21,851

Westchester, NY Homes

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  • 263 Mill River Rd, Chappaqua, NY 10514

    $1,100,000 Sold Jul 22, 2025

    • 3,444 Sq Ft
    • $319/SF
    • 87 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1987

    263 Mill River Rd, Chappaqua, NY 10514

    Step through the automatic double gates into your private sanctuary, framed by a stately stone wall entrance, a charming blue stone and Belgium block walkway, and elegant wrought iron railings. This breathtaking property is beautifully landscaped with lush flower gardens, expansive emerald lawns, and an array of specimen trees and fruit plants that create a serene, park-like

    Carolina Vinciguerra RE/MAX Town & Country

    263 Mill River Rd, Chappaqua, NY 10514
    • /32

      Est $4,453,000 Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 7,152 Sq Ft

      433 Riversville Rd, Greenwich, CT 06831

      433 Riversville Rd, Greenwich, CT 06831
  • /43

    $1,120,000

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    29 Meadow Ln, Chappaqua, NY 10514

    Location, Location, Location. Welcome to the sought-after hamlet of Chappaqua! 29 Meadow Lane is nestled on a charming Cul-De-Sac in a quiet and beautiful neighborhood, this lovely home sitting on over a half-acre offers the perfect blend of comfort, elegance, and versatility. The open concept main floor features a spacious sun-lit dining area, kitchen, living room and sunroom. With 4 bedrooms

    Daniel Berger RE/MAX Prestige Properties

    29 Meadow Ln, Chappaqua, NY 10514
  • 6 Dewitt Dr Unit 65, Chappaqua, NY 10514

    $1,600,000 Sold Jul 22, 2025

    • 3,353 Sq Ft
    • $477/SF
    • 66 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 2025

    6 Dewitt Dr Unit 65, Chappaqua, NY 10514

    As you enter this END UNIT Millwood Elite Fairview, the exquisite foyer presents sweeping views of this home's open-concept floor plan and luxurious finishes. A large center island in the kitchen overlooks the casual dining area. The great room is the perfect setting for relaxation with its cozy fireplace and ample natural light. The appealing primary bedroom suite boasts a lavish bath and ample

    Andrea Martone Houlihan Lawrence Inc.

    6 Dewitt Dr Unit 65, Chappaqua, NY 10514
    • /7

      Est $7,843,563 Not Listed For Sale

      • 6 Beds

      528 Riversville Rd, Greenwich, CT 06831

      528 Riversville Rd, Greenwich, CT 06831
  • /26

    $897,000

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft

    237 Brady Ave, Hawthorne, NY 10532

    Newly renovated 3-bedroom, 2-bath single-family home—a perfect blend of modern style, smart design, and everyday comfort. New Hardwood Oak floors. The thoughtfully designed layout allows for an abundance of natural light, creating a warm and welcoming atmosphere in every room. The spacious living area is ideal for both relaxing and entertaining, while the open-concept kitchen features stylish

    Sokol Biberaj Century 21 Dawns Gold Realty

    237 Brady Ave, Hawthorne, NY 10532
  • 65 Overlook Dr, Valhalla, NY 10595

    $510,000 Sold Jul 21, 2025

    • 1,451 Sq Ft
    • $351/SF
    • 8 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1927

    65 Overlook Dr, Valhalla, NY 10595

    Welcome to 65 Overlook Drive, a rare opportunity to bring your dream home to life. This unique property is fully stripped to the studs, offering a blank canvas for builders, designers, and visionaries alike. With original soaring beamed ceilings, incredible curved staircase and fireplace the layout and bones of this home set the stage for something truly special.Upstairs, you will find

    Jennifer Ogden Ally Realty

    65 Overlook Dr, Valhalla, NY 10595
    • /2

      Est $5,144,000 Not Listed For Sale

      • 6 Beds
      • 11 Baths
      • 10,353 Sq Ft

      550 Riversville Rd, Greenwich, CT 06831

      550 Riversville Rd, Greenwich, CT 06831
  • /31

    $1,300,000

    • 3 Beds
    • 2.5 Baths
    • 2,912 Sq Ft

    140 Old Farm Rd S, Pleasantville, NY 10570

    Enjoy vacation like living everyday in this spacious home located on 1 acre of parklike property. This home features a no-step ranch with open floorplan and a beautiful primary suite on the main level. Doors out to a spacious deck overlooking private pool complete with outside kitchen/barbecue area make for a vacation at home. The lower level consists of family room with door out to

    Sharon Foley ERA Insite Realty Services

    140 Old Farm Rd S, Pleasantville, NY 10570
  • 64 Sheather Rd, Mount Kisco, NY 10549

    $1,995,000 Sold Jul 21, 2025

    • 5,216 Sq Ft
    • $382/SF
    • 18 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2007

    64 Sheather Rd, Mount Kisco, NY 10549

    Location! Location! Location! Over two peaceful acres in a top estate area. Beautiful grounds with rolling lawns, specimen shrubs and natural woodlands. Refined Country Colonial. Impressive and beautifully finished interior with high ceilings, beautiful hardwoods and substantial moldings. Two-Story Entrance Hall. Formal Living and Dining Rooms for elegant entertaining. Library. Chef’s Kitchen

    Benjamin Ginnel Ginnel Real Estate

    64 Sheather Rd, Mount Kisco, NY 10549
  • /24

    $1,149,500

    • 3 Beds
    • 2.5 Baths
    • 2,714 Sq Ft

    20 Dennis Ln, Pleasantville, NY 10570

    Welcome to your dream home! This stunning 3-bedroom, 2.5-bath residence combines thoughtful design, modern comfort, and stylish finishes in a newer construction that truly has it all. Soaring ceilings and a bright, open-concept layout create a spacious atmosphere perfect for everyday living and effortless entertaining.At the heart of the home is a builder - upgraded expanded kitchen,

    Daniela Grisanti HomeSmart Homes & Estates

    20 Dennis Ln, Pleasantville, NY 10570
  • 12 Kavey Ln, Armonk, NY 10504

    $1,401,000 Sold Jul 21, 2025

    • 2,722 Sq Ft
    • $515/SF
    • 15 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1963

    12 Kavey Ln, Armonk, NY 10504

    Welcome to your classic 4-bedroom colonial perfectly situated in the heart of it all, nestled on a quiet street. Step inside to discover an inviting layout featuring an updated kitchen with modern appliances, ideal for both everyday living and entertaining. The spacious living areas flow seamlessly, and the finished walkout basement offers endless possibilities—perfect for a game room, home gym,

    Elizabeth Ronel Coldwell Banker Realty

    12 Kavey Ln, Armonk, NY 10504
    • /32

      Est $6,188,000 Not Listed For Sale

      • 6 Beds
      • 9.5 Baths
      • 8,405 Sq Ft

      99 Richmond Hill Rd, Greenwich, CT 06831

      99 Richmond Hill Rd, Greenwich, CT 06831
  • /4

    $2,195,900

    • 4 Beds
    • 3.5 Baths
    • 3,855 Sq Ft

    75 Eton Rd, Thornwood, NY 10594

    Brand New Luxury Home - Byram Hills School District | Town of Mt. Pleasant (Thornwood, NY) | Over 1 AcreDiscover refined living in this beautifully crafted new construction home offering 3,855 sq. ft. of elegant design and high-end finishes. Perfectly located in the Byram Hills school district, this home blends modern functionality with timeless sophistication.Property Features:• 4

    Joanne Ricciardella Crecco Real Estate

    75 Eton Rd, Thornwood, NY 10594
  • 23 Cross Ridge Rd, Chappaqua, NY 10514

    $1,501,000 Sold Jul 21, 2025

    • 3,525 Sq Ft
    • $426/SF
    • 15 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1961

    23 Cross Ridge Rd, Chappaqua, NY 10514

    Spacious 4 bedroom/ 4 bathroom home that lives like a 5+ bedroom in a coveted Chappaqua neighborhood. Light and bright freshly painted updated home with hardwood floors throughout. The first floor has an entry foyer, powder room, eat-in-kitchen with granite countertops and new stainless steel appliances, living room/ dining room with fireplace and sliding doors to a wrap around deck also

    Pamela Akin Douglas Elliman Real Estate

    23 Cross Ridge Rd, Chappaqua, NY 10514
    • /38

      Est $6,626,000 Not Listed For Sale

      • 9 Beds
      • 16 Baths
      • 14,956 Sq Ft

      160 John St, Greenwich, CT 06831

      160 John St, Greenwich, CT 06831
  • /7

    $3,195,000

    • 5 Beds
    • 5.5 Baths
    • 6,128 Sq Ft

    10 East Ln, Armonk, NY 10504

    Welcome to 10 East Lane -your future modern villa nestled on over an acres of private land in an exclusive new 3 -Lot subdivision in Armonk. With a 9- month construction timeline, you can look forward to moving in by March 2026. Now is the ideal moment to secure your dream home and personalize every detail to suit your lifestyle.Designed to embrace the best of the outdoors, this home

    Jaimme Pudalov Houlihan Lawrence Inc.

    10 East Ln, Armonk, NY 10504
  • 158 Bradhurst Ave, Hawthorne, NY 10532

    $950,000 Sold Jul 18, 2025

    • 2,773 Sq Ft
    • $343/SF
    • 16 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1958

    158 Bradhurst Ave, Hawthorne, NY 10532

    Welcome Home! This beautiful sun filled split-level 4 bedroom, 3 bath home is an entertainers dream with many upgrades, perfect for multigenerational living. Situated on a half acre, a large tiled entryway leads to a home with HW floors, bay window, recessed lighting, custom cabinetry and a gas fireplace; open concept kitchen/DR with vaulted ceilings and 2 skylights. Featuring a large granite

    Adam Eliassof Coldwell Banker Realty

    158 Bradhurst Ave, Hawthorne, NY 10532
    • /17

      Est $1,769,714 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,224 Sq Ft

      129 Cutler Rd, Greenwich, CT 06831

      129 Cutler Rd, Greenwich, CT 06831
  • /40

    $3,225,000

    • 6 Beds
    • 7 Baths
    • 6,520 Sq Ft

    63 Buckout Rd, White Plains, NY 10604

    Set on a sprawling one-acre private lot, surrounded by Silver Lake Preserve, this beautifully crafted new home blends luxury and elegance in every detail. With over 6,500 sq ft (including basement) of living space and an open floor plan, it’s designed for both comfort and style.The main level features 9-foot ceilings with crown molding, a spacious living room, formal dining with Butler’s pantry,

    David White Owner Entry.com

    63 Buckout Rd, White Plains, NY 10604
  • 35 Stonewall Cir, West Harrison, NY 10604

    $2,200,000 Sold Jul 18, 2025

    • 5,779 Sq Ft
    • $381/SF
    • 12 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2001

    35 Stonewall Cir, West Harrison, NY 10604

    Welcome to 35 Stonewall Circle, located in the highly desirable Park Lane Reserve. This five bedroom colonial with exceptional curb appeal sets the stage for a lifestyle home of comfort and elegance boasting a private flat level backyard with deck to do your summer entertaining. Step inside to discover a thoughtfully designed interior, where natural light floods the open-concept living spaces,

    Lisa Teich Julia B Fee Sothebys Int. Rlty

    35 Stonewall Cir, West Harrison, NY 10604
    • /27

      Est $1,476,000 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,928 Sq Ft

      128 Cutler Rd, Greenwich, CT 06831

      128 Cutler Rd, Greenwich, CT 06831
  • /43

    $977,700

    • 3 Beds
    • 2 Baths
    • 1,695 Sq Ft

    290 Mountain Rd, Pleasantville, NY 10570

    Modern Living Meets Natural Beauty in the Heart of Pleasantville. Perched above the charming village of Pleasantville, this modern masterpiece has been completely rebuilt from the ground up, offering a one-of-a-kind blend of contemporary design and character. Set on nearly three-quarters of an acre, the home offers privacy and serenity—yet is located under a mile from Metro North, with express

    Matthew Valvano Berkshire Hathaway HS NY Prop

    290 Mountain Rd, Pleasantville, NY 10570
  • 1 Welwyn Ln, Valhalla, NY 10595

    $941,000 Sold Jul 17, 2025

    • 1,974 Sq Ft
    • $477/SF
    • 12 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1969

    1 Welwyn Ln, Valhalla, NY 10595

    Charming Colonial nestled back on picturesque 0.51 acre lot in desirable neighborhood. First time on market in 54 years. First floor has entry hall which connects to living room, dining room, kitchen & family room. 3-Season Sun Room (12' x 16') w/ vaulted ceiling (not incl. in sq.ft.) off family room. New Hardwood floors in entry hall and family room, refinished hardwood in living room, dining

    Gregory McCarthy Houlihan Lawrence Inc.

    1 Welwyn Ln, Valhalla, NY 10595
    • /21

      Est $1,480,000 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,468 Sq Ft

      45 Cliffdale Rd, Greenwich, CT 06831

      45 Cliffdale Rd, Greenwich, CT 06831
  • /30

    $830,000

    • 4 Beds
    • 1 Bath
    • 1,890 Sq Ft

    414 Bear Ridge Rd, Pleasantville, NY 10570

    Charming Historic Colonial built in 1870 with original hardwood floors throughout and unique moldings that showcase artisanal craftsmanship from the mid-19th century. Every room has its own character, just waiting for you to fill it with your own touches and memories. Kitchen has been updated with plenty of storage. Large front porch with tons of privacy. Expansive newer windows throughout

    Stacy Weinberg Giner Real Estate Inc.

    414 Bear Ridge Rd, Pleasantville, NY 10570
  • 27 Annadale St, Armonk, NY 10504

    $950,000 Sold Jul 17, 2025

    • 2,953 Sq Ft
    • $322/SF
    • 23 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1925

    27 Annadale St, Armonk, NY 10504

    Country living in a Village Environment. Traditional 1925 colonial which originally included a dentist's home office, later converted to personal use. Spacious and elegantly nestled in the village of Armonk. This home conveniently provides interesting space for easy living.The large square footage includes 4 bedrooms, 2 of which could be considered as primary bedrooms, 3 full and 2 half

    Judith Kitt Douglas Elliman Real Estate

    27 Annadale St, Armonk, NY 10504
  • /7

    $795,000

    • Land
    • 2.43 Acres
    • $327,160 per Acre

    7 Vincent Ln, Armonk, NY 10504

    Rare opportunity to build your dream home on a quiet cul-de-sac in a premier area of $3M + estates in Armonk. Bring your architect/builder to create your vision. Had BOH approval in the late 1990's for approval for 5 bedroom septic with pump system. Neighborhood homes have drilled wells and oil tanks above ground. Building lot shares driveway with 2 other gated homes already built. Just

    Harriet Libov Houlihan Lawrence Inc.

    7 Vincent Ln, Armonk, NY 10504
  • 3 Sunset Dr, Chappaqua, NY 10514

    $1,775,000 Sold Jul 17, 2025

    • 3,587 Sq Ft
    • $495/SF
    • 7 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1969

    3 Sunset Dr, Chappaqua, NY 10514

    Welcome to your beautifully maintained 4-bedroom Colonial at 3 Sunset Drive in the heart of Chappaqua! This charming home boasts 3.5 bathrooms and offers a spacious 3,587 square feet of living space. Step inside to find oak wood flooring throughout and a wood-paneled home office, perfect for working from home. Large windows fill the space with natural light, creating a warm and inviting

    Debra Goldenberg Compass Greater NY, LLC

    3 Sunset Dr, Chappaqua, NY 10514
    • /54

      Est $1,878,000 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,214 Sq Ft

      76 Richmond Hill Rd, Greenwich, CT 06831

      76 Richmond Hill 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
  • 51 E Ridge Ln, Mount Kisco, NY 10549

    $1,150,090 Sold Jul 15, 2025

    • 2,390 Sq Ft
    • $481/SF
    • 11 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1969

    51 E Ridge Ln, Mount Kisco, NY 10549

    Nestled at the end of a quiet Cul de Sac, this spacious Colonial in the Chappaqua School District is ready to welcome its new owners. Upon entering the generous Center Hall, you will find a cozy den and expansive kitchen with large dining area and wood-burning fireplace. Also on this level, sliding glass doors lead to a large deck with stairs to a vast open back yard. A laundry room, powder room

    Matthew Gluck Nestedge Realty

    51 E Ridge Ln, Mount Kisco, NY 10549
    • /25

      Est $1,767,000 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,682 Sq Ft

      15 Audubon Ln, Greenwich, CT 06831

      15 Audubon Ln, 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
  • 119 Tradition Ct, White Plains, NY 10603

    $1,240,000 Sold Jul 15, 2025

    • 2,877 Sq Ft
    • $431/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2000

    119 Tradition Ct, White Plains, NY 10603

    Live the vacation lifestyle every day! Welcome to this sparkling, spacious center hall colonial where comfort, convenience, and luxury blend seamlessly. Located in a prime Valimar neighborhood, this move-in-ready home offers the best of country club living with resort-style amenities including a pool, playground, and a vibrant community clubhouse—just steps from your door. The main level features

    Debra Goodwin Corcoran Legends Realty

    119 Tradition Ct, White Plains, NY 10603
    • /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
  • /44

    $799,000

    • 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
  • 22 Mountain Peak Rd, Chappaqua, NY 10514

    $1,850,000 Sold Jul 15, 2025

    • 4,419 Sq Ft
    • $419/SF
    • 17 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1972

    22 Mountain Peak Rd, Chappaqua, NY 10514

    Beautiful views welcome you to this updated 5 bedroom Colonial, professionally landscaped and located on a perfect cul de sac close to town and schools! The first floor boasts a gracious formal living room w/ a wood-burning fireplace and formal dining rm featuring a sunny bay window. Chef's eat in kitchen with granite counters, island with seating and sliding glass doors to the deck. The

    Usha Subramaniam Compass Greater NY, LLC

    22 Mountain Peak Rd, Chappaqua, NY 10514

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