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$8,850,000
Single Family Home
34 Carrington Drive, Greenwich, CT 06831
A rare offering in back-country Greenwich, this timeless estate is set on 3.58 exquisitely landscaped and gated acres, m...
Listed by Carissa Larriuz of Houlihan Lawrence

$8,795,000
Single Family Home
25 Tokeneke Trail, Darien, CT 06820
Welcome to 25 Tokeneke Trail, an exceptional waterfront residence in the private Tokeneke Association. Perfectly positio...
Listed by Breda Casey of Brown Harris Stevens

$6,700,000
Single Family Home
280 Round Hill Road, Greenwich, CT 06831
Ideally sited on more than two acres just minutes from town, this timeless and light-filled colonial offers the perfect ...
Listed by Susan Holey of Sotheby's International Realty

$3,999,000
Single Family Home
1 Great Elm Drive, Sharon, CT 06069
Enjoy estate living with the convenience and ease of a shared community. Amenities include a 70ft heated pool, tennis an...
Listed by Pels Matthews of W. Raveis Lifestyles Realty

$3,998,000
Single Family Home
1580 Ponus Ridge, New Canaan, CT 06840
California meets New Canaan in this William Wurster inspired transitional-style masterpiece set on 2.54 private acres on...
Listed by Kelly Defrancesco of William Raveis Real Estate

$4,900,000
Single Family Home
2959 Congress Street, Fairfield, CT 06824
Prepare to be wowed by this extraordinary estate featuring six bedrooms and ten-and-a-half bathrooms, spanning four meti...
Listed by Anissa Paolillo of Redfin Corporation

$3,500,000
Single Family Home
409 Northrop Street, Bridgewater, CT 06752
Discreet Gates Lead to Totally Private 30+ Acre Waterfront Compound. Totally Renovated 3 Bedroom, 2.5 Bath House with He...
Listed by Graham Klemm of Klemm Real Estate Inc

$4,900,000
Single Family Home
37 Green Acre Lane, Westport, CT 06880
A rare investment opportunity to own a storied 1936 estate on a desirable, private street in the heart of Westport. Set ...
Listed by Lisa Bortz of William Pitt Sotheby's Int'l

$12,995,000
Single Family Home
132 Curtiss Road, Warren, CT 06777
A once in a lifetime opportunity to own over 230 acres overlooking Lake Waramaug. Nestled high in the hills overlooking ...
Listed by Pat Lahoud of William Pitt Sotheby's Int'l

$2,995,000
Single Family Home
18 Mallory Road, Roxbury, CT 06783
Idyllic Period Colonial with Pool Set Along Tranquil Town Road. This c1750 Colonial Has been Tastefully Updated & Expand...
Listed by Graham Klemm of Klemm Real Estate Inc

$25,000,000
Single Family Home
1131 Sasco Hill Road, Fairfield, CT 06824
Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point...
Listed by Andrew Whiteley of Brown Harris Stevens

$3,349,000
Single Family Home
10 Sunny Ridge Road, Washington, CT 06793
Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10...
Listed by Peter Klemm of Klemm Real Estate Inc

$10,995,000
Single Family Home
358 Lukes Wood Road, New Canaan, CT 06840
This exquisite 7 bedroom & 11 bath residence set on 4.78 flat acres offers old world aesthetics with modern artistry. Th...
Listed by Jennifer Crowley of Douglas Elliman of Connecticut

$5,200,000
Single Family Home
355 Greens Farms Road, Westport, CT 06880
Exceptional Gated Estate in Greens Farms! Welcome to 355 Greens Farms Rd, a spectacular 2.25 acres estate designed for l...
Listed by Meredith Cohen of Serhant Connecticut, LLC

$12,400,000
Single Family Home
544 Oenoke Ridge, New Canaan, CT 06840
A rare opportunity to own a legacy estate that would command over $50 million to recreate in today's market. Orchard's E...
Listed by Danielle Malloy of Serhant Connecticut, LLC

$5,000,000
Single Family Home
155 Long Ridge Road, Danbury, CT 06810
ROADSIDE - A Storied 53-Acre Private Estate in Fairfield County CT Escape to your own private nature retreat at ROADSIDE...
Listed by Kathleen Harrison of Coldwell Banker Realty

$4,200,000
Single Family Home
637 Valley Road, New Canaan, CT 06840
Showcasing the unparalleled 637 Valley Road estate, a majestic stone Georgian Colonial that offers an enchanting lifesty...
Listed by Joanne Fisher of William Pitt Sotheby's Int'l

$19,999,000
Single Family Home
457 Field Point Road, Greenwich, CT 06830
An unparalleled luxury residence awaits on the prestigious Belle Haven peninsula, offering sweeping water views of Green...
Listed by Douglas Bross of Coldwell Banker Realty

$14,900,000
Single Family Home
107 Long Neck Point Road, Darien, CT 06820
Home by the Sea is set majestically behind stone pillars and gates on one of the largest Long Neck Point parcels, afford...
Listed by Candace Blackwood of BHHS Darien/New Canaan

$6,590,000
Single Family Home
182 Taconic Road, Greenwich, CT 06831
Set on a serene, level 4.15-acre lot and perfectly sited for privacy, exceptional 6 bed, 6.2 bath, center-hall Georgian ...
Listed by Stacy Young of William Raveis Real Estate

$8,600,000
Single Family Home
262 Brushy Ridge Road, New Canaan, CT 06840
Welcome to Pemberly Hill, a truly exceptional home of unparalleled grandeur and sophistication. Boasting 8 bedrooms on 4...
Listed by Michele Murray Sloan of Houlihan Lawrence

$3,999,999
Single Family Home
64 Old Redding Road, Weston, CT 06883
Discover a stunning custom-crafted luxury home, complete with a separate one-bedroom guest pool house, that stands as an...
Listed by Anissa Paolillo of Redfin Corporation

$4,995,000
Single Family Home
29 Lockwood Drive, Greenwich, CT 06870
Stylish five-bedroom Contemporary provides a modern oasis with stunning pool, Ipe wood decks and secluded backyard on a ...
Listed by Julie Lowe of Houlihan Lawrence

$8,000,000
Single Family Home
33 Nodine Pasture Road, Kent, CT 06757
West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected vie...
Listed by Jill Sloane of Brown Harris Stevens