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Active Adult 55+ Homes for Sale in Westchester, NY

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

27 Walden Court Unit #F, Yorktown Heights
$399,000
2 Beds ⋅ 1 Baths ⋅ 1047932 MLS
Welcome to Jefferson Village! This beautifully updated two-bedroom, one-bath condo is truly move-in ready and offers easy living in one of the area’s popular 55+ active adult communities. The home has a bright, comfortable feel with an open layout, hardwood-style flooring, many closets, and neutral finishes that make it easy to add your own personal style. The updated kitchen features wood cabinetry, granite countertops, tile backsplash and appliances. Theres's plenty of natural light, and the updated fixtures give the space a fresh, modern look. The bedroom is generously sized with plenty of room for a large size bed, dressers, and nightstands. Storage won’t be a problem either, with tons of closet space. The full bath has also been nicely updated with attractive floor and shower tile, a stylish vanity and storage. One of the best features of this home is the large covered outdoor seating area. It’s a great private spot for morning coffee, relaxing with a book, or spending time with friends. The outdoor furniture shown is included, so you can start enjoying the space right away. Living in Jefferson Village means having plenty to do when you want to be active and a peaceful place to come home to when you don’t. Community amenities include a clubhouse, outdoor pool, tennis, pickleball, fitness room and classes, gardening, shuffleboard, darts, dances, organized trips, meetings, and activities throughout the year. Move right in and start enjoying everything Jefferson Village has to offer!!

27 Walden Court Unit #F, Yorktown Heights

311 Sutton Drive Unit #311
$495,000
2 Beds ⋅ 2 Baths ⋅ 1051319 MLS
Experience the pinnacle of sophisticated, maintenance-free 55+ living in this stunning, rarely available two-bedroom, two-full-bathroom residence inside Mount Kisco’s highly sought-after Sutton Manor active adult community (minimum age requirement: 55+ for at least one owner). Flooded with natural light, the expansive, open-concept great room immediately captivates with its signature parquet hardwood flooring, a majestic sun-drenched bay window wall, and a highly exclusive feature—exquisite, custom floor-to-ceiling built-in cabinetry and shelving that sets this specific home apart from other units in the building. The chef-ready kitchen transitions seamlessly into the main living space, boasting rich wood cabinetry and premium granite countertops perfect for entertaining.Peace and privacy await in the bedrooms, highlighted by a custom walk-in closet with a boutique-style organizational system, while the two beautifully detailed full bathrooms offer both comfort and modern style. Living here grants you access to an unparalleled luxury lifestyle, complete with premier community amenities including a fitness center, a beautifully appointed community room with a full kitchen, and the ultimate everyday convenience of assigned indoor garage parking. Just minutes away from boutique shopping, award-winning dining, Northern Westchester Hospital, and the Metro-North station for an effortless commute into New York City. Common charges include heat, hot water, and water.

311 Sutton Drive Unit #311

427 Trump Park, Shrub Oak
$650,000
2 Beds ⋅ 2 Baths ⋅ 1045118 MLS
The one you’ve been waiting for at TPR. This standout residence in desirable Villa A immediately impresses with its soaring ceilings, abundant natural light and distinctive architectural details. Crown molding extends throughout the home, complemented by hardwood floors and recessed lighting. The living room is exceptional, with a dramatic 14-foot tray ceiling, walls of windows and a Palladian window with doors opening to a Juliette balcony. The kitchen features beautiful White Oak wood cabinetry, granite countertops and stainless steel appliances, along with under-cabinet lighting, rollout base cabinets and an oversized sink. French doors open to the separate dining room, creating an elegant space for entertaining while maintaining an easy flow between rooms. The spacious primary suite is entered through French doors and features a large walk-in closet with custom built-in hanging and shelving. The marble primary bath includes a soaking tub and separate shower. A second bedroom and full bath provide comfortable space for guests, a den or home office. A built-in linen closet adds even more storage. A large private storage room is conveniently located directly across the hall, and assigned garage space #47 is ideally positioned just off the elevators. Trump Park Residences is a 55+ active adult condominium community in Shrub Oak, within the Town of Yorktown, surrounded by more than 50 acres of landscaped grounds and preserved woodlands. Residents enjoy 24-hour concierge service, indoor and outdoor pools, two fitness centers, sauna and steam room, theater, resident lounges, library, recreation and party rooms, business center, outdoor patio with BBQ grills, putting green, gazebo and walking trails. Additional outdoor parking and EV charging stations are also available. With its soaring ceiling, oversized windows, beautiful finishes and impressive proportions, this is not your typical Trump Park residence. Enjoy generous one-level living in a convenient location close to shopping and dining, just 1.5 miles from the Taconic State Parkway and approximately 7.5 miles from Peekskill Metro-North Hudson Line. HOA Fee includes: Heat, hot water, gas for cooking, parking and all amenities.

427 Trump Park, Shrub Oak

148 Flintlock Way Unit #G, Yorktown Heights
$579,900
2 Beds ⋅ 2 Baths ⋅ 1038322 MLS
Welcome to the highly sought after Bradford model in desirable Jefferson Village, a vibrant 55+ active adult community. This end unit condo offers approximately 1,300 square feet of thoughtfully designed one level living with no one living above or below you. Step inside to a spacious and comfortable living room which flows seamlessly into the adjoining dining room with a sliding glass door out to a super private patio where you can enjoy barbecues and everyday living or entertaining guests. The nicely remodeled eat in kitchen features granite counters and stainless appliances. The roomy primary bedroom offers a walk in closet and a beautifully renovated primary bath with a full, double shower. There is a second full bathroom and a generously sized second bedroom which provides flexibility for guests or a home office. A special attraction is the end unit location with exceptional privacy and wooded views where you can just relax, barbecue and enjoy gatherings. Additional highlights include hardwood floors, 6 paneled white doors, an in-unit side by side laundry area and central air conditioning. The detached, one-car garage is close by and only a few steps away. All gas heat and hot water are included in the monthly common charges too! Year-round exterior maintenance is also included for truly carefree living. Located on Flintlock Way in Village IX, it's considered one of the premier villages within the community. The Jefferson Village clubhouse features a fitness center, library, billiard/dart room, arts and craft room/game room, a large hall for numerous, year-round social events, clubs, bingo, movies, dances, excercise classes and other activities. Outdoor amenities include a community pool, tennis and pickleball courts, bocce, and an expansive gardening area. Conveniently located near shopping, restaurants, medical facilities and the Taconic State Parkway, this home offers the perfect blend of comfort, convenience and community living. Experience the lifestyle you have been waiting for in one of the area's most sought after active adult communities. Note: Brand new roofs in October 2026 with no special assessments.

148 Flintlock Way Unit #G, Yorktown Heights

100 Woodcrest Lane Unit #124, Mount Kisco
$525,000
2 Beds ⋅ 2 Baths ⋅ 1036503 MLS
Welcome to Woodcrest Village, a sought-after 55+ community offering the perfect combination of comfort, convenience, and low-maintenance living. This beautifully maintained and freshly painted second-floor corner unit is move-in ready and filled with natural light. Its desirable end-unit location provides added privacy and quiet, with the added benefit of no neighbors above. Step inside to a bright and inviting open-concept living and dining area designed for both comfortable everyday living and easy entertaining. Beautiful laminate flooring and neutral finishes create a warm, welcoming backdrop ready to complement any style. The spacious living area flows seamlessly into the dining space, while a French slider opens to a large private balcony overlooking the community pool and pool house. Whether enjoying your morning coffee, reading a book, or unwinding at the end of the day, this private outdoor space is a wonderful extension of the home. The adjoining kitchen offers ample cabinetry and counter space along with a convenient breakfast bar that keeps the kitchen connected to the main living area. The kitchen appliances are less than two years old, adding to the home's move-in-ready appeal. A newer washer and dryer, also less than two years old, provide additional convenience. The home features two generously sized bedrooms and two full baths, offering flexibility for overnight guests, a home office, or additional living space. The spacious primary bedroom is a peaceful retreat with plenty of natural light, while custom blinds throughout add both style and functionality. Woodcrest Village offers residents an array of amenities designed to enhance an active and enjoyable lifestyle, including an outdoor swimming pool and pool house, a fully equipped fitness center, and beautifully landscaped grounds. The community's convenient location puts shopping, restaurants, medical care, and the hospital within easy reach, while nearby parks within walking distance provide additional opportunities to enjoy the outdoors.

100 Woodcrest Lane Unit #124, Mount Kisco

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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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