Luxury Homes for Sale in Connecticut

/40
$4,599,999 New Construction
- 8 Beds
- 9 Baths
- 8,412 Sq Ft
32 Webb Rd, Westport, CT 06880

This luxury 2026 Colonial at 32 Webb Road offers 8,412 sq ft of open-concept living on a 0.64-acre lot, tucked away on a quiet cul-de-sac in the heart of Westport. All eight bedrooms are ensuite, and nine bathrooms include a spacious primary suite with a walk-in closet and a private balcony. The gourmet kitchen features top-tier appliances and custom cabinetry, flowing seamlessly into sun-filled

Judy Michaelis Coldwell Banker Realty

32 Webb Rd, Westport, CT 06880
/40
$4,585,000
- 7 Beds
- 10 Baths
- 7,933 Sq Ft
282 North Ave, Westport, CT 06880

Welcome to 282 North Avenue, a timeless Westport residence set on a beautifully landscaped parcel in one of the town's most desirable locations. This inviting home blends classic New England charm with modern comfort, offering bright, well-proportioned living spaces designed for both everyday living and entertaining. Sun-filled interiors feature hardwood floors, oversized windows, and a flowing

Thomas Mele Dorrance Realty

282 North Ave, Westport, CT 06880
/32
$4,500,000
- 7 Beds
- 7 Baths
- 5,842 Sq Ft
379 Round Hill Rd, Greenwich, CT 06831

This beautifully renovated backcountry retreat with a pool, guest cottage, and garage apartment sits on just over an acre on Round Hill Road. The main home welcomes you with a sunlit living room anchored by a bay window and fireplace, a cozy library lined with built-ins, and an elegant formal dining room perfect for gatherings. The gourmet kitchen—with double islands, a breakfast area, and French

Julie Church Houlihan Lawrence

379 Round Hill Rd, Greenwich, CT 06831
/38
$4,500,000
- 3 Beds
- 1 Bath
- 10,052 Sq Ft
985 Bank St, Waterbury, CT 06708

Don't miss this Brooklyn neighborhood opportunity with Brass City Apartments Portfolio. Consisting of 44 units, in two locations less than 0.25 miles from one another. The portfolio is comprised of a total of six (6) buildings. There are four (4) contiguous properties on the corner of Bank St and Washington Ave for a total of 32 units and (2) adjacent buildings on Congress Ave with an additional

Amanda Sheehan Oxford Realty

985 Bank St, Waterbury, CT 06708
/40
$4,500,000
- 5 Beds
- 8 Baths
- 9,819 Sq Ft
1 Flower Farm Ln, Westport, CT 06880

Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foyer. This timeless residence boasts a custom kitchen w/high-end appliances, a Butler's pantry, large island & the convenience of a desk station. The elegant formal living room features a cozy fireplace, while the family room

Heather Fitzgerald YellowBrick Real Estate LLC

1 Flower Farm Ln, Westport, CT 06880
/40
$4,500,000
- 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
/31
$4,499,000 New Construction
- 6 Beds
- 7.5 Baths
- 6,447 Sq Ft
112 Sheephill Rd, Riverside, CT 06878

Tucked away on a quiet cul-de-sac off Sheephill Road, this new construction home - which was once a local theatre- offers 6,447 square feet of inspired living. Spanning four floors, the details blend timeless craftsmanship with contemporary design for everyday living. The chef's kitchen truly is the heart of this home, with custom cabinetry and a generous island that flows into an inviting family

Lisa Migliardi Compass Connecticut, LLC

112 Sheephill Rd, Riverside, CT 06878
/40
$4,495,000
- 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
/46
$4,495,000
- 6 Beds
- 5 Baths
- 5,744 Sq Ft
40 Howard Rd, Greenwich, CT 06831

Utilizing only the finest materials, this luxurious turnkey home will impress even the most discerning buyer. Completely rebuilt from top to bottom in 2025, it is essentially a brand-new house. Set on a serene 4.4-acre equestrian estate, the property offers exceptional privacy and outdoor enjoyment with a heated inground pool, horse barn with tack room, and expansive paddocks, adjacent to the

Stefanie Lacoff BHHS New England Properties

40 Howard Rd, Greenwich, CT 06831
/11
$4,495,000
- 3 Beds
- 2.5 Baths
- 2,494 Sq Ft
15 Burtis Ave Unit West Penthouse B, New Canaan, CT 06840

In the heart of New Canaan, The Quartier presents 21 bespoke luxury residences that pairs classic architecture and natural materials with sustainable energy features such as rainwater harvesting, solar energy, and native landscaping. This thoughtfully-designed 3-bedroom, 2.5-bath Penthouse offers almost 2,500 square feet and a private elevator to all levels, a large terrace with gorgeous views of

Jaime Sneddon William Pitt Sotheby's Int'l

15 Burtis Ave Unit West Penthouse B, New Canaan, CT 06840
/38
$4,495,000 New Construction
- 5 Beds
- 8 Baths
- 6,535 Sq Ft
20 Marianne Rd, Darien, CT 06820

New construction 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, Thermador appliances,

Serena Richards Brown Harris Stevens

20 Marianne Rd, Darien, CT 06820
/40
$4,490,000
- 6 Beds
- 7.5 Baths
- 5,671 Sq Ft
210 Doolittle Dr, Norfolk, CT 06058

Nestled in the heart of the completely private 1700 acres of the Doolittle Lake Company woods on 2 parcels, this 100 acre 5,670 sq ft beautifully maintained 1780 center hall colonial boasts colonial & art deco architectural details. Moved to its current location in the 1930s NY architect Robert Carrere renovations include generous reception rooms, wide red pine floors, high ceilings, 2 wet bars,

Martha Mullins William Pitt Sotheby's Int'l

210 Doolittle Dr, Norfolk, CT 06058
/13
$4,450,000
- 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 uses allowed by zoning. The Bantam River which feeds the lake gently cascades from the spillway displaying a series of mini waterfalls and the unique

J. Thomas Mettling J. Thomas Mettling

0 Reservoir Rd and Pie Hill Rd Rd, Goshen, CT 06756
/39
$4,400,000
- 4 Beds
- 4.5 Baths
- 4,927 Sq Ft
565 Oenoke Ridge, New Canaan, CT 06840

Experience Architectural History: The Celebrated Celanese House. This is your chance to own a true masterpiece. Designed in 1959 by visionary architect Edward Durell Stone, the Celanese House is one of New Canaan's most celebrated mid-century modern landmarks-an architectural treasure admired by design publications for decades. Stone's signature elements remain unmistakable: the striking lattice

Inger Stringfellow William Pitt Sotheby's Int'l

565 Oenoke Ridge, New Canaan, CT 06840
/39
$4,350,000
- 5 Beds
- 6 Baths
- 9,239 Sq Ft
6 Reynwood Manor, Greenwich, CT 06831

Modern Back Country Retreat with Pool, Spa & 4 Private Acres. Set on 4 serene acres in coveted Back Country Greenwich, this impressive contemporary estate blends striking architecture with comfortable, light-filled living. Built in 1978 and thoughtfully maintained, the home features 11 rooms, 4 bedrooms, 4 full and 2 half baths, and an in-law suite over the 3-car garage. The main level showcases

Ryan Ciambriello Houlihan Lawrence

6 Reynwood Manor, Greenwich, CT 06831
/37
$4,299,000
- 5 Beds
- 7 Baths
- 7,409 Sq Ft
13 Rockyfield Rd, Westport, CT 06880

Your staycation starts here. This pristine Colonial delivers timeless Westport luxury and effortless living, set on 1.12 flat, manicured acres with stone walls in a coveted, quiet neighborhood just one hour from NYC. This five-bedroom home offers five full and two half baths, two dedicated offices, and two flexible bonus spaces-ideal for today's work-from-home, wellness, and entertaining

Danna Rogers Higgins Group Bedford Square

13 Rockyfield Rd, Westport, CT 06880
/16
$4,299,000 New Construction
- 5 Beds
- 6 Baths
- 4,879 Sq Ft
5 Franklin Ave, Westport, CT 06880

Nestled in one of Westport's most desirable walk-to-town neighborhoods, this exceptional new construction home combines timeless charm with modern luxury. Designed by acclaimed architect Judith Larson and crafted by trusted builder Redcoat Homes, this residence offers the perfect balance of style and functionality. Located on a level third-acre on a quiet cul-de-sac, the property is beautifully

James Lanzaro Compass Connecticut, LLC

5 Franklin Ave, Westport, CT 06880
/40
$4,295,000 Open Sat 2PM - 4PM
- 4 Beds
- 3.5 Baths
- 3,308 Sq Ft
5 Greenwich Cove Dr, Old Greenwich, CT 06870

Located in the highly desirable Shorelands Association this like-new coastal home has been fully renovated and expanded, gutted to the studs, with high-end luxury finishes throughout. Open floor plan with a flexible 4-5 bedroom layout and generously sized rooms ideal for everyday living and entertaining. Warm, charming, and beautifully executed with thoughtful craftsmanship at every turn. Enjoy

Evangela Brock Douglas Elliman of Connecticut

5 Greenwich Cove Dr, Old Greenwich, CT 06870
/40
$4,250,000
- 3 Beds
- 3 Baths
- 2,650 Sq Ft
34 Shorehaven Rd, Norwalk, CT 06855

Exclusive Waterfront Retreat in Gated Island Community - Just One Hour from NYC. Welcome to a rare opportunity to own one of only twelve homes on a secluded private island on the Long Island Sound. This 3-bedroom, 3-bathroom waterfront home offers the perfect escape from city life while remaining effortlessly connected to the best of Fairfield County. Perched between the sparkling waters of Long

Toni Mickiewicz

William Pitt Sotheby's Int'l

(203) 601-6946

34 Shorehaven Rd, Norwalk, CT 06855
/40
$4,250,000
- 6 Beds
- 4.5 Baths
- 5,536 Sq Ft
41 Watrous Point Rd, Old Saybrook, CT 06475

Presenting a single level light-filled mid-century modern masterpiece, set on a prominent 2.7 acre private waterfront peninsula! Enjoy 875' of frontage along the CT River and adjacent Turtle Creek nature preserve. This dreamlike property comes with two docks. A deep water dock on the river, plus a second dock on Turtle Creek! Drink in views from Essex Harbor to the north, across the river to Old

Rick Weiner William Pitt Sotheby's Int'l

41 Watrous Point Rd, Old Saybrook, CT 06475
/16
$4,250,000
- 4 Beds
- 3.5 Baths
- 3,400 Sq Ft
6 Benedict Place, Greenwich, CT 06830

Welcome to this newly renovated 3,500 sq ft gem nestled in the heart of downtown Greenwich, CT. A quick walk to MetroNorth and steps away from the amenities, restaurants and shops, this unique space is designed with the modern executive or family in mind. The home seamlessly blends comfort, functionality, and style and can be adapted effortlessly to suit your needs.Benedict Place is

Wendy Hill Sotheby's International Realty

6 Benedict Place, Greenwich, CT 06830
/29
$4,200,000 Open Sun 12PM - 2PM
- 5 Beds
- 5.5 Baths
- 6,150 Sq Ft
10 Wyckham Hill Ln, Greenwich, CT 06831

Completely renovated inside and out in 2019, this Georgian-style brick estate lives like new, offering approximately 6,100 square feet of elegant living space, including a 1,323-square-foot finished lower level. Set on over 4 manicured acres at the end of a quiet cul-de-sac and bordered by open space and the 297-acre Babcock Preserve, the property provides exceptional privacy and tranquil views.

Eva Penson Sotheby's International Realty

10 Wyckham Hill Ln, Greenwich, CT 06831
/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

(203) 721-7670

760 Valley Rd, New Canaan, CT 06840
/40
$4,199,000
- 8 Beds
- 9.5 Baths
- 10,516 Sq Ft
184 Fern Ave, Litchfield, CT 06759

Come see this remarkably private property a stone's throw from the center of Litchfield. This stately home was built in 1992 and boasts over 10,000 s/f of finished space. The grounds are professionally landscaped and have a beautiful patio, pool and greenhouse. There are 8 bedrooms and 13 bathrooms along with a powder room . The sunny , modern, large eat-in kitchen open onto a patio, which then

Florence DeDampierre W. Raveis Lifestyles Realty

184 Fern Ave, Litchfield, CT 06759
/39
$4,195,000
- 5 Beds
- 8 Baths
- 7,870 Sq Ft
98 Indian Waters Dr, New Canaan, CT 06840

Completely and thoughtfully renovated, this exceptional New Canaan residence blends timeless architecture with refined modern luxury in a magical private setting overlooking the Noroton River and cascading waterfalls. Located on one of New Canaan's most coveted Westside streets, the home enjoys a close-knit neighborhood known for friendly gatherings and neighborhood parties. The heart of the home

Seema Dohil Brown Harris Stevens

98 Indian Waters Dr, New Canaan, CT 06840
/40
$4,195,000 New Construction
- 5 Beds
- 5.5 Baths
- 7,041 Sq Ft
119 Harrison Ave, New Canaan, CT 06840

Discover the epitome of modern living with this stunning brand new construction, perfectly nestled in the vibrant heart of New Canaan. Enjoy unparalleled convenience as you stroll to the charming downtown, catch a train for an effortless commute, or explore the scenic beauty of Waveny Park. With shopping, the newly constructed library, exquisite dining options, and a plethora of amenities just

Maggie Marchesi Compass Connecticut, LLC

119 Harrison Ave, New Canaan, CT 06840
/40
$4,150,000
- 4 Beds
- 5.5 Baths
- 6,512 Sq Ft
164 N Lake Shore Dr, Brookfield, CT 06804

Exceptional Candlewood Lake offering. Discover Lake Living at It's Ultimate! Amazing, expansive 6500+SF open plan, offering 4/5 BRs, 5 full & 2 half baths with enticing lake views in every direction! Completely level lot, 2 car att. garage & plenty of parking in the paved level driveway. A grand entry welcomes you to sweeping lake vistas through walls of windows from the living room, dining room,

Barbara Sivba Coldwell Banker Realty

164 N Lake Shore Dr, Brookfield, CT 06804
/40
$4,150,000
- 4 Beds
- 4 Baths
- 4,152 Sq Ft
8 Heritage Island Rd, New Fairfield, CT 06812

A Unique Opportunity! Sail Harbour Club, on Candlewood Lake, showcases this Rare Waterfront Find! Completely level property w/west exposure,195 ft frontage, dock, beach, IG pool & spa, on a private 1.44 acs. The stunning open plan exudes a casual elegance.The vaulted great room has a floor to ceiling stone fireplace, hand hewn beams, new hardwoods & amazing views from walls of windows,

Barbara Sivba Coldwell Banker Realty

8 Heritage Island Rd, New Fairfield, CT 06812
/40
$4,150,000 Open Sun 11AM - 12:30PM
- 7 Beds
- 7.5 Baths
- 6,679 Sq Ft
102 Compo Rd S, Westport, CT 06880

THE ESTATES AT COMPO SOUTH - SIR Development presents the last of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This elevator-ready home begins

Doug Bross Coldwell Banker Realty

102 Compo Rd S, Westport, CT 06880
/36
$4,100,000
- Land
- 414.5 Acres
- $9,891 per Acre
148 & 153 Wallingford Rd, Durham, CT 06422

The Greenbacker Brookfield is one of the largest farms now on the Connecticut market with over 400 acres. It has been in operation for over 100 years and is ready now for a new multi-generation family to take the reins or for a progressive investor. There is ample accommodation with 7 houses that have 29 bedrooms for the family to share. (The average size farm in CT is approximately 80 acres).

Gary Dobratz Century 21 AllPoints Realty

148 & 153 Wallingford Rd, Durham, CT 06422
/5
$4,000,000
- Land
- 82 Acres
- $48,780 per Acre
223 N Bride Brook Rd, East Lyme, CT 06333

Pleased to offer an extraordinary opportunity to own ~82 acres of open, undeveloped land in the highly desirable town of East Lyme, Connecticut. Nestled in a serene, natural setting just minutes from the shoreline, this expansive parcel offers endless potential for residential development, private estate creation, agricultural use, or long-term investment. Perfect for developers, investors, or

Logan Hayes

NestSeekers International

(860) 318-9243

223 N Bride Brook Rd, East Lyme, CT 06333
/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 unique opportunity for luxurious living on the serene shores of Lake Waramaug, nestled in the charming village of New Preston. Known for its pristine waters, Lake Waramaug is one of Connecticut's most beautiful and well-preserved natural lakes. Presented by Viridian Custom Homes and Lindal Cedar Homes, the house is a

Jonathan Cape William Pitt Sotheby's Int'l

31 June Rd, Washington, CT 06777
/40
$3,999,000
- 8 Beds
- 9 Baths
- 8,072 Sq Ft
1 Great Elm Dr, Sharon, CT 06069

Enjoy estate living with the convenience and ease of a shared community. Amenities include a 70ft heated pool, tennis and separate paddle/pickle courts. Owned by a noteworthy family for over 100 years, this is a rare opportunity to reside in one of Sharon's most treasured properties. The home encompasses the majority of the original mansion and was thoroughly renovated in 2013 with tasteful

Pels Matthews W. Raveis Lifestyles Realty

1 Great Elm Dr, Sharon, CT 06069
/38
$3,999,000 Open Sun 12PM - 2PM
- 6 Beds
- 7 Baths
- 7,092 Sq Ft
18 Woodhill Rd, Westport, CT 06880

Nestled near the end of an upscale cul-de-sac in prime Greens Farms, the newest SIR SIGNATURE Home blends timeless design with modern luxury on beautifully flat, private grounds. A heated gunite pool with auto cover anchors the expansive backyard w/ two connecting raised patios creates a true indooroutdoor retreat. Inside, sunfilled spaces showcase the craftsmanship SIR is known for. High

Doug Bross Coldwell Banker Realty

18 Woodhill Rd, Westport, CT 06880
/40
$3,995,000
- 6 Beds
- 8 Baths
- 9,656 Sq Ft
1343 Smith Ridge Rd, New Canaan, CT 06840

Your Private Resort Awaits: Pool, Pool House, and Perfection. A New Canaan stunner on Smith Ridge. Discover unparalleled luxury living in this exquisite 6-bedroom, 6.5-bathroom residence. Spanning four finished floors of custom designed space, this home offers comfort, elegance, and functionality. High ceilings 9 FT + and large windows flood the interior with natural light, highlighting beautiful

Hannelore Kaplan William Raveis Real Estate

1343 Smith Ridge Rd, New Canaan, CT 06840
/40
$3,995,000
- 8 Beds
- 9 Baths
- 12,853 Sq Ft
27 Country Club Rd, Ridgefield, CT 06877

"HOMEWOOD" - This remarkable country compound is one of the precious few 18th/19th century shingle style colonial revival estates remaining in Fairfield Cty. Dating back to 1750, the original pre-revolutionary war home captivated the attention of prominent NYC banker, George Haven, who purchased the home in 1890 & expanded it significantly including a glorious 50' ballroom designed by Elsie de

Laura Ancona William Pitt Sotheby's Int'l

27 Country Club Rd, Ridgefield, CT 06877
/31
$3,995,000
- 6 Beds
- 5.5 Baths
- 6,121 Sq Ft
79 Hilltop Rd, Sharon, CT 06069

1880's perfection, a true rare find in the heart of Sharon, CT. Magnificent seven bedroom, 5.5 bath estate, beautifully preserved and situated on a sprawling 4-acre lot with a pool. Large eat-in kitchen with massive center island. Screen porch overlooking the pool with beautiful hilltop views. 79 Hilltop masterfully combines historic charm with modern luxury, offering you the best of both worlds.

Carolyn Morrison William Pitt Sotheby's Int'l

79 Hilltop Rd, Sharon, CT 06069
/35
$3,995,000
- 5 Beds
- 6 Baths
- 5,940 Sq Ft
8 Bayberry Hill, Roxbury, CT 06783

Privately Sited on a Hill in the Midst of 31+ acres, this Elegantly Renovated 5,000+ sq ft Colonial Offers Panoramic Sunset Views and Exceptional Privacy. Graciously Proportioned Rooms Populate the Main Level & Include: a Vaulted-Ceiling Living Room with Fireplace, Paneled Library, Inviting Family Room, and a Spacious Eat-in Kitchen with Top-tier Appliances. The Refined Primary Suite Features a

Graham Klemm Klemm Real Estate Inc

8 Bayberry Hill, Roxbury, CT 06783
/9
$3,995,000
- 4 Beds
- 2.5 Baths
- 3,650 Sq Ft
30 Milbank Ave, Greenwich, CT 06830

Welcome to The Robert Mead House - a magnificent 1854 Federal with a prominent downtown location in Greenwich. Sensitively preserved and extensively renovated over the past 18 years, this elegant building has immense character and charm. Large scale rooms, 12' ceiling height with beautiful mill work and tall windows throughout. With many different ways to enjoy this property please see

B.K. Bates Houlihan Lawrence

30 Milbank Ave, Greenwich, CT 06830

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Luxury Homes for Sale in Connecticut

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