Gated Community Homes for Sale in Westchester, NY

Advanced Search Market Reports Home Value Connect

Welcome to your dedicated resource for gated community homes for sale 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 gated community properties currently available below, or contact a local agent to discuss the details that matters most to your search.

< Back to all Homes for Sale in Westchester, NY

Search Westchester, NY by Lifestyle

All Gated Community Homes for Sale in Westchester, NY

$2,800,000

5 Beds ⋅ 4 Baths ⋅ 1048871 MLS

Offered for the first time by its original owner, direct waterfront on the Isle of Sans Souci, one of New Rochelle's most sought-after enclaves. Approximately 105 feet of seawall, with the backyard opening directly onto the beach below. Floor-to-ceiling windows carry the Sound into the family room off the kitchen, which opens to a wide deck above the large backyard, and from there down to the sand, usable at any tide. A sunken living room of generous proportion and a formal dining room complete the 2,800 SF main level. Four bedrooms and three full baths occupy the same floor. The primary suite faces south through a wall of windows, with an expansive view of the Sound straight across to Long Island, and offers an ensuite bath with double vanity and ample closet space. The 1,200 SF finished lower level of this 4,050 SF high ranch includes a fifth generously sized bedroom with full bath, a large open room long used for a bar, pool table, and media lounge, a summer wet bar, dedicated laundry room, and abundant storage. A two-car garage, half-moon front drive, and a long side driveway yield 8+ parking spaces. Membership in the 126-home Isle of Sans Souci Association conveys with ownership: a private gated beach club on a beautiful Sound inlet, with fire pit, kayak storage, bocce court, gazebo, dock, grills, and mooring rights. Pool, tennis, and basketball are available for a modest additional fee, well below what comparable clubs in the area charge. Waterfront on Sans Souci comes available rarely. This one never has.

73 Kensington Oval, New Rochelle

161 Pearsall Drive Unit #4B, Mount Vernon

$89,800

1 Beds ⋅ 1 Baths ⋅ 1047395 MLS

Vernon Woods is a sought after gated community offering resort style amenities and a true sense of community. This 1 bedroom 1 bath apartment sits on the 4th floor of an elevator building. This is your blank canvas, an opportunity to design and personalize the space to fit your vision. Photos have been virtually enhanced to showcase the home’s potential. Original photos reflecting the home’s current condition are also included for reference. Vernon Woods amenities include 24-hour gated security, a complimentary shuttle to the Pelham Metro-North station (about 25 minutes to Grand Central), a fully equipped fitness center with indoor track, tennis and racquetball courts, a clubhouse, children's playground, BBQ/picnic area, on-site laundry, and ample parking plus on-site management and maintenance. Beautifully landscaped, park-like grounds throughout the complex. Don't miss this opportunity to create your own home in one of Mount Vernon's most established communities. Monthly maintenance $1,186, does not include STAR rebate.

161 Pearsall Drive Unit #4B, Mount Vernon

$15,995,000

8 Beds ⋅ 13 Baths ⋅ 1036802 MLS

The Bluffs at Premium Point represents a once-in-a-generation opportunity to acquire one of the most significant waterfront estates on Long Island Sound in the award-winning Mamaroneck school district. Set on 1.3 acres at the crest of Premium Point’s coveted 24-hour guard-gated peninsula, this newly completed residence commands extraordinary 360-degree views across the Sound and Premium Mill Pond. One of the enclave’s landmark “Big Four” properties, it offers an irreplaceable combination of scale, privacy, elevation, water frontage and proximity to Manhattan. Built by Cum Laude Group, one of Westchester’s premier luxury builders, the residence reflects an uncompromising commitment to craftsmanship, materials and execution. Portions of the original stone estate remain within its footprint, while a new slate roof, copper gutters, and entirely new systems, finishes and surfaces bring modern refinement and full builder warranty. More than 13,000 square feet of beautifully finished living space unfolds across multiple elevator-served levels, with eight bedrooms, 10 full and three half baths, a heated and cooled three-car garage, pool house/guest suite and dedicated fitness level. Walls of glass, expansive Marvin windows, high ceilings, white oak floors, sculptural stairways and custom millwork frame sweeping water views from nearly every principal room. The main level is anchored by a dual-island chef’s kitchen with custom white oak cabinetry, dramatic marble surfaces, Wolf and Sub-Zero appliances, two Bosch dishwashers, extensive pantry storage and a sunlit breakfast bay overlooking the Sound. A separate butler’s pantry with wine refrigeration connects to the formal dining room, while the living and family rooms open through multiple sets of glass doors to expansive bluestone terraces and uninterrupted water views. The primary suite is a private retreat with panoramic Sound views, gas fireplace, two boutique-scale walk-in closets and a spa bath with steam shower, freestanding tub, and marble finishes. Additional ensuite bedrooms, a flexible office/guest suite, second-floor laundry, third-floor recreation room and private guest accommodations provide exceptional versatility for entertaining and extended stays. Outdoors, professionally landscaped architecture, a Belgian-block motor court, broad waterfront terraces, pool and spa, private neighborhood beach access, boat slips and a covered outdoor kitchen with Lynx appliances create a complete setting for waterfront living. The separate two-story pool house adds a guest suite, pool bath, dedicated laundry and dramatic custom gym. Infrastructure is equally impressive, including seven-zone high-efficiency HVAC, radiant heat in select areas, Lutron RadioRA 3 lighting, Sonos audio, commercial-grade network/WiFi, 400-amp electrical service, upgraded water and gas service, fire sprinklers, and whole-house generator. Rarely does an offering combine this caliber of construction, architectural finish, waterfront presence and privacy within a short commute to New York City. The collaboration of an irreplaceable Premium Point setting with the craftsmanship of Cum Laude Group elevates The Bluffs beyond even the exceptional. It is a legacy property in one of Westchester’s most tightly held enclaves, created for a buyer who recognizes that true luxury is ultimately defined by what cannot be duplicated. For those with the ability to choose among the finest homes in the world, this is the kind of property that stands apart not simply for its quality, but because opportunities of this caliber on this setting are seldom available at any price.

104 Premium Point, Mamaroneck

710 Davenport Avenue Unit #7, New Rochelle

$2,495,000

3 Beds ⋅ 3 Baths ⋅ 998125 MLS

Experience the pinnacle of coastal luxury in Penthouse 7 at 710 Davenport Avenue, a premier "Beachcomber" model that redefines waterfront living in New Rochelle. This sophisticated 3 bedroom, 2.5 bathroom residence occupies a coveted position within the complex, offering what are arguably the most breathtaking and unobstructed views available. Unlike other units that overlook neighboring buildings, Penthouse 7 looks out toward an open horizon, providing a front-row seat to spectacular sunrises and sunsets over Long Island Sound. The living experience is further enhanced by expansive windows subtly tinted by Sunshield Protective Coating, a professional treatment that offers privacy and UV protection while eliminating the need for shades, allowing you to enjoy the panoramic vistas in their purest, most uninterrupted form. The interior transitions effortlessly to the outdoors via a massive covered terrace, providing a grand, sheltered space to entertain or unwind while watching the passing boats. Inside, the home is a masterpiece of curated design and exquisite finishes. The heart of the residence is anchored by world-class Bilotta custom cabinetry, seamlessly integrated into a luxurious chef’s kitchen and complemented by bespoke built-ins throughout the living spaces. Every inch of the interior reflects a commitment to quality, from the spa-inspired bathrooms to the high-end decor and artisanal millwork. Combining architectural integrity with a serene, private atmosphere, this penthouse is a rare opportunity for the discerning buyer seeking a turnkey sanctuary where nature’s beauty and modern elegance intersect.

710 Davenport Avenue Unit #7, New Rochelle

$895,000

2 Beds ⋅ 3 Baths ⋅ 1045247 MLS

There is something very special about Mystic Pointe, you feel it as soon as you enter through the gates. 33 Mystic Drive is a tri-level, end unit, Biscayne model home in the heart of Mystic, overlooking the Nature Trail. It offers a traditional layout with an eat-in kitchen, living and dining areas with sliding glass doors to one of the decks, a powder room, and access to the two-car garage all on the main level. The upper level has two generous bedrooms, two full baths, and a den/office room. The lower level is a wonderful all-around everything room, with sliding glass doors to the oversized deck, a generous walk-in storage closet, a laundry room, plus an additional storage room and utility room. One of the few homes with double decks for double entertaining! And Mystic Pointe has so much to offer: two pools, one adult and one for children; a clubhouse with a full kitchen and gym; a tennis/pickleball court; and a warm, welcoming community with weekly bridge nights, book club, and so much more. And since you don't have to mow the lawn, shovel the snow, or repair the exterior of your home, you will have plenty of time to enjoy it all.

33 Mystic Drive, Ossining

500 Pondside Drive Unit #4L, White Plains

$395,000

1 Beds ⋅ 1 Baths ⋅ 1041550 MLS

Welcome to Pondside Club West, a beautifully maintained gated community in White Plains. This top floor inviting one-bedroom, one-bath condominium offers a comfortable and thoughtfully designed layout with a separate dining area and plenty of natural light. The kitchen features a skylight that adds brightness and character to the space, while the bathroom includes a Jacuzzi tub for a relaxing retreat. An in-unit washer and dryer provide everyday convenience. Unit comes with a parking spot close to main entrance. Enjoy the amenities Pondside has to offer, including swimming pools, tennis courts, a clubhouse, fitness center and beautifully landscaped grounds with scenic ponds. A wonderful opportunity to enjoy condominium living with desirable amenities and convenient access to shopping, dining, transportation and major roadways.

500 Pondside Drive Unit #4L, White Plains

$754,900

3 Beds ⋅ 3 Baths ⋅ 1039146 MLS

Welcome to 1506 Pondcrest Lane, a spacious 3-bedroom, 2.5-bath townhouse-style condominium offering comfortable living in the desirable Pondside community of White Plains. This well-designed home features approximately 1,520 square feet of living space, an inviting eat-in kitchen, formal dining area, and a bright living room highlighted by a wood-burning fireplace. The primary bedroom offers a private bath and walk-in closet, while two additional bedrooms provide flexibility for family, guests, or a home office. A full walk-out lower level provides excellent storage and versatile space for recreation, exercise, or additional living needs. Enjoy private laundry, central air, an attached one-car garage, patio and balcony space, and the convenience of a gated community. Residents enjoy access to an outdoor pool, tennis courts, clubhouse, and beautifully maintained common areas. Conveniently located near shopping, dining, parks, public transportation, and major roadways, this home offers a wonderful combination of comfort, amenities, and location.

1506 Pondcrest Lane, White Plains

$105,000

1 Baths ⋅ 1036824 MLS

Welcome to easy living in the gated community at the Palmer House in Yonkers New York. This charming studio with a sleeping alcove offers the perfect blend of comfort and convenience. The home features a modern kitchen and gleaming hardwood floors throughout, creating a stylish and functional space. Set within a well-maintained gated cooperative community, residents enjoy ample parking, beautifully landscaped common areas, and grounds that are meticulously cared for. The location provides easy access to major highways, shopping, and public transportation, making commuting and everyday errands effortless. Whether you’re seeking a primary residence or a second home for work or leisure in the area, this property is an ideal choice. With its thoughtful layout, updated finishes, and desirable setting, this home offers a lifestyle that’s both practical and inviting.

611 Palmer Road Unit #4Y, Yonkers

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

$235,000

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,DTI 35% or less, Application Fees. Maintenance is $2349/mnth. Loan Grant of $15,000 through City National Bank is available if eligible.

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

740 Davenport Avenue Unit #1, New Rochelle

$2,450,000

3 Beds ⋅ 3 Baths ⋅ 1024470 MLS

Welcome to Watermark Pointe, a luxurious gated community that is comprised of 9 buildings with 72 units on 15 acres of beautifully landscaped property, complete with a private beach, a waterfront clubhouse with fireplace, bar and lounge, a state of the art fitness center and a heated outdoor pool. Additionally, there are lush walking paths with waterfront views and a gazebo for relaxation, meditation or conversation. The interior of the unit is just as pleasing as the exterior. Upon entering the spacious foyer the eye is drawn through the living room to two sets of sliding glass doors leading to a very large glass paneled terrace allowing for unobstructed water views of the Long Island Sound. This covered terrace has a gas fitting for a BBQ along with a substantial storage closet for outdoor furniture and supplies. Back inside, the living room has a modern electric fireplace creating a cozy atmosphere while entertaining friends and family. Seamlessly, the kitchen, with state of the art appliances, ample storage cabinets and a huge island with quartz countertops, along with the dining area, complete the living space. The large and bright hallway leads to the primary bedroom suite with ensuite bath and two walk-in closets. There are two other bedrooms connected by a Jack and Jill bathroom. Also along this corridor there is an in-unit laundry room and a powder room for guests. This home is light, bright and airy and gives the feeling that you are on vacation throughout the year. With its proximity to New York City (only a 35 minute train ride) and to several area airports this community allows for easy access to work or travel while still maintaining a serene and peaceful home life. This unit is a must see to truly appreciate everything it has to offer including an assigned two car tandem indoor garage space along with another storage area. There is also ample outdoor parking for guests at each one of the nine buildings.

740 Davenport Avenue Unit #1, New Rochelle

$615,000

2 Beds ⋅ 2 Baths ⋅ 1027739 MLS

Triple-Mint High-Floor Corner Condo with Balcony, Water Views & Two Indoor Parking Spaces. Welcome to elevated living at the highly sought-after Greencroft Condominiums. This exceptional high-floor corner 2bedroom & 2 Full Bath residence has been meticulously renovated from top to bottom, creating a sophisticated, completely turnkey home where no detail was overlooked. Sunlight pours through oversized windows throughout the day, illuminating the open-concept living space and highlighting the home’s clean architectural lines, wide-plank flooring and refined contemporary finishes. The beautifully redesigned kitchen is both striking and functional, featuring crisp white cabinetry, quartz surfaces and backsplash, stainless-steel appliances, abundant storage and a dramatic waterfall peninsula with generous seating. Open to the living area, it creates an effortless setting for everyday living and entertaining. The spacious living room extends to a private balcony with open exposures and partial water views—an inviting place for morning coffee, evening drinks or simply enjoying the outlook from above. Its corner position and high-floor setting provide exceptional natural light along with the privacy and quiet that make this residence particularly special. The serene primary bedroom is generously proportioned and filled with sunlight, while the second bedroom offers excellent flexibility for guests, a home office or additional living space. Two beautifully renovated full bathrooms include sophisticated tilework, streamlined vanities and matte-black fixtures, with a glass-enclosed walk-in shower in the primary bath. Completing this remarkable offering are two coveted indoor garage parking spaces and a private storage cage—valuable conveniences rarely found together. Greencroft residents enjoy doorman service and an impressive collection of amenities, including an outdoor swimming pool, fitness center and outdoor tennis court. Impeccably renovated, exceptionally bright and entirely move-in ready, this distinctive corner residence delivers the space, privacy, outdoor living and amenities today’s buyers want—all in one of the area’s most desirable condominium communities.

703 Pelham Road Unit #513, New Rochelle

1234 Midland Avenue Unit #6E, Bronxville

$243,000

2 Beds ⋅ 2 Baths ⋅ 1027876 MLS

Welcome to this bright and spacious top-floor 2-bedroom, 1.5-bath apartment featuring beautiful treetop views and an exceptionally functional layout. Offering six generous closets throughout, this home provides abundant storage and outstanding potential to customize and create the open-concept space of your dreams. A welcoming entry foyer with a large closet and convenient powder room leads to a spacious eat-in kitchen and an oversized sunken living room, perfect for everyday living and entertaining. The generously sized primary bedroom enjoys peaceful views of mature trees and features two large closets. A full hall bathroom and additional storage closet are conveniently located nearby. The second bedroom is also well-proportioned and includes a large closet. 1 assigned parking space come with unit. This pet-friendly building offers on-site laundry facilities and a live-in superintendent for added convenience. Maintenance includes taxes, heat, and hot water. An assigned parking space is included, with indoor garage parking available by waitlist. Current maintenance is $1,686/month. Ideally situated directly across from Sarah Lawrence College and just minutes from downtown Bronxville, Metro-North, restaurants, shopping, and Cross County Center. Enjoy convenient access to Fleetwood Metro-North Station with a commute of approximately 29 minutes to Grand Central Terminal. Residents will appreciate the perfect combination of space, convenience, and location in this desirable community. Only 10% down payment required, making this an excellent alternative to renting. Subletting is permitted after two years of owner occupancy. **Board Requirements:** * Minimum FICO Score: 700 * Maximum Debt-to-Income (DTI) Ratio: 30% A wonderful opportunity to make this bright and inviting home your own.

1234 Midland Avenue Unit #6E, Bronxville

Start Your Search

Prev
1
2
3
of 3
Next

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.