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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

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
120 Old Post Road Unit #C107, Rye
$3,095,000
3 Beds ⋅ 4 Baths ⋅ 1022311 MLS
Public Remarks Experience unparalleled luxury at The St. Regis Residences, Rye, an exclusive 55+ condominium community offering legendary St. Regis service and world-class amenities. This rare three-bedroom, three-bath patio residence features a gracious open floor plan with seamless indoor-outdoor living and direct access to a private patio. Elegant finishes include contemporary Italian kitchen and bath cabinetry, stone and quartz countertops, a spa-inspired primary bath with heated floors, Kohler fixtures, a gas fireplace, hardwood and stone tile flooring, oversized windows, Sub-Zero, Wolf, and Bosch appliances, a wine refrigerator, spacious walk-in closet, and a private butler's closet. Residents enjoy exceptional amenities including full-service staff, three club rooms, an indoor pool, fitness center, screening room, golf simulator, and beautifully landscaped grounds with walking paths, water features, outdoor fire pits, and flowering gardens. Experience the ultimate in luxury, comfort, and convenience in one of Rye's most prestigious residential communities.

120 Old Post Road Unit #C107, Rye
4 Cowdray Park Drive, Armonk
$6,790,000
7 Beds ⋅ 9 Baths ⋅ 1005728 MLS
Cosseted within the gates of the exclusive Conyers Farm association with 24hr security, this baronial French Normandy chateau is poised on more than thirteen park-like acres. Hospitality sets the tone from the entrance through the grand foyer to the dual living rooms, an impressive formal dining room for large-scale entertaining and a warmly paneled library. The heart of the home is the luxurious kitchen with butler's pantry, breakfast room and adjoining family room with fireplace. French doors open to the immense terrace, perfect for outdoor dining. A true sanctuary, the primary suite features two bathrooms, two sizable walk-in closets, a dressing room and a romantic sitting room with balcony overlooking the naturally secluded, private backyard. Six additional bedrooms offer abundant space for guests or family. Creating captivating vignettes of multifunctional living, the lower level features a home theater, sitting room with fireplace, full bar with kitchenette, gym, indoor resistance pool and a hot tub. Outside the terrace overlooks beautiful, level lawns and a pool with spa. Peace of mind is the directive for this characterful estate, with its reassuring security in a guard-gated enclave and its luxury leisure amenities.

4 Cowdray Park Drive, Armonk
1344 Midland Avenue Unit #3E, Bronxville
$219,999
1 Beds ⋅ 1 Baths ⋅ 1017359 MLS
Welcome to this peaceful, serene, sunlit one bedroom in desirable Fleetwood Acres- a meticulously maintained and landscaped property in a beautiful setting 24-7 gated park community. This lovely apartment features hardwood floors, Living Room has 3 large windows, brand new kitchen. Ample on-site parking for residents and guests. Garage parking available as well. Part of a financially sound centrally located co-op with maintenance that includes gas, electric, heat and hot water. The location is ideal and convenient with excellent proximity to Metro North RR, B-line Buses, close to Cross County Shopping Mall, (Shopping, Dining, Movies, daily necessities). It is a short distance to the center of Bronxville Village and has easy access to all major highways and to Manhattan (28 Minutes to GCS)) for work and/or play.

1344 Midland Avenue Unit #3E, Bronxville
15 Hidden Ridge Court, Scarsdale
$929,000
3 Beds ⋅ 3 Baths ⋅ 1016363 MLS
Welcome to Hidden Ridge, one of Westchester's most sought-after townhouse communities, ideally located with a Scarsdale address and convenient access to the Scarsdale, Edgemont, and Yonkers communities. This gated community offers keycode-controlled access for added privacy and peace of mind. Offering a rare combination of space, comfort, and accessibility, Hidden Ridge is especially desirable for its private elevators that service all three levels of each home—an exceptional feature that allows owners to comfortably age in place. Combined with attached two-car garages, these residences offer conveniences rarely found in townhouse living. This beautifully maintained three-level home welcomes you with hardwood floors, a powder room, coat closet, elevator access, and entry to the attached two-car garage. The sun-filled main level is designed for both everyday living and entertaining, featuring a spacious open-concept layout with abundant oversized windows, a generous dining area, and a large living room anchored by a gas fireplace. Sliding glass doors open to a private Trex deck overlooking peaceful greenery, creating the perfect setting for morning coffee or outdoor dining. The kitchen is thoughtfully designed with granite countertops, a center island with seating, and GE appliances including an electric range, microwave, dishwasher, and refrigerator. The second level offers a spacious primary suite complete with a tray ceiling, two large walk-in closets, and a luxurious ensuite bath featuring a double vanity, separate soaking tub, and oversized shower. Two additional generously sized bedrooms share a hall bath with a tub/shower combination, while a convenient linen closet provides additional storage. The walk-out lower level expands the living space with a large recreation room ideal for a media room, playroom, home office, or gym. Sliding doors lead to a covered deck and lawn area, offering additional outdoor enjoyment. This level also includes the laundry area and utility room. Residents of Hidden Ridge enjoy access to a clubhouse and fitness center, while landscaping and snow removal are included in the monthly maintenance, allowing for a truly low-maintenance lifestyle. Ideally situated less than 10 minutes from the Scarsdale Metro-North station and village shops, this location also provides easy access to Central Avenue's extensive shopping and dining destinations, major parkways, and nearby Ridge Hill, featuring Whole Foods, the Apple Store, restaurants, and entertainment. Costco, Stew Leonard's, Home Depot, and countless additional conveniences are just minutes away. Combining spacious interiors, exceptional accessibility, the security and privacy of a gated community, desirable community amenities, and an unbeatable location, this Hidden Ridge townhouse offers an easy, comfortable lifestyle designed to be enjoyed for years to come!

15 Hidden Ridge Court, Scarsdale
40 Waterside Close, Eastchester
$815,000
2 Beds ⋅ 2 Baths ⋅ 1011607 MLS
Resort-style living awaits this sought-after 24/7 gated community. This bright and spacious 2 bedroom, 2 bath townhome offers a flexible layout with a bedroom conveniently located on the first floor and a full bath. The eat-in kitchen features stainless steel appliances, custom cabinetry, and ample counter space, opening to a comfortable living room with a wood-burning fireplace and sliding glass doors to a private deck-perfect for indoor outdoor entertaining. Upstairs, the primary suite boasts a wall of closets, cathedral ceilings, and access to a private balcony. A generous loft, currently used as a third bedroom, provides additional sleeping or home office space. The large second-floor bath includes a separate shower, Jacuzzi tub, and skylight for natural light. Enjoy a true vacation-at-home lifestyle with a beautiful community pool and lounge area overlooking the lake, boat and swim docks, playground, and barbecue areas. Pets are welcome, and parking is easy with an attached 1-car garage plus driveway. Ideally located near major highways, commuter rail, schools, shopping, and dining, this home offers an easy commute to New York City while providing the privacy and tranquility of a gated lakeside community. Do not miss this opportunity to own in this desirable private enclave. Will not last !

40 Waterside Close, Eastchester
500 High Point Drive Unit #810, Hartsdale
$550,000
2 Beds ⋅ 2 Baths ⋅ 1000629 MLS
Welcome to High Point! A premier condo complex in Hartsdale and Westchester urban living. Complex has ample parking, beautiful landscaping, gate guard, seasonal outdoor pool for all abilities, fitness center, club house, friendly neighbors and a great location. Close to shopping and highways yet far enough away for a quiet neighborhood feel. MetroNorth Harlem-line express train to Grand Central from White Plains in under 35 minutes. Unit #810 is East-facing for daily morning sun and panoramic view of White Plains (Battle Hill section)! Spacious 2 bedrooms and 2 bathrooms with gleaming wood floors, an en suite bathroom and walk-in closet for main bedroom. Kitchen is renovated and updated, great for daily use or entertaining. Unit is spacious enough for a breakfast nook and a formal dining area with a spacious living room. Enjoy a morning coffee or evening glass of wine on your own private balcony overlooking a wonderful place to live. Ready to move in! Easy access to great shopping (Hmart, TJ Maxx, Marshalls, Trader Joe's and Westchester Mall of name a few), BeeLine buses, MTA trains and major highways. Assigned parking and plenty of parking for your guests. Storage room available too! Don't miss out on this great unit!

500 High Point Drive Unit #810, Hartsdale
17 Carriage Trail, Tarrytown
$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
16 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
341 Furnace Dock Road Unit #11, Cortlandt Manor
$615,000
2 Beds ⋅ 3 Baths ⋅ 957112 MLS
The WOW factor starts the moment you step inside—with dramatic 10-foot, floor-to-ceiling windows that bring a stylish NYC feel to the tranquility of country living. Breathe in the serenity of the water fountain and enjoy peaceful lake views from your living oasis. 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
1332 Midland Avenue Unit #3F, Bronxville
$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
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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.

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