible custom-built treehouse with its own elevated viewing deck, creating a magical retreat that overlooks to play areas and pool. With seamless access from the chef’s kitchen, family room, and primary suite, indoor and outdoor living blend effortlessly, creating the perfect setting for everything from quiet mornings to spectacular celebrations. Inside, distinctive architectural details and custom finishes create warm, inviting spaces throughout. A gracious foyer welcomes you into an elegant living room with a fireplace, an impressive family room with soaring ceilings, and a formal dining room ideal for entertaining. The beautifully appointed chef’s kitchen features premium JennAir appliances and French doors leading to the patio, making al fresco dining and indoor-outdoor entertaining effortless. Thoughtfully designed for today’s evolving lifestyle, the flexible floor plan easily accommodates multigenerational living, an au pair or in-law suite, extended guests, or private work-from-home spaces. The luxurious primary suite is a peaceful, light-filled sanctuary with direct backyard access, a walk-in closet, and a spa-inspired bath featuring a Jacuzzi tub, separate shower, and double vanity. Additional highlights include an oversized garage designed to accommodate up to four vehicles, a private gated courtyard with additional parking, an expansive driveway with abundant guest parking, a conveniently located laundry room, a spacious basement offering excellent storage, and fully owned solar panels that provide exceptional long-term energy savings and enhance the home’s overall value. This exceptional residence offers the rare opportunity to enjoy the privacy of a secluded retreat while embracing a lifestyle defined by luxury, comfort, and effortless entertaining. Approx 30 min by car from Manhattan.

46 Sprain Valley Road, Scarsdale

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.