7 Beds /
9 Baths
/ 8100 SqFt
Introducing a one-of-a-kind gem in Darien: the historic Eliaseph Whitney House, originally built in 1770, nestled on an expansive 4.12-acre parcel- one of the largest of its kind in town. This iconic property effortlessly blends centuries-old charm with modern-day functional...
4 Beds /
8 Baths
/ 9605 SqFt
Commandingly sited above the Aspetuck River, this exceptional 9,600+ sq ft cut stone manor offers sweeping views of a 40 acre horse farm and an estate setting rarely available. A long, stately driveway sets a grand first impression, opening to a large courtyard framed by man...
3 Beds /
5 Baths
/ 4664 SqFt
Set along one of Essex's most coveted stretches of River Road, this exceptional waterfront estate offers a rare blend of understated elegance, privacy, and Connecticut River waterfront. Privately sited on nearly three acres, the property enjoys a serene, tucked-away feel whi...
7 Beds /
13 Baths
/ 13094 SqFt
Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CT's coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully construc...
6 Beds /
9 Baths
/ 8933 SqFt
West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upm...
4 Beds /
5 Baths
/ 5475 SqFt
This is not simply waterfront living. This is a waterfront lifestyle unlike any other. Tucked within the coveted enclave of Sachem's Head, this extraordinary estate commands direct Long Island Sound frontage with unobstructed harbor views and breathtaking sunsets. Masterfull...
6 Beds /
11 Baths
/ 7528 SqFt
Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing ...
7 Beds /
7 Baths
/ 6844 SqFt
Reverie Farm is an exceptionally rare late 18th century stone and shingle estate, on more than one hundred acres, located in one of the highest and most private parts of Connecticut. Situated in the heart of Litchfield County, the property rises more than 1,200 feet in eleva...
6 Beds /
7 Baths
/ 7945 SqFt
This magical light-filled New England 7,945 s.f. "cottage" takes full advantage of its private waterfront location overlooking LIS and a wildlife estuary. Sited in a private community on 1.27 acres with 300' of water frontage provides panoramic water views of sunri...
7 Beds /
7 Baths
/ 9420 SqFt
Another Day in Paradise! Timeless grandeur, architectural mastery, and opportunity define this exceptional plantation-style colonial set on 39.23 acres bordered by 100+ acres of protected forestland-a rare opportunity for stately country living in a singular setting.For the ...
6 Beds /
7 Baths
/ 6585 SqFt
Set behind gates on over four exquisitely landscaped acres in Westport's coveted Beachside enclave, 69 Beachside Avenue is a private coastal estate offering a rare blend of scale, privacy, and resort-style living just moments from the shoreline. A long, gracious approach lea...
6 Beds /
1 Baths
/ 15399 SqFt
119 Proprietors Crossing is an entertainer's dream, featuring stunning architecture by James E. Gearity. Nestled on four private acres, this six-bedroom estate blends timeless elegance with modern luxury. A private drive leads to an elegant fountain, setting an unforgettable...
5 Beds /
4 Baths
/ 4544 SqFt
Elevated on a dramatic rise above the Connecticut River, this captivating property, aptly named "River Knoll," showcases one of the most breathtaking private settings on the river. The historic home has been featured in multiple publications such as Veranda and CTC...
5 Beds /
5 Baths
/ 5036 SqFt
Introducing: Katsura Lodge It might surprise you to learn that the ultimate lake wilderness retreat you've been searching for in Maine, Vermont, or Montana is actually hidden right here in the foothills of Connecticut. Perfectly positioned just over two hours from NYC, Katsu...
5 Beds /
9 Baths
/ 9473 SqFt
Set just four minutes from town on nearly three acres adjacent to protected Land Trust property, this exceptional residence offers the privacy, scale, and tranquility of a country estate without sacrificing convenience. Sprawling lawns, stone walls, and a fully finished pool...
Beds /
Baths
/ SqFt
An unparalleled coastal opportunity in highly desirable Niantic. Spanning $37 +/- pristine acres, this exceptional offering comprises 7 contiguous parcels to be sold as a single, cohesive portfolio. Boasting elevated vantage points with serene pond views and vistas of Long I...
6 Beds /
9 Baths
/ 10521 SqFt
NEW CONSTRUCTION BY RENOWNED LUXURY BUILDER MATTERA CONSTRUCTION - STEPS TO COMPO BEACH! A rare opportunity to own a brand-new, architecturally refined home in one of Westport's most coveted coastal locations-just steps to Compo Beach, Longshore Club, downtown Westport, the...
5 Beds /
7 Baths
/ 10655 SqFt
Hidden away at the end of a coveted West Side cul-de-sac, 48 Driftway Lane is a private estate tucked among the winding back roads of New Canaan. Perched atop 1.62 beautifully landscaped acres and surrounded by nature, the setting offers a rare sense of peace and privacy, ye...
6 Beds /
1 Baths
/ 8417 SqFt
This Beauty will be ready Summer 2026! Construction of this 8,417SF dream residence with pool and spa on 1 private acre in coveted Greens Farms, Westport, is in full swing. 24 Edgemarth Hill was designed and will be crafted and appointed with the finest materials - see rende...
9 Beds /
8 Baths
/ 12057 SqFt
Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Rev...
12 Beds /
9 Baths
/ 10517 SqFt
Welcome to Bark Meadow Farm, a 127-acre legacy estate once cherished by the Gulden mustard family in CT's "Quiet Corner." The journey begins at a majestic entrance, where a striking allee of century-old maples stands alongside magnificent oaks nearing 200 years of ...
Beds /
Baths
/ SqFt
This 25.16 Acres of Open Space is being sold as a package along with 433 Wrights Crossing Rd., Pomfret, MLS #24101484, and 67 Holmes Rd. 39 Acres of Open Space, MLS #24174026.
Beds /
Baths
/ SqFt
This 39 Acres of Open Space is being sold as a package, along with 433 Wrights Crossing Rd., Pomfret, MLS #24101484; and 13 Holmes Rd., 25.14 Acres of Open Space, MLS #24174011.
6 Beds /
9 Baths
/ 9576 SqFt
Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and ef...
4 Beds /
5 Baths
/ 4444 SqFt
Your Westport oasis awaits on one of the most exceptional direct-waterfront properties in town! Make lasting memories in this private, modern estate with sweeping panoramic views of Long Island Sound, Bermuda Lagoon, Peck Ledge Lighthouse and boating channels! Walk a few ste...
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This site was last updated Jul 02 2026 3:32:37 am.
