Luxury Homes for Sale in Connecticut

/38
$3,000,000

$1M PRICE DROP
- 5 Beds
- 6 Baths
- 5,657 Sq Ft
45 Island Ave, Madison, CT 06443

Exceptionally located less than a tenth of a mile from both the town green and beaches - with your own private beach access - this stunning residence sits on 1.57 secluded acres and has been completely re-imagined with uncompromising attention to detail and the finest materials. The home offers 16 thoughtfully designed rooms. Sun filled interiors feature over sized windows and expansive sight

Meig Walz Newcomb Coldwell Banker Realty

45 Island Ave, Madison, CT 06443
/2
$3,000,000

$850K PRICE DROP
- Land
- 40.55 Acres
- $73,983 per Acre
55 Reservoir Rd, Vernon Rockville, CT 06066

Proposed: Flex Space, Self Storage, Last Mile Warehouse, Multi-family or Retail Development 40.55 acres in Vernon’s Planned Development Zone. Great visibility with a traffic count of 74,000. On I-84 and 21,500 on Reservoir Rd. Public water and Sewer. Has an existing road through entire parcel!

Ron Lyman Lyman Real Estate

55 Reservoir Rd, Vernon Rockville, CT 06066
/2
$3,000,000
- Land
- 11.84 Acres
- $253,378 per Acre
1916, 1934, 1954 West St, Southington, CT 06489

Three contiguous B-zoned parcels totaling 11.84 acres at 1916-1954 West Street in Southington. Offered together, as-is, for $3,000,000. Approximately 500 feet of frontage on CT Route 229 with 19,800 vehicles per day, public water, sewer and gas. Retail, office, hotel, restaurant, medical, and other commercial uses are permitted through site-plan approval, with additional uses available by special

Ron Lyman Lyman Real Estate

1916, 1934, 1954 West St, Southington, CT 06489
/40
$2,999,999
- 5 Beds
- 3.5 Baths
- 5,825 Sq Ft
2141 Ponus Ridge, New Canaan, CT 06840

Newly renovated four-acre estate majestically perched overlooking the Laurel Reservoir, complete with seasonal water views. Ideal for outdoor recreation, the property features a large, level soccer-field-sized yard and a basketball court in the driveway. At the heart of the home is an open-concept living space seamlessly connecting the kitchen, dining, and family rooms. Property Highlights- -

Hannelore Kaplan William Raveis Real Estate

2141 Ponus Ridge, New Canaan, CT 06840
/36
$2,999,999
- 6 Beds
- 5.5 Baths
- 4,300 Sq Ft
20 Sound Beach Ave, Greenwich, CT 06870

Remarks: Brand New Luxury Home in Old Greenwich Experience luxury living in this stunning New Construction, minutes away from Old Greenwich train station, Tod's Point and top rated schools. Offering 4300 sqft of designer living space. This 5 bedroom, 5.5 bathroom custom home features wide plank white oak floors, soaring ceilings, premium finishes and exceptional natural light throughout. Chef's

Kaltrina Xhema-Latifi Higgins Group Greenwich

20 Sound Beach Ave, Greenwich, CT 06870
/25
$2,999,000
- 5 Beds
- 4 Baths
- 5,042 Sq Ft
59 Dandy Dr, Cos Cob, CT 06807

A modern home for today's needs and tomorrow's dreams. This generous five bedroom residence offers turnkey living on a private one-acre lot. Walk-in closets throughout plus two additional rooms that easily serve as a home office and/or private guest suite offer flexibility wherever you need it. Communal spaces draw everyone together, and a gourmet kitchen sits at the heart of the house. Outdoors,

Angela Alfano Coldwell Banker Realty

59 Dandy Dr, Cos Cob, CT 06807
/36
$2,999,000
- 5 Beds
- 3.5 Baths
- 3,176 Sq Ft
37 Mary Ln, Riverside, CT 06878

Completely reimagined and expanded to nearly twice its original footprint, this exceptional Riverside residence is the result of a meticulous gut renovation by Abode Interiors NYC, where sophisticated design meets effortless modern living. Graceful arches, soaring 9- and 10-foot cathedral ceilings, wide-plank Brazilian oak floors and a marble fireplace establish a refined architectural language,

Joy Kim Metalios Houlihan Lawrence

37 Mary Ln, Riverside, CT 06878
/40
$2,999,000

$196K PRICE DROP
- 4 Beds
- 3.5 Baths
- 4,650 Sq Ft
31 Richmond Hill Rd Unit 31, New Canaan, CT 06840

Like-new, intown luxury living with every convenience at your doorstep. This standalone rear unit offers exceptional privacy, 4 bedrooms, 3.5 baths, and a private elevator serving all levels. The chef's kitchen is a true highlight-high-end appliances, generous prep space, custom cabinetry, and a seamless flow into the main living areas for effortless entertaining. Bright, open rooms, modern

Kerry O' Dea William Raveis Real Estate

31 Richmond Hill Rd Unit 31, New Canaan, CT 06840
/28
$2,999,000

$301K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,891 Sq Ft
57 Faulkner Dr, Guilford, CT 06437

Custom built with exceptional craftsmanship and attention to detail, this stunning coastal-area estate sits on one of the largest properties in the neighborhood with water views from every room, three separate deeds totaling approximately two acres, including two separate waterfront lots, with one being the perfect site for your future docking needs. Designed for both luxury and comfort, the home

janet colello Century 21 AllPoints Realty

57 Faulkner Dr, Guilford, CT 06437
/36
$2,997,000
- 5 Beds
- 4 Baths
- 3,255 Sq Ft
4 Bradley St, Westport, CT 06880

Just 383 steps from the sands of Compo Beach, this storied 1920s residence claims one of Westport's most sought-after addresses. Approximately 3,255 square feet hold five bedrooms and four baths. An open, updated kitchen with top-tier appliances flows into the living and gathering areas. The primary suite is a generous retreat with vaulted ceilings, a spa bath, and a walk-in closet. Four

Hyleri Katzenberg

Compass Connecticut, LLC

4 Bradley St, Westport, CT 06880
/40
$2,995,000

Open Sun 1PM - 3PM
- 5 Beds
- 5.5 Baths
- 5,940 Sq Ft
149 Dudley Rd, Wilton, CT 06897

Originally built in 1726 and extensively remodeled, reimagined and re-engineered in 2007, 149 Dudley Road is a rare country estate where nearly three centuries of history meet sophisticated modern living. Set behind gates on more than five magnificent level acres, this exceptional property combines timeless New England character, beautifully considered interiors and extraordinary amenities in an

Melissa Rwambuya William Raveis Real Estate

149 Dudley Rd, Wilton, CT 06897
/36
$2,995,000
- 4 Beds
- 5.5 Baths
- 7,063 Sq Ft
11 Ravenrock, Roxbury, CT 06783

Thoughtfully designer-refreshed, the property is looking especially beautiful and polished, with fresh paint throughout, a new cedar roof over the guest house, and the main residence's cedar roof freshly washed and oiled, bringing out its natural beauty. The grounds have also been freshly manicured, enhancing the estate's exceptional setting. A private gated road leads to this elegant

Maria Taylor Klemm Real Estate Inc

11 Ravenrock, Roxbury, CT 06783
/39
$2,995,000
- 4 Beds
- 5 Baths
- 5,173 Sq Ft
19 Sea Beach Dr, Stamford, CT 06902

Located in Shippan Point on coveted Sea Beach Drive, this exceptional home offers the rare combination of water views, a private deeded beach directly across the street, and the peace of mind of being outside the flood zone with no flood insurance required. The private beach, shared by just 19 homes, creates an extraordinary coastal lifestyle just steps from the front door. Inside, the home is

Joshua Weisman William Raveis Real Estate

19 Sea Beach Dr, Stamford, CT 06902
/38
$2,995,000

Open Sat 12PM - 2PM
- 5 Beds
- 4.5 Baths
- 2,778 Sq Ft
16 Grace St, New Canaan, CT 06840

Experience the pinnacle of in-town living in this meticulously reimagined New Canaan residence. Situated in the heart of the village, this home has undergone a complete rebuild and expansion, resulting in a stunning transformation that mirrors the quality of new construction. Spanning three finished floors, the interior offers five bedrooms and 4.5 luxurious baths. The open light filled floor

Hannelore Kaplan William Raveis Real Estate

16 Grace St, New Canaan, CT 06840
/40
$2,995,000
- 5 Beds
- 6 Baths
- 6,856 Sq Ft
85 Manor Rd, Ridgefield, CT 06877

A study in modern Georgian elegance, this exceptional custom residence is beautifully sited on 2 level acres within The Manor, one of Ridgefield's most coveted enclaves. A gated approach & gracious courtyard introduce a home of impressive architectural presence, framed by specimen landscaping & handsome stonework. Inside, classical proportions meet a sophisticated contemporary aesthetic. Dramatic

Karla Murtaugh Compass Connecticut, LLC

85 Manor Rd, Ridgefield, CT 06877
/30
$2,995,000
- 4 Beds
- 4 Baths
- 2,740 Sq Ft
6 Meadowbank Rd, Old Greenwich, CT 06870

Updated with a Modern flair this four-bedroom home is near the water, Tod's Point & located on a quiet cul-de-sac in Old Greenwich. Spacious & bright, there is an open design, sun-filled rooms & hardwood floors. A flexible floor plan makes living & working at home easy. The first floor has a gourmet kitchen w/stainless steel appliances, living room w/fireplace, formal dining room, primary suite

Barbara Wells Houlihan Lawrence

6 Meadowbank Rd, Old Greenwich, CT 06870
/38
$2,995,000
- 4 Beds
- 6 Baths
- 4,926 Sq Ft
288 Middlesex Ave, Chester, CT 06412

Set along a coveted and historic stretch of the Connecticut River, East View is a rare waterfront compound where extraordinary frontage, architectural integrity and Connecticut River Valley charm converge. Just over one mile from the village, this turnkey 2.65-acre estate offers 285 feet of direct river frontage, protected views and deep-water access. The river is the focal point framed by

Nancy Mesham Coldwell Banker Realty

288 Middlesex Ave, Chester, CT 06412
/40
$2,995,000

Open Sun 2PM - 4PM
- 5 Beds
- 4.5 Baths
- 4,042 Sq Ft
631 Milton Rd, Litchfield, CT 06759

Situated on 27+ secluded acres, this exquisite 2023 colonial farmhouse offers the perfect blend of modern luxury and serene privacy. The light-filled, open floor plan is anchored by a chef's kitchen featuring a premium gas range, Subzero refrigerator, walk-in pantry, generous island and French door that open to the patio-an ideal setting for al-fresco dining. The spacious living room boasts a

Kim D'Andrea William Pitt Sotheby's Int'l

631 Milton Rd, Litchfield, CT 06759
/36
$2,995,000

$255K PRICE DROP
- 4 Beds
- 4 Baths
- 5,262 Sq Ft
2 Choctaw Ln, Greenwich, CT 06831

Wonderfully updated family Colonial in private King Merritt, set on 1.39 acres in Greenwich. Offering nearly 5,300 square feet of living space, this 4-bedroom, 4-full-bath home features a spacious, light-filled layout with multiple living areas ideal for everyday living and entertaining. The updated kitchen serves as the heart of the home, while a large private office with beautiful custom

Ryan Ciambriello Houlihan Lawrence

2 Choctaw Ln, Greenwich, CT 06831
/40
$2,995,000
- 4 Beds
- 6 Baths
- 5,316 Sq Ft
920 Main St S, Woodbury, CT 06798

Warren's Landing on the Pomperaug is an extraordinary estate where historic character is centered around a beautifully preserved 1890 Greek Revival residence. The home offers four bedrooms, timeless architectural details, spacious rooms, 4 fireplaces and custom built-ins. The impressive six-barn complex provides exceptional flexibility, featuring a retail shop, extensive equipment storage, a

Maria Taylor Klemm Real Estate Inc

920 Main St S, Woodbury, CT 06798
/40
$2,995,000

$205K PRICE DROP
- 3 Beds
- 3 Baths
- 2,983 Sq Ft
66 High St Unit 38, Guilford, CT 06437

Exquisitely reimagined with uncompromising attention to detail, this exceptional upper-level residence at The Residences at 66 High Street presents refined luxury in a premier in-town setting. Originally created by seamlessly merging two units, the owner collaborated with an interior designer, contractor, and master craftspeople to conceive a truly one-of-a-kind, fully customized home. The result

Rose Ciardiello William Raveis Real Estate

66 High St Unit 38, Guilford, CT 06437
/7
$2,995,000

$905K PRICE INCREASE
- 5 Beds
- 7 Baths
- 6,900 Sq Ft
0 Mountain Rd, Wilton, CT 06897

This proven luxury home builder wants to build your future dream home on this rarely available one of a kind private lot. Drive down a private, hidden 1000+ foot driveway to find a property totaling over 2.00+ acres of unmatched and untouched exclusivity surrounded by protected state land. Add pool and tennis too! Two amazing potential lot sites. In addition, and even a possibility of

Evan Sheftel Millstone Real Estate Corp

0 Mountain Rd, Wilton, CT 06897
/10
$2,995,000

New Construction
- 3 Beds
- 2.5 Baths
- 1,767 Sq Ft
15 Burtis Ave Unit Townhome A, New Canaan, CT 06840

In the heart of New Canaan, The Quartier presents 21 bespoke luxury residences that pairs classic architecture and stately materials with sustainable energy features. This thoughtfully-designed free-standing 3 bedroom, 2.5 bath free-standing Townhome offers almost 1,800 square feet with gorgeous views off the spacious living room with oversized windows and doors, and 7" white oak flooring. Chef's

Jaime Sneddon William Pitt Sotheby's Int'l

15 Burtis Ave Unit Townhome A, New Canaan, CT 06840
/21
$2,995,000

New Construction
- 1 Bed
- 1.5 Baths
- 1,443 Sq Ft
77 Beaver Dam Rd, Salisbury, CT 06068

A Premier Estate Parcel Ready for Immediate Construction This exceptional 33.9 acre property on Beaver Dam Road-one of the most scenic addresses in Salisbury-offers a rare opportunity to create a private estate of lasting beauty and value. Surrounded on two sides by protected land, the property enjoys a remarkable sense of privacy and quiet, while being just minutes from the town center. The land

Elvia Gignoux William Pitt Sotheby's Int'l

77 Beaver Dam Rd, Salisbury, CT 06068
/2
$2,990,000

$830K PRICE DROP
- Land
- 17.16 Acres
- $174,242 per Acre
60-70 Connecticut Ave, Norwich, CT 06360

3 parcels sold together 60 + 70 CT Ave + 170 Vergason Ave Proposed Data Center, Office, Warehouse, w/On-Site Power Generation & Low-Cost Energy on 17.16+ acres in Norwich Industrial Park, ideally suited for an AI data center, grow facility, or other large-scale power user. This site offers robust infrastructure, significant tax incentives, and a strategic location for high-demand industries.

Maxwell Lyman Lyman Real Estate

60-70 Connecticut Ave, Norwich, CT 06360
/40
$2,950,000

Open Thu 11:30AM - 2PM
- 10 Beds
- 9 Baths
- 9,512 Sq Ft
16-18 Laurel Way, Norfolk, CT 06058

There are houses that have history, and houses in which history remains remarkably present. Set on six acres in the storied Litchfield County village of Norfolk, 16-18 Laurel Way is an exceptional country estate designed by Alfredo S.G. Taylor, the architect whose distinctive work is woven into the architectural identity of this quietly sophisticated corner of Connecticut. From the moment of

John Panzer Elyse Harney Real Estate

16-18 Laurel Way, Norfolk, CT 06058
/37
$2,950,000

Open Sun 1PM - 3PM $100K PRICE DROP
- 5 Beds
- 5.5 Baths
- 6,261 Sq Ft
215 Cross Ridge Rd, New Canaan, CT 06840

Come see this spectacular colonial farmhouse as seen in publications such as Connecticut Cottages & Gardens, Country Living, Architectural Digest along with numerous catalogues, books, and advertising campaigns this bucolic and exquisitely designed 5 bedroom, 5.5 bath is not to be missed. Design by a renowned kitchen and bath designer as her personal house and then elevated by a leader in the

Maxwell Erni The Bridge Realty Inc.

215 Cross Ridge Rd, New Canaan, CT 06840
/40
$2,950,000
- 4 Beds
- 5 Baths
- 4,442 Sq Ft
282 & 260 Searles Rd, Pomfret, CT 06259

A rare and refined country estate offering privacy, luxury, and elegance on over 53 acres in scenic Pomfret. This extraordinary 4,442 sq ft custom, Tennessee fieldstone home includes 4 bedrooms and 5 baths-including a private in-law apartment/second primary suite with its own entrance. An additional 16+ acre building lot provides development potential. Surrounded by forest and adjacent to 175

John Downs Berkshire Hathaway NE Prop.

282 & 260 Searles Rd, Pomfret, CT 06259
/40
$2,950,000

$750K PRICE DROP
- 7 Beds
- 6.5 Baths
- 7,930 Sq Ft
155 Joshuatown Rd, Old Lyme, CT 06371

A romantic retreat nestled between the Lower Connecticut River and Long Island Sound, encircled by conservancy, this enchanting compound offers five distinct living environments blending the timeless character of early New England architecture with modern spaces for today's style of living. At the heart of the estate is a beautifully preserved 1787 Cape, with original fireplaces, rich with warmth

Angela Ruel Berkshire Hathaway NE Prop.

155 Joshuatown Rd, Old Lyme, CT 06371
/36
$2,950,000
- 4 Beds
- 3.5 Baths
- 3,360 Sq Ft
29 Dubois Dr, Stonington, CT 06355

Vacation year round in this stunning 4 bedroom, 3 & 1/2 bath island house. Custom built in 2022...better than new. Expansive water views of the picturesque Mystic river from huge deck. More than 100 feet of frontage give you spectacular views in almost all the rooms. Have fun entertaining in it's striking open floor plan. Gourmet kitchen layout, Subzero & Bosch appliances, marble countertop &

Dennis Gan Berkshire Hathaway NE Prop.

29 Dubois Dr, Stonington, CT 06355
/40
$2,950,000

$300K PRICE DROP
- 4 Beds
- 5.5 Baths
- 5,686 Sq Ft
21 Grove Ave, Groton, CT 06340

First time being offered is 21 Grove, an exquisite property located on the bank of the Mystic River, a convenient walk into town. This only 18 years young home is designed to assimilate within its historic neighbors yet is elevated with the superior craftsmanship and modern updates. You'll find a well-conceived floor plan that invites both intimate family living and grand-scale entertaining.

Heather Gianacoplos Compass Connecticut, LLC

21 Grove Ave, Groton, CT 06340
/40
$2,950,000

Coming Soon
- 4 Beds
- 4.5 Baths
- 3,653 Sq Ft
297 Lalley Blvd, Fairfield, CT 06824

There are few places in Fairfield where life feels this easy. At 297 Lalley, the beach, train, town, schools, restaurants, and farmers market are all within easy reach, yet home feels remarkably private, spacious, and peaceful. Custom built with exceptional attention to how people actually live, the home is open, bright, and filled with natural light. At its center is a dramatic kitchen anchored

Cindy Raney Coldwell Banker Realty

297 Lalley Blvd, Fairfield, CT 06824
/29
$2,900,000
- 3 Beds
- 3.5 Baths
- 3,572 Sq Ft
1 Idar Ct Unit B, Greenwich, CT 06830

Downtown Greenwich living, done right. Set on a beautifully landscaped lot this sun-filled 3-bedroom, 3½-bath townhome with wrap around porch puts you steps from Greenwich Avenue's boutiques, cafés, and restaurants -- and the train station, for an effortless commute. A rare package of style and location, beautifully appointed for effortless comfort. The classic floor plan features an open family

Patti Meyer Brown Harris Stevens CT, LLC

1 Idar Ct Unit B, Greenwich, CT 06830
/26
$2,900,000
- 3 Beds
- 3.5 Baths
- 2,526 Sq Ft
25 Woodland Dr Unit B, Greenwich, CT 06830

AVENUE TERRACE -- Sophisticated downtown Greenwich living in a private six-home enclave just minutes from Greenwich Avenue and Metro-North. 25B Woodland Drive blends modern farmhouse character with refined contemporary style in a bright, beautifully designed townhouse residence. Southern exposure and abundant windows fill the open-concept main level with natural light. Hardwood floors, a

Michele Tesei Houlihan Lawrence

25 Woodland Dr Unit B, Greenwich, CT 06830
/40
$2,900,000
- 5 Beds
- 6.5 Baths
- 6,830 Sq Ft
162 Scotland Rd, Norwich, CT 06360

Spectacular Smart Home custom built with Vastu Shastra and Feng shui in mind. From the moment your nearly 18-foot-wide gate opens, you pass through and begin the 500-plus foot drive home you will feel your cares wash away. Relax on your large front porch with wine railings or open your 8-foot high, 60-inch-wide Pivot door and be greeted by the state-of-the-art floating stairs and to your right is

Ron Bates Signature Properties of N.E.

162 Scotland Rd, Norwich, CT 06360
/37
$2,900,000

$300K PRICE DROP
- 3 Beds
- 2 Baths
- 1,974 Sq Ft
124 Botsford Hill Rd, Roxbury, CT 06783

Exceptional equestrian estate featuring a fully equipped horse facility and charming Cape-style home. Ideal for equestrians, trainers, or boarding professionals, the property offers 16 rubber-matted stalls, a large well-lit indoor arena, and a second-floor viewing lounge with kitchen amenities-perfect for lessons, clinics, and entertaining. The barn includes a wash stall, feed room, hay storage,

Pat Lahoud William Pitt Sotheby's Int'l

124 Botsford Hill Rd, Roxbury, CT 06783
/7
$2,900,000
- Land
- 5.89 Acres
- $492,360 per Acre
0 River Rd, Shelton, CT 06484

Rare development opportunity in Shelton! This 5.98-acre parcel of raw land was previously approved for 24 condominium units, offering tremendous potential for builders, developers, and investors. Previous site plans are available for review, providing the property's prior development potential. Whether pursuing a residential development or exploring alternative possibilities, this property

Rosemarie Zito Coldwell Banker Realty

0 River Rd, Shelton, CT 06484
/37
$2,900,000
- Land
- 1.17 Acres
- $2,478,632 per Acre
372 Rowland Rd, Fairfield, CT 06824

A Rare Opportunity in Fairfield's Most Coveted Neighborhood. As rare as a Ferrari Pininfarina Sergio or a Patek Philippe Sky Moon Tourbillon-each valued around $3 million- 372 Rowland Rd is a once-in-lifetime offering in Fairfield's Beach Area, combining unmatched location, size and potential. This exceptional 1.2-acre parcel, which has had only 1 owner, is ideally situated between vibrant

John Shea William Raveis Real Estate

372 Rowland Rd, Fairfield, CT 06824
/25
$2,899,999
- 14 Beds
- 13 Baths
- 9,590 Sq Ft
1795 North Ave, Bridgeport, CT 06604

Baldwin Pearson & Co, Inc. is pleased to present 1795 North Avenue, Bridgeport, CT, an exceptional opportunity to acquire a turnkey multifamily asset in one of Fairfield County's strongest rental markets. This impressive brick apartment building consists of 15 fully renovated residential units and offers investors a stable, low-maintenance income-producing property with significant long-term

Daniel Shawah Baldwin Pearson & Co., Inc

1795 North Ave, Bridgeport, CT 06604
/40
$2,899,900
- 5 Beds
- 4.5 Baths
- 5,062 Sq Ft
2 Captains Ln, Old Saybrook, CT 06475

Join us for our latest 'Sunset Roll Out' Party / Saturday 6.20.26 / 4-7 pm. Great Music, Light Fare & Drink. It is always a great time! Dynamic 5000 Sq/Ft Contemporary Colonial w/ a Fabulous 700 Sq/Ft In-Law Apartment (seperate entrance) built in 2021 in the coveted Indian Town Beach Association! Check out those Pics! 5 Brs , 4.5 Bths, Soaring Ceilings w/ Open Balconies, Two Story Linear

Bill Heenan William Raveis Real Estate

2 Captains Ln, Old Saybrook, CT 06475

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