Luxury Homes for Sale in Connecticut

/7
$10,650,000

New Construction
- 6 Beds
- 8 Baths
- 9,100 Sq Ft
11 Dogwood Ln, Westport, CT 06880

Another extraordinary masterpiece by Coastal Luxury Homes, ideally situated in one of Westport's premier neighborhoods. Spanning over 9000 square feet of living space this 6 bedroom estate is defined by bold architectural lines, chic designer interiors, expansive balconies and seamless indoor-outdoor living. A resort caliber pool, fully equipped outdoor kitchen, and lush manicured grounds

Jen Kass Higgins Group Bedford Square

11 Dogwood Ln, Westport, CT 06880
/40
$10,500,000

$5M PRICE DROP
- 7 Beds
- 6.5 Baths
- 6,215 Sq Ft
4 Sherwood Island Ln, Westport, CT 06880

Hidden along a private lane in Westport's Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected

Andrew Whiteley Brown Harris Stevens

4 Sherwood Island Ln, Westport, CT 06880
/23
$10,350,000
- 5 Beds
- 4 Baths
- 8,223 Sq Ft
111 Byram Shore Rd, Greenwich, CT 06830

Dramatic views of Long Island Sound extend from this spectacular 1.50-acre property with 185 ft of direct water frontage, an 80-ft dock, a sandy boat launch and a 528 sq.ft. antique cottage. Walls of glass in the current 5-bedroom residence open to a spectacular deck with pool and panoramic views. Once part of the 43-acre Edgar Marston estate, the property includes c.1885 Queen Anne-style cottage

Joseph Barbieri Sotheby's International Realty

111 Byram Shore Rd, Greenwich, CT 06830
/18
$9,995,000
- 6 Beds
- 9 Baths
- 7,838 Sq Ft
41 Mohawk Ln, Greenwich, CT 06831

A private modern estate at 41 Mohawk in the Greenwich backcountry, Lumen House sits behind a private bridge on four gated acres of west-facing land, surrounded by nature and quiet. Designed for art, cars, family, friends, and everyday life, the 10,000+ square foot residence pairs the intimacy of the East Coast with the openness of the West Coast. French oak, Italian lime plaster, soft light, and

Jeffrey Jackson Corcoran Centric Realty

41 Mohawk Ln, Greenwich, CT 06831
/40
$9,875,000
- 5 Beds
- 5.5 Baths
- 6,723 Sq Ft
203 Shore Rd, Old Greenwich, CT 06870

Hamptons-Inspired Elegance in Waterfront Lucas Point Experience the ease of coastal living just one hour from New York City in the coveted private waterfront association of Lucas Point in Old Greenwich. Residents enjoy an exceptional lifestyle anchored by a private sandy beach, dock, and boat storage, while the neighborhood's charming privet-lined lanes foster a true sense of community--where

Tracey Koorbusch Sotheby's International Realty

203 Shore Rd, Old Greenwich, CT 06870
/17
$9,860,000

New Construction
- 6 Beds
- 9 Baths
- 9,200 Sq Ft
9 Over Rock Ln, Westport, CT 06880

Newly completed, this exceptional modern estate offers approximately 9,200 square feet on 2.1 private acres just minutes from downtown Westport, Compo Beach, and Metro-North. Thoughtfully designed with European craftsmanship, premium finishes, and sophisticated smart-home technology, the home blends timeless design with exceptional functionality. A dramatic floating staircase anchors four

Danna Rogers Higgins Group Bedford Square

9 Over Rock Ln, Westport, CT 06880
/42
$9,750,000
- 6 Beds
- 9 Baths
- 11,925 Sq Ft
608 North St, Greenwich, CT 06830

A Mid-Country luxury retreat combining classic architecture with a modern sensibility, set back on 2.36 impeccably landscaped acres. This exceptional 11,925-square-foot, six-bedroom home offers remarkable privacy and resort-style amenities. Expansive terraces span the rear of the home, overlooking sprawling level lawns and a heated pool and spa, while a separate carriage house for home office or

Ellen Mosher Houlihan Lawrence

608 North St, Greenwich, CT 06830
/7
$9,350,000
- 6 Beds
- 8 Baths
- 7,072 Sq Ft
12 Woodside Rd, Greenwich, CT 06830

DEER PARK WOODSIDE: This distinguished 1930's brick Georgian is set on a serene, oversized lot within Deer Park Association, embodying the timeless architectural presence of a classic pre-war brick manor. Originally designed as an elegant six-bedroom, six-bath residence, the home offers an exciting opportunity to be reimagined for its next chapter. The exceptional grounds unfold across expansive,

Leslie McElwreath Sotheby's International Realty

12 Woodside Rd, Greenwich, CT 06830
/40
$9,250,000

New Construction
- 6 Beds
- 8.5 Baths
- 11,314 Sq Ft
175 Brookside Rd, Darien, CT 06820

Exceptional new construction estate by K&C Builders Inc., set on over 2.5 private acres on coveted Brookside Road. Offering approximately 11,000 SF across four finished levels, this stunning residence features 6 bedrooms, 8 full baths, and 1 half bath. Designed for elegant entertaining and everyday living, the home showcases a spectacular great room, gourmet chef's kitchen, private study,

Sylwia Kozlowski William Raveis Real Estate

175 Brookside Rd, Darien, CT 06820
/10
$9,200,000

New Construction
- 6 Beds
- 9 Baths
- 8,623 Sq Ft
38 Prospect Rd, Westport, CT 06880

A bold expression of sculptural architecture and modern organic design, this exceptional Green's Farms estate is set on 1.19 artfully layered acres with stacked stone walls, gardens, and a striking stone and white stucco facade. Walls of glass flood the interiors with natural light, seamlessly connecting the home to the private grounds and heated pool. Every space is composed with architectural

Jaclyn Picarillo Higgins Group Bedford Square

38 Prospect Rd, Westport, CT 06880
/35
$8,999,000

New Construction
- 6 Beds
- 9 Baths
- 12,781 Sq Ft
2 Huckleberry Ln, Greenwich, CT 06831

ELEMENT Lane, Greenwich's newest luxury gated community, presents an exclusive collection of residences designed for single-family living. This exceptional residence offers remarkable privacy within the ELEMENT setting, complemented by thoughtfully designed community amenities.Arrive through a grand entrance inspired by the iconic Plaza Hotel in Midtown Manhattan, setting the tone for an

Michael Ferraro Compass Connecticut, LLC

2 Huckleberry Ln, Greenwich, CT 06831
/40
$8,995,000
- 5 Beds
- 5.5 Baths
- 8,438 Sq Ft
78 & 92 Pastures Ln, New Canaan, CT 06840

Hidden behind gates and surrounded by 5.5 acres of pristine, rolling lawns, this extraordinary stone manor estate is a masterclass in old-world craftsmanship and cutting-edge modern innovation. Anchored by a separately deeded 2 acre lot with a guest house, the property presents rare flexibility and long-term value, perfectly suited for multi-generational living, guests, or future expansion.

Danielle Malloy

Serhant Connecticut, LLC

78 & 92 Pastures Ln, New Canaan, CT 06840
/37
$8,995,000

$755K PRICE DROP
- 6 Beds
- 8 Baths
- 11,567 Sq Ft
31 Sawmill Ln, Greenwich, CT 06830

Beautifully picturesque, a long, shared drive leads to the 1920 stone manor sitting high on park-like grounds bordered by 29 acres of wooded conservation land. Renovated and expanded, this warmly inviting residence offers 10,664± square feet with six bedrooms, six full and two half baths, plus eight fireplaces. Above the three-bay detached garage is a renovated two-bedroom, 903-square-foot

Joseph Barbieri Sotheby's International Realty

31 Sawmill Ln, Greenwich, CT 06830
/38
$8,875,000
- 6 Beds
- 8 Baths
- 8,334 Sq Ft
406 Wells Hill Rd, Lakeville, CT 06039

Perched on more than seventy acres of rolling meadows and sculpted gardens, Linden Hill Farm stands as one of the most distinguished country estates in the region. A tree-lined allee of Linden trees leads to the Georgian Revival residence, built in 1929, where timeless architecture is seamlessly paired with modern luxury. The six-bedroom main residence opens with a dramatic double-height entrance

Elyse Morris Elyse Harney Real Estate

406 Wells Hill Rd, Lakeville, CT 06039
/40
$8,747,000

New Construction Open Sun 1PM - 3PM
- 7 Beds
- 9.5 Baths
- 13,026 Sq Ft
259 Frogtown Rd, New Canaan, CT 06840

FrogPond Estate is New Canaan's most striking modern Scandinavian offering-an architectural achievement set on 2.25 private acres just moments from town and train. With 11,836+ sq. ft. of sunfilled, designdriven living space, this 7 bed, 9.5bath custom residence delivers soaring 12ft ceilings, bespoke millwork, designer lighting, and walls of glass that erase the line between indoors and out. A

Mar Jennings Higgins Group Bedford Square

259 Frogtown Rd, New Canaan, CT 06840
/14
$8,696,000

New Construction
- 7 Beds
- 8 Baths
- 8,559 Sq Ft
688 Hulls Farm Rd, Southport, CT 06890

Set within artisan stone walls with curated flowering landscapes, this magnificent stone and stucco residence is a masterful tribute to Southport's enduring architectural legacy. Designed to blend seamlessly among the grand neighboring estates of this coveted enclave, 688 Hulls Farm strikes a rare balance: modern in execution, timeless in presence. Construction begins in April with Coastal Luxury

Jaclyn Picarillo Higgins Group Bedford Square

688 Hulls Farm Rd, Southport, CT 06890
/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
/45
$8,495,000
- 6 Beds
- 10 Baths
- 8,704 Sq Ft
7 Calhoun Dr, Greenwich, CT 06831

This timeless estate, situated in an exclusive private association moments from town, masterfully blends turn-of-the-century grandeur with 21st-century luxury. The main house was extensively renovated and expanded in 2006 by award-winning architects Austin Patterson Disston. It showcases grand-scale rooms, soaring ceilings, and impeccable millwork. In 2016 the current owners made it their own by

Victoria Thorman Sotheby's International Realty

7 Calhoun Dr, Greenwich, CT 06831
/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
/11
$8,450,000
- 3 Beds
- 3.5 Baths
- 2,670 Sq Ft
275 Mason St Unit 4A, Greenwich, CT 06830

Chilston Court, offering two-bedroom homes to penthouses. Designed by Robert A.M. Stern Architects with interiors by Bryan O'Sullivan Studio. Amenities include 24/7 Concierge, landscaped courtyard, indoor parking, full wellness area, and multiple resident lounges. Occupancy anticipated November 2028. Taxes estimated and projected for the first year of operation. Floor plans and renderings are

Angela Ferrara The Marketing Directors CT LLC

275 Mason St Unit 4A, Greenwich, CT 06830
/40
$8,450,000

New Construction
- 6 Beds
- 8 Baths
- 9,893 Sq Ft
10 Beltas Farm Ln, Westport, CT 06880

Extraordinary New Construction home on one of Westport's newest premier cul-de-sacs. Offering nearly 10,000 SF of impeccably finished living space, this exceptional home blends timeless elegance w/ modern luxury & showcases the finest craftsmanship throughout.Designed with an uncompromising attention to detail, features include exquisite millwork, stunning custom cabinetry, spectacular ceiling

Linda Skolnick Coldwell Banker Realty

10 Beltas Farm Ln, Westport, CT 06880
/39
$8,250,000
- 6 Beds
- 9 Baths
- 9,440 Sq Ft
34 Carrington Dr, Greenwich, CT 06831

A rare offering in back-country Greenwich, this timeless estate is set on 3.58 exquisitely landscaped and gated acres, masterfully blending classic architecture with contemporary luxury. Designed for both grand-scale entertaining and intimate everyday living, the residence offers a sun-filled interior with soaring ceilings, custom millwork, and modern, bespoke finishes throughout. The grand foyer

Carissa Larriuz Houlihan Lawrence

34 Carrington Dr, Greenwich, CT 06831
/14
$8,250,000

New Construction
- 6 Beds
- 8 Baths
- 10,495 Sq Ft
190 Brookwood Ln, New Canaan, CT 06840

190 Brookwood Lane is set in one of New Canaan's most unique and desirable residential settings - a bucolic landscape of rolling meadows, mature woodlands, and gently flowing streams set on just over 3 acres of quintessential New England beauty. Situated in the heart of New Canaan, the property offers a peaceful and established neighborhood setting where quiet roads, mature trees, and

James Hoffman Houlihan Lawrence

190 Brookwood Ln, New Canaan, CT 06840
/25
$8,000,000
- Land
- 122.65 Acres
- $65,226 per Acre
0 Frost Bridge Rd Unit 24118953, Watertown, CT 06795

Big beautiful land for sale in the Watertown Business Park area. Total of 8 land parcels that equal 122.65 acres of record. See map on file for visual of the large parcels that abut. See the Rt 262 frontage, Echo Lake Road frontage, Dinunzio Road and Ledge Road access. Wonderful curb appeal and very close Route 8 highway on/off access. Land is currently zoned for office, industrial, retail &

Laurie Lukasavage Showcase Realty, Inc.

0 Frost Bridge Rd Unit 24118953, Watertown, CT 06795
/40
$7,995,000
- 8 Beds
- 9 Baths
- 8,934 Sq Ft
236 & 250 Main St, Ridgefield, CT 06877

Unprecedented opportunity to purchase two landmark, historic residences, situated side by side on Ridgefield's beloved Main St., which have been developed into an unparalleled lifestyle compound. This once in a lifetime sale includes the treasured Hawley House at 236 Main St. - Ridgefield's oldest home, on its original lot (5) which was built by the proprietors in 1713 for the Rev. Thomas Hawley,

Laura Ancona William Pitt Sotheby's Int'l

236 & 250 Main St, Ridgefield, CT 06877
/17
$7,990,000

New Construction
- 6 Beds
- 8 Baths
- 6,000 Sq Ft
4 Compo Pkwy, Westport, CT 06880

Build your coastal dream home on a rare, full acre* property along one of Compo Beach's most coveted cul-de-sacs, where opportunities of this caliber seldom become available. Ideally positioned just across from Longshore and moments from the shoreline, this extraordinary setting places Westport's most treasured amenities at your fingertips: golf, tennis, swimming, boating, beaches, playgrounds,

Jaclyn Picarillo Higgins Group Bedford Square

4 Compo Pkwy, Westport, CT 06880
/35
$7,985,000
- 6 Beds
- 6 Baths
- 9,121 Sq Ft
12 Beltas Farm Ln, Westport, CT 06880

12 Beltas Farm Lane is an extraordinary new construction estate in Westport, Connecticut, set within Beltas Farm, one of Westport, Connecticut's newest and most distinctive enclaves, Westport, CT 06880. Once part of a 23-acre working family farm, this special setting has been thoughtfully transformed into an intimate collection of exceptional residences, with nearly five acres preserved as open

Judy Michaelis Coldwell Banker Realty

12 Beltas Farm Ln, Westport, CT 06880
/39
$7,950,000

$1M PRICE DROP
- 9 Beds
- 10 Baths
- 8,188 Sq Ft
16 East Trail, Darien, CT 06820

Set within the coveted Tokeneke Association, 16 East Trail is a rare legacy property where architectural pedigree meets modern luxury. Originally built in 1908 as one of the enclave's earliest residences, the home reflects the timeless elegance of McKim, Mead & White and Delano & Aldrich-thoughtfully reimagined for today's living. A masterful renovation by architect Peter Pennoyer preserves the

Ashley Dineen Compass Connecticut, LLC

16 East Trail, Darien, CT 06820
/4
$7,950,000

New Construction
- 6 Beds
- 8 Baths
- 8,650 Sq Ft
197 Tinker Hill Rd, New Preston Marble Dale, CT 06777

New Construction BY Ritzzo Development a premier builder! Situated on a country road among luxury estates, this 8,050 sq. ft., to be built new construction strikes the perfect balance of secluded privacy and commanding views. The 8.18 acre lot is bordered by state forest on 3 sides. The welcoming front porch sets a sophisticated tone, leading into an interior defined by 5" white oak flooring,

Sharon McGuire William Pitt Sotheby's Int'l

197 Tinker Hill Rd, New Preston Marble Dale, CT 06777
/17
$7,926,000

New Construction
- 6 Beds
- 7 Baths
- 7,200 Sq Ft
0 Clapboard Hill Rd Unit (New Build), Westport, CT 06880

Set within Westport's most prestigious private estate enclave, surrounded by grand coastal estates and quintessential antique treasures, this exceptional Greens Farms 2+ acre* new construction offering is poised to become one of Fairfield County's most coveted addresses. Perfectly positioned, moments from beaches, downtown boutiques, vibrant dining scene, and just an express train to Manhattan,

Brett Lieberman

The Riverside Realty Group

0 Clapboard Hill Rd Unit (New Build), Westport, CT 06880
/40
$7,900,000
- 7 Beds
- 9 Baths
- 8,100 Sq Ft
246 Brookside Rd, Darien, CT 06820

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 functionality. Step inside to discover timeless details like wood-beamed ceilings and floors, multiple fireplaces, a cozy den and

Keiley Fuller Compass Connecticut, LLC

246 Brookside Rd, Darien, CT 06820
/40
$7,900,000

Open Sat 1PM - 3PM
- 7 Beds
- 8 Baths
- 13,056 Sq Ft
19 Seherr Thoss Dr, Litchfield, CT 06759

Introducing Butternut Brook House; a Majestic, Luxurious Country Estate commanding stunning 360-degree views of the Litchfield Hills. Representing a masterful fusion of absolute privacy, consummate sophistication and breathtaking natural beauty, this legacy property spans over 36 pristine acres of rolling countryside. The palatial main residence encompasses an impressive 13,056 square feet,

Alan O'Doherty William Pitt Sotheby's Int'l

19 Seherr Thoss Dr, Litchfield, CT 06759
/35
$7,790,000

Open Sat 12PM - 2PM
- 3 Beds
- 3.5 Baths
- 3,231 Sq Ft
1 Driftwood Point Rd, Westport, CT 06880

Set on one acre of waterfront property, One Driftwood Point holds views from every room of the Long Island Sound and Saugatuck Harbor on three sides and a perfect overlook of the backyard tennis court to complete this property as of one of the most unique and stunning spots in Westport! Stretched out into the harbor, the modern contemporary style home is designed to feel immersed in the sparkle

Leslie Clarke Compass Connecticut, LLC

1 Driftwood Point Rd, Westport, CT 06880
/41
$7,750,000
- 7 Beds
- 11.5 Baths
- 8,456 Sq Ft
115 Lower Cross Rd, Greenwich, CT 06831

Set on 4+ pristine acres along a quiet private lane, this stately Greenwich estate is equally suited to formal entertaining and everyday living. High ceilings and gracious scale define four full levels. Every room rewards a second look: the curved wall of the living room, the coffered library ceiling, the light-filled third floor family room, and the stunning floors throughout. The primary suite

Julie Grace Burke Compass Connecticut, LLC

115 Lower Cross Rd, Greenwich, CT 06831
/13
$7,750,000

$2M PRICE DROP
- Land
- 426.5 Acres
- $18,171 per Acre
0 South Rd, Marlborough, CT 06447

426.5 beautiful acres, ready to be developed into a remarkable golfing retreat with homesites looking over the rolling 18-hole 7,010-yard course designed by the Roger Rulewich Group. There will be 120 acres designated to open space with ponds and scenic meadow views. This entire project was approved by the Town of Marlborough Open Space Conservation Area Regulation (OSCAR)., but several of the

R. Dean Eubank William Pitt Sotheby's Int'l

0 South Rd, Marlborough, CT 06447
/40
$7,725,000
- 7 Beds
- 13 Baths
- 13,094 Sq Ft
206 Umpawaug Rd, Redding, CT 06896

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 constructed living space with meticulous architectural details, effortlessly balancing timeless elegance with modern function. The

Lauren Parr Houlihan Lawrence

206 Umpawaug Rd, Redding, CT 06896
/39
$7,500,000
- 5 Beds
- 8 Baths
- 10,213 Sq Ft
460 Middlesex Rd, Darien, CT 06820

This striking Contemporary offers 10K+ SF offers elevated living on two manicured acres with a heated saltwater pool and built-in BBQ. Extensive 2026 updates -- a fully reimagined lower level with media room, gym, sauna, and steam room, full house painting, refinished wide-plank white oak floors, new trim, updated AV, generator -- make this feel entirely new. Soaring ceilings, custom millwork,

Amanda Bates Houlihan Lawrence

460 Middlesex Rd, Darien, CT 06820
/40
$7,500,000
- 5 Beds
- 9 Baths
- 11,999 Sq Ft
541 Sasco Hill Rd, Fairfield, CT 06824

Prestigious location. Stately presence. Exceptional living. Presenting a Premier 1.25-acre Sasco Hill estate w/ unrivaled luxury across 4 levels of living. This magnificent home features 5 bedrooms, 9 baths & an uncompromised commitment to fine detail. Outside, a private resort awaits featuring a heated pool & spa, a fully equipped outdoor kitchen & an expansive terrace overlooking gorgeous

Jackie Davis

William Raveis Real Estate

541 Sasco Hill Rd, Fairfield, CT 06824
/39
$7,500,000
- 4 Beds
- 5 Baths
- 3,500 Sq Ft
36 Arrow Point Rd, Warren, CT 06777

Private Lake Waramaug compound with rare panoramic western sunset views, 100 feet of direct lake frontage, floating dock, separate guest cottage, and beautifully landscaped grounds. Fully renovated, this five-bedroom property offers an exceptional setting for year-round living or a seasonal retreat. The 3,500-square-foot custom-built main house is designed for relaxed family living and effortless

Peter Klemm Klemm Real Estate Inc

36 Arrow Point Rd, Warren, CT 06777
/40
$7,500,000
- 4 Beds
- 4.5 Baths
- 5,475 Sq Ft
620 Colonial Rd, Guilford, CT 06437

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. Masterfully crafted in 2003 and transformed by the current owners with uncompromising quality, the 6,000 SF+ residence is defined by

Susan Santoro William Pitt Sotheby's Int'l

620 Colonial Rd, Guilford, CT 06437

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