Homes for Sale in Connecticut - Historic

• 

  

  

  /40

  $3,935,000

  • 5 Beds
  • 4 Baths
  • 3,707 Sq Ft

  33 Thimble Farms Rd, Branford, CT 06405

  Welcome to Point House, a distinguished c. 1850 waterfront estate perfectly positioned on Long Island Sound w/ the rare privilege of dual membership in both Thimble Farms & Pine Orchard Beach Assoc's. Spend your summer days on your private beach that blends seamlessly w/ the assocation stretch of golden sand. This recently expanded & updated coastal sanctuary graciously blends historic charm w/

  Sue Knapp William Pitt Sotheby's Int'l

  33 Thimble Farms Rd, Branford, CT 06405
• 

  

  

  /35

  $1,595,000

  • 4 Beds
  • 4 Baths
  • 3,633 Sq Ft

  143 Melius Rd, Warren, CT 06754

  Pristine 1920's barn-style 4 bedroom/4 bath home with separate 1-bedroom cottage set on 20 +/- open acres with a stream, ponds heated pool and tennis court. Walk or bike-ride along this scenic road into a land preserve and historic farms. Magnificent stone fireplace, vaulted beam living room, open floorplan. Dine or relax on the flagstone terrace poolside surrounded by new dawn climbing roses,

  Peter Klemm Klemm Real Estate Inc

  143 Melius Rd, Warren, CT 06754
• 

  

  

  /4

  $499,900

  • 6 Beds
  • 3 Baths
  • 2,420 Sq Ft

  184 Pacific St, Bridgeport, CT 06604

  New Investment Opportunity in Brooklawn! Here's your chance to build serious equity in a multi-family property located in the highly sought-after Brooklawn neighborhood. Perfect for both owner-occupants and investors, this home features a spacious 4-bedroom, 2-bath main unit and an additional 2-bedroom, 1-bath rental unit to help offset your mortgage or boost your rental income. With some

  Luis Sanchez Sanchez Asset Realty

  184 Pacific St, Bridgeport, CT 06604
• 

  

  

  /22

  $360,000

  • 3 Beds
  • 1.5 Baths
  • 1,464 Sq Ft

  109 Winterberry Way, Torrington, CT 06790

  Welcome home to 109 Winterberry Way, a beautifully maintained 3-bedroom, 1.5 bath residence tucked away on a quiet cul-de-sac in one of Torrington's most inviting neighborhoods. Built in 1997, this home combines the warmth of New England tradition with modern comfort and thoughtful updates throughout. Step inside to a bright, open living space with neutral tones and natural light that create an

  Emmannuel Pina eXp Realty

  109 Winterberry Way, Torrington, CT 06790
• 

  

  

  /40

  $995,000

  • 4 Beds
  • 2 Baths
  • 2,877 Sq Ft

  40 Plaster House Rd, Southbury, CT 06488

  Welcome to Hennessey Farm, where heritage, craftsmanship, and modern living converge. Once a 60-plus-acre working dairy farm, this storied property was thoughtfully subdivided in 1980 and later transformed into a reimagined farmhouse Cape that has been restored, expanded, and elevated for the 21st century. Every inch of this home has been intentionally loved. The current owners approached each

  Sam Campolo Compass Connecticut, LLC

  40 Plaster House Rd, Southbury, CT 06488
• 

  

  /40

  $1,200,000

  • 3 Beds
  • 2 Baths
  • 1,637 Sq Ft

  59 Hidden Lake Rd, Higganum, CT 06441

  MAGNIFICENT GARDENS ... FABULOUS 18th CENTURY BARN & RESTORED 18th CENTURY CAPE (1 and one half story Center Chimney) !!! The Gardens at Hidden Lake are being offered to you. Tucked away in Higganum, CT ... this charming historic property has been transformed into a boutique event space, complete with breathtaking gardens and rustic allure. With vibrant gardens, trellis-covered patios, and a

  Barbara Coyle William Raveis Real Estate

  59 Hidden Lake Rd, Higganum, CT 06441
• 

  

  /36

  $875,000

  • 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
• 

  

  /35

  $3,295,000

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

  26 Treadwell Ave, Westport, CT 06880

  26 Treadwell Avenue is where historic charm meets a modern edgy vibe. Reimagined from the ground up in 2025 by Michael Greenberg, this 1894 Victorian Farmhouse has been transformed into a statement of refined design and craftsmanship. Notable features include exposed beams, white oak floors that ground the space, and curated architectural finishes that make every room feel intentional. Set on a

  Kim Harizman Compass Connecticut, LLC

  26 Treadwell Ave, Westport, CT 06880
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  /24

  $164,900

  • 1 Bed
  • 1 Bath
  • 807 Sq Ft

  52 Buckingham St Unit 3, Hartford, CT 06106

  Step into this beautifully 1-bedroom, 1-bath residence that perfectly blends historic charm with modern elegance. Perched on the third floor of a classic brownstone, this condo boasts timeless architectural details, including a magnificent facade and original brickwork that showcase its storied past. Inside, an open-concept layout invites you to enjoy the expansive living area, where high

  Mary Rose Sinatro Coldwell Banker Realty

  52 Buckingham St Unit 3, Hartford, CT 06106
• 

  

  /40

  $795,000

  • 3 Beds
  • 2 Baths
  • 1,951 Sq Ft

  143 Whitcomb Hill Rd, Cornwall Bridge, CT 06754

  Toad Hall Offered for the first time in over forty-five years, Toad Hall is an utterly delightful 18th Century gem set on 11.6 acres in the heart of Cornwall Bridge, one of the most coveted areas in Litchfield County. This enchanting property features two barns, including a spacious main barn that has served as the studio of a renowned local artist. With its soaring space and rustic charm, it

  Janet Myer Houlihan Lawrence

  143 Whitcomb Hill Rd, Cornwall Bridge, CT 06754
• 

  

  /30

  $1,014,574

  • Land
  • 1.24 Acres
  • $818,205 per Acre

  9 Kingfisher Way, Mystic, CT 06355

  Perfectly situated between New York and Boston, Masons Estates offers an opportunity to own land in one of Mystic's most sought-after coastal communities. With only 9 home sites available, each set on over an acre within a 17-acre enclave-featuring 5 acres of preserved open space-this is your chance to create a private sanctuary surrounded by natural beauty. Each lot provides a blank canvas for

  Peter Giordano Seaport Real Estate Services

  9 Kingfisher Way, Mystic, CT 06355
• 

  

  /37

  $795,000

  • 3 Baths
  • 3,177 Sq Ft

  3 Essex Square, Essex, CT 06426

  Newly APPROVED for mixed use! An iconic Essex village property for sale at the head of Main Street! Potential here to create your own custom Essex village pied-a-terre with an income-producing component, or to convert this current office building into your full-time Essex home. Solid and well maintained, the building is currently divided into two condominium units. Unit 'A' consists of 1,200

  Rick Weiner William Pitt Sotheby's Int'l

  3 Essex Square, Essex, CT 06426
• 

  /2

  $1,189,900 New Construction

  • 4 Beds
  • 3 Baths
  • 3,250 Sq Ft

  2 Steeple View Ln, Shelton, CT 06484

  Welcome to Shelton's newest subdivision of 8 luxury homes in Historic Huntington Center. Walk to the green and to the many shops and restaurants. As you enter the front door there is a main 2-story foyer with tons of light. From the formal dining room you can walk through the butler's pantry perfect for entertaining and leads to the kitchen. There is a main level bedroom/office that has access to

  Tracy Schauwecker-Perry Real Estate Two

  2 Steeple View Ln, Shelton, CT 06484
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  /38

  $1,150,000

  • 2 Beds
  • 1.5 Baths
  • 2,016 Sq Ft

  1 Hathaway Rd, East Lyme, CT 06333

  Quintessential custom-built Farmhouse & bonus guesthouse. Nestled on a peaceful country road, this extraordinary farmhouse built in 2004 is an ideal getaway or year-round retreat. Step inside to discover a thoughtfully designed French Country interior originally built by a master craftsman with attention to quality and detail. The open-concept kitchen dazzles with Carrara marble countertops, a

  Stacey Wyeth William Pitt Sotheby's Int'l

  1 Hathaway Rd, East Lyme, CT 06333
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  /40

  $1,950,000

  • 5 Beds
  • 5 Baths
  • 5,080 Sq Ft

  330 Ridgefield Rd, Wilton, CT 06897

  PRICED TO MOVE. Set along one of Fairfield County's most picturesque and prestigious roads, this vintage Wilton estate offers a rare blend of historic character and modern potential. Thoughtfully expanded and ready for a personal touch, the residence sits on 2.4 acres and is surrounded by 4.5 acres of conservation land, providing unmatched privacy and serenity just minutes from downtown Wilton

  Richard Greene Compass Connecticut, LLC

  330 Ridgefield Rd, Wilton, CT 06897
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  /31

  $149,900

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  68 Cole St, Bridgeport, CT 06604

  This charming home is part of Seaside Village, an historic community architecturally designed to resemble a quaint English village. The brick units have slate roofs, separate entrances, & private yards. Beautiful Seaside Park is a short walk away. This unit is in a quiet location, set back from the walkway, and offers a unique layout. Both first & second floors have open concept layouts,

  Chris Taylor Chris Taylor & Company

  68 Cole St, Bridgeport, CT 06604
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  /23

  $264,999

  • 2 Beds
  • 2 Baths
  • 1,410 Sq Ft

  1 Front St Unit 1 Kel, New Haven, CT 06513

  This 2-bedroom, 2-bath condominium offers 1,410 sq. ft. of single-level living with an open floor plan and timeless character. Built in 1916, the ranch-style brick residence sits within a historic district and captures direct waterfront access with stunning river views. The sloping lot and brick/block exterior enhance the property's charm, while interior features like central air, hot air

  Alex King Lock and Key Realty, Inc

  1 Front St Unit 1 Kel, New Haven, CT 06513
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  /21

  $669,000

  • 1 Bed
  • 2.5 Baths
  • 1,962 Sq Ft

  Unlisted Address

  Urban oasis in the heart of Downtown New Haven! Welcome to The Lofts at 91 Church - where historic charm meets modern luxury. This stunning, one-of-a-kind loft condominium is part of a 2015 build-out within an early 1900's building, offering the perfect blend of classic architecture and contemporary design. This fabulous unit features soaring ceilings, expansive open-concept design, and refined

  Jill Nathanson-Zaengel Press/Cuozzo Realtors

  Unlisted Address
• 

  

  /27

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,526 Sq Ft

  258 Hunter Dr Unit 258, Litchfield, CT 06759

  Live in fabled Litchfield with few home ownership cares and at the most reasonable expense. Well-maintained home with sun-filled rooms and deck looking out to private forest area. Large, bright, walk-out, and finished lower level space perfect as a Family Room or yoga / billiard / office area. Home Owners Association offers Club House, heated in-ground pool, basketball, and other benefits.

  Cleve Fuessenich Klemm Real Estate Inc

  258 Hunter Dr Unit 258, Litchfield, CT 06759
• 

  

  /40

  $3,750,000

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

  88 Water St, Stonington, CT 06378

  Stunning waterfront home in the heart of the historic Stonington Borough, completely renovated and ready to impress. Built in 1840 and masterfully renovated in 2021-2022, this stunning 4-bedroom, 3.5-bath home blends timeless charm with modern luxury. Located on a picturesque waterfront lot with a private dock, this property offers breathtaking views and exceptional amenities for everyday living

  Thomas Switz Switz Real Estate Associates

  88 Water St, Stonington, CT 06378
• 

  /2

  $785,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,702 Sq Ft

  137 Old South Rd, Litchfield, CT 06759

  Classic 1925 Colonial in Litchfield's Historic District Discover timeless elegance at 137 Old South Road, a well maintained 4-bedroom, 2.5-bath Colonial set on nearly three-quarters of an acre in Litchfield's coveted Historic District. Built in 1925, this 9-room, 2,702-square-foot home showcases the craftsmanship and charming period details that define classic New England architecture. Step

  JANE HINKEL William Pitt Sotheby's Int'l

  137 Old South Rd, Litchfield, CT 06759
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  /40

  $1,695,000

  • 4 Beds
  • 4.5 Baths
  • 4,152 Sq Ft

  415 South St, Litchfield, CT 06759

  Welcome to Riverbend Farm, a beautiful 9 acres (over two lots) located on the Bantam River! A truly one of a kind property within Litchfield's Historic District with stunning views of rolling property down to the river. Set back from the road, up the circular drive this Mid Century beauty has a flexible floor plan that features 4 bedrooms, 4.5 baths and over 4,000 sqft. Entry floor: Enter the

  Andrew Murphy E.J. Murphy Realty

  415 South St, Litchfield, CT 06759
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  /40

  $875,000

  • 3 Beds
  • 4 Baths
  • 2,279 Sq Ft

  1054 Boston Post Rd, Guilford, CT 06437

  RARE OPPORTUNITY TO OWN TWO BUILDINGS IN GUILFORD ~ Unlock the potential of this prime commercial property on the bustling Boston Post Road, just one block from Guilford's historic town Green. Within the PV zone (Post Road Village Zone District, this offering includes 2 buildings (see listing #1058 Boston Post Road) that share a driveway and provide dedicated parking; an ideal setup for

  Rose Ciardiello William Raveis Real Estate

  1054 Boston Post Rd, Guilford, CT 06437
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  /2

  $299,900

  • Land
  • 30 Acres
  • $9,997 per Acre

  00 Ramsgate Ln, Barkhamsted, CT 06063

  30 +/- acres in ideal location in Barkhamsted bordering American Legion State Forest in the rear. Minutes from historic Riverton Center and world-renowned fly fishing. Many outdoor activities close by including hiking, biking, tubing, skiing, boating and many more. Land is ideal for almost any application, subdividing, recreation, horses, etc. Land will be subdivided upon contract and prior to

  Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

  00 Ramsgate Ln, Barkhamsted, CT 06063
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  /30

  $950,000

  • 9 Beds
  • 4 Baths
  • 3,116 Sq Ft

  141 Valley St, New Haven, CT 06515

  On Yale Homebuyer's Program List- At the Foot of West Rock - A Rare 9-Bedroom Modern Estate in New Haven. Set against the dramatic cliffs of West Rock Ridge, this exceptional 9-bedroom, 4-bathroom home offers over 3,000 sq ft of finished living space plus an additional 1,558 sq ft unfinished attic-perfect for future expansion, a game room, studio, or private retreat. Built in 2013, the property

  Dallas Davis Dalvis Realty

  141 Valley St, New Haven, CT 06515
• 

  

  /19

  $195,000

  • 3 Beds
  • 1 Bath
  • 1,194 Sq Ft

  7 Coit St Unit 2, New London, CT 06320

  Charming historic condo unit for sale located in downtown. This unit has been renovated and offers timeless details with modern upgrades.

  Kristen Boyd U.S. Properties Real Estate Services, LLC

  7 Coit St Unit 2, New London, CT 06320
• 

  

  /40

  $25,000,000

  • 6 Beds
  • 11 Baths
  • 19,569 Sq Ft

  1131 Sasco Hill Rd, Fairfield, CT 06824

  Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

  Andrew Whiteley Brown Harris Stevens

  1131 Sasco Hill Rd, Fairfield, CT 06824
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  /40

  $675,000

  • 4 Beds
  • 4 Baths
  • 3,229 Sq Ft

  266 Old Forge Rd, Riverton, CT 06065

  MOTIVATED SELLERS! Tucked away on over 3 acres of wooded serenity, this stunning 4-bedroom, 4-bath contemporary home offers the perfect blend of modern comfort, privacy, and natural beauty. Built in 1988 and set on a quiet country road, this 3,229 sq ft residence is ideal for those seeking space to breathe, entertain, and unwind - all just minutes from the charm of historic Riverton village. From

  Valerie Nash KW Legacy Partners

  266 Old Forge Rd, Riverton, CT 06065
• 

  

  /39

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 2,340 Sq Ft

  1669 Route 169, Woodstock, CT 06281

  Welcome to Hilltop Meadows-a one-of-a-kind, 60-acre luxury hay farm nestled in Connecticut's scenic "Quiet Corner." Set high above Route 169 in North Woodstock, this breathtaking property offers rolling meadows, mature forests, and serene privacy just 60 miles from Boston and 150 from Manhattan. The heart of the property is a newly updated 2-bed, 2-bath, 2,340 sq ft farmhouse blending historic

  Ryan De Lello William Pitt Sotheby's International Realty

  1669 Route 169, Woodstock, CT 06281
• 

  

  /15

  $2,200,000

  • Land
  • 0.46 Acre
  • $4,782,609 per Acre

  50 Signal Rd, Stamford, CT 06902

  Sound Beach Landing, an exceptional new waterfront community, where luxury meets tranquility in Stamford, Connecticut. Nestled along the beachfront shores of the Long Island Sound, this private enclave showcases breathtaking views of the historic Stamford Lighthouse. Design your new home on one of four half-acre lots, each boasting 100 feet of sandy beach and direct water frontage. The

  Leslie McElwreath Sotheby's International Realty

  50 Signal Rd, Stamford, CT 06902
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  /28

  $985,000

  • 3 Beds
  • 3 Baths
  • 3,225 Sq Ft

  28 Headquarters Rd, Litchfield, CT 06759

  Stimulating and easily managed home is perfect for weekending in an idyllic, small, historic village very close to big-time cultural, sports, and wildlife attractions. Living, dining, and kitchen areas are perfectly set up for entertaining. State-of-the-art appliances. Each bedroom has its own full bath and more. Multi-person ThermoSpa hot tub in enclosed (and air-conditioned) porch looks out on

  Cleve Fuessenich Klemm Real Estate Inc

  28 Headquarters Rd, Litchfield, CT 06759
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  /3

  $380,000

  • Land
  • 1.08 Acres
  • $351,852 per Acre

  0 High St Unit 24108709, Groton, CT 06340

  Just minutes from downtown Mystic, this 1.08-acre approved building lot offers the chance to be part of one of Connecticut's most historic and vibrant coastal towns. The setting provides a suburban feel with quick access to Mystic's celebrated shops, top-rated restaurants, and waterfront attractions that give the town its signature charm. With over an acre of land, generous road frontage, public

  Greg Broadbent RE/MAX Coast and Country

  0 High St Unit 24108709, Groton, CT 06340
• 

  

  /33

  $699,900

  • 4 Beds
  • 2 Baths
  • 2,008 Sq Ft

  216 Baker Rd, Roxbury, CT 06783

  Step back in time with this historic 1800s Colonial that retains its original character and charm while offering modern amenities, including an updated kitchen and bathrooms. The home features four bedrooms upstairs with wood floors, including a primary bedroom with an attached room currently used as an office. The main level with a den, living room with fireplace, dining room, and a

  David Landau RE/MAX Right Choice

  216 Baker Rd, Roxbury, CT 06783
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  /24

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,895 Sq Ft

  471 Lime Rock Rd, Lakeville, CT 06039

  Nestled in the picturesque heart of Lime Rock, this stunning 1850 farmhouse masterfully fuses original character with uncompromising modern convenience, offering a truly turnkey opportunity presented in move-in-ready condition. Step into this inviting three-bedroom home, where you are immediately welcomed into the integrated living and dining spaces around a handsome gas fireplace. The generous

  Tanner Sneed Elyse Harney Real Estate

  471 Lime Rock Rd, Lakeville, CT 06039
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  /29

  $1,520,300 New Construction

  • 2 Beds
  • 2 Baths
  • 1,322 Sq Ft

  2 Arapahoe Rd Unit 604, West Hartford, CT 06107

  Experience luxury living at Center Park Place, located in the heart of West Hartford Center. These incredible condominiums offer unparalleled access to upscale shopping, gourmet dining, and cultural experiences, making it the ultimate destination for those seeking a sophisticated lifestyle. Indulge in our curated amenities, including a heated outdoor pool and luxurious lounge area, perfect for

  Kate D'Addabbo Coldwell Banker Realty

  2 Arapahoe Rd Unit 604, West Hartford, CT 06107
• 

  

  /18

  $159,000

  • 2 Beds
  • 1 Bath
  • 1,168 Sq Ft

  43 Alden St Unit D, Hartford, CT 06114

  Welcome to your third floor penthouse in the historic south end of Hartford. This stylish unit starts with a large living room complete with vaulted ceiling, original plank flooring, and an exposed brick wall. Large windows bring in lots of natural light. Then you move into the huge dining room with hardwood floors that awaits gatherings and holiday parties. Large windows let in tons of natural

  George Brophy Putnam Agency Real Estate LLC

  43 Alden St Unit D, Hartford, CT 06114
• 

  

  /14

  $869,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,625 Sq Ft

  14 Village Cir Unit 14, Guilford, CT 06437

  Introducing the Dalton! 14 Village Circle is located at Guilford's newest luxury community, Village on State. 14 Village Circle is an end unit and construction is well under way! This model features 2,625 square feet of beautiful living space. The main floor is open concept with a large great room and dining room and kitchen, which is perfect for entertaining. On the upper level you will find the

  Vincent Engingro William Raveis Real Estate

  14 Village Cir Unit 14, Guilford, CT 06437
• 

  /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
• 

  

  /3

  $875,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft

  68 Cambridge Ct, Simsbury, CT 06070

  Copper Hill Estates at Cambridge Crossing presents The Cambridge Grand, a 2,800-square-foot colonial built by Silvin Homes, offering 4 bedrooms and 3.5 baths within one of Simsbury's most prestigious planned unit developments. This thoughtfully designed home offers a sun-filled, open-concept main level with 9-foot ceilings and hardwood floors throughout - ideal for everyday living and

  Jenna Talbot Coldwell Banker Realty

  68 Cambridge Ct, Simsbury, CT 06070
• 

  

  /36

  $599,000

  • 3 Beds
  • 3.5 Baths
  • 2,629 Sq Ft

  250 Hunter Dr Unit 250, Litchfield, CT 06759

  Nestled within 77 country acres in the distinguished town of Litchfield, Hunter's Chase stands as one of the Northwest Hills' most coveted private enclaves. This exceptional Churchill residence in pristine condition, exemplifies refined living through impeccable craftsmanship and thoughtful design. The home's culinary centerpiece is a chef-inspired kitchen appointed with marble tops, a Wolf gas

  DONNA MEMBRINO William Pitt Sotheby's Int'l

  250 Hunter Dr Unit 250, Litchfield, CT 06759

Showing Results 81 - 120, Page 3 of 9