Luxury Homes for Sale in Connecticut

/40
$6,375,000

$500K PRICE DROP
- 4 Beds
- 4.5 Baths
- 4,444 Sq Ft
21 Covlee Dr, Westport, CT 06880

Boater's Paradise-Live the Ultimate Saugatuck Shores Waterfront Lifestyle. Experience unparalleled, direct waterfront access from this striking contemporary perched directly on the shores of Long Island Sound. Featuring its own rare private dock, this property is a true boater's/water lover's paradise. Enjoy all that Saugatuck Shores has to offer-boating, jet-skiing, paddle boarding, or kayaking

John Foran Compass Connecticut, LLC

21 Covlee Dr, Westport, CT 06880
/11
$6,250,000

New Construction
- 6 Beds
- 9 Baths
- 10,521 Sq Ft
21 Sturges Commons, Westport, CT 06880

NEW CONSTRUCTION NEAR COMPLETION IN THE COVETED HUNT CLUB NEIGHBORHOOD BY THE MOST SOUGHT-AFTER LUXURY BUILDER, MATTERA CONSTRUCTION, celebrated for creating architecturally significant & stunning modern homes that blend timeless elegance, exceptional craftsmanship & bespoke interiors. A Mattera home is a masterpiece with state-of-the-art amenities, breathtaking design & uncompromising structural

Patricia Shea Coldwell Banker Realty

21 Sturges Commons, Westport, CT 06880
/20
$6,150,000
- 5 Beds
- 8 Baths
- 6,143 Sq Ft
21 Calhoun Dr, Greenwich, CT 06831

A rare opportunity in one of Greenwich's most coveted in-town settings, 21 Calhoun Drive combines the timeless presence and character of a classic Greenwich estate with exceptional privacy, generous scale and remarkable potential. Set amid mature landscaping on approximately 1.8 acres in a one-acre zone, the property offers nearly twice the typical lot size while remaining just moments from the

Danielle Malloy

Serhant Connecticut, LLC

21 Calhoun Dr, Greenwich, CT 06831
/40
$5,999,999

New Construction
- 7 Beds
- 7.5 Baths
- 8,700 Sq Ft
13 Edgemarth Hill Rd, Westport, CT 06880

Set on 1.70 private acres in the heart of Greens Farms, this distinctive new construction by Dwell offers a rare combination of timeless design, exceptional privacy, and resort-caliber outdoor living. Offering 8,700+/- sq ft, this exceptional residence features 7 bedrooms, 8 bathrooms, and thoughtfully designed living spaces crafted with an emphasis on enduring design rather than passing trends.

Doug Bross Coldwell Banker Realty

13 Edgemarth Hill Rd, Westport, CT 06880
/28
$5,999,000

New Construction
- 4 Beds
- 5.5 Baths
- 4,767 Sq Ft
142 Nearwater Ln, Darien, CT 06820

A rare opportunity to own a new construction home with Deeded Beach Rights on coveted Nearwater Lane in one of Darien's most desirable coastal neighborhoods. A seamless blend of sophisticated design, modern comfort, and coastal living. Moments from Weed Beach, downtown Darien, commuter rail service, and a Blue Ribbon elementary school. Designed for everyday living and entertaining, the home

Michael Ferraro Compass Connecticut, LLC

142 Nearwater Ln, Darien, CT 06820
/62
$5,995,000
- 6 Beds
- 4.5 Baths
- 4,629 Sq Ft
508 Round Hill Rd, Greenwich, CT 06831

This stunning Round Hill estate in Greenwich, Connecticut is set in a private, knoll-top setting that ensures tranquility and picturesque views. The exquisite property spans four glorious acres and features six spacious bedrooms and four and a half baths, providing ample room for family and guests. Enjoy beautiful east and west exposures that fill the home with natural light. The layout is

Stephen Archino Sotheby's International Realty

508 Round Hill Rd, Greenwich, CT 06831
/40
$5,995,000
- 6 Beds
- 9 Baths
- 8,068 Sq Ft
67 Peach Hill Rd, Darien, CT 06820

Privately set on 2.15 beautifully landscaped, park-like acres just minutes from town, this exceptional six-bedroom residence offers a rare blend of timeless elegance, everyday comfort, and complete privacy. Thoughtfully designed for the way people truly live, the home is filled with light, gracious proportions, and inviting spaces that welcome both intimate gatherings and memorable celebrations.

Janine Tienken Houlihan Lawrence

67 Peach Hill Rd, Darien, CT 06820
/36
$5,995,000

$504K PRICE DROP
- 5 Beds
- 7 Baths
- 6,189 Sq Ft
775 Sasco Hill Rd, Fairfield, CT 06824

775 Sasco Hill Road is an extraordinary estate where timeless elegance meets modern luxury. Impeccably renovated and beautifully curated by the current owners, this sophisticated residence offers three full levels of refined living set across five private, park-like acres. A dramatic cathedral foyer and soaring 9-foot ceilings create an immediate sense of scale and light, while the thoughtfully

Suzy Ryan William Raveis Real Estate

775 Sasco Hill Rd, Fairfield, CT 06824
/10
$5,995,000

New Construction
- 3 Beds
- 3.5 Baths
- 3,322 Sq Ft
15 Burtis Ave Unit East Penthouse C, New Canaan, CT 06840

The Quartier reimagines timeless luxury through 21 bespoke residences. Experience the rarest offering in New Canaan: East Penthouse C at The Quartier. Commanding over 3,300 square feet of meticulously designed living space, this custom 3-bedroom, 3.5 bath Penthouse represents the definitive fusion of classic architectural integrity and sustainable, high-tech innovation. Access is private via a

Jaime Sneddon William Pitt Sotheby's Int'l

15 Burtis Ave Unit East Penthouse C, New Canaan, CT 06840
/15
$5,990,000

New Construction
- 6 Beds
- 6.5 Baths
- 6,900 Sq Ft
10 Mary Jane Ln, Westport, CT 06880

New construction by renowned Red Coat Homes, ideally set on a quiet cul-de-sac in a premier Westport neighborhood. Designed by architect Judith Larson, this exceptional home offers over 7,000 sq ft of refined living space on more than one acre, complete with a resort-style pool. Timeless architecture and sophisticated finishes create spaces ideal for entertaining, work, and everyday living, with

Danna Rogers Higgins Group Bedford Square

10 Mary Jane Ln, Westport, CT 06880
/40
$5,950,000
- 5 Beds
- 6.5 Baths
- 9,914 Sq Ft
40 Grand St, Stonington, CT 06378

Nestled in the heart of historic Stonington Borough, this rare European-inspired countryside estate stands as a triumph of privacy, exclusivity, and architectural sophistication. A true showpiece of design, the property seamlessly fuses bespoke detail with modern luxury, surrounded by professionally maintained grounds long celebrated as a standout jewel of the Stonington Borough Garden Tour. The

Heather Sawyer William Pitt Sotheby's Int'l

40 Grand St, Stonington, CT 06378
/40
$5,950,000

$300K PRICE DROP
- 5 Beds
- 7 Baths
- 5,500 Sq Ft
158 Popple Swamp Rd, Washington Depot, CT 06794

Escape to an award-winning estate nestled in the heart of Washington, CT-just 90 miles from New York City. Situated on over 80 acres of pristine, level land, this exceptional modern farmhouse offers a rare combination of architectural excellence, luxurious amenities, and unparalleled natural beauty. Featured in New England Home and honored with CTC&G's prestigious Innovation in Design award, this

Kathryn Clair William Pitt Sotheby's Int'l

158 Popple Swamp Rd, Washington Depot, CT 06794
/7
$5,950,000

$1M PRICE DROP
- Land
- 7.42 Acres
- $801,887 per Acre
549 Round Hill Rd, Greenwich, CT 06831

Distant views of Long Island Sound and rolling meadow vistas await the creation of the estate of your dreams. 7+ acres on one of the highest elevations in Greenwich are privatized by verdant landscaping on all sides. Fully approved, the building site is ready for the dream to become reality. Approved architectural plans are offered for a home that may be custom built by the owner/builder, a noted

Francine Ehrlich Sotheby's International Realty

549 Round Hill Rd, Greenwich, CT 06831
/22
$5,900,000
- 7 Beds
- 7.5 Baths
- 9,800 Sq Ft
22 Cavalry Rd, Westport, CT 06880

Set behind private gates in Westport's prestigious Red Coat estate area, this extraordinary luxury residence offers the utmost in privacy and sophisticated design. Thoughtfully conceived with elegant architecture, exceptional proportions, soaring 10-foot ceilings on the main level, 9-foot ceilings on the second floor and finished lower level, and light-filled interiors, the home blends

Cyd Hamer William Pitt Sotheby's Int'l

22 Cavalry Rd, Westport, CT 06880
/38
$5,900,000
- 4 Beds
- 4 Baths
- 5,651 Sq Ft
12 Rocky Point Rd, Old Saybrook, CT 06475

Welcome to your waterfront hidden gem! A once in a lifetime opportunity on the Connecticut River featuring 381 feet of direct waterfront, private two boat dock, private horseshoe bay and panoramic north facing views up the river. This modern Contemporary private estate features 5,600+ square feet of living space! Open floor plan, stunning water views from every room! The living room features cozy

Sharon Linder Berkshire Hathaway NE Prop.

12 Rocky Point Rd, Old Saybrook, CT 06475
/40
$5,895,000
- 6 Beds
- 4.5 Baths
- 7,723 Sq Ft
474 Brookside Rd, New Canaan, CT 06840

A truly exceptional private estate, this country compound set on more than three private acres, blends timeless character, refined design, and modern luxury. Anchored by a beautifully preserved 1932 main residence and an extraordinary 2,300-square-foot poolside entertainment barn, the property is designed for both everyday living and effortless entertaining. The main residence offers five

Christine Saxe Compass Connecticut, LLC

474 Brookside Rd, New Canaan, CT 06840
/40
$5,895,000

$100K PRICE DROP
- 4 Beds
- 6 Baths
- 5,567 Sq Ft
46 Compo Mill Cove, Westport, CT 06880

Everything stays on the other side. That is what people here say about the footbridge. You cross it, and whatever you were carrying does not come with you. Compo Mill Cove is a gated private peninsula of nineteen homes on Long Island Sound, and no car has come out here since 1903. It is the reason the loudest thing you hear most mornings is the tide turning under the bridge. Everyone in this town

Evangela Brock Douglas Elliman of Connecticut

46 Compo Mill Cove, Westport, CT 06880
/40
$5,775,000
- 4 Beds
- 3.5 Baths
- 9,852 Sq Ft
89 River Rd, East Haddam, CT 06423

Where Architectural Inspiration Meets the Majesty of the Connecticut River. Perched majestically on 15.22 acres along the eastern bank of the Connecticut River, 89 River Road offers a rare convergence of architectural pedigree, natural beauty, privacy, and fully realized lifestyle design. Designed, owned, and meticulously crafted by one of America's leading architects, this 12,836-square-foot,

Colette Harron William Pitt Sotheby's Int'l

89 River Rd, East Haddam, CT 06423
/40
$5,750,000
- 4 Beds
- 4.5 Baths
- 3,800 Sq Ft
69 Birch Rd, Fairfield, CT 06824

Your new fully custom near beach luxury residence is ready for you now... Introducing "White Birch", a masterfully executed collaboration between Fairfield County's premier Architect, Builder, & Designer, sets a new benchmark for bespoke coastal living and the effortless estate lifestyle. Every detail has been thoughtfully curated, every finish intentionally elevated, every inch built with

Jaclyn Picarillo Higgins Group Bedford Square

69 Birch Rd, Fairfield, CT 06824
/35
$5,745,000
- 6 Beds
- 7.5 Baths
- 6,878 Sq Ft
580 Lake Ave, Greenwich, CT 06830

There are homes you visit, and there are homes you never want to leave. Rich in character & thoughtfully reimagined, this classic residence is the latter. A rare blend of timeless architecture, designer-appointed details, & easy living just minutes from the train, schools and vibrant Greenwich Avenue. The first floor features a gracious dining room that frames the backyard through an oversized

Maria Crowley Houlihan Lawrence

580 Lake Ave, Greenwich, CT 06830
/11
$5,695,000
- 2 Beds
- 2.5 Baths
- 2,121 Sq Ft
275 Mason St Unit 3D, 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 to start 11/2028. 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 3D, Greenwich, CT 06830
/40
$5,650,000

New Construction
- 7 Beds
- 9 Baths
- 8,762 Sq Ft
8 Pleasant Valley Ln, Westport, CT 06880

Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic two story foyer, 10ft

Doug Bross Coldwell Banker Realty

8 Pleasant Valley Ln, Westport, CT 06880
/26
$5,600,000

$200K PRICE DROP
- 5 Beds
- 3.5 Baths
- 4,324 Sq Ft
8 Indian Point Ln, Riverside, CT 06878

Tucked within the secluded Indian Point Association, this 1.55-acre waterfront sanctuary in coveted Riverside invites you to imagine the lifestyle that you have always wanted. From its sweeping southwestern vantage point, the property opens to mesmerizing views of Long Island Sound-a living canvas that shifts with every season, every tide, every change of light. A charming 1949 built house sits

Patte Nusbaum Sotheby's International Realty

8 Indian Point Ln, Riverside, CT 06878
/26
$5,595,000
- 5 Beds
- 10 Baths
- 9,806 Sq Ft
42 Nettleton Hollow Rd, Washington, CT 06793

Stone Bridge: The Ultimate Classic Country Estate - PERFECTION AND READY TO MOVE IN! Embodying the pinnacle of refined country living, "Stone Bridge" is a magnificent stone and shingle estate with Elevator to all floors and Geothermal Heating, that seamlessly marries timeless architectural grandeur with state-of-the-art modern amenities. Situated on over 24.9 private, bucolic acres in Washington,

Kathryn Clair William Pitt Sotheby's Int'l

42 Nettleton Hollow Rd, Washington, CT 06793
/40
$5,500,000

$3M PRICE DROP
- 4 Beds
- 5.5 Baths
- 5,400 Sq Ft
23 Mauwee Brook Rd, Kent, CT 06757

"The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to

Kathryn Clair William Pitt Sotheby's Int'l

23 Mauwee Brook Rd, Kent, CT 06757
/8
$5,500,000

Open Sat 12PM - 2PM
- 5 Beds
- 8 Baths
- 9,300 Sq Ft
67 Carter St, New Canaan, CT 06840

67 Carter Street - Exceptional Modern Estate Experience unrivaled luxury at this extraordinary 2.5-acre sanctuary in New Canaan. Encompassing nearly 7,300 sq ft above grade and an additional 2,000 sq ft in the lower level with soaring 10-foot ceilings, this architectural masterpiece offers a refined and expansive living experience. A chef's gourmet kitchen anchors the home, complemented by five

Richard Breglia

Coldwell Banker Realty

67 Carter St, New Canaan, CT 06840
/19
$5,500,000
- Land
- 168.3 Acres
- $32,680 per Acre
351 Flanders Rd, Groton, CT 06340

Incredible opportunity to acquire 168.3 acres of contiguous land in Groton's IM (Industrial Moderate) zone with significant frontage along both Hazelnut Hill and Flanders Roads. This expansive assemblage offers flexible development potential for industrial, flex, research, or recreational use. Located minutes from I-95, Route 1, Electric Boat, and Pfizer, the site is ideally positioned for

Tim Bray

Seaport Real Estate Services

351 Flanders Rd, Groton, CT 06340
/2
$5,500,000

$500K PRICE DROP
- Land
- 136.38 Acres
- $40,328 per Acre
0 Allen Hill Rd Unit 24140370, Brooklyn, CT 06234

Welcome to Pinedale Farms, a rare large-scale development opportunity in the heart of Brooklyn. This offering includes 136.38 acres of industrial-zoned land along with the additional 2.8-acre parcel at 22 Allen Hill Rd, creating a substantial combined footprint of 139.18 acres for future projects. The property provides three access points which are 22 Allen Hill, south of 68 Allen Hill Rd and

Adam Gumula Kazantzis Real Estate, LLC

0 Allen Hill Rd Unit 24140370, Brooklyn, CT 06234
/40
$5,499,000
- 5 Beds
- 5.5 Baths
- 4,000 Sq Ft
2268 Fairfield Beach Rd, Fairfield, CT 06824

Experience the pinnacle of coastal luxury at this extraordinary waterfront builder's own residence on prestigious Fairfield Beach Road. Designed with uncompromising craftsmanship and impeccable attention to detail, this one-of-a-kind modern masterpiece offers the ultimate waterfront lifestyle with a private sandy beach and your own private dock. Showcasing over-the-top custom finishes throughout,

Sara Santos Coldwell Banker Realty

2268 Fairfield Beach Rd, Fairfield, CT 06824
/32
$5,499,000
- 8 Beds
- 10 Baths
- 7,884 Sq Ft
35 Wilshire Rd, Greenwich, CT 06831

Overlooking Wilshire Pond, 35 Wilshire Road is a rare modern backcountry compound set on 5.29 private acres with a true resort-like feel. Designed by noted architect Gerald Schiff, the home offers approx. 7,884 sq ft, 8 total beds & baths, bold entertaining spaces, and dramatic architectural details throughout. Amenities include a natural pool with waterfall and 15+ ft deep diving well, stone

Deborah Ward Sotheby's International Realty

35 Wilshire Rd, Greenwich, CT 06831
/39
$5,495,000
- 6 Beds
- 9 Baths
- 6,561 Sq Ft
3 Stony Point W, Westport, CT 06880

Located within the highly desirable Stony Point Association, this exceptional home offers a rare combination of privacy and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, providing summer boat access just steps from your door. Completely transformed and expanded in 2016, the home features over 6,500sf of

Debra Shaughnessy Coldwell Banker Realty

3 Stony Point W, Westport, CT 06880
/40
$5,495,000
- 4 Beds
- 4.5 Baths
- 5,778 Sq Ft
250 Main St, Ridgefield, CT 06877

Welcome to one of Main Street's most recognizable homes, the iconic & brightly colored Gothic Revival Victorian, built Ca. 1826, offering an exceptionally private & expansive 1.94 acre lot plus a separate 3,684 sf Carriage/Pool House. Working with Peter Coffin, Architect, & the Historic District Commission, the home underwent a meticulous full restoration/renovation, thoughtfully balancing

Laura Ancona William Pitt Sotheby's Int'l

250 Main St, Ridgefield, CT 06877
/32
$5,495,000

$355K PRICE DROP
- 5 Beds
- 6 Baths
- 4,946 Sq Ft
21 Pecksland Rd, Greenwich, CT 06831

One level living at its best! A gated drive introduces this beautifully appointed stone residence, gracefully set on over two exquisitely landscaped Mid-Country acres. Light-filled interiors offer a rare combination of scale and comfort, and are defined by dramatic ceiling heights, expansive windows, and beautifully proportioned spaces. A generous entry flows to the formal dining and living

Leslie McElwreath Sotheby's International Realty

21 Pecksland Rd, Greenwich, CT 06831
/55
$5,495,000

$500K PRICE DROP
- 3 Beds
- 5 Baths
- 5,305 Sq Ft
135 & 129 Zaccheus Mead Ln, Greenwich, CT 06831

LOCATION ,LOCATION, LOCATION! Striking, sophisticated, & contemporary w/a true WOW factor. This exceptional residence is tucked within the celebrated Golden Triangle, surrounded by some of Greenwich's most prominent estates. A rare blend of timeless modern sensibility, the home showcases stunning interiors, refined elegance, & impeccable craftmanship. Designed for today's lifestyle, the layout

Janet Milligan Sotheby's International Realty

135 & 129 Zaccheus Mead Ln, Greenwich, CT 06831
/36
$5,490,000
- 5 Beds
- 3.5 Baths
- 3,200 Sq Ft
18 Arrow Point Rd, Warren, CT 06777

Rare direct waterfront opportunity on Lake Waramaug with breathtaking western sunset views and over 2 beautifully maintained acres on a private double lot. This exceptional 5-bedroom, 3 full and 2 half bath retreat blends timeless lakehouse charm with thoughtfully designed indoor and outdoor living spaces. The property is fully fenced with a private electric gated entrance for added exclusivity

Pat Lahoud William Pitt Sotheby's Int'l

18 Arrow Point Rd, Warren, CT 06777
/40
$5,475,000

New Construction
- 5 Beds
- 6.5 Baths
- 8,096 Sq Ft
102 Silver Ridge Rd, New Canaan, CT 06840

Set in the coveted Silvermine area of New Canaan, 102 Silver Ridge Road presents a newly built residence where sophisticated design, exceptional scale, and effortless modern living come together. A light-filled two-story family room creates a dramatic yet inviting centerpiece. Thoughtfully designed for today's lifestyle, the home features a gourmet kitchen, two dedicated office locations,

Katie Nugent Berkshire Hathaway NE Prop.

102 Silver Ridge Rd, New Canaan, CT 06840
/36
$5,450,000
- 7 Beds
- 9.5 Baths
- 10,045 Sq Ft
21 Point Rd, Norwalk, CT 06854

A rare opportunity to live in the exclusive Wilson Point Association, this stately Georgian Colonial is privately sited on 1.4 acres with sweeping views of Long Island Sound. A true secluded oasis, the home features a sophisticated open floor plan, vaulted ceilings, light-filled rooms, and exceptional custom millwork and architectural details throughout. The luxurious primary suite offers a

Janine Tienken Houlihan Lawrence

21 Point Rd, Norwalk, CT 06854
/53
$5,450,000
- 6 Beds
- 9 Baths
- 7,738 Sq Ft
897 Lake Ave, Greenwich, CT 06831

This exceptional contemporary home on a quiet cul-de-sac has been transformed with a complete meticulous custom renovation. The dramatic yet highly functional home is being offered fully furnished with Roche Bobois furniture in addition to Barovier & Toso Venetian light fixtures throughout the home. The beautiful parklike grounds encompass 4 acres including a tennis court, pool with spa and large

Christopher Finlay Brown Harris Stevens CT, LLC

897 Lake Ave, Greenwich, CT 06831
/16
$5,400,000
- Land
- 23 Acres
- $234,783 per Acre
90 Welch Rd, Southington, CT 06489

An exceptional opportunity for builders, developers, and investors to acquire approximately 23 acres in one of Southington's most rapidly growing locations. Situated within the R-40 residential zone, this expansive parcel offers outstanding potential of a luxury residential subdivision, custom home community, condominium project, or possible active adult 55+ development. The property features

Paula Burton Century 21 AllPoints Realty

90 Welch Rd, Southington, CT 06489
/35
$5,400,000
- Land
- 14.1 Acres
- $382,979 per Acre
0 Providence Rd Unit 24080985, Brooklyn, CT 06234

Purchase this approximate 14.1 Acre Commercial Property, or as little as two acres of this Perfect location. There are many options for this property (all reqire Zoning approval) which sits Directly behind The Now Constructing Tractor Supply and utilizing a 30-foot-wide access easement, as well as electric and communications conduit stubbed in to make readily available, there is also a

Paul Manocchio The Bella Group, LLC

0 Providence Rd Unit 24080985, Brooklyn, CT 06234

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