Homes for Sale in Connecticut - Historic

• 

  

  

  /40

  $2,150,000

  $125K PRICE DROP

  • 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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  /20

  $839,000

  $50K PRICE INCREASE

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  151 E Main St Unit 29, Clinton, CT 06413

  Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

  Gavin Sudhakar RE/MAX Right Choice

  151 E Main St Unit 29, Clinton, CT 06413
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  /40

  $450,000

  Open Sun 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 2,450 Sq Ft

  32 Union St, Seymour, CT 06483

  Beautifully maintained Victorian-style Antique Colonial offering over 2,400 square feet of timeless character and modern comfort. Situated on a quiet residential street in the heart of Seymour, this move-in ready home features 4 bedrooms, 2 full bathrooms, hardwood floors, original moldings, abundant natural light, and an inviting covered front porch. The spacious eat-in kitchen offers newer

  Byron Campos eXp Realty

  32 Union St, Seymour, CT 06483
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  /36

  $469,000

  • 4 Beds
  • 2 Baths
  • 1,616 Sq Ft

  19 Armory St, Hamden, CT 06517

  ACT FAST-Highest & Best offers are due Tuesday, August 11th at 12:00 PM! Welcome to this beautifully updated, sun-drenched 4-bedroom, 2-bathroom Cape Cod home perfectly situated in a highly desirable Hamden neighborhood. Steps away from the scenic trails of Edgerton Park, the historic Eli Whitney Museum, and the iconic covered bridge, this property balances classic charm with modern

  Fani Loch Farnam Realty Group

  19 Armory St, Hamden, CT 06517
• 

  

  

  /36

  $514,900

  • 3 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  112 Hedgehog Ln, West Simsbury, CT 06092

  The beautiful 4.36-acre West Simsbury property offers a rare blend of natural privacy and suburban convenience. Nestled in a lush landscape, this home features a stunning, renovated eat-in Kitchen with a huge island, granite counters, double ovens, two sinks, and lux soft-close wood cabinets. It flows seamlessly into a cathedral-ceilinged Family Room centered around a brick fireplace with a cozy

  Pamela Marra Coldwell Banker Realty

  112 Hedgehog Ln, West Simsbury, CT 06092
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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
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  /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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  /38

  $1,100,000

  • 3 Beds
  • 2.5 Baths
  • 2,350 Sq Ft

  78 River Rd, Weston, CT 06883

  The Weston Cottage-where timeless charm, remarkable history, and tranquil riverfront living come together. Nestled along the river on the coveted Weston/Westport border, this beautifully updated 3-bedroom, 2.5 bath home offers a rare opportunity to own a piece of Connecticut history. Famously known as the retreat of legendary actress Bette Davis, the cottage became the setting for the true story

  Linda Skolnick Coldwell Banker Realty

  78 River Rd, Weston, CT 06883
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  /21

  $1,599,999

  • 12 Beds
  • 8 Baths
  • 8,891 Sq Ft

  85 Prospect Hill Rd, New Milford, CT 06776

  A rare investment opportunity and a chance to own a distinguished piece of New Milford history. This impressive 7 family Victorian, built in 1880, once served as the residence of John Pettibone, the esteemed Superintendent of the New Milford school system. Today, it offers strong income potential and timeless character for the astute investor. The property features five roomy two-bedroom units

  Jennifer Pistone Coldwell Banker Realty

  85 Prospect Hill Rd, New Milford, CT 06776
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  /40

  $799,900

  Open Sat 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 3,139 Sq Ft

  161 N Main St, Marlborough, CT 06447

  Rare Marlborough historic gem! This beautifully restored circa 1749 Colonial blends timeless New England character with modern comfort. Renovated down to the studs in 2024 while preserving its historic charm, this exceptional home offers 4 bedrooms, 3 full baths, original reconditioned wide-plank floors, classic architectural details, and three original fireplaces with custom gas log sets. Major

  Karlyn Cyr Berkshire Hathaway NE Prop.

  161 N Main St, Marlborough, CT 06447
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  /38

  $595,000

  • 2 Beds
  • 2 Baths
  • 1,524 Sq Ft

  42 Academy St Unit 2, New Haven, CT 06511

  Wooster Square condo living with direct park views and historic character. This twolevel, 2 bedroom, 2 bath home offers oversized windows overlooking the cherrytreelined square, 11+ ft ceilings, exposed brick, and hardwood floors. The main level includes a bright living area with dramatic 8 ft windows, an office nook ideal for remote work, and a kitchen with granite counters, an island, and gas

  Cheryl Szczarba Seabury Hill REALTORS

  42 Academy St Unit 2, New Haven, CT 06511
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  /15

  $169,900

  • 1 Bed
  • 1 Bath
  • 688 Sq Ft

  10 N Main St Unit 310, Beacon Falls, CT 06403

  Own a piece of history in the landmark Home Woolen Company Complex, listed on the National Register of Historic Places. Located in "The Store House" building at Beacon Mill Village, Unit 3-10 is a desirable second-floor end unit that blends historic industrial charm with modern convenience. The interior features soaring natural wood ceilings, exposed brick walls, and oversized windows that fill

  Carl Graveline Carl Graveline Real Estate

  10 N Main St Unit 310, Beacon Falls, CT 06403
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  /29

  $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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  /35

  $599,000

  Open Sat 10AM - 12PM $26K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft

  831 Nut Plains Rd, Guilford, CT 06437

  Renovated 3-bedroom, 2-bath Raised Ranch on just over an acre of flat, level property in the Guilford Lakes neighborhood of Guilford, Connecticut. 1,760 square feet of fully updated living space,a finished lower level with fireplace offering flexible room for a family room, home office, gym, or guest space. The sun-filled main level features an updated kitchen with quartz countertops, tile

  Jules Gaughran - Etes William Pitt Sotheby's Int'l

  831 Nut Plains Rd, Guilford, CT 06437
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  /40

  $2,500,000

  $450K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,341 Sq Ft

  55A Anna Farm Rd W, North Stonington, CT 06359

  Rarely does such a magnificent 200-acre property located off a very quiet country road in North Stonington come available. The historic Anna Farm offers a blend of farmland, open pasture, beautiful gardens, rare trees and shrubs, wooded sections and a small pond making this a nature-lover's sanctuary. Take long walks along the trails, horseback ride and even fish as you enjoy this perfect

  Thomas Switz Switz Real Estate Associates

  55A Anna Farm Rd W, North Stonington, CT 06359
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  /31

  $849,000

  • 3 Beds
  • 1.5 Baths
  • 1,612 Sq Ft

  23 Church St, Wilton, CT 06897

  Back on the market through no fault of the home! Due to the previous buyers' inability to close, this exceptional property is available once again. Nestled in Wilton's Historic District, this beautifully updated 3-bedroom, 1.5-bath antique Colonial has been featured in The New York Times, Realtor.com, & Homes.com for its distinctive character & timeless appeal. Just a short stroll to Georgetown's

  Michele Ferguson Nichols Douglas Elliman of Connecticut

  23 Church St, Wilton, CT 06897
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  /40

  $999,900

  • 5 Beds
  • 3.5 Baths
  • 3,603 Sq Ft

  13 Woodchuck Hill Rd, West Simsbury, CT 06092

  Tucked away at the end of a circular driveway and bordered by protected conservation land, this exceptional West Simsbury estate offers a rare combination of privacy, natural beauty, and timeless New England charm. Set on 3.28 acres, the property is surrounded by mature trees, perennial gardens, historic stone walls, rolling lawns, and a private stocked pond, creating a peaceful retreat unlike

  Mark Graf Berkshire Hathaway NE Prop.

  13 Woodchuck Hill Rd, West Simsbury, CT 06092
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  /40

  $355,000

  • 4 Beds
  • 2.5 Baths
  • 3,102 Sq Ft

  11 Marshall St, Hartford, CT 06105

  Step inside this beautifully renovated historic home offering more than 3,100 square feet of living space, 4 generously sized bedrooms, and 2.5 bathrooms. This home has been fully renovated, thoughtfully blending its original character with modern updates throughout. Improvements include a new roof, new water heater, updated flooring, renovated bathrooms, and an updated kitchen with granite

  Nicole Madera Regency Real Estate, LLC

  11 Marshall St, Hartford, CT 06105
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  /40

  $5,245,000

  • 4 Beds
  • 5 Baths
  • 6,236 Sq Ft

  57 Indian Trail Rd, New Milford, CT 06776

  "Hollow Farm" - An Expansive Historic Estate Reimagined for Modern Country Living Nestled in its own private valley, this 72-acre estate includes a Main House, thoughtfully updated and expanded in 2005; a charming Guest Bungalow; screened Gazebo perched over a pond; Pool Pavilion; Stables with caretaker's apartment; and a restored Barn. Comprised of multiple parcels, offering maximum privacy. The

  Elyse Morris Elyse Harney Real Estate

  57 Indian Trail Rd, New Milford, CT 06776
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  /40

  $2,150,000

  • 5 Beds
  • 4 Baths
  • 3,645 Sq Ft

  119 Judge Ln, Bethlehem, CT 06751

  Discover a rare estate-quality property in the heart of Litchfield County, where timeless character, modern refinement, and more than 40 acres of exceptional natural beauty create an unparalleled retreat. A long private drive winds through rolling landscapes to a thoughtfully reimagined five-bedroom, three-bath residence that seamlessly blends sophisticated updates with the warmth and

  Jeff Boucher Drakeley Real Estate, Inc.

  119 Judge Ln, Bethlehem, CT 06751
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  /40

  $3,595,000

  • 7 Beds
  • 6 Baths
  • 11,726 Sq Ft

  455 Stonington Rd, Stonington, CT 06378

  Exquisite Stonington Estate. Set amidst 10.19 manicured acres of breathtaking privacy and natural beauty, the extraordinary Crossover Estate offers the very best of refined coastal living just moments from the charming Stonington Borough and Historic Downtown Mystic. The best of One-Level Living. This exceptional family compound is bordered by a tranquil pond and brook on one side, with a

  Judi Caracausa William Pitt Sotheby's Int'l

  455 Stonington Rd, Stonington, CT 06378
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  /27

  $699,900

  $35K PRICE DROP

  • 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 1,950 square feet of

  Steffen Reich Coldwell Banker Realty

  788 Farmington Ave Unit 104, Farmington, CT 06032
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  /33

  $384,900

  • 4 Beds
  • 2.5 Baths
  • 2,187 Sq Ft

  2 Broad Brook Rd, Enfield, CT 06082

  Step into a beautifully restored piece of history with this 1850 Scitico Schoolhouse, thoughtfully remodeled in 2021. Offering 2,187 square feet of living space, this one-of-a-kind home features 4 bedrooms, 2.5 bathrooms, and the perfect blend of historic charm and modern convenience. The open-concept floor plan is ideal for everyday living and entertaining, highlighted by a spacious kitchen with

  Ileana Sybert Berkshire Hathaway NE Prop.

  2 Broad Brook Rd, Enfield, CT 06082
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  /15

  $474,900

  $24K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,422 Sq Ft

  38 Lords Hill Rd Unit 6, Stonington, CT 06378

  The buyer's situation changed so it's back in the market! Their loss is your gain! Set on the highly coveted 2nd floor of a beautifully preserved historic building, this stunning residence offers the perfect blend of New England character and crisp, modern luxury. The best part? You get the elevated views without the endless flights of stairs, including a private entrance. Leave the extreme

  Carol York For Sale By Owner Connecticut

  38 Lords Hill Rd Unit 6, Stonington, CT 06378
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  /40

  $649,900

  • 3 Beds
  • 4 Baths
  • 2,851 Sq Ft

  393 Exeter Rd, Lebanon, CT 06249

  Welcome to your New England retreat. A private permaculture homestead and food forest sanctuary. Tucked away at the end of a sweeping driveway, this 2,851 sq. ft. Cape Cod sits deeply set back from the road on a nearly 3-acre parcel, offering total, uncompromised privacy. The land is a true self-sustaining sanctuary, completely invisible to passersby, buffered by native tree lines, and bordered

  Cathyann Schulte Countryside Realty

  393 Exeter Rd, Lebanon, CT 06249
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  /40

  $1,999,000

  • 3 Beds
  • 3 Baths
  • 2,078 Sq Ft

  27 Wilbur Rd, Stonington, CT 06378

  Set along a quiet private road just minutes from the historic villages of Mystic and Stonington, this exceptional waterfront property offers over two acres of privacy and natural beauty, surrounded by Quiambaug Cove. Designed for effortless single-level living, the home features three bedrooms and three full baths with spacious interiors that embrace the surrounding coastal setting. Sun-filled

  Jon Arruda William Pitt Sotheby's Int'l

  27 Wilbur Rd, Stonington, CT 06378
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  /40

  $850,000

  • 3 Beds
  • 2.5 Baths
  • 3,024 Sq Ft

  108 Thames St, Groton, CT 06340

  Welcome to this remarkable 1782 residence, completely rebuilt from the ground up with all-new framing and construction, offering approximately 3,200 square feet of refined living space. Perfectly positioned along the tranquil Thames River, the home captures sweeping water views from nearly every vantage point. Inside, you'll find generously sized bedrooms designed for both comfort and elegance,

  Joseph Malerba eXp Realty

  108 Thames St, Groton, CT 06340
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  /38

  $1,495,000

  • 5 Beds
  • 2.5 Baths
  • 2,788 Sq Ft

  68 Old Stamford Rd, New Canaan, CT 06840

  The Seely House is a rare opportunity to become the next steward of one of New Canaan's enduring historic treasures. This remarkable residence traces its origins to the years surrounding the American Revolution and stands as a tangible link to the town's earliest beginnings. Rich in character and architectural authenticity, the home showcases the craftmanship and charm that can only be achieved

  Teodoro Sibilia Keller Williams Prestige Prop.

  68 Old Stamford Rd, New Canaan, CT 06840
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  /29

  $1,899,000

  • 3 Beds
  • 2.5 Baths
  • 3,338 Sq Ft

  23 Old Dam Rd, Fairfield, CT 06824

  Wonderful waterfront oasis offers direct access to Long Island Sound via a private dock and includes deeded Fairfield beach access. The home features a bright, open floor plan, creating an inviting coastal atmosphere. The primary bedroom boasts a sitting room, a walk-in closet, and a balcony overlooking the waterfront, providing stunning views of LI Sound & Pine Creek. The property promises

  Katie O'Grady Compass Connecticut, LLC

  23 Old Dam Rd, Fairfield, CT 06824
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  /27

  $344,900

  Open Sat 12PM - 2PM

  • 3 Beds
  • 1 Bath
  • 1,710 Sq Ft

  288 Bedlam Rd, Chaplin, CT 06235

  Step into a beautifully restored piece of history with this enchanting 1830s home, nestled on a serene, private acre. This property perfectly captures the balance of historic character and modern ease, offering a warm, welcoming retreat from the everyday. The main level features a flexible, sun-drenched layout highlighted by a convenient primary bedroom and a fully renovated bathroom with new

  Georgia LaBonne William Pitt Sotheby's Int'l

  288 Bedlam Rd, Chaplin, CT 06235
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  /38

  $675,000

  $25K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,346 Sq Ft

  539 Hopewell Rd, South Glastonbury, CT 06073

  Rare find!!! Authentic New England charm is preserved within this thoughtfully expanded 3,346 sq-ft (2,866 above grade) colonial-style home featuring additions and upgrades that provide modern conveniences and open spaces for today's lifestyle. Public utilities are a bonus here too! The modern jewel, a stunning 2013 addition, adds a spectacular main-level primary suite with soaring ceilings,

  Kadji Anderson Berkshire Hathaway NE Prop.

  539 Hopewell Rd, South Glastonbury, CT 06073
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  /32

  $550,000

  • 4 Beds
  • 3 Baths
  • 2,766 Sq Ft

  27 Harrison St, New Haven, CT 06515

  Location, location, location! This beautifully structured multi-family home sits in the highly desirable Westville neighborhood of New Haven, quietly positioned right next door to the local library. Built in 1890, this classic property blends historic character with solid bones, offering a fantastic opportunity for its next owner. Currently configured with a c/o for two units, the home has

  Natalie Zoef Vanguard Private Client Grp

  27 Harrison St, New Haven, CT 06515
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  /33

  $895,000

  • 5 Beds
  • 2.5 Baths
  • 2,001 Sq Ft

  132 Perry Ave, Norwalk, CT 06850

  Set in beautiful and historic Silvermine, this classic Colonial Farmhouse offers the rare combination of character, space, and opportunity on 1.29 idyllic acres. Set back off the road, the property enjoys a peaceful setting while remaining just moments from Grey Barns, schools, and major commuting routes. A welcoming front porch introduces interiors that are filled with warmth and natural light.

  Meghan Gatt William Raveis Real Estate

  132 Perry Ave, Norwalk, CT 06850
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  /9

  $1,750,000

  • Land
  • 20,037 Sq Ft
  • $3,804,348 per Acre

  101-A Sequassen Ave, Old Saybrook, CT 06475

  APPROVED OCEANFRONT LOT - WALK TO THE BEACH FROM YOUR BACKYARD Design the life you've always envisioned. Whether you dream of a timeless shingle-style coastal retreat or a striking modern waterfront masterpiece, this exceptional homesite offers the perfect canvas to bring your vision to life. This fully approved, level building lot is ready for construction, allowing you to move forward with

  Fationa Meco Houlihan Lawrence WD

  101-A Sequassen Ave, Old Saybrook, CT 06475
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  /25

  $599,000

  • 4 Beds
  • 3 Baths
  • 1,804 Sq Ft

  29 Hungry Hill Cir, Guilford, CT 06437

  CLASSIC COLONIAL on CUL-DE-SAC! Location, Location, Location, AND 4 Bedrooms and 3 Full Baths! First time offered in 52 years! This home has been lovingly updated and maintained by the original owner. Updates include: new furnace (2025), new hot water heater (2025), new AC compressor ((2019), new patio (2021), new roof (2014). The family room features wide pine flooring, a raised-hearth

  Stephen Burke Coldwell Banker Realty

  29 Hungry Hill Cir, Guilford, CT 06437
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  /37

  $324,900

  Open Sat 11AM - 1PM $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,425 Sq Ft

  230 Reynolds Bridge Rd, Thomaston, CT 06787

  Step into the warmth and charm of this storybook Cape, where timeless character meets thoughtful updates. This inviting 3-bedroom, 1.5-bath home is filled with beautiful original exposed beams and stunning wide-plank hardwood floors that showcase its classic New England appeal. At the heart of the home is a striking double-sided fireplace, perfectly positioned between the living and dining rooms,

  Amber Segetti RE/MAX RISE

  230 Reynolds Bridge Rd, Thomaston, CT 06787
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  /40

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,463 Sq Ft

  70 Apple Hill, Wethersfield, CT 06109

  Welcome to 70 Apple Hill-where classic neighborhood charm meets complete 2025 modern construction! Following a total ground-up rebuild, this spectacular 4-bedroom home offers the peace of mind, code compliance, and sleek finishes of brand-new construction in a well-established Wethersfield location. Every detail has been thoughtfully reimagined. This isn't just a renovation-it's an entirely new

  Jason Saphire www.HomeZu.com

  70 Apple Hill, Wethersfield, CT 06109
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  /39

  $475,000

  • 4 Beds
  • 1.5 Baths
  • 1,804 Sq Ft

  22 Chapin Ave, Rocky Hill, CT 06067

  22 Chapin Avenue is packed with charm and ready to welcome you home! This classic 1900 Colonial offers a functional floor plan with 4 bedrooms, 1.5 baths, and main-floor laundry, providing comfortable living spaces and flow for a variety of needs. Hard wood floors and wood trim details add a warmth and character. The 30x40 ft walk up attic has the potential for additional living space, playroom,

  Stacy Anselmo Coldwell Banker Realty

  22 Chapin Ave, Rocky Hill, CT 06067
• 

  

  /40

  $619,000

  • 2 Beds
  • 2 Baths
  • 1,166 Sq Ft

  1 Indian Neck Ave Unit 4, Branford, CT 06405

  Enjoy luxurious living with this spectacular first floor Ranch end unit in the renovated foundry building at popular Anchor Reef by the Branford River. It's been recently renovated including kitchen & primary bath, lighting fixtures, ceiling fans, fixtures & painted throughout with Farrow & Ball paints. High ceilings & tall windows bring in natural light while recessed lights create a warm

  Joseph Giordano RE/MAX Alliance

  1 Indian Neck Ave Unit 4, Branford, CT 06405
• 

  

  /40

  $3,250,000

  • 4 Beds
  • 5.5 Baths
  • 5,686 Sq Ft

  21 Grove Ave, Groton, CT 06340

  First time being offered is 21 Grove, an exquisite property located on the bank of the Mystic River, a convenient walk into town. This only 18 years young home is designed to assimilate within its historic neighbors yet is elevated with the superior craftsmanship and modern updates. You'll find a well-conceived floor plan that invites both intimate family living and grand-scale entertaining.

  Heather Gianacoplos Compass Connecticut, LLC

  21 Grove Ave, Groton, CT 06340

Showing Results 321 - 360, Page 9 of 13