Luxury Homes for Sale in Connecticut

/49
$100,000,000
- 8 Beds
- 14 Baths
- 13,163 Sq Ft
108 Cedar Cliff Rd, Riverside, CT 06878

Perched in timeless elegance atop an expansive 2.91-acre gated peninsula, with best-in-class views of the Manhattan skyline and the shimmering Long Island Sound, Cedar Cliff is a Mediterranean villa of unrivaled pedigree and commanding presence. Privately situated along a secluded road within Riverside's prestigious Indian Head Association, this storied property occupies the historic grounds of

Leslie McElwreath Sotheby's International Realty

108 Cedar Cliff Rd, Riverside, CT 06878
/50
$75,000,000
- 8 Beds
- 14 Baths
- 15,944 Sq Ft
1233 Rock Rimmon Rd, Stamford, CT 06903

An extraordinary 268-acre legacy estate spanning the New York-Connecticut border, Hillandale offers unrivaled privacy and timeless grandeur. Once owned by the Sulzberger family of the New York Times, the 15,000+ sq ft, eight-bedroom European-inspired manor has been meticulously restored and features magnificent formal entertaining rooms, 11 fireplaces, two elevators, a paneled library, sun-filled

Leslie McElwreath Sotheby's International Realty

1233 Rock Rimmon Rd, Stamford, CT 06903
/40
$35,000,000
- 6 Beds
- 4.5 Baths
- 5,354 Sq Ft
215 Uncas Point Rd, Guilford, CT 06437

Waterfront.. Sachems Head - Welcome to a Unique opportunity to purchase some of the finest waterfront properties to ever become available on the entire Connecticut Shoreline. Combined 3 properties span 13.03 rolling green Acres w/1900 feet of waterfront, 3 Docks, Boat Lift, Vineyard, Orchards, Beautiful Gardens, Fruit Trees, Tennis/Basketball Court, Go Kart Track, 2 Houses and a Carriage House.

Joseph Piscitelli Coldwell Banker Realty

215 Uncas Point Rd, Guilford, CT 06437
/40
$29,995,000
- 10 Beds
- 8 Baths
- 8,378 Sq Ft
0 Rogers Island, Branford, CT 06405

A truly unforgettable and exceptionally rare offering-Rogers Island presents an exciting opportunity to own a private island paired with a mainland residence, delivering the perfect balance of seclusion and convenience. The mainland property includes its own dock, parking, and support space, making access to the island with a 5-minute boat ride, seamless and effortless. Just offshore, the island

Alicia Hale

Coldwell Banker Realty

0 Rogers Island, Branford, CT 06405
/50
$28,500,000
- 5 Beds
- 8 Baths
- 12,006 Sq Ft
380 North St, Greenwich, CT 06830

Historically known as ''Electric Hill,'' this extraordinary estate occupies one of the highest points in Mid-Country Greenwich, commanding year-round views of Long Island Sound across the treetops. Once part of a larger estate owned by Edward H. Johnson, Thomas Edison's associate and a pioneer in residential electrification, the property pairs a storied legacy with timeless architecture. Designed

Caroline McNally Sotheby's International Realty

380 North St, Greenwich, CT 06830
/14
$28,500,000
- 7 Beds
- 12 Baths
- 18,370 Sq Ft
39 Brookridge Dr, Greenwich, CT 06830

Set along a quiet street 3 mins from town, this exceptional 2027 new construction blends timeless architecture with modern livability. A striking white brick façade, steep gables, and dark-framed windows create a refined yet welcoming presence. Warm interior light highlights expansive living spaces, including a dramatic kitchen and family room designed for both everyday living and elevated

Amanda Bates Houlihan Lawrence Inc.

39 Brookridge Dr, Greenwich, CT 06830
/40
$25,500,000
- 9 Beds
- 14 Baths
- 14,266 Sq Ft
104 Dans Hwy, New Canaan, CT 06840

Clark House, a legacy property with extraordinary provenance, was re-imagined by design legends Delphine and Reed Krakoff, adding their imprimatur of spare modern elegance. Reminiscent of a French hunting lodge and built like a fortress from steel and concrete in 1937, the property was purchased as a country residence by copper heiress Huguette Clark, and remained unoccupied and untouched until a

Leslie Razook William Pitt Sotheby's Int'l

104 Dans Hwy, New Canaan, CT 06840
/40
$25,000,000
- 6 Beds
- 11 Baths
- 19,569 Sq Ft
1131 Sasco Hill Rd, Fairfield, CT 06824

Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

Andrew Whiteley Brown Harris Stevens

1131 Sasco Hill Rd, Fairfield, CT 06824
/28
$24,000,000
- 10 Beds
- 16 Baths
- 15,820 Sq Ft
5 & 7 John St, Greenwich, CT 06831

Robin Hill Farm' and 'Smokey Hill Farm' are situated at one of the highest points in Greenwich in bucolic backcountry. This magnificent estate encompasses the main house, represented in this listing data sheet, two cottages, stables and gorgeous paddocks, Indoor and outdoor pools, tennis house, tennis court, and two ethereal fountains. Originally designed in 1937 by Augusta L.Noel (designer of

Shelly Tretter Lynch Compass Connecticut, LLC

5 & 7 John St, Greenwich, CT 06831
/6
$22,825,000
- 8 Beds
- 10 Baths
- 12,946 Sq Ft
11 Beachside Common, Westport, CT 06880

Direct Waterfront | Greens Farms An extraordinary new waterfront estate by award-winning Coastal Luxury Homes is coming to one of the most coveted stretches of the Connecticut shoreline. Set in the heart of Greens Farms, this spectacular 12,948 square foot modern residence will span four levels and capture sweeping, unobstructed views across Sherwood Island, Burying Hill Beach, and Long Island

Andrew Whiteley Brown Harris Stevens

11 Beachside Common, Westport, CT 06880
/97
$19,995,000
- 5 Beds
- 7 Baths
- 7,400 Sq Ft
58 Shore Rd, Old Greenwich, CT 06870

You don't look at your home...you look out from it. Set directly on the waterfront in Old Greenwich, this newly constructed residence is a masterclass in design, engineering and execution where every material, finish and feature was selected without compromise. Beyond a long, privately gated drive, sweeping cove views unfold, leading to a façade clad in premium Thermory wood siding beneath a

Danielle Malloy

Serhant Connecticut LLC

58 Shore Rd, Old Greenwich, CT 06870
/13
$19,950,000

$5M PRICE DROP
- 9 Beds
- 13 Baths
- 16,154 Sq Ft
16 Doubling Rd, Greenwich, CT 06830

GREAT INVESTMENT OPPORTUNITY- Bellavista is a 16,000+sf estate designed by architect Anthony Minichetti, comprised of 9 bedrooms, 9 full baths, and 4 half baths, set on 2.93 private elevated acres within Greenwich's elite Golden Triangle. Commanding panoramic views over one of Greenwich's historic Country Club golf courses, plus Long Island Sound views from the 2nd and 3rd floors, A truly

Jill Kelly Sotheby's International Realty

16 Doubling Rd, Greenwich, CT 06830
/43
$19,950,000

$1M PRICE DROP
- 8 Beds
- 12 Baths
- 14,071 Sq Ft
8 Fox Run Ln, Greenwich, CT 06831

Perfectly sited on a quiet lane minutes from Greenwich Avenue, this 2024 SBP home offers serenity on nearly 5.5 gated acres. Walls of glass flood the interiors with natural light, highlighting 7'' white oak floors, a dramatic foyer, Calacatta marble fireplaces and Bocci lighting across 11,000+ sq ft. The open plan features a Bulthaup kitchen, living room with bar, and main-level bedroom suite or

Megan Sullivan

Douglas Elliman of Connecticut

8 Fox Run Ln, Greenwich, CT 06831
/51
$19,900,000
- 7 Beds
- 10 Baths
- 18,000 Sq Ft
37 Burying Hill Rd, Greenwich, CT 06831

Custom designed and built to exacting standards, this phenomenal back country lakefront compound was built to exacting standards offering fabulous privacy and flexibility for families, guests and staff. Prominent local design build firm created a masterpiece that combines a pre war elegance with substantial entertaining and modern lifestyle amenities. Multiple structures, including a large pool

Robert Johnson Brown Harris Stevens CT, LLC

37 Burying Hill Rd, Greenwich, CT 06831
/55
$19,500,000

$6M PRICE DROP
- 7 Beds
- 5.5 Baths
- 6,166 Sq Ft
36, 38, 0 Game Cock Rd, Greenwich, CT 06830

Welcome to Farwell's Island: One of the only private islands in Greenwich with it's own bridge! This stunning compound consists of a main house and guest house totaling a combined 10 bedrooms and 8.1 bathrooms. The 6,166 sq/ft Main House has 7 bedrooms and 5.1 bathrooms while the guest house boasts 3 en-suite bedrooms across 3,238 sq/ft. Beyond the unobstructed expansive views of Long Island

Brett Smith Brown Harris Stevens CT, LLC

36, 38, 0 Game Cock Rd, Greenwich, CT 06830
/39
$17,995,000
- 7 Beds
- 10 Baths
- 15,216 Sq Ft
19 Khakum Dr, Greenwich, CT 06831

Privately set on more than 6 extraordinary acres within the prestigious Khakum Wood Association, this award-winning estate offers distinction, privacy, and architectural excellence in an A+ location. Clad in limestone, fieldstone, and stucco and crowned by a graduated slate roof, the residence is defined by timeless elegance and exceptional quality. Bright interiors feature soaring ceilings,

Deborah Ward Sotheby's International Realty

19 Khakum Dr, Greenwich, CT 06831
/21
$16,995,000

$2M PRICE DROP
- 5 Beds
- 8.5 Baths
- 8,248 Sq Ft
207 Long Neck Point Rd, Darien, CT 06820

This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering two separately deeded parcels ( that create this magical estate to ensure the peace and tranquility of your own private oasis. East facing views are enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned

Shelly Tretter Lynch Compass Connecticut, LLC

207 Long Neck Point Rd, Darien, CT 06820
/8
$16,850,000
- 7 Beds
- 13 Baths
- 15,757 Sq Ft
8 Old Round Hill Ln, Greenwich, CT 06831

A remarkable transformation, extensively renovated and defined by the exceptional craftsmanship of Gardiner & Larson, this one-of-a-kind home honors its architectural character while delivering an elevated, effortless lifestyle. Set behind gates within a secured private association, the property features beautifully curated grounds, a fully redesigned pool with pool house and tennis court--ideal

Joanne Mancuso Houlihan Lawrence

8 Old Round Hill Ln, Greenwich, CT 06831
/40
$16,495,000
- 10 Beds
- 12 Baths
- 11,944 Sq Ft
155 Long Neck Point Rd, Darien, CT 06820

Set on 2.93 private acres along coveted Long Neck Point, this extraordinary waterfront Colonial offers a rare combination of sweeping water views, privacy, and direct access to the water. Spanning more than 10,000 square feet, the residence is designed to embrace its spectacular setting, with expansive living spaces and breathtaking vistas from nearly every room. The eight-bedroom main residence

Janine Tienken Houlihan Lawrence

155 Long Neck Point Rd, Darien, CT 06820
/40
$15,000,000
- 7 Beds
- 10 Baths
- 9,129 Sq Ft
4800 Congress St, Fairfield, CT 06824

The Ultimate East Coast Sanctuary, Where Privacy Meets Pinnacle Luxury. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street and engineered for the world's most discerning buyers who demand seclusion with proximity to NYC. This 38.91-acre compound is a one-of-a-kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of

Leslie Razook William Pitt Sotheby's Int'l

4800 Congress St, Fairfield, CT 06824
/43
$14,900,000
- 5 Beds
- 8 Baths
- 9,546 Sq Ft
279 Saugatuck Ave, Westport, CT 06880

Panoramic vistas of Long Island Sound extend from this gated, resort-style estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes in the coastal views from walls of windows, French doors, and private balconies. Effortless indoor-outdoor flow defines the main level, where a charming screened-in porch and awning-covered veranda overlook a Gunite pool with

Joseph Barbieri Sotheby's International Realty

279 Saugatuck Ave, Westport, CT 06880
/53
$14,600,000
- 8 Beds
- 14 Baths
- 17,121 Sq Ft
164 Round Hill Rd, Greenwich, CT 06831

An allée of majestic magnolia trees underplanted with sculpted boxwoods lines a white-pebble drive leading to one of Greenwich's most iconic Great Estates. Inspired by the grandeur of Newport's Gilded Age mansions and transformed through an extensive four-year renovation, this exceptional residence masterfully balances historic character with modern functionality. The result is a rare offering

Cate Keeney Sotheby's International Realty

164 Round Hill Rd, Greenwich, CT 06831
/40
$14,500,000
- 6 Beds
- 8 Baths
- 8,738 Sq Ft
379 Ocean Dr W, Stamford, CT 06902

Completed in 2023 and designed by Michael Smith Architects, this extraordinary six bedroom waterfront residence offers more than 8,700 square feet of luxury living along one of Stamford's most coveted stretches of Ocean Drive West. Built two feet above FEMA flood elevation requirements and featuring sweeping views of Long Island Sound from every principal room, the home combines timeless coastal

Joshua Weisman William Raveis Real Estate

379 Ocean Dr W, Stamford, CT 06902
/57
$14,495,000
- 7 Beds
- 11 Baths
- 14,000 Sq Ft
532 Round Hill Rd, Greenwich, CT 06831

Set along prestigious Round Hill Road in backcountry Greenwich, this new construction estate offers a rare opportunity to create a modern country retreat of exceptional scale and refinement. At approximately 14,000 +/- SF with 7 bedrooms, the residence blends classic Greenwich architecture with a more contemporary sense of light, glass, and indoor-outdoor living. Plans include gracious formal and

Danielle Malloy

Serhant Connecticut LLC

532 Round Hill Rd, Greenwich, CT 06831
/26
$14,375,000
- 7 Beds
- 9 Baths
- 10,496 Sq Ft
133 Doubling Rd, Greenwich, CT 06830

Newly completed and masterfully built, this gated exceptional new construction by renowned architect Alex Kaali-Nagy, AIA, blends timeless design, modern luxury, and impeccable craftsmanship. This stunning Colonial spans four finished levels with refined architectural details, extensive custom millwork, and thoughtfully designed living spaces. A luxurious primary suite features dual walk-in

Megan Sullivan

Douglas Elliman of Connecticut

133 Doubling Rd, Greenwich, CT 06830
/39
$13,890,000

$1M PRICE DROP
- 5 Beds
- 7 Baths
- 6,069 Sq Ft
4 Little Cove Ln, Old Greenwich, CT 06870

Exceptional new construction waterfront home set on a private cul-de-sac in one of Old Greenwich's most desirable enclaves. This custom-built residence offers 180-degree unobstructed water views from every bedroom and living space, with beautiful NYC skyline views. Designed for modern coastal living, the home spans three levels with six decks and seamless indoor-outdoor flow. Walls of glass and

Alexandra Allen Corcoran Centric Realty

4 Little Cove Ln, Old Greenwich, CT 06870
/39
$13,500,000
- 4 Beds
- 7 Baths
- 7,142 Sq Ft
16 Indian Point Ln, Riverside, CT 06878

Presenting a rare Riverside home, this SBP Homes masterpiece, custom-built in 2009, is now on the market for the first time. Designed to capture breathtaking water views and stunning sunsets. Situated in a peaceful private association within the desirable 1-acre zone off Indian Head Road. Manhattan skyline in the distance, regular Summer firework displays can be seen from Rye Playland as the

Robert Johnson Brown Harris Stevens CT, LLC

16 Indian Point Ln, Riverside, CT 06878
/40
$13,000,000
- 61 Beds
- 81 Baths
- 75,075 Sq Ft
35 Union St, New London, CT 06320

Rare opportunity to own The Crocker House, a landmark mixed-use investment property anchoring the corner of Union and State Streets in downtown New London. Originally constructed in 1872 as a five-story luxury hotel and thoughtfully maintained over the years, this iconic red-brick building offers three distinct income streams under one roof: 81 residential apartments (studios, one- and

Lisa Cozzi Century 21 AllPoints Realty

35 Union St, New London, CT 06320
/18
$12,995,000
- 5 Beds
- 7.5 Baths
- 7,610 Sq Ft
209 Long Neck Point Rd, Darien, CT 06820

This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering one acre of east facing views that can be enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned by Christopher Plummer of The Sound of Music, the current owners have meticulously renovated and restored

Shelly Tretter Lynch Compass Connecticut, LLC

209 Long Neck Point Rd, Darien, CT 06820
/51
$12,995,000

$500K PRICE DROP
- 6 Beds
- 10 Baths
- 11,373 Sq Ft
7 Loch Ln, Greenwich, CT 06830

Privately tucked away at the end of a tranquil lane in prestigious Mid-Country Greenwich, this custom built stone manor is a rare offering of timeless architecture, exceptional craftsmanship, and resort-like amenities. Encompassing more than 11,373 square feet and set upon 3.2 exquisitely landscaped level acres, the estate is surrounded by sweeping lawns, mature specimen plantings, and

Leslie McElwreath Sotheby's International Realty

7 Loch Ln, Greenwich, CT 06830
/57
$12,900,000
- 8 Beds
- 13 Baths
- 13,268 Sq Ft
550 Round Hill Rd, Greenwich, CT 06831

Nestled on 4.09 acres in Greenwich, CT, this breathtaking 8-bedroom Georgian Colonial estate offers unparalleled elegance and privacy. Commanding spectacular big sky views from its perch 560' above sea level, the property features exquisite formal gardens, and pool. Inside, grand-scale rooms with soaring ceilings, masterful stonework, elegant millwork, and arches create a luxurious atmosphere.

Stephen Archino Sotheby's International Realty

550 Round Hill Rd, Greenwich, CT 06831
/46
$12,250,000

$850K PRICE DROP
- 6 Beds
- 8 Baths
- 10,286 Sq Ft
7 Parsonage Rd, Greenwich, CT 06830

SUMMER FUN BEGINS HERE! An extraordinary newly constructed residence in the heart of Greenwich,7 Parsonage Road is a masterfully crafted white brick manor on 1.12 acres, defined by timeless elegance and modern sophistication. Spanning four expansive light filled levels served by an elevator, this six-bedroom, six full and two half-bathroom home offers over 10,200+/- square feet of meticulously

Leslie McElwreath Sotheby's International Realty

7 Parsonage Rd, Greenwich, CT 06830
/38
$12,100,000
- 6 Beds
- 13 Baths
- 11,668 Sq Ft
524 Lake Ave, Greenwich, CT 06830

A gated drive opens to this elegant six-bedroom Mid-Country Manor overlooking tranquil views of Horseneck Brook. A stone courtyard introduces the dramatic four-story residence with elegant foyer, where sweeping butterfly staircases and limestone floors create a striking architectural welcome. From the gracious gallery hall, beautifully proportioned formal and informal rooms unfold-including

Leslie McElwreath Sotheby's International Realty

524 Lake Ave, Greenwich, CT 06830
/13
$12,000,000
- Land
- 20.21 Acres
- $593,765 per Acre
1405-1445 Boston Post Rd, Old Saybrook, CT 06475

Bushnell Farm presents a rare opportunity to acquire one of the Connecticut shoreline's most unique and historically significant properties. Located on Boston Post Road in Old Saybrook, this 20.21-acre property offers an exceptional combination of history, character, visibility, and development potential. The property features open meadows, mature trees, historic New England stone walls, and the

Casey Fisher Houlihan Lawrence WD

1405-1445 Boston Post Rd, Old Saybrook, CT 06475
/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
/33
$11,950,000
- 6 Beds
- 7.5 Baths
- 9,270 Sq Ft
16 Park Ave, Greenwich, CT 06830

Prime Park Avenue location - blending in town and mid country living! This 4-story elevated custom English Cotswold inspired home, designed with incredible thoughtfulness by GGArchitect, using superb materials that combine traditional construction and quality with a more modern open aesthetic. Spanning 9270 of beautiful finished space. Light filled interiors opening to a flat and expansive west

Robert Johnson Brown Harris Stevens CT, LLC

16 Park Ave, Greenwich, CT 06830
/40
$10,995,000
- 3 Beds
- 3.5 Baths
- 4,225 Sq Ft
57 Rowayton Ave, Norwalk, CT 06853

Welcome to 57 Rowayton Ave., where refined luxury meets effortless coastal living in the heart of Rowayton. Designed by Beinfield Architecture, this exceptional waterfront home offers sophisticated design, timeless craftsmanship, and an unparalleled location on the Five Mile River. Ideally situated beside the town dock and steps from Rowayton Seafood, this 3-bedroom, 5-bath home combines water

Elizabeth Beinfield Compass Connecticut, LLC

57 Rowayton Ave, Norwalk, CT 06853
/40
$10,995,000

$1M PRICE DROP
- 5 Beds
- 5.5 Baths
- 5,560 Sq Ft
123 Saddle Rock Rd, Stamford, CT 06902

Surrounded by the Long Island Sound on three sides, this extraordinary waterfront compound has defined the southern tip of Shippan Point for more than a century. Set on a private peninsula, it offers the rare privilege of watching the sun rise over the Sound and set back into the water with the Manhattan skyline shimmering in the distance. Designed by Hunt & Hunt Architects and completed in 1914

Leslie McElwreath Sotheby's International Realty

123 Saddle Rock Rd, Stamford, CT 06902
/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
/40
$10,985,000

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

100% FEMA compliant & storm friendly AND 100% completed, this special new construction Bluewater Home is priced to SELL. Located steps from Compo Beach on prestigious Owenoke Park, a 6050 sqft true coastal gem which checks every box and delivers the ultimate Westport lifestyle with pool and spa, Gray's Creek waterfront access, Long Island Sound views, and a rare 3+ car garage. 5 ensuite bedrooms,

Deirdre Andreoli Compass Connecticut, LLC

14 Owenoke Park, Westport, CT 06880

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