140

Homes for Sale near The Westfield Day School

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  • /20

    $9,495,000

    • 5 Beds
    • 6.5 Baths
    • 4,847 Sq Ft

    958 Lake Ave, Greenwich, CT 06831

    Unlimited potential awaits with an opportunity to acquire 12.66 acres within the golden triangle, a prime location in backcountry Greenwich. The existing house is located on 4 acres and is available to be purchased along with 960 Lake Ave, an additional 8.66 for a total of 12.66 sub-dividable acres. The property is quiet and very private. Build your dream home, a family compound or 3 separate

    Stefanie Lacoff BHHS New England Properties

    958 Lake Ave, Greenwich, CT 06831
  • /7

    $500,000

    • Land
    • 3.40 Acres
    • $147,059 per Acre

    334 Bedford Banksville Rd, Bedford, NY 10506

    Build Your Dream Home in the Byram Hills School District. Board of Health Fully Approved 5-Bedroom Septic System ready for you to create the home of your dreams or ask about house plans that are partially completed. Drainage Plan completed. Pool possible. A private setting close to the villages of Armonk, Bedford, and Greenwich offering shopping, restaurants, nature parks and so much more.

    Aurora Banaszek Compass Greater NY, LLC

    334 Bedford Banksville Rd, Bedford, NY 10506
  • /34

    $1,800,000

    • 4 Beds
    • 4.5 Baths
    • 3,929 Sq Ft

    4 Hemlock Hollow Place, Armonk, NY 10504

    Welcome to this sleek, light-filled Contemporary in Armonk, where openness and design converge on 2.21 private acres in the award-winning Byram Hills school district. A circular driveway leads to a dramatic double-height foyer with gleaming marble floors, setting the tone for the sun-drenched interiors that follow.Walls of windows, soaring ceilings, and skylights flood the home with natural

    Mary Stetson Stetson Real Estate

    4 Hemlock Hollow Place, Armonk, NY 10504
  • /49

    $1,350,000

    • 3 Beds
    • 4 Baths
    • 3,095 Sq Ft

    69 Whippoorwill Rd, Armonk, NY 10504

    Nestled in the heart of Armonk sits 69 Whippoorwill Rd, a timeless 1790 antique gem set on 1.4 lush green acres. Brimming with historic character and modern comforts, the main home is a beautifully preserved 3-bedroom abode that lives like a 5-bedroom with unmatched charm throughout - original doors, wide plank floors, and hand-hewn exposed wooden beams honor the home’s rich heritage. The first

    Catherine Orsini Compass Greater NY, LLC

    69 Whippoorwill Rd, Armonk, NY 10504
  • /35

    $2,195,000

    • 4 Beds
    • 3.5 Baths
    • 4,004 Sq Ft

    4 Circle Dr, Mount Kisco, NY 10549

    Brand New Construction in the award-winning Chappaqua School District set on over one level acre. Ready for occupancy at the end of July or early August 2025 – just in time for the new school year. With 4 bedrooms and 3.1 bathrooms, it offers a flexible and functional layout with spacious, sunlit interiors that feel welcoming and refined. The open-concept living and dining areas are complemented

    Aurora Banaszek Compass Greater NY, LLC

    4 Circle Dr, Mount Kisco, NY 10549
  • /22

    $749,000

    • 2 Beds
    • 2 Baths
    • 1,382 Sq Ft

    58 Whippoorwill Rd E, Armonk, NY 10504

    Move right in to this renovated farmhouse colonial. The new kitchen with quartz countertops, spacious island and stainless appliances is open to the dining area with door to deck and flows into the living room. Step down to a large family room with fireplace and new full bathroom. Upstairs is a newly renovated bathroom with walk in shower and two bedrooms, one with a walk-in cedar closet. The

    Julie Schneider Compass Greater NY, LLC

    58 Whippoorwill Rd E, Armonk, NY 10504
  • /16

    $1,450,000

    • 4 Beds
    • 5 Baths
    • 2,875 Sq Ft

    136 Roaring Brook Rd, Chappaqua, NY 10514

    Experience the pinnacle of refined living in this newly reimagined modern farmhouse, perfectly sited on a secluded, tree-lined acre in the heart of Chappaqua. With over 2,800 square feet of exquisitely finished space, this residence blends timeless architectural detail with sophisticated, high-end design for the ultimate in quiet luxury. Andersen 400 series windows and doors throughout, most are

    Aric Wiser Douglas Elliman Real Estate

    136 Roaring Brook Rd, Chappaqua, NY 10514
  • /36

    $1,250,000

    • 3 Beds
    • 3.5 Baths
    • 2,268 Sq Ft

    47 Bellefair Rd, Port Chester, NY 10573

    Move right in to this bright and completely renovated Spring Tide Colonial model in Bellefair. The perfect first floor includes a living room, formal dining room, a recently renovated kitchen with granite countertops and top of the line stainless steel appliances that opens to a family room with gleaming hardwood floors. Master bedroom with his and hers walk-in closet and bathroom plus two

    Ken Wile Redfin Real Estate

    47 Bellefair Rd, Port Chester, NY 10573
  • /24

    $830,000

    • 2 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    5 Grove Mews, Chappaqua, NY 10514

    All the space and privacy of a single-family home with the ease of condo living! One of the few completely stand-alone and private townhouses in Apple Hill Farm, this spacious 2-bedroom, 2.5-bath home offers a rare blend of comfort, style, and convenience. Enjoy the serene setting from a large wrap-around wood deck overlooking lush, wooded views—perfect for morning coffee or evening entertaining.

    Karin Kimtis Compass Greater NY, LLC

    5 Grove Mews, Chappaqua, NY 10514
  • /19

    $245,000

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    70 Manville Rd Unit 1, Pleasantville, NY 10570

    Welcome to this beautifully updated first-floor 1-bedroom, 1-bathroom unit in the sought-after Ledgerock Gardens co-op community. Featuring a modern open floor plan with a seamless flow between living, dining, and kitchen areas, this home offers both comfort and style. Enjoy the convenience of being just a short distance from Pleasantville Village’s charming restaurants, shops, public library,

    Rita Longo Howard Hanna Rand Realty

    70 Manville Rd Unit 1, Pleasantville, NY 10570
  • /19

    $1,350,000

    • 4 Beds
    • 4 Baths
    • 4,090 Sq Ft

    14 Perry Ct, Armonk, NY 10504

    A Rare Gem in the Heart of Armonk!Just in time for the school year—this raised ranch on a private cul-de-sac sits on over 2+ acres, offering both convenience and potential. With a new roof and mid-construction status, it’s ready to be completed exactly to your taste!The first floor boasts four spacious bedrooms, an inviting living room, dining room, and open kitchen. Downstairs, you’ll

    Stacey Sporn William Raveis Real Estate

    14 Perry Ct, Armonk, NY 10504
  • /50

    $1,899,000

    • 4 Beds
    • 3.5 Baths
    • 3,917 Sq Ft

    29 Cedar Ln, Pleasantville, NY 10570

    Welcome to your dream home nestled in the serene cul-de-sac of Pleasantville. This stunning 4-bedroom, 4-bathroom residence spans an impressive 3917 square feet, offering luxurious living with a touch of modern elegance. Step inside to discover a home that was rebuilt in 2023 and designed by local architect Tim Leonard. A beautiful open floor plan adorned with exquisite wood floors that flow

    Karen O'Connor Compass Greater NY, LLC

    29 Cedar Ln, Pleasantville, NY 10570
  • /19

    $595,000

    • 4 Beds
    • 1.5 Baths
    • 1,716 Sq Ft

    94 East Way, Mount Kisco, NY 10549

    Charming and full of character, this 4-bedroom, 1.5-bath Cape Cod-style home is set on a private and peaceful parcel. The entry opens to a cozy living room with a wood-burning fireplace, creating a warm and inviting atmosphere. Natural light pours into the kitchen and dining area through oversized windows, enhancing the warmth and openness of the space. A convenient mudroom with generous

    Mark Boyland Keller Williams Realty Partner

    94 East Way, Mount Kisco, NY 10549
  • /5

    $599,000

    • 1 Bed
    • 1.5 Baths
    • 1,052 Sq Ft

    1008 King St, Chappaqua, NY 10514

    Major Renovation required.Property being sold As Is. Verify Taxes with municipality. Price includes New Construction and Engineering Plans with Clean Asbestos Abatement Certificate. Underground Oil Tank has been removed with a Clear D.E.C; Certificate.

    Joseph Vitulli Elite Properties

    1008 King St, Chappaqua, NY 10514
  • /31

    $6,550,000

    • 7 Beds
    • 9 Baths
    • 10,723 Sq Ft

    28 Thunder Mountain Rd, Greenwich, CT 06831

    Elegance and luxury define this light-filled modern stone + clapboard home on 2 stunning acres near town + schools. Designed by Rich Granoff, this 7-bedroom, 7.2-bath residence offers exceptional indoor/outdoor living w pool, spa, covered terrace w fireplace + firepit—all on a quiet cul-de-sac. Recently redesigned, the open floor plan + soaring ceilings create a bright, airy feel throughout.

    B.K. Bates Houlihan Lawrence

    28 Thunder Mountain Rd, Greenwich, CT 06831
  • /38

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 3,012 Sq Ft

    513 Bedford Rd, Armonk, NY 10504

    Move right in! Enjoy easy living in this beautiful, sun-filled, sprawling contemporary in Armonk with Byram Hills schools!. This beautiful 4-bedroom, 3-bathroom home is nestled on 8 acres of serene privacy and mature plants. This modern style, expansive home offers a spacious and open layout ideal for entertaining and everyday gatherings. Soaring ceilings, abundant windows and skylights,

    Manish Manjul RE/MAX Distinguished Hms.&Prop

    513 Bedford Rd, Armonk, NY 10504
  • /13

    $564,000

    • 1 Bed
    • 1.5 Baths
    • 1,056 Sq Ft

    9 Foxwood Dr Unit 4, Pleasantville, NY 10570

    Sophistication meets comfort at this stunning Tudor-style residence in the highly sought-after Foxwood community. One of the largest units in the complex, this sun-drenched home offers a gracious layout with one spacious bedroom, a versatile office/guest room, and 2 beautifully appointed baths. Expansive windows flood the living spaces with natural light, highlighting elegant finishes and

    Laurie Correia Houlihan Lawrence Inc.

    9 Foxwood Dr Unit 4, Pleasantville, NY 10570
  • /37

    $6,950,000

    • 6 Beds
    • 9 Baths
    • 11,615 Sq Ft

    21 Sterling Rd S, Armonk, NY 10504

    Where design meets purpose—this award-winning home brings together architectural innovation and serene luxury. Created by Carol Kurth Architecture and built by Legacy Construction NE, exceptional craftsmanship is seen throughout the home, showcased by a mix of natural materials and bold structural details. A cantilevered fireplace, floating staircases and cathedral ceilings are some of the

    Brian Milton Compass Greater NY, LLC

    21 Sterling Rd S, Armonk, NY 10504
  • /16

    $1,150,000

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    156 Bedford Rd Unit 1, Armonk, NY 10504

    Welcome to Armonk Close, a luxurious condo community in the heart of Armonk. This 2 bedroom, 2 bath unit features a semi-private garage, a private balcony, high-end finishes like Bosch stainless steel appliances, gas cooking, Kohler fixtures, fully outfitted closets, and individual gas-fired water heaters. With an intercom system and guest parking, Armonk combines convenience with comfort.

    Sandra Scarano William Raveis Real Estate

    156 Bedford Rd Unit 1, Armonk, NY 10504
  • /38

    $2,395,000

    • 4 Beds
    • 3.5 Baths
    • 3,970 Sq Ft

    4 Hidden Valley Way, Bedford, NY 10506

    Welcome home to this beautiful colonial, perfectly situated in a spectacular private setting that backs up to the pristine Mianus River Gorge. These original owners thoughtfully designed and customized the home with high-end finishes and exceptional attention to detail throughout. The heart of the home is a recently renovated kitchen, featuring a gas cooktop, custom cabinetry, stone countertops,

    Amy Smith Sroka Julia B Fee Sothebys Int. Rlty

    4 Hidden Valley Way, Bedford, NY 10506
  • /14

    $600,000

    • 3 Beds
    • 2 Baths
    • 880 Sq Ft

    380 Whippoorwill Rd, Chappaqua, NY 10514

    This charming cottage has been completely reimagined, seamlessly blending timeless character with modern luxury. Fully gut-renovated and thoughtfully redesigned from top to bottom, this inviting home offers the perfect retreat—whether you're seeking a serene weekend escape or a full-time residence.Ideally located just minutes from downtown Chappaqua and seconds from Chappaqua Crossing, Horace

    Christine Anderson Compass Greater NY, LLC

    380 Whippoorwill Rd, Chappaqua, NY 10514
  • /32

    $849,000

    • 4 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    73 S Bedford Rd, Chappaqua, NY 10514

    Welcome home to this well-maintained residence in the heart of vibrant Chappaqua! This 4 bedroom and 2.5 full bathroom house is located in the award-winning Chappaqua school district. Step inside to discover gleaming hardwood floors throughout, a cozy living room with a wood-burning fireplace, and a bright, charming dining room. The kitchen features ample cabinetry, granite countertops, and

    Thomas Hennerty

    73 S Bedford Rd, Chappaqua, NY 10514
  • /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
  • /28

    $799,000

    • 2 Beds
    • 2.5 Baths
    • 1,767 Sq Ft

    149 King St Unit 4, Chappaqua, NY 10514

    Experience the vibrancy and user-friendly vibe of the Hamlet of Chappaqua in this very special move-in ready, end-unit townhouse, which could be the one you’ve been waiting for. Perfectly located, it is walkable to train, schools, restaurants, shops, farmer’s market, town hall, library and more. It offers generous space with flexibility of use featuring two large bedrooms, plus loft, lower level

    Nancy Jones Julia B Fee Sothebys Int. Rlty

    149 King St Unit 4, Chappaqua, NY 10514
  • /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
  • /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
  • /43

    $2,000,000

    • 6 Beds
    • 6 Baths
    • 5,234 Sq Ft

    50 Overlook Dr, Chappaqua, NY 10514

    50 Overlook Drive, an elegant 6-bedroom colonial Tudor set in a quiet, tree-lined neighborhood. With fresh upgrades completed this month, including interior repainting, carpet-removal to expose wood floors. This one-of-a-kind home is a must see. Meticulously maintained heating and cooling systems, brick exterior, and a classic-tile roof are some of the exceptional features this home can

    Wendy Nolan Houlihan Lawrence Inc.

    50 Overlook Dr, Chappaqua, NY 10514
  • /4

    $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
  • /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
  • /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
  • /47

    $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
  • /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
  • /46

    $1,550,000

    • 4 Beds
    • 4.5 Baths
    • 4,800 Sq Ft

    12 Woodland Ct S, Bedford, NY 10506

    Sprawling colonial where tranquility meets sophistication. Imagine spending the summer relaxing or entertaining poolside on this stone patio, set on over 2 acres of rolling landscape with mature gardens, all surrounded by protected land. The interior opens to a generous foyer, a formal living room w/fireplace, formal dining room and large sunken family room with custom woodworking, a fireplace

    Sarah Ryan William Raveis-New York LLC

    12 Woodland Ct S, Bedford, NY 10506
  • /12

    $509,500

    • 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
  • /54

    $8,250,000

    • 6 Beds
    • 10 Baths
    • 9,600 Sq Ft

    828 North St, Greenwich, CT 06831

    Pristine stone Georgian colonial set on over four acres of verdant level lawn in back country Greenwich. Custom built, this 9,600+/- SF home was crafted with high ceilings, custom moldings and superb attention to detail on all three levels serviced by an elevator. Stunning double height entry, elegant formal rooms, gourmet kitchen with sun-filled breakfast area adjoining double height family room

    Leslie McElwreath Sotheby's International Realty

    828 North St, Greenwich, CT 06831
  • /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
  • /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
  • /35

    $799,000

    • 2 Beds
    • 2.5 Baths
    • 1,483 Sq Ft

    11 Brundage St, Armonk, NY 10504

    Welcome to 11 Brundage Street — a charming & thoughtfully updated home nestled in the heart of Armonk & located within the Byram Hills School District. Ideally situated just moments from the shops, dining, & amenities of downtown Armonk, this move-in ready gem offers the perfect combination of comfort, style, & versatility. Step outside to a large, sunny deck—perfect for outdoor

    Michael Levy eXp Realty

    11 Brundage St, Armonk, NY 10504
  • /38

    $7,250,000

    • 5 Beds
    • 6 Baths
    • 6,714 Sq Ft

    21 Aiken Rd, Greenwich, CT 06831

    Introducing a timeless Round Hill estate, on the market for the first time in over 50 years. Nestled midway along a quiet cul-de-sac, this pastoral property spans over 10+ sweeping, private acres with mature plantings and specimen tress overlooking a tranquil pond. The main residence features beautifully proportioned, sun-filled rooms, 5 bedrooms, 4 full and 2 half baths, and a walk-out lower

    Krissy Blake Sotheby's International Realty

    21 Aiken Rd, Greenwich, CT 06831
  • /35

    $3,900,000

    • 4 Beds
    • 9 Baths
    • 9,651 Sq Ft

    7 Ridgeview Cir, Armonk, NY 10504

    Welcome to this exceptional home where luxury and functionality meet. A bluestone walkway leads to a covered front porch with built-in heaters, setting the stage for refined living. Inside, a grand foyer opens to thoughtfully designed living spaces. The gourmet kitchen features an oversized island, 6-burner Wolf oven, Sub-Zero refrigerator and freezer, dual dishwashers, and a spacious walk-in

    Amber Thomas Compass Greater NY, LLC

    7 Ridgeview Cir, Armonk, NY 10504

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