Homes for Sale near Whitby School

/12
$8,495,000
- Land
- 9.3 Acres
- $913,441 per Acre
65 John St, Greenwich, CT 06831

Rare opportunity to create your own sophisticated country retreat comprising 9.3 private, peaceful acres overlooking Closes Pond and bordering the Audubon Preserve with miles of scenic trails in the heart of bucolic Backcountry. This extraordinary parcel is steeped in natural beauty with an allee of crab apple trees, grove of Linden trees and sweeping views. Tucked away behind a gated entry and

James Hoffman Houlihan Lawrence

65 John St, Greenwich, CT 06831
/5
$3,600,000

New Construction
- 4 Beds
- 5.5 Baths
- 6,051 Sq Ft
32 - 05 Orchard Dr, Armonk, NY 10504

Get Ready for a New Construction Colonial in Armonk. This elegant Colonial home will offer 6,051 feet of sophisticated living space, including 4 spacious bedrooms and 5.5 bathrooms, with a 1200 sq ft unfinished, walkout basement. Set on a private 2.047acre lot and accessed via a private driveway, surrounded by trees and mature plantings, this property offers privacy, yet is minutes away from the

Harlene Friedman Corcoran MH, LLC

32 - 05 Orchard Dr, Armonk, NY 10504
/29
$2,750,000
- 5 Beds
- 8 Baths
- 7,488 Sq Ft
9 Oregon Rd, Bedford Corners, NY 10549

Set on nearly seven acres in the prime estate area of the bucolic Bedford countryside, this gated country compound offers privacy, charm, and endless possibilities. The setting is absolutely picturesque with rolling lawns lined with stone walls. The main residence was extensively updated in 2020 with a new chef’s kitchen, all new bathrooms, a new roof, and a new HVAC system. The estate extends

Angela Kessel Houlihan Lawrence Inc.

9 Oregon Rd, Bedford Corners, NY 10549
/39
$1,015,000
- 3 Beds
- 2 Baths
- 1,933 Sq Ft
132 Webbs Hill Rd, Stamford, CT 06903

Welcome to The Lodge! Prepare to be enchanted as you open the antique front door of this unique country treasure that skillfully combines the character of its ca.1855 origins w/the favored amenities & easy one level design for how we want to live today. Historic beginnings are beautifully embodied in the hardwood floors, cathedral ceilings, stone fireplace, wood paneling & casement windows ...

Elayne Jassey Berkshire Hathaway NE Prop.

132 Webbs Hill Rd, Stamford, CT 06903
/34
$1,450,000
- 4 Beds
- 3.5 Baths
- 3,230 Sq Ft
10 Woodland Ct S, Bedford, NY 10506

Tucked away at the end of a quiet cul-de-sac, this exceptional home offers the perfect blend of privacy, luxury, and effortless indoor-outdoor living on 2.30 beautifully landscaped acres. The heated Gunite pool, with a premium Luna Quartz finish, creates a true resort-style oasis, while the screened-in porch and expansive rear deck overlook professionally landscaped grounds, providing the perfect

Margo Lancia Houlihan Lawrence Inc.

10 Woodland Ct S, Bedford, NY 10506
/37
$3,150,000
- 5 Beds
- 5.5 Baths
- 7,607 Sq Ft
10 Hopes Farm Ln, Bedford, NY 10506

Beyond private gates in coveted Back Country Bedford, this exceptional estate offers the perfect balance of privacy and convenience—just minutes to Bedford Village, Greenwich, the Merritt Parkway, and I-684. Bordering the protected Mianus River Gorge Preserve, the property enjoys an unparalleled natural setting with beautifully landscaped grounds, cascading waterfall and resort-style Shoreline

Beth Silfen Compass Greater NY, LLC

10 Hopes Farm Ln, Bedford, NY 10506
/25
$1,995,000

$455K PRICE DROP
- 6 Beds
- 4.5 Baths
- 6,986 Sq Ft
223 Jonathan Dr, Stamford, CT 06903

Set on 2.77 manicured acres in North Stamford, 223 Jonathan Drive is a stately red brick colonial that seamlessly blends classic elegance with modern updates. Set back from the quiet road, the timeless facade creates a grand first impression, leading to the home's gracious foyer with sweeping staircase. Offering nearly 5000 square feet of living space, this extensively renovated home features 6

Katharine Gray Bunoski Compass Connecticut, LLC

223 Jonathan Dr, Stamford, CT 06903
/21
$1,648,000
- 3 Beds
- 3.5 Baths
- 2,796 Sq Ft
61 Fieldstone Knoll Unit 17, Armonk, NY 10504

Experience refined living at Enclave at Armonk by Toll Brothers, an exclusive collection of luxury townhomes in the heart of Westchester County. This beautifully appointed Atkinson Farmhouse offers an open-concept design with a private first-floor office, electric fireplace, finished walkout lower level with a full bath, and a spacious patio overlooking protected conservation land. Upstairs, all

Thomas Jacovino Toll Brothers Real Estate Inc.

61 Fieldstone Knoll Unit 17, Armonk, NY 10504
/35
$1,995,000

Open Fri 11AM - 1PM Coming Soon
- 5 Beds
- 6 Baths
- 6,950 Sq Ft
436 Rock Rimmon Rd, Stamford, CT 06903

Resort-style living meets timeless elegance in this completely renovated five-bedroom Modern Colonial set on a spectacular North Stamford property. Meticulously maintained and reimagined with exceptional craftsmanship, this turnkey home showcases soaring ceilings, sun-filled living spaces, designer finishes, and the finest materials throughout. The stunning chef's kitchen flows seamlessly into

Tom Vozzella Berkshire Hathaway NE Prop.

436 Rock Rimmon Rd, Stamford, CT 06903
/39
$17,995,000
- 7 Beds
- 10 Baths
- 15,216 Sq Ft
19 Khakum Dr, Greenwich, CT 06831

Privately set on more than 6 extraordinary acres within the prestigious Khakum Wood Association, this award-winning estate offers distinction, privacy, and architectural excellence in an A+ location. Clad in limestone, fieldstone, and stucco and crowned by a graduated slate roof, the residence is defined by timeless elegance and exceptional quality. Bright interiors feature soaring ceilings,

Deborah Ward Sotheby's International Realty

19 Khakum Dr, Greenwich, CT 06831
/51
$13,495,000
- 6 Beds
- 10 Baths
- 11,373 Sq Ft
7 Loch Ln, Greenwich, CT 06830

Privately tucked away at the end of a tranquil lane in prestigious Mid-Country Greenwich, this custom built stone manor is a rare offering of timeless architecture, exceptional craftsmanship, and resort-like amenities. Encompassing more than 11,373 square feet and set upon 3.2 exquisitely landscaped level acres, the estate is surrounded by sweeping lawns, mature specimen plantings, and

Leslie McElwreath Sotheby's International Realty

7 Loch Ln, Greenwich, CT 06830
/35
$1,345,000
- 4 Beds
- 4 Baths
- 4,077 Sq Ft
418 Hunting Ridge Rd, Stamford, CT 06903

Welcome to 418 Hunting Ridge Road, a beautifully updated 4-bedroom, 4-bath home set on over two private acres in sought-after North Stamford. Designed for both comfort and style, the home features a well-appointed kitchen with custom cabinetry, quartz countertops, and a large center island, complemented by a sun-filled breakfast nook with a bay window overlooking the property. The expansive

Libby Mattson Houlihan Lawrence

418 Hunting Ridge Rd, Stamford, CT 06903
/7
$2,895,000
- Land
- 4.31 Acres
- $671,694 per Acre
67 Bedford Rd, Greenwich, CT 06831

Build your dream estate on 4+ private, level acres in the heart of backcountry Greenwich, surrounded by multi-million-dollar homes and just minutes from top transportation and amenities.The site is truly ready to build: the previous structure and all underground oil and water tanks have been removed.Enjoy exceptional access with Westchester County Airport, Million Air, and Blade only 6

Natalya Parker William Raveis Real Estate

67 Bedford Rd, Greenwich, CT 06831
/13
$525,000
- Land
- 2.09 Acres
- $251,196 per Acre
Lot #21 S Brook Dr, Stamford, CT 06903

Discover a Hidden Gem in North Stamford - South Brook Drive!! Amazing opportunity to build your DREAM HOME! A Nature Lover's Dream! This 2.09 acre parcel is located in a prestigious enclave of fine residences in North Stamford, on a quiet cul-de-sac. Nestled on 2 lush acres offering a bucolic natural setting with picturesque seasonal views of reservoir and plenty of privacy. Conveniently located

Elaine Voss Coldwell Banker Realty

Lot #21 S Brook Dr, Stamford, CT 06903
/19
$2,650,000
- 4 Beds
- 3.5 Baths
- 2,120 Sq Ft
73 Thunder Mountain Rd, Greenwich, CT 06831

Charming center hall colonial at the end of a quiet mid country cul-de-sac. The location is convenient yet offers wonderful seclusion. Set on a park-like, level 2.3 acres, this property is abuts conservation land and exudes privacy. This 4 bedroom and 3+ bath home has an updated kitchen with Bosch appliances, a finished lower level with a sauna as well a generous living room with wood burning

Brett Smith Brown Harris Stevens CT, LLC

73 Thunder Mountain Rd, Greenwich, CT 06831
/40
$1,489,000
- 5 Beds
- 3 Baths
- 5,358 Sq Ft
530 Roxbury Rd, Stamford, CT 06902

Offering a warm blend of 19th-cent character & modern updts, this 1860 Greek Revival Col showcases truly distinctive features. Despite its expansive 5,358sf, the home feels inviting & intimate, highlighted by rustic design elements incl brick hallways & accents. Orig rich random width pumpkin pine plank flrs recently refin 10' clgs thru-out & 5FPs. Set on 1.22 lvl acres w/specimen trees, this

Geri Guzinski William Pitt Sotheby's Int'l

530 Roxbury Rd, Stamford, CT 06902
/42
$1,775,000

$220K PRICE DROP
- 3 Beds
- 3 Baths
- 3,994 Sq Ft
198 E Middle Patent Rd, Greenwich, CT 06831

GREENWICH'S ''Glass House'' — A Waterfront Wonder!Greenwich address, Stamford taxes & schools. Almost 4,000 sq.ft. of home.Step into a world of magic and light! This dazzling retreat offers shimmering pond views, a private dock for fishing, skating or canoeing for new memories. There is unforgettable architecture that brings nature indoors. Floor-to-ceiling windows flood the space with

Janet Milligan Sotheby's International Realty

198 E Middle Patent Rd, Greenwich, CT 06831
/47
$1,198,000

$182K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,325 Sq Ft
380 Long Ridge Rd, Pound Ridge, NY 10576

Nestled on two private acres, The Owl’s Nest is a striking 3-bedroom, 2-bath mid-century modern chalet that blends architectural character, privacy, and modern convenience. Surrounded by nature, the home feels like a secluded retreat while remaining easily accessible to nearby towns and commuting routes.The heart of the home is a dramatic living room with soaring 18-foot ceilings and

Marcy Bartolotti PLI Realty

380 Long Ridge Rd, Pound Ridge, NY 10576
/28
$3,495,000
- 5 Beds
- 5.5 Baths
- 4,067 Sq Ft
11 Butternut Hollow Rd, Greenwich, CT 06830

Private 2 acres in fabulous location!Discover this beautifully updated Colonial nestled on two private acres, offering exceptional privacy, picturesque grounds, and a peaceful natural setting. Thoughtfully renovated throughout, the home features a gourmet kitchen with premium appliances, a sunny breakfast area, and seamless flow into the inviting family room.French doors open to a

Mary Ann Grabel Sotheby's International Realty

11 Butternut Hollow Rd, Greenwich, CT 06830
/7
$3,250,000

$250K PRICE DROP
- Land
- 5.13 Acres
- $633,528 per Acre
0 Doverton Drive Lot 2, Greenwich, CT 06830

Within the private Sabine Farm Association, this 5.13-acre parcel offers a rare opportunity to create an exceptional estate in one of Greenwich's most desirable mid-country settings. Bordering 22 acres of protected conservation land, the property enjoys an enduring sense of privacy, open pastoral views, and a natural landscape that will remain preserved for generations. Extensive due diligence

Leslie McElwreath Sotheby's International Realty

0 Doverton Drive Lot 2, Greenwich, CT 06830
/35
$8,500,000
- 6 Beds
- 8 Baths
- 9,081 Sq Ft
174 Round Hill Rd, Greenwich, CT 06831

Set high on two exceptional acres in the coveted Golden Triangle, this custom-built home offers a great lifestyle just minutes from town and schools. The sun-filled six-bedroom residence features 10-foot ceilings and is designed for effortless indoor-outdoor living. Elegant formal rooms, casual living spaces, a gourmet eat-in kitchen, and family room open to an expansive terrace with an outdoor

Julie Church Houlihan Lawrence

174 Round Hill Rd, Greenwich, CT 06831
/3
$1,300,000
- Land
- 2.52 Acres
- $515,873 per Acre
32-1 Orchard Dr, Armonk, NY 10504

Great opportunity to build your dream home in Armonk. This listing is for lot number 1, which is 2.52 acres of beautiful level and private property. The lot has BOH approval for a 4-bedroom house, and is one of the lots that is available in the Orchard Estates subdivision. After designing their dream home, the buyer will need to apply for their own building permit, and finalize the septic design

Julie Schneider Compass Greater NY, LLC

32-1 Orchard Dr, Armonk, NY 10504
/40
$4,425,000
- 4 Beds
- 6 Baths
- 5,038 Sq Ft
108 Perkins Rd, Greenwich, CT 06830

Welcome home to 108 Perkins Road. Set on over 2 private, beautifully landscaped acres in Midcountry, this classic Colonial offers the perfect blend of timeless elegance, exceptional outdoor living, and everyday convenience. Spacious and inviting interiors feature generous formal/ informal living spaces, 4 bedrooms, 6 bathrooms, and a finished lower level providing valuable additional living and

Kristen Forlini Compass Connecticut, LLC

108 Perkins Rd, Greenwich, CT 06830
/39
$1,995,000
- 3 Beds
- 2.5 Baths
- 2,243 Sq Ft
24 Hardscrabble Rd, Greenwich, CT 06831

Spectacular setting! A true nature lover's paradise-where privacy and natural beauty meet.At the end of a private lane,this home offers a serene escape in the heart of back-country Greenwich.The 2 acre property is bordered on 3 sides by the beautiful Audubon property. Enjoy breathtaking woodland views from almost every room. Relax on the deck and listen to birds. Forget the ''to-do'' list--it's

Elizabeth Johnson BHHS New England Properties

24 Hardscrabble Rd, Greenwich, CT 06831
$1,462,995

New Construction
- 3 Beds
- 2.5 - 3.5 Baths
- 2,796 Sq Ft
Atkinson Plan at Enclave at Armonk, Armonk, NY 10504

An inviting two-story foyer reveals the Atkinson s beautiful main living space, perfectly appointed for entertaining with a splendid great room, flex room, and casual dining area with rear yard access. The lovely kitchen is complete with an oversized center island with breakfast bar, plenty of counter and cabinet space, and a roomy walk-in pantry. The charming primary bedroom suite is

Toll Brothers, Inc. Builder

113 King St Unit 38058828, Armonk, NY 10504
/40
$7,995,000
- 7 Beds
- 7 Baths
- 9,608 Sq Ft
27 Locust Rd, Greenwich, CT 06831

Set on 4.1 beautifully landscaped acres at the corner of Locust Road and Carpenters Brook, this exceptional Greenwich estate blends timeless elegance, privacy, and resort-style living. A sweeping circular driveway leads to the approximately 8,300-square-foot main residence, surrounded by mature trees, flowering gardens, stone walls, and expansive lawns designed by Wesley Stout Landscape

Julie Church Houlihan Lawrence

27 Locust Rd, Greenwich, CT 06831
/49
$5,399,000
- 5 Beds
- 8 Baths
- 10,114 Sq Ft
16 Wrights Mill Rd, Armonk, NY 10504

Set within the prestigious Thomas Wright Estates of Armonk, this extraordinary estate blends timeless architecture, exceptional craftsmanship, and sophisticated modern luxury. Privately perched atop beautifully landscaped grounds, the property offers remarkable privacy and tranquility just moments from downtown Armonk and an easy commute to New York City. A picturesque entrance framed by stately

Stacey Sporn William Raveis Real Estate

16 Wrights Mill Rd, Armonk, NY 10504
/2
$1,750,000
- Land
- 2.56 Acres
- $683,594 per Acre
7 Hollow Ridge Rd, Armonk, NY 10504

Spectacular opportunity to build your dream home on 2.56 acres of property in Armonk, NY. Approved building plans for a 5 bedroom, 7 bath home with 11,000 plus square feet.

Donna Nikic Compass Greater NY, LLC

7 Hollow Ridge Rd, Armonk, NY 10504
/5
$2,275,000

New Construction $420K PRICE DROP
- 4 Beds
- 4.5 Baths
- 5,550 Sq Ft
122 Old Mount Kisco Rd, Armonk, NY 10504

*MASSIVE PRICE DROP, DONT MISS OUT!!!! PRICED TO SELL!!! A rare opportunity to customize your dream home at 122 Old Mt. Kisco Road in the heart of Armonk. This newly constructed residence already has its frame in place, offering the next owner a unique chance to bring their vision to life by selecting finishes, materials, and design details tailored to their personal style. Set on a beautiful

Judah Fried Howard Hanna Rand Realty

122 Old Mount Kisco Rd, Armonk, NY 10504
/40
$2,499,000
- 4 Beds
- 2.5 Baths
- 3,852 Sq Ft
10 Steep Hollow Ln, Cos Cob, CT 06807

Private Cos Cob oasis designed for effortless single-level living, with the added flexibility of a spacious second-floor great room ideal as second home office, fitness studio, media or playroom. A stunning, light-filled foyer with generous closet space welcomes you into the spacious living room, anchored by a cozy wood-burning fireplace. The adjoining floor-to-ceiling glass sunroom offers

Fiona Porter Keller Williams Realty

10 Steep Hollow Ln, Cos Cob, CT 06807
$1,432,995

New Construction
- 3 Beds
- 2.5 - 3.5 Baths
- 2,689 Sq Ft
Saunders Plan at Enclave at Armonk, Armonk, NY 10504

The Saunders perfectly balances airy gathering spaces and quiet retreats. The home opens with an elegant two-story foyer that reveals an alluring two-story great room with desirable rear yard access. The well-designed kitchen is highlighted by an oversized center island with breakfast bar, plenty of counter and cabinet space, and a roomy walk-in pantry. The superb primary bedroom suite is

Toll Brothers, Inc. Builder

113 King St Unit 38058823, Armonk, NY 10504
/39
$1,195,000
- 3 Beds
- 3 Baths
- 3,819 Sq Ft
64 E Hunting Ridge Rd, Stamford, CT 06903

PLEASE PRESENT HIGHEST & BEST OFFERS BY 5 PM ON MONDAY JULY 27TH - Welcome to this sun-filled ranch offering breathtaking, year-round views from nearly every window in the house. Set on 1.5 beautifully maintained acres - a mix of open, cleared grounds and natural woods - this 5-bedroom, 3-bath home is a rare find for anyone seeking space, light, and privacy in one package. Inside, 3,800 square

Ruth Balladares William Pitt Sotheby's Int'l

64 E Hunting Ridge Rd, Stamford, CT 06903
/29
$1,259,000

$116K PRICE DROP
- 4 Beds
- 2.5 Baths
- 3,498 Sq Ft
156 W Haviland Ln, Stamford, CT 06903

Set on one of North Stamford's most sought-after lanes, this beautifully refreshed New England Colonial blends timeless elegance with modern functionality, offering an ideal layout for today's lifestyle. A sun-filled, open floor plan welcomes you with a spacious living room that flows seamlessly into the formal dining room-perfect for both everyday living and entertaining. The eat-in kitchen

Phyllis Doonan William Raveis Real Estate

156 W Haviland Ln, Stamford, CT 06903
/57
$12,900,000
- 8 Beds
- 13 Baths
- 13,268 Sq Ft
550 Round Hill Rd, Greenwich, CT 06831

Nestled on 4.09 acres in Greenwich, CT, this breathtaking 8-bedroom Georgian Colonial estate offers unparalleled elegance and privacy. Commanding spectacular big sky views from its perch 560' above sea level, the property features exquisite formal gardens, and pool. Inside, grand-scale rooms with soaring ceilings, masterful stonework, elegant millwork, and arches create a luxurious atmosphere.

Stephen Archino Sotheby's International Realty

550 Round Hill Rd, Greenwich, CT 06831
/36
$1,650,000
- 3 Beds
- 4 Baths
- 3,614 Sq Ft
461 Bedford Rd, Armonk, NY 10504

Beautifully set on a level, fully usable 2-acre property in one of Armonk's most desirable locations, this exceptional home offers the perfect blend of privacy, modern updates, and everyday convenience. A rare second access from Creemer Road provides added flexibility and ease of entry.Designed for today's lifestyle, the home features an open-concept floor plan with hardwood floors, abundant

Barbara Greer Houlihan Lawrence Inc.

461 Bedford Rd, Armonk, NY 10504
/36
$945,000

$20K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,557 Sq Ft
15 Maryland Ave, Armonk, NY 10504

Welcome to 15 Maryland Avenue, a beautifully renovated home offering the perfect blend of modern comfort and timeless style, ideally located in the heart of Armonk within the highly regarded Byram Hills School District.Set back from the road, this charming 3-bedroom residence offers a sense of privacy with a fully usable, level backyard and a detached two-car garage. Thoughtfully redesigned

Jaimme Pudalov Houlihan Lawrence Inc.

15 Maryland Ave, Armonk, NY 10504
/50
$2,320,000
- 4 Beds
- 3.5 Baths
- 3,994 Sq Ft
230 E Middle Patent Rd, Bedford, NY 10506

Perfectly situated on one of Bedford's quintessential country roads, this exceptional renovated 4-bedroom three-and-a-half bath home offers the ideal combination of privacy, timeless charm, and modern updates. Set on a beautifully landscaped property surrounded by mature trees, you'll enjoy complete tranquility while relaxing by the in-ground pool or entertaining on the expansive wraparound deck.

Lisa Berliner Coldwell Banker Realty

230 E Middle Patent Rd, Bedford, NY 10506
/50
$75,000,000
- 8 Beds
- 14 Baths
- 15,944 Sq Ft
1233 Rock Rimmon Rd, Stamford, CT 06903

An extraordinary 268-acre legacy estate spanning the New York-Connecticut border, Hillandale offers unrivaled privacy and timeless grandeur. Once owned by the Sulzberger family of the New York Times, the 15,000+ sq ft, eight-bedroom European-inspired manor has been meticulously restored and features magnificent formal entertaining rooms, 11 fireplaces, two elevators, a paneled library, sun-filled

Leslie McElwreath Sotheby's International Realty

1233 Rock Rimmon Rd, Stamford, CT 06903
/4
$1,567,995

New Construction
- 3 Beds
- 2.5 - 3.5 Baths
- 2,681 Sq Ft
Walters Plan at Enclave at Armonk, Armonk, NY 10504

The Walters immediately charms with a lovely two-story foyer that opens to views of an expansive two-story great room with rear yard access. The well-designed kitchen is enhanced by a large center island with breakfast bar, plenty of counter and cabinet space, and a sizable walk-in pantry. Defining the serene primary bedroom suite is a generous walk-in closet and an elegant primary bath with a

Toll Brothers, Inc. Builder

113 King St Unit 38058824, Armonk, NY 10504
/40
$7,995,000

$1M PRICE DROP
- 6 Beds
- 6.5 Baths
- 7,456 Sq Ft
546 Lake Ave, Greenwich, CT 06830

Situated on prestigious Lake Avenue in the coveted Greenwich mid-country, the storied Chadeline is a reimagined English Manor estate evoking a private European retreat. Set on 2.83 majestic riverfront acres, this fieldstone Tudor blends historic elegance with a full modern renovation. Sunlit interiors feature soaring ceilings, original details & refined finishes. At the home's epicenter, the

Kevin Sneddon Compass Connecticut, LLC

546 Lake Ave, Greenwich, CT 06830

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