Homes for Sale in Connecticut - Historic

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  /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
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  /38

  $679,900 Open Sun 12PM - 2PM

  • 5 Beds
  • 2.5 Baths
  • 3,834 Sq Ft

  1063 Main St, South Windsor, CT 06074

  Step into a piece of history in this exquisite classic Victorian home nestled in the heart of Historic South Windsor. You'll enjoy the perfect blend of small town charm and modern amenities. With easy access to major highways, commuting to nearby cities is a breeze. Your culinary dreams will come to life in the new custom kitchen, featuring high-end appliances that will delight any home chef. The

  Ted Jarrett Berkshire Hathaway NE Prop.

  1063 Main St, South Windsor, CT 06074
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  /33

  $675,000

  • 5 Beds
  • 2 Baths
  • 2,304 Sq Ft

  31 Sunset Ridge Rd, Norfolk, CT 06058

  Historic 1907 Norfolk Home Embrace the potential of this captivating 1907 antique home positioned at the edge of Norfolk village on 3.4 private acres. This sun-filled, tranquil residence awaits your vision to update while preserving the finest period details-soaring high ceilings, original doors, and exquisite wood trim that tell tales of a fascinating past. The five-bedroom, two-bath home

  John Harney William Pitt Sotheby's Int'l

  31 Sunset Ridge Rd, Norfolk, CT 06058
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  /14

  $199,999

  • 2 Beds
  • 2 Baths
  • 2,713 Sq Ft

  211 Old Colony Rd, Eastford, CT 06242

  This unique property in Eastford, CT, built in 1821, offers over 2700 square feet of living space and is brimming with historical charm and potential. While it requires extensive renovation to restore its former glory, the home boasts original features such as wide-plank hardwood floors and built ins. The spacious layout includes multiple rooms that can be reimagined for modern living. This

  Brittany Russell Tier 1 Real Estate

  211 Old Colony Rd, Eastford, CT 06242
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  /17

  $3,575,000

  • 5 Beds
  • 4.5 Baths
  • 3,200 Sq Ft

  26 Treadwell Ave, Westport, CT 06880

  A masterful reinvention by Michael Greenberg of a historic 1894 Victorian Farmhouse, 26 Treadwell Avenue is a rare blend of old-world character and modern luxury. Completely rebuilt in 2025, this one-of-a-kind residence honors its roots with exposed antique beams, white oak floors, and curated architectural details while embracing a clean, contemporary sensibility throughout. Set on a

  Michael Greenberg The Source Realty

  26 Treadwell Ave, Westport, CT 06880
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  /33

  $819,000

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  6 Strong Field Rd, Woodbury, CT 06798

  Experience elevated New England living at 6 Strong Field Road, an exceptional 2024 custom-built Cape Cod residence set on a private, manicured 1-acre lot in one of Woodbury's most desirable enclaves. Designed for discerning buyers, this 4-bedroom, 2.5-bath masterpiece blends architectural sophistication with everyday comfort. Inside, you're welcomed by an airy open-concept floor plan, enhanced by

  Mary Ann Bennett Drakeley Real Estate, Inc.

  6 Strong Field Rd, Woodbury, CT 06798
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  /24

  $3,500,000

  • 5 Beds
  • 3 Baths
  • 4,170 Sq Ft

  70 Redding Rd, Easton, CT 06612

  This magnificent country estate includes the historic Thorp House on 24.5 acres of riverfront property, as well as a charming 1 bedroom rental cottage with attached 2 car garage. The main house, built in 1750, is listed on the National Register of Historic Places. Authentic period details grace the home with unique old world charm. Cathedral ceilings in the kitchen and great room make a stately

  Charlotte Cotton William Raveis Real Estate

  70 Redding Rd, Easton, CT 06612
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  /28

  $315,000

  • 4 Beds
  • 2 Baths
  • 2,148 Sq Ft

  162 Maple St, Bristol, CT 06010

  Welcome to 162 Maple Street, a charming and well-maintained 2-family home located in the heart of Bristol's historic district. Offering over 2,100 square feet of living space across two identical units, each with 2 bedrooms, 1 full bath, spacious living and dining areas, and separate entrances, this property is perfect for owner-occupants or investors alike. The first-floor unit is currently

  Chloe White KW Legacy Partners

  162 Maple St, Bristol, CT 06010
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  /36

  $885,000

  • 3 Beds
  • 3 Baths
  • 2,784 Sq Ft

  28 White Hollow Rd, Lakeville, CT 06039

  Discover timeless charm at 28 White Hollow Road, a stunning 1850 antique home in the heart of Lakeville, CT. This 2,784 sq ft residence, set on a just over 1 acre lot along the serene Salmon Kill River, offers 4 bedrooms and 3 bathrooms, blending historic elegance with modern comforts. Enter through a short hallway into an open living and dining area, featuring exquisite wainscoting, intricate

  Lynn Attella Marrin Santore Realty LLC

  28 White Hollow Rd, Lakeville, CT 06039
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  /5

  $1,300,000

  • Land
  • 2.65 Acres
  • $490,566 per Acre

  22 Brett Rd, Fairfield, CT 06824

  An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Commission for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill, directly across Congress Street from one of

  Andrew Whiteley Brown Harris Stevens

  22 Brett Rd, Fairfield, CT 06824
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  /40

  $825,000

  • 3 Beds
  • 3.5 Baths
  • 3,494 Sq Ft

  1696 Main St, Glastonbury, CT 06033

  Step into a timeless piece of New England history with the Jehiel Hale House, a distinguished 1795 Colonial, gracefully sited on Glastonbury's coveted Main Street. Meticulously preserved and thoughtfully updated, this 3,495-square-foot residence seamlessly marries 18th-century craftsmanship with modern comforts. Rich in architectural detail, the home features wide-board floors, exquisite original

  Adam Clemens Century 21 Clemens Group

  1696 Main St, Glastonbury, CT 06033
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  /39

  $729,900

  • 3 Beds
  • 2.5 Baths
  • 2,654 Sq Ft

  8 Hawleyville Rd, Bethel, CT 06801

  Step into history with this beautifully restored vintage farmhouse, the Martin Kellogg Osborn House, located in Bethel's historic district. Built in the early 1800s on land inherited by Polly Vail Osborn, this home offers timeless charm and modern convenience. Featuring mature landscaping, blooming perennials, and two spacious decks with separate entrances, this property is ideal for both

  Deborah Cody Coldwell Banker Realty

  8 Hawleyville Rd, Bethel, CT 06801
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  /19

  $779,000

  • 3 Beds
  • 1.5 Baths
  • 1,707 Sq Ft

  130 Mulberry St, Stamford, CT 06907

  3-4 Bedroom 3 Bath Raised Ranch Family Style Home in Springdale, Meticulously Maintained, Featuring Large Open Floor Plan with Living Room/Dining, Kitchen Area, Bathroom & Three Bedroom on Main Level. Bottom Level Features Garage, Laundry Room, Large Family Room with Fireplace, 4th Bedroom or Office Area, Walkout Sliders to Covered Terrace and Private Back Yard. In Addition Attached Accessory

  Arnold Knittel BHGRE Shore & Country

  130 Mulberry St, Stamford, CT 06907
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  /40

  $379,900

  • 3 Beds
  • 1.5 Baths
  • 1,770 Sq Ft

  2 Joyce Ave, Derby, CT 06418

  This Ranch has no steps from the garage into the kitchen and with features like an 598 square foot 3-Season enclosed porch easily converted into living space, 810 square foot finished lower level & 529 square foot attached garage. All the schools are close by with Irving School ( Grades K-5 ) 1.5 miles, Derby Middle School ( Grades 6-8 ) 0.8 miles & Derby high school 0.9 miles. You are within a

  Paul Ferreira RE/MAX Right Choice

  2 Joyce Ave, Derby, CT 06418
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  /29

  $599,000

  • 2 Beds
  • 2.5 Baths
  • 1,768 Sq Ft

  48 Bywater Ln Unit 48, Bridgeport, CT 06605

  Rare opportunity to own an exquisite townhouse in the Historic Black Rock. Completely interior has been freshly painted. One of the most coveted condominium complexes Bywatyr Town Homes, a small complex o 24 units located on the cut-de-sac across from Fayerweather Yacht Club and Black Rock Harbor. This unit was the original model unit with many upgrades throughout. Year round water views from all

  Cristy Schnauffer Coldwell Banker Realty

  48 Bywater Ln Unit 48, Bridgeport, CT 06605
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  /40

  $725,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 3,702 Sq Ft

  276 Hart St, Bristol, CT 06010

  Welcome to your dream country retreat-a beautifully updated 4-bedroom farmhouse set on 3 serene acres in the sought-after Chippens Hill neighborhood. Once part of the historic Ingraham estate, this picturesque property blends classic New England character with all the conveniences of modern living. Step inside and feel instantly at home. The main level offers a warm and inviting layout, perfect

  Whitney Malagrino Berkshire Hathaway NE Prop.

  276 Hart St, Bristol, CT 06010
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  /30

  $189,999

  • 1 Bed
  • 1 Bath
  • 582 Sq Ft

  222 Williams St E Unit 229, Glastonbury, CT 06033

  Welcome to Glastonbury! This unit is ready for immediate occupancy! This unit is on the ground floor and has forced hot air for heat and central air for air conditioning. The Soap Factory is located minutes from the center of Glastonbury AND about 7 minutes from Downtown Hartford! The HOA includes Snow Removal, Maintenance, trash pickup, Hot water, Pool maintenance and recreational area! Parking

  Joshua Seals William Raveis Real Estate

  222 Williams St E Unit 229, Glastonbury, CT 06033
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  /37

  $2,149,500

  • 4 Beds
  • 3.5 Baths
  • 2,531 Sq Ft

  47 Grey Rock Dr, Greenwich, CT 06831

  Be the first to enjoy this thoughtfully renovated 4-bedroom home in the heart of historic Glenville which has been completely remodeled and expanded in 2025 with a low maintenance lifestyle in mind. The home is flooded with natural light and features an open floor plan with the option of a first-floor primary bedroom. The kitchen and dining area includes a large island, stainless steel appliances

  Amy Whitlaw Sotheby's International Realty

  47 Grey Rock Dr, Greenwich, CT 06831
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  /10

  $1,000,000

  • 4 Beds
  • 2.5 Baths
  • 2,644 Sq Ft

  647 Bronson Rd, Southport, CT 06890

  First Time on the Market - A Southport Treasure with Endless Possibilities For the first time since 1912, this cherished Southport residence is being offered for sale. Passed down through generations, this classic colonial has been a cornerstone of one family's legacy for over a century - and now it's ready for its next chapter. Set on nearly a half-acre in the heart of Southport, this property

  Vienna DiPiave William Pitt Sotheby's Int'l

  647 Bronson Rd, Southport, CT 06890
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  /34

  $599,000

  • 4 Beds
  • 3.5 Baths
  • 4,476 Sq Ft

  104 Windham Center Rd, Windham, CT 06280

  Elegant, Greek Revival Colonial home in historic Windham Center completely remodeled in 2005 by New England Design. This four bedroom, 3 full and one half bath features the charm and craftsmanship of bygone days with all of the convenience of modern day living. Three fireplaces, granite and marble flooring, graceful touches such as mahogany paneling in the study, bookcases, built ins, moldings,

  Lawrence Ross Weichert,REALTORS-Four Corners

  104 Windham Center Rd, Windham, CT 06280
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  /23

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,854 Sq Ft

  25 Trailsend Dr, Canton, CT 06019

  Welcome to 25 Trailsend Drive, ideally located in the heart of Canton CT, offering convenient access for all your shopping needs at the Shops at Farmington Valley. This charming 3-bedroom saltbox home has hardwood flooring throughout with ample closet space. The inviting fireplace in the living room creates a warm and cozy ambiance perfect for relaxing evenings. A breezeway conveniently connects

  Laura Minster Berkshire Hathaway NE Prop.

  25 Trailsend Dr, Canton, CT 06019
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  /37

  $535,000

  • 3 Beds
  • 1.5 Baths
  • 1,510 Sq Ft

  155 Moody Ave, Fairfield, CT 06825

  RARE FIND IN FAIRFIELD'S DCD ZONE! Live, work, or build - the possibilities are endless! Zoned for both residential and commercial use, this cherished vintage Colonial is perfect for a home business, medical/dental office, or mixed-use development (buyer to verify with town). Inside, you'll find sunlit rooms, spacious bedrooms, and a walk-up attic with a safe. The primary bedroom features its own

  Joy Serafin-Cehovsky Higgins Group Real Estate

  155 Moody Ave, Fairfield, CT 06825
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  /13

  $290,000

  • 10 Beds
  • 2,960 Sq Ft

  251 S Marshall St, Hartford, CT 06105

  This Hartford historic district gem is bursting with potential and ready for its next chapter. Legal 3F currently being used as rooming house - Buyer to do due diligence. It can be converted into three spacious units-each with 3 to 4 bedrooms and 1 bath-offering serious income potential. Recent updates include fresh interior paint, new kitchen cabinets and countertops, stylish new flooring,

  Lindy Hoyt Century 21 AllPoints Realty

  251 S Marshall St, Hartford, CT 06105
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  /6

  $229,000

  • 3 Beds
  • 1 Bath
  • 952 Sq Ft

  38 Mountain Ave, New London, CT 06320

  Step back in time with this beautifully preserved 1865 home, rich with character and timeless New England charm. Nestled on a quiet street in historic New London. With 3 bedrooms and 1bathrooms, the home screams historic charm. Recent updates include newer siding ensuring peace of mind while maintaining its authentic character. Outside, enjoy a private backyard for perfect for summer evenings.

  Tyler Witkowski Northeast Property Group

  38 Mountain Ave, New London, CT 06320
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  /23

  $268,000

  • 3 Beds
  • 1.5 Baths
  • 1,252 Sq Ft

  93 Oneco St, Norwich, CT 06360

  Charming 1900 Cape Colonial on Historic Oneco Street, a 3-bedroom, 1.5-bath. This home blends period character with modern updates, including a refreshed bath, updated floors and more. The main level offers a convenient bedroom and full bath, while the upper level features two additional bedrooms and a half bath. Enjoy a private backyard ideal for relaxing or entertaining. Ample natural light,

  Rhonda Young Houlihan Lawrence WD

  93 Oneco St, Norwich, CT 06360
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  /39

  $729,000

  • 3 Beds
  • 2 Baths
  • 2,273 Sq Ft

  201 Hattertown Rd, Newtown, CT 06470

  Charming 1790 Country Retreat or Family Compound with Guest Cottage, Studio, In-ground Pool & Root Cellar. Step into the timeless charm of this historic 1790 country retreat, nestled in lower Newtown near the Easton town line. Set on 1.62 picturesque park-like acres, this unique property includes a lovely historic main residence, a separate 800 sq ft guest cottage, a 400 sq ft studio with a

  Corinne Mucherino Realty ONE Group Connect

  201 Hattertown Rd, Newtown, CT 06470
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  /39

  $1,350,000

  • 6 Beds
  • 5.5 Baths
  • 5,100 Sq Ft

  1954 Albany Ave, West Hartford, CT 06117

  Welcome to this extraordinary European-inspired brick and stucco Tudor estate, situated on a beautifully landscaped, level .64-acre lot in the coveted Historic Hartford Golf Club District. Offering over 4,200 square feet of refined living space, this residence has been meticulously renovated from top to bottom with the highest quality finishes-truly better than new. The heart of the home is the

  Julie Corrado Coldwell Banker Realty

  1954 Albany Ave, West Hartford, CT 06117
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  /40

  $1,595,000

  • 3 Beds
  • 3.5 Baths
  • 3,742 Sq Ft

  1335 Pequot Trail, Stonington, CT 06378

  Experience the epitome of elegance in this breathtaking 3-bedroom, 3.5-bathroom home, spanning 3,742 square feet and perched at one of the highest elevations in Stonington. This home is a modern interpretation of a French country estate, enveloped by 2.94 acres of park-like grounds, just a mere 10 minutes from the historic charm of Downtown Mystic. The home's southern exposure bathes the interior

  Judi Caracausa William Pitt Sotheby's Int'l

  1335 Pequot Trail, Stonington, CT 06378
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  /27

  $759,000

  • 3 Beds
  • 2.5 Baths
  • 1,956 Sq Ft

  788 Farmington Ave Unit 104, Farmington, CT 06032

  Welcome to The Pennington, a boutique 12-unit luxury condominium in the heart of Farmington's historic village, an area known for its timeless charm, natural beauty, and walkable access. Just steps from Farmington Country Club, this coveted address offers refined living in one of the town's most sought-after locations. This spacious 3-bedroom plus office condo offers over 2,300 square feet of

  Steffen Reich Coldwell Banker Realty

  788 Farmington Ave Unit 104, Farmington, CT 06032
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  /48

  $5,000,000

  • 4 Beds
  • 7 Baths
  • 6,824 Sq Ft

  151 Long Ridge Rd, Danbury, CT 06810

  ROADSIDE – A Storied 53-Acre Private Estate in Fairfield County, CTEscape to your own private nature retreat at ROADSIDE, an extraordinary 53.44-acre country estate blending historic charm and modern luxury, just 90 minutes from Manhattan and 1.5 miles from the Redding train station. This rare legacy property offers unparalleled privacy, provenance, and polish—ideal for equestrians,

  Chelsea Stinson Coldwell Banker Realty

  151 Long Ridge Rd, Danbury, CT 06810
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  /40

  $1,599,899

  • 7 Beds
  • 5.5 Baths
  • 6,006 Sq Ft

  175 Scarborough St, Hartford, CT 06105

  Welcome to 175 Scarborough Street, a masterfully reimagined residence on one of Hartford's most distinguished streets. Nestled in the heart of the sought-after West End, this home seamlessly blends historic charm with sophisticated, modern luxury, delivering the ultimate in comfort, style, and performance. This stately 6,006 sq ft estate boasts 7 spacious bedrooms, 6 bathrooms including 3

  Carlos Hudson Hudson Home Services LLC

  175 Scarborough St, Hartford, CT 06105
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  /40

  $2,650,000

  • 5 Beds
  • 4.5 Baths
  • 3,703 Sq Ft

  2821 Congress St, Fairfield, CT 06824

  Located in the heart of Greenfield Hill, "Upper Meadow Farm" is a rare blend of timeless character and modern comfort. Originally dating back to 1835, this storied property at 2821 Congress Street has been thoughtfully expanded and updated over the years, most recently in 2019 by the current owners. The result is a warm, welcoming home where historic details meet a fresh, refined palette. A

  Andrew Whiteley Brown Harris Stevens

  2821 Congress St, Fairfield, CT 06824
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  /38

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,854 Sq Ft

  635 Pine St, Bristol, CT 06010

  Charming and updated, 635 Pine St in Bristol, CT is a spacious 3-bedroom, 2-bath colonial, set on a generous 0.78-acre lot. Built in 1870, this 1,854 sq ft home features refinished hardwood floors, a modernized kitchen with new appliances, and refreshed bathrooms. Outdoors, enjoy a rebuilt deck, large backyard, 2-car garage, and a detached workshop-ideal for hobbies or storage. Located near Peck

  Daniel Valentin Lamacchia Realty

  635 Pine St, Bristol, CT 06010
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  /40

  $1,379,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 3,239 Sq Ft

  44 E Ridge Rd, Ridgefield, CT 06877

  Exceptional converted carriage barn in premier location, just one block from Ridgefield's historic Main St. for shopping, restaurants, Ballard Park, library, theaters & museums, yet tucked away privately on 1.25 idyllic level acres boasting stately mature trees. True price of ownership - the owners have invested $400K+ over the past 13 years to seamlessly blend this barn style home's historic

  Laura Ancona William Pitt Sotheby's Int'l

  44 E Ridge Rd, Ridgefield, CT 06877
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  /33

  $1,275,000

  • 4 Beds
  • 3 Baths
  • 3,006 Sq Ft

  6 Downe Ln, Wilton, CT 06897

  Historic Elegance meets Modern Living at 6 Downe Lane Welcome to 6 Downe Lane - a property rich in history and timeless charm, originally occupied by the Gaylord family, one of Wilton's earliest settlers. This beautifully preserved and thoughtfully updated home offers a rare opportunity to own a piece of the town's heritage, gracefully nestled on a quiet cul-de-sac in a sought-after South Wilton

  Lisa Nuzzo RE/MAX Heritage

  6 Downe Ln, Wilton, CT 06897
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  /40

  $625,000

  • 2 Beds
  • 3 Baths
  • 3,091 Sq Ft

  28 S Wig Hill Rd, Chester, CT 06412

  Step into history with this 1770 Cape, part of "Old Homes of Chester." Nestled on beautiful grounds featuring rolling hills, gardens, and stunning stone walls, the property abuts 8 acres of serene land trust, offering unparalleled privacy and a park-like setting. The main house spans 1303 square feet and includes 2 bedrooms and 2 full baths. Recent upgrades include a new furnace (2023), electric

  Andrew O'Reilly Seaport Real Estate Services

  28 S Wig Hill Rd, Chester, CT 06412
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  /4

  $725,000

  • Land
  • 3.03 Acres
  • $239,274 per Acre

  174 Montauk Ave, Stonington, CT 06378

  Prime Stonington location! Wonderful opportunity to build your dream home on this tastefully cleared, park-like 3.03-acre lot on the desirable Montauk Avenue. Surrounded by beautiful stone walls and neighboring estate-sized properties, this serene setting offers the perfect blend of privacy and convenience. Minutes from Stonington Borough, Historic Downtown Mystic, deep-water marinas, fine

  Mark Bevington Coldwell Banker Realty

  174 Montauk Ave, Stonington, CT 06378
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  /31

  $2,000,000

  • 4 Beds
  • 3.5 Baths
  • 3,376 Sq Ft

  65 Water St, Guilford, CT 06437

  Welcome to this beautifully reimagined colonial home, perfectly situated just a short Stroll from Guilford's historic green. Blending timeless charm with modern luxury, this exquisite four-bedroom, three and a half bath residence offers refined living in one of Connecticut's most coveted coastal communities. From the moment you step through the front door, you're welcomed by a grand three-story

  Meig Walz Newcomb Coldwell Banker Realty

  65 Water St, Guilford, CT 06437
• 

  

  /20

  $525,000

  • Land
  • 9 Acres
  • $60,764 per Acre

  200 North St, Roxbury, CT 06783

  ENGINEERING and DRIVEWAY APPROVED! THERE ARE LOTS AND THEN THERE ARE MAGICAL, SPECIAL, UNPARALLELED LOTS, STEEPED IN HISTORY WHERE YOU CAN ACTUALLY FEEL AND HEAR THE TERRAIN SINGING TO YOU. THE WOODS ROXBURY IS SUCH A PLACE AS EVIDENCED BY OUR RECENT SALES. THIS IS THE LAST AVAILABLE LOT FROM PHASE II, (LOT #1) AND IT MUST BE SEEN AND HEARD TO UNDERSTAND HOW YOUR FUTURE HEIRLOOM HOME WILL BE

  Jill Sloane Brown Harris Stevens

  200 North St, Roxbury, CT 06783
• 

  

  /39

  $649,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 3,112 Sq Ft

  804 Forest Rd, Northford, CT 06472

  There is room to spare in this wonderful 10 room historic saltbox home that sits on 3.80 magical acres. The lawns, mature flowering bushes, trees, perennials and stone patio are flanked by woods and a seasonal watercourse. There are raised bed gardens and plenty of space for satisfying equestrian passions. This 1720's home has been lovingly restored and maintained. Entering through the front

  Leigh Whiteman William Raveis Real Estate

  804 Forest Rd, Northford, CT 06472

Showing Results 121 - 160, Page 4 of 10