Luxury Homes for Sale in , CT

/36
$11,250,000
- 5 Beds
- 6 Baths
- 5,638 Sq Ft
200 Shore Rd, Old Greenwich, CT 06870

Spectacular Waterfront Living in Lucas Point!Wake up to breathtaking sunrise views of Long Island Sound from this stunning Nantucket-style coastal retreat, nestled in the heart of sought-after Lucas Point. Just a short stroll to the private association beach, boat dock, and iconic Tod's Point, this home is your gateway to the ultimate Greenwich lifestyle.Thoughtfully designed for

Robert Johnson Brown Harris Stevens CT, LLC

200 Shore Rd, Old Greenwich, CT 06870
/18
$11,000,000
- 8 Beds
- 7 Baths
- 8,751 Sq Ft
111 Byram Shore Rd, Greenwich, CT 06830

Experience panoramic views from this 1.5-acre waterfront estate. The views stretch across the Long Island Sound from Greenwich to Oyster Bay, allowing you to enjoy both sunrises and sunsets over the water- all in complete privacy from neighboring properties. This one-of-a-kind distinctive contemporary offers a truly unique blend of cutting-edge modern design and historic charm, complete with

Julie Church Houlihan Lawrence

111 Byram Shore Rd, Greenwich, CT 06830
/34
$11,000,000
- 4 Beds
- 8 Baths
- 10,800 Sq Ft
7 Equestrian Ridge, Newtown, CT 06470

Red Gate Farm- A rare opportunity to acquire a TURN KEY equestrian property in Fairfield County with a main house set high overlooking the 54+ bucolic acres and the Aspetuck River. The equestrian facility includes 3 barns w/ 69 stalls, wash stalls, tack rooms, laundry, rubber flooring, full haylofts, grand prix/derby field, indoor & outdoor rings, round pen, apts. for staff, office/viewing room,

Krissy Blake Sotheby's International Realty

7 Equestrian Ridge, Newtown, CT 06470
/19
$10,995,000
- Land
- 11 Acres
- $999,545 per Acre
188 Round Hill Rd, Greenwich, CT 06831

11 acres on Round Hill Road in Mid-Country Greenwich, a rare find! This is $1m/acre in a 2-acre zone. Subdivision possible. Stunning western views of open sky, grassy meadow & mature specimen trees. The existing home, designed by Mott B. Schmidt, has elegant formal rooms, 5 bdrms, eat-in kitchen & spectacular primary bathroom. Property also includes heated pool, 2 bedroom cottage (with recently

Amanda Miller Houlihan Lawrence

188 Round Hill Rd, Greenwich, CT 06831
/36
$10,995,000
- 7 Beds
- 11 Baths
- 16,008 Sq Ft
358 Lukes Wood Rd, New Canaan, CT 06840

This exquisite 7 bedroom & 11 bath colonial residence & compound set on 4.78 acres offers old world aesthetics with modern artistry. The craftsmanship of the millwork, finishes and features is unparalleled including reclaimed oak flooring imported from France and Hope's custom designed steel windows and doors. The harmonious transition between interior and outdoors is facilitated by numerous

Jennifer Crowley Douglas Elliman of Connecticut

358 Lukes Wood Rd, New Canaan, CT 06840
/2
$10,995,000
- 5 Beds
- 7 Baths
- 6,025 Sq Ft
14 Owenoke Park, Westport, CT 06880

Bluewater Home presents another beach property in the sought after Compo location. Construction has started on this 6100+sqft modern designed home with private yard, pool with spa, water views of the pond and walking distance to Compo Beach. Enjoy new construction living in the heart of Westport while peacefully tucked away on a private cul-de-sac

Deirdre Andreoli Compass Connecticut, LLC

14 Owenoke Park, Westport, CT 06880
/40
$10,750,000
- 7 Beds
- 6.5 Baths
- 9,420 Sq Ft
63 Turney Rd, Redding, CT 06896

SECLUDED! For the Experienced or aspiring here's your own Hunters Paradise!! The wooded portions of the 39-acre setting, with over 20 deer stands in place! For the ARBORIST here's the immediate benefit of over 1000 Christmas Trees are unobtrusively nurtured in the privacy of the wooded canopy and yet accessible to Turney Rd for easy distribution. The owners have enjoyed Harvesting fresh eggs &

John Cavaliere William Raveis Real Estate

63 Turney Rd, Redding, CT 06896
/40
$10,500,000
- 7 Beds
- 7 Baths
- 6,844 Sq Ft
Unlisted Address

Magical in every season, Reverie Farm is now available for sale. Located in Warren, CT, Reverie Farm embraces the historical beauty of Litchfield County with impeccable modern upgrades. This much coveted property is comprised of exquisite 7 BR main and guest houses, additional residences, a spectacular historic cow barn repurposed as an art studio along with a vast array of unique barn

Tim Drakeley

Drakeley Real Estate, Inc.

(860) 735-1539

Unlisted Address
/40
$10,295,000
- 3 Beds
- 8 Baths
- 5,370 Sq Ft
198 Tinker Hill Rd, New Preston Marble Dale, CT 06777

The Crown Jewel of Lake Waramaug. Set on 69 acres with direct lakefront, this stylish and sophisticated modern home is one of the largest estates on Lake Waramaug, offering a rare combination of waterfront access, privacy, and uninterrupted views. Unlike most lakefront properties, this estate provides both a move-in-ready modern retreat and exceptional expansion opportunities, featuring a

Jeff Phillips William Pitt Sotheby's Int'l

198 Tinker Hill Rd, New Preston Marble Dale, CT 06777
/26
$9,999,999
- 1,611 Sq Ft
147 Holly Hill Ln, Greenwich, CT 06830

Prime opportunity to acquire a turn-key investment property featuring 9 duplex-style townhomes nestled in a well-maintained, established community. Each spacious unit offers 2 bedrooms, 2 full bathrooms, plus a convenient powder room on the main level, with thoughtfully designed interiors that include a bright living room with gas fireplace, dedicated dining area, and a charming wrap-around front

Dena Zarra Compass Connecticut, LLC

147 Holly Hill Ln, Greenwich, CT 06830
/9
$9,995,000
- Land
- 3.30 Acres
- $3,028,788 per Acre
26 Beachside Ave, Westport, CT 06880

NEWLY PRICED! Oversized 3.30 Private Waterfront Acres with 254 feet of Long Island Sound frontage located on the Premier Gold Coast of Connecticut is ready to be molded into your PERFECT Home... 26 Beachside Avenue is both a most sought after Westport address and NOW has over 254 feet of Direct Long Island Sound frontage. This southern facing, cleared, and elevated land is direct water front with

Deirdre Andreoli Compass Connecticut, LLC

26 Beachside Ave, Westport, CT 06880
/18
$9,995,000 New Construction
- 7 Beds
- 10 Baths
- 10,800 Sq Ft
688 Hulls Farm Rd, Southport, CT 06890

This is the iconic property everyone is talking about! Introducing an extraordinary new custom residence set in the beloved estate area of Upper Southport near private equestrian facilities and public trails, beaches, restaurants, train, and shopping. Masterfully designed and customized to YOUR every whim with exquisite main house, separate party barn and/or guest house, pool with spa, tennis

Jaclyn Picarillo Higgins Group Bedford Square

688 Hulls Farm Rd, Southport, CT 06890
/37
$9,850,000
- 7 Beds
- 8 Baths
- 13,056 Sq Ft
Unlisted Address

Butternut Brook House is a luxurious Litchfield County estate nestled in the heart of the Litchfield Hills, offering a rare combination of privacy, sophistication, and natural beauty. Set on over 36 acres of pristine Connecticut countryside, this stunning property features sweeping 360-degree views, a private pond, walking trails, and professionally landscaped grounds-all just five minutes from

Elyse Morris Elyse Harney Real Estate

Unlisted Address
/39
$9,750,000
- 6 Beds
- 9 Baths
- 5,920 Sq Ft
828 Sasco Hill Rd, Fairfield, CT 06824

"Pebbles" | Iconic Sasco Hill Estate Timeless Design. Storied Past. Unrivaled Views. A distinguished Georgian Revival estate set on nearly 3 acres, the largest lot along this coveted stretch of Sasco Hill. With sweeping, unobstructed views of the Country Club of Fairfield, Southport Harbor, Long Island Sound, and the Manhattan skyline, this iconic property offers an extraordinary blend of

Wendy Ryan Brown Harris Stevens

828 Sasco Hill Rd, Fairfield, CT 06824
/39
$9,500,000
- 8 Beds
- 9 Baths
- 10,328 Sq Ft
31 Sawmill Ln, Greenwich, CT 06830

Extraordinary 3+acre Greenwich mid country estate in a bucolic & private setting, situated within close proximity to downtown Greenwich.This recently renovated & elegantly furnished stone Georgian Colonial blends timeless character with modern aesthetics. This substantial home features gracious & luxurious living spaces, ideal for entertaining family & friends. Architectural highlights include

Kevin Sneddon Compass Connecticut, LLC

31 Sawmill Ln, Greenwich, CT 06830
/12
$9,500,000
- Land
- 426 Acres
- $22,274 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
/26
$9,500,000
- 7 Beds
- 12 Baths
- 10,058 Sq Ft
35 Andrews Farm Rd, Greenwich, CT 06831

Exquisitely designed home defines elegance and exclusivity. This one of a kind 7 bedroom, 7/5 bath, 10,000+ square foot estate home in the Andrews Farm Association, nestled in the prestigious back country of Greenwich. Situated on 4 manicured acres, this property boasts an awe-inspiring garden designed by Penelope Hobhouse; featuring fruit orchards, a greenhouse, raised vegetable gardens,

Kevin Sneddon Compass Connecticut, LLC

35 Andrews Farm Rd, Greenwich, CT 06831
/20
$9,495,000
- 5 Beds
- 6.5 Baths
- 4,847 Sq Ft
958 Lake Ave, Greenwich, CT 06831

Unlimited potential awaits with an opportunity to acquire 12.66 acres within the golden triangle, a prime location in backcountry Greenwich. The existing house is located on 4 acres and is available to be purchased along with 960 Lake Ave, an additional 8.66 for a total of 12.66 sub-dividable acres. The property is quiet and very private. Build your dream home, a family compound or 3 separate

Stefanie Lacoff BHHS New England Properties

958 Lake Ave, Greenwich, CT 06831
/39
$9,250,000
- 5 Beds
- 6.5 Baths
- 6,689 Sq Ft
101 Long Neck Point Rd, Darien, CT 06820

Perched high on the bluff of Long Neck Point, this 6680sf custom-built brick estate offers you unmatched privacy and panoramic water views, all in this captivating natural environment where land and sea converge in harmony. Set on 1.38 acres with 175 feet of shoreline, the home enjoys 180-degree views over Long Island Sound, with main floor rooms capturing the stunning scenery and the

Becky Munro Brown Harris Stevens

101 Long Neck Point Rd, Darien, CT 06820
/34
$8,995,000 New Construction
- 7 Beds
- 9 Baths
- 11,494 Sq Ft
928 West Rd, New Canaan, CT 06840

The Ultimate Compound! Exceptional new construction by custom home builder, Woodcrest Homes. Ultra-Prime West Road Location on 6.5 flat & dry private acres with room for a Pool, Pool House, Sports Court and Guest House (with special permit application). Seven ensuite bedrooms, transitional style throughout with beautiful finishes & clean lines. Four fireplaces with a wonderful flow & generously

Jaime Sneddon William Pitt Sotheby's Int'l

928 West Rd, New Canaan, CT 06840
/31
$8,950,000
- 6 Beds
- 5.5 Baths
- 5,040 Sq Ft
33 Meadow Wood Dr, Greenwich, CT 06830

In the gated Quarry Farm neighborhood of the enchanting Belle Haven Association with 24hr security, this property offers a unique opportunity to renovate or build new, 16,000+ sq ft waterfront home. Overlooking Byram Harbor and Long Island Sound, the current 6-bedroom house sits on 2.78 acres with a pool, adjacent to a 1.09-acre protected lot. Once a quarry and later acquired as part of the

Joseph Barbieri Sotheby's International Realty

33 Meadow Wood Dr, Greenwich, CT 06830
/42
$8,950,000
- 10 Beds
- 9 Baths
- 9,483 Sq Ft
14 Meadow Dr, Greenwich, CT 06831

DISCOVER BREEZEMORE Experience the rare opportunity to own a piece of history with the stunning Breezemore estate located in Greenwich, Connecticut. Built in 1909, this magnificent property offers 10,000 square feet of architectural splendor, old-world charm, and modern conveniences. Set high on 3.2 private, park-like acres within close distance of downtown Greenwich, this property stands

Ryan Hoffman Houlihan Lawrence

14 Meadow Dr, Greenwich, CT 06831
/2
$8,950,000
- 6 Beds
- 10 Baths
- 8,146 Sq Ft
26 Andrews Farm Rd, Greenwich, CT 06831

Classic brick Georgian updated for today's lifestyle. Just renovated, the residence features high ceilings, oversized windows, hardwood flooring, tasteful stone and tile throughout three levels, a splendid backdrop for both formal and casual entertaining. One of a kind first-floor primary suite with two stunning bathrooms and two dressing rooms. Elegant formal rooms open to a west-facing brick

Leslie McElwreath Sotheby's International Realty

26 Andrews Farm Rd, Greenwich, CT 06831
/40
$8,850,000
- 6 Beds
- 8 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

Carissa Larriuz Houlihan Lawrence

34 Carrington Dr, Greenwich, CT 06831
/37
$8,795,000
- 5 Beds
- 7 Baths
- 6,108 Sq Ft
25 Tokeneke Trail, Darien, CT 06820

Welcome to 25 Tokeneke Trail, an exceptional waterfront residence in the private Tokeneke Association. Perfectly positioned to capture panoramic water views from nearly every room and not in a flood zone, this home blends coastal charm with the finest in modern living. The property offers direct water access via a dock. Mooring available with approved Town application, and permitting for a deeper

Breda Casey Brown Harris Stevens

25 Tokeneke Trail, Darien, CT 06820
/7
$8,750,000
- 6 Beds
- 7.5 Baths
- 10,400 Sq Ft
11 Winterset Rd, Greenwich, CT 06830

Mid Country New Construction smart home on 2.16 exquisite level acres will be completed by early fall, 2025. 10K+ SF of finished space on 4 floors with extra height ceilings throughout. Primary suite and 4 en-suite bedrooms on 2nd floor and a 6th en-suite bedroom on 3rd floor. Custom kitchen with Subzero/Wolf Appliances, island and breakfast area. Spectacular indoor / outdoor living is designed

Amanda Bates Houlihan Lawrence Inc.

11 Winterset Rd, Greenwich, CT 06830
/39
$8,750,000
- 5 Beds
- 4.5 Baths
- 8,240 Sq Ft
841 Winchester Rd, Norfolk Historic District, CT 06058

Gracefully nestled at water's edge among lofty pines on over 115 utterly private and unspoiled woodland acres, this breathtaking lakefront country home features five bedrooms and four-and-a-half bathrooms and over 8,000 sq ft of luxurious living space. With extraordinary craftsmanship and exceptional materials, this custom built contemporary residence harmoniously integrates with its natural

Jennifer Leahy Compass Connecticut, LLC

841 Winchester Rd, Norfolk Historic District, CT 06058
/40
$8,600,000
- 8 Beds
- 10 Baths
- 13,349 Sq Ft
262 Brushy Ridge Rd, New Canaan, CT 06840

Welcome to Pemberly Hill, a truly exceptional home of unparalleled grandeur and sophistication. Boasting 8 bedrooms on 4 acres of pristine grounds on desirable Brushy Ridge, this magnificent property is a true masterpiece. This classic home has been thoughtfully designed to the highest standards, seamlessly blending its rich history with modern luxury. The result is an extraordinary residence

Michele Murray-Sloan Houlihan Lawrence

262 Brushy Ridge Rd, New Canaan, CT 06840
/37
$8,490,000
- 5 Beds
- 7 Baths
- 4,448 Sq Ft
10 W Crossway, Old Greenwich, CT 06870

See Video....Welcome to your dream vacation-like setting! This bright and spacious 5 bed 7 bath property boasts a tranquil ambiance with stunning sunsets that will take your breath away. Perfect for cozy evenings looking at the water. Multiple options for offices including bonus space above the garage are the perfect Zoom refuge. Entertain and relax on the inviting patios while taking in the

Christian Perry Sotheby's International Realty

10 W Crossway, Old Greenwich, CT 06870
/54
$8,250,000
- 6 Beds
- 10 Baths
- 9,600 Sq Ft
828 North St, Greenwich, CT 06831

Pristine stone Georgian colonial set on over four acres of verdant level lawn in back country Greenwich. Custom built, this 9,600+/- SF home was crafted with high ceilings, custom moldings and superb attention to detail on all three levels serviced by an elevator. Stunning double height entry, elegant formal rooms, gourmet kitchen with sun-filled breakfast area adjoining double height family room

Leslie McElwreath Sotheby's International Realty

828 North St, Greenwich, CT 06831
/40
$8,000,000
- 6 Beds
- 9 Baths
- 8,933 Sq Ft
33 Nodine Pasture Rd, Kent, CT 06757

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 upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open

Jill Sloane Brown Harris Stevens

33 Nodine Pasture Rd, Kent, CT 06757
/40
$8,000,000
- 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
/2
$8,000,000
- Land
- 328 Acres
- $24,390 per Acre
140 Waterford Pkwy S, Waterford, CT 06385

The former Waterford Airport consisting of 189 acres in the IP-1 zone and 4 separate lots totaling 139 acres in the R-40 zone are offered as a master development opportunity to create a mixed used environment on the 328 acres. with 600 feet of frontage on I-95, the site is directly across from a major retail destination that includes Lowes, Walmart Supercenter, as well as other major national

Penny Parker Lyman Real Estate

140 Waterford Pkwy S, Waterford, CT 06385
/39
$7,999,999
- 6 Beds
- 10 Baths
- 15,399 Sq Ft
119 Proprietors Crossing, New Canaan, CT 06840

119 Proprietors Crossing is a breathtaking estate by architect James E. Gearity. Set on four acres, this fully restored six-bedroom home blends timeless elegance with modern function. A private drive and grand fountain lead you in to a soaring foyer with a sweeping staircase beneath a dramatic Baccarat chandelier. The parlor, with one of seven fireplaces, flows to a serene terrace. The Blue Room

Ashlei De Souza Serhant Connecticut, LLC

119 Proprietors Crossing, New Canaan, CT 06840
/29
$7,995,000
- 5 Beds
- 9 Baths
- 8,728 Sq Ft
36 Baldwin Farms N, Greenwich, CT 06831

Introducing a Turn-Key Custom Designed home by Judith Larson Associates and built by the Gardiner team! This serene oasis features a beautifully designed five-bedroom layout, complete with entertaining terraces and an approved pool site, all nestled on two landscaped acres. Built to the highest standards, the stunning multi-level interior showcases 10 Ft ceilings and a bright, airy atmosphere

Joanne Mancuso Houlihan Lawrence

36 Baldwin Farms N, Greenwich, CT 06831
/17
$7,995,000
- Land
- 1.90 Acres
- $4,207,895 per Acre
2 Vista Dr, Greenwich, CT 06830

Stunning waterfront building lot in the private downtown Indian Harbor Association with 24-hour security. This gated community has many luxury waterfront homes in the district. The expansive lot has 1.9 acres in a 1/2 zone, allowing for a substantial home to be built. This lot is not subdividable. There is 290 feet of waterfront on Long Island Sound with its own pier and dock. The owners had

Barbara Wells Houlihan Lawrence

2 Vista Dr, Greenwich, CT 06830
/17
$7,995,000
- Land
- 1.90 Acres
- $4,207,895 per Acre
2 Vista Dr, Greenwich, CT 06830

Stunning waterfront building lot in the private downtown Indian Harbor Association with 24-hour security. This gated community has many luxury waterfront homes in the district. The expansive lot has 1.9 acres in a 1/2 zone, allowing for a substantial home to be built. This lot is not subdividable. There is 290 feet of waterfront on Long Island Sound with its own pier and dock. The owners had

Barbara Wells Houlihan Lawrence

2 Vista Dr, Greenwich, CT 06830
/10
$7,995,000
- 8 Beds
- 11.5 Baths
- 10,646 Sq Ft
68 Dearfield Dr, Greenwich, CT 06831

Perched high on a hill in downtown Greenwich, 66 Dearfield is unparalleled in its grandeur with 10,646 square feet of luxury living spanning 4 floors. Close to Greenwich Library, Greenwich Avenue, the train and all downtown amenities. This exquisite colonial boasts stone chimneys with extra height ceilings on each floor. Upon entry, the 2 story foyer nestled between the living room and dining

Nina Frandson BHHS New England Properties

68 Dearfield Dr, Greenwich, CT 06831
/38
$7,995,000
- 6 Beds
- 10 Baths
- 10,796 Sq Ft
230 Taconic Rd, Greenwich, CT 06831

A timeless Connecticut Compound in mid-country Greenwich custom designed and built by a coveted team. Resting on 4.7 private level acres with a two bedroom guest house and barn/accessory garage. The sun-filled stylish interior features 10+foot ceilings, grand front-to-back entrance hall, refined living and dining rooms; large handsome library and five inviting fireplaces all with bespoke

Ellen Mosher Houlihan Lawrence

230 Taconic Rd, Greenwich, CT 06831
/42
$7,800,000 New Construction
- 8 Beds
- 11 Baths
- 8,567 Sq Ft
148 E Elm St Unit 1&2, Greenwich, CT 06830

Discover an investment opportunity or the perfect setting for multigenerational living at 148 East Elm St, Unit 1 and 2. These luxurious townhomes, together offering over 8,944 square feet of living space, feature a combined total of 8 bedrooms and 8.3 bathrooms. Each unit is thoughtfully designed with high-end amenities: an elevator, a gourmet kitchen with top-tier appliances, and an expansive

Jenny Allen Compass Connecticut, LLC

148 E Elm St Unit 1&2, Greenwich, CT 06830

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