Luxury Homes for Sale in Connecticut

/40
$4,500,000
- 5 Beds
- 4 Baths
- 4,142 Sq Ft
1149 & 1148 Fairfield Beach Rd, Fairfield, CT 06824

TOES IN THE SAND & SUMMER EVERY DAY. There are waterfront homes-& then there are homes where the water becomes part of everyday life. Welcome to 1149 Fairfield Beach Road, a truly special direct beachfront home appprox 60+/- min from NYC. Thoughtfully designed by a builder for his own family, with an emphasis on capturing the extraordinary waterfront setting. Walls of windows fill the open living

Christine Magliocco

Higgins Group Real Estate

1149 & 1148 Fairfield Beach Rd, Fairfield, CT 06824
/39
$4,500,000

$505K PRICE INCREASE
- 6 Beds
- 5.5 Baths
- 5,682 Sq Ft
1061 Cedar Rd, Southport, CT 06890

Tucked behind mature landscaping on a beautifully private 1 acre setting, this extraordinary Southport residence is a home that reveals itself slowly, filled with warmth, character, and timeless craftsmanship. Designed for both everyday living and effortless entertaining, the nearly 6,000 SF home offers 6 bedrooms, 5.5 baths, soaring beamed ceilings, reclaimed wood, antique doors, wide-plank

Libby Tritschler

William Raveis Real Estate

1061 Cedar Rd, Southport, CT 06890
/10
$4,500,000
- Land
- 78 Acres
- $57,692 per Acre
223 N Bride Brook Rd, East Lyme, CT 06333

Located in the desirable coastal town of East Lyme, 223 North Bride Brook Road offers a rare opportunity to acquire approximately 78 contiguous acres of undeveloped land. Formerly a working dairy farm, this expansive parcel features a blend of level, open fields and lightly wooded areas, combining rural privacy with coastal convenience. Positioned just minutes from the shoreline, this substantial

Kate Esposito William Pitt Sotheby's Int'l

223 N Bride Brook Rd, East Lyme, CT 06333
/40
$4,500,000
- 3 Beds
- 6 Baths
- 5,824 Sq Ft
155 Long Ridge Rd, Danbury, CT 06810

Set across 53 gated acres in Northern Fairfield County, this exceptional estate offers a rare combination of privacy, scale, and natural beauty, just minutes from Ridgefield, approximately 10 minutes from Danbury Airport, and within practical reach of New York City. Originally conceived as a country retreat, the property blends historic character with modern comfort in a setting that feels

Jonathan Cape William Pitt Sotheby's Int'l

155 Long Ridge Rd, Danbury, CT 06810
/40
$4,500,000

$1M PRICE DROP
- 10 Beds
- 10 Baths
- 6,526 Sq Ft
Unlisted Address

Enter a world of opulent privacy on nearly twenty-five acres of pristine countryside, boasting five acres of serene lakes, elegant stone bridge, and expansive manicured lawns that cradle an entire valley just 45 miles from NYC! Discover a lavish retreat comprising of four distinct residences: a magnificent five-bedroom, four-bathroom main estate, a charming two-bedroom, two-bathroom guest

Dannel Malloy NestSeekers International

Unlisted Address
/40
$4,500,000

Pre-Foreclosure
- 5 Beds
- 5.5 Baths
- 5,281 Sq Ft
739 Lake Ave, Greenwich, CT 06830

Your own private oasis in a prime Midcountry location. 739 Lake Avenue blends peaceful private living with easy access to downtown and all that Greenwich has to offer. The classic colonial is set back on 2.3 acres. Inside, the layout flows effortlessly from room to room, ideal for both everyday living and entertaining. Five oversized bedrooms and five and a half baths provide comfortable,

Carissa Larriuz Houlihan Lawrence

739 Lake Ave, Greenwich, CT 06830
/36
$4,499,000

$401K PRICE DROP
- 6 Beds
- 8 Baths
- 7,801 Sq Ft
80 Governors Ln, Fairfield, CT 06824

As you enter 80 Governors Lane down a private driveway, discover an 8.5-acre estate blending timeless elegance with serene privacy. This circa 1933 farmhouse, designed by architect Jack Franzen and beautifully restored, features wide plank black walnut floors, exposed beams, and a bread oven fireplace. Six spacious bedrooms include a luxurious Primary Suite with vaulted ceilings, carved mantle

Lis Reed Coldwell Banker Realty

80 Governors Ln, Fairfield, CT 06824
/40
$4,499,000

$500K PRICE DROP
- 5 Beds
- 9 Baths
- 7,070 Sq Ft
294 Maple Rd, Easton, CT 06612

A rare offering, this Gambrel shingle-style estate is a sanctuary on over 6 acres on a cul-de-sac, offering a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood floors, custom window treatments and coffered

Linda Toscano Coldwell Banker Realty

294 Maple Rd, Easton, CT 06612
/13
$4,495,000

New Construction
- 3 Beds
- 2.5 Baths
- 2,494 Sq Ft
15 Burtis Ave Unit West Penthouse B, New Canaan, CT 06840

The Pinnacle of Village Sophistication: The Penthouse at The Quartier. At the heart of downtown New Canaan, The Quartier reimagines timeless luxury through 21 bespoke residences that harmonize classic architecture with forward-thinking sustainability including solar energy and Geo-thermal. This premier 2,500-square-foot Penthouse offers an unrivaled sense of privacy with a private elevator

Jaime Sneddon William Pitt Sotheby's Int'l

15 Burtis Ave Unit West Penthouse B, New Canaan, CT 06840
/40
$4,459,000
- 7 Beds
- 6 Baths
- 9,009 Sq Ft
455 Stonington Rd, Stonington, CT 06378

Exquisite Stonington Estate. Set amidst 21 manicured acres of breathtaking privacy and natural beauty, the extraordinary Crossover Estate offers the very best of refined coastal living just moments from the charming Stonington Borough and Historic Downtown Mystic. The best of One-Level Living. This exceptional family compound is bordered by a tranquil pond and brook on one side, with a

Judi Caracausa William Pitt Sotheby's Int'l

455 Stonington Rd, Stonington, CT 06378
/13
$4,450,000

$50K PRICE DROP
- Land
- 295.1 Acres
- $15,080 per Acre
0 Reservoir Rd and Pie Hill Rd Rd, Goshen, CT 06756

Bucolic LITCHFIELD HILLS 295.1 acres with 10+/- acre reservoir and Class A trout stream. Formerly owned by the Litchfield Water Company, this special property provides numerous possibilities for multiple lakefront home sites, a grand estate or other various uses (including cluster soil based zoning). The Bantam River which feeds the lake gently cascades from the spillway displaying a series of

J. Thomas Mettling J. Thomas Mettling

0 Reservoir Rd and Pie Hill Rd Rd, Goshen, CT 06756
/37
$4,450,000

New Construction
- 6 Beds
- 8 Baths
- 8,356 Sq Ft
159 Easton Rd, Westport, CT 06880

Are you dreaming of an estate property? Something a bit more than the generic flat acre on a cul de sac? How do two acres on the Aspetuck River sound to you? With views from your bedroom? The sounds of a waterfall next door lulling you to sleep? Having sunnies tickle your toes in the summertime? Maybe a bit of fly fishing for trout? Or perhaps some paddleboarding? Yes, of course, there's a 20x40

Maryann Levanti Higgins Group Bedford Square

159 Easton Rd, Westport, CT 06880
/38
$4,395,000

Coming Soon
- 4 Beds
- 6.5 Baths
- 4,882 Sq Ft
297 Lalley Blvd, Fairfield, CT 06824

A rare opportunity in Fairfield's Beach area: two separate residences offered together, creating a property with extraordinary flexibility just moments from the beach, town, train, and schools. At the heart of the offering is 297 Lalley, a beautifully designed newer home with a pool, expansive outdoor living, and a light-filled interior created for gathering. The kitchen is anchored by an

Cindy Raney Coldwell Banker Realty

297 Lalley Blvd, Fairfield, CT 06824
/4
$4,395,000

New Construction Coming Soon
- 6 Beds
- 7.5 Baths
- 6,778 Sq Ft
24 Oak Grove Place, New Canaan, CT 06840

Enjoy the best of New Canaan living from this stunning new construction home, tucked along a quiet private lane yet just a short walk to schools, town, train and park. Set on a beautifully landscaped .57-acre property, the expansive, flat backyard-with pool and spa-is a true rarity this close to town. Designed for effortless everyday living and entertaining, the main level centers around a chef's

Genevieve Schettino Compass Connecticut, LLC

24 Oak Grove Place, New Canaan, CT 06840
/39
$4,350,000
- 4 Beds
- 6 Baths
- 7,000 Sq Ft
152 Whitehall Ave, Mystic, CT 06355

Exceptional versatility in Stonington! Live comfortably in the main residence while generating steady rental income from the charming carriage house. Key Highlights: Main House + Carriage House: Ideal multi-generational or income-producing setup. Separate Legal Parcel: Includes an already-divided 2-family home and/or buildable lot, opening up endless possibilities-keep for immediate rental

Ann Buonocore Buena Vista Real Estate Co.

152 Whitehall Ave, Mystic, CT 06355
/39
$4,350,000
- 10 Beds
- 10 Baths
- 9,872 Sq Ft
152 & 156 Whitehall Ave, Stonington, CT 06355

Exceptional versatility in Stonington! Live comfortably in the main residence while generating steady rental income from the charming carriage house. Key Highlights: Main House + Carriage House: Ideal multi-generational or income-producing setup. Separate Legal Parcel: Includes an already-divided 2-family home and/or buildable lot, opening up endless possibilities-keep for immediate rental

Ann Buonocore Buena Vista Real Estate Co.

152 & 156 Whitehall Ave, Stonington, CT 06355
/7
$4,330,000
- Land
- 17.29 Acres
- $250,434 per Acre
741 Echo Lake Rd, Watertown, CT 06795

Rare Opportunity to acquire and develop 17.29 Acres of land situated at intersection of Echo Lake Road and Buckingham Street [ Rte 262] in Watertown Ct Property is situated in an R-30 Zone District augmented by application of Residential / Office Transition Overlay Zone { Section 4.4 Watertown Zoning Regulation] Overlay Zone permits Multifamily Dwellings with density not to exceed 8 units Per

Robert Ghent Ghent Realty Advisors

741 Echo Lake Rd, Watertown, CT 06795
/39
$4,295,000

$205K PRICE DROP
- 3 Beds
- 3.5 Baths
- 4,259 Sq Ft
248 Stanwich Rd, Greenwich, CT 06830

Set on 1.21 acres, this beautifully maintained home has exceptional indoor and outdoor living designed for entertaining. Home was completely taken down to the studs in 2017. The freshly painted interior offers top-of-the-line finishes and a flexible floor plan. The main level features a private office with Murphy bed, dining room with soaring ceilings, and a cozy living room with wet bar and

Julie Church Houlihan Lawrence

248 Stanwich Rd, Greenwich, CT 06830
/40
$4,250,000
- 5 Beds
- 7 Baths
- 8,243 Sq Ft
51 Briscoe Rd, New Canaan, CT 06840

Set high 4.5 + private acres, this impressive six-bedroom home offers space, privacy and resort-style amenities, with beautiful views from its elevated setting. Designed for both everyday living and entertaining, the home features four finished levels with flexible spaces for family, guests, work and recreation. Generously proportioned living areas flow throughout the main level, with an

Michele Murray-Sloan Houlihan Lawrence

51 Briscoe Rd, New Canaan, CT 06840
/33
$4,250,000
- 5 Beds
- 6 Baths
- 5,482 Sq Ft
7 Bailiwick Rd, Greenwich, CT 06831

Exceptional custom-built residence in Greenwich's coveted Bailiwick Association, thoughtfully designed with the finest materials, craftsmanship and an effortless connection to the outdoors. Set on 1.4+ beautifully level acres, this 5,400+ SF transitional Colonial is filled with incredible natural light and offers seamless flow for everyday living and entertaining. A welcoming front porch opens to

Jennifer Leahy Compass Connecticut, LLC

7 Bailiwick Rd, Greenwich, CT 06831
/37
$4,250,000
- 5 Beds
- 7 Baths
- 7,652 Sq Ft
16 Rockyfield Rd, Westport, CT 06880

Ready to enjoy from day 1, all of the work has been done to upgrade and update 16 Rockyfield Road.The residence has been completely retooled (ask for the upgrade list!). This is the ideal home that does not feel generic and the luxury touches will make everyday seem special. The brand new kitchen is a showstopper featuring handcrafted Zellige tiles,a Lacanche range,2 dishwashers and custom

Meredith Cohen Serhant Connecticut, LLC

16 Rockyfield Rd, Westport, CT 06880
/11
$4,250,000
- 2 Beds
- 2.5 Baths
- 2,053 Sq Ft
290 Mason St Unit 2D, 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

290 Mason St Unit 2D, Greenwich, CT 06830
/40
$4,250,000

$245K PRICE DROP
- 10 Beds
- 7 Baths
- 12,145 Sq Ft
117 Water St, Stonington, CT 06378

Ocean House is an eleven unit, mixed use, historic property, comprised of seven residential suites and four commercial suites. The cornerstone of Stonington Borough's commercial Village District, each of the occupied, renovated residential suites features a fully applianced kitchen with dishwasher and a private laundry. Each of the four commercial spaces offer off-the-sidewalk entry and glass bay

Lori Hopkins-Cavanagh Lori Hopkins-Cavanagh Broker

117 Water St, Stonington, CT 06378
/19
$4,250,000

New Construction
- 6 Beds
- 9 Baths
- 7,499 Sq Ft
6 Janson Dr, Westport, CT 06880

Exceptional new construction by AR Luxury Homes with 7,500+/- square feet of thoughtfully designed living space across four finished levels in a prime Westport location. This 6-bedroom, 6 full and 3 half bath residence blends refined craftsmanship with modern functionality, featuring an open-concept layout ideal for both everyday living and entertaining. The heart of the home is a custom-designed

Brett Lieberman

The Riverside Realty Group

6 Janson Dr, Westport, CT 06880
/39
$4,200,000
- 6 Beds
- 7.5 Baths
- 5,671 Sq Ft
210 Doolittle Dr, Norfolk, CT 06058

Nestled within the absolute privacy of the 1,700-acre Doolittle Lake Company woods, this beautifully maintained 100-acre estate across two parcels features a magnificent 5,670-square-foot 1780 Center Hall Colonial blending colonial and Art Deco charm. Painstakingly relocated in the 1930s by architect Robert Carrere, the home boasts grand reception rooms with wide red pine floors, two wet bars,

Martha Mullins William Pitt Sotheby's Int'l

210 Doolittle Dr, Norfolk, CT 06058
/30
$4,200,000
- 5 Beds
- 6.5 Baths
- 8,294 Sq Ft
95 Old Saugatuck Rd, Norwalk, CT 06855

Stunning European-style mini-estate where rolling golf course greens meet breathtaking views of the Long Island Sound. Crafted with a timeless stone exterior, cedar roof, hardwood floors, and exquisite granite surfaces, this home offers an unparalleled lifestyle of privacy and sophistication. The heart of the home is an open-concept layout featuring a soaring 2-story family room with dramatic

Toni Mickiewicz

William Pitt Sotheby's Int'l

95 Old Saugatuck Rd, Norwalk, CT 06855
/2
$4,200,000
- 6 Beds
- 7.5 Baths
- 7,450 Sq Ft
760 Valley Rd, New Canaan, CT 06840

A Historic Masterpiece, Reimagined for Modern Living Originally crafted in 1931 by renowned architect Frazier Forman Peters, this iconic stone residence has been completely reinvented-expanded, redesigned, and redefined for today's luxury lifestyle. The newly completed home now offers over 9,000 square feet of exquisite living space with 6 bedrooms, 7.5 baths, and every modern comfort imaginable,

Richard Breglia

Coldwell Banker Realty

760 Valley Rd, New Canaan, CT 06840
/35
$4,200,000

New Construction
- 6 Beds
- 9 Baths
- 5,500 Sq Ft
40 Pond Rd, Old Lyme, CT 06371

Rare beachfront opportunity at 40 Pond Rd in Old Lyme featuring two homes on one lot with incredible views of Long Island Sound. This exclusive coastal property includes one beautifully remodeled home and one brand-new construction home nearing completion, offering exceptional flexibility for guests, rental potential, or multi-generational use. Designed with modern coastal living in mind, the new

Maria Bardelli Douglas Elliman of Connecticut

40 Pond Rd, Old Lyme, CT 06371
/10
$4,200,000

New Construction
- 2 Beds
- 4 Baths
- 2,507 Sq Ft
15 Burtis Ave Unit Townhome C, New Canaan, CT 06840

Elevated Modernity in the Heart of New Canaan - Nestled in the vibrant center of New Canaan, The Quartier introduces a limited collection of 21 bespoke residences where classic architectural grace meets sustainable innovation. This sophisticated, free-standing two-bedroom townhome spans nearly over 2,500 square feet of meticulously curated space, anchored by 7" wide-plank white oak flooring and

Jaime Sneddon William Pitt Sotheby's Int'l

15 Burtis Ave Unit Townhome C, New Canaan, CT 06840
/40
$4,199,000

$701K PRICE DROP
- 5 Beds
- 8 Baths
- 6,535 Sq Ft
20 Marianne Rd, Darien, CT 06820

New construction from foundation up and ready for 2026! On a coveted Darien cul-de-sac, this modern colonial boasts 6500sf of elegance and comfort. Step through the welcoming foyer, complete with a coat room and powder room, and into a spacious, light-flooded living room, perfect for gatherings that stretch into the evening. The custom kitchen is a true centerpiece, with a grand stone island,

Serena Richards Brown Harris Stevens

20 Marianne Rd, Darien, CT 06820
/52
$4,195,000
- 6 Beds
- 7 Baths
- 6,343 Sq Ft
5 Hunter St, Old Greenwich, CT 06870

Introducing a newly constructed Contemporary Colonial, by Alfieri Enterprises, that captures the essence of Old Greenwich living offering a seamless blend of classic architecture and modern design on a quiet cul-de-sac near schools, shops and the train. Defined by extraordinary craftsmanship, custom details and curated finishes in a stunning 6,000 sq. ft. home. Great for entertaining in open plan

Megan Epand Houlihan Lawrence

5 Hunter St, Old Greenwich, CT 06870
/42
$4,195,000

$230K PRICE DROP
- 4 Beds
- 6 Baths
- 5,038 Sq Ft
108 Perkins Rd, Greenwich, CT 06830

Set on more than 2 beautifully landscaped acres in Mid-Country, 108 Perkins Road is a classic New England residence offering timeless appeal, exceptional indoor-outdoor living, and excellent versatility across three finished levels. A circular drive introduces the property, while mature landscaping and a fully fenced yard create a private oasis just 10 minutes from the heart of

Kristen Forlini Compass Connecticut, LLC

108 Perkins Rd, Greenwich, CT 06830
/40
$4,100,000

Open Thu 11AM - 1:30PM
- 5 Beds
- 4.5 Baths
- 4,512 Sq Ft
42 Puritan Rd, Fairfield, CT 06824

Welcome to this next-level Fairfield Beach residence where bespoke luxury meets a fun coastal lifestyle. Just 2 blocks from the sand, this sun-drenched 5 bedroom, 4.5 bath beach haven is masterfully designed space. Every room tells a story through oversized windows, gorgeous textiles, designer wall coverings and unique lighting. The main living spaces are open, airy and filled with coastal light,

Ellen Fusco Compass Connecticut, LLC

42 Puritan Rd, Fairfield, CT 06824
/30
$4,100,000
- 4 Beds
- 2 Baths
- 1,904 Sq Ft
Unlisted Address

Development opportunity. This 0.735 acre property is currently improved with 1,904 sq. Ft. two story traditional single-family house. The current zoning is R-20 which was up zoned circa 2000 from two R-12 building lots. Assuming the current structure is razed the current FAR of 0.225 allowing for a total of 7,203 sq. ft. on two floors plus a 1,440 sq. ft. third story for a total of 8,643 sq. t.

Liz Eckert William Raveis Real Estate

Unlisted Address
/34
$4,025,000

Open Sun 1PM - 3PM
- 5 Beds
- 4 Baths
- 4,488 Sq Ft
1 Deepwoods Ln, Old Greenwich, CT 06870

Nestled in a sought-after neighborhood bordering Binney Park Nature Trails, this exceptional 4,500sf home offers the perfect blend of privacy, space and convenience. The home features expansive open living areas, highlighted by a double-height foyer and living room, filled with natural light. Beautifully renovated kitchen with high-end appliances, premium finishes and an ideal layout. Offering 5

Gloria Gimenez-Ferrer Berkshire Hathaway HS NE Prop.

1 Deepwoods Ln, Old Greenwich, CT 06870
/32
$4,000,000
- 4 Beds
- 2.5 Baths
- 2,014 Sq Ft
14 Shoreham Club Rd, Old Greenwich, CT 06870

A rare Shorehame Association lot with unobstructed Long Island Sound sight lines offered as an amazing opportunity to build new or reimagine the existing residence in one of Old Greenwich's most sought after waterfront settings. The .28 acre property sits within a private association that includes sandy beach access, a boat launch ramp for paddle boarding, kayaking and boating and a large

Catherine Aaron Berkshire Hathaway NE Prop.

14 Shoreham Club Rd, Old Greenwich, CT 06870
/39
$4,000,000
- 5 Beds
- 5.5 Baths
- 5,291 Sq Ft
248 Turtle Back Rd, New Canaan, CT 06840

Classic New England architecture, beautifully proportioned interiors and exceptional privacy come together at 248 Turtle Back Road, a distinguished five-bedroom Colonial offering 5,291 square feet of living space in one of New Canaan's most desirable settings. Inside, the home is filled with warmth, character and natural light. The impressive great room features a vaulted beamed ceiling, creating

John Dunn Compass Connecticut, LLC

248 Turtle Back Rd, New Canaan, CT 06840
/14
$4,000,000
- Land
- 71.11 Acres
- $56,251 per Acre
436 & 444 Preston Ave, Meriden, CT 06450

THE HALL FARM - A VISIONARY DEVELOPMENT OPPORTUNITY! Nestled on the east side of town, The Hall Farm presents an extraordinary opportunity to shape the future of over 71 acres of pristine farmland. With a rich family heritage, this land is primed for a transformative development that will enrich the community and its residents. Zoned for suburban/residential use, envision a bespoke neighborhood

David Mallison William Pitt Sotheby's Int'l

436 & 444 Preston Ave, Meriden, CT 06450
/25
$4,000,000

New Construction
- 4 Beds
- 3.5 Baths
- 3,285 Sq Ft
31 June Rd, Washington, CT 06777

This exquisite Frank Lloyd Wright Usonian-inspired lakefront home offers a rare opportunity on the serene shores of Lake Waramaug. Known for its pristine waters, natural beauty, and timeless appeal, Lake Waramaug is one of Connecticut's most beautiful and well-preserved natural lakes. Set in the charming village of New Preston, the to-be-built residence is presented by Viridian Custom Homes and

Jonathan Cape William Pitt Sotheby's Int'l

31 June Rd, Washington, CT 06777
/25
$3,999,999

$2M PRICE DROP
- 6 Beds
- 3.5 Baths
- 4,416 Sq Ft
62 Codfish Hill Rd, Bethel, CT 06801

Subdivision Potential! One of the Largest Land Parcels in Bethel - Over 61 Acres! A rare opportunity for investors, developers, and visionaries to own more than 61 acres in the highly sought-after Codfish Hill area. This former farmland, once a thriving homestead, offers a unique combination of development potential and the charm of an existing colonial farmhouse with multiple outbuildings. The

Rich Lechthaler Great Estates, CT

62 Codfish Hill Rd, Bethel, CT 06801

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