Active Adult 55+ Homes for Sale in Westchester, NY

Advanced Search Market Reports Home Value Connect

Welcome to your dedicated resource for active adult 55+ 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 active adult 55+ 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 Active Adult 55+ Homes for Sale in Westchester, NY

$649,900

2 Beds ⋅ 3 Baths ⋅ 1025590 MLS

Experience luxury living at Trump Park Residences where classic European architecture is surrounded by 50 private acres of beautifully landscaped woodlands. From the elegant marble lobby with concierge service to the exceptional resort-style amenities every detail is designed for sophisticated living. This spacious residence features a welcoming foyer, sun-filled living room with a Juliet balcony, formal dining area, and a well-appointed kitchen with granite countertops, stainless steel appliances, and a large pantry. A powder room and generous coat closet add convenience. The primary suite offers a spa-inspired bath with a jet tub, double-sink vanity and an oversized walk-in closet. A second bedroom, full bath, and in-unit laundry complete the thoughtfully designed floor plan. An additional private storage room is conveniently located on the same floor. Indoor assigned parking and additional outdoor parking with EV charging stations. Residents enjoy an unparalleled lifestyle with two fitness centers, indoor and outdoor swimming pools, sauna, jogging track, hiking trails, recreation room with billiards, theater, party room, business center and even on-site dry-cleaning service. Luxury, convenience and exceptional amenities await at one of the area's premier 55+ active communities. (Buyers under 55 may be eligible subject to community occupancy requirements and board approval). Nearby shopping, restaurants, fitness club etc. Only 1.5mi. to Taconic State Pkwy and 7.5mi. to Metro-North.

436 Trump Park, Shrub Oak

$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

$649,000

2 Beds ⋅ 2 Baths ⋅ 1023798 MLS

Welcome to Trump Park Residences, a luxury 55+ condominium community offering an exceptional lifestyle. This beautifully designed 2-bedroom residence features a fantastic open floor plan, perfect for comfortable living and entertaining. Residents enjoy an impressive array or resort-style amenities, including indoor and outdoor swimming pools, two fitness centers, sauna, steam room, a resident ounge with a caterers kitchen, a theater room, business center, party room, second lounge, library and a large outdoor patio with BBQ grils. Large storage unit on your floor right across the hall, assigned parking spot in the garage and unlimited outdoor parking. The grounds are beautiful, a 50+ acre site with a walking trail large gazebo and a putting green. Close to shopping & Taconic State Parkway.

427 Trump Park Unit #427A, Shrub Oak

$799,000

3 Beds ⋅ 2 Baths ⋅ 1023098 MLS

This move-in-ready home combines comfort, convenience, and value in a highly sought-after Bronxville P.O. neighborhood with lower Yonkers taxes. This well located beautiful Ranch House features three (3) well-sized bedrooms, spacious living room that is ideal for large family gatherings, and a comfortable deck and backyard for relaxing or entertaining. It also offers the rare convenience of single-level living. The features you will love include: New Roof installed November 2023 (still with several years Warrantee); Updated kitchen with modern finishes and stainless steel appliances; 2 fully updated bathrooms with self-lifting lead; Expansive driveway with parking for up to 6 vehicles; In-ground sprinkler system for easy maintenance; Fully finished basement with laundry, storage, and bonus room. Prime Location, with easy access/walk to Metro-North for a direct NYC commute. This house is approximately five (5) minutes walk to Cross County Center and eight (8) minutes drive to Ridge Hill Shopping Center. Convenient to I-87, Cross County Parkway, Bronx River Parkway and Saw Mill River Parkway. This house location is approximately 20-25 minutes drive to Westchester County Airport. Set on a quiet tree-lined residential corner street property, this home offers a calm suburban feel while keeping you close to everything, shopping, dining, and travel are all remarkably convenient . This is a true turnkey property ready for it's next owner. Just pack your bags and move right in. This is a large corner property AKA 1092 Midland Ave at the junction with McGeory Street. with zip code 10708. Enjoy the low property taxes.

1090 Midland Avenue, Bronxville

$366,750

2 Beds ⋅ 1 Baths ⋅ 1019790 MLS

New price for this rare offering: a single-floor, ranch-style home complete with your own carport and only two apartments per building. Located in Jefferson Village—Yorktown’s premier 55+ condo community—this adult-only oasis is designed entirely around ease and leisure, featuring a seamless layout and a true maintenance-free lifestyle. The HOA fully handles exterior upkeep, lawn care, and snow removal, leaving you with nothing to do but relax and enjoy your free time. It is perfect for full-time residents or seasonal snowbirds seeking a secure, peaceful environment. Don’t miss your chance to secure a place in this vibrant, friendly neighborhood. There is always plenty to do here. On-site amenities include a refreshing outdoor pool for the summer months, tennis courts, a clubhouse, an art studio, a library, a billiards room, and a fitness center. Plus, you are just minutes from the Jefferson Valley Mall, the Taconic State Parkway, and a variety of local dining and shopping options. Move right in and know you have made the right choice.

5 Devon Court Unit #B, Yorktown Heights

$349,900

1 Beds ⋅ 1 Baths ⋅ 1017630 MLS

Move right in to this Special One bedroom One Bath Stunning Condo! Shows like a model... The Spacious Living area with Open floor plan with designer finishings from the hardwood like floors to the custom closets. The Kitchen is every chefs dream, everything upscale and new. The quartz counter top with peninsula and island seating for two or three is custom from top to bottom. The custom white cabinetry is of the highest quality, and the stainless appliances are new. The window in the kitchen allows for a light and airy feel. The fixtures are current and contemporary and provide the exact amount of ambience. The open floor plan of this condo will meet and exceed all your expectations. The full bathroom design with vanity and extra bonus cabinet for all your storage needs. So much attention to every detail, from the designer fixtures to the color scheme. Matching designer floor and shower tiles. The Bedroom is big enough to fit a King size bed plus dressers, night tables, bureau, all of your furnishings will fit. The custom closet with built ins and the dressing area with an additional closet is sure to please. This condo has natural and neutral colors to suit everyone's taste. BONUS is the spacious outdoor covered seating area, the seating area furniture as shown is included. This is outdoor living at its best with your own space. Jefferson Village offers so many amenities for your enjoyment in this age oriented 55+ active adult community: clubhouse, tennis, pickleball, outdoor pool, gardening, darts, shuffleboard, dances, meetings, fitness room & classes, trips, year round and more, so many activities for everyone.

27 Walden Court Unit #J, Yorktown Heights

$499,999

1 Beds ⋅ 2 Baths ⋅ 000100 MLS

When Only The Best Will Do...Welcome to Luxury Living at its Finest in Beautiful Trump Park Residences. Experience Country Club Luxury Living at its finest. The Ultimate Living Lifestyle experience in Trump Park will exceed all your expectations. The Neutral natural color tones of this condo set the stage for elegance. High ceilings all around provide the dramatic flair and spacious feel. Designer kitchen all like new, white cabinetry, tumbled marble neutral patterned backsplash, contrasting granite countertops give this kitchen that wow look and and peninsula provides space for an "eat in kitchen." Generous Dining area spacious enough to fit a table for 8-10. The spacious living room with beautiful hardwood type floors throughout. The Views of the tree tops and greenery will amaze you from the living room & master bedroom. In the living room open the glass paned french doors to the Juliet balcony & let the open space of the outdoors in. The bedroom with warm neutral hues has a luxurious En-Suite can accommodate all your furniture and belongings, and has a walk in closet & huge private bathroom. Powder room in entryway hall. Spacious rooms. Hardwood like floors in main living areas and hallway, ceramic tiled bathrooms, and carpet in the bedroom. Concierge service, elegant surroundings, first class amenities, indoor & outdoor pools, fitness gyms/classes, theater room, bocce, sauna and more. Amenities incl Indoor & Outdoor Pools, Game Rm, Movie Theatre, Fitness Center w/satellite Gyms in each building, heated gar space w/rem entry, library, courtyard patio w/bbq grills, pond/park w/gazebo & walking track. Lakeland Schools. Restaurants, shopping, JV Mall, bus, highways are all close by! There is a Concierge 24hrs/7 to receive all of you deliveries. Heat/Hot water included. Storage space located on the 5th floor. Assigned parking space so convenient #36 in garage (requires handicap sticker, may be reassigned) and ample unassigned outdoor parking.

603 Trump Park Unit #603, Shrub Oak

$775,000

4 Beds ⋅ 1 Baths ⋅ 1016615 MLS

Welcome to 29 Saint Joseph Street, New Rochelle — a beautifully maintained and spacious home nestled on a quiet dead-end street. Situated on an oversized double lot in a two-family zone, this property offers space, flexibility, and endless potential. Inside, enjoy a sun-filled layout featuring hardwood floors throughout, a spacious living room, formal dining room, and an eat-in kitchen perfect for everyday living and entertaining. The second floor offers four generously sized bedrooms, while the fully finished attic provides bonus space for a home office, gym, guest suite, or playroom. A walk-out partially finished basement adds even more versatility. Step outside to a private fenced backyard ideal for entertaining, featuring an above-ground pool sitting beautifully on a lush green lawn, an enormous driveway that comfortably fits four cars, an oversized three-car garage, and a charming front porch perfect for relaxing. Conveniently located minutes from major highways, shopping, dining, and the New Rochelle Metro-North Station with direct access to Grand Central in approximately 30–40 minutes. Enjoy nearby waterfront destinations including Glen Island Park, offering scenic views, walking paths, beaches, and vibrant outdoor recreation. Residents also benefit from easy access to renowned Michelin-star dining throughout Westchester and nearby Manhattan. Move-in ready and perfectly located — don’t miss this exceptional opportunity in the heart of New Rochelle! Note: Eligible for STAR program (New York State tax benefit that reduces the school tax portion of property taxes for eligible homeowners who use the home as their primary residence). Contact the Assessor’s Office to file a tax grievance.

29 Saint Joseph Street, New Rochelle

$539,000

2 Beds ⋅ 2 Baths ⋅ 1009502 MLS

Welcome home to this pristine top floor 2-bedroom, 2-bath end unit condo, nestled in the vibrant 55+ community of Sutton Manor, (where at least one resident must be 55+). The open layout features sunny tree-top views, freshly painted interiors, new white oak flooring, updated baths and designer finishes throughout. Enjoy easy meal prep in the elevated chefs kitchen with all new white quartz counter tops, LG stainless steel appliances and open breakfast bar that transitions seamlessly into the living/dining spaces for effortless gatherings and entertaining. Relax in the spacious primary bedroom featuring a generous walk in closet, ensuite bath and a cozy window nook. The second bedroom with adjacent bath can easily accommodate guests or serve as a home office. The enclosed multi function washer and dryer further enhances the comfort and convenience of this special offering. Residents of the building enjoy direct elevator access to their assigned indoor garage space, use of the community room that features a full kitchen with dining room, living area, outdoor patio with seating, separate fitness room, and additional outdoor parking. Heat, hot water, snow removal, and trash are included in the association fees, and the building is equipped with a back up generator. Ideally located near Metro North, shopping, restaurants, medical facilities, and a multitude of recreational opportunities render this an opportunity not to be missed!

314 Sutton Drive Unit #314, Mount Kisco

$439,000

2 Beds ⋅ 2 Baths ⋅ 1008809 MLS

This beautifully renovated, ground-floor 2-bedroom, 2-bathroom turnkey residence is located in a desirable Yorktown Heights 55+ community. The move-in-ready home features a modern kitchen, generously sized bedrooms including a primary suite, and upgrades like brand-new heating and cooling system, and a hot water heater replaced just two months ago. Beyond the completely updated plumbing and electrical systems, the property offers a private extended deck and garage parking. Windows and doors are Anderson. Residents enjoy a peaceful neighborhood along with premium community amenities, including a pool, fitness center, and clubhouse close to local shopping and dining.

51 Jefferson Oval Unit #E, Yorktown Heights

$999,000

1 Beds ⋅ 2 Baths ⋅ 1005000 MLS

Welcome to luxury living at Christie Place. This beautifully appointed 1 bedroom residence features hardwood floors, a spacious open-concept layout and picturesque views of downtown Scarsdale. Oversized windows flood the home with natural light, creating a warm and inviting atmosphere throughout. The expansive primary suite offers a walk-in closet and a private ensuite bathroom. Residents enjoy an exceptional lifestyle with premier amenities including doorman, elevators, fitness center, roof deck courtyard, and parking. Perfectly situated just moments from shopping, restaurants, and the Metro-North train for an easy commute to New York City. Enjoy the ideal blend of luxury and convenience in this sought after 55+ community!

1 Christie Place Unit #406W, Scarsdale

$299,000

2 Beds ⋅ 1 Baths ⋅ 996766 MLS

Welcome to maintenance-free living at Yorktown’s premier 55+ active community! This rare, 'no-step' 2-bedroom garden condo is perfectly situated with parking directly in front for ultimate convenience. The interior features spacious rooms, generous closet storage, and a private laundry in-unit. Enjoy your morning coffee on the lovely outdoor deck or head over to the clubhouse to take advantage of the fitness center, pool tables, and social events. Your new lifestyle includes a sparkling pool, pickleball, tennis, bocce, and even community gardening. Move in just in time to enjoy the summer at the pool!"

23 Dorset Court Unit #F, Yorktown Heights

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.