Westchester, NY Homes

• 

  $1,450,000 Sold Jun 25, 2025

  • 2,533 Sq Ft
  • $572/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1950

  132 Devoe Rd, Chappaqua, NY 10514

  Welcome to this lovely home within the very desirable Hillholme community in Chappaqua. Perfectly maintained and set beautifully on a flat large acre for all to enjoy. The bedrooms are all very spacious, there is a dedicated home office/study that ensures productivity, while the basement adds a great space for a play area. The backyard is a dream - lush green grass, deck and patio for barbecues

  Yona Strougo Compass Greater NY, LLC

  132 Devoe Rd, Chappaqua, NY 10514
• 

  

  

  /32

  Est $3,726,000 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,704 Sq Ft

  59 Bedford Rd, Greenwich, CT 06831

  59 Bedford Rd, Greenwich, CT 06831
• 

  

  

  /45

  $1,025,000

  • 5 Beds
  • 4 Baths
  • 2,916 Sq Ft

  27 Bedford Rd, Pleasantville, NY 10570

  Set in the desirable Village of Pleasantville, this enchanting Colonial home, built in 1830 and sited on .78 acres, offers timeless character, unique architectural details, and endless potential. A true diamond in the rough, this residence, dubbed "Pierce House", is ready to be transformed into something truly spectacular. Far from cookie-cutter, this home tells a story. With its original charm

  Grace LoBello William Raveis Real Estate

  27 Bedford Rd, Pleasantville, NY 10570
• 

  $574,500 Sold Jun 24, 2025

  • 1,036 Sq Ft
  • $555/SF
  • 13 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1978

  44 Foxwood Dr Unit 7, Pleasantville, NY 10570

  Welcome to this 2-bedroom, 1.5-bathroom condo located in the highly desirable Foxwood complex. This second-floor unit offers a well-designed layout featuring a full hall bathroom and a convenient half bath in the primary bedroom, which also includes a generous walk-in closet for added storage. The open dining and living area flows beautifully to a private balcony—perfect for enjoying your

  Rita Longo Howard Hanna Rand Realty

  44 Foxwood Dr Unit 7, Pleasantville, NY 10570
• 

  Est $1,386,000 Not Listed For Sale

  • 3 Beds

  49 Cutler Rd, Greenwich, CT 06831

  49 Cutler Rd, Greenwich, CT 06831
• 

  

  /26

  $1,175,000

  • 4 Beds
  • 4 Baths
  • 3,622 Sq Ft

  25 Fountain Dr, Valhalla, NY 10595

  Classic Expanded Ranch on beautifully landscaped 0.63 acres. Spectacular Distant Views from the rear of property. First time on market in 71 years. Entry level includes Living Room w/fpl, Dining Room, Kitchen w/Butler's Pantry, Primary Bedroom w Bath, 2 additional Bedrooms, Hall Bath. Second Level has Bedroom w/Bath, extensive attic area for storage. Walk-out Lower has Family Room, Sitting

  Gregory McCarthy Houlihan Lawrence Inc.

  25 Fountain Dr, Valhalla, NY 10595
• 

  $3,790,000 Sold Jun 24, 2025

  • 4,935 Sq Ft
  • $768/SF
  • 24 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1950

  10 N Lake Rd, Armonk, NY 10504

  The essence of luxury lakefront living blended with sleek simplicity and elegant colonial touches. An hour from Manhattan, this sun-drenched 5300 SF private waterfront property in Armonk’s coveted Windmill Farm is defined by its open-plan design, soaring ceilings, and seamless connection to its picturesque natural “lakescape”. Fully-fenced, gated and generator-protected, the property offers

  Harriet Libov Houlihan Lawrence Inc.

  10 N Lake Rd, Armonk, NY 10504
• 

  

  /22

  Est $1,892,598 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,404 Sq Ft

  60 Cutler Rd, Greenwich, CT 06831

  60 Cutler Rd, Greenwich, CT 06831
• 

  

  /20

  $5,850,000

  • 5 Beds
  • 5.5 Baths
  • 8,818 Sq Ft

  12 Dwight Ln, Greenwich, CT 06831

  Experience the charm of a genuine 17th-century Elizabethan manor, meticulously reconstructed on over four acres of beautifully landscaped grounds showcasing exquisite gardens, stunning masonry, and exceptional amenities. Located on a picturesque private lane, this home preserves the architectural essence of a classic English manor, featuring historic wooden beams sourced and carefully dismantled

  Yashmin Lloyds Compass Connecticut, LLC

  12 Dwight Ln, Greenwich, CT 06831
• 

  $761,000 Sold Jun 24, 2025

  • 1,373 Sq Ft
  • $554/SF
  • 10 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1949

  15 Shelley Ave, Valhalla, NY 10595

  Must see in person to truly appreciate all this home has to offer. Lovely four bedroom home with additional bonus space of ~500 sqft in the finished basement. The first floor living room is full of natural light and opens up to the formal dining room that overlooks the level backyard. The kitchen has all of the essentials with newer appliances and direct access to the long driveway which can

  Lisa Almodovar Julia B Fee Sothebys Int. Rlty

  15 Shelley Ave, Valhalla, NY 10595
• 

  

  /27

  Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 6,229 Sq Ft

  1375 King St, Greenwich, CT 06831

  1375 King St, Greenwich, CT 06831
• 

  

  /48

  $824,000

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft

  249 Mill River Rd, Chappaqua, NY 10514

  Contemporary bi-level 4 beds 2 Bath home. Enjoy comfort and sophistication with red oak hardwood flooring, recent upgrades like a new roof, boiler, and sanitary system. Large living room with ample space for holiday gatherings. Entertain effortlessly with three freshly stained multi-level decks, perfect for parties and functions. Large yard to enjoy outdoor activities, with three sheds, offers

  Harry Donofrio Town and Village Real Estate

  249 Mill River Rd, Chappaqua, NY 10514
• 

  $732,500 Sold Jun 23, 2025

  • 1,575 Sq Ft
  • $465/SF
  • 26 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1953

  7 Elm St E, Valhalla, NY 10595

  Welcome home to 7 E Elm St in Valhalla! This meticulously maintained home, nestled on a tree lined street is just a short distance to the Village of Valhalla, Metro North Train Station and the Kensico Dam. It has been lovingly cared for through the years and is in move in condition. With the possibility of adding on in the future or just enjoying the nicely sized 4 Bedrooms plus a Family Room

  Renata Douglass Houlihan Lawrence Inc.

  7 Elm St E, Valhalla, NY 10595
• 

  

  /48

  Est $6,682,000 Not Listed For Sale

  • 6 Beds
  • 12 Baths
  • 9,863 Sq Ft

  3 Old Round Hill Ln, Greenwich, CT 06831

  3 Old Round Hill Ln, Greenwich, CT 06831
• 

  

  /38

  $4,350,000

  • 5 Beds
  • 6.5 Baths
  • 5,257 Sq Ft

  331 Round Hill Rd, Greenwich, CT 06831

  Built in 1758 and masterfully updated, 331 Round Hill Road offers a rare opportunity where historic character and modern comfort exist in perfect balance. Wide-plank floors, hand-hewn beams, and wood-burning fireplaces showcase early American craftsmanship, while a reimagined kitchen with premium appliances and renovated baths provides seamless functionality. The large living room offers a quiet

  Jack Sarsen Compass Connecticut, LLC

  331 Round Hill Rd, Greenwich, CT 06831
• 

  $1,810,000 Sold Jun 23, 2025

  • 4,010 Sq Ft
  • $451/SF
  • 7 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1985

  471 Chappaqua Rd, Briarcliff Manor, NY 10510

  Welcome to this spectacular contemporary home in Briarcliff Manor, offering over 4,000 sq. ft. of thoughtfully designed living space on a beautiful private property, set back from the road. With low Mount Pleasant taxes and access to top-rated Briarcliff Manor schools and recreation, this home is the perfect blend of luxury, modern amenities, and tranquility.The main level features a

  Hillary Landau Compass Greater NY, LLC

  471 Chappaqua Rd, Briarcliff Manor, NY 10510
• 

  

  /21

  Est $3,305,000 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 11,121 Sq Ft

  397 Riversville Rd, Greenwich, CT 06831

  397 Riversville Rd, Greenwich, CT 06831
• 

  

  /41

  $1,275,000

  • 3 Beds
  • 2.5 Baths
  • 2,111 Sq Ft

  4 Southview Rd, Chappaqua, NY 10514

  Fabulous 3 Bedroom Home which lives like 4 Bedroom on rare and lovely cul-de-sac within a 5-minute walk to the nationally ranked Horace Greeley High School, part of the award-winning Chappaqua School District, and to Chappaqua Crossing with its charming shops and restaurants, including Whole Foods, Life Time Gym, Starbucks, and the Chappaqua Performing Arts Center. It is also in close proximity

  Wendy Nolan Houlihan Lawrence Inc.

  4 Southview Rd, Chappaqua, NY 10514
• 

  $3,000,000 Sold Jun 23, 2025

  • 6,333 Sq Ft
  • $474/SF
  • 21 Days On Market

  • 6 Beds
  • 7.5 Baths
  • Built 1994

  66 Kerry Ln, Chappaqua, NY 10514

  Welcome Home to Your Dream Colonial in the Chappaqua School District. Discover luxury and comfort in this sunlit center-hall colonial, boasting over 6,333+ square feet of living space. Set back on 2.25 private, level acres, this home features a fenced-in backyard with a heated saltwater pool, an automatic cover, and expansive patio and deck spaces perfect for entertaining and recreation.

  Stacey Sporn William Raveis Real Estate

  66 Kerry Ln, Chappaqua, NY 10514
• 

  Est $1,268,338 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,498 Sq Ft

  2 Whippoorwill Crossing, Armonk, NY 10504

  2 Whippoorwill Crossing, Armonk, NY 10504
• 

  

  /39

  $2,660,000

  • 5 Beds
  • 5.5 Baths
  • 5,907 Sq Ft

  61 Carolyn Place, Chappaqua, NY 10514

  Located in the coveted Whippoorwill estate area, 61 Carolyn Place presides on 2.19 manicured acres and overlooks the Whippoorwill Country Club’s private golf course. Meticulous details abound with lofty ceilings and spacious rooms, complemented by warm, inviting, intimate spaces and outdoor areas. An open gourmet kitchen and breakfast room flow to the grand two-story family room and dedicated

  Richard Hopple Julia B Fee Sothebys Int. Rlty

  61 Carolyn Place, Chappaqua, NY 10514
• 

  $3,600,000 Sold Jun 23, 2025

  • 6,074 Sq Ft
  • $593/SF
  • 17 Days On Market

  • 6 Beds
  • 6.5 Baths
  • Built 2016

  6 Seymour Place E, Armonk, NY 10504

  Discover this exceptional, better-than-new custom-built young colonial in the sought-after Yale Farms neighborhood of Armonk. Nestled on a serene cul-de-sac, this stunning residence sits on two flat, fenced acres, featuring a custom-built grilling center and bluestone patio. Truly, the perfect outdoor living space. This sophisticated 6-bedroom home showcases the finest materials, custom finishes,

  Amy Singer Houlihan Lawrence Inc.

  6 Seymour Place E, Armonk, NY 10504
• 

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  62 Lawrence Ct Unit A, White Plains, NY 10603

  62 Lawrence Ct Unit A, White Plains, NY 10603
• 

  

  /12

  $525,000

  • 2 Beds
  • 2.5 Baths
  • 1,269 Sq Ft

  13 Timber Ridge, Mount Kisco, NY 10549

  Sought-after Timber Ridge community. Intimate complex in an amazing location minutes to highways and shops and restaurants but totally secluded in a quiet nook in Mount Kisco. Private two bedroom end unit with great layout and wooded views. Quiet side yard great place for bird watching. Tennis and pool in complex. Walkout basement and 1 car garage in desirable Bedford School District.

  Brian Smith River Realty Services, Inc.

  13 Timber Ridge, Mount Kisco, NY 10549
• 

  $1,402,970 Sold Jun 23, 2025

  • 2,945 Sq Ft
  • $476/SF
  • 142 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 2024

  8 Dewitt Dr Unit 66, Chappaqua, NY 10514

  HOME IS UNDER CONSTRUCTION. MOVE in SUMMER 2025. 2 BR, 3 Full, 1 half primary on main floor, finished basement with full bath and media room. Additional Information: ParkingFeatures:2 Car Attached,

  Thomas Jacovino Toll Brothers Real Estate Inc.

  8 Dewitt Dr Unit 66, Chappaqua, NY 10514
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  15 Lawrence Dr Unit C, White Plains, NY 10603

  15 Lawrence Dr Unit C, White Plains, NY 10603
• 

  

  /51

  $19,900,000

  • 7 Beds
  • 10 Baths
  • 18,000 Sq Ft

  37 Burying Hill Rd, Greenwich, CT 06831

  Custom designed and built to exacting standards, this phenomenal back country lakefront compound was built to exacting standards offering fabulous privacy and flexibility for families, guests and staff. Prominent local design build firm created a masterpiece that combines a pre war elegance with substantial entertaining and modern lifestyle amenities. Multiple structures, including a large pool

  Robert Johnson Brown Harris Stevens CT, LLC

  37 Burying Hill Rd, Greenwich, CT 06831
• 

  $850,000 Sold Jun 20, 2025

  • 1,850 Sq Ft
  • $459/SF
  • 14 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2002

  12 Hillcrest Ave, Pleasantville, NY 10570

  You will wake up every morning to the tree top views of the Village of Pleasantville and beyond. The morning sun will reflect breathtaking panoramic views of everything this village has to offer! The western sky lights up with hypnotic shades of purple and orange above the deck. This special Townhouse offers the lifestyle you have been searching for...privacy, stunning views, the walkability

  Loretta Fleming Chiavetta Coldwell Banker Realty

  12 Hillcrest Ave, Pleasantville, NY 10570
• 

  Not Listed For Sale

  • 7 Beds
  • 10 Baths
  • 11,649 Sq Ft

  69 Chestnut Ridge Rd, Armonk, NY 10504

  69 Chestnut Ridge Rd, Armonk, NY 10504
• 

  

  /47

  $3,199,000

  • 4 Beds
  • 4.5 Baths
  • 6,542 Sq Ft

  93 Haights Cross Rd, Chappaqua, NY 10514

  Exceptional and sophisticated Nantucket shingle style Colonial on 3.66 private acres in one of Chappaqua’s most desirable neighborhoods, offers the perfect balance of casual elegance and resort-style living. Just 45 minutes from NYC and minutes to town, train, and top-rated schools, this turnkey home offers unmatched convenience and luxury. Designed for both everyday comfort and effortless

  Cindy Glynn Compass Greater NY, LLC

  93 Haights Cross Rd, Chappaqua, NY 10514
• 

  $1,250,000 Sold Jun 20, 2025

  • 2,144 Sq Ft
  • $583/SF
  • 11 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  64 Stornowaye St, Chappaqua, NY 10514

  Inside & outside blend seamlessly together throughout this sleek, modern 3-bed/2-bath contemporary, wrapped by a massive deck front, side & rear, and privately set back from the road on two peaceful, sylvan acres on a cul-de-sac in the sought-after Whippoorwill neighborhood. Great layout for entertaining. Arts & crafts-inspired living room illuminated by large front-facing windows & topped with a

  Stacy Levey William Raveis-New York, LLC

  64 Stornowaye St, Chappaqua, NY 10514
• 

  Est $241,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 625 Sq Ft

  260 West St Unit 4C, Mount Kisco, NY 10549

  260 West St Unit 4C, Mount Kisco, NY 10549
• 

  

  /49

  $2,650,000

  • 4 Beds
  • 4.5 Baths
  • 4,447 Sq Ft

  5 Whitney Dr, Greenwich, CT 06831

  Stone pillars and a serene Koi pond set the tone as you enter this beautiful property offering 4.58acres abutting the Audubon Sanctuary and trails. This easy living ranch home offers an open and sundrenched layout. The dramatic foyer boasts soaring ceilings and walls of windows and doors surrounding you. Take a gracious step down into the living room with fireplace and doors to an expansive

  Lisa DeFonce Houlihan Lawrence

  5 Whitney Dr, Greenwich, CT 06831
• 

  $975,000 Sold Jun 20, 2025

  • 2,019 Sq Ft
  • $483/SF
  • 18 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1932

  24 Spring St, Pleasantville, NY 10570

  Welcome to Pleasantville! This delightful Village Colonial offers a perfect blend of comfort and convenience. With its inviting front porch and beautiful perennial gardens, and curb appeal from the moment you arrive. Inside, you will find bright, airy spaces with hardwood floors throughout and a seamless flow between rooms.The kitchen with ample storage and counter space, making meal prep a

  SONIA FORCHETTI Julia B Fee Sothebys Int. Rlty

  24 Spring St, Pleasantville, NY 10570
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  56 Manville Rd Unit 1, Pleasantville, NY 10570

  56 Manville Rd Unit 1, Pleasantville, NY 10570
• 

  

  /12

  $250,000

  • Land
  • 0.41 Acre
  • $609,756 per Acre

  21 Washington Ave N, White Plains, NY 10603

  It's here and surprisingly affordable. Just what you have been waiting for, a multi-family building lot in the Valhalla School District. This two-family buildable lot is perched high with 67' frontage on Washington Avenue, affording a far and wide vista. There is 163' on the Virginia Road side. Build for efficiency and low maintenance, just the way you want it. This is a clean canvas waiting for

  Iris Kalt Berkshire Hathaway HS NY Prop

  21 Washington Ave N, White Plains, NY 10603
• 

  $2,450,000 Sold Jun 20, 2025

  • 6,495 Sq Ft
  • $377/SF
  • 46 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1995

  11 Boulder Trail, Chappaqua, NY 10514

  Spectacular 5-bedroom, 4 1/2 bath, 6,495 sq ft Colonial, located in the sought after Hardscrabble Lake neighborhood within the renowned Chappaqua School District. This home features a spacious, sun drenched open floor plan accented by large rooms, high ceilings, refined hardwood floors, walls of windows, and exquisite detailing throughout. As one enters, the expansive cathedral ceiling front

  Cindy Glynn Compass Greater NY, LLC

  11 Boulder Trail, Chappaqua, NY 10514
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  6 Lawrence Dr Unit A, White Plains, NY 10603

  6 Lawrence Dr Unit A, White Plains, NY 10603
• 

  

  /44

  $19,500,000

  • 8 Beds
  • 17 Baths
  • 26,454 Sq Ft

  11 Langhorne Ln, Greenwich, CT 06831

  Famed architect Boris Baranovich designed this extraordinary stone Georgian estate of 26,000+/- square feet on 8.788 secluded acres off of Round Hill Road. Exquisitely executed, this stately manor home offers eight bedrooms and twelve full and five half bathrooms throughout four levels of living space. Mature trees and lush lawn surround this exceptional estate with two gated entrances: one to

  Leslie McElwreath Sotheby's International Realty

  11 Langhorne Ln, Greenwich, CT 06831
• 

  $950,000 Sold Jun 19, 2025

  • 2,048 Sq Ft
  • $464/SF
  • 2 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1960

  385 Lake Shore Dr, Pleasantville, NY 10570

  Welcome to your serene retreat at 385 Lake Shore Drive in Pleasantville.Tucked away on a quiet cul-de-sac in a peaceful neighborhood with a scenic all-seasons lake, this beautifully maintained 4-bedroom, 2-bathroom ranch, surrounded by woods, offers comfortable, one-level living in a stunning natural setting. The open-concept layout features a spacious eat-in kitchen, dining, and living area that

  Natalia Wixom Compass Greater NY, LLC

  385 Lake Shore Dr, Pleasantville, NY 10570

Showing Results 361 - 400, Page 10 of 18