Luxury Homes for Sale in Connecticut

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  /36

  $3,999,500

  $2M PRICE DROP

  • 3 Beds
  • 4.5 Baths
  • 2,528 Sq Ft

  1681 Fairfield Beach Rd, Fairfield, CT 06824

  Rarely does a property offer frontage on both Long Island Sound and Pine Creek. Positioned along a naturally elevated stretch of Fairfield Beach framed by protective dunes, the property enjoys a broad sandy beach at both high and low tide. Located within a residential section of Fairfield Beach away from many public beach access points, the setting offers a unique combination of beach, creek, and

  Stephanie Barnes William Raveis Real Estate

  1681 Fairfield Beach Rd, Fairfield, CT 06824
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  /39

  $3,999,000

  • 6 Beds
  • 9 Baths
  • 6,716 Sq Ft

  1 Great Elm Dr, Sharon, CT 06069

  This exceptional residence, one of Sharon's most historic properties, occupies much of the original 1812 Georgian mansion, home to a notable family, including William F. Buckley, Jr., for over a century. The layout is spacious & flexible, offering multiple options for purchase: 1) purchase in its current layout as a spacious, 6-bedroom residence, 2) divide the current 6-bedroom residence into two

  Ann Stettner Neil Charles Real Estate

  1 Great Elm Dr, Sharon, CT 06069
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  /9

  $3,998,000

  • Land
  • 16 Acres
  • $249,875 per Acre

  206 Oakland St, Manchester, CT 06042

  This PROJECT is ready to BUILD! 100% site plan approved. PROJECT COULD BE SPLIT INTO SMALLER PHASES - 3 of 50U or 5 of 30U PER PHASE. With very little housing options, high buyer demand for home ownership, and potential rates dropping this could be a very lucrative opportunity. This property is approved for a 148 unit townhome/condo project. 45-2 Bed units, 90-3 Bed units, and 13 4 Bed units. The

  Roy Evjen Evjen Agency

  206 Oakland St, Manchester, CT 06042
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  /39

  $3,997,000

  $253K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 4,505 Sq Ft

  314 Ferry Rd, Old Lyme, CT 06371

  Welcome to Greystone, a masterpiece of modern architecture. Bordered by a protected wildlife area, this 4500 sf smart home offers peace and privacy. The main level features an open living room, dining area and kitchen, den, office, half bath, laundry room and primary bedroom suite. Two ensuite bedrooms and a rooftop deck comprise the upper level. The lower level affords access to the backyard and

  Karen Lee Coldwell Banker Realty

  314 Ferry Rd, Old Lyme, CT 06371
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  /27

  $3,995,000

  • 5 Beds
  • 5.5 Baths
  • 7,121 Sq Ft

  47 Squire Rd, Roxbury, CT 06783

  A breathtaking country estate nestled in the picturesque town of Roxbury, Connecticut, boasts a guest cottage and an in-ground Gunite pool. Encompassing 8.03 acres, the property is surrounded by Jack's Brook and a land trust on two sides, providing a serene and secluded environment. The primary residence, meticulously updated, features exquisitely proportioned rooms. It comprises five bedrooms

  Maria Taylor Klemm Real Estate Inc

  47 Squire Rd, Roxbury, CT 06783
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  /31

  $3,995,000

  • 6 Beds
  • 6.5 Baths
  • 7,900 Sq Ft

  25 Hillcrest Rd, New Canaan, CT 06840

  Ideally located on a private lot in close proximity to public and private schools, 25 Hillcrest Rd. is located on a low traffic street on New Canaan's lower west side within minutes of the Merritt Parkway, Talmadge Hill train station and down town New Canaan. Spanning close to 8,000 sq ft, the transitional floor plan masterfully blends open concept spaces with more intimate, private spaces.

  Todd Sell William Pitt Sotheby's Int'l

  25 Hillcrest Rd, New Canaan, CT 06840
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  /40

  $3,995,000

  New Construction

  • 6 Beds
  • 6 Baths
  • 6,216 Sq Ft

  405 Whitfield St Unit 2, Guilford, CT 06437

  Eagleview at Guilford - Where Luxury Meets Lifestyle. Discover Guilford's newest luxury coastal condominium community, where superior craftsmanship, modern design, and breathtaking views of Long Island Sound redefine Connecticut shoreline living. Whether you're enjoying a sunset from your private balcony, entertaining in your chef's kitchen, or exploring Guilford's vibrant coastal village,

  Rose Ciardiello William Raveis Real Estate

  405 Whitfield St Unit 2, Guilford, CT 06437
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  /32

  $3,990,000

  $260K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 5,230 Sq Ft

  34 Thunder Mountain Rd, Greenwich, CT 06831

  Welcome to 34 Thunder Mountain Rd - Set on a quiet cul-de-sac with easy access to Glenville, Central Greenwich and Westchester. Substantially re-built in 2024/2025 this meticulous home has had many improvements since the current owner purchased - including generator, custom closets, landscaping, irrigation, custom window treatments, and humidification / water filtration system. Modern light

  Robert Johnson Brown Harris Stevens CT, LLC

  34 Thunder Mountain Rd, Greenwich, CT 06831
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  /40

  $3,975,000

  • 5 Beds
  • 4.5 Baths
  • 5,740 Sq Ft

  415 Old Post Rd, Fairfield, CT 06824

  Over an acre to yourself. The best of Fairfield within reach. In the heart of downtown Fairfield and the beach area, 415 Old Post Road offers something almost impossible to find: land and privacy to create a generational estate, with the life of a coastal town just beyond your gate. Only a handful of properties in the Sherman School district offer this. Fewer still could tell this story. The

  Cindy Raney Coldwell Banker Realty

  415 Old Post Rd, 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
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  /40

  $3,950,000

  • 5 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  700 Hollow Tree Ridge Rd, Darien, CT 06820

  Set behind stone walls on nearly 2 acres, this exceptional 5-bedroom home offers over 5,000 SF of refined living in a truly extraordinary setting. A dramatic 2-story foyer w/circular staircase and exquisite herringbone floors sets the tone for elegance throughout. Walls of windows fill the gracious interiors with natural light and frame manicured grounds and lush gardens. The formal living room,

  Serena Richards Brown Harris Stevens

  700 Hollow Tree Ridge Rd, Darien, CT 06820
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  /7

  $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
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  /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

  A rare modern retreat - where extraordinary design meets an unexpected sense of warmth and ease. Privately set above the Connecticut River, 274 Joshuatown Road is remarkable for how beautifully it lives; intimate, inviting, and deeply connected to its natural surroundings. A long, private drive creates a profound sense of arrival, revealing a residence thoughtfully positioned to capture sweeping

  Margaret Douglas William Raveis Real Estate

  274 Joshuatown Rd, Lyme, CT 06371
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  /38

  $3,950,000

  $545K PRICE DROP

  • 4 Beds
  • 7 Baths
  • 6,139 Sq Ft

  297 Painter Hill Rd, Roxbury, CT 06783

  Uber chic shingle-style in A+ location offering magnificent long distant views overlooking the famed Alexander Calder estate. Formal parking courtyard leads to the gracious double height entrance foyer. Mesmerizing views from almost every room. Grand Living Room with high coffered ceilings, gas fireplace, wood paneling & French door to balconies. Library with built-in bookcases. Powder room.

  Peter Klemm Klemm Real Estate Inc

  297 Painter Hill Rd, Roxbury, CT 06783
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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
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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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  /36

  $3,950,000

  $150K PRICE DROP

  • Land
  • 414.5 Acres
  • $9,530 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
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  /38

  $3,925,000

  • 4 Beds
  • 3.5 Baths
  • 4,093 Sq Ft

  20 Lighthouse Way, Darien, CT 06820

  Welcome to 20 Lighthouse Way, where coming home means stepping straight into a waterfront lifestyle. With a private boat mooring and the Long Island Sound at your doorstep, the transition from the workday to the water is effortless. Launch a paddleboard for a sunset outing, hop in a kayak, take the boat out for a spontaneous cruise, or enjoy waterskiing-all from your own backyard. Here, the best

  Keiley Fuller Compass Connecticut, LLC

  20 Lighthouse Way, Darien, CT 06820
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  /27

  $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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  /32

  $3,900,000

  $600K PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 25,115 Sq Ft

  80 Comstock Hill Rd, New Canaan, CT 06840

  YOUR HORSE. YOUR BARN. YOUR VISION. Set on more than 7 level acres in the heart of Fairfield County, 80 to 90 Comstock Hill Avenue presents a rare opportunity to own an established equestrian estate with exceptional scale, flexibility, and a unique combination of land, location, and infrastructure. Whether your vision is a training facility, elite boarding operation, equestrian wellness retreat,

  Libby Mattson Houlihan Lawrence

  80 Comstock Hill Rd, New Canaan, CT 06840
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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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  /21

  $3,899,999

  • 24 Beds
  • 16 Baths
  • 14,692 Sq Ft

  527 Chapel St, New Haven, CT 06511

  Exceptional opportunity to acquire a 16-unit multifamily property in the heart of Wooster Square. This approximately 14,692 SF brick building features a desirable unit mix of eight 1-bedroom and eight 2-bedroom apartments. The property currently generates $29,750 per month in in-place rental income, excluding two vacant units that provide immediate lease-up potential. At projected rents of $1,900

  Joseph Tracey Social & Co Realty

  527 Chapel St, New Haven, CT 06511
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  /40

  $3,895,000

  • 5 Beds
  • 5.5 Baths
  • 5,374 Sq Ft

  38 Gerrish Ln, New Canaan, CT 06840

  Set on 1.5 beautifully landscaped acres along coveted Gerrish Lane, this 1948 Colonial compound pairs timeless architecture with thoughtful updates and an effortless connection between indoors and out. Mature plantings and distinctive gardens surround the residence, creating a rare sense of privacy and tranquility just minutes from town. Generous living spaces and refined details define the home

  Christine Saxe Compass Connecticut, LLC

  38 Gerrish Ln, New Canaan, CT 06840
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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-ft quartz waterfall island, and

  Denise Rosato Coldwell Banker Realty

  46 Stonehedge Dr S, Greenwich, CT 06831
• 

  

  /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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  /28

  $3,890,000

  $449K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,871 Sq Ft

  00 Potato Island, Branford, CT 06405

  Set on its very own private isle, this extraordinary 4-bedroom, 3.5-bathroom retreat redefines luxury coastal living. Enjoy unmatched privacy and serenity, all just a five-minute boat ride from the idlyllic Stony Creek mainland-a rare balance of peaceful island living with effortless convenience and peace of mind. Family and guests will appreciate the added benefit of a seasonal water taxi,

  Vicky Welch William Raveis Real Estate

  00 Potato Island, Branford, CT 06405
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  /38

  $3,850,000

  • 5 Beds
  • 5.5 Baths
  • 5,034 Sq Ft

  430 Nod Hill Rd, Wilton, CT 06897

  Rock House Farm, c.1765. One of Wilton's most treasured historic estates, this extraordinary former dairy farm blends nearly three centuries of history with the comforts of modern living. Originally built by Reuben Olmstead in 1765, expanded in the 1800s, and thoughtfully renovated and enlarged in 1997, the estate has been beautifully preserved for generations. Set on six spectacular acres

  Jody Rosen William Pitt Sotheby's Int'l

  430 Nod Hill Rd, Wilton, CT 06897
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  /7

  $3,850,000

  • Land
  • 2.4 Acres
  • $1,604,167 per Acre

  2 Taconic Rd, Greenwich, CT 06830

  Build your dream home on 2.4 picturesque acres ideally located south of the Merritt Parkway and just a short distance from town. Surrounded by exceptional homes this is a rare opportunity with endless potential. This blank canvas offers the space and setting to bring your vision to life. Option for either Taconic or North Street address. Supported by a five-bedroom septic system.Please do not

  Stephanie Bastek Brown Harris Stevens CT, LLC

  2 Taconic Rd, Greenwich, CT 06830
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  /39

  $3,850,000

  $100K PRICE DROP

  • 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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  /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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  /32

  $3,825,000

  • 5 Beds
  • 3.5 Baths
  • 4,400 Sq Ft

  21 Harbor Rd, Darien, CT 06820

  Situated on a charming cul-de-sac in one of Darien's most desirable coastal neighborhoods, 21 Harbor Road offers approximately 4,400 square feet of beautifully updated living space, with water views from most rooms and within walking distance of Great Island, Pear Tree Point Beach, and Weed Beach. Expertly expanded and renovated, this 5-bedroom, 3.5-bathroom 1960s Cape pairs classic New England

  Amanda Spatola Houlihan Lawrence

  21 Harbor Rd, Darien, CT 06820
• 

  

  /38

  $3,800,000

  • 3 Beds
  • 3.5 Baths
  • 4,386 Sq Ft

  24 Graenest Ridge Rd, Wilton, CT 06897

  Mid-Century Modern, Reimagined. This singular residence is a compelling conversation between two architectural eras, where a gracious 1950s post-and-beam home designed by Robert Peterson, who studied under Mies van der Rohe, meets a striking contemporary addition by architect Zehra Kuz Mackin. The original structure, defined by its low-slung roofline and classic Mid-Century proportions, has been

  Marion Filley Compass Connecticut, LLC

  24 Graenest Ridge Rd, Wilton, CT 06897
• 

  

  /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
• 

  

  /53

  $3,795,000

  • 4 Beds
  • 3.5 Baths
  • 3,271 Sq Ft

  15 Shorelands Place, Greenwich, CT 06870

  Classic Old Greenwich character meets modern living in this beautifully renovated 1907 Shore Colonial. A covered wraparound porch welcomes you to light-filled interiors, highlighted by a vaulted family room with skylights and fireplace. The gorgeous eat-in kitchen features a Bertazzoni professional range and generous center island. Four bedrooms and 3.5 new baths include a private primary suite

  Susan Isaak Coldwell Banker Realty

  15 Shorelands Place, Greenwich, CT 06870
• 

  

  /39

  $3,750,000

  • 5 Beds
  • 3.5 Baths
  • 4,308 Sq Ft

  23 Lake Dr N, New Fairfield, CT 06812

  Rare opportunity to own your family compound in Candlewood Isle. There are 2 residential waterfront homes on one parcel of land. It is set on a premium gently sloping lot with western exposure & 100' of private waterfront on Candlewood Lake. The western exposure will allow sun on your compound all year long with wonderful sunsets. The primary residence is a 3 bedroom 3 bathroom home with 2940

  Roberta Anderson William Pitt Sotheby's Int'l

  23 Lake Dr N, New Fairfield, CT 06812

Showing Results 241 - 280, Page 7 of 18