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8 Justine Court, Briarcliff Manor
$1,370,000
3 Beds ⋅ 4 Baths ⋅ 967471 MLS
First time on the market! Come enjoy a carefree lifestyle in the sought-after Rosecliff community. Beautifully built by Toll Brothers, this elegant 3-bedroom home is located at the end of a small cul-de-sac. This sun-lit home features hardwood floors throughout, 9-foot ceilings on the main level, formal living room and dining room and an open kitchen with stainless steel appliances, and breakfast area open to the family room with a gas fireplace. The deck in the back runs the whole length of the house, from where to enjoy beautiful sunsets, and can be accessed from the kitchen or the living room. Upstairs, the landing overlooks the two-story living room. The spacious primary suite offers a sitting area, two walk-in closets, and a large bath with soaking tub and separate shower. Two additional bedrooms and a hall bathroom complete this level. Because the 2-car garage is below the house, this particular home has an additional 480 SF of living space on the main level, along with a full bathroom, that could be guest quarters or second family room. The unfinished basement, with high ceilings, offers tremendous possibilities or just plain storage. Community amenities include pool, tennis, landscaping, snow removal, and rush-hour jitney service to/from the Scarborough train station—an ideal blend of comfort, convenience, and lifestyle.

8 Justine Court, Briarcliff Manor

25 Maple Road, Briarcliff Manor
$1,355,000
3 Beds ⋅ 3 Baths ⋅ 944841 MLS
Welcome home to this updated 1928 colonial home beaming with character both inside and out. Plaster walls, solid wood doors with glass doorknobs, gorgeous stone fireplace, hardwood floors, archways, built-ins, updated EIK with center island and pantry closet, and more (see attached special features sheet). Three bedrooms and two full baths upstairs, plus an office with private full bathroom on the first floor, which could serve as a 4th BR/guest room/au pair suite. Two zone Sonos system with wall speakers on main level. All light fixtures, custom window roller shades and wall mounted televisions included. Perennial gardens in flowerbeds. Updated vinyl windows throughout. Whole house water filter. New Roof in 2014. Central Air with new air handler in attic (2024). Located in the heart of the Tree Streets neighborhood of Briarcliff Manor, easily accessible to multiple local parks, hiking/biking trails, the village library and pool, as well as the village shops & restaurants center. Beautifully maintained and tastefully updated; Just move in and unpack.

25 Maple Road, Briarcliff Manor

493 Chappaqua Road, Briarcliff Manor
$1,325,000
3 Beds ⋅ 3 Baths ⋅ 978016 MLS
Custom designed & built home by current owners with both charming and contemporary features inside and out. Gorgeous property with professional landscaping & landscape lighting. Entertaining Deck overlooking beautiful stone waterfall feature with small fish pond in rear. Variance of a pool site. Private entry through a motorized/remote gate to the huge driveway, for additional off-street parking, and ease of bike riding or basketball, etc. Large partial basement a few steps down from garage with laundry room & plenty of storage. Large storage shed (with C of O) and wood shed on property. Main floor bedroom can be converted back to a Dining Room and the upstairs office can be converted back to a bedroom, giving you 3 bedrooms on the upper level. The built-ins in the Family/Great Room with high beamed ceiling, are made for entertaining, as is the built-in bar area. Radiant heat under granite floors in kitchen. Electronic skylights. “Instant-hot” system. Propane for 6-burner stove. High ceilings throughout. High speed internet. Optimum cable & wifi. Updated survey coming. Generator permit will be closed out shortly. Electronic & remote controls throughout. See special feature sheet for more details on all the upgrades and highlights of this fabulous home. Electronic gate. 5-zone heat.

493 Chappaqua Road, Briarcliff Manor

62 Whitson Road, Briarcliff Manor
$1,320,000
4 Beds ⋅ 3 Baths ⋅ 912514 MLS
Welcome to this beautifully updated 4 bedroom home in the heart of Briarcliff Manor, where modern finishes meet comfortable everyday living. Thoughtfully renovated and move-in ready, this home offers bright, open living spaces, stylish upgrades, and the perfect layout for today’s lifestyle — all set in one of Westchester’s most sought-after communities. From a beautifully renovated and open Chef’s Kitchen to updated bathrooms, ample custom closets and a private backyard with a cedar Deck and paver Patio, this home has everything you need. (see Special Features Sheet for additional features & highlights). Whether you are a first time homebuyer or looking to downsize or upsize, you will not be disappointed. Set on a quiet street with easy access to schools, parks, shops, restaurants and Metro-North for a seamless NYC commute, this home delivers the best of Westchester living!

62 Whitson Road, Briarcliff Manor

21 Candlewood Court, Briarcliff Manor
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 955213 MLS
Set on a private cul-de-sac with no through traffic, this home offers a quiet, tucked-away setting where daily life feels a touch more calm. From the moment you enter, the sightline lands where it should: a Westchester Magazine-recognized kitchen, Scandinavian-leaning and defined by clean lines, bright space, and a turquoise glass-tile focal wall that reads like water. With two islands, living and entertaining find their rhythm—prep at one, gather at the other. The kitchen opens to the family room, where a fireplace adds warmth to the great-room setting, while formal living and dining rooms offer classic flexibility. Step outside to a Trex deck and stone patio overlooking a fully fenced, private yard with irrigation—easy outdoor dining, play, and downtime without the work. Upstairs, the primary suite is designed for a calm reset, with a renovated bath featuring radiant heat floors, a soaking tub, a glass shower, and a heated towel rack. Three additional bedrooms and an updated full bath complete the upper level. Hardwood floors run throughout both levels, paired with crisp crown and floor molding that keeps the finish feeling tailored. The expansive lower level offers approximately 725 square feet of additional space, completed with the Owens Corning Basement Finishing System (insulated and moisture/mold resistant), ready for media, fitness, play, or guests. Low-cost HOA covers lawn care, snow removal, and common-area upkeep; residents also enjoy access to Briarcliff Manor recreation and pool, along with Scarborough station parking for easier commuting. Notable updates include Andersen 400 series windows, full central A/C replacement (2018), a new roof with 25-year warranty (2021), a high-efficiency furnace/boiler (2021) and so much more.

21 Candlewood Court, Briarcliff Manor

29 Winterberry Lane, Briarcliff Manor
$1,295,000
3 Beds ⋅ 3 Baths ⋅ 1023748 MLS
Welcome to 29 Winterberry Lane, a beautifully updated townhome in Briarcliff Manor's sought-after Wyndcrest community, offering 3 bedrooms, 2.5 baths, and roughly 2,904 square feet of turnkey living space in the highly sought after Briarcliff Manor school district. Set at the end of the cul-de-sac, just steps from the pool, this home offers extra privacy along with balconies and spacious outdoor space for relaxing or entertaining. Recent upgrades include a new HVAC system (2024), new LG refrigerator and dishwasher (2025), and a new driveway and extended bluestone walkway (2025). Hardwood floors flow throughout the main level, primary suite, and finished basement, which features custom woodwork and a flexible bonus area, perfect for guests or a home office. Thoughtful details like custom California Closets, designer wainscoting and crown molding, and an updated powder room add both style and function throughout, while the newly painted garage offers a Tesla EV charging station, extra storage and dedicated work spaces. Ideally located within walking distance to town, parks, and the North County Trail-way, and just minutes from major highways and Club Fit. Wyndcrest's low-maintenance HOA covers a private community pool, professional landscaping, lawn mowing, and snow removal. Sellers report never losing power in over 8 years of ownership as well as a community feel that is difficult to find. 29 Winterberry offers a rare combination of move-in-ready updates, community amenities, and unbeatable location.

29 Winterberry Lane, Briarcliff Manor

9 Sloehidden Road, Briarcliff Manor
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 980262 MLS
ENCHANTING. SERENE. EFFORTLESSLY CHARMING. There’s a quiet magic to 9 Sloehidden—an enchanting renovated turn of the century farmhouse, set on 1.31 acres at the end of a peaceful cul-de-sac in Briarcliff Manor. Surrounded by mature trees, winding stone paths, and seasonal color, the property unfolds like a private, storybook retreat. Inside, the home is both warm and refined, with a natural flow designed for modern living. The generous foyer welcomes you with a fireplace and hearth. A large dining room sits just off the foyer as does the kitchen which opens seamlessly to the living room and sitting room, where French doors and expansive windows frame picturesque views of the grounds, creating a constant connection to nature. The main floor also offers, a dedicated home office or den and a half bath. On the second floor you will find the Primary bedroom, two additional bedrooms, a sitting room and a full bath. A lower level (not included in square footage) provides additional flexibility with direct access to the attached garage. Outdoors, a covered front porch and stone patio invite quiet mornings and relaxed evenings, and the park-like setting offers beauty in every direction. Set just behind the home, a striking two-story barn with electricity adds an exceptional and inspiring dimension—ideal as an art or work studio, hobby or woodworking shop, creative retreat, or unforgettable gathering space. The home includes an EV charger in the garage and a generator with transfer switch. Located in the Briarcliff Manor school district, just minutes from local amenities and Rockefeller State Park Preserve, with an easy NYC commute in under an hour. A property where charm, privacy, and possibility come together effortlessly.

9 Sloehidden Road, Briarcliff Manor

48 Cypress Lane, Briarcliff Manor
$1,280,000
4 Beds ⋅ 3 Baths ⋅ 956579 MLS
Welcome to this amazing sun filled gem on the market for the first time in decades. This home offers it all! Location, property, space and award winning schools. It is the perfect combination of a seamless flow and an amazing home for both indoor and outdoor entertaining. The eat-in kitchen has been tastefully updated with stainless steel appliances and stone counter tops with great space for casual dining. Oversized deck off of the kitchen leads to the very large patio on the ground level that overlooks the exceptional mature and meticulously maintained exquisite gardens. Truly a sanctuary for tranquility and peace. Wonderful curb appeal and long level driveway accommodating tons of parking. This 4 bedroom 3 bath home is situated on 1.3 acres of perfectly flat park like property. Room for a pool or court is possible on a big portion of the property. The home has just been freshly painted and all hardwood floors have been recently refinished as well as new carpet installed throughout the lower level along with an updated laundry room. Quick access to the town of Briarcliff Manor and highways. A must see!!!

48 Cypress Lane, Briarcliff Manor

7 Deer Tree Lane, Briarcliff Manor
$1,251,000
4 Beds ⋅ 3 Baths ⋅ H6258021 MLS
Fieldstone Model in the Wyndcrest community, offering a Primary Suite on the main floor with no-step entry. Lives like a single-family home. Town of Ossining Property Card lists this townhome as 4 BRs though Village calls it a 3 BR and an office. Open floor plan and flooded with natural light, this end unit has been tastefully and thoughtfully updated so that all you need to do is bring your suitcase and furniture. Pristine renovated EIK, new primary Bathroom and updated hall bathroom, gleaming hardwood floors, recessed lights, high ceilings, beautiful light fixtures, and more. BBQ on the Deck off the Dining Room & EIK, or entertain and/or relax on the large flagstone Patio off the walk-out lower level, with a lawn area as a bonus. The finished Loft area can be a Family Room, Playroom, Office, or Media Room, plus you have a dedicated Office on the basement level, (not included in SF) with room to add a bathroom (with town/condo approval). An attached garage plus a private driveway and guest parking nearby. Wyndcrest offers a community pool, playground, and basketball court. Briarcliff Recreation amenities are also available to residents. North County Hiking trail entrance directly across the street. A rare find: massive amounts of storage, in award-winning Briarcliff Manor schools, with low taxes and HOA fees.

7 Deer Tree Lane, Briarcliff Manor

103 River Road, Briarcliff Manor
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 962567 MLS
Move right into this beautifully sunlit home in the highly desirable River Road neighborhood, where comfort, convenience, and lifestyle come together seamlessly. Ideally located just moments from Metro North, the Hudson River and vibrant local shops and dining, this exceptional residence offers the perfect blend of suburban tranquility and commuter ease. Inside, natural light fills the thoughtfully designed interior. The bright Chef's kitchen is a true centerpiece, making everyday meal preparation and entertaining a pleasure. The inviting family room features striking exposed beams, a stunning fireplace, and doors that open directly to the expansive deck, creating effortless indoor-outdoor living. From the living room, family room, and deck, enjoy peaceful views of the lush, private yard. The flexible floor plan is ideal for today's lifestyle, including a perfect setup for an au pair, guest suite or private home office, offering both comfort and privacy for extended stays. Outdoor enthusiasts will love the proximity to the scenic Aqueduct Trail, the Hudson River waterfront, and two nearby golf courses. Move in ready and perfectly positioned in one of the area's most sought after neighborhoods, this River Road gem offers a rare opportunity to enjoy the best of Westchester living.

103 River Road, Briarcliff Manor

858 Pleasantville Road, Briarcliff Manor
$1,152,000
7 Beds ⋅ 4 Baths ⋅ 883315 MLS
Don't miss this rare opportunity in the coveted Briarcliff Manor School District; Welcome to this exceptional multi-family home located in the highly desirable village of Briarcliff Manor, offering a unique potential to live in one unit while collecting rental income from the others. Located within the award-winning Briarcliff Manor School District, this property presents a unique blend of lifestyle and long-term value. This property is a legal four unit but is currently set up as a three unit. The spacious main unit features 3 bedrooms and has a modern kitchen showcasing granite countertops, breakfast bar, new Whirlpool electric stove and refrigerator, hardwood floors and recessed lighting. 2 sets of French doors from main unit out to large wrap around deck. Enjoy the convenience of basement washer and dryer, and hardwood floors as seen throughout all 3 units. The second apartment offers 2 bedrooms, new electric stove in kitchen and an updated full bath, while the third unit also features 2 bedrooms with updated kitchen including new electric stove and updated bathroom. Access to additional walk out area from this level. The main level unit is vacant and has been refreshed. Both 2nd floor units are currently tenant occupied. Additional highlights include: Roof updated 2012 New Hot Water Heater 12/22 New Weill McLean furnace installed 1/25 4-car detached garage with storage space Public sewer Separate utilities/4 electric meters – Tenants pay their own utilities This property is perfect for homeowners looking to offset their mortgage with tenant revenue. Don’t miss this extremely rare opportunity in one of Westchester County’s most sought-after communities.

858 Pleasantville Road, Briarcliff Manor

20 Meadow Road, Briarcliff Manor
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 971899 MLS
Located in the desirable Chilmark Park neighborhood of Briarcliff Manor, this ranch-style home offers comfortable main-level living with four bedrooms, including a primary ensuite, along with spacious living areas and additional flexible space on the lower level. A welcoming entryway opens into generous living and dining rooms, creating an easy flow for everyday living and gathering. Large windows and a sun-filled kitchen with skylight bring natural light into the home, while seasonal Hudson River views can be enjoyed from select vantage points. Two wood-burning fireplaces—located in the living room and the lower-level gathering room—provide warmth and character throughout the seasons. The lower level adds valuable living space and features a walk-out design, including a large gathering room with windows, built-in shelving, and an additional area currently set up as a bar. A separate room serves as a home office or guest space with a half bath. There is also a large open area for storage, laundry and a workbench area suitable for studio or hobby use. Additional features include an attached two-car garage, abundant closet space throughout, and an unfinished walk up attic offering potential for renovation or expansion. Outside, mature landscaping and established gardens surround the property and lead to a flagstone patio ideal for outdoor dining and entertaining. As a Briarcliff Manor resident, enjoy access to village recreation amenities including parks, tennis courts, community pool, camps, and more.

20 Meadow Road, Briarcliff Manor

61 Schrade Road, Briarcliff Manor
$1,130,000
3 Beds ⋅ 2 Baths ⋅ 976460 MLS
Your life in Briarcliff Manor begins here; Turnkey impeccably maintained ranch in the highly sought-after Briarcliff Manor School District. Perfectly sited on a quiet street just down the street from Neighborhood Park, this rare one-level home offers effortless living in a prime Westchester suburban setting. Recent updates include young siding, young windows and a new front door, complemented by mature landscaping and a private, level backyard with wooden deck ideal for relaxing or entertaining. Enjoy close proximity to Briarcliff Manor’s vibrant downtown, local shops and dining, and the Law Park pool and tennis complex. Inside, a freshly painted interior showcases sun-filled spaces, refinished hardwood floors as seen throughout, new Shaker style doors and a large picture window. The open layout flows seamlessly from the living room to the dining area and through French doors into a flexible family room with tranquil backyard views. The primary suite features a renovated ensuite bath with marble tile, spa-style shower and infinity drain. Two additional bedrooms and a fully renovated hall bath (2026) complete the home. The updated bright eat-in kitchen with granite countertops has African mahogany floors and is outfitted with premium appliances, including a Miele dishwasher and GE Cafe Speedcook oven/microwave and GE stove. A rare opportunity to own a move-in ready ranch with award-winning schools, low-maintenance living, and a tranquil Briarcliff Manor setting.

61 Schrade Road, Briarcliff Manor

2 Creighton Lane, Briarcliff Manor
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 903177 MLS
Located in the sought-after River Road enclave of Briarcliff Manor, situated near the Aqueduct Trail and Rockefeller State Park Preserve, this immaculate colonial offers timeless charm and modern comfort. A spacious entry foyer welcomes you into a well-designed layout featuring a formal living room, inviting family room, and elegant dining room. Enjoy seasonal views of the river from several vantage points throughout the home. The family room stands out with stunning, rare African Mahogany paneling—no longer available—adding warmth and character as it overlooks the beautifully landscaped, private backyard. Scarborough train station is a short distance away for a stress-free commute to NYC. Scenic parks and an abundance of outdoor recreation offer an incredible opportunity for those seeking natural beauty and convenience.

2 Creighton Lane, Briarcliff Manor

18 Briarbrook Drive, Briarcliff Manor
$1,050,000
4 Beds ⋅ 5 Baths ⋅ 986722 MLS
Tucked away near the heart of Briarcliff Manor, Scarborough Glen offers the perfect blend of comfort, convenience and community living. With beautifully maintained grounds, a clubhouse with exercise room and lounge, a community pool & playground, plus a peaceful setting, and easy access to shops, dining and the Metro North Scarborough Station train, it's easy to see why residents love calling this neighborhood home. This stunning, easy-living turn-key end-unit, 4 BR, 4 1/2 bathroom townhome offers two primary suite options (including one on the main floor), a walk-out lower level and an attached 2 car garage. Hardwood floors throughout the main level. The Lower Level includes a huge recreation room plus a 4th Bedroom and full bathroom, perfect for in-laws, guests or an au pair. The unit has a new roof and skylights. Plus there is a Deck and a Patio in the rear, with wooded privacy. Sunlight abounds with walls of windows, high ceilings and skylights. See attached special feature sheet for more highlights.

18 Briarbrook Drive, Briarcliff Manor

47 Willow Drive, Briarcliff Manor
$1,035,000
3 Beds ⋅ 3 Baths ⋅ 966668 MLS
You can’t ask for a more turn-key home! Everything inside has been updated tastefully in the last few years, and the shy 1/2 acre is beautifully landscaped and perfect for entertaining, with a large deck plus back patio and privacy fence in the rear. If you’re looking for a mother-daughter home, or a home office with a separate entrance, this ranch with a walk-out lower level would be perfect for you, without compromising space. The lower level was redesigned just two years ago. Beautifully updated 3 bedroom, 3 full bathroom ranch home with versatile finished lower level which can be used as an In-Law/au pair/Home Office! Beautifully updated Kitchen and all three bathrooms. Loads of natural light. Nearby shops, restaurants, parks and public transportation. Great level backyard. C of O for all interior renovations. SF field measured. See special features sheet & survey attached.

47 Willow Drive, Briarcliff Manor

5 Elizabeth Court, Briarcliff Manor
$1,020,000
2 Beds ⋅ 3 Baths ⋅ 971426 MLS
Fabulous 2 bedroom contemporary colonial with loft off primary suite situated on a private cul de sac the highly desirable Rosecliff gated community. You are welcomed into a dramatic entry foyer This home has been freshly painted and offers a brand new chef's kitchen with quartz countertops and lovely white cabinetry. All new stainless steel appliances. The eat in kitchen leads to a dining room and living room with fireplace opening into a lovely sunroom.. There is also a large family room with fireplace. There is a lovely powder room , walk in closet and laundry room Upstairs you will find 2 bedrooms-the primary has a bonus loft area reached by a spiral staircase that can be used as an office, exercise/yoga room. The walk in closet is amazing. The primary bath was recently renovated and has a soaking tub in addition to an enclosed shower. so beautiful !! The second bedroom has a large walk in closet and an adjacent hall bathroom. The large deck is wonderful for entertaining This house has a large deck and offers privacy and tranquility. Rosecliff is a wonderful gated community close to the Scarborough train station - a jitney to the station is offered daily. Scarborough Station is on the scenic Hudson line and the ride is approximately 45 minutes to Grand Central Station. Rosecliff is a gated community offering many amenities-the HOA covers snow removal, landscaping,road maintenance and access to the Rosecliff Mansion Clubhouse featuring an exercise room, kitchen, meeting room, pool and playground with beautiful river views, . There are all weather tennis courts, a basket ball court. The home features hardwood floors, skylights, a whole house generator. Rosecliff offers a relaxing lifestyle with easy access to hiking trails and Rockefeller Preserve. Do not miss this special home in the coveted gated community.

5 Elizabeth Court, Briarcliff Manor

2 Deer Tree Lane, Briarcliff Manor
$999,999
3 Beds ⋅ 3 Baths ⋅ 976296 MLS
Welcome to 2 Deer Tree Lane, a bright and spacious end-unit townhome tucked away on a quiet cul-de-sac in the sought-after Wyndcrest community of Briarcliff Manor. With a rare two-car attached garage, abundant natural light, and a well-designed layout. This 3-bedroom, 2.5-bath home offers a comfortable and easy lifestyle with thoughtful updates throughout. The main level features hardwood floors and a natural, open flow that works equally well for everyday living and entertaining. The living room, centered around a gas fireplace, opens to the dining area, where sliding glass doors lead to a large stone patio perfect for relaxing or hosting. The eat-in kitchen offers a breakfast nook and breakfast bar and connects seamlessly to the family room, which opens to a front balcony, bringing in great light and an added sense of space. An updated powder room and ample closet space complete this level. Upstairs, the bedroom level features pre-finished wood floors (2021). The primary suite offers a comfortable retreat with a walk-in closet with custom built-ins and a private bath with double vanity, soaking tub, and separate shower. Two additional bedrooms are well-proportioned with custom closets. A full hall bath, linen closet, and conveniently located laundry room complete this level. The top floor loft, with vaulted ceilings and two skylights, provides excellent bonus space for storage, a home office, or flexible use. The lower level includes a semi-finished storage and mechanical area with updated electrical and new drywall. Additional highlights include new HVAC (2024), crown moldings, new wood flooring upstairs, newer trim on all windows and doors, recessed lighting, and updated fixtures, switches, and thermostats (2021), along with a whole-house water filtration system, and generator hookup. Wyndcrest residents enjoy access to a community pool, basketball court, and nearby walking and biking trails. Conveniently located close to transportation and within walking distance to the village, this home offers a great balance of privacy, space, and everyday convenience along with low taxes and maintenance.

2 Deer Tree Lane, Briarcliff Manor

29 Beechwood Way, Briarcliff Manor
$999,900
3 Beds ⋅ 3 Baths ⋅ 981714 MLS
Set in one of Briarcliff Manor's most distinctive communities, this pond-front three-bedroom townhouse offers a rare combination of natural beauty and thoughtful updates. Enjoy peaceful pond views, seasonal views of the Hudson River, and 33 acres of Olmsted-designed grounds with lush gardens and mature landscaping as your backdrop. The recently updated eat-in kitchen anchors the bright main level with a functional, open layout, flowing into the dining room and living room with a French door to the patio—overlooking the pond. Powder room, laundry, and access to the two-car attached garage complete the first floor. Upstairs you’ll find the primary bedroom suite with pond views and large walk-in-closet. The primary suite includes 5 spacious closets and an ensuite bathroom with double vanity, tub, and shower. Two additional spacious bedrooms and a full hall bath finish the second level. The lower level offers finished storage space and recreation room. 2443 sq footage First & Second floor plus 909 sq ft Recreation Room in lower level for a total of 3352 sq ft. Beechwood's 37-home community on 33+ acres includes an Olympic-sized pool, tennis courts, and a historic mansion with a ballroom and library available to residents. A full-time on-site manager oversees the grounds. Less than half a mile to Scarborough Metro-North, with shops and park nearby.

29 Beechwood Way, Briarcliff Manor

19 Winterberry Lane, Briarcliff Manor
$975,000
3 Beds ⋅ 3 Baths ⋅ 1023233 MLS
Welcome to 19 Winterberry Lane, a beautifully maintained townhome in the highly desirable Wyndcrest community of Briarcliff Manor. Offering approximately 3,000 square feet of thoughtfully designed living space, this move-in ready home combines quality craftsmanship, generous living areas, and an exceptional location. Just a short walk to the Village, restaurants, shopping, parks, and scenic walking and biking trails, with easy access to major highways and commuter transportation, it offers the perfect balance of convenience and peaceful living. Natural light fills the home through multiple skylights, highlighting the hardwood floors and spacious, inviting floor plan designed for both everyday living and entertaining. The updated eat-in kitchen features custom cabinetry, Corian countertops, a stone backsplash, quality stainless steel appliances, and a breakfast area with access to a private porch, perfect for enjoying your morning coffee. The spacious living room with soaring ceilings is centered around a wood-burning fireplace with a granite surround and custom mantel and is accented by built-in speakers and beautiful hand-painted decorative wall finishes that add warmth and character. Flowing seamlessly into the dining room, this welcoming space opens to a private deck overlooking the backyard. A standout feature of the home is the loft, thoughtfully designed as a custom home office with beautifully crafted built-in cabinetry, bookshelves, and abundant storage. The spacious primary suite offers a private balcony, a large walk-in closet with custom built-ins, and an ensuite bath with a double vanity, soaking tub, and separate shower. Two additional spacious rooms with custom closets provide flexible living space to accommodate a variety of needs, complemented by a full hall bath and conveniently located laundry room. The finished walk-out lower level provides exceptional additional living space with a spacious family room, full bath, generous storage, and a separate bonus room ideal for a home gym, office, guest room, or hobby space. Additional highlights include custom Hunter Douglas window treatments, central vacuum, an attached one-car garage with built-in shelving, and beautifully landscaped grounds. Residents of Wyndcrest enjoy outstanding community amenities, including a swimming pool, playground, and basketball court, all just steps away. With spacious sun-filled rooms, quality updates throughout, custom built-ins, low taxes, low monthly maintenance fees, and an unbeatable Briarcliff Manor location, 19 Winterberry Lane offers an exceptional opportunity to enjoy carefree living in one of the area's most sought-after communities.

19 Winterberry Lane, Briarcliff Manor

31 Orchard Road, Briarcliff Manor
$950,000
4 Beds ⋅ 3 Baths ⋅ 978158 MLS
Welcome to this beautiful split-level residence located in the Chilmark section of Briarcliff Manor. Lives like a ranch while offering the space and layout of a 4-bedroom, 2.5-bath Colonial. The updated kitchen and bathrooms reflect today’s design preferences, and the open floor plan creates a seamless flow for everyday living and entertaining. The spacious kitchen features built-in cabinetry with crown moldings, extending into a breakfast area with French sliders leading to a deck, all flowing effortlessly into the inviting living room with fireplace. Oak hardwood floors run throughout. The second level includes a primary suite, three additional bedrooms, and a full hall bath. All bathrooms offer radiant heated floors, and both full baths are equipped with steam showers. The lower level offers approximately 400 sq ft of bright, finished living space with a recently updated powder room and walkout access to the yard. Just a few steps below, an additional ~400 sq ft of finished bonus space includes an oversized laundry room plus flexible space for guests, gaming, or an office. Set on a flat, corner lot with mature landscaping and attractive stonework, the fully fenced backyard offers privacy and excellent potential for a pool. The driveway, in addition to the attached two-car garage, comfortably accommodates up to six vehicles. Located in the Ossining School District, whose high school participates in nationally recognized academic programs, including the Regeneron Science Talent Search.

31 Orchard Road, Briarcliff Manor

74 Hungerford Road, Briarcliff Manor
$925,000
3 Beds ⋅ 2 Baths ⋅ 989822 MLS
Nestled in a quiet neighborhood near a local park, this wonderful split-level home in the highly sought-after village of Briarcliff Manor offers the perfect blend of comfort, style, and community living. Step inside to discover an updated eat-in kitchen featuring granite countertops and built-in seating—ideal for both everyday living and casual entertaining. The open-concept living and dining area is enhanced by gleaming hardwood floors and a stunning stone fireplace, creating a warm and inviting atmosphere. The primary bedroom includes his-and-hers closets and a private en-suite bath with premium Kohler fixtures. Two additional bedrooms and a beautifully updated hall bathroom with a soaking tub complete the upper level. The walk-out lower level offers exceptional versatility, boasting a large family room with a granite wet bar, a dedicated home office, and a utility room. Key updates include new Andersen Windows, recessed lighting, and a brand new roof! Enjoy exceptional outdoor space with an enclosed porch, a spacious patio, and a fenced-in level backyard—perfect for entertaining, relaxing, or play. Two side yards provide even more room for outdoor activities. As a resident of Briarcliff Manor, you’ll have access to outstanding amenities, including an outdoor pool, youth and senior programs, recreational activities, and year-round community events—offering a vibrant and welcoming lifestyle. There are no audio recording devices inside this property.

74 Hungerford Road, Briarcliff Manor

47 Fuller Road, Briarcliff Manor
$915,000
4 Beds ⋅ 3 Baths ⋅ 969242 MLS
Wonderful split-level home located in a quiet neighborhood near a local park in the sought-after village of Briarcliff Manor. This suburban gem offers comfort, style, and access to exceptional community amenities. The home features an updated eat-in kitchen with granite countertops, perfect for everyday living and entertaining, with direct access to a fabulous screened-in porch overlooking the backyard. The formal dining room and spacious living room showcase beautiful hardwood floors, a vaulted ceiling, and a charming brick fireplace that creates a warm and inviting atmosphere. The newly painted primary bedroom offers generous space with his-and-hers closets and a beautifully updated luxurious bathroom featuring an oversized rainforest shower and dual vanities. Three additional bedrooms and an updated hall bathroom complete the second floor. The lower level provides a comfortable family room with outdoor access, along with a laundry room, office space, and powder room, offering flexible living options. Additional highlights include a large unfinished basement, ideal for storage or future possibilities. Enjoy endless outdoor living with the screened-in porch, patio, and level backyard, perfect for relaxing or entertaining. A rear shed provides convenient storage for outdoor equipment. As a resident of Briarcliff Manor, you'll enjoy access to outstanding community amenities including an outdoor pool, youth programs, senior services, recreation activities, and year-round special events. This home truly offers the best of suburban living in a vibrant community. There are no audio recording devices inside this property.

47 Fuller Road, Briarcliff Manor

224 Willow Drive, Briarcliff Manor
$887,500
3 Beds ⋅ 3 Baths ⋅ 1007281 MLS
Welcome to 224 Willow Drive, a beautifully maintained and thoughtfully updated home offering 2,026 square feet of living space in the sought-after Briarcliff Manor community. This inviting 3-bedroom, 2.5-bath residence combines timeless charm, modern updates, and exceptional lifestyle amenities. The sun-filled interior features soaring cathedral ceilings, gleaming hardwood floors, and spacious living and dining areas that create an open, airy atmosphere. The updated full hall bathroom adds a modern touch, while the functional floor plan is designed for both comfortable everyday living and effortless entertaining. The walk-out lower level provides valuable additional living space, highlighted by a warm and inviting family room with a fireplace—perfect for relaxing, entertaining, or working from home. A dedicated laundry room and abundant storage add to the home's convenience. Numerous improvements offer peace of mind, including new siding completed approximately three years ago, a renovated laundry room, a new hot water heater installed in 2025, a 200-amp service upgrade with an integrated transfer switch was completed five years ago, central air conditioning updated approximately five years ago, and replacement windows installed approximately twelve years ago. A two-car garage provides ample parking and storage. Situated on a level property with room for outdoor enjoyment, the spacious deck provides the perfect setting for outdoor dining, entertaining, or simply relaxing. This move-in-ready home also offers access to the highly regarded Briarcliff Manor Recreation Department, featuring a community pool, tennis courts, pickleball courts, summer camps, and year-round recreational programs. Conveniently located near parks, shopping, dining, and major commuting routes, 224 Willow Drive presents a rare opportunity to enjoy a wonderful home and an outstanding lifestyle in one of Westchester County's most desirable communities.

224 Willow Drive, Briarcliff Manor

34 Jackson Road, Briarcliff Manor
$885,000
3 Beds ⋅ 4 Baths ⋅ 989282 MLS
If you’re searching for a 3-bed colonial home in Briarcliff Manor with flexible living space, walkability, and room for a 4-bedroom setup, 34 Jackson Road delivers everyday convenience just moments from the Village center, and Law Memorial Park, with pools, tennis courts, and playgrounds in the Briarcliff school district. The main level features a bright living room, formal dining room, eat-in kitchen with granite countertops, stainless steel appliances, gas cooktop, and sliding doors to the deck, creating an easy flow for everyday living and entertaining. A den or office on the first floor. Upstairs, the primary suite includes 2-closets, a private bath, along with two additional bedrooms, another full hall bath, and convenient second-floor laundry. The finished walkout lower level adds bonus space with a large family room centered around a wood-burning stone fireplace, an additional office or guest room, a full bathroom, storage, and sliding doors leading to the patio and backyard. Hardwood floors, central air conditioning, natural gas heat, and public sewer.

34 Jackson Road, Briarcliff Manor

28 Argyle Place, Briarcliff Manor
$875,000
4 Beds ⋅ 4 Baths ⋅ 995261 MLS
Located in the highly sought-after Chilmark neighborhood of Briarcliff Manor, this charming Cape Cod home offers an exceptional blend of comfort, style, and community living. Set on a quiet cul-de-sac with Hudson River views enjoyed from the street, the location is truly special. The main level features a spacious open-concept living and dining area, highlighted by hardwood floors and a striking stone fireplace that creates a warm and inviting atmosphere. The eat-in kitchen is equipped with stainless steel appliances and offers convenient access to the attached two car garage. Two first-floor en-suite bedrooms provide flexibility and ease of living. Upstairs, you’ll find two additional bedrooms, a full hall bathroom, and a walk-in cedar closet, offering ample storage and classic charm. The walk-out lower level adds exceptional versatility, featuring a large family room with a brick fireplace, along with a generous storage, laundry, and utility area. Recent updates include: Updated windows throughout, Trex deck (partially covered for all-weather enjoyment), roof, furnace, and heat pump, 75-gallon hot water heater, and foundation stabilization improvements. Step outside to enjoy the expansive Trex deck overlooking peaceful, wooded surroundings—offering privacy and a perfect backdrop for relaxation and entertaining. As a resident of Briarcliff Manor, you’ll enjoy access to outstanding community amenities, including an outdoor pool, recreational programs for all ages, and a vibrant calendar of year-round events. There are no audio recording devices inside this property.

28 Argyle Place, Briarcliff Manor

23 Apple Lane, Briarcliff Manor
$867,900
3 Beds ⋅ 3 Baths ⋅ 955468 MLS
Welcome to this wonderful Chilmark neighborhood home, nestled on over half an acre of level property and featuring a beautifully enclosed, fully fenced backyard. This 3-bedroom, 2 and a half bath home with a 2-car garage offers a seamless blend of style and relaxed living. At its center, sleek and bright, the fully renovated kitchen flows into the dining room and living room with fireplace, and opens onto an expansive deck and gorgeous yard for effortless indoor-outdoor living. The lower level adds a family room, dedicated den or home office, half bath, and sliding glass doors leading to the backyard. Minutes to the charming village center with its shops and restaurants, and a short drive to the Scarborough train station along the picturesque Hudson River. The vibrant village parks — pool, tennis courts, playground, and more — are the perfect finishing touch to all that Briarcliff Manor living has to offer.

23 Apple Lane, Briarcliff Manor

903 Pheasant Woods Road, Briarcliff Manor
$865,000
4 Beds ⋅ 4 Baths ⋅ 991095 MLS
Nestled in a quiet neighborhood, this spacious townhome offers the perfect combination of comfort, convenience, and privacy. The open-concept living and dining area is filled with natural light and features sliding doors leading to a private deck-an ideal spot for morning coffee, outdoor dining, or simply relaxing in a peaceful setting. The large eat-in kitchen offers ample space for cooking and gathering, featuring extensive cabinetry and room for casual dining. Upstairs, you'll find three generously sized bedrooms, including a primary suite with its own private bath with a large soaking tub-a perfect space for unwinding at the end of the day. The finished walkout lower level adds exceptional versatility, including an additional bedroom, a full bathroom, and a spacious recreation room with direct access to a private outdoor space. This gives you the flexibility to create an area for guests, a home office, or an extended living space. A two-car garage and an unbeatable location directly across from the complex clubhouse, pool, and playground make it easy to enjoy all of the community amenities just steps from your front door. This beautifully maintained home offers abundant living space, thoughtful features, and a tranquil setting making it an exceptional opportunity to enjoy easy townhome living at its best.

903 Pheasant Woods Road, Briarcliff Manor

4 Winterberry Lane, Briarcliff Manor
$851,000
2 Beds ⋅ 3 Baths ⋅ 996366 MLS
Welcome to 4 Winterberry Lane, a beautifully updated townhouse tucked away on a quiet cul-de-sac in the highly sought-after Wyndcrest community. This move-in ready 2-bedroom, 2.1-bath home with a loft and finished lower level offers the perfect blend of style, comfort, and convenience in the heart of Briarcliff Manor. Ideally located just moments from the village, restaurants, shopping, parks, scenic walking and biking trails, Club Fit, and major transportation, Wyncrest residents also enjoy wonderful community amenities including a pool, basketball court, and playground. From the moment you enter, the home showcases warmth and sophistication with stunning Brazilian wood flooring and a light-filled open layout designed for both everyday living and entertaining. The beautifully renovated eat-in kitchen features limestone countertops, marble backsplash, glass-front cabinetry, built-in wine rack, pantry with pull-out shelving, custom shades (2026), and premium stainless steel appliances including KitchenAid double wall ovens, Bosch Dishwasher and a Wolf 4-burner gas cooktop. The spacious living and dining area is filled with natural light from two skylights and sliding glass doors leading to a private wood deck perfect for relaxing or entertaining. Upstairs, the versatile loft offers ideal flex space for a home office, den, or reading area, while the bedroom level features oak and Brazilian wood flooring throughout. The serene primary suite includes generous closet space and a beautifully updated en-suite bath with dual-sink vanity and walk-in shower. A spacious second bedroom and updated hall bath complete the upper level. The finished lower level adds tremendous flexibility with a large recreation room featuring sliding glass doors to the backyard along and storage space. Additional highlights include upgraded closets throughout, a one-car attached garage with shelving, and an additional assigned parking space. Combining stylish updates, flexible living space, resort-style amenities with low maintenance fee, and an unbeatable cul-de-sac location, this exceptional home offers the lifestyle today’s buyers are looking for.

4 Winterberry Lane, Briarcliff Manor

54 Holbrook Road, Briarcliff Manor
$810,000
4 Beds ⋅ 3 Baths ⋅ 1024630 MLS
A charming split-level home set on land that was once part of the historic Waldheim Estate of James and Ellin Speyer. Tucked into a peaceful setting just minutes from the heart of Briarcliff Manor, this inviting property reflects the area's rich history while offering the comfort of everyday living. Offering 4 bedrooms and 3 bathrooms, the home is filled with warmth, character, and a wonderful connection between indoor and outdoor living. From the moment you arrive, the tranquil surroundings make a lasting impression. Mature trees, established gardens, and natural landscaping provide exceptional privacy and create a beautiful backdrop that changes with the seasons—from colorful spring blooms to vibrant autumn foliage. Thoughtfully maintained over the years, the gardens offer a peaceful retreat that's as beautiful as it is easy to enjoy. Inside, soaring ceilings and abundant natural light enhance the home's welcoming atmosphere. The main living area is centered around a beautiful fireplace, creating a cozy gathering place, while large windows bring the beauty of the outdoors inside. The comfortable layout flows effortlessly to the outdoor living spaces, making everyday living and entertaining equally enjoyable. Step outside to the flagstone patio, where you can enjoy outdoor dining, entertain family and friends, or simply relax while taking in the peaceful surroundings. The in-ground cement pool complements the backyard, providing the perfect setting for warm summer days. Whether hosting gatherings or enjoying a quiet morning coffee surrounded by nature, the outdoor spaces offer endless opportunities to relax and unwind. Lovingly cared for over the years, the home presents an opportunity for its next owner to bring their own vision while enjoying its timeless charm, generous living space, and exceptional setting. Located just minutes from the many amenities of Briarcliff Manor, you'll enjoy access to Briarcliff Manor Recreation, nearby parks, scenic hiking trails, top-tier golf courses, charming shops, and local restaurants. The nearby Scarborough Train Station provides a convenient Hudson River commute to New York City, making this peaceful retreat as practical as it is picturesque. 54 Holbrook Road is more than a home—it's a place where nature, comfort, and community come together in one of Westchester's most desirable locations.

54 Holbrook Road, Briarcliff Manor

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