Homes for Sale in Connecticut - Historic

• 

  

  

  /36

  $1,995,000

  • 3 Beds
  • 3.5 Baths
  • 7,389 Sq Ft

  145 Water St, Stonington, CT 06378

  The Trumbull Building at 145 Water Street offers a new chapter for this historic asset. Given its storied past and strategic location in "The Borough," this building has a prestigious artistic pedigree with untapped commercial potential. Own a piece of Stonington's cultural soul. Known historically as the Trumbull Building and the longtime creative sanctuary of world-renowned female photographer

  Thomas Switz Switz Real Estate Associates

  145 Water St, Stonington, CT 06378
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  /36

  $1,090,000

  • 7 Beds
  • 6 Baths
  • 2,942 Sq Ft

  23 Main St, East Haddam, CT 06423

  Completely remodeled inside in 2025, this historic building has the potential for multiple uses. It was approved as a tavern on the first floor, and B+B units on the 2nd and 3rd floor or long term rentals. but can be easily adapted into a number of different uses, including commercial. Currently it has been adapted into gorgeous, modern residential units, With a two-bedroom unit, 4 one-bedroom

  Stephanie Jacobs Sunset Creek Realty, LLC

  23 Main St, East Haddam, CT 06423
• 

  

  

  /40

  $599,900

  • 4 Beds
  • 3.5 Baths
  • 2,944 Sq Ft

  369 Thompson Rd, Thompson, CT 06277

  In the heart of Thompson Hill, step into history with the Jeremiah Olney House owned by the famous banker Jeremiah Olney in 1860, with its significant Greek Revival and Italianate features. This stunning 4-bed, 3.5-bath colonial farmhouse sits on nearly an acre of picturesque land and has been completely renovated. Overflowing with character, this home blends classic charm with modern

  Sheena Ruggirello Real Broker CT, LLC

  369 Thompson Rd, Thompson, CT 06277
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  /39

  $750,000

  • 4 Beds
  • 2.5 Baths
  • 2,954 Sq Ft

  4 Swanswood Ln, Old Lyme, CT 06371

  Discover the perfect balance of comfort and enjoyment in this attractive 4-bedroom Colonial with additional recreation/bonus room, located in Chestnut Hill neighborhood. The heart of the home features a chef-ready, well-equipped kitchen that flows seamlessly into your Family Room, making entertaining easy. Spacious Dining Room with french doors opens to second eating area in the kitchen. Enjoy

  Laurie Walker William Pitt Sotheby's Int'l

  4 Swanswood Ln, Old Lyme, CT 06371
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  /40

  $1,590,000

  • 4 Beds
  • 3 Baths
  • 2,786 Sq Ft

  8 W Mystic Ave, Mystic, CT 06355

  A rare and distinctive offering in the heart of Mystic, the Albert G. Stark House is a notable circa 1850 octagonal residence, representing a unique chapter of mid-19th-century American architecture. Built during a brief but influential period when eight-sided homes were celebrated for enhanced light, air flow, and efficiency, this property stands as one of the area's few remaining examples of

  Melinda Carlisle Compass Connecticut, LLC

  8 W Mystic Ave, Mystic, CT 06355
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  /6

  $1,250,000

  • Land
  • 6,534 Sq Ft
  • $8,333,333 per Acre

  15 Gorham Ave, Westport, CT 06880

  Nestled on a charming historic street in one of Westport's most desirable neighborhoods, 15 Gorham Avenue offers a rare opportunity to build your dream home just moments from the heart of town. This exceptional property allows for the construction of a approximately 2,500+/- square foot residence, perfectly suited for today's lifestyle while blending beautifully with the character of the

  Peter Lane Ogents, LLC

  15 Gorham Ave, Westport, CT 06880
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  /20

  $2,275,000

  • Land
  • 40,946 Sq Ft
  • $2,420,213 per Acre

  82 Cove Rd, Stonington, CT 06378

  An exceptional waterfront lot offering the rare opportunity to own almost 1 acre of level coastal property in prime Stonington. Historic stone walls and mature trees frame sweeping views of the serene waterfront of Quiambaug Cove. 225 feet of frontage on the cove provides access to the deep waters of Fishers Island Sound. Equally positioned between the vibrant, close by amenities of downtown

  Thomas Switz Switz Real Estate Associates

  82 Cove Rd, Stonington, CT 06378
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  /39

  $2,175,000

  • 4 Beds
  • 3.5 Baths
  • 3,754 Sq Ft

  200 Whitfield St, Guilford, CT 06437

  Possibly the most admired of the historic homes closeby to the storied Guilford Town Green and Jacobs Beach, the Captain Joel Stone House, c.1853 is now seeking a new owner. This remarkable grand Italianate Villa offers quite a pedigree having been built by a wealthy steamship owner, Joel Stone, son of the second lighthouse keeper of beloved Faulkner's Island. The quality of this gracious home

  Margaret Muir William Pitt Sotheby's Int'l

  200 Whitfield St, Guilford, CT 06437
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  /38

  $439,000

  • 3 Beds
  • 1 Bath
  • 1,523 Sq Ft

  255 Beaumont Hwy, Lebanon, CT 06249

  Prepare to fall in love with this absolutely stunning, fully remodeled historic farmhouse in the heart of Lebanon! Set on 2.4 beautiful acres, this exceptional property offers a blend of charm and style. Great for a home business! With 1,523 sq ft of thoughtfully redesigned living space, no detail has been overlooked. From the brand new septic system to the new roof, gorgeous new flooring, fresh

  Krystal Delorge Countryside Realty

  255 Beaumont Hwy, Lebanon, CT 06249
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  /40

  $2,800,000

  • 5 Beds
  • 5.5 Baths
  • 5,234 Sq Ft

  88 Main St, Ivoryton, CT 06442

  Move into this elegantly designed, meticulously restored estate in the nationally registered historic village of Ivoryton in the town of Essex. Built by the prominent Essex industrialist, Samuel Comstock, the 5,234 sq. ft. property on 1.86 acres offers history and grandeur to those seeking privacy and tasteful opulence. Preserved in the same family for five generations and recently completely

  Kirsten Adams William Pitt Sotheby's Int'l

  88 Main St, Ivoryton, CT 06442
• 

  

  /40

  $444,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 4 Baths
  • 3,522 Sq Ft

  7 Bates Rd, Chaplin, CT 06235

  Step back in time while enjoying modern comforts in this charming 1800s Colonial offering 10 spacious rooms filled with character and natural light. The eat-in kitchen features an original butler's pantry, while the formal dining room and inviting living room each showcase stunning stone fireplaces-both complete with rare beehive ovens. French doors lead from the living room to a beautiful

  Emily Turker Berkshire Hathaway NE Prop.

  7 Bates Rd, Chaplin, CT 06235
• 

  

  /21

  $795,000

  • Land
  • 13,068 Sq Ft
  • $2,650,000 per Acre

  69 B Starr St, Groton, CT 06355

  Build your dream home on this desirable .30 Acre Lot in Historic Downtown Mystic! Out of the Flood Zone and Historic District. Allows for Accessory Dwelling Unit (ADU). This prime building site offers 71.5 feet of road frontage, with public water and sewer available in the street-making your construction plans even easier. Perfectly situated just steps from the Heart of Downtown, you'll enjoy a

  Judi Caracausa William Pitt Sotheby's Int'l

  69 B Starr St, Groton, CT 06355
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  /40

  $1,350,000

  • 6 Beds
  • 4.5 Baths
  • 5,459 Sq Ft

  354 Pomfret St, Pomfret Center, CT 06259

  Step into history with The Clark Cottage at Wintergreen, an extraordinary 1880 estate proudly listed on the National Registry of Historic Homes. Tucked away at the end of a long private driveway on 6 picturesque rolling acres, this stunning New England gem offers over 5,000 sq ft of timeless character, architectural beauty, and abundant living space. Inside, you'll find exquisite craftsmanship

  Ranee Bibisi LAER Realty Partners

  354 Pomfret St, Pomfret Center, CT 06259
• 

  

  /37

  $1,499,000

  • 5 Beds
  • 4.5 Baths
  • 5,124 Sq Ft

  109 Long Meadow Hill Rd, Brookfield, CT 06804

  A perfect blend of historic charm and modern luxury, this exceptional residence seamlessly combines an original 1900 home with a thoughtfully designed 2004 expansion. Offering 5 bedrooms, 4 full and 2 half baths, the home showcases exquisite craftsmanship with detailed moldings, wainscoting, and timeless architectural elements throughout. A grand foyer welcomes you inside, leading to a dramatic

  Tim Dent Coldwell Banker Realty

  109 Long Meadow Hill Rd, Brookfield, CT 06804
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  /40

  $660,000

  • 4 Beds
  • 2 Baths
  • 1,834 Sq Ft

  39 Forbes Place, East Haven, CT 06512

  Step back in time with this beautifully preserved 1900 Victorian! This 2524 square foot, charming home is turnkey and perfectly blends timeless elegance with modern comfort. From the moment you enter, you feel the warmth of its inviting decor and welcoming atmosphere. Lovingly maintained, this 4-bedroom, 2-bath residence showcases exquisite original woodwork, gleaming HW floors, and classic

  Colleen Pickwick eXp Realty

  39 Forbes Place, East Haven, CT 06512
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  /33

  $1,595,000

  • 4 Beds
  • 3.5 Baths
  • 2,453 Sq Ft

  197 Skyline Ridge Rd, Bridgewater, CT 06752

  Rarely available. 1880 antique gem on 10 acres, with a first level primary bedroom and bath, situated on one of Bridgewater's most prestigious and quiet roads, offering a private setting. This residence masterfully blends historic character with an airy, open floor plan where the kitchen flows seamlessly into a spacious great room and a formal living room anchored by a classic fireplace. The

  Kathryn Clair William Pitt Sotheby's Int'l

  197 Skyline Ridge Rd, Bridgewater, CT 06752
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  /36

  $369,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 1.5 Baths
  • 1,143 Sq Ft

  51 Oakdale St, Wethersfield, CT 06109

  Welcome to 51 Oakdale St, a classic 4 bed 1.5 bath cape in the heart of Wethersfield! This well maintained home offers over 1,100 sqft of bright and airy living space. Inside you'll find beautiful hardwood floors throughout the home, freshly painted walls, and many large windows that fill the space with natural light. The fireplaced living room offers just the right amount of space for spending

  Rob Giuffria, GMS Tea Leaf Realty

  51 Oakdale St, Wethersfield, CT 06109
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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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  /24

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 3,244 Sq Ft

  320 N Salem Rd, Ridgefield, CT 06877

  Antique lovers- bring your vision and discover the incredible potential this home has to offer! Honored as one of Ridgefield's historic homes, this is a rare offering where timeless character and everyday livability come together. Layered with history, the 18th-century residence, later expanded in the 19th century, retains its original charm. With the front portion of the home dating back to

  Tim Dent Coldwell Banker Realty

  320 N Salem Rd, Ridgefield, CT 06877
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  /40

  $1,395,000

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  15 1/2 Water St Unit 4, Mystic, CT 06355

  Direct Waterfront One Level Condo with Un-Obstructed Water Views of the Mystic River. This 2 Bedroom, 2 Full Bath condo is located in one of the most Iconic Buildings in all of Mystic. "The Power House" turn of the Century Stately Water Front Building in Historic Downtown Mystic. Enjoy one-level living at its best. Includes 1 private parking space in the covered garage and access to the private

  Judi Caracausa William Pitt Sotheby's Int'l

  15 1/2 Water St Unit 4, Mystic, CT 06355
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  /31

  $35,000,000

  • 8 Beds
  • 9 Baths
  • 9,300 Sq Ft

  10 Cliffdale Rd, Greenwich, CT 06831

  Nestled on 66 acres of picturesque pastures and woods, the historic Beinecke estate features a stunning 9,300 sq. ft. Georgian Colonial home. The main floor includes a grand entry hall, a cozy library with custom wood paneling, and a spacious living room with two fireplaces. A large screened porch offers sweeping views. The second floor boasts a luxurious primary suite with a fireplace, along

  Peter Janis BHHS New England Properties

  10 Cliffdale Rd, Greenwich, CT 06831
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  /6

  $157,900

  • Land
  • 7,405 Sq Ft
  • $928,824 per Acre

  760 Main St, Willimantic, CT 06226

  Highly visible main street location in the middle of Willimantic's dining, retail, historic district, and municipal office area. Public water, sewer & gas, 57 ft road frontage, 12,500 traffic count with .17 of an acre in the B1 zone.

  Ron Lyman Lyman Real Estate

  760 Main St, Willimantic, CT 06226
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  /37

  $549,000

  • 2 Beds
  • 2.5 Baths
  • 1,425 Sq Ft

  42 Academy St Unit 6, New Haven, CT 06511

  Welcome to the historic Wooster Square neighborhood and an opportunity to live on Wooster Square Park. Bright and sunny, this spectacular 2 BR, 2.5 bath unit has southern and western exposures, sunshine and charm abounds. The main level has oversized windows, a double height ceiling, exposed brick walls and skylights. There is a kitchen with excellent work and storage space, granite countertops,

  Anne Marseille Betsy Grauer Realty, Inc

  42 Academy St Unit 6, New Haven, CT 06511
• 

  

  /19

  $149,900

  • 2 Beds
  • 1 Bath
  • 396 Sq Ft

  92 4th St, Madison, CT 06443

  Nestled in the heart of picturesque Madison, this charming 2-bedroom, 1-bathroom seasonal cottage offers a serene sanctuary for enjoying summers along the shoreline. With a cozy living space, this quaint abode is perfectly designed for those seeking a peaceful beachside getaway. As you step inside, you're greeted by a warm and inviting atmosphere that captures the essence of coastal living. The

  Melanie Abbott William Pitt Sotheby's Int'l

  92 4th St, Madison, CT 06443
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  /35

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,940 Sq Ft

  163 Willetts Ave, New London, CT 06320

  Fall in love the moment you step onto the charming gazebo-style porch of this beautifully renovated 1900 Victorian in New London's Willets neighborhood. Every detail blends timeless craftsmanship with modern comfort-from the restored woodwork and high ceilings to the fully updated kitchen featuring granite countertops, sleek cabinetry, and stainless steel appliances. Offering 3 spacious bedrooms,

  Kristopher Tramont Real Broker CT, LLC

  163 Willetts Ave, New London, CT 06320
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  /40

  $629,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 2 Baths
  • 2,010 Sq Ft

  58 Middle Haddam Rd, East Hampton, CT 06424

  Dreaming of a stylish country retreat with history? Look no further than the charming Captain Elijah Johnson house, nestled in the bucolic village of Middle Haddam, CT and located just two hours from New York City and Boston. This property blends modern amenities, including a swimming pool, with the carefully restored original features of a house built in 1780 and listed on the National Registry

  Teri Lewis William Pitt Sotheby's Int'l

  58 Middle Haddam Rd, East Hampton, CT 06424
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  /40

  $559,000

  • 2 Beds
  • 1.5 Baths
  • 1,376 Sq Ft

  92 Bokum Rd, Old Saybrook, CT 06475

  A rare and captivating offering, this enchanting storybook residence has been beautifully reimagined to deliver a seamless blend of historic charm and refined design. Whether you choose to continue its success as a turnkey Airbnb investment or keep it for your own year round or weekend retreat, the possibilities are as inviting as the home itself. Thoughtfully updated with a brand new roof and

  Linda Toscano Coldwell Banker Realty

  92 Bokum Rd, Old Saybrook, CT 06475
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  /40

  $2,275,000

  • 2 Beds
  • 2.5 Baths
  • 1,709 Sq Ft

  22 W Main St Unit 11, Mystic, CT 06355

  CENTRAL HALL MYSTIC - LIFE AT THE WATER'S EDGE There's something special about living where the Mystic River becomes your quiet constant and the village offers its steady beat just beyond your windows. This PENTHOUSE at Central Hall isn't just a home-it's a way of living connected to the water, the town and the history that gives Mystic its soul. Wide windows frame the river in a cinematic

  Nicole White William Raveis Real Estate

  22 W Main St Unit 11, Mystic, CT 06355
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  /40

  $2,790,000

  • 5 Beds
  • 3 Baths
  • 3,072 Sq Ft

  56 Charcoal Hill Rd, Westport, CT 06880

  A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and refinement that is increasingly hard to find. Set atop 2.3 +/- gated acres and introduced through a stunning circular drive, the residence showcases Peters' hallmark use of native stone, warm wood tones, and artisan detail,

  Doug Bross Coldwell Banker Realty

  56 Charcoal Hill Rd, Westport, CT 06880
• 

  

  /13

  $1,500,000

  • Land
  • 13.41 Acres
  • $111,857 per Acre

  231 Gungywamp Rd, Groton, CT 06340

  Attention Developers, Builders, Entrepreneurs, and Investors potentially developable land in much sought-after Town of Groton. Discover a one-of-a-kind development opportunity in the heart of Groton, CT, with this expansive 13.41-acre property showcasing a historic A-Frame chapel and community center. Situated within a residential area and zoned RU-20, this property is primed for development, or

  John Tarducci William Raveis Real Estate

  231 Gungywamp Rd, Groton, CT 06340
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  /23

  $369,900

  • 3 Beds
  • 1.5 Baths
  • 1,452 Sq Ft

  1004 Hickory Hill Rd, Thomaston, CT 06787

  Introducing 1004 Hickory Hil Road, Thomaston to bhe market for the first time in over 12 years. Enjoy all that Thomaston has to offer including Nystroms Park, Thomaston Opera House, historic downtown district with shops, restaurants, outdoor concerts, arts & crafts and car shows and a beautiful bandstand where the holidays are always kicked off with Light Up the Town. Home of the renowned

  Rosemary Jacob Borla & Associates Real Estate

  1004 Hickory Hill Rd, Thomaston, CT 06787
• 

  

  /19

  $1,350,000

  • Land
  • 20,908 Sq Ft
  • $2,812,500 per Acre

  5 Outer Rd, Norwalk, CT 06854

  Waterfront property with architectural plans by award winning Architects Emma O'Neill and Benjamin Cherner. One half acre level lot with mature trees in the historic Village Creek neighborhood. The lot is located between a nature preserve and community green space. The property is steps away from the private marina, beach and tennis courts. Approvals in place include zoning(CAM), septic and HOA.

  Inger Stringfellow William Pitt Sotheby's Int'l

  5 Outer Rd, Norwalk, CT 06854
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  /8

  $125,000

  • Land
  • 1.7 Acres
  • $73,529 per Acre

  97 Blossom Dr, Pomfret, CT 06259

  Discover the perfect blend of nature and convenience with this stunning homesite, nestled within a well established subdivision surrounded by scenic rolling hills and south-facing slopes that capture the sun beautifully throughout the day. Enjoy potential for a walkout basement and build your custom dream home. This property also backs up to town owned land for added privacy and space, and

  Sanam Solati New England Prestige Realty

  97 Blossom Dr, Pomfret, CT 06259
• 

  

  /13

  $99,900

  • 2 Beds
  • 1.5 Baths
  • 980 Sq Ft

  31 Wethersfield Ave Unit I, Hartford, CT 06114

  Come and see this unique and historic 2 bedroom townhouse offering the perfect blend of charm and city living. Featuring 980 sq ft of open space with central air, a bright living and dining area, and a kitchen. The main level includes a convenient half bath. Upstairs you'll find a spacious primary bedroom, a full bathroom, and an additional room perfect for a second bedroom or an office. Enjoy a

  Dwayne Jones King Realty Group LLC

  31 Wethersfield Ave Unit I, Hartford, CT 06114
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  /40

  $2,750,000

  • 4 Beds
  • 5 Baths
  • 6,840 Sq Ft

  47 North St, Litchfield, CT 06759

  On nearly an acre in the Borough of Litchfield, the 1775 Benjamin Tallmadge House is a rare offering in the Litchfield Historic District. A decade of museum-quality stewardship under the current owners has produced one of the most thoughtful restorations ever undertaken on a North Street residence, with every original architectural detail preserved. This antique Colonial blends preserved

  Jeff Phillips William Pitt Sotheby's Int'l

  47 North St, Litchfield, CT 06759
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  /40

  $675,000

  • 3 Beds
  • 2 Baths
  • 1,476 Sq Ft

  441 Water St, Guilford, CT 06437

  Just one mile from the historic Guilford Green, this like-new Contemporary Farmhouse offers a rare blend of modern comfort, coastal charm, and beautiful natural views. Set on one acre with views of the marsh and West River, the home is designed to feel both private and connected to one of Guilford's most desirable village settings. The open floor plan is ideal for everyday living and

  Willard Finkle Coldwell Banker Realty

  441 Water St, Guilford, CT 06437
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  /38

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,622 Sq Ft

  5 Mount Pleasant Rd, Newtown, CT 06470

  A true New England charmer, this center hall colonial is situated up & off of Mount Pleasant on a bucolic 1-acre lot, offering just over 2,600sqft of purposeful living space. The main floor features a sunken family room w/ a gas stove & gorgeous opposing stained glass windows filling the space w/ natural light. An expansive dining area seamlessly blends w/ a full height brick wood-burning

  Adam Roy BHGRE Gaetano Marra Homes

  5 Mount Pleasant Rd, Newtown, CT 06470
• 

  

  /37

  $399,900

  • 2 Beds
  • 2.5 Baths
  • 1,384 Sq Ft

  65 Main St Unit 24, Essex, CT 06426

  Enjoy easy living just steps from the charm of Ivoryton Village in this beautifully maintained 2-bedroom home, 2 full and 1 half bath, offering 1,384 sq ft of bright, inviting space. The main level features an open and airy layout, highlighted by a remodeled eat-in kitchen with sliders leading to a spacious deck, perfect for entertaining or relaxing outdoors. Hardwood flooring flows throughout,

  Craig Milton Re/Max Valley Shore

  65 Main St Unit 24, Essex, CT 06426
• 

  

  /39

  $424,777

  • 4 Beds
  • 1.5 Baths
  • 1,437 Sq Ft

  115 W Stafford Rd, Stafford Springs, CT 06076

  Don't miss your chance to own this charming and beautifully preserved 1915 Colonial Craftsman on 1.8 acres- with over 1,700 sq. ft. of timeless character and potential! Whether you're looking for a unique home or a place to live and work, this property's Highway Business (HB) zoning offers incredible flexibility. You'll be impressed by the original architectural details that shine throughout:

  Gregory Conway Coldwell Banker Realty

  115 W Stafford Rd, Stafford Springs, CT 06076
• 

  

  /40

  $1,399,000

  • 4 Beds
  • 4 Baths
  • 4,046 Sq Ft

  18 Forest Ln, Wilton, CT 06897

  Stunning Sun-Filled Colonial with Designer Barn. Set on 1.32 flat acres on the New Canaan border, this bright 4-bedroom Colonial offers over 4,000 square feet of sophisticated living space. Built in 1990, the home perfectly captures "old world" architectural charm-featuring reclaimed beams & timeless New England character-while offering the ease & peace of mind of modern construction. The main

  Casey Lange Compass Connecticut, LLC

  18 Forest Ln, Wilton, CT 06897

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