Active Adult 55+ Homes for Sale in Westchester, NY

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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.

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All Active Adult 55+ Homes for Sale in Westchester, NY

$157,900

1 Beds ⋅ 1 Baths ⋅ 1063781 MLS

Welcome to 2 Fisher Drive, Unit 208! Discover this inviting one-bedroom co-op offering a comfortable layout, generous living space, and plenty of natural light. The apartment features a spacious living room, a generously sized bedroom, a galley-style kitchen with stainless steel appliances and ample cabinetry, a full bathroom, and attractive flooring throughout portions of the home. Monthly Maintenance is $845 , electricity is paid separately. The building offers beautifully landscaped grounds, convenient on-site laundry facilities, and a common area for residents to enjoy. Parking is available for just $50 per month, subject to a waitlist and availability. Whether you’re purchasing your first home or looking to downsize, this co-op offers a wonderful opportunity to enjoy comfortable living in a well-established residential community. Don’t miss your chance to call Unit 208 home. Schedule your private showing today!

2 Fisher Drive Unit #208, Mount Vernon

100 Woodcrest Lane Unit #130, Mount Kisco

$575,000

2 Beds ⋅ 2 Baths ⋅ 1062565 MLS

Imagine a home where life feels a little easier, your days are yours to enjoy, and everything you need is close at hand. Welcome to 100 Woodcrest Lane, where spacious, comfortable living and the convenience of Mount Kisco come together in a welcoming 55+ community. Step inside this bright and generously proportioned two-bedroom, two-bath residence and discover a home designed for comfortable everyday living. The inviting living room, filled with natural light from large windows, flows effortlessly into the dining area, creating a wonderful space for quiet evenings, lively conversations, and gatherings. The adjoining kitchen offers ample cabinetry and counter space, keeping everything you need within easy reach. The oversized primary bedroom is a relaxing retreat, complete with a private full bath, generous closet space, and direct access to a versatile bonus room. Whether you envision a home office, a creative studio, a reading room, or a quiet place to pursue your favorite hobbies, this additional space offers the flexibility to make it your own. A second bedroom and full hall bath provide comfortable accommodations for guests, while in-unit laundry and plentiful closet space, including two walk-in closets, add to the home's everyday convenience. And for those belongings you'd like to keep but don't need every day, an exceptionally spacious, private walk-in storage cage in the building's communal storage room provides even more room to stay organized. And when you're ready to step outside, there's even more to enjoy. Woodcrest Village offers inviting spaces to relax, socialize, and stay active. Enjoy the clubhouse, settle into a good book in the library, gather with neighbors in the community's comfortable common areas, or take advantage of the fitness center and outdoor swimming pool. Just across the street, beautiful Leonard Park invites you to take a leisurely stroll along its scenic trails, enjoy the fresh air, or stay active with tennis, pickleball, and basketball courts. With so much green space and recreation right at your doorstep, it's easy to make the outdoors part of your daily routine. Convenience is another wonderful part of life here. Northern Westchester Hospital, nearby medical offices, and CVS Pharmacy are all within walking distance, making everyday errands and appointments refreshingly simple. A short distance away, downtown Mount Kisco offers a delightful mix of restaurants, cafes, shops, supermarkets, and services. And when the city calls, the Mount Kisco Metro-North station provides convenient train service to New York City. With so much to enjoy both at home and just beyond your doorstep, 100 Woodcrest Lane offers a wonderful opportunity to find a place that feels just right. Welcome home.

100 Woodcrest Lane Unit #130, Mount Kisco

163 Carriage Court Unit #A, Yorktown Heights

$685,000

2 Beds ⋅ 2 Baths ⋅ 1061959 MLS

Beautifully updated and sought after 2 br 2 bth Essex model in Jefferson Village with attached 1 car garage. Amenities include pool, tennis courts, workout center, Taxes are $6522.28 (confirmed by Yorktown Town Hall). Common charges are $663.75, including monthly common charges and $61.63 for cable. Special assessment is levied for road paving in the complex and starts in January 2027 for $220.85/mo for 30 months (totaling $ 6,625.00). Additional capital contribution ($1500) and $400 processing fee (as per Lions Gate).

163 Carriage Court Unit #A, Yorktown Heights

59 Kirby Close Unit #D, Yorktown Heights

$370,000

2 Beds ⋅ 2 Baths ⋅ 1061035 MLS

Step inside this 2nd floor beautifully maintained 2 bedroom, 2 bathroom Ascot model in Jefferson Village III, a sought after 55+ active adult community in Jefferson Valley. Freshly painted interiors, new flooring and baseboards, and new interior doors create a welcoming first impression. As you move through the home, large windows fill the living spaces with natural light. Explore the previously updated kitchen, then picture yourself settling into the inviting living area or stepping outside to enjoy morning coffee on your private deck. Continue through to two comfortable bedrooms, with adjustable closet shelving to keep everything organized. Both bathrooms have been updated over the years, and a stackable washer and dryer within the home adds everyday convenience. A detached garage and additional storage completes the offering, while previous updates to the appliances, windows, heating and cooling equipment, water heater, awning and deck supports reflect the care this home has received. Just a short distance away, the clubhouse and recreational amenities invite you to enjoy all that Jefferson Village has to offer. Spend summer days by the inground pool, enjoy tennis, pickleball, bocce or shuffleboard, or visit the vegetable garden and picnic area. Inside the clubhouse, discover an exercise room, billiards, library, craft room and spaces for cards, mahjong and more. With community trips, clubs, dances and dinners, there are plenty of opportunities to connect, unwind and feel at home. Taxes do not include $2,849.33 STAR program

59 Kirby Close Unit #D, Yorktown Heights

$975,000

2 Beds ⋅ 4 Baths ⋅ 1059584 MLS

Exceptional End Unit | First-Floor Primary Suite | Two-Car Garage Plus Finished Basement! Welcome to 2329 Depeyster Drive in Glassbury Court, a sought-after 55+ luxury community in Northern Westchester nestled on a cul-de-sac in the picturesque Hudson Valley just 50 miles north of Manhattan. This beautifully maintained Essex end-unit carriage home offers an ideal blend of space, comfort, and carefree living. The sun-filled main level features cathedral ceilings, an open concept floor plan designed for both everyday living and entertaining. The inviting dining/living room, anchored by a gas fireplace, flows seamlessly into the eat-in kitchen with center island. The highly desirable first-floor primary suite offers an en-suite bath and adjoining study, creating a private retreat with the convenience of one-level living. Additional highlights include gas heat, central air, central vac, a bathroom on each floor, main-level laundry, abundant closet space, and an attached two-car garage. Enjoy peaceful outdoor relaxation on your private patio. Upstairs, a spacious loft overlooking the main living area, a second bedroom, and a full bath provide comfortable accommodations for guests. The finished lower level expands the living space with a powder room, expansive recreation area, and ample storage—offering endless possibilities to suit your lifestyle. Glassbury Court residents enjoy resort-inspired amenities, including a heated swimming pool, walking trails, fitness center, and clubhouse featuring a fireplace lounge, card room, and catering kitchen. Conveniently located near shopping, dining, golf courses, NewYork-Presbyterian Hudson Valley Hospital, the Taconic State Parkway, and Metro-North, this exceptional location offers the perfect balance of tranquility and accessibility. Nearby FDR State Park and the North County Trailway provide opportunities to enjoy the natural beauty of the Hudson Valley. New Roof 2026, Taxes do not include STAR savings of $1439. Downsizing doesn't mean sacrificing space, style, or functionality. Discover the luxury of maintenance-free living in this desirable Yorktown community!

2329 Depeyster Drive, Cortlandt Manor

38 Sussex Drive Unit #A, Yorktown Heights

$485,000

2 Beds ⋅ 1 Baths ⋅ 1057688 MLS

Welcome to effortless, low-maintenance living in the highly desirable 55+ active adult community of Jefferson Village! This light-filled, 935 sq. ft. 2-bedroom one level unit is truly move-in ready. Designed with privacy in mind, this home offers unique peace and quiet with no units above or below. Step inside to an airy, open floor plan that flows seamlessly and is bathed in natural sunlight. The bright kitchen was beautifully renovated 7 years ago, featuring ample storage and workspace.New windows throughout 2021. Enjoy the convenience of your own dedicated carport with extra storage available, keeping your vehicle protected year-round. Convenient location just moments from local shopping centers, public transportation, and major routes. Take full advantage of Jefferson Village's resort-style community amenities, including a vibrant clubhouse, swimming pool, fitness and exercise programs, community gardens, tennis courts, and active social groups. Move right in and start enjoying the relaxed, active lifestyle you deserve!

38 Sussex Drive Unit #A, Yorktown Heights

160 Carriage Court Unit #D, Yorktown Heights

$359,000

1 Beds ⋅ 1 Baths ⋅ 1058502 MLS

This bright and spacious home in Jefferson Village, Westchester’s premier 55+ community, is sure to check every box! As you enter, you’re greeted by two guest coat closets and elegant Italian ceramic tile that flows seamlessly into the updated kitchen—complete with rich cinnamon-stained cabinetry, newer appliances, and stone countertops. Being an upper-level unit, abundant natural light fills the space, making it a welcoming place to unwind or step out through the slider onto the composite deck to enjoy the view. The laundry area offers a unique touch with a custom folding station that leads directly into the modern full bath, featuring a walk-in shower and updated vanity. The large, sunny bedroom easily accommodates a sitting area or home desk and features a massive reach-in closet. Beyond the home, enjoy unbeatable community amenities: a vibrant clubhouse, fitness center, chair yoga, line dancing, pickleball, walking paths, community pool, art & book clubs, veterans groups, Mahjongg, gardening, organized day trips, and seasonal holiday parties!

160 Carriage Court Unit #D, Yorktown Heights

$490,000

1 Beds ⋅ 2 Baths ⋅ 1043797 MLS

Experience luxurious, resort-style living at Trump Park in this bright and spacious one-bedroom residence. Designed for an effortless, high-end lifestyle, the unit features an open-concept living area bathed in natural light, rich Brazilian cherrywood floors, and a charming Juliet balcony. The generously sized bedroom provides a comfortable retreat with plush carpeting and ample storage space, while an in-unit washer and dryer add modern convenience. Direct elevator access from the garage straight to your floor makes coming home completely seamless. Residents enjoy 24/7 concierge service and security alongside an impressive suite of amenities. Take advantage of both indoor and outdoor pools, a state-of-the-art fitness center, a private theater room, a community room, and a outdoor bocce ball court. The surrounding grounds offer a serene nature retreat complete with a quiet pond, gazebo, and scenic walking paths. Ideally located in Shrub Oak, this community offers seamless access to major highways, golf course, restaraunts and nearby shopping centers.

212 Trump Park, Shrub Oak

45 Jefferson Oval Unit #G, Yorktown Heights

$429,900

2 Beds ⋅ 2 Baths ⋅ 1054519 MLS

Welcome to this completely updated 2-bedroom, 2-full-bath condo in desirable Jefferson Village...a 55 plus community. This second floor unit features an expanded kitchen complete with high hat lighting, granite countertops and stainless steel appliances. Beautiful hardwood floors flow throughout, and the updated bathroom offer luxurious radiant heated floors. Dining room features expansive built in cabinetry and buffet, complementing the kitchen design. Move-right-in condition with all the modern finishes! UPDATES 8 YRS YOUNG, including Air Conditioning. One Car Garage. Located adjacent to the Jefferson Valley Mall, close to Route 6 and the Taconic State Parkway, and near regional medical centers. Clubhouse includes a fitness center/exercise room, library, billiards room, and arts and crafts studio. Outdoor Sports & Recreation: Heated outdoor swimming pool, spa/patio lounge area, tennis and pickleball courts, horseshoe pits, and dedicated gardening plots. Organized resident-run activities, arts & crafts clubs, games, and outdoor community events.

45 Jefferson Oval Unit #G, Yorktown Heights

$340,000

2 Beds ⋅ 1 Baths ⋅ 1054688 MLS

This spacious 2-bedroom condo is situated in a desirable senior citizen community that offers a vibrant lifestyle for its residents. While the unit is in need of updates, the price reflects this opportunity, allowing you to personalize it to your taste and preferences. Enjoy easy access to nearby malls and shopping centers, making errands and leisure activities convenient. Take advantage of the community clubhouse, pool, and tennis courts, providing plenty of opportunities for socializing and staying active.

18L Hastings Court, Yorktown Heights

300 Woodcrest Lane Unit #329, Mount Kisco

$529,000

2 Beds ⋅ 2 Baths ⋅ 1047320 MLS

Discover this beautifully designed, sunny, top-floor condominium in the desirable Woodcrest Village Development. Woodcrest is an exclusive 55-and-over community. This spacious residence features two bedrooms, two full bathrooms, and an inviting open-concept kitchen that is ideal for both everyday living and entertaining. The thoughtfully planned community offers an array of exceptional amenities including social activities, enhanced security, community rooms, elevator and ramp access, ample parking for residents and visitors, storage, a clubhouse, fitness center, and a fabulous swimming pool. Ideally situated near downtown Mount Kisco and Chappaqua, residents enjoy easy access to an abundance of shops, supermarkets, specialty stores and excellent restaurants. Conveniently located to medical facilities, parks, parkways and the Metro-North train station. The community is just minutes from Northern Westchester Hospital, a world-class, top-rated medical facility. Less than 60 minutes from New York City by car or train, this exceptional home offers comfort and convenience surrounded by a warm and vibrant community. Schedule your private showing today and experience the best of carefree condominium living.

300 Woodcrest Lane Unit #329, Mount Kisco

$635,900

2 Beds ⋅ 3 Baths ⋅ 1052643 MLS

Magnificent is the only word to describe this home and setting. The Mediterranean Style Stucco and Stone building, set on 50 private acres, exudes taste, quality and convenience. The dark wide board hardwood floors in the main areas is definitely eye catching, while in the bedrooms cream Berber carpets makes for a wonderful contrast. The spacious primary bedroom can easily accommodate a King (If I can still use that term) size bed plus an armoire , chest of draws and hope chest, with room to spare. Off the primary bedroom is the dream full bath. Your guests will love their over sized bedroom because of it's private bath. The Mahogany stained kitchen is a chef's dream! All the cabinets you will ever need plus a granite breakfast bar open to the Living room so you can always see your guests. You have the option of a formal dining room or an office or den. The unit has its own washer and dryer for ordinary daily laundry needs., However the building has a separate laundry room with commercial washers and dryers for large bulky items, such as bedding. Right down the hall from the unit is your private storage area. The building offers a 24 hour concierge service, movie theater, indoor and outdoor pools, billiards room, party room with its own kitchen, business center, two fitness centers, sauna and steam room and library. Out door fun: putting green, bocci courts and walking trails. Minutes to access the Taconic Parkway. 7 miles to Metro North. You've worked very hard all your life, sacrificed, now its your time!! This is a very special min 55 year old community.

420 Trump Park, Shrub Oak

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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.