Homes for Sale near The Westfield Day School

/36
$2,900,000
- 3 Beds
- 2.5 Baths
- 4,670 Sq Ft
98 Hunting Ridge Rd, Greenwich, CT 06831

Anchored into a hillside, this three level Mid Century Marvel is proof that two things can be true at the same time, as it both blends into, and stands out in, the surrounding natural habitat of native plants and massive rocks sculpted by a long-forgotten glacier. This property in North Greenwich is truly one of a kind, designed and built by the visionary artist and architect Norman Hoberman, it

Betsy Anderson

William Pitt Sotheby's Int'l

(475) 275-0824

98 Hunting Ridge Rd, Greenwich, CT 06831
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/38
$1,175,000
- 3 Beds
- 3 Baths
- 3,728 Sq Ft
57 Hamilton Dr, Chappaqua, NY 10514

Welcome to a sleek contemporary home that seamlessly blends indoor comfort with an exceptional outdoor retreat. From the moment you enter, you'll appreciate the design's focus on chic, easy living, bathed in natural light and showcasing exposed beams, custom built-ins, and premium appointments. This home boasts an open concept and has been fully updated, living generously like a 4 or 5-bedroom

Sherry Wiggs

Houlihan Lawrence Inc.

(914) 862-7931

57 Hamilton Dr, Chappaqua, NY 10514
/27
$6,795,000
- 6 Beds
- 8 Baths
- 7,447 Sq Ft
79 Richmond Hill Rd, Greenwich, CT 06831

Completely renovated exquisitely designed Colonial-style home, nestled on 4 park-like acres. Custom millwork, built-ins, designer lighting, and European fixtures. Light-filled family dining area featuring a 20-foot curved sliding glass wall that opens to the patio and pool. The Primary Suite boasts private balcony, large dressing room, and luxurious bath complete with radiant heated floors,

Kevin Stone

Sotheby's International Realty

(475) 255-6696

79 Richmond Hill Rd, Greenwich, CT 06831
/36
$1,600,000
- 4 Beds
- 3.5 Baths
- 2,467 Sq Ft
112 Great Oak Ln, Pleasantville, NY 10570

Nestled in the heart of the sought-after Village of Pleasantville, just steps away from everything Pleasantville...resturants, shops, schools, Metro North and the Farmer's Market, this quintessential 1920s Colonial invites you to experience the perfect blend of timeless charm and modern luxury. From the moment you walk onto the welcoming rocking chair porch—ideal for entertaining or enjoying a

Loretta Fleming Chiavetta

Coldwell Banker Realty

(914) 529-6811

112 Great Oak Ln, Pleasantville, NY 10570
/49
$1,575,000
- 4 Beds
- 3.5 Baths
- 3,726 Sq Ft
41 Carlton Dr, Mount Kisco, NY 10549

Welcome to 41 Carlton Drive, Mount Kisco, NY. Mount Kisco Chase community. Located just below the cul-de-sac, this stunning colonial offers the perfect blend of classic elegance and modern comfort.The first floor features an expansive formal living room and dining room, and a beautifully updated kitchen (2020) that boasts a double oven, gas cooktop with mounted pot filler, large island with

Samantha Ortiz

Howard Hanna Rand Realty

(914) 928-2339

41 Carlton Dr, Mount Kisco, NY 10549
/44
$1,790,000
- 3 Beds
- 3.5 Baths
- 3,614 Sq Ft
21 Wallace Way, Chappaqua, NY 10514

Better than new at Chappaqua Crossings Carriages! Be among the first to experience this spectacular new community featuring a delightful and charming village atmosphere in the heart of Westchester, Chappaqua, NY. This stunning “Byram Newhaven model” situated in a prime location within the community, offers great curb appeal with its expansive front porch, stone walls and specimen plantings; and

Kimberly Renzi Redfin Real Estate

21 Wallace Way, Chappaqua, NY 10514
/15
$3,000,000
- 2 Beds
- 3 Baths
- 1,707 Sq Ft
176 Bedford Rd, Greenwich, CT 06831

Carriage house on 4 acres updated and expanded in 2000.Enlarge or keep as a guest house and build new on the beautiful flat acreage.

Joann Erb Brown Harris Stevens CT, LLC

176 Bedford Rd, Greenwich, CT 06831
/49
$6,950,000
- 6 Beds
- 11 Baths
- 13,986 Sq Ft
3 Terrace Cir, Armonk, NY 10504

Elegant Architecture • Entertainer-Friendly Layout • Resort-Style Amenities Perched on one of the highest points in Armonk, 3 Terrace Circle is an exceptional estate offering luxury, privacy, and sweeping views. This custom-built residence is fully fenced and gated, spanning 4.26 acres of mature, landscaped grounds that blend bold architectural design with the tranquility of its Westchester

Marie Espinal Corcoran Legends Realty

3 Terrace Cir, Armonk, NY 10504
/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 embodies

Jaimme Pudalov Houlihan Lawrence Inc.

10 East Ln, Armonk, NY 10504
/29
$3,150,000
- 5 Beds
- 5.5 Baths
- 7,691 Sq Ft
28 Stone Paddock Place, Bedford, NY 10506

Sophisticated and chic, this immaculate stone and shingle Bedford Village home has spectacular, brand new designer kitchen and baths.The residence has 5 bedrooms, 5.1 baths, a beautiful wood-paneled office, three fireplaces, coffered ceilings and numerous built-ins (including Clive Christian cabinetry). The property is gated, fully fenced, has an updated cedar shingle roof, new generator and new

Angela Kessel Houlihan Lawrence Inc.

28 Stone Paddock Place, Bedford, NY 10506
/20
$5,850,000
- 5 Beds
- 6 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
/28
$3,495,000
- 6 Beds
- 8 Baths
- 5,613 Sq Ft
4 Mountain Laurel Dr, Greenwich, CT 06831

Stately Georgian brick home on a private cul-de-sac with 2 landscaped acres. Approach via a gated entrance to a circular driveway. Elegant, beautifully decorated home boasts 5,613 SF (add. 1000+/- sf in finished part of garden level), high ceilings, hardwood & stone floors & 5 fireplaces. Spacious entry foyer leads to gourmet kitchen w/Sub Zero, Viking & Bosch appliances, adj. family room has

Barbara Wells Houlihan Lawrence

4 Mountain Laurel Dr, Greenwich, CT 06831
/42
$4,350,000
- 5 Beds
- 7 Baths
- 5,257 Sq Ft
331 Round Hill Rd, Greenwich, CT 06831

Built in 1758 and thoughtfully updated, this exceptional residence offers a rare blend of historic craftsmanship and modern luxury. Original wide-plank hardwood floors, hand-hewn beams, and wood-burning fireplaces preserve its character, while the reimagined kitchen with premium appliances and elegant, updated baths provide a high standard of comfort. The interiors are expansive yet inviting,

Jack Sarsen Compass Connecticut, LLC

331 Round Hill Rd, Greenwich, CT 06831
/45
$2,800,000
- 5 Beds
- 5.5 Baths
- 6,073 Sq Ft
9 Oak Ridge Ct, West Harrison, NY 10604

Ideally positioned at the end of a distinguished cul-de-sac in one of West Harrison’s most exclusive enclaves, 9 Oak Ridge Court offers a rare blend of architectural grandeur and tranquil seclusion. Set behind a stately circular driveway on 1.76 impeccably landscaped acres, this estate delivers exceptional scale, sophistication, and lifestyle.A dramatic two-story foyer sets the tone for the

Jessica Chan Julia B Fee Sothebys Int. Rlty

9 Oak Ridge Ct, West Harrison, NY 10604
/39
$2,800,000
- 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
/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
/42
$3,499,000
- 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
/48
$2,650,000
- 4 Beds
- 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
/44
$2,795,000
- 5 Beds
- 7 Baths
- 6,673 Sq Ft
5 Club Way, Mount Kisco, NY 10549

Experience timeless elegance and modern luxury at 5 Club Way—a custom-built, light filled shingle and stone Young Colonial perfectly sited at the end of a quiet cul-de-sac in the coveted Lawrence Farms East enclave with Chappaqua Schools. Privately set on beautifully landscaped level acre with mature plantings and stone walls, pool and spa; this 5 bedroom, 4 full and 2 half bath residence offers

Barbara Pagliuca Houlihan Lawrence Inc.

5 Club Way, Mount Kisco, NY 10549
/43
$6,700,000
- 6 Beds
- 11 Baths
- 10,036 Sq Ft
280 Round Hill Rd, Greenwich, CT 06831

Ideally sited on more than two acres just minutes from town, this timeless and light-filled colonial offers the perfect blend of classic elegance and modern luxury. Graciously scaled rooms begin with an expansive foyer that provides a stunning front-to-back view, setting the tone for the rest of the home.The main residence features a private gym, home theater, custom 1,000-bottle wine cellar, six

Susan Holey Sotheby's International Realty

280 Round Hill Rd, Greenwich, CT 06831
/38
$3,150,000
- 5 Beds
- 9 Baths
- 8,775 Sq Ft
70 Haights Cross Rd, Chappaqua, NY 10514

Welcome to 70 Haights Cross, a stunning turn-key 5 bedroom, 7.2 bath colonial designed by noted architect Tasos Kokoris. Located in a coveted neighborhood, this home is set on 2 plus private professionally landscaped acres with a Gunite pool with waterfall and jacuzzi. The heart of the home lies in the gourmet kitchen featuring a Wolf-6-burner range, warming and fridge drawer, 2 Bosch dishwashers

Wendy Nolan Houlihan Lawrence Inc.

70 Haights Cross Rd, Chappaqua, NY 10514
/43
$3,149,000
- 5 Beds
- 5.5 Baths
- 7,238 Sq Ft
2 Heathcote Dr, Mount Kisco, NY 10549

A rare opportunity to move into this exceptionally young 2012 custom built well maintained, one owner home sited on over 2 acres of leveled, idyllic, private property in one of Chappaqua's most coveted neighborhoods. A private, gated drive introduces this 5+ bedroom, 7,200+sq ft home, exuding quality construction and meticulous workmanship in every detail. Designed with luxury finishes and

Usha Subramaniam Compass Greater NY, LLC

2 Heathcote Dr, Mount Kisco, NY 10549
/45
$2,995,000
- 3 Beds
- 3 Baths
- 4,100 Sq Ft
1 Devoe Rd, Armonk, NY 10504

Elegant Colonial with Pool on Cul-de-Sac in Armonk (Byram Hills Schools)Located on a quiet cul-de-sac, this expanded and updated Colonial sits on a level, landscaped acre with a heated in-ground pool, stone patio, and fenced yard. Oversized windows fill the home with light, showcasing wide-plank wood floors and high-end finishes.The chef’s kitchen features marble counters, custom cabinetry, and

Sandra Scarano William Raveis Real Estate

1 Devoe Rd, Armonk, NY 10504
/49
$3,695,000
- 4 Beds
- 6 Baths
- 6,546 Sq Ft
2 Quarter Mile Rd, Armonk, NY 10504

Tranquility Guaranteed --- Set in the prestigious Whippoorwill area of Armonk, this exceptional estate offers the perfect fusion of privacy, sophistication, and modern luxury, creating an unparalleled living experience. Set on top of the hill, the property offers picturesque sunsets. Better than new construction, this home is a true smart residence, featuring state-of-the-art technology that

Sandra Erlinghagen-Goldstein Julia B Fee Sothebys Int. Rlty

2 Quarter Mile Rd, Armonk, NY 10504
/38
$2,750,000
- 6 Beds
- 4.5 Baths
- 4,702 Sq Ft
85 Cutler Rd, Greenwich, CT 06831

This New England-style center hall colonial sits majestically atop a long private drive in idyllic back country Greenwich. The combination of outdoor spaces, set on 4 acres, make this home ideal for relaxation & entertaining...an in-ground pool, pool house, tennis court, and a versatile heated barn for creative pursuits. The interior features truly create an inviting atmosphere. Custom moldings,

Jodi Gutierrez Alliance R.E. Consultants

85 Cutler Rd, Greenwich, CT 06831
/11
$3,075,000
- 4 Beds
- 4.5 Baths
- 5,500 Sq Ft
32 Orchard Dr, Armonk, NY 10504

Welcome to Orchard Estates, a wonderful new development of single-family homes in Armonk. This beautiful estate property has been subdivided in 4 lots, ranging in size from 2.5 acres to 1.6 acres, offering privacy, specimen plantings, mature trees, level yards, pool sites, and more. This home “to be built” is approx. 5500 SF (including finished lower level) and details include 4 bedrooms, 4.5

Julie Schneider Compass Greater NY, LLC

32 Orchard Dr, Armonk, NY 10504
/41
$3,250,000
- 6 Beds
- 8 Baths
- 6,635 Sq Ft
8 Tinker Ln, Greenwich, CT 06830

Located just 8 min. from downtown GR & tucked away at the end of a quiet cul-de-sac off of Lake Ave, this exceptional property offers privacy and space. Spanning 2.07 acres of beautiful grounds with a circular driveway, this timeless home offers 6,636SF of living space designed for both comfort and grand-scale entertaining. With 6 bedrooms, 5 full baths and 3 half baths, every detail of this

Joan Suter BHHS New England Properties

8 Tinker Ln, Greenwich, CT 06830
/16
$3,190,000
- 4 Beds
- 4.5 Baths
- 7,271 Sq Ft
22 Whippoorwill Rd E, Armonk, NY 10504

Stunning New Construction in Armonk – Prime Location!This exceptional new modern colonial farmhouse is nearly complete and will be ready for delivery in July. Don't wait for new photos - come and see yourself! Nestled just minutes from Main Street in the charming town of Armonk, this unique home combines the latest construction technology, blended with traditional architecture, offering the

Natalia Wixom Compass Greater NY, LLC

22 Whippoorwill Rd E, Armonk, NY 10504
/50
$3,200,000
- 4 Beds
- 4.5 Baths
- 2,607 Sq Ft
401 Chestnut Ridge Rd, Mount Kisco, NY 10549

Nestled on 12 peaceful acres in Bedford Hills, this meticulously maintained home offers the perfect retreat. The property features an impressive driveway leading to two garages—one with a cozy living space above, complete with heated floors and a charming bedroom. Inside, the open-concept layout is filled with natural light, showcasing a spacious kitchen, dining room, and living room, each with

Debra Tricarico Houlihan Lawrence Inc.

401 Chestnut Ridge Rd, Mount Kisco, NY 10549
/35
$1,875,000
- 3 Beds
- 3.5 Baths
- 2,400 Sq Ft
162 Bedford Rd Unit 16, Armonk, NY 10504

Welcome to Armonk Close, a luxurious condo community in the heart of Armonk, New York. This exclusive development, completed in 2024, offers 20 modern units designed for sophisticated living. Each townhouse features a private 2-car garage, private balcony, and 400 SF rooftop deck, perfect for enjoying the surrounding views. High-end finishes include Bosch stainless steel appliances, gas cooking,

Sandra Scarano William Raveis Real Estate

162 Bedford Rd Unit 16, Armonk, NY 10504
/33
$1,850,000
- 3 Beds
- 3.5 Baths
- 2,400 Sq Ft
162 Bedford Rd Unit 15, Armonk, NY 10504

Welcome to Armonk Close, a luxurious condo community in the heart of Armonk, New York. This exclusive development, completed in 2024, offers 20 modern units designed for sophisticated living. Each townhouse features a private 2-car garage, private balcony, and 400 SF rooftop deck, perfect for enjoying the surrounding views. High-end finishes include Bosch stainless steel appliances, gas cooking,

Sandra Scarano William Raveis Real Estate

162 Bedford Rd Unit 15, Armonk, NY 10504
/29
$853,000
- 2 Beds
- 2.5 Baths
- 1,767 Sq Ft
149 King St Unit 4, Chappaqua, NY 10514

Experience the vibrancy of downtown Chappaqua in this delightful end-unit townhouse which could be the one you have been waiting for. Walk to shops, restaurants, train, town hall, farmer's market and library. Move right into this spacious 2 bedroom, 2 1/2 bath plus loft home and enjoy all this user-friendly location has to offer. There are exceptional hardwood floors on both the first and

Nancy Jones Julia B Fee Sothebys Int. Rlty

149 King St Unit 4, Chappaqua, NY 10514
/43
$1,125,000
- 5 Beds
- 2.5 Baths
- 3,013 Sq Ft
3 Mellis Place, Valhalla, NY 10595

Welcome to your dream home! This exquisite meticulously designed and maintained Five Bedroom, 2 1/2 Bath Center Hall Colonial boasts over 3,000 sq. ft. of elegant living space making this home a true gem. As you enter, you'll be greeted by a grand foyer featuring a beautiful staircase and elegant marble floors that set the tone for the rest of the home. The spacious Formal Living Room and Dining

Francine Aloi Howard Hanna Rand Realty

3 Mellis Place, Valhalla, NY 10595
/20
$860,000
- 3 Beds
- 2.5 Baths
- 2,151 Sq Ft
138 Westchester Ave, Thornwood, NY 10594

Step into modern comfort with this beautifully designed 3-bedroom Colonial home. Featuring high ceilings and an open floor plan, this newer construction seamlessly blends classic architecture with functionality. From the moment you enter, you’ll be welcomed by sun-drenched living spaces that create a warm, inviting atmosphere. The spacious layout offers effortless flow between the living room,

Maura Mcspedon William Raveis Real Estate

138 Westchester Ave, Thornwood, NY 10594
/21
$1,149,500
- 3 Beds
- 2.5 Baths
- 2,714 Sq Ft
20 Dennis Ln, Pleasantville, NY 10570

Welcome to this stunning 3-bedroom, 2.5-bath townhome, thoughtfully designed newer construction with space, style, and comfort in mind. Featuring high ceilings and a bright, open floor plan, this home offers an ideal setting for both everyday living and entertaining. The gorgeous open kitchen flows seamlessly into the main living area and out to a private outdoor deck, perfect for relaxing or

Daniela Grisanti HomeSmart Homes & Estates

20 Dennis Ln, Pleasantville, NY 10570
/36
$1,195,000
- 3 Beds
- 3.5 Baths
- 3,868 Sq Ft
36 Nichols Rd, Armonk, NY 10504

The Best of Suburban Living!Welcome to this beautifully updated expanded ranch-style home, offering the perfect blend of comfort, function, and modern living. With 2,740 sq ft of living space plus an additional 1,125 sq ft finished basement. This residence features 3 spacious bedrooms, 3 full and 1 half bathroom, and generously sized rooms to accommodate every stage of life.As you approach the

Bruce Wenig Houlihan Lawrence Inc.

36 Nichols Rd, Armonk, NY 10504
/3
$1,995,900
- 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 Bedrooms | 4.5

Joanne Ricciardella Crecco Real Estate

75 Eton Rd, Thornwood, NY 10594
/35
$2,495,000
- 8 Beds
- 3 Baths
- 3,454 Sq Ft
295 Taconic Rd, Greenwich, CT 06831

Incredible opportunity to own this stunning property on 5.2 level acres near Stanwich Country Club. The Brush-Lockwood House features a charming front porch, gazebo, and 8 bedrooms spanning 4 levels with well-scaled rooms and high ceilings. The bright interior offers wide plank hardwood floors, spacious great room with fireplace, and restored floor-to-ceiling windows. Privacy awaits you on the

Christopher Conetta Houlihan Lawrence

295 Taconic Rd, Greenwich, CT 06831
/49
$1,435,000
- 4 Beds
- 3.5 Baths
- 2,600 Sq Ft
31 Pierce Dr, Pleasantville, NY 10570

Welcome to a half acre of heaven. You will fall in love with the incredible landscaping and gardening that has entertained garden club members. The glorious interior is light and bright with lots of windows strategically placed for viewing the beautiful outdoors. Plus, there is additional recessed lighting. The main level consists of a gracious entry foyer and guest closet, along with a

Miriam Dunn RE/MAX Prime Properties

31 Pierce Dr, Pleasantville, NY 10570
/45
$749,000
- 3 Beds
- 2 Baths
- 1,605 Sq Ft
5 Ridgeview Dr, Pleasantville, NY 10570

Welcome to 5 Ridgeview Drive – where comfort, charm, and convenience meet. Set upon a quiet cul-de-sac and surrounded by lush greenery, this beautifully maintained ranch offers easy living in a serene setting. Step inside to discover timeless hardwood floors, an abundance of natural light, and a desirable open-concept layout that invites effortless everyday living and entertaining. The spacious

Matthew Valvano Berkshire Hathaway HS NY Prop

5 Ridgeview Dr, Pleasantville, NY 10570

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