Homes for Sale in Connecticut - Historic

• 

  

  

  /40

  $1,390,000

  • 4 Beds
  • 3.5 Baths
  • 3,901 Sq Ft

  75 Green Hill Rd, Washington, CT 06793

  Step into timeless elegance with this impeccably restored and beautifully partially furnished Queen Anne Shingle-style home, available for immediate occupancy. Located in one of Washington's most coveted neighborhoods, this historic gem is just a short walk to the Frederick Gunn School, the Mayflower Inn, and the charming shops and cafes of Washington Depot. Originally built in the 1880s and

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (860) 775-6127

  75 Green Hill Rd, Washington, CT 06793
• 

  

  

  /12

  $420,000

  • 4 Beds
  • 1.5 Baths
  • 2,270 Sq Ft

  28 Perkins Ave, Norwich, CT 06360

  Welcome to 28 Perkins Avenue, a proudly maintained corner-lot home located in one of Norwich's most desirable and walkable neighborhoods. Surrounded by late-19th and early-20th century architecture, this area is known for its historic charm and rare architectural details that make each home truly unique. This spacious residence offers 2,270 finished square feet, including four bedrooms, two full

  

  Anthony Velez

  VC Property Group, LLC

  (860) 650-9846

  28 Perkins Ave, Norwich, CT 06360
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  /28

  $1,148,000

  • 4 Beds
  • 2.5 Baths
  • 2,803 Sq Ft

  332 Belden Hill Rd, Wilton, CT 06897

  INVESTORS WANTED: Property is rented for $7,500 per month and lease will expire on April 15, 2026. You can Buy now and collect ReNT. Sub division Possibility.4.8 Acre lot. Located in an area where it is 2 Acre Zoning. You can buy, split and sell off either lot. If you buy @ full price with 20 per cent down, You can have POSITIVE CASH FLOW! or you can Make an Offer and take possession when house

  

  Cosmo Iadanza

  Century 21 AllPoints Realty

  (475) 260-5520

  332 Belden Hill Rd, Wilton, CT 06897
• 

  

  

  /40

  $650,000

  • 3 Beds
  • 3 Baths
  • 2,752 Sq Ft

  1 Ferry Rd, Chester, CT 06412

  An extraordinary offering in one of Connecticut's most beloved river towns. Stunning sunrises over unobstructed views of Chester Creek sets the tone for this rare piece of Chester history. The Bani Denison homestead dates to 1781 and once served as Chester's first post office. Thoughtfully restored, this classic embankment Colonial with Dutch kick gambrel style roof offers modern amenities while

  

  Jennifer D'Amato

  Real Broker CT, LLC

  (860) 454-6525

  1 Ferry Rd, Chester, CT 06412
• 

  

  

  /40

  $619,000

  • 4 Beds
  • 3 Baths
  • 1,941 Sq Ft

  256 Nichols Ave, Shelton, CT 06484

  Experience the charm of this beautiful antique Colonial home located in Huntington at 256 Nichols Avenue, on a picturesque, park-like grounds, complete with a small barn, gardening shed, and elegant stonework. This residence combines classic historic features with modern updates, showcasing solid mechanics and evident pride of ownership. Original wide plank floors grace the living room, dining

  

  Cheryl Arbelo

  Real Estate Two

  (475) 255-7331

  256 Nichols Ave, Shelton, CT 06484
• 

  

  /39

  $3,795,000

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

  88 Water St, Stonington, CT 06378

  At the edge of Stonington Harbor, where sailboats move slowly through the water and the village wakes each morning to the rhythm of the tide, 88 Water Street offers a rare opportunity to live directly within one of New England's most beloved coastal communities. This historic home dates to 1840, yet today it feels distinctly current following an extensive renovation completed in 2022. The result

  

  Danielle Malloy

  Serhant Connecticut, LLC

  (860) 483-3587

  88 Water St, Stonington, CT 06378
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  /37

  $1,350,000

  • 7 Beds
  • 6 Baths
  • 3,787 Sq Ft

  87 Main St, Deep River, CT 06417

  VC Property Group is proud to present a two-parcel assemblage in Deep River, Connecticut, offering stabilized mixed-use income with residential value and land optionality. The assemblage includes: 87 Main Street - a parcel improved with: a Newer Construction Single Family Residence and a 5-unit mixed-use building (four residential apartments and one retail unit) 55 Prospect Street - a contiguous

  

  Anthony Velez

  VC Property Group, LLC

  (860) 579-1057

  87 Main St, Deep River, CT 06417
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  /40

  $700,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 4 Baths
  • 3,610 Sq Ft

  310 S Bigelow Rd, Hampton, CT 06247

  Step into the enchanting story of this 1738 Colonial, where historic soul meets a graceful 1987 three-story addition. Lovingly preserved and thoughtfully refined, this home is a beautiful marriage of antique character and contemporary luxury. The main level radiates warmth, centered around a spacious chef's kitchen designed for gathering. Imagine hosting dinners in the formal dining room or

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 979-5631

  310 S Bigelow Rd, Hampton, CT 06247
• 

  

  /38

  $1,895,000

  • 5 Beds
  • 3.5 Baths
  • 3,912 Sq Ft

  30 Meeting House Ln, Madison, CT 06443

  Once known as "Hartsbourne," this storied Madison residence is celebrated for its premier location overlooking the town green and its timeless architectural presence. A true local landmark, the home is distinguished by its striking curved eaved roofline, reminiscent of a pagoda with a unique flat seamed copper roof center. Beautifully aligned with the neighboring Congregational Church, the home

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 252-9212

  30 Meeting House Ln, Madison, CT 06443
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  /2

  $4,200,000

  • 6 Beds
  • 7.5 Baths
  • 7,450 Sq Ft

  760 Valley Rd, New Canaan, CT 06840

  A Historic Masterpiece, Reimagined for Modern Living Originally crafted in 1931 by renowned architect Frazier Forman Peters, this iconic stone residence has been completely reinvented-expanded, redesigned, and redefined for today's luxury lifestyle. The newly completed home now offers over 9,000 square feet of exquisite living space with 6 bedrooms, 7.5 baths, and every modern comfort imaginable,

  

  Richard Breglia

  Coldwell Banker Realty

  (203) 721-7670

  760 Valley Rd, New Canaan, CT 06840
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  /32

  $850,000

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  46A Beach Ave, Madison, CT 06443

  Charming ranch set on a picturesque 0.92-acre property spanning from Beach Avenue to Pleasant View Avenue, with deeded beach access at the end of Beach Avenue. Originally built in the 1940s and thoughtfully renovated and expanded in 2001, this home blends classic character with comfortable living. The primary bedroom features windows that capture lovely views of the surrounding property, along

  

  Dana Weinstein

  Coldwell Banker Realty

  (475) 244-8454

  46A Beach Ave, Madison, CT 06443
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  /14

  $650,000

  • Land
  • 153 Acres
  • $4,248 per Acre

  0 Kozey Rd, Eastford, CT 06242

  Extraordinary 153-acre parcel nestled in the heart of Connecticut's scenic Last Green Valley, offering exceptional privacy and natural beauty. This remarkable property borders Natchaug State Forest, Yale Meyers Forest, and the historic Old Connecticut Path, placing thousands of acres of protected woodland at your doorstep. Rolling terrain, hardwoods, and abundant wildlife create a stunning

  

  Elizabeth Scranton

  Kazantzis Real Estate, LLC

  (860) 454-6435

  0 Kozey Rd, Eastford, CT 06242
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  /40

  $650,000

  • 3 Beds
  • 2.5 Baths
  • 2,316 Sq Ft

  483 North Rd, Ashford, CT 06278

  Exceptional Currier and Ives type setting in peaceful Ashford CT. This property has a Barn with three oversized stalls and pastures; property absolutely designed for horses. This home has been tenderly updated to maintain all that historic feeling of this 225-year-old home while having all of the modern conveniences needed for today's living. 1st floor has a large dining room with a fireplace and

  

  Dan Keune

  Campbell-Keune Realty Inc

  (860) 553-9384

  483 North Rd, Ashford, CT 06278
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  /18

  $485,000

  • 4 Beds
  • 4 Baths
  • 2,543 Sq Ft

  40 Maple Grove Ave, Norwich, CT 06360

  Back on Market: Buyer failed to provide deposit. Charming Three-Family Home Along the Scenic Heritage Trail Set along the picturesque Heritage Trail with tranquil views of the Yantic River, this distinctive three-family home captures the essence of timeless New England architecture. Blending stone and shingle craftsmanship with modern versatility, it offers both income potential and the

  

  Anthony Velez

  VC Property Group, LLC

  (959) 600-6471

  40 Maple Grove Ave, Norwich, CT 06360
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  /26

  $999,900

  • 3 Beds
  • 2.5 Baths
  • 2,042 Sq Ft

  27 Middle Quarter Rd, Woodbury, CT 06798

  Discover the charm of this beautiful antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this vintage gem is being restored by the current owner and is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home will be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (203) 457-8490

  27 Middle Quarter Rd, Woodbury, CT 06798
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  /40

  $874,900

  • 4 Beds
  • 2.5 Baths
  • 3,700 Sq Ft

  337 Main St S, Woodbury, CT 06798

  A Real Classic! Beautifully renovated with many original features. Located in the Historic District in the heart of Woodbury. Stroll along Main Street to parks, excellent restaurants, house of worship, conveniences and antique shops. Home is just lovely with exposed beams, wide board hardwood floors, 4 fireplaces, outside on the patio, primary bedroom, dining room and living room. One fireplace

  

  Marian Van Egas

  Berkshire Hathaway NE Prop.

  (475) 255-3184

  337 Main St S, Woodbury, CT 06798
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  /10

  $349,000

  • 5 Beds
  • 1.5 Baths
  • 1,716 Sq Ft

  26 Jefferson Ave, New London, CT 06320

  PRICE REDUCTION! Welcome to 26 Jefferson Ave - where historic charm meets modern comfort in the heart of New London. Offered at $349,000, this well-maintained home delivers an ideal blend of character, convenience, and value-perfect for homeowners or investors looking for a strong rental market near hospitals, colleges, and the shoreline. Step inside and you'll find bright, spacious living areas,

  

  Cathy Gonyo

  RE/MAX Legends

  (860) 735-1356

  26 Jefferson Ave, New London, CT 06320
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  /30

  $749,900

  • 3 Beds
  • 2 Baths
  • 2,430 Sq Ft

  114 Carmel Hill Rd N, Bethlehem, CT 06751

  This authentic antique home is ideally located on one of Bethlehem's most desirable country roads, surrounded by other elegant historic properties. Meticulously maintained, it showcases true period charm with spacious rooms, high ceilings, original wide-board floors throughout, and a grand central chimney serving three fireplaces. The main level is perfect for both daily living and entertaining,

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (203) 437-6154

  114 Carmel Hill Rd N, Bethlehem, CT 06751
• 

  

  /3

  $80,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  419 Iranistan Ave, Bridgeport, CT 06604

  Opportunity awaits in the historic seaside village of Bridgeport! This is your chance to own a co-op unit in a sought-after location rich with charm and character. Owner-occupant only - an ideal option for those looking to plant roots in this vibrant community. Please note: Condition unknown. The property is being sold AS-IS, inclusive of any and all contents within. The sale is subject to

  

  Rudy Pierre

  YellowBrick Real Estate LLC

  (475) 262-8874

  419 Iranistan Ave, Bridgeport, CT 06604
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  /40

  $1,395,000

  • 3 Beds
  • 3 Baths
  • 3,113 Sq Ft

  60 Lyme St, Old Lyme, CT 06371

  Discover the enchantment of this historic Old Lyme Village landmark, originally established in 1897 as the former James Bugbee Store, and thoughtfully preserved as an iconic presence in the community since 1987. Rich in heritage and brimming with opportunity, this distinctive property offers a rare blend of historic charm, architectural character, and versatile use for both residential and

  

  Tammy Tinnerello

  William Pitt Sotheby's Int'l

  (860) 979-5818

  60 Lyme St, Old Lyme, CT 06371
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  /25

  $619,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 2,270 Sq Ft

  128 Blake Rd, Hamden, CT 06517

  If you've ever dreamed of a storybook Tudor cottage tucked away in a peaceful setting, yet just minutes from Yale and downtown New Haven, this is the one. Originally part of the historic William Phipps Blake estate, this enchanting stone and stucco carriage house was thoughtfully converted into a private residence in 1924. The current owners have completed extensive updates, including a new

  

  Jack Thomas

  Berkshire Hathaway NE Prop.

  (475) 265-6034

  128 Blake Rd, Hamden, CT 06517
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  /26

  $550,000

  • 5 Beds
  • 3.5 Baths
  • 4,146 Sq Ft

  142 Broad St, Norwich, CT 06360

  Rare opportunity to own a beautifully renovated historic multi-family in Norwich with strong income potential and modern tenant-pleasing features! Currently a fully occupied 2-family with excellent rental history, this gem has zoning approval already in place to convert to a 3-family, unlocking even greater cash flow. There are existing stamped drawings with the layout ready to build. Apartments

  

  Tracy O'Donnell

  Berkshire Hathaway NE Prop.

  (860) 926-0135

  142 Broad St, Norwich, CT 06360
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  /40

  $449,000

  • 4 Beds
  • 2 Baths
  • 2,375 Sq Ft

  55 Mechanics St, Putnam, CT 06260

  Step into timeless elegance in this remarkable 1922 Antique Colonial Victorian, gracefully set in the heart of Putnam, Connecticut. Rich in historic charm yet thoughtfully updated for modern living, this distinguished residence immediately captivates with its absolutely stunning grand staircase-a true architectural centerpiece that sets the tone for the home's enduring sophistication. The main

  Lisa Therecka Therecka & Associates LLC

  55 Mechanics St, Putnam, CT 06260
• 

  

  /40

  $6,495,000

  • 8 Beds
  • 11 Baths
  • 10,335 Sq Ft

  15 Elm St, Groton, CT 06340

  Iconic Historic Inn steps from Historic Downtown Mystic. Once-in-a-lifetime opportunity to live in this exquisite architectural masterpiece. Meticulous 10,500 Sq Ft Italianate Victorian with 8 Bedrooms, 8 Full Bathrooms and 3 Half Bathrooms all nestled on 1.49 manicured acres with private parking lot and porte-cochere. Featuring 3 grand parlors with hand-painted ceilings, full commercial kitchen

  Judi Caracausa William Pitt Sotheby's Int'l

  15 Elm St, Groton, CT 06340
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  /20

  $189,000

  • 1 Bed
  • 1 Bath
  • 909 Sq Ft

  45 Main St Unit 308, Plainfield, CT 06374

  Welcome to your new home, a bright, low-maintenance condo located in a beautifully restored mill builidng that blends historic charm with modern convenience. This turn-key unit is designed for effortless living, offering comfort, security, and unbeatable access to everything you need. Sun-filled mill-style windows flood the space with natural light, creating an open airy feel from the moment you

  David Viveiros eXp Realty

  45 Main St Unit 308, Plainfield, CT 06374
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  /40

  $799,000 Open Wed 4PM - 6PM

  • 4 Beds
  • 3 Baths
  • 3,377 Sq Ft

  1489 Main St, Glastonbury, CT 06033

  The Hollister House awaits it next chapter! Step into modern, turnkey living in this 2300sf, fully renovated 4 bedroom/3 full bath single-family condo in the highly desirable Meadow Hill 55+ community. Every detail of this home has been updated, making it truly move-in ready...perfect for those seeking style, comfort, and low-maintenance living. The first floor features a primary bedroom and full

  Mimi Perrotti Century 21 AllPoints Realty

  1489 Main St, Glastonbury, CT 06033
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  /38

  $340,000

  • 4 Beds
  • 1 Bath
  • 1,756 Sq Ft

  30 Chestnut Hill Rd, Killingworth, CT 06419

  ** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of

  Nutan Pawar DreamHomes Realty LLC

  30 Chestnut Hill Rd, Killingworth, CT 06419
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  /36

  $1,399,000

  • 4 Beds
  • 4.5 Baths
  • 4,616 Sq Ft

  6 Morganti Ct, Ridgefield, CT 06877

  Welcome to 6 Morganti Ct.! Fantastic center-entrance Colonial, perfectly sited on a professionally landscaped, level acre tucked at the end of a quaint South Ridgefield cul-de-sac. This charming residence offers 4 bedrooms, 4 full and 1 half baths & 4,616 sq. ft. of beautifully proportioned living space w/soaring 9+ ft. ceilings, loads of natural light & an exceptionally functional floor plan.

  Lauren Parr Houlihan Lawrence

  6 Morganti Ct, Ridgefield, CT 06877
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  /9

  $5,920,000

  • Land
  • 22 Acres
  • $269,091 per Acre

  206 Oakland St, Manchester, CT 06042

  Zero disputing that INVENTORY is at historic lows. With very little housing options, high buyer demand for home ownership, and potential rates dropping this could be a very lucrative opportunity. This property is approved for a 148 unit townhome/condo project. All townhomes range from 1300-2000 sq ft, have 1 car garages, between 2-4 bedrooms, 2.5-3.5 bathrooms, and have very appealing layouts.

  Roy Evjen Evjen Agency

  206 Oakland St, Manchester, CT 06042
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  /29

  $299,900

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

  385 Broad St, New London, CT 06320

  An incredible opportunity awaits to own a piece of Connecticut history with this spacious 5-bedroom home, originally built in the 1800s. The property underwent a substantial rebuild in 2009, bringing the major systems up to date while preserving its historic charm. 2,150 square feet 5 bedroom 2 full bathroom complete in 2009 upgraded from studs out plus addition of 2nd full bathroom and bedroom

  Herb Carlon Coldwell Banker Realty

  385 Broad St, New London, CT 06320
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  /9

  $825,000

  • Land
  • 111 Acres
  • $7,432 per Acre

  0 Bozrah St Unit 24139896, Bozrah, CT 06334

  111 acres Bozrah St Bozrah CT - Great opportunity for an Estate property or family compound - Location halfway point Hartford to Connecticut Shores . Some trails exist - Historic mineral springs located on property - Three access points AKA Route 163

  Thomas Simjian Keller Williams Coastal

  0 Bozrah St Unit 24139896, Bozrah, CT 06334
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  /40

  $559,900

  • 3 Beds
  • 2.5 Baths
  • 1,739 Sq Ft

  3 Ferry Rd, Lyme, CT 06371

  This 1900s colonial farmhouse located in the historic village of Hadlyme is truly brimming with charm. This delightful home invites you into a spacious living room where sunlight pours through vintage windows. The oversized eat in kitchen, tastefully updated with soapstone countertops and stainless appliances, offers all the modern conveniences, yet preserves its classic appeal. Ideal for both

  Amanda Popplewell-Sanson Coldwell Banker Realty

  3 Ferry Rd, Lyme, CT 06371
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  /24

  $399,000

  • 6 Beds
  • 3.5 Baths
  • 1,899 Sq Ft

  934 Storrs Rd, Storrs Mansfield, CT 06268

  Located in Mansfield's historic district, this property offers 6 bedrooms and 3.5 bathrooms with a flexible layout across two levels. The main floor includes four bedrooms, including a primary suite with a Jack-and-Jill bath. The eat-in kitchen features skylights and connects to the main living areas. A living room and formal dining room with built-in cabinetry provide additional space. The

  Marlinette Pacheco mygoodagent

  934 Storrs Rd, Storrs Mansfield, CT 06268
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  /5

  $349,900 Open Wed 4PM - 6PM

  • 3 Beds
  • 2 Baths
  • 1,815 Sq Ft

  22 Westford Rd, Eastford, CT 06242

  A rare opportunity to own a piece of early New England history, this circa 1780 antique Cape is set in Eastford's quiet village setting, surrounded by open fields and timeless charm. Sited on nearly an acre with classic stone walls, this 3-bedroom, 2-bath home offers over 1800 square feet of character-filled living space. Original details include wide plank floors, exposed masonry, and multiple

  Robin Delaney Robin Delaney Real Estate

  22 Westford Rd, Eastford, CT 06242
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  /2

  $1,120,000 Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 3,466 Sq Ft

  145 Sherwood Rd, Easton, CT 06612

  Step into timeless elegance in this reimagined 1860s historic home set on 3.43 picturesque acres of natural beauty. The Charles Everitt House is an antique farmhouse in quintessential Easton where countryside living blends historic integrity with modern convenience. Sun filled, beautifully proportioned rooms exude charm and create a home that is both captivating and functional. Exceptional care

  Sandra Schmidt Coldwell Banker Realty

  145 Sherwood Rd, Easton, CT 06612
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  /4

  $715,000

  • Land
  • 1.89 Acres
  • $378,307 per Acre

  59 Montauk Ave, Stonington, CT 06378

  Set along sought-after Montauk Avenue in Stonington, this exceptional 1.89-acre parcel offers a rare opportunity to build a custom home in a truly prime location. The property is graced with a thoughtful mix of mature trees and younger growth that has flourished over the past 20 years, creating a natural, private setting while still allowing flexibility for design and siting. Some clearing needs

  Kevin Rogers Switz Real Estate Associates

  59 Montauk Ave, Stonington, CT 06378
• 

  

  /32

  $1,595,000

  • 4 Beds
  • 4 Baths
  • 2,966 Sq Ft

  147 Boston St, Guilford, CT 06437

  Discover the vibrant energy of the historic town green just outside your doorstep. The inviting sidewalk guides you to the lively center, only 600 yards away. There, you'll find a treasure trove of quaint shops, restaurants, the recreational center, and cozy coffee spots to enjoy. Join in the community spirit at concerts and local events, and explore the area's rich history and character-all

  Vicky Welch William Raveis Real Estate

  147 Boston St, Guilford, CT 06437
• 

  

  /40

  $900,000

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

  108 Thames St, Groton, CT 06340

  Experience the charm of waterfront living at 108 Thames Street, Groton, CT! Nestled along the Thames River, this spacious home boasts breathtaking water views and an unbeatable location. With multiple floors of living space, this property offers a versatile layout to suit your needs. The expansive rooms provide ample natural light, while the historic charm of the area enhances the home's

  Joseph Malerba eXp Realty

  108 Thames St, Groton, CT 06340
• 

  

  /8

  $1,200,000

  • 4 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  400 Gay St, Sharon, CT 06069

  Discover Timeless Elegance and Potential at 400 Gay Street, Sharon CT Situated on the edge of over 20 acres of picturesque land, this 1940 hand-built brick house awaits a visionary's touch to update the interior. There are several possible building sites that would accommodate a large Main house. This estate presents a rare chance to own a piece of Sharon's history and to craft a sanctuary

  John Harney William Pitt Sotheby's Int'l

  400 Gay St, Sharon, CT 06069
• 

  

  /34

  $249,900

  • 1 Bed
  • 1 Bath
  • 755 Sq Ft

  27 Nash Ln Unit 5, Bridgeport, CT 06605

  High end renovations that retain the charm of the historic Black Rock Garden Co-op complex! Custom kitchen with exposed brick, quartz countertops, stainless steel GE appliances, washer in hallway nook, floating glass shower, gorgeous hardwood floors throughout, hot water baseboard heat, insulated, tilt-in windows, and office with transom windows off living room/dining room. Open porch to enjoy

  Gail Robinson William Raveis Real Estate

  27 Nash Ln Unit 5, Bridgeport, CT 06605

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