Gated Community Homes for Sale in Westchester, NY

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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.

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All Gated Community Homes for Sale in Westchester, NY

$849,000

3 Beds ⋅ 3 Baths ⋅ 986834 MLS

Beautiful 3 bedroom townhome in the luxurious gated condo community of Huguenot Hills. A bright open floor plan welcomes you into a spacious living/dining room with gas fireplace and Juliet balcony, a chef's kitchen with top of the line appliances, a powder room and roomy coat closet. The second floor has a primary bedroom with a deep walk in closet, a wall of windows with a door to Juliet balcony and an ensuite bathroom with jacuzzi tub and separate enclosed glass shower + two additional bedrooms and a hall bathroom. The top floor offers 1000 square feet of bonus space for relaxing, work or play with views of the water. The lower level has a laundry room, family room and door to heated garage leading you right next door to the 24 hour gym and additional deeded outdoor parking space. 80 Old Boston Post is the Road to all the wonderful things New Rochelle and the Hudson Valley have to offer: beaches, parks, restaurants, shops, theater, music and an easy 28 minute commute to NYC on Metro North RR. Just what you need, more than you dreamed of!

80 Old Boston Post Road Unit #2, New Rochelle

$245,000

1 Beds ⋅ 1 Baths ⋅ 981191 MLS

Welcome home to this bright and spacious 1-bedroom, 1-bath co-op in a desirable, well-kept building right in the heart of downtown Harrison. The apartment features a large living room with a dining area, a fully equipped & kitchen, and plenty of storage throughout. Enjoy lovely courtyard views and great natural light all day long. Residents enjoy access to great amenities, including a swimming pool, party room, and bike storage. Conveniently located close to shopping, restaurants, public transportation, and major highways — everything you need is just minutes away. Waiting for a personal touch to make it home. Don't miss this opportunity. Priced to SELL!!

480 Halstead Avenue Unit #4V, Harrison

$2,500,000

977814 MLS

Nestled within the prestigious enclave of Greystone-on-Hudson, just thirteen miles north of Manhattan, this extraordinary two-acre homesite sits at a commanding 370 feet above sea level, capturing breathtaking views of Castle on Hudson and the Palisade Hills. One of only two remaining buildable lots in this storied 23-home community, it represents a rare opportunity to secure your place in one of the tri-state area’s most exclusive gated enclaves before it is fully sold out. Bordering a 2,000-acre preserve, the setting offers a remarkable balance of serenity and accessibility. Ideally located near major highways and Metro-North, Greystone-on-Hudson provides convenient access to upscale shopping, fine dining, and the vibrant river towns along the Hudson. Don’t miss this exceptional opportunity to create a bespoke residence in a premier setting where sophistication, tranquility, and convenience converge.

17 Carriage Trail, Tarrytown

$2,500,000

977293 MLS

Nestled within the prestigious enclave of Greystone-on-Hudson, just thirteen miles north of Manhattan, this extraordinary 2.38-acre homesite sits at a commanding 370 feet above sea level, capturing breathtaking views of Castle on Hudson and the Palisade Hills. One of only two remaining buildable lots in this storied 23-home community, it represents a rare opportunity to secure your place in one of the tri-state area’s most exclusive gated enclaves before it is fully sold out. Bordering a 2,000-acre preserve, the setting offers a remarkable balance of serenity and accessibility. Ideally located near major highways and Metro-North, Greystone-on-Hudson provides convenient access to upscale shopping, fine dining, and the vibrant river towns along the Hudson. Don’t miss this exceptional opportunity to create a bespoke residence in a premier setting where sophistication, tranquility, and convenience converge.

16 Carriage Trail, Tarrytown

$423,000

2 Beds ⋅ 2 Baths ⋅ 967391 MLS

Welcome to Scarborough Manor, A Co-Op That Offers The Perfect Balance Of Tranquility And Convenience. This Fifth-Floor Beauty Offers A Rare Opportunity To Reside In A Serene And Sophisticated Setting Along The Majestic Hudson River. This Two Bedroom, Two Bath Stunner Has Nine Foot Ceilings, Oversized Rooms, And Tons Of Closet Space. This Unit Is Ideal For Hosting Intimate Gatherings Or Enjoying Quiet Evenings Overlooking The Hudson River. The Spacious Living And Dining Room Flow Naturally, Creating A Perfect Atmosphere for Entertaining. This 24 Hour Gated Community With A Gorgeous Clubhouse, Heated Pool, Sauna, Gym, Billiard Room, Ping Pong, And Library Are All Included In The Monthly Maintenance. Exterior Windows Cleaned Twice A Year To Ensure The Views Are Unobstructed. You Never Lose Power Here, As The Entire Complex Is On A Backup Generator… Energy Conscious Solar Panels Are In Place To Lower Electric Costs… Super Convenient To Shops… Walking Distance To The Train. This Is A Dream Come True! Enjoy Easy Access To Waterfront Parks, Trendy Restaurants, And Vibrant Cultural Attractions, All Within Reach Of Your New Home. Don't Miss Your Chance To Experience The Ultimate In Waterfront Living. Schedule Your Private Showing Today And Discover The Unparalleled Charm And Elegance Of This Hudson River Co-Op.

16 Rockledge Avenue Unit #5K-1, Ossining

$885,000

3 Beds ⋅ 3 Baths ⋅ 967734 MLS

Winchester Village is one of the desirable townhouse complex in Westchester, situated in much conveniet hill top location, this well maintained, frequently updated Barkley style house, with open concept living room & dinning area, access to huge wooden deck, eat-in kitchen, new flooring throughtout, there are high vaulted ceiling master bedroom, inported European style bathtub, shower & double vanity in master bathroom, 2 family bedrooms & hall bath on secend floor. Spacious family room, home office with wood burn fire place in walkout basement, glass sliding doors to tree shaded green lawn backyard. The community provides 7 days conceierge gate house, Club House receation features inground pool, tennis courts, gym, playgroud, beautiful lush green tree lined & flowers landscaped courtyards, feel like vacation resort for residents. Easy access to multiple major highways, close to many local markets & shops includs Costco, HD, golfcouts & much more. The place makes you the future welcoming dream home.

83 Roundtop Road, Yonkers

$625,000

2 Beds ⋅ 3 Baths ⋅ 957112 MLS

Sun-filled and inviting, this charming multi-level duplex offers peaceful lake views in the historic Valeria community—where timeless character meets everyday comfort. Thoughtfully designed across distinct living levels, the home provides a natural sense of separation and privacy, ideal for today’s flexible lifestyle. High ceilings with recessed lighting, warm wood trim, and an open, easy flow create a space that feels both airy and welcoming. The kitchen features granite countertops, stainless steel appliances, and counter seating—perfect for casual meals or gathering with friends. A private library/den offers a quiet retreat for working from home or unwinding with a good book. Upstairs, the primary bedroom suite feels like a true sanctuary, complete with a walk-in closet with built-in cabinetry, convenient in-unit laundry, and a full bath with a relaxing Jacuzzi tub. The second bedroom suite enjoys its own private bath and tranquil lake views, offering comfort and privacy for guests or extended living. Step outside to your private patio, just a short stroll from the main entrance, overlooking the water—an ideal setting for morning coffee or evening dining by the lake. Life at Valeria is all about enjoying nature and community, from the grand historic clubhouse to Dickerson Pond, a pristine 43-acre lake for swimming, boating, canoeing, and fishing. Explore the scenic 1.5-mile nature trail, enjoy tennis or pickleball, or relax poolside—all set within over 640 acres of beautifully preserved grounds. Conveniently located just minutes from major highways and approximately 2.6 miles to the train, offering an easy commute to New York City.

341 Furnace Dock Road Unit #11, Cortlandt Manor

$379,000

2 Beds ⋅ 2 Baths ⋅ 954331 MLS

Commuter's Dream!!! Welcome to this peaceful, serene and spacious 2 bedroom, 2 bath apt. plus formal dining room in sought after Fleetwood Acres-an impeccably maintained and landscaped 24-7 gated park community. The kitchen and baths are nicely renovated. Enjoy beautiful hardwood floors, Part of a financially sound co-op with maintenance that includes all major utilities -gas, electric, heat and hot water. There is ample on-site parking for residents. Excellent proximity to Metro North RR, (Just an 8 minute walk for a 28 minute express train to Grand Central Station) Starbucks, close to Shopping Mall, Shops, Movie Theater, Restaurants, daily necessities. This lovely apartment in pre-war building allows for perfectly balanced living--a quiet home in a beautiful setting while still having easy access to Manhattan for work and/or play. The location is ideal and convenient -close to major highways, Bee Line Buses. 5 minute car ride into Bronxville Village. Unassigned outdoor parking is $25/month and $75 for garage--may be wait list. AC is $15.00 per unit per month. Storage available- may be wait list.

1332 Midland Avenue Unit #3F, Bronxville

$16,000,000

8 Beds ⋅ 13 Baths ⋅ H6292361 MLS

The Bluffs at Premium Point introduces ultra-luxury living at the absolute pinnacle of the Premium Point market, setting a new standard within Mamaroneck’s most exclusive, guard-gated peninsula. One of only the coveted “Big Four” landmark estates in this 24/7 secured enclave, this brand-new architectural masterpiece occupies a rare 1.3-acre waterfront sanctuary with horizon-level views found nowhere else along the Sound. Encompassing more than 13,000 square feet, dramatic expanses of glass and sculptural steel dissolve the boundary between land, sea, and sky, delivering 360-degree panoramas from the open Long Island Sound to the tranquil Mill Pond. Every detail of this 8-bedroom, 10.3-bath residence is impeccably new and uncompromising, now professionally staged to showcase its Architectural Digest–caliber design and craftsmanship. Across three elevator-serviced levels, the home unfolds into a spectacular dual-island chef’s kitchen, a breathtaking primary suite with uninterrupted water views, and exceptionally designed lifestyle spaces that balance wellness, entertaining, and flexibility. The pool-level experience is thoughtfully executed, featuring a state-of-the-art custom gym, a private guest suite with ensuite bath, a dedicated laundry designed to service the pool and outdoor living areas, a fully built-out outdoor kitchen, and a separate pool bath—all seamlessly integrated for effortless indoor-outdoor living. Just minutes from New York City, the lifestyle is unmatched, with an expansive entertainer’s terrace, a near-completion pool and spa, private neighborhood beach access, and exclusive boat slips. The Bluffs at Premium Point is not simply a home—it is a generational, legacy-level offering, redefining ultra-luxury within the storied Premium Point market for those who demand absolute privacy, prestige, and coastal supremacy.

104 Premium Point Road, Mamaroneck

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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.