Luxury Homes for Sale in Connecticut

/40
$12,000,000
- 7 Beds
- 10 Baths
- 9,129 Sq Ft
4800 Congress St, Fairfield, CT 06824

This offering is for 4800 Congress St, a one of a kind estate consists of main residence on 10.92 acres, pool, barn pool house/gym, heated paddle court, and an office pavilion. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street,offering seclusion with proximity to NYC. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century

Leslie Razook William Pitt Sotheby's Int'l

4800 Congress St, Fairfield, CT 06824
/40
$11,995,000

New Construction
- 5 Beds
- 7 Baths
- 6,050 Sq Ft
14 Owenoke Park, Westport, CT 06880

Summer starts here. Set on prestigious Owenoke Park steps from Compo Beach, this brand-new 6,050 sqft coastal masterpiece delivers the ultimate Westport lifestyle - pool and spa, Gray's Creek waterfront access, Long Island Sound views throughout, and a rare 3-car garage. Five ensuite bedrooms, double-island kitchen with scullery, elevator, primary suite sauna, and a lower-level loggia built for

Deirdre Andreoli Compass Connecticut, LLC

14 Owenoke Park, Westport, CT 06880
/34
$11,950,000
- 6 Beds
- 7.5 Baths
- 9,270 Sq Ft
16 Park Ave, Greenwich, CT 06830

Set on a coveted lane in downtown Greenwich, this newly built English Cotswold-inspired estate by Guillermo Gomez blends timeless European elegance with modern design. Spanning 9,270 SF across 4 elevator-served levels, this 6-bedroom home is crafted in stone, steel, glass & timber, which define light-filled interiors with soaring ceilings & dramatic scale. The open layout features a chef's

Kevin Sneddon Compass Connecticut, LLC

16 Park Ave, Greenwich, CT 06830
/27
$11,750,000

New Construction
- 6 Beds
- 9 Baths
- 10,078 Sq Ft
41 Mohawk Ln, Greenwich, CT 06831

LUMEN HOUSE Set behind a private bridge on four gated acres of west-facing land, Lumen House is a 10,000+ square foot modern estate that transcends the ordinary. Conceived through a rare collaboration between Boutique Project Development, Atkins Construction Group, and the celebrated Vakota Architecture, this six-bedroom, nine-and-a-half-bath residence stands as one of Backcountry Greenwich's

Jeffrey Jackson Corcoran Centric Realty LLC

41 Mohawk Ln, Greenwich, CT 06831
/35
$11,500,000
- 5 Beds
- 10 Baths
- 9,564 Sq Ft
10 Shorehaven Rd, Norwalk, CT 06855

Rarely does an opportunity arise to own a home in the coastal enclave of Shorehaven, and 10 Shorehaven Road is a true masterpiece. This Nantucket-inspired estate blends timeless elegance with relaxed coastal charm, offering unmatched luxury and tranquility. Set along the serene waterfront, the lush, landscaped grounds feature a sparkling pool, spa, and private dock-perfect for boating adventures

Laurie Morris Compass Connecticut, LLC

10 Shorehaven Rd, Norwalk, CT 06855
/34
$11,250,000
- 6 Beds
- 6 Baths
- 5,638 Sq Ft
200 Shore Rd, Old Greenwich, CT 06870

One of only 11 waterfront homes in the Lucas Point Association. At 200 Shore Road, the water is not just a view, it is a way of life. Mornings arrive with a stillness only the Sound can offer, as light dances across the water and every moment feels slowed, softened, intentional. This Nantucket inspired residence is designed entirely around that experience, from the wraparound porch to the private

Angela Swift Compass Connecticut, LLC

200 Shore Rd, Old Greenwich, CT 06870
/13
$10,995,000
- 6 Beds
- 10 Baths
- 12,310 Sq Ft
67 Stag Ln, Greenwich, CT 06831

Set on 5 quiet, private acres, this 2027 new construction is customizable through July 2026, with 4 finished levels of thoughtful living spaces. With 6 bedrooms, 8.2 baths, elevator, golf simulator, outdoor kitchen + lge pool, ideal for everyday living + elevated entertaining. A double height foyer introduces the main level, where formal + informal spaces flow seamlessly. The kitchen, breakfast

Amanda Bates Houlihan Lawrence

67 Stag Ln, Greenwich, CT 06831
/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
/19
$10,500,000
- 4 Beds
- 5.5 Baths
- 10,522 Sq Ft
47 Charcoal Hill Rd, Westport, CT 06880

Designed by renowned architect and builder Frazier Forman Peters, this stone estate is set on nearly 3.5 private, meticulously landscaped acres in Westport. Crafted over more than two decades, the residence reflects exceptional artistry, scale, and craftsmanship. A gated entry and winding stone drive arrive at a stately porte-cochere and attached two-car garage, establishing a grand sense of

Jonathan Ducharme Serhant Connecticut, LLC

47 Charcoal Hill Rd, Westport, CT 06880
/24
$10,495,000
- 4 Beds
- 5.5 Baths
- 6,045 Sq Ft
7 Rowayton Ave, Norwalk, CT 06853

Set prominently along the coveted shoreline of Rowayton, this extraordinary residence is a true architectural masterpiece that defies the standard coastal trope. Designed by award-winning Cardello Architects, the home is a fortress of design-a structural marvel built with an uncompromising integrity that feels as permanent as the tides. The silhouette is bold and commanding, yet every element

Libby Mattson Houlihan Lawrence

7 Rowayton Ave, Norwalk, CT 06853
/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
/34
$10,000,000
- 5 Beds
- 8 Baths
- 7,021 Sq Ft
153 Ferry Rd, Lyme, CT 06439

Welcome to 'Highover,' a 25-acre hilltop estate on the Connecticut River, voted the WSJ House of the Month nationwide. Over half a mile of waterfront, with natural barriers, ensures unmatched privacy and security. Accommodation for extended family and live-in help. Uniquely poised between New York and Boston, and less than an hour by helicopter from JFK, Logan, and Bradley. The home, designed by

Edward Hillyer William Raveis Real Estate

153 Ferry Rd, Lyme, CT 06439
/39
$9,900,000
- 21 Beds
- 40 Baths
- 51,830 Sq Ft
50 Poplar Hill Dr, Farmington, CT 06032

Once home to both Mike Tyson and 50 Cent, this extraordinary estate sits on more than 17 private acres in Farmington, Connecticut-a historic town just 10 miles west of Hartford and ideally positioned between Boston and New York City. Spanning an impressive 51,000 square feet, the residence embodies unmatched opulence, with over $3 million in recent renovations elevating it to a world-class

Sherry Borgeson Berkshire Hathaway NE Prop.

50 Poplar Hill Dr, Farmington, CT 06032
/6
$9,860,000

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

An exceptional modern residence by Compo Luxury Homes, designed by renowned architect Tanner White, set on over two private acres just minutes from downtown Westport, Compo Beach, and the train-approximately one hour from NYC. This 6-bedroom home spans approximately 9,200 square feet and showcases custom European windows and doors, sophisticated interiors, and seamless indoor-outdoor living. At

Danna Rogers Higgins Group Bedford Square

9 Over Rock Ln, Westport, CT 06880
/40
$9,850,000
- 5 Beds
- 7.5 Baths
- 9,481 Sq Ft
20 Saltus Dr, Old Saybrook, CT 06475

YOUR OWN PRIVATE COUNTRY CLUB! Enjoy the expansive 3500 sf granite terrace, a heated saltwater swimming pool, a deep water dock and a pool house with a full kitchen and seating for 10! This modern masterpiece, sited to take full advantage of a private 1.6 acre waterfront location overlooking North Cove and the Connecticut River has been constructed with the best curated materials. 20 Saltus Drive

Margaret Muir William Pitt Sotheby's Int'l

20 Saltus Dr, Old Saybrook, CT 06475
/37
$9,750,000
- 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
/34
$9,500,000

$1M PRICE DROP
- 6 Beds
- 8 Baths
- 9,834 Sq Ft
174 Round Hill Rd, Greenwich, CT 06831

Spectacular home offering a great lifestyle - this custom built handsome Colonial is set up high on 2 exceptional acres in the coveted Golden Triangle and just minutes from town and schools. This sun-filled 6-bedroom home with 10' ceilings is designed for seamless indoor-outdoor living. Gracious formal and informal rooms, a gourmet eat-in kitchen, and family room open to an expansive terrace with

B.K. Bates Houlihan Lawrence

174 Round Hill Rd, Greenwich, CT 06831
/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
/37
$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
/40
$8,997,000

New Construction
- 7 Beds
- 9.5 Baths
- 13,026 Sq Ft
259 Frogtown Rd, New Canaan, CT 06840

FrogPond Estate is a modern Scandinavian masterpiece unlike anything New Canaan has ever seen - an architecturally rare achievement set on 2.25 pristine, private acres, moments from the train and village. Spanning 11,836 plus square feet of sleek, sun-drenched living space, this 7-bedroom, nine-and-a-half-bath residence is defined by its 12-foot ceilings, bespoke millwork, and designer lighting -

Mar Jennings Higgins Group Bedford Square

259 Frogtown Rd, New Canaan, CT 06840
/8
$8,995,000

New Construction
- 6 Beds
- 10 Baths
- 10,216 Sq Ft
2 Stillman Ln, Greenwich, CT 06831

Exceptional 2026 new construction offering resort-style living across a main residence + pool house on a private one-acre lot close to town. Designed by Schettino, the main house features 5 bedrooms, 7 full baths + 2 powder rooms with a seamless, light-filled floor plan ideal for entertaining and everyday living. The second floor incl a luxurious primary suite w balcony, dual walk-in closets, +

Amanda Bates Houlihan Lawrence

2 Stillman Ln, Greenwich, CT 06831
/31
$8,880,000
- 6 Beds
- 8 Baths
- 7,718 Sq Ft
15 Vineyard Ln, Greenwich, CT 06831

Location, location, location! This stunning stone colonial sits on 2 park like acres just minutes from downtown Greenwich. With over 9,000 sq ft of beautiful living space, this 6-bedroom, 6.5-bath home offers graciously scaled rooms and an exceptional floor plan. The luxurious primary suite features a fireplace, dual bathrooms, and walk-in closets. Enjoy the spacious playroom over the garage, a

Megan Sullivan

Douglas Elliman of Connecticut

(475) 265-6175

15 Vineyard Ln, Greenwich, CT 06831
/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
$8,795,000
- 6 Beds
- 10 Baths
- 8,273 Sq Ft
55 Calhoun Dr, Greenwich, CT 06831

Majestic six bedroom manor, completely rebuilt with exceptional quality and craftsmanship, and sited on stunning 1.4 park-like acres in coveted Calhoun Drive Association. This distinguished residence is gracefully elevated to offer sweeping views of expansive lawns, lovely gardens and specimen trees. Impressive, sophisticated interiors throughout offer soaring ceilings, gleaming hardwood floors

Barbara Wells Houlihan Lawrence

55 Calhoun Dr, Greenwich, CT 06831
/38
$8,750,000

$2M PRICE DROP
- 4 Beds
- 4 Baths
- 4,262 Sq Ft
189 Shore Rd, Old Greenwich, CT 06870

An extraordinary waterfront residence in Old Greenwich, offers a rare opportunity for sophisticated coastal living with spectacular, unobstructed water views from virtually every room. Meticulously redesigned by renowned architect Rick Swann, this exceptional home is defined by dramatic architectural details, soaring ceilings, and an open, light-filled floor plan that seamlessly blends indoor

Joy Kim Metalios Houlihan Lawrence

189 Shore Rd, Old Greenwich, CT 06870
/14
$8,696,000

New Construction
- 7 Beds
- 8 Baths
- 9,422 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
/40
$8,495,000

$500K 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
/58
$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
/40
$8,475,000
- 5 Beds
- 7 Baths
- 9,376 Sq Ft
11 Harbor Bluff Ln, Norwalk, CT 06853

Commanding panoramic views of Long Island Sound, this extraordinary coastal retreat offers a front-row seat to the dramatic interplay of sea, sky & light. Thoughtfully designed by Louise Brooks of Brooks & Falotico, the residence blends timeless elegance w/ exceptional craftsmanship and over 9,000 sqft of refined living space across 4 elevator-serviced levels. Designed for both relaxed living &

Elmerina Brooks Houlihan Lawrence

11 Harbor Bluff Ln, Norwalk, CT 06853
/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
/13
$8,250,000

$1M PRICE DROP
- Land
- 426.5 Acres
- $19,343 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
/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
/40
$8,200,000
- 6 Beds
- 9 Baths
- 8,457 Sq Ft
62 Big Bear Hill Rd, New Milford, CT 06776

A Legacy Estate Where Natural Beauty and Serenity Meet Sophisticated Living. Discover an extraordinary private retreat where nature's magic meets world-class refinement. Once owned by mineral magnate Ferdinand Julius Fohs and later donated to establish a camp for underprivileged NYC youth, this 100-acre sanctuary with 15-acre private lake and over 23,000 sq ft of living space has been extensively

Pat Lahoud Lahoud William Pitt Sotheby's Int'l

62 Big Bear Hill Rd, New Milford, CT 06776
/39
$8,195,000

$700K PRICE DROP
- 8 Beds
- 10 Baths
- 11,066 Sq Ft
212 Bedford Rd, Greenwich, CT 06831

Step into the reimagined 'Sunset Farm,' where historic charm meets modern luxury. Originally a Dutch Colonial from 1840, this landmarked property was completely rebuilt in 2006, blending timeless craftsmanship with contemporary elegance. The grand living and dining rooms, showcasing custom moldings and bespoke details, are perfect for entertaining, while the spacious chef's kitchen flows into a

Yashmin Lloyds Compass Connecticut, LLC

212 Bedford Rd, Greenwich, CT 06831
/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
/39
$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
/48
$7,995,000
- 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
/31
$7,995,000
- 5 Beds
- 8 Baths
- 9,716 Sq Ft
24 Stillman Ln, Greenwich, CT 06831

Sport lovers dream - Set on a quiet cul-de-sac within Sherwood Farms, this custom-built 2013 residence offers four finished levels of thoughtfully designed living space paired with exceptional recreational and lifestyle amenities. High ceilings, abundant natural light and seamless flow define the main level, where formal living and dining rooms connect effortlessly to an expansive open-concept

Amanda Bates Houlihan Lawrence Inc.

24 Stillman Ln, Greenwich, CT 06831
/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

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