Luxury Homes for Sale in Connecticut

/39
$8,480,000
- 6 Beds
- 10 Baths
- 9,051 Sq Ft
33 Highland Farm Rd, Greenwich, CT 06831

Tucked away on over seven quiet acres off prestigious Round Hill Road, this private estate offers a serene blend of luxury, space, and style. The main residence is complemented by a beautiful pool/guest house designed for effortless entertaining and resort-style living. At the heart of the home, a Christopher Peacock kitchen showcases statuary marble countertops and backsplash, double islands,

Joy Kim Metalios Houlihan Lawrence

33 Highland Farm Rd, Greenwich, CT 06831
/40
$8,200,000
- 6 Beds
- 9 Baths
- 8,457 Sq Ft
62 Big Bear Hill Rd, New Milford, CT 06776

A Legacy Estate Where Natural Beauty and Serenity Meet Sophisticated Living. Discover an extraordinary private retreat where nature's magic meets world-class refinement. Once owned by mineral magnate Ferdinand Julius Fohs and later donated to establish a camp for underprivileged NYC youth, this 100-acre sanctuary with 15-acre private lake and over 23,000 sq ft of living space has been extensively

Pat Lahoud William Pitt Sotheby's Int'l

62 Big Bear Hill Rd, New Milford, CT 06776
/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
/25
$8,000,000
- Land
- 122.65 Acres
- $65,226 per Acre
0 Frost Bridge Rd Unit 24118953, Watertown, CT 06795

Big beautiful land for sale in the Watertown Business Park area. Total of 8 land parcels that equal 122.65 acres of record. See map on file for visual of the large parcels that abut. See the Rt 262 frontage, Echo Lake Road frontage, Dinunzio Road and Ledge Road access. Wonderful curb appeal and very close Route 8 highway on/off access. Land is currently zoned for office, industrial, retail &

Laurie Lukasavage Showcase Realty, Inc.

0 Frost Bridge Rd Unit 24118953, Watertown, CT 06795
/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
/40
$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 to your door revealing a soaring foyer with a sweeping staircase beneath a dramatic Baccarat chandelier. The parlor, with one of seven fireplaces, opens to a serene terrace.

Ashlei De Souza Serhant Connecticut, LLC

119 Proprietors Crossing, New Canaan, CT 06840
/6
$7,995,000
- Land
- 12.3 Acres
- $650,000 per Acre
109 Morningside Dr S, Westport, CT 06880

109 Morningside Drive South is an exceptional and rare offering in the highly sought- after Greens Farms neighborhood in Westport CT. Spanning 12.3 acres, this expansive property presents a unique opportunity to create a one-of-a-kind estate in one of Fairfield county's most desirable locations. Nestled amongst prestigious homes, this property offers endless potential for those seeking to build

Jenny Bentley The Riverside Realty Group

109 Morningside Dr S, Westport, CT 06880
/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
/17
$7,995,000
- Land
- 1.9 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
- 1.9 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
/38
$7,950,000
- 6 Beds
- 9 Baths
- 8,970 Sq Ft
105 Woodside Dr, Greenwich, CT 06830

This stately prewar stone manor, located in the exclusive gated community of Milbrook, has been thoughtfully expanded and reimagined for modern living while preserving its timeless elegance. Stepping into the grand foyer, graced with a beautiful curved staircase, the home reveals its extraordinary character and sophistication.Designed for both comfortable living and exceptional entertaining,

Sarah Muir Houlihan Lawrence

105 Woodside Dr, Greenwich, CT 06830
/38
$7,699,000 New Construction
- 5 Beds
- 5.5 Baths
- 7,028 Sq Ft
48 Lexington Ave, Greenwich, CT 06830

Extraordinary new construction crafted by a highly regarded local builder. Every detail of this 5-bedroom, 5.1-bathroom home timeless design exudes excellence offering the best that in-town living can be! Tucked away on a quiet street, it offers the perfect balance of privacy and convenience to everything downtown Greenwich has to offer. An open floor plan, meticulously crafted with exceptional

Stacy Young William Raveis Real Estate

48 Lexington Ave, Greenwich, CT 06830
/3
$7,500,000
- 6 Beds
- 9 Baths
- 10,134 Sq Ft
94 Porchuck Rd, Greenwich, CT 06831

2026 NEW CONSTRUCTION - CAN FULLY CUSTOMIZE AT THIS STAGE Set back on a quiet private drive in a coveted central Greenwich location, this 10,000+ sq ft modern masterpiece sits on 5.59 serene acres with exceptional landscaping and privacy. Designed for today's lifestyle, it offers 6 ensuite bedrooms, 7 full and 2 half baths, and four levels of refined living. Expansive windows, soaring ceilings,

Brett Lieberman

The Riverside Realty Group

(203) 717-9487

94 Porchuck Rd, Greenwich, CT 06831
/31
$7,500,000
- 9 Beds
- 8 Baths
- 12,057 Sq Ft
138 Amenia Rd, Sharon, CT 06069

Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original

Dan Kessler Compass Connecticut, LLC

138 Amenia Rd, Sharon, CT 06069
/34
$7,495,000
- 6 Beds
- 11 Baths
- 7,528 Sq Ft
229 Umpawaug Rd, Redding, CT 06896

Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and

Stacy Young William Raveis Real Estate

229 Umpawaug Rd, Redding, CT 06896
/40
$7,400,000
- 7 Beds
- 7 Baths
- 6,844 Sq Ft
102 Melius Rd, Warren, CT 06754

Reverie Farm is an exceptionally rare late 18th century stone and shingle estate, on more than one hundred acres, located in one of the highest and most private parts of Connecticut. Situated in the heart of Litchfield County, the property rises more than 1,200 feet in elevation across four distinct tax parcels, among which are several estate quality building sites. The setting is dreamlike in

Andrew Gates Houlihan Lawrence, Inc.

102 Melius Rd, Warren, CT 06754
/40
$7,000,000
- 6 Beds
- 7 Baths
- 7,541 Sq Ft
384 West Ln, Ridgefield, CT 06877

Welcome to 384 West Lane, an exceptional Estate Property that defines timeless Connecticut luxury across 13 exquisite, park-like acres- straddling Westchester County & just an hour from NYC. At its heart stands a classic Georgian Manor-7,500 SqFt of architectural mastery where perfectly scaled rooms, soaring ceilings, and refined millwork create an atmosphere of enduring elegance. Designed by the

Karla Murtaugh Compass Connecticut, LLC

384 West Ln, Ridgefield, CT 06877
/29
$7,000,000
- 5,088 Sq Ft
63 Church St Unit A, Greenwich, CT 06830

5.5% Cap Investment with 5 Units in downtown Greenwich. Presenting The Midtown by Fisk Hospitality: Exclusive Luxury Living, Hotel-Style Comfort. A boutique collection of four Manhattan-style lofts and one townhome at 63 Church Street, The Midtown seamlessly blends modern sophistication with classic Greenwich charm. These spacious residences boast open-concept layouts, soaring ceilings,

Mike Parelli Mike Parelli Real Estate LLC

63 Church St Unit A, Greenwich, CT 06830
/21
$6,999,999
- 7 Beds
- 10 Baths
- 6,010 Sq Ft
132 Curtiss Rd, Warren, CT 06777

A once in a lifetime opportunity to own a significant estate overlooking Lake Waramaug. Nestled high in the hills overlooking the pristine beauty of the lake, this offering features 40 acres with exceptional views. Owned by the same family for the last 70 years, dignitaries from the worlds of art, politics, and industry have been entertained here while the stables, paddocks and trails have been

Pat Lahoud William Pitt Sotheby's Int'l

132 Curtiss Rd, Warren, CT 06777
/17
$6,995,826 New Construction
- 6 Beds
- 10 Baths
- 8,417 Sq Ft
24 Edgemarth Hill Rd, Westport, CT 06880

True Beauty In The Making! Construction of this 8,417SF dream residence with pool and spa on 1 private acre in coveted Greens Farms, Westport, is in full swing. 24 Edgemarth Hill was designed and will be crafted and appointed with the finest materials - see rendering photos of what's to come. Flaunting walls of windows, sexy floor-to-ceiling stone and textured accents, vaulted ceilings, and

Jaclyn Picarillo Higgins Group Bedford Square

24 Edgemarth Hill Rd, Westport, CT 06880
/9
$6,950,000
- Land
- 7.42 Acres
- $936,658 per Acre
549 Round Hill Rd, Greenwich, CT 06831

549 Round Hill Road is the original entrance to the former Wilshire Farm, once one of the largest farm estates in Greenwich. Set on over 7 acres and atop one of the highest elevations in Greenwich with distant Long Island Sound views. Fully approved site is offered with Rich Granoff plans for an elegant 6-bedroom, 10-bath, 11,000 sq. ft. residence. Design features: 4,000 sq. ft. walk-out lower

Francine Ehrlich Sotheby's International Realty

549 Round Hill Rd, Greenwich, CT 06831
/7
$6,825,000
- Land
- 7.23 Acres
- $943,983 per Acre
25 Buckfield Ln, Greenwich, CT 06831

Gorgeous meadowland property. The ideal housing site is set very high for magnificent sunset views. Please call LB for all details and appts to show.

Shelly Tretter Lynch Compass Connecticut, LLC

25 Buckfield Ln, Greenwich, CT 06831
/16
$6,785,000 New Construction
- 6 Beds
- 9 Baths
- 7,888 Sq Ft
14 Burr School Rd, Westport, CT 06880

RARE OPPORTUNITY TO CUSTOMIZE NEW CONSTRUCTION BY COASTAL LUXURY HOMES. PLANS APPROVED & PERMITS IN PLACE. CONSTRUCTION CAN BEGIN IMMEDIATELY, SAVE 6+ MOS ON NEW BUILD TIMELINE. This ultra luxury modern cul-de-sac residence features stucco exterior, DaVinci Boral roof, and expansive windows up to 10ft high. Main level includes luxe chef's kitchen w/ breakfast room opening to the great room with

Jennifer Tanner The Riverside Realty Group

14 Burr School Rd, Westport, CT 06880
/23
$6,685,000 New Construction
- 6 Beds
- 8.5 Baths
- 9,638 Sq Ft
18 Edgar Rd, Greenwich, CT 06831

Another gorgeous home by CG Homes Group of Manhattan, Westchester County and now Greenwich, CT. Completion by March 2026. This curated lifestyle home sits on over 9 acres which includes a conservation parcel to ensure complete privacy and tranquility. Every detail has been configured to create a seamless transition; inviting nature into each space in the home. A true modern home that will endure

Shelly Tretter Lynch Compass Connecticut, LLC

18 Edgar Rd, Greenwich, CT 06831
/23
$6,682,000 New Construction
- 6 Beds
- 9 Baths
- 7,801 Sq Ft
86 Maple Ave S, Westport, CT 06880

An extraordinary architectural vision for a location of equal distinction. Top luxury developer/builder, Coastal Luxury Homes is putting the finishing touches on the most impressive floor plan for this choice 1 acre lot in top Greens Farms neighborhood. Breathtakingly stunning public rooms flow seamlessly into inviting and intimate spaces while dramatic floor-to-ceiling windows and doors open to

Jaclyn Picarillo Higgins Group Bedford Square

86 Maple Ave S, Westport, CT 06880
/32
$6,650,000
- 7 Beds
- 8.5 Baths
- 10,723 Sq Ft
28 Thunder Mountain Rd, Greenwich, CT 06831

Bathed in natural light, this exquisitely designed stone and clapboard home embodies today's look & lifestyle. The stunning residence set on 2 lovely acres in a quiet neighborhood blends timeless architecture with modern elegance. Soaring ceilings and an airy layout connect the double-height foyer, elegant formal rooms and a chef's eat-in kitchen adjoining the vaulted family room. The serene

B.K. Bates Houlihan Lawrence

28 Thunder Mountain Rd, Greenwich, CT 06831
/40
$6,595,000
- 6 Beds
- 9 Baths
- 16,126 Sq Ft
62 Summersweet Ln, New Canaan, CT 06840

Welcome to a truly exceptional New Canaan architectural masterpiece built in 2004, nestled on a majestic private lane occupied by only 6 estates, enveloped by serene forests and 48 acres of reservoir conservancy. This picturesque estate offers a tranquil escape and sense of openness with intricate millwork and wainscoting adorning every corner, 9 to 12-foot ceilings on every level and

Danielle Malloy

Serhant Connecticut, LLC

(475) 241-0980

62 Summersweet Ln, New Canaan, CT 06840
/45
$6,500,000
- 6 Beds
- 8 Baths
- 5,590 Sq Ft
16 Martin Dale N, Greenwich, CT 06830

Exceptional design and the finest craftsmanship defines this pristine, all-ensuite 6-bedroom home on one of central Greenwich's highly coveted streets. Soaring ceilings, white oak wood flooring, a gourmet kitchen, all Waterworks bathrooms, solid Mahogany windows, and bespoke European materials encompass the home. With a smart flow and endless light, the first floor is captivating offering a

Meg McQuillan Sotheby's International Realty

16 Martin Dale N, Greenwich, CT 06830
/40
$6,500,000
- Land
- 225.84 Acres
- $28,781 per Acre
57 NW Corner Rd, Preston, CT 06365

Maple Lane Farms is a unique, one of a kind, property and potential business opportunity consisting of approximately 225 contiguous acres with approximately 114 acres located in the town of Preston and approximately 111 acres located in the town of North Stonington. The property's improvements include: a c. 1993 Cape Cod style single family home; a c. 1791 Antique Colonial style residence (the

Thomas Switz Switz Real Estate Associates

57 NW Corner Rd, Preston, CT 06365
/47
$6,500,000
- 5 Beds
- 10 Baths
- 7,632 Sq Ft
21 Calhoun Dr, Greenwich, CT 06831

Welcome to ''Park Hill'', a reimagined 1923 English Manor in a Prestigious Private Association. Thoughtfully refreshed for modern living while preserving the architectural character that makes it timeless. Set on 1.81 private, park-like acres, this 7,632 sq. ft. manor blends historic charm with contemporary luxury in a way few properties can. 1923 English Tudor Revival with 2025 updates. Rare

Danielle Claroni Sotheby's International Realty

21 Calhoun Dr, Greenwich, CT 06831
/31
$6,500,000
- 6 Beds
- 6.5 Baths
- 6,585 Sq Ft
69 Beachside Ave, Westport, CT 06880

Nestled along Westport's prestigious 'Gold Coast,' this architecturally magnificent estate on 4+ acres of park-like grounds with a breathtaking pool and professional-grade Har-Tru tennis court is a haven for luxury living and distinguished entertaining. Surrounded by major estates in one of the most sought-after coastal regions in the Northeast, it boasts access to pristine beaches, sophisticated

Doug Bross Coldwell Banker Realty

69 Beachside Ave, Westport, CT 06880
/40
$6,495,000
- 8 Beds
- 11 Baths
- 10,335 Sq Ft
15 Elm St, Groton, CT 06340

Iconic Historic Inn steps from Historic Downtown Mystic. Once-in-a-lifetime opportunity to live in this exquisite architectural masterpiece. Meticulous 10,500 Sq Ft Italianate Victorian with 8 Bedrooms, 8 Full Bathrooms and 3 Half Bathrooms all nestled on 1.49 manicured acres with private parking lot and porte-cochere. Featuring 3 grand parlors with hand-painted ceilings, full commercial kitchen

Judi Caracausa William Pitt Sotheby's Int'l

15 Elm St, Groton, CT 06340
/40
$6,450,000
- 6 Beds
- 8 Baths
- 9,321 Sq Ft
182 Taconic Rd, Greenwich, CT 06831

Set on a serene, level 4.15-acre lot and perfectly sited for privacy, exceptional 6 bed, 6.2 bath, center-hall Georgian Colonial with a charming guest house offers the ultimate in luxury living. A harmonious blend of classic architecture and modern updates, this meticulously maintained residence is turnkey and move-in ready. The elegant, front-to-back foyer welcomes you into beautifully scaled

Stacy Young William Raveis Real Estate

182 Taconic Rd, Greenwich, CT 06831
/38
$6,300,000
- 9 Beds
- 6.5 Baths
- 6,841 Sq Ft
78 Khakum Wood Rd, Greenwich, CT 06831

78 Khakum Wood occupies a premier position in one of Greenwich's most distinguished private enclaves. Originally envisioned by Newton Phelps Stokes and developed in collaboration with the renowned Olmsted Brothers, this exceptional property is set on 2.95 beautifully landscaped acres. The residence showcases its charming Tudor architecture with the characteristic pitched gabled roof, decorative

Deborah Huffard Houlihan Lawrence

78 Khakum Wood Rd, Greenwich, CT 06831
/40
$6,295,000 New Construction
- 6 Beds
- 7.5 Baths
- 8,680 Sq Ft
10 Stony Brook Rd, Darien, CT 06820

This exceptional Shingle Style Colonial blends form and function to inspire elegant everyday living. Set on a private 1.4-acre lot, it offers four levels of thoughtfully designed space by Daniel Conlon Architects with refined millwork details & finishes throughout. The main level features a two-story foyer, formal living and dining rooms, a chef's kitchen with walk-in pantry, and a great room

David Hawes Compass Connecticut, LLC

10 Stony Brook Rd, Darien, CT 06820
/40
$6,200,000
- 4 Beds
- 5 Baths
- 6,236 Sq Ft
57 Indian Trail Rd, New Milford, CT 06776

Welcome to Hollow Farm,an ultra-private 77 acre estate nestled in the heart of Connecticut,where luxury meets history and modern amenities. This exceptional property is a testament to refined living, boasting a main residence that seamlessly blends historic charm with contemporary systems. As you step inside,you are greeted by original wood floors that lead you through a home warmed with radiant

Pat Lahoud William Pitt Sotheby's Int'l

57 Indian Trail Rd, New Milford, CT 06776
/11
$6,150,000
- 4 Beds
- 2 Baths
- 5,889 Sq Ft
75 Mason St, Greenwich, CT 06830

Own a corner in downtown Greenwich. Exclusive opportunity to purchase and renovate or develop two adjoining parcels, totaling .40 acres , with 20 parking spots, in the CGB Zone These mixed use properties are located at 75 Mason Street & 6 Lincoln Avenue in Greenwich, CT. This downtown prime corner location is in the heart of the thriving business and residential community, steps away from

Stacy Young William Raveis Real Estate

75 Mason St, Greenwich, CT 06830
/40
$6,000,000
- 5 Beds
- 7 Baths
- 5,567 Sq Ft
46 Compo Mill Cove, Westport, CT 06880

Imagine crossing a footbridge into a world without cars, where the scent of salt air lingers and the only sounds are waves and wind. This is Compo Mill Cove—a private beachfront enclave unlike anywhere else. Designed by Brooke Girty, this timeless shingle-style home offers 5,567 SF of coastal elegance with reclaimed French oak floors, a sculptural 3-story spiral stair case, and endless views of

Evangela Brock Douglas Elliman of Connecticut

46 Compo Mill Cove, Westport, CT 06880
/2
$6,000,000
- Land
- 136.38 Acres
- $43,995 per Acre
0 Allen Hill Rd Unit 24140370, Brooklyn, CT 06234

Welcome to Pinedale Farms, a rare large-scale development opportunity in the heart of Brooklyn. This offering includes 136.38 acres of industrial-zoned land along with the additional 2.8-acre parcel at 22 Allen Hill Rd, creating a substantial combined footprint of 139.18 acres for future projects. The property provides three access points which are 22 Allen Hill, south of 68 Allen Hill Rd and

Adam Gumula Kazantzis Real Estate, LLC

0 Allen Hill Rd Unit 24140370, Brooklyn, CT 06234
/40
$6,000,000
- 4 Beds
- 7 Baths
- 5,567 Sq Ft
46 Compo Mill Cove, Westport, CT 06880

It feels like a secret-a place you cross into and instantly exhale. Accessible only by footbridge, Compo Mill Cove is Westport's most private, car-free waterfront enclave, where the tide sets the pace and every day feels like a getaway. Designed by renowned architect Brooke Girty, this custom Nantucket-style home blends refined coastal living with timeless craftsmanship. Inside, 5,567 square feet

Evangela Brock Douglas Elliman of Connecticut

46 Compo Mill Cove, Westport, CT 06880

Showing Results 41 - 80, Page 2 of 18

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Luxury Homes for Sale in Connecticut

Real Estate & Homes for Sale in Connecticut