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96 Cherry Hill Court, Briarcliff Manor
$1,667,500
5 Beds ⋅ 5 Baths ⋅ 929057 MLS
Spacious Contemporary Colonial tucked away on a quiet cul-de-sac in the Briarcliff Manor School District. Offering over 4,000 square feet of living space, this expansive 5-bedroom home is set on .91 beautifully landscaped acres with exceptional privacy and sweeping treetop views. A dramatic two-story entry foyer welcomes you with abundant natural light. The updated gourmet chef’s kitchen is the true centerpiece of the home, featuring cherry cabinetry, a marble center island, perimeter maple cabinetry with a custom gray stain, granite countertops, stainless steel appliances, and a walk-in pantry. Sliding glass doors lead to a stained deck—perfect for outdoor dining and entertaining. The open-concept layout flows seamlessly into the freshly painted living and dining room. The main level also includes a beautifully updated powder room and a stunning family room with vaulted ceilings and a wood-burning fireplace with insert. In addition, the home offers a private wing on the main level, providing exceptional flexibility for today’s lifestyle needs. This space includes a spacious office with its own private entrance, making it ideal as a home office, guest or au pair suite, or potential main-level bedroom. A full bathroom is conveniently located just outside the room, offering easy access while maintaining privacy. Upstairs, the primary suite is a luxurious retreat with a walk-in closet and spa-inspired ensuite bath featuring dual vanities with marble countertops, marble walls and floors, a two-person jetted tub, a two-person sauna, and an all-glass shower enclosure. Three additional spacious bedrooms with hardwood floors and a fully renovated hall bath complete the second level. The lower level provides generous additional living space, including a fifth bedroom, along with access to the oversized two-car garage, plus ample storage and utility space. Notable improvements include a 30-year architectural roof, Pella windows and doors including a sliding glass door with integrated blinds and retractable screen, freshly painted decks and exterior, and more. Additional highlights include gas and sewer, two-zone heating and central air, and an irrigation system. Ideally located close to shops, Metro-North, parks, and major highways.

96 Cherry Hill Court, Briarcliff Manor

77 Central Drive, Briarcliff Manor
$1,630,000
5 Beds ⋅ 4 Baths ⋅ 992360 MLS
Set on 2.63 private acres on one of the Village’s most desirable streets, this Mediterranean-style home offers the perfect blend of privacy, space and convenience, just minutes to the business district, shops, dining and recreation. Surrounded by lawns, mature trees and lush natural landscaping, enjoy a peaceful, estate-like setting. Inside, sun-filled, spacious rooms create an inviting flow for everyday living and entertaining. The spacious formal living room and dining room are complemented by an open eat-in kitchen with an expansive breakfast area, seamlessly connecting to a patio with built-in grill, ideal for outdoor dining and gatherings. A den with a wet bar, and a renovated powder room complete the main level. A few steps up, you’ll find a luxurious primary suite retreat featuring a sitting area, multiple closets including a walk-in, a renovated bath with double vanities, and a private terrace overlooking the serene grounds. The lower level adds versatility with additional space ideal for extended family, guests or nanny suite, with a bedroom, a full bathroom, and a second family room, all with access to the backyard. New roof and skylights in 2022, and new AC in 2025. A unique opportunity for those looking to enjoy total privacy, generous acreage, and a close-to-town lifestyle, Briarcliff schools and recreation.

77 Central Drive, Briarcliff Manor

152 Tower Hill Road, Briarcliff Manor
$1,630,000
4 Beds ⋅ 5 Baths ⋅ 899833 MLS
Rare opportunity on coveted secluded road on the grounds of Sleepy Hollow Country Club, one of only a handful of homes. Move right in to this bright Contemporary home with wooded and river views, including an open floor plan and high ceilings. Large living room and family room, each with distinctive fireplaces. Recently redone first floor primary suite with many built ins including a lift for TV at foot of bed, deluxe His & Hers separate marble bathrooms. A second bedroom with ensuite bathroom on first floor. Huge kitchen with sliders to the recently done Trex deck and pool with an auto cover. Features a large laundry room and full bathroom with a door to the deck/pool; there’s even an outdoor shower! Convenient attached two car garage. Lower level walk out to deck and yard with playroom and wet bar with a third fireplace. Office and two additional bedrooms, lots of storage. Large separate storage shed is conveniently off the main driveway to the home. Situated on .94 of an acre.

152 Tower Hill Road, Briarcliff Manor

7 Lewiston Court, Briarcliff Manor
$1,625,000
3 Beds ⋅ 6 Baths ⋅ 846862 MLS
This spectacular 4,662 sq ft renovated home features an open concept with soaring cathedral ceilings, fantastic natural light, four bedrooms and 4.2 baths has everything you have been searching for including an end of a cul-de-sac location all within the sought after gated community of Rosecliff. Soaring 20ft ceilings with multiple skylights, a gorgeous renovated kitchen with stainless steel “Cafe” appliances, custom cabinetry and an alcove breakfast area. The separate but open dining room blends seamlessly into the large sunken family room with wood burning fireplace and access to the fabulous wrap-around Trex deck. The cozy multiple purpose den with a unique stone fireplace is not to be missed. This home boasts a spacious first floor primary bedroom providing its own mini-sanctuary with great light, private access to the deck and a beautiful en-suite bath with heated floors, custom double vanity, deep soaking tub and glass shower. The second floor has two large bedrooms with 10 ft trey ceilings, oversized windows and an en-suite bathroom for one bedroom and a beautifully renovated hall bathroom adjacent to the other. The finished basement features a sunken-family room, a game room, 4th bedroom, full bathroom, a bonus room and tons of storage. Rosecliff amenities include a jitney to the metro north train station, an amazing heated outdoor pool, basketball court, tennis and pickleball courts, a playground and large open field known as the parade grounds. Enjoy maintenance free living in Rosecliff where your property is completely cared for, including grass cutting, leaf removal, gutter cleaning, irrigation, mulching and snow removal.

7 Lewiston Court, Briarcliff Manor

273 Elm Road, Briarcliff Manor
$1,600,000
4 Beds ⋅ 3 Baths ⋅ 868447 MLS
Refined and timeless, this beautifully renovated 1930 Center Hall Colonial at 273 Elm Road blends classic architectural character with sophisticated modern living. Set on over an acre of private, landscaped grounds, the show-stopping original details include soaring ceilings, graceful archways, an oversized original fireplace, and a restored vintage butler’s pantry, replete with custom millwork. A dramatic trio of French doors open to a spectacular 41 X10 screened porch, creating a seamless connection to the surrounding greenery and super easy, yet elegant, indoor-outdoor living space. The newly renovated kitchen is both stylish and functional, featuring quartz countertops and island, stainless steel appliances, radiant floor heating and a bright new windowed dining area/built in banquet. Just beyond, a charming covered front porch provides the perfect place to enjoy a sunset. The stunning wide front staircase leads up to a lovely landing bathed in sunlight from an oversized period Palladian window. On the second floor, the primary suite offers a peaceful retreat with generous closets and a beautifully appointed en suite bath. Three additional bedrooms and a well-proportioned hall bath complete the second floor. Additional bonus spaces on the walk-up third floor and walk-out lower level offer excellent potential for a home office, gym, playroom, or guest accommodations. Thoughtfully updated throughout, the home features , new boiler, a new driveway, two parking spots at top of driveway under gorgeous cherry tree. Downstairs features a finished basement, immense storage and an attached 2-car garage. The outdoor space features expansive front lawn, mature landscaping, a blue stone patio with firepit, and an enclosed garden ready for planting. Located within the award-winning Briarcliff Manor school district just a short stroll away from the town pool and village shops. The school bus route stops right at the end of the driveway, a huge convenience on those busy mornings. This turnkey residence offers a rare blend of historic charm, privacy, and ideal location to Briarcliff Village. Not to be missed!

273 Elm Road, Briarcliff Manor

637 Long Hill Road W, Briarcliff Manor
$1,575,000
4 Beds ⋅ 3 Baths ⋅ 950532 MLS
Welcome to 637 Long Hill Rd West, a modern/contemporary home tucked back off the road for privacy. This meticulously maintained and updated home offers flexible living spaces for dining room, family room, & relaxation. The huge primary suite is separated from the additional three bedrooms with a mid level landing. In the primary BR you’ll find two California closets, plus sliding glass doors to a private balcony, where you can enjoy your morning coffee or watch the evening sunsets. The updated primary Bathroom with dressing/vanity area, offers both a 6’ soaking tub & 6’ walk-in shower. This home is filled with natural light from walls of windows, vaulted and high ceilings & many skylights. The landscaped property is beautiful in all seasons, boasting exterior lighting, lawn sprinklers and a lovely tree-lined, Belgian block bordered driveway. The laundry room is conveniently located just inside from the oversized two car garage. Hardwood floors throughout, an updated chef’s kitchen with Boos butcher block Center Island and a fabulous enclosed year-round porch/sunroom, all make for comfort and quality living. Enjoy entertaining on your expansive Azak 60 foot deck with motorized awning. A 20KW natural gas Generator is included, as is the natural gas grill on deck. Located a short distance from the Scarborough train station, the Hudson River, the center of Briarcliff Manor Village and close to hiking trails, parks & two local golf courses, this home is ideally situated. Please refer to the attached feature sheet and survey for more information. Don’t miss this one.

637 Long Hill Road W, Briarcliff Manor

26 Alder Drive, Briarcliff Manor
$1,560,999
3 Beds ⋅ 3 Baths ⋅ 1015721 MLS
Beautifully updated 3BR/2.5BA split-level home in prime Briarcliff Manor location near the golf course. Sun-filled living and dining area with soaring ceilings creates an inviting space for everyday living and entertaining. Updated kitchen with new stainless steel appliances, quartz countertops and new white oak flooring. Kitchen opens to a brand new Fiberon deck with Trex railings and electric Sun Setter awning overlooking a level fenced yard. Spacious primary suite with renovated en-suite bath, plus two additional bedrooms and a second updated full bath. Refinished hardwood floors on upper levels. Bright entry-level family room, with cozy fireplace, opens to a second patio with mature trees, landscaped rock gardens and beautiful perennial plantings. Tranquil setting in a desirable neighborhood—move-in ready and not to be missed. Start your new chapter in Briarcliff Manor in this beautiful home.

26 Alder Drive, Briarcliff Manor

31 Burns Place, Briarcliff Manor
$1,555,555
4 Beds ⋅ 3 Baths ⋅ 999630 MLS
Set on a quiet, tree-lined street this beautifully maintained raised ranch offers the perfect blend of space, comfort, and convenience within the highly regarded Briarcliff Manor School District. Thoughtfully updated and expanded, the home features 4 bedrooms plus a dedicated office, 2.5 baths, and a flexible living space designed for today’s lifestyle. Sun-filled interiors, hardwood floors, and an open layout create a warm and inviting atmosphere throughout with a great interior flow, as well as spacious deck situated on a flat half an acre - ideal for both everyday living and entertaining inside and out. The lower level offers additional recreational and living space complete with a wood-burning fireplace, half bath, fourth bedroom, and office — ideal for guests, extended family, work-from-home needs, or playroom space. Extensively updated over the years, the home reflects true pride of ownership with a 2009 addition, roof, and HVAC system, along with a new boiler and washer/dryer in 2025. Thoughtfully maintained and move-in ready, the property offers the ideal blend of functionality, comfort, and timeless appeal. Beautifully sited on a picturesque property with mature landscaping, this special home offers privacy, curb appeal, and an ideal location close to parks, schools, restaurants, and major commuting routes. A rare opportunity to own a beautifully updated home in one of Northern Westchester’s most sought-after communities.

31 Burns Place, Briarcliff Manor

116 Burns Place, Briarcliff Manor
$1,552,000
4 Beds ⋅ 3 Baths ⋅ 991273 MLS
Welcome to 116 Burns, an impeccably maintained 4-bedroom, 2.5-bath Colonial offering approximately 2,800 sq. ft. of comfortable living space on a beautifully half-acre property in the sought after Briarcliff Manor school district. Freshly painted throughout, this inviting home features a spacious Den with refinished hardwood flooring, a formal dining room, eat-in kitchen featuring a center island, Viking appliances and access to a large two-level deck perfect for outdoor entertaining, a generous family room, and a separate private office ideal for today’s work-from-home lifestyle. The second level offers four well-proportioned bedrooms, including a primary suite with en-suite bath, plus a full hall bathroom. Additional highlights include a full unfinished basement providing exceptional storage potential, a 2-car garage, white Oak hardwood floors through-out, many windows replaced in the last 3 years, a huge deck with composite railings and plenty of outdoor space for recreation, gardening, or relaxing. The grounds have also been meticulously kept with a 5 zone in-ground sprinkler system (each zone with 5 sprinkler heads), a separate storage shed, beautiful specimen trees including 2 Cherry blossoms and a large driveway with additional parking. A perfect location, very close to town with shops and restaurants, two large public parks and easy access to the North County Trailway (bike & walking path) and major highways. A wonderful opportunity to own a move-in ready Colonial with space, functionality, and timeless appeal.

116 Burns Place, Briarcliff Manor

78 Alder Drive, Briarcliff Manor
$1,523,000
4 Beds ⋅ 3 Baths ⋅ 901411 MLS
Backyard Oasis in Briarcliff Manor School District! This beautifully maintained 4-bedroom, 3-bath residence offers over 2,500 sq ft of bright, versatile living space in one of the area’s most desirable neighborhoods. The main level features a spacious, open flow with sun-filled living and dining areas, a center island kitchen and seamless access to the outdoors. Four generously sized bedrooms, including a private primary suite with newly renovated en-suite bath, provide comfort and flexibility for today’s lifestyle. The fourth bedroom is its own separate suite, and with three full baths, there’s room for everyone. Step outside and prepare to be impressed—this property boasts a huge, usable yard perfect for play, entertaining, and relaxation. At its center is a sparkling saltwater pool with pool house, creating your very own backyard oasis. Whether hosting summer gatherings or enjoying quiet evenings under the stars, this space is made for making memories. Situated in a fabulous location with town owned woods providing privacy yet convenient to schools, parks, shops, and transportation, this home blends lifestyle, location, and leisure in one rare find.

78 Alder Drive, Briarcliff Manor

27 Valentine Road, Briarcliff Manor
$1,510,000
3 Beds ⋅ 3 Baths ⋅ 997690 MLS
Nestled in the beloved "Tree Streets" of Briarcliff Manor, this beautifully refreshed and move-in ready three bedroom three full bath home offers the rare combination of classic charm and thoughtful, modern updates. With generous room proportions, abundant natural light, and exceptional storage throughout, this is a home designed for modern living. The main level features a gracious living room with wood-burning fireplace and a brand new eat-in kitchen with gleaming appliances opening to a large great room with dining area perfect for everyday living and entertaining alike. The great room flows to the deck and fenced backyard, creating seamless indoor-outdoor living. A custom mudroom with beautifully crafted cabinetry adds everyday functionality and a welcome sense of arrival. A versatile first-floor office/playroom with two closets with optionality for a guest room, and a renovated full bath complete this level. Upstairs, all three bedrooms are generously proportioned. The spacious primary suite offers exceptional closet space and an ensuite renovated bathroom with spa shower and soaking tub. All bathrooms have been fully renovated. Additional highlights include upgraded mechanical systems, new windows as needed, freshly painted interior, refinished hardwood floors and electric vehicle charging capability ensuring true turnkey convenience for today's buyer. Moments from Briarcliff Manor's top-rated schools, village shops, restaurants, and parks. A wonderful opportunity to put down roots in one of Westchester's most sought-after communities.

27 Valentine Road, Briarcliff Manor

345 Elm Road, Briarcliff Manor
$1,500,000
5 Beds ⋅ 4 Baths ⋅ 935552 MLS
Welcome to 345 Elm Road, a beautifully appointed Briarcliff Manor home for sale offering exceptional space, comfort, and craftsmanship throughout—ideally situated within walking distance to the Village of Briarcliff Manor, close to restaurants, parks, village recreation (including pool, tennis, and playground), shopping, and minutes to the Metro-North train, major highways, and an easy NYC commute. This sun-filled center hall colonial features an inviting entry foyer with coat closet, a powder room with porcelain sink, and a spacious living room with recessed lighting and a wood-burning fireplace with stone surround and wood mantle, connecting through pocket doors to the formal dining room with French doors opening to the wood deck. The updated eat-in kitchen offers granite counters, a built-in wine rack, slow-close drawers, under-cabinet lighting, two sinks with garbage disposal, Viking 6-burner gas cooktop, GE Profile double wall oven and refrigerator, and KitchenAid dishwasher, plus deck access and a walk-in pantry. A comfortable family room with recessed lighting, ceiling fan, and built-in bookshelves, along with a first-floor bedroom with custom walk-in closet and adjacent full bath, provide flexible living options ideal for guests or multi-generational living. Additional main-level features include a mudroom with built-in cubby and garage access, a laundry room with sink and Whirlpool appliances, and a back spiral staircase connecting every level. Upstairs, the expansive primary bedroom suite features recessed lighting, four skylights, and two custom walk-in closets, along with a luxurious primary bath with granite double vanity, soaking tub, and walk-in shower. The upper level also includes a bonus room over the garage, an office and spiral staircase, three additional bedrooms with custom closets, a hall bath with granite double vanity, a linen closet, and a relaxing sitting area—perfect for remote work or quiet retreat. The walkout lower level offers a full unfinished basement with great potential. Additional highlights include hardwood floors throughout, a spacious two-car garage, large driveway with Belgium block border, central vacuum, HVAC (circa 2020), multi-zone heating and cooling, front and side sprinklers, and a lovely backyard stone patio. This exceptional Westchester home blends style, function, and convenience in one of the area’s most desirable locations.

345 Elm Road, Briarcliff Manor

8 Valentine Road, Briarcliff Manor
$1,425,000
3 Beds ⋅ 3 Baths ⋅ 975816 MLS
Beautifully updated and move-in ready, this split-level home offers bright, open living and beautiful outdoor space in one of Briarcliff Manor’s most sought-after neighborhoods. The main level features a seamless, open layout where the living room, dining area, and kitchen connect naturally for both everyday living and entertaining. A sun-filled family room, lined with expansive windows, brings in abundant natural light and overlooks the surrounding greenery. A few steps upstairs, the home offers three well-proportioned bedrooms, including a primary suite with its own bath, along with two generously sized bedrooms and a spacious hall bathroom. The lower level provides additional flexibility with a dedicated home office and den, well suited for today’s evolving living needs. The finished storage basement offers approximately 500 square feet of additional space suitable for a variety of uses. Set on a quarter-acre lot, the property features a beautiful, usable backyard with a flat lawn and a spacious patio, ideal for outdoor dining and entertaining. Located in a highly walkable neighborhood, the home offers convenient access to local shops, parks, and Briarcliff's many recreation amenities in the village center. Thoughtfully updated over time, the home reflects a consistent level of care and maintenance. Please refer to the List of Improvements for further details. Garage is equipped with Tesla charger.

8 Valentine Road, Briarcliff Manor

409 Central Drive, Briarcliff Manor
$1,400,000
6 Beds ⋅ 4 Baths ⋅ 915021 MLS
Gracious, sun-drenched Colonial in the Briarcliff School District, set in a coveted estate area. Designed for both comfortable living and effortless entertaining, this beautifully maintained home offers a seamless flow inside and out, with a screened porch and open patio overlooking serene natural vistas. The second level features 6-bedrooms and 3-bathrooms, providing flexible spaces for guests, home offices, or wellness areas. The walk-out lower level includes a spacious recreation room and generous storage, adding versatility to everyday living. Many updates and improvements make this home truly move-in ready, and a propane generator is included. Ideally located near the Scarborough train station for an easy NYC commute, as well as shops, restaurants, and two golf clubs, this residence perfectly blends elegance, convenience, and estate-area charm. See attached Special Features sheet for details.

409 Central Drive, Briarcliff Manor

417 Long Hill Road E, Briarcliff Manor
$1,400,000
5 Beds ⋅ 4 Baths ⋅ 907318 MLS
Stunning expanded ranch with open floor plan seamlessly blends spaciousness with comfort and an abundance of natural light. Key Features: An amazing party house with an open floor plan and multiple exterior decks. This magnificent home boasts five generously sized bedrooms and a home office, thoughtfully arranged in two distinct wings. Perfect for extended families. Luxurious Bathrooms: With a total of 3.1 bathrooms, including a stunning primary suite that feels like a personal spa, you’ll find relaxation around every corner. Indulge in the marble bath with a soaking tub and steam shower, the perfect retreat after a long day. Chef’s Delight: The heart of this home is undoubtedly the chef’s kitchen. Featuring a large center island, elegant granite countertops, and top-of-the-line stainless steel appliances, it’s an ideal space for cooking gourmet meals while entertaining friends and family. The dining room and family room with high ceilings adjoin the kitchen. Elegant Living Spaces: Gather in the inviting living room, where a magnificent stone fireplace serves as the focal point, while the dedicated office space offers a quiet area for work. Outdoor Living Awaits: Step outside onto the multiple decks that showcase breathtaking views of the surrounding landscape. Whether you're sipping your morning coffee, hosting a barbecue, or enjoying a sunset cocktail, the outdoor spaces invite you to embrace the natural beauty that envelopes this property. Fitness & Functionality: Stay active with your private gym, ensuring that fitness is always just a few steps away. The property also features a two-car garage, providing ample storage and convenience for your vehicles and outdoor gear. Central Location: This charming ranch is not just a home; it’s a lifestyle. Enjoy the serenity of country living while remaining close to local amenities: Briarcliff schools and recreation, Rockefeller State Park and the Scarborough train station.

417 Long Hill Road E, Briarcliff Manor

102 Butternut Road, Briarcliff Manor
$1,395,000
4 Beds ⋅ 3 Baths ⋅ 894607 MLS
Set on nearly an acre of beautifully landscaped property in a quiet cul-de-sac, this updated four-bedroom, three-and-a-half-bathroom Contemporary split-level home offers bright, open living spaces. Located in the desirable Briarcliff Manor School District, this home is perfect for both entertaining and everyday living. The main level features a spacious living room with a wood burning fireplace, a dining room, and a renovated chef’s kitchen with high-end stainless steel appliances and a convenient eating area. The kitchen opens to a large deck, ideal for outdoor dining. A short staircase leads to the bedroom level, where you'll find a private primary suite with en-suite bath, three additional bedrooms, and an updated hall bathroom. A short staircase leads to a family room, full bathroom, and an office. The partially finished basement includes a large recreation room and a large storage/utility room. Outside, the property boasts a bluestone patio, a storage shed, multiple seating areas, and plenty of space for play. This home combines comfort, style, and a prime location—perfect for easy living in the coveted Briarcliff Manor community.

102 Butternut Road, Briarcliff Manor

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

24 Sleepy Hollow Road, Briarcliff Manor
$1,310,000
5 Beds ⋅ 4 Baths ⋅ 908482 MLS
Charming Historic Farmhouse with Modern Comforts ... Step into timeless elegance with this c.1860 farmhouse, later enhanced during the Victorian era with a gracious portico and period architectural details. Featured as a filming location in the movie Bed of Roses, this home offers a unique blend of Hollywood charm and historic character. Set on 2 lush acres, the property has been beautifully preserved and thoughtfully updated, combining old-world style with today’s conveniences—including a full house generator for peace of mind in every season. The inviting wraparound porch—perfect for sitting in rocking chairs while sipping morning coffee or gazing at the stars—sets the stage for a warm welcome. Inside, wide-plank floors, soaring ceilings, and abundant natural light highlight the home’s character. The main level boasts two fireplaces in the living room, an oversized dining room with marble mantel and original pocket doors, a warm and welcoming eat-in kitchen, and a cozy family room. Upstairs, five spacious bedrooms (lives like six) provide room for everyone. One of the updated bathrooms features a luxurious steam shower, creating a spa-like retreat within the home. Outside, the expansive grounds offer space for a pool and tennis court, while a detached barn has been thoughtfully converted into a 3-car garage. Perfectly located just minutes to Scarborough train station for a 50-minute commute to NYC, and close to Briarcliff Village shops, golf, and town recreation facilities including pool and parks. This is a rare opportunity to own a home that combines history, character, cinematic legacy, and modern convenience.

24 Sleepy Hollow 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

12 Country Club Lane N, Briarcliff Manor
$1,280,000
3 Beds ⋅ 3 Baths ⋅ 835710 MLS
Elegant 3-Bedroom Retreat with Hudson River Views near Sleepy Hollow Country Club. Nestled on a peaceful cul-de-sac, this stately 3 bedroom, 2.5 bath home offers refined living with breathtaking views of the Hudson River. Step inside to discover a sun-drenched formal living room featuring a beautiful bay window for taking in the view. The spacious family room was made for cozy nights, anchored by a wood burning fireplace and beautiful built-in book shelves. Enjoy memorable gatherings in the formal dining room with custom serving cabinets, or whip up meals in the gourmet kitchen; complete with double ovens, stainless steel appliances, granite countertops, and a bright eat-in breakfast area. Sliding glass doors open to an expansive backyard, blending indoor and outdoor living with ease. Upstairs, a grand staircase leads to a light-filled landing and an expansive primary suite, complete with a tranquil sitting area and spa-inspired ensuite bath. Two additional bedrooms offer generous closet space and stunning natural light, one featuring a private deck with sweeping river views. The finished full basement provides flexible space for a home gym, media or play room. The private backyard is an entertainers dream, boasting a large patio, manicured lawn and in-ground pool. With it's unbeatable amenities and location, this home offers the best of serene suburban living. Don’t miss your chance to make this extraordinary home yours!

12 Country Club Lane N, 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

517 Old Chappaqua Road, Briarcliff Manor
$1,224,000
3 Beds ⋅ 3 Baths ⋅ 933271 MLS
Beautifully updated contemporary colonial in a private, wooded setting! Set well back from the road and surrounded by a rustic natural landscape, this home offers a spacious, open floor plan with high ceilings, hardwood floors, and stylish modern updates throughout. The renovated kitchen features stainless steel appliances, a double wall oven, cooktop, cherry cabinetry, wine rack, and granite countertops. A terrific laundry/mudroom sits conveniently off the kitchen. Enjoy multiple gathering spaces, including a living room and family room—each with its own fireplace—and a dining room with potential for a wood-burning stove. A striking updated banister and bridge overlook the living room, adding architectural interest and an airy sense of space. The home offers flexible living options with two bedrooms on the first floor and an updated second-floor primary suite with a sitting room. A rear staircase leads to a separate bonus room, ideal for a studio, playroom, or additional office. Two more rooms on the second floor provide excellent work-from-home flexibility. A detached two-car garage with storage above offers ample space, while the walk-out basement includes a finished room, workshop, storage area, and oil tanks. Major mechanical updates include a high-efficiency furnace, hot water heater, air handler, and two A/C condensers. A sprawling rear deck provides the perfect backdrop to enjoy the peaceful natural surroundings. A brand new house will be built on the adjacent lot and once completed, the driveway will be redone and widened to 20 feet. This home will be connected to sewer—after which the three additional second-floor rooms may qualify to be converted into bedrooms. A rare combination of privacy, space, and modern updates. There are no audio recording devices inside this property.

517 Old Chappaqua Road, 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

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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