Luxury Homes for Sale in , CT

/5
$4,395,000 New Construction
- 7 Beds
- 7.5 Baths
- 8,457 Sq Ft
20 Morningside Dr S, Westport, CT 06880

Embrace grandeur in this meticulously crafted 4-story estate. Over 8200 SQFT of Finished Living Space. The expansive first floor offers an open concept design-imagine seamless flow between the gourmet kitchen complete with a walk-in pantry, spacious living room, elegant dining room, and cozy family room-all warmed by the ambiance of three fireplaces. Upstairs, retire to the luxurious primary

John Schiaroli Coldwell Banker Realty

20 Morningside Dr S, Westport, CT 06880
/40
$4,375,000
- 6 Beds
- 8 Baths
- 6,762 Sq Ft
66 Stanton Rd, Darien, CT 06820

Welcome to 66 Stanton Rd! Yes, that fabulous home with the beautiful VT slate roof! Sitting proudly atop 1.34 manicured acres, this handsome 1938 clapboard clad colonial demands to be noticed. This house underwent a major renovation and expansion that was completed in 2009. Entertaining spaces abound both formal and casual, perfect for hosting both gatherings intimate and large in scale. Step

Nancy Peter Houlihan Lawrence

66 Stanton Rd, Darien, CT 06820
/40
$4,375,000
- 6 Beds
- 11 Baths
- 10,414 Sq Ft
5 Boxwood Ln, Westport, CT 06880

Refined living awaits on Boxwood Lane, a prime Hunt Club cul-de-sac featuring tranquil private entrances to stately colonial style homes. From its cobblestone-lined, semi-circular driveway to the backyard pool and bluestone patio oasis, the grounds of 5 Boxwood Lane are simply spectacular. The home itself stands apart, meticulously designed with exquisite details and custom amenities. Four

Karen Scott Compass Connecticut, LLC

5 Boxwood Ln, Westport, CT 06880
/38
$4,350,000
- 5 Beds
- 6.5 Baths
- 5,257 Sq Ft
331 Round Hill Rd, Greenwich, CT 06831

Built in 1758 and masterfully updated, 331 Round Hill Road offers a rare opportunity where historic character and modern comfort exist in perfect balance. Wide-plank floors, hand-hewn beams, and wood-burning fireplaces showcase early American craftsmanship, while a reimagined kitchen with premium appliances and renovated baths provides seamless functionality. The large living room offers a quiet

Jack Sarsen Compass Connecticut, LLC

331 Round Hill Rd, Greenwich, CT 06831
/23
$4,350,000
- 6 Beds
- 4.5 Baths
- 4,958 Sq Ft
121 Round Hill Rd, Greenwich, CT 06831

Rare find - property on one of Greenwich' estate roads, Round Hill Rd. Oversized, private property, pool, stable, with a perfect blend of tranquil, manicured and natural landscapes. Enjoy your morning coffee gazing across beautiful east-facing rear vistas.Move right into this 5 bedroom 4 1/2 bath home, featuring upgrades like generator, irrigation, and largely new windows. Create your

Sabine Schoenberg PrimeSites, Inc.

121 Round Hill Rd, Greenwich, CT 06831
/11
$4,350,000
- Land
- 2.30 Acres
- $1,891,304 per Acre
121 Round Hill Rd, Greenwich, CT 06831

Rare find - property on one of Greenwich' estate roads, Round Hill Rd. Oversized,2.3 acres of private estate level property, pool, stable, with a perfect blend of tranquil, manicured and natural landscapes. Enjoy your morning coffee gazing across beautiful east-facing rear vistas. Property can't be appreciated from the street. This custom-designed 10,000 SF home (plan only)

Sabine Schoenberg PrimeSites, Inc.

121 Round Hill Rd, Greenwich, CT 06831
/39
$4,321,000
- 5 Beds
- 8 Baths
- 5,005 Sq Ft
65 Hammertown Rd, Salisbury, CT 06068

The post-and-beam residence showcases soaring ceilings and expansive windows that frame the spectacular landscape while highlighting the architectural character throughout. Natural materials-including local woods, native stone, and artisanal steel elements-create a sophisticated dialogue between interior spaces and the surrounding countryside. The heart of the main level features a grand Great

Elyse Morris Elyse Harney Real Estate

65 Hammertown Rd, Salisbury, CT 06068
/40
$4,300,000
- 8 Beds
- 9 Baths
- 9,208 Sq Ft
88 Main St, Ridgefield, CT 06877

Welcome to one of Ridgefield's most iconic estates-a true Crown Jewel-nestled in the heart of the town's historic village and Connecticut's first designated Cultural District. Framed by stunning stone walls at the entrance, this grand estate is a masterclass in timeless elegance and modern luxury. Impeccably restored and thoughtfully reimagined, this home offers refined living space across four

Julie Setterlund William Pitt Sotheby's Int'l

88 Main St, Ridgefield, CT 06877
/40
$4,300,000
- 7 Beds
- 8 Baths
- 6,981 Sq Ft
102 Compo Rd S, Westport, CT 06880

THE ESTATES AT SOUTH COMPO - SIR Development presents a stunning new enclave 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 home begins

Doug Bross Coldwell Banker Realty

102 Compo Rd S, Westport, CT 06880
/35
$4,300,000
- 7 Beds
- 5 Baths
- 6,000 Sq Ft
378 Penfield Rd, Fairfield, CT 06824

Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with

Helene Salerno Preoh, LLC

378 Penfield Rd, Fairfield, CT 06824
/37
$4,300,000
- 7 Beds
- 5.5 Baths
- 6,000 Sq Ft
394 Penfield Rd, Fairfield, CT 06824

Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with

Helene Salerno Preoh, LLC

394 Penfield Rd, Fairfield, CT 06824
/40
$4,295,000
- 5 Beds
- 9 Baths
- 13,457 Sq Ft
1247 Oenoke Ridge, New Canaan, CT 06840

AMAZING opportunity to breathe fresh life into this Magnificent Estate! Luxurious style and surroundings including pool and pool house on four acres at this stately address. Over 13,400 square feet of luxury on four finished floors with elegant rooms and flow, including a double story library, lavish primary suite, and fantastic lower level with bar, wine cellar and gym.

Kelly Defrancesco William Raveis Real Estate

1247 Oenoke Ridge, New Canaan, CT 06840
/39
$4,295,000
- 5 Beds
- 6.5 Baths
- 10,420 Sq Ft
39 Louises Ln, New Canaan, CT 06840

Generational Compound with all the luxuries & amenities one desires. Cascading waterfall pool, pool house, tennis court with viewing gazebo, barn, guest house, fenced garden and meandering sculpture rock garden. Set off New Canaan's highest ridge and down a private lane this resort-style estate is prime living-just one hour from NYC. This is for the discerning buyer who can spot value &

Hannelore Kaplan William Raveis Real Estate

39 Louises Ln, New Canaan, CT 06840
/40
$4,295,000
- 4 Beds
- 4.5 Baths
- 4,131 Sq Ft
1 Foxboro Rd, Essex, CT 06426

Essex Waterfront Signature Property: A Victorian Gem on the Connecticut River ~ Experience the epitome of waterfront elegance with this Victorian masterpiece. This architectural treasure offers a harmonious blend of classic charm and modern luxury. As you step inside, you're greeted by an open floor plan that seamlessly connects living spaces, accentuated by light-filled views through large,

Colette Harron William Pitt Sotheby's Int'l

1 Foxboro Rd, Essex, CT 06426
/40
$4,295,000
- 4 Beds
- 5 Baths
- 4,838 Sq Ft
39 Bunker Hill Rd, Salisbury, CT 06068

Architectural Mountain View Estate on 39+ Acres and Infinity Pool Magnificent architectural gem showcases breathtaking Berkshire Mountain panoramas from nearly every room. Original hand-hewn beams and soaring ceilings with sophisticated entertaining spaces designed to maximize the spectacular sunrise vistas that define this exceptional Litchfield County estate. The thoughtfully designed main

Elyse Morris Elyse Harney Real Estate

39 Bunker Hill Rd, Salisbury, CT 06068
/9
$4,295,000
- 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
/37
$4,275,000
- 5 Beds
- 7.5 Baths
- 6,725 Sq Ft
490 North St, Greenwich, CT 06830

Rare opportunity to own a 200 year old Barn on one mid-country acre, designed in the 70's by renowned architect Charles Gwathmey. Owners updated it to add additional bedrooms and seamlessly connect indoor and outdoor spaces offering year-round entertainment. Main entrance opens to an expansive 30 X 35' Great room filled with natural light, original beams, and impressive fireplace. A generous

Spencer Sodokoff Houlihan Lawrence

490 North St, Greenwich, CT 06830
/37
$4,250,000
- 6 Beds
- 8.5 Baths
- 6,897 Sq Ft
1084 Sturges Hwy, Westport, CT 06880

Luxury Living on the Fairfield/Westport Border Set in the heart of Greenfield Hill, this exceptional 6-bedroom, 8-bath estate offers a rare combination of privacy, elegance, and resort-style amenities-just minutes from the Post Road and 50 miles from NYC. Thoughtfully positioned on the Fairfield/Westport line, the residence features expansive, sun-filled interiors ideal for everyday living and

Andrew Whiteley Brown Harris Stevens

1084 Sturges Hwy, Westport, CT 06880
/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
/40
$4,200,000
- 6 Beds
- 7 Baths
- 6,074 Sq Ft
10 Middle Beach Rd W, Madison, CT 06443

PRIVATE, PEACEFUL AND PERFECT WITH DEEDED BEACH ACCESS!Panoramic views of LI Sound are enjoyed from almost every room of this gracious,very private, mint condition home with ample room for family & lucky guests. Sited back from Middle Beach Road West and overlooking the ever changing salt marsh, enter the inviting double height foyer to discover spacious, high ceilinged and light filled rooms

Margaret Muir William Pitt Sotheby's Int'l

10 Middle Beach Rd W, Madison, CT 06443
/34
$4,200,000
- 6 Beds
- 8 Baths
- 6,960 Sq Ft
42 Morningside Dr S, Westport, CT 06880

Nestled within a picturesque enclave of distinguished luxury homes in Westport's coveted Greens Farms neighborhood, you'll know you've arrived as mature, stately hedges guide you down a flowering, tree-lined driveway. This Hampton-style home has been masterfully reimagined and updated by its current owners. It sings with natural light, refined millwork, custom moldings, and offers an elegant

Jaclyn Picarillo Higgins Group Bedford Square

42 Morningside Dr S, Westport, CT 06880
/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

Florence DeDampierre W. Raveis Lifestyles Realty

184 Fern Ave, Litchfield, CT 06759
/40
$4,195,000 Open Sat 12PM - 3PM
- 5 Beds
- 8 Baths
- 7,034 Sq Ft
1129 Oenoke Ridge, New Canaan, CT 06840

A special offering on one of New Canaan's most sought-after streets, 1129 Oenoke Ridge is the definition of sophisticated, turn-key living. This sun-drenched 2012 Colonial boasts over 7,000 square feet of thoughtfully designed living space across three finished levels. High ceilings, stunning millwork, and extensive built-ins abound. The first floor features a grand two-story foyer; comfortable

John Dunn Compass Connecticut, LLC

1129 Oenoke Ridge, New Canaan, CT 06840
/12
$4,174,840 New Construction
- 6 Beds
- 5.5 Baths
- 4,540 Sq Ft
128 Mariners Way, Fairfield, CT 06824

If you LOVE the idea of Luxury New Construction in Fairfield's Beach Area, but hate all the stairs to get inside, need more privacy, a bigger yard (maybe a pool), and don't want to be threatened with flooding... I have just the property for you! Welcome to 128 Mariners Way. Live life beautifully on this wide, tree-lined, and quiet cul de sac just steps from the beach, town, shopping and

Jaclyn Picarillo Higgins Group Bedford Square

128 Mariners Way, Fairfield, CT 06824
/38
$4,100,000
- 3 Beds
- 2.5 Baths
- 2,829 Sq Ft
213 Beaver Brook Rd, Old Lyme, CT 06371

Overlooking the hills of Lyme, Connecticut, Hilltop Estate combines old world elegance with modern luxury. The fully renovated stone and stucco main house, spacious guest cottage, pool and barn complex are set on nearly 50 acres. Made up of five separate parcels with potential for equestrian pursuits, farm to table living or sellable individually. The barns include a workshop fully convertible to

James Childs William Pitt Sotheby's Int'l

213 Beaver Brook Rd, Old Lyme, CT 06371
/36
$4,100,000
- Land
- 414 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
/38
$4,000,000
- 5 Beds
- 6 Baths
- 4,450 Sq Ft
77 E Wharf Rd, Madison, CT 06443

Welcome to 77 East Wharf! This beautifully designed five-bedroom Cape Cod-style home is perfectly situated high on the property to capture breathtaking views of the Long Island Sound and tranquil Fence Creek. Ideal for entertaining or hosting beach-loving visitors, this home also includes a charming one-bedroom apartment over the garage. Begin your experience with a private walkway bordered by a

Meig Walz Newcomb Coldwell Banker Realty

77 E Wharf Rd, Madison, CT 06443
/51
$4,000,000
- 7 Beds
- 8 Baths
- 7,148 Sq Ft
190 Lake Ave, Greenwich, CT 06830

Lower Lake Avenue family compound, enter through a historic courtyard, foyer boasts hardwood and marble floors. All main house rooms open from the foyer: living room with built-ins and French doors to a terrace. Dining room with 3 exposures is light filled and has gorgeous views of the 1-acre level, fenced, beautifully landscaped property. The open, eat-in kitchen and family room are perfect for

Patte Nusbaum Sotheby's International Realty

190 Lake Ave, Greenwich, CT 06830
/3
$4,000,000
- Land
- 1.00 Acre
- $4,000,000 per Acre
74 Long Neck Point Rd, Darien, CT 06820

This is a rare opportunity to build the home of your dreams on Long Neck Point - one of the most sought after and picturesque communities on the Eastern Seaboard! As part of a 4 unit subdivision, you will have shared use of two boat docks and Long Island Sound access! Your newly constructed home will enjoy amazing views to Gorham's Pond and Long Island Sound. Walk or bike to Pear Tree Point or

Jon Magnotta Outlook Realty

74 Long Neck Point Rd, Darien, CT 06820
/40
$4,000,000 New Construction
- 6 Beds
- 6 Baths
- 6,216 Sq Ft
405 Whitfield St Unit 2, Guilford, CT 06437

Your Dream Home Awaits - - Whether you're savoring a sunset from your expansive deck, entertaining in style, or exploring Guilford's vibrant offerings, "Eagleview" is more than a residence, it's a lifestyle. Imagine crafting your vision of 6,000 to 8,000 square feet of luxurious living space, enhanced by nearly 140 linear feet of deck space perfectly poised to capture the serene beauty of salt

Rose Ciardiello William Raveis Real Estate

405 Whitfield St Unit 2, Guilford, CT 06437
/40
$3,999,999
- 5 Beds
- 9 Baths
- 11,450 Sq Ft
64 Old Redding Rd, Weston, CT 06883

Discover a stunning custom-crafted luxury home, complete with a separate one-bedroom guest pool house, that stands as an architecturally significant estate designed to be cherished. Nestled on meticulously landscaped grounds with picturesque views of Pawtucket Valley Country Club, this grand colonial residence offers every amenity for a refined lifestyle. As you enter the soaring foyer, you are

Anissa Paolillo Redfin Corporation

64 Old Redding Rd, Weston, CT 06883
/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
/25
$3,999,000
- 6 Beds
- 8 Baths
- 6,000 Sq Ft
57 Evergreen Ave, Westport, CT 06880

Walk to downtown shops and restaurants from this stunning, reimagined, & rebuilt 1920 Dutch colonial home, situated on a spacious 1.17-acre in-town property.This is truly a work of art, as 2 properties have been seamlessly combined into one, creating a private oasis set way back from the road.Upon entering the home, you will be captivated by the meticulous attention to detail & the perfect blend

Hyleri Katzenberg

Compass Connecticut, LLC

(475) 253-3404

57 Evergreen Ave, Westport, CT 06880
/32
$3,999,000 New Construction
- 5 Beds
- 5.5 Baths
- 5,710 Sq Ft
13 Terhune Dr, Westport, CT 06880

Welcome to this beautifully crafted new construction home in the heart of Westport, where timeless design and thoughtful details come together to create a luxurious space. From the moment you step inside, you're welcomed by a bright and open floor plan with high ceilings and wide-plank flooring that runs throughout the main living space. Natural light fills every room, highlighting the custom

Sara Santos Coldwell Banker Realty

13 Terhune Dr, Westport, CT 06880
/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

Carolyn Morrison William Pitt Sotheby's Int'l

79 Hilltop Rd, Sharon, CT 06069
/19
$3,995,000
- 6 Beds
- 4.5 Baths
- 3,515 Sq Ft
22 Tomac Ave, Old Greenwich, CT 06870

Terrific Old Greenwich location with easy access to south of the village with sidewalks to town, school and train. This gracious Shore Colonial is on an over-sized o.46 acre level lot (FAR in the R-12 zone could allow 6,300+ sf home), is warm and welcoming with 5 bedrooms and 3 full baths PLUS an additional studio on the main level that could be used in so many ways, as a main floor bedroom,

Jackie Hammock Coldwell Banker Realty

22 Tomac Ave, Old Greenwich, CT 06870
/40
$3,995,000
- 4 Beds
- 4.5 Baths
- 3,518 Sq Ft
175 N Cove Rd, Old Saybrook, CT 06475

Every home tells a story and the often admired c.1704 Black Horse Tavern in historic North Cove is no exception. Located at the waters edge and offering expansive water views, this stunning private residence is rich in both local history and architectural detail. Meticulously curated to perfection, quality of craftsmanship is evident throughout. A warm and welcoming entry leads to elegant

Kyle Hinding Coldwell Banker Realty

175 N Cove Rd, Old Saybrook, CT 06475
/55
$3,995,000 New Construction
- 4 Beds
- 6 Baths
- 4,472 Sq Ft
148 E Elm St Unit 1, Greenwich, CT 06830

Welcome to 148 E Elm Street, Unit 1- Another amazing property by R&R Homes where high-end luxury meets modern comfort in this exceptional townhome. This residence features a spacious layout with 4 bedrooms and 4.2 baths, designed to meet the needs of the most discerning homeowner. The chef's kitchen dazzles with top-of-the-line appliances, custom cabinetry, and a central island perfect for

Jenny Allen Compass Connecticut, LLC

148 E Elm St Unit 1, Greenwich, CT 06830
/2
$3,965,000
- Land
- 5.00 Acres
- $793,000 per Acre
1610 Silas Deane Hwy, Rocky Hill, CT 06067

Proposed Multi-Family, Office, or Self Storage 5 Acres of commercial zoned land. Public water ,sewer, & gas. 350 of road frontage. Development can be seen by 123,500 cars per day at this location. Easy on/off access to I-91. Zoning allows, Assisted Living, Multifamily, Office and Self-Storage

Ron Lyman Lyman Real Estate

1610 Silas Deane Hwy, Rocky Hill, CT 06067

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