Luxury Homes for Sale in Connecticut

• 

  

  

  /35

  $3,988,000

  • 4 Beds
  • 5.5 Baths
  • 7,971 Sq Ft

  475 Fence Row Dr, Fairfield, CT 06824

  Set within The Ridge in Greenfield Hill, Fairfield's gated residential community, this residence has been completely rebuilt and thoughtfully reimagined with the scale and finish of new construction. Spanning over 8,000 sq ft, the home offers four bedrooms and six full and two half baths, with wide plank oak floors, multiple fireplaces, and expansive windows that frame tranquil pond views. A

  Erin Melson The Agency

  475 Fence Row Dr, Fairfield, CT 06824
• 

  

  /2

  $3,965,000

  • Land
  • 5 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
• 

  

  

  /6

  $3,950,000

  • Land
  • 1.14 Acres
  • $3,464,912 per Acre

  35 Turner Dr, Greenwich, CT 06831

  Set on a beautiful, private property, 35 Turner Drive offers a wonderful combination of open lawn, mature trees, natural rock formations, and established landscaping. The gently rolling terrain creates an attractive sense of depth while providing generous usable lawn areas for recreation, entertaining, and outdoor living. The property is located at the end of a cul-de-sac. The current home has

  Peter Janis BHHS New England Properties

  35 Turner Dr, Greenwich, CT 06831
• 

  

  

  /5

  $3,950,000

  • Land
  • 272.43 Acres
  • $14,499 per Acre

  0 Hendee Rd, Andover, CT 06232

  A rare opportunity awaits on this extraordinary 272.43-acre parcel spanning Coventry and Andover, Connecticut. This exceptional property offers endless potential for a private estate, family compound, residential subdivision or PUD, golf course, equestrian property, forestry investment, hunting retreat, or potential gravel operation. Ideally located midway between New York City and Boston, just

  Pamela Moriarty Coldwell Banker Realty

  0 Hendee Rd, Andover, CT 06232
• 

  

  

  /5

  $3,950,000

  • Land
  • 272.43 Acres
  • $14,499 per Acre

  0 South St Unit 24197272, Coventry, CT 06238

  A rare opportunity awaits on this extraordinary 272.43-acre parcel spanning Coventry and Andover, Connecticut. This exceptional property offers endless potential for a private estate, family compound, residential subdivision or PUD, golf course, equestrian property, forestry investment, hunting retreat, or potential gravel operation. Ideally located midway between New York City and Boston, just

  Pamela Moriarty Coldwell Banker Realty

  0 South St Unit 24197272, Coventry, CT 06238
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  /40

  $3,950,000

  • 4 Beds
  • 5.5 Baths
  • 7,124 Sq Ft

  274 Joshuatown Rd, Lyme, CT 06371

  PRIVATELY SITED ON 18 ACRES HIGH ABOVE THE CONNECTICUT RIVER, this extraordinary modern estate is defined as much by its setting as its architecture. A long, private drive creates a remarkable sense of arrival, revealing a residence thoughtfully positioned to capture sweeping river views, changing light, and the quiet beauty of the surrounding landscape. Extraordinary views and dramatic

  Margaret Douglas William Raveis Real Estate

  274 Joshuatown Rd, Lyme, CT 06371
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  /39

  $3,950,000

  • 5 Beds
  • 5.5 Baths
  • 5,557 Sq Ft

  323 River Rd, Deep River, CT 06417

  Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a deep-water dock! This exceptional 5 bedroom, 5.5 bath residence offers unparalleled privacy and stunning panaromic views across protected conservation land, creating a setting of remarkable beauty and tranquility. Thoughtfully designed to embrace its spectacular surroundings, every room is filled

  Margaret Muir William Pitt Sotheby's Int'l

  323 River Rd, Deep River, CT 06417
• 

  

  /40

  $3,950,000

  • 4 Beds
  • 3.5 Baths
  • 6,021 Sq Ft

  15 Wildcat Rd, Darien, CT 06820

  Originally the sole residence on Wildcat Road, this distinguished 1925 stone manor blends timeless architectural elegance with a commanding setting. Located within Darien's coveted Delafield Island private association, the property is approached by a sweeping circular drive and surrounded by mature landscaping offering a rare sense of privacy, grandeur, and permanence, just minutes from downtown

  Janine Tienken Houlihan Lawrence

  15 Wildcat Rd, Darien, CT 06820
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  /38

  $3,950,000

  • 5 Beds
  • 4.5 Baths
  • 6,279 Sq Ft

  294 E Middle Patent Rd, Greenwich, CT 06831

  A rare single-level luxury compound set on two private acres - Greenwich address, Stamford taxes and schools. Designed for effortless resort-style living, the home centers on an expansive primary wing opening directly to a gunite pool, spa, and sweeping bluestone terraces, complemented by a spa-inspired bath, infrared sauna, and steam shower.A fully self-contained guest residence within the

  Iryna Lysogor William Raveis Real Estate

  294 E Middle Patent Rd, Greenwich, CT 06831
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  /37

  $3,950,000

  $249K PRICE DROP

  • 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
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  /29

  $3,945,000

  $250K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,452 Sq Ft

  29 Orchard Place, Greenwich, CT 06830

  Beautifully reconstructed and expanded modern home in downtown Greenwich offering 4-5 bedrooms, 5 baths, and four levels of light-filled living. The open floor plan features a designer kitchen with quartz island, gas range, walk-in pantry, family room with fireplace, dining room, living room with fireplace, and a mudroom. The luxurious primary suite includes vaulted ceilings, dual walk-in

  Joanne Mancuso Houlihan Lawrence

  29 Orchard Place, Greenwich, CT 06830
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  /26

  $3,900,000

  • 5 Beds
  • 5.5 Baths
  • 10,000 Sq Ft

  222 Brookside Rd, Darien, CT 06820

  Set on 2.19 private acres in a prime Darien location, 222 Brookside Road offers exceptional space, privacy, and opportunity just minutes from town and Cherry Lawn Park. With more than 7,000 square feet above grade, plus an additional 3,000 square feet on the lower level, this expansive 4-bedroom, 5.5-bath residence provides an incredible canvas to create a home tailored to your vision. Generously

  Amanda Spatola Houlihan Lawrence

  222 Brookside Rd, Darien, CT 06820
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  /38

  $3,900,000

  • 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
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  /39

  $3,900,000

  • 4 Beds
  • 2.5 Baths
  • 2,073 Sq Ft

  23 Echo Dr, New Milford, CT 06776

  Welcome to 23 and 24 Echo Drive, New Milford, CT-a timeless gem first introduced to the market by the family who originally built it. Nestled on the shores of Candlewood Lake within the prestigious Birch Groves community, this exquisite residence embodies the classic Adirondack style of the 1930s with its captivating stone and wood construction. Spanning 2,073 square feet, this elegant lake home

  

  Kevin Donovan

  Compass Connecticut, LLC

  23 Echo Dr, New Milford, CT 06776
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  /2

  $3,900,000

  • Land
  • 53.82 Acres
  • $72,464 per Acre

  67 S Main St, East Windsor, CT 06088

  22.9 acres in the TZ 5 zone, and 30.9 acres in the R-3 zone making a total of 54 acres with 139 feet of frontage on S Main St. And 1,421. on Tromley Rd. Totaling about 56 acres with 1,560 of frontage. The property does have a 2 family and 5 barns on the property. Land generally very level should be a development friendly opportunity. Good flexibility of use within the zones.

  

  Dan Keune

  Campbell-Keune Realty Inc

  67 S Main St, East Windsor, CT 06088
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  /36

  $3,895,000

  • 3 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  46 Stonehedge Dr S, Greenwich, CT 06831

  King Merritt Country Retreat on the Lake -New architecturally designed modern lakefront home offers effortless one-level living with a seamless open floor plan, soaring vaulted ceilings, oversized windows, and tranquil lake views. Designed in 2026 for both everyday living and entertaining, the chef's kitchen features Sub-Zero and Miele appliances, a dramatic 12-foot quartz waterfall island, and

  Denise Rosato Coldwell Banker Realty

  46 Stonehedge Dr S, Greenwich, CT 06831
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  /18

  $3,895,000

  New Construction

  • 6 Beds
  • 5.5 Baths
  • 6,000 Sq Ft

  8 Norfield Woods Rd, Weston, CT 06883

  Luxury new construction opportunity in Lower Weston! Currently slated for completion in less than a year, this meticulously crafted estate offers a rare opportunity to secure your forever home on a private Lower Weston cul-de-sac. Take advantage of your opportunity to live in the most convenient Weston location within minutes of their top rated schools and town center. Plus enjoy the convenience

  Lauren Turner Corcoran Centric Realty

  8 Norfield Woods Rd, Weston, CT 06883
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  /32

  $3,875,000

  $325K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,662 Sq Ft

  4 Sachem Ln, Greenwich, CT 06830

  Beautifully reimagined modern farmhouse on a quiet Greenwich cul-de-sac, offering 4 bedrooms, 4 full & 1 half baths across four finished levels. Renovated with a timeless coastal feel, featuring wide-plank white oak floors, abundant natural light, town utilities, natural gas, bluestone patios, EV-ready charge & a level backyard with possible pool site. The chef's kitchen, designed by an

  Sabrina Adorno William Raveis Real Estate

  4 Sachem Ln, Greenwich, CT 06830
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  /39

  $3,850,000

  • 5 Beds
  • 4.5 Baths
  • 3,921 Sq Ft

  406 Harbor Rd, Southport, CT 06890

  This is why so many people fall in love with Southport. Set on an extraordinary .83-acre parcel in the heart of the Village, this circa 1874 residence captures the charm, character, and lifestyle that have made Southport one of New England's most treasured coastal communities. Approached by a long drive and set well back from Harbor Road, the home enjoys a level of privacy rarely found in the

  Wendy Ryan Brown Harris Stevens

  406 Harbor Rd, Southport, CT 06890
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  /2

  $3,850,000

  • Land
  • 70 Acres
  • $55,000 per Acre

  0 Clarks Falls Unit 24089817, North Stonington, CT 06339

  Also Available For Lease $288,750/yr NNN 70.15 total acres available on Clarks Falls Rd & abutting I-95 at exit 93. 4.41 acres of this parcel are in Rhode Island, 65.74 acres in CT. Possible Uses Per Zoning: Medical, Hospital, Commercial, Retail, Inn/Hotel, Restaurant, Mixed Use. Office, Self-Storage, Gas, Truck Terminal, Manufacturing, Cannabis. Attached are concept plans for a Campground

  Ron Lyman Lyman Real Estate

  0 Clarks Falls Unit 24089817, North Stonington, CT 06339
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  /8

  $3,800,000

  • Land
  • 5.24 Acres
  • $725,191 per Acre

  21 Pawcatuck Ave, Pawcatuck, CT 06379

  The 5.24-acre property features the historic Clark Thread Mill building dating to 1899, just south of the first mill building converted in 2016 into 58 apartments known as The Threadmill. Current owners of the property have obtained approvals for another 58 units in the available building, with at least 58 more units indicated by the town as readily approvable on the vacant land. The property

  Gregory Walwer Academic Co-Realty Services

  21 Pawcatuck Ave, Pawcatuck, CT 06379
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  /40

  $3,800,000

  New Construction $649K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 7,833 Sq Ft

  72 Old Kings Hwy S, Darien, CT 06820

  Exceptional NEW CONSTRUCTION - Walk to Town - Experience a thoughtfully designed home by V&A Construction, a highly regarded local builder known for exceptional craftsmanship. Just a short walk to town, shops, restaurants and the train, the location is as convenient as it is desirable. The home features handcrafted cabinetry and millwork, wide-plank white oak floors and high ceilings throughout.

  Katherine Kuras BHHS Darien/New Canaan

  72 Old Kings Hwy S, Darien, CT 06820
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  /40

  $3,795,000

  $55K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,418 Sq Ft

  61 Clapboard Hill Rd, Westport, CT 06880

  Located in prestigious Greens Farms, this European-inspired Colonial offers a rare opportunity to enjoy immediate charm while planning for the future. Set behind private gates on expansive, picturesque grounds, the property is surrounded by multimillion-dollar estates-making it an exceptional canvas for new construction or a significant estate expansion. The existing home is beautifully

  Lorelei Atwood Higgins Group Real Estate

  61 Clapboard Hill Rd, Westport, CT 06880
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  /44

  $3,795,000

  • 4 Beds
  • 5 Baths
  • 3,421 Sq Ft

  88 Water St, Stonington, CT 06378

  At the edge of Stonington Harbor, where sailboats move slowly through the water and the village wakes each morning to the rhythm of the tide, 88 Water Street offers a rare opportunity to live directly within one of New England's most beloved coastal communities. This historic home dates to 1840, yet today it feels distinctly current following an extensive renovation completed in 2022. The result

  

  Danielle Malloy

  Serhant Connecticut LLC

  88 Water St, Stonington, CT 06378
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  /35

  $3,750,000

  • 5 Beds
  • 7 Baths
  • 5,185 Sq Ft

  28 Walden Hill Rd, Guilford, CT 06437

  A true once in a lifetime opportunity! As you wind through picturesque Sachem's Head onto Walden Hill Road, a circular driveway will lead you to an unparalleled waterview estate on almost two acres. The coastal home sits above Long Island Sound on one of the highest points in Sachem's Head and spans 5,185 square feet. The main level features walls of windows that provide unforgettable views of

  Barbara Goetsch William Pitt Sotheby's Int'l

  28 Walden Hill Rd, Guilford, CT 06437
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  /9

  $3,750,000

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,000 Sq Ft

  22 Brett Rd, Fairfield, CT 06824

  Greenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Scenic Road, to be built by award-winning design-builder Bonnie Paige in collaboration with Vicente Burin Architects. The proposed residence is based on a design sold in Southport Village; interested buyers may tour similar homes and meet the team to tailor plans, finishes, and timeline. The property sits among

  Andrew Whiteley Brown Harris Stevens

  22 Brett Rd, Fairfield, CT 06824
• 

  

  /12

  $3,740,000

  • Land
  • 31.75 Acres
  • $117,795 per Acre

  0 June Rd Unit 24169936, Stamford, CT 06903

  Set on 31.76 acres and thoughtfully subdivided into three distinct lots, this exceptional offering sits along the border of Greenwich, delivering a rare blend of scale, serenity, and convenience. Each parcel offers its own unique character: Lot 1 captures sweeping vistas and breathtaking sunrise views 6.22, while Lots 2 and 3 feature over 18.82 acres and 6.71 acres of beautifully level land. The

  Stacy Young William Raveis Real Estate

  0 June Rd Unit 24169936, Stamford, CT 06903
• 

  

  /10

  $3,740,000

  • Land
  • 31.75 Acres
  • $117,795 per Acre

  0 June Rd Unit 124771, Stamford, CT 06903

  Set on 31.76 acres and thoughtfully subdivided into three distinct lots, this exceptional offering sits along the border of Greenwich, delivering a rare blend of scale, serenity, and convenience. Each parcel offers its own unique character: Lot 1 captures sweeping vistas and breathtaking sunrise views 6.22, while Lots 2 and 3 feature over 18.82 acres and 6.71 acres of beautifully level land. The

  Stacy Young William Raveis Real Estate

  0 June Rd Unit 124771, Stamford, CT 06903
• 

  

  /19

  $3,725,000

  Pre-Foreclosure

  • 8 Beds
  • 8 Baths
  • 11,545 Sq Ft

  99 Orange St, New Haven, CT 06510

  Welcome to The Orange Street Collection, a mixed-use hospitality and residential investment opportunity located in the heart of Downtown New Haven. Positioned steps from Yale University, this asset combines immediate income with meaningful long-term upside in one of the city's most active corridors. The property features over 5,000 square feet of restaurant space across the main and lower levels,

  Michael Spindler Real Broker CT

  99 Orange St, New Haven, CT 06510
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  /40

  $3,700,000

  • 7 Beds
  • 7 Baths
  • 7,930 Sq Ft

  155 Joshuatown Rd, Old Lyme, CT 06371

  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 and history. It is

  Angela Ruel Berkshire Hathaway NE Prop.

  155 Joshuatown Rd, Old Lyme, CT 06371
• 

  /2

  $3,700,000

  • Land
  • 128.64 Acres
  • $28,762 per Acre

  147 Riggs St, Oxford, CT 06478

  For Sale: 147 Riggs Street, Oxford, CT - 128.64-Acre Farm with Historic Homestead A rare opportunity to own 128.64 acres of picturesque land in Oxford, Connecticut. This expansive property (Parcel 27-15-9, per Town of Oxford Assessment Parcel Map) offers mixed-use zoning (Code 016), making it ideal for residential and forestry applications. Property Highlights: Historic 3-Bedroom Cape (Built in

  Joseph Martino Joseph Martino Real Estate

  147 Riggs St, Oxford, CT 06478
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  /38

  $3,695,000

  Open Sun 1PM - 3PM

  • 4 Beds
  • 4.5 Baths
  • 3,744 Sq Ft

  110 Judson Rd, Fairfield, CT 06824

  Nestled on one of Fairfield Beach's most coveted streets, this exceptional new construction blends timeless coastal architecture with sophisticated design in a location that's simply hard to duplicate. Just moments from the beach, town, train, schools, and parks, 110 Judson offers the rare convenience today's buyers seek without sacrificing privacy or tranquility. Thoughtfully positioned at a

  Cindy Raney Coldwell Banker Realty

  110 Judson Rd, Fairfield, CT 06824
• 

  

  /40

  $3,695,000

  • 4 Beds
  • 3.5 Baths
  • 4,017 Sq Ft

  60 Island View Ave, Branford, CT 06405

  Welcome to one of Connecticut's most desirable waterfront communities. Pine Orchard blends waterfront recreation, country club access, historic coastal character and a relaxed luxury lifestyle. For generations, families have been drawn to this unique shoreline community for its natural beauty and convenient access to New York & Boston. 60 Island View with a contemporary open floor plan concept to

  Greg robbins Houlihan Lawrence WD

  60 Island View Ave, Branford, CT 06405
• 

  

  /27

  $3,685,000

  New Construction

  • 4 Beds
  • 5.5 Baths
  • 4,204 Sq Ft

  3 Laurel Ln, Westport, CT 06880

  Welcome to this new construction project which is currently underway, with an expected completion date in the Summer of 2026. Discover the epitome of elegance and sophistication on a quiet street, in a coveted area in Westport! Stunning new luxury construction designed by renowned Coastal Luxury Homes. Known for their architectural brilliance & unparalleled craftsmanship, Coastal Luxury Homes are

  Julie Vanderblue Higgins Group Real Estate

  3 Laurel Ln, Westport, CT 06880
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  /34

  $3,650,000

  $250K PRICE DROP

  • 27 Beds
  • 22 Baths
  • 16,973 Sq Ft

  82 Main St, East Hampton, CT 06424

  The Village at 82 Main is - a pristine 22-unit asset located in the true heart of one of Connecticut's most charming small towns! Positioned directly on Main Street in East Hampton, this beautifully renovated property offers 17 apartments and 5 storefronts, creating a stable, diversified income stream within an exceptional lake-community setting. The property has become a recognizable destination

  Lisa Cozzi Century 21 AllPoints Realty

  82 Main St, East Hampton, CT 06424
• 

  

  /40

  $3,625,000

  • 5 Beds
  • 4.5 Baths
  • 4,769 Sq Ft

  409 River Rd, Deep River, CT 06417

  Tucked away from the road and set above the CT river on over three acres, this amazing waterfront home is also a secluded personal resort, complete with a pool, spa, and private beach. Designed to showcase river views from every vantage point, the home features high ceilings, floor to ceiling windows, and an expansive open-concept floor plan that brings in an abundance of natural light. A living

  Susan Malan William Pitt Sotheby's Int'l

  409 River Rd, Deep River, CT 06417
• 

  

  /38

  $3,600,000

  • 5 Beds
  • 4 Baths
  • 4,948 Sq Ft

  214 Florida Hill Rd, Ridgefield, CT 06877

  Step back in time without sacrificing modern comfort at the historic Ebenezer Hawley Homestead, a remarkable circa 1785 Antique Colonial nestled on a beautifully landscaped property in Ridgefield. Lovingly maintained and thoughtfully updated, this one-of-a-kind residence seamlessly blends the charm of yesteryear with the conveniences of today. The impressive 4,136-square-foot main home offers

  Colleen Pickwick eXp Realty

  214 Florida Hill Rd, Ridgefield, CT 06877
• 

  

  /39

  $3,600,000

  • 5 Beds
  • 4.5 Baths
  • 6,190 Sq Ft

  268 South St, Roxbury, CT 06783

  Quintessential Litchfield County Estate on 41+/- acres. Restored 1850's Colonial. Set in private, park-like grounds, overlooking spring-fed pond & meadows w/ views and mature trees. 5-bedrooms, 4.5 bathrooms, eat-in kitchen w/ fp, great room w/ fp and dining room with French doors, family room w/ fp, sunroom with wet bar, library, office, media room, recreational room, porch, 3-car garage, gunite

  Peter Klemm Klemm Real Estate Inc

  268 South St, Roxbury, CT 06783
• 

  

  /14

  $3,600,000

  • 8 Beds
  • 3 Baths
  • 2,372 Sq Ft

  37 Arch St, Greenwich, CT 06830

  Potential for residential conversion in the heart of downtown Greenwich. Located just two doors from Greenwich Avenue and moments from the Metro-North train station, 37 Arch Street presents an exceptionally rare opportunity to create a one-of-a-kind in-town residence, mixed-use property, or continue as boutique commercial space. Situated within the Central Greenwich Business District zone, the

  Liz Eckert William Raveis Real Estate

  37 Arch St, Greenwich, CT 06830
• 

  /2

  $3,600,000

  New Construction

  • 5 Beds
  • 6 Baths
  • 5,000 Sq Ft

  399 Ridgebury Rd, Ridgefield, CT 06877

  Create your Ridgefield legacy with this proposed luxury residence. With four or five en-suite bedrooms and an open floor plan, our elevated property with sweeping views is a once in a lifetime opportunity on an impeccable homesite. Opportunities like this are nearly extinct. This spectacular 3-acre parcel, one of the last remaining premiere building sites in Ridgefield, offers a rare opportunity

  Robert Neumann Houlihan Lawrence

  399 Ridgebury Rd, Ridgefield, CT 06877

Showing Results 241 - 280, Page 7 of 18