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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

25 Briarbrook Drive Unit #25, Briarcliff Manor
$1,118,000
4 Beds ⋅ 4 Baths ⋅ 958452 MLS
For the discerning buyer that has a detailed list of must-haves starting with a first floor primary bedroom and en-suite bath your townhouse - condo … has come in. Comparatively low condo R.E. Taxes and Common Charges. 2 car garage, kitchen (EIK), formal dining area, powder room, laundry room, living room with 2 BRAND NEW skylights with remote control shutters and SGD to deck with Tree-lined view/Western Exposure, primary bedroom suite are all on the first level. Loft style 2nd FL includes, 2 large bedrooms, full hall bath and open multi-function space (office, living room, library or media space) Lower level includes, spacious bedroom, full bath, large living/rec room, storage and utility rooms. Fab clubhouse, seasonal pool, minutes to Metro North, convenient to shopping, parks & medical. STAR: $1,555.83 BASIC - Please confirm. If there’s something missing from your list it’s likely that I forgot it. Please come take a look.

25 Briarbrook Drive Unit #25, Briarcliff Manor

3 Holbrook Road, Briarcliff Manor
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 905668 MLS
Behind stately iron gates on a quiet, tree-lined street in the heart of Briarcliff Manor, a remarkable home awaits—steeped in history, wrapped in charm, and gracefully updated for modern living. Originally built in 1897 as part of the historic Macy Estate, this enchanting Tudor-style Gate House offers a rare blend of vintage character and contemporary comfort across approx 2,800 square feet of artfully designed space on a bucolic 1.36 acres. Expanded in 2019 with a 1,000-square-foot European-inspired addition, the home now features a stunning chef’s kitchen and a luxurious first-floor primary suite, each crafted to harmonize with the home's original architectural details. Rich wood paneling, antique lighting, leaded glass windows, and multiple wood-burning fireplaces infuse each room with a quiet elegance, while thoughtful updates bring ease and style to everyday life. The oversized, sun-filled eat-in kitchen is the heart of the home—a luminous, high-performance space designed for entertaining and inspired living. Two custom islands, premium appliances, and a cozy sitting area by the double-sided fireplace invite both lively gatherings and quiet mornings. French doors lead to a picturesque deck, offering seamless access to the gardens beyond. The formal living and dining rooms provide warm, sophisticated spaces for hosting, while a versatile library or home office with a separate Dutch door entrance offers potential for a guest suite, den, or creative studio. The first-floor primary suite is a private sanctuary with garden views, its own fireplace, a spa-like marble tiled bath with soaking tub, in-suite laundry, and a walk-in closet. Upstairs are two additional bedrooms, an updated full bath, and abundant storage space. Outdoors, is the real showstopper—lush gardens, layered, and alive with color and movement. Meandering stone paths lead through perennial beds filled with lilacs, lupine, larkspur, peonies, milkweed, echinacea, and California poppies. Towering maple, birch, beech, and willow trees provide a stately canopy, while fruit trees—peach, cherry, apple varieties, and blueberry bushes—add seasonal delight. A private courtyard, cobblestone fire pit, and multiple patios create intimate settings for al fresco dining, morning coffee, or stargazing under the evening sky. The grounds are alive with wildlife: red cardinals, goldfinches, hummingbirds, monarch butterflies, and the occasional flight of geese pass through like brushstrokes on an ever-changing canvas. This is a garden that doesn’t just bloom—it sings. The home’s storybook charm is matched by its practicality. A detached garage with attic storage and an 18-foot workbench, a garden shed, and a brick-lined picnic area provide additional function and flexibility. The lion-adorned electric entry gate, original waist-high stacked stone wall along Holbrook Road, and 8-foot deer fencing preserve the property’s serenity and security. Even the lamp posts tell a tale—they were sourced from Central Park, lending a timeless grace to the landscape. All of this, just minutes from Metro-North, parks, trails, shopping, dining, and the village pool and recreation center. At 3 Holbrook Road, you are close to it all—yet worlds away. Rare, refined, and radiating charm—this is a home that honors its past while embracing the present.

3 Holbrook 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

3 Ivanhoe Place, Briarcliff Manor
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 888164 MLS
Enjoy Seasonal Hudson River Views from this beautifully renovated 3-bedroom home situated on a quiet cul-de-sac in Briarcliff Manor in the Tarrytown/Sleepy Hollow School District. The Park Like Property could accommodate a Pool or Tennis Court and features a Fire Pit. Additionally, there is a beautiful terrace for entertaining. An open plan features a fabulous Gourmet kitchen and 2 new full baths including primary spa. Amenities include hardwood floors throughout, a custom walk-in closet with dressing area, a whole house generator and new electrical panel. An approximate 43-minute commute to Grand Central State from the Scarborough Station. Additional Information: Parking Features:2 Car Attached garage.

3 Ivanhoe Place, Briarcliff Manor

520 Sleepy Hollow Road, Briarcliff Manor
$1,080,000
4 Beds ⋅ 3 Baths ⋅ 913043 MLS
This spacious 4-bedroom, 3-bath ranch is perfectly set on a beautiful 1-acre property, offering the ideal blend of comfort and opportunity. With a versatile layout designed for today’s living, the home features generously sized bedrooms, multiple full baths, and plenty of space to accommodate family, guests, and gatherings with ease. Step outside to your own private retreat, where an inground pool invites you to relax on warm summer days or entertain in style. The expansive yard provides endless possibilities for gardening, play, or simply enjoying the peaceful setting. With its combination of space, lifestyle amenities, and a prime location, this home is a wonderful opportunity to create the retreat you’ve been dreaming of.

520 Sleepy Hollow Road, Briarcliff Manor

37 Tulip Road, Briarcliff Manor
$1,075,000
4 Beds ⋅ 3 Baths ⋅ 921727 MLS
Beautifully renovated 4-bedroom, 3-bath home on a lush, private half-acre located at the end of a cul-de-sac and just moments from Briarcliff Manor's village center. Every detail has been thoughtfully designed to create a space that feels warm, inviting, and move-in ready. Enter through the front door and into a bright, open main level that seamlessly combines modern design with functional living. The renovated gourmet kitchen is a true highlight, boasting custom cabinetry, stainless steel appliances, quartz countertops with breakfast bar, and subway style tiled backsplash. The open-concept layout flows easily into the dining area and main living room, ideal for entertaining guests or family dinners overlooking the backyard. Just off the kitchen, sliding glass doors open to a spacious deck, extending your living space outdoors for summer barbecues, morning coffee, or simply enjoying the serenity. The primary suite is beautifully appointed with updated en-suite bath and custom closets. There are two additional bedrooms on this level with custom closets and a renovated hall bath. The lower level adds even more versatility, ideal for a family room, home gym, or play area—with convenient access to laundry, the garage, storage and access to the yard. A 4th bedroom is also located on this level. Additional updates include new windows, solid core doors and hardware, new recessed lighting, new baseboard and crown moldings and a brand-new hot water heater and the exterior recently painted. Outside, the property’s expansive half-acre lot provides both privacy and possibilities. Whether you envision a garden, play area, fire pit, or simply a peaceful retreat surrounded by mature trees. This location is truly unbeatable, incredibly close to Briarcliff Manor’s charming town center, its just a short distance to town, Law Park, the town pool and library, and the local private golf course right in your backyard. This home is located in top-rated Briarcliff Manor school district.

37 Tulip Road, Briarcliff Manor

309 Scarborough Road, Briarcliff Manor
$1,070,000
4 Beds ⋅ 3 Baths ⋅ 948883 MLS
This unique, mid-century modern home blends timeless architecture with contemporary comfort. Clean lines, expansive windows, and natural materials create a seamless connection between indoor and outdoor living. The open-concept layout features vaulted ceilings, exposed beams, and an abundance of natural light that floods every room. A striking stone wall with fireplace anchors the living space, while sleek finishes and warm wood tones evoke classic mid-century charm. Step outside to an expansive 1.3 acre private property with multiple decks, offering endless possibilities for entertaining and relaxing. House needs some TLC but you don’t find houses as special as this often. Whether you’re hosting summer gatherings on multiple decks or simply taking in the serene landscape, this property perfectly captures the essence of modern living in a tranquil setting. Briarcliff Manor Recreation and access to nearby Scarborough Train Station commute along Hudson River to NYC. Just minutes to shops, restaurants and parks, hiking trails and top-tier golf courses. New 1,250 gallon septic tank and fields installed (November 2025) replacing 750 gallon tank and fields.

309 Scarborough Road, 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

7 Dunn Lane, Briarcliff Manor
$999,000
3 Beds ⋅ 3 Baths ⋅ 962215 MLS
Located in the beautiful and quaint village of Briarcliff Manor—one of Westchester’s most desirable communities known for its award-winning Briarcliff Manor school district, charming village center, and peaceful suburban character—this exceptional, fully renovated move-in-ready ranch with a finished lower level offers an unmatched blend of modern luxury, single-level living, and walk-to-everything convenience, all just minutes from shops, restaurants, Starbucks, parks, the library, and even the village pool. Suburban yet remarkably walkable, this prime location also provides an effortless commute to NYC via Metro North, complete with convenient available parking for residents. From the moment you arrive, the inviting covered porch sets a warm first impression, leading into a home that has been thoroughly rebuilt with new plumbing, new electric, updated HVAC, new central AC, new siding, new windows, a new hot water tank, and countless other improvements. Inside, beautifully restored hardwood floors extend throughout the main level, guiding you into a bright, airy, and thoughtfully designed layout enhanced by energy-efficient LED recessed lighting in the living room, designer light fixtures in the kitchen, and stylish updated lighting throughout every room. The spacious living room features an impressive wood-burning fireplace—an architectural focal point that enhances warmth and charm—and opens directly to a paver-stone patio perfect for outdoor dining and relaxation. The newly designed open-concept kitchen is the heart of the home, showcasing custom shaker hardwood cabinetry, sleek quartz countertops, an oversized island for breakfasts or gatherings, designer pendants, and a full suite of professional-grade GE appliances. The main level offers true single-level living with a luxurious primary suite boasting a newly renovated spa-like bathroom with a walk-in glass-enclosed shower, accompanied by two additional spacious bedrooms and a beautifully updated hall bathroom with a double vanity and deep soaking tub. The lower level dramatically expands the living space with recessed lighting throughout, a large walk-out family room, an additional room ideal for a home office, a flexible bonus room perfect for a gym, hobby studio, or second office, and a full bathroom with a modern shower, plus an unfinished storage area for added utility. The lower level also includes a brand-new washer and dryer set—conveniently located and included in the sale. A one-car garage completes the property, adding another level of convenience to this already exceptional home. With every major system upgraded, all new plumbing, beautifully restored hardwood floors, and workmanship that feels like brand-new construction, this home delivers modern living in a picturesque, walkable setting with top-rated schools and exceptional amenities—offering not just a residence, but an extraordinary Briarcliff Manor lifestyle.

7 Dunn Lane, Briarcliff Manor

155 Revolutionary Road, Briarcliff Manor
$990,000
4 Beds ⋅ 3 Baths ⋅ 929521 MLS
Mid-Century Modern elegance meets cottage-core charm in this architecturally distinctive cedar home, tucked away in a serene enclave just off the Hudson River. Designed with timeless detail and expanded in 1985 by award-winning architect Don Reiman, the residence is filled with striking architectural moments—sunken living room with fireplace, soaring ceilings, walls of windows, and a stunning solarium that blurs the line between indoors and nature. Natural light pours through skylights and expansive windows, illuminating the open living and dining spaces. The inviting kitchen with granite counters and a cozy glass-wrapped breakfast nook opens seamlessly to a private bluestone patio, perfect for morning coffee or evening gatherings. Upstairs, a lounge with a wood-burning fireplace leads to a dramatic primary suite boasting vaulted ceilings, floor-to-ceiling windows with seasonal river views, a walk-in closet, and a marble bath with oversized whirlpool tub. The home’s natural landscaping, mature plantings, and perennial gardens create a peaceful, low-maintenance retreat with changing colors from spring wildflowers to brilliant fall foliage. Additional highlights include three fireplaces, Marvin and Andersen windows, a whole-house generator, energy-efficient updates, and freshly refinished spaces. A rare bonus: the detached garage has been fully converted into a finished studio with sound reduction —ideal as creative space, gym, or home office. With four bedrooms, three full baths, and exceptional indoor-outdoor flow, this property lives like a work of art. All just two minutes to Scarborough train station for an easy NYC commute, and minutes to Sleepy Hollow, Tarrytown’s restaurants, and Hudson River parks.

155 Revolutionary Road, 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

31 Magnolia Road, Briarcliff Manor
$925,000
3 Beds ⋅ 3 Baths ⋅ 894268 MLS
Accepted offer....Welcome to your dream home in this desirable Chilmark Park neighborhood. This lovely split-level home offers the perfect combination of space, comfort, and style. Situated on a half-acre of land, this property boasts three bedrooms, three baths, and many features that make it a must-see. As you step inside, you'll be greeted by entry with vaulted ceilings, a sun filled sunken living room with fireplace/wooden beamed ceiling. The updated eat-in kitchen offers custom wood cabinets, center Island, quartz counters, Bosch stainless steel appliances, dining area/ sliders to stone patio. The upper level of this home offers three generously sized bedrooms, including the primary bedroom with an ensuite bath and lots of custom built closets. There is an additional, full hall bath on this level. On the lower level, you'll find a large family room/Den/ in-law suite or office, with a wood-burning stove, creating a warm and inviting atmosphere during the colder months. laundry room, a bath, utilities room, and additional storage space. One of the highlights of this home is the large stone patio, which provides the perfect space for outdoor relaxation and gatherings. The beautifully landscaped backyard offers a serene oasis, where you can unwind and enjoy your surroundings. This split-level home is well-designed layout, maximizing space and providing seamless flow throughout. With its prime location on a half-acre lot, this property provides a perfect balance of privacy and proximity to amenities. Nearby is Chilmark Park with tennis & pickle ball courts & playground, a walking trail around Chilmark reservoir. As a Briarcliff Manor village resident enjoy access to Briarcliff Manor's recreation amenities including parks, tennis courts, community pool, youth and senior centers, camps and more. Don't miss the opportunity to make this home your own!

31 Magnolia 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

6 Greenwood Court, Briarcliff Manor
$915,000
3 Beds ⋅ 4 Baths ⋅ 914123 MLS
This elegant colonial-style residence is located within the prestigious gated community of Rosecliff. The property offers both luxurious surroundings and exceptional convenience, set at the end of a tranquil cul-de-sac to ensure maximum privacy for its owners. Upon entry, guests are welcomed into a spacious foyer adjacent to a modern kitchen equipped with stainless steel appliances and an eat-in breakfast nook followed by a formal dining room with doors opening to an expansive deck. The living room features cathedral ceilings and a gas fireplace, complemented by an additional family room, also on the first floor there is a 1/2 bath, walk in closet and laundry room . The lower level includes a large walk-out basement with a patio and secluded entertainment area, as well as an in-law suite complete with bedroom, full bathroom, and living space. Ample storage and closet space are available in the basement and throughout the home. The second floor boasts a generous master bedroom with a spiral staircase leading to a loft—ideal for an office or fitness area with skylight ceilings—and a full bathroom with both a jacuzzi tub and bidet. Additional storage is provided by a walk-in attic featuring California-style closets. This property embodies superior standards of luxury and comfort. For commuters, this home provides easy access to the Scarborough Train Station (Hudson Line) via a complimentary jitney service, offering a scenic 45-minute ride to Grand Central Station. Rosecliff’s Mansion Clubhouse, with breathtaking Hudson River views, offers a variety of amenities, including a meeting room, pool, exercise room, kitchen, and playground. The Homeowners Association (HOA) is a gated community, landscaping, snow removal, road maintenance, and access to exclusive community features like a basketball court and all-weather tennis courts. This home truly combines elegant living with modern amenities—don’t miss the opportunity to make it your own.

6 Greenwood Court, Briarcliff Manor

94 Meadow Road, Briarcliff Manor
$905,000
4 Beds ⋅ 4 Baths ⋅ 956771 MLS
Welcome to 94 Meadow Road, located in the highly desirable Chilmark neighborhood of Briarcliff Manor. This spacious 4-bedroom, 4-bath Colonial sits on nearly half an acre of level, beautifully landscaped property, offering both space and opportunity. The main levels finds a welcoming foyer that leads you to a spacious living room with a cozy fireplace, a nicely sized formal dining room ideal for entertaining and an eat-in kitchen with access to the backyard. A versatile guest room/den/home office completes the first floor, providing flexibility to suit your needs. Upstairs, the primary suite features a walk-in closet and remodeled private ensuite bath. Three additional bedrooms and a renovated full hall bath complete the second level. With a two-car garage, level and fenced yard, and a premier Briarcliff Manor location, this home offers exceptional value and potential. There have been many thoughtful upgrades including new Hardie board siding 2023, new stone patio 2023, renovated hall and master bath 2023, new garage doors and floor 2023, custom dining room built in cabinetry 2023 and more.

94 Meadow 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

10 Briarbrook Drive, Briarcliff Manor
$875,000
3 Beds ⋅ 4 Baths ⋅ 932126 MLS
Welcome to this stunning Carlisle end-unit townhome featuring a two-car garage, two fireplaces, and a finished walk-out lower level! This spacious and light-filled home offers the perfect blend of comfort, style, and convenience. The inviting eat in kitchen has been beautifully renovated with quartz countertops, a subway and glass tile backsplash, upgraded cabinetry, and stainless steel appliances. The open concept main level features hardwood floors, recessed lighting, and crown molding. The living room with fireplace flows seamlessly into the dining area, which opens to a private deck overlooking the serene wooded backdrop. Upstairs, you’ll find three generous bedrooms with hardwood floors and two full baths, including a luxurious primary suite with vaulted ceiling, large walk-in closet, and spa-like bath featuring a whirlpool tub, separate shower, and double vanity. A bright loft with skylights offers the perfect space for a home office, gym, or guest area. The finished lower level includes a full bath, laundry area, ample storage, and a spacious recreation room with fireplace, built-in shelving, and sliding doors leading to a large stone patio — ideal for relaxing or entertaining while enjoying peaceful, wooded views. Residents of Scarborough Glen enjoy outstanding amenities, including an outdoor pool, clubhouse, fitness center, and playground. Conveniently located near shopping, public transportation, and just minutes to the Scarborough train stations, this home truly has it all! There are no audio recording devices inside this property.

10 Briarbrook Drive, Briarcliff Manor

40 Magnolia Road, Briarcliff Manor
$870,000
3 Beds ⋅ 3 Baths ⋅ 916511 MLS
ACCEPTED OFFER 12-5-2025. Welcome home to this inviting 3-bedroom, 3-bathroom residence where a thoughtful open-concept design creates a seamless flow for daily life and entertaining. The main floor is a showstopper, with a bright and airy living room with two-sided fireplace that connects effortlessly to the dining area and kitchen. Preparing meals is a dream in this designer kitchen with Sub-Zero and Bosch appliances showcasing beautiful views westward towards sunsets through floor to ceiling windows. Step outside through three sets of French doors to a huge modern designer, balcony offering endless possibilities for outdoor gatherings. Back inside, the well-designed layout encompasses a large master bedroom with an ensuite bath. Large 2nd and 3rd bedrooms with ample closet space add to easy living in this home. The finished walkout basement provides even more versatile living space with another full bathroom. The open layout is perfect for a media room, family room, or guest suite. Space for a home office adds even more functionality. A flexible additional sunroom finishes this wonderful lower level. Walk out access to the simply amazing half acre yard make it easily accessible for recreation, play and entertainment. Flanked with planting that provides privacy, and beauty makes this a special space. Being fully fenced in adds additional convenience for having pets and keeping kids safe. An additional covered designer patio finishes the space for unlimited entertaining possibilities. Plenty of parking spaces in the paved driveway with a convenient two-car garage, this home combines comfort, beauty and practicality in one perfect package. This unique neighborhood is a remarkable place the feels like less like a collection of homes and more like a place with a soul. Tranquil, large lots, flat and seldom traveled street is more than pleasant to live on. Just around the corner is a fabulous park with playgrounds, pickle ball and tennis courts in addition to large fields and picnic areas it is a good as it gets. As private as this neighborhood feels, it is under 2 miles to the train station as well as offering walking access to this well-loved small town where there are stores, delicious dining and many convenient services that make this special place a dream to reside in for a lifetime.

40 Magnolia 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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