Homes for Sale in Connecticut - Historic

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  /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
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  /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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  /30

  $749,000

  • 5 Beds
  • 4 Baths
  • 2,648 Sq Ft

  11 Phelps Rd, East Haddam, CT 06423

  Rare opportunity in the Hadlyme section of East Haddam featuring two dwellings on one parcel set in a scenic, natural setting. The main circa 1780 Mill House offers approximately 1,786 sq ft with original hardwood floors, chestnut paneling, two second-floor bedrooms, two additional attic rooms, and a first-floor suite with fireplace and private entrance overlooking a historic spring-fed pond.

  George Agnelli Agnelli Real Estate

  11 Phelps Rd, East Haddam, CT 06423
• 

  

  

  /38

  $299,900

  • 4 Beds
  • 1 Bath
  • 1,703 Sq Ft

  254 Broad St, Norwich, CT 06360

  Welcome to 254 Broad Street in Norwich, CT, a fantastic opportunity to own in a convenient and centrally located area that offers both accessibility and lifestyle appeal. This property is ideally situated with easy access to major highways including I-395 and Route 2, making commuting to surrounding cities simple and efficient. Enjoy close proximity to a variety of shopping centers, grocery

  Rosa Gallego Five Stars Realty

  254 Broad St, Norwich, CT 06360
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  /40

  $2,950,000

  • 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

  $950,000

  • 5 Beds
  • 3 Baths
  • 2,000 Sq Ft

  50 Southbury Rd, Roxbury, CT 06783

  Cottage, Guest House & Buildable Lot Exceptional estate opportunity in pastoral Southern Roxbury, just 90 minutes from New York City. Set on 8.71 acres, the property features a historic c.1817 three-bedroom antique cape-featured in Elle Decor-a charming two-bedroom guest house, and a separate 6.71-acre buildable lot with potential for a spacious custom home at the end of a long, private driveway.

  Jeff Phillips William Pitt Sotheby's Int'l

  50 Southbury Rd, Roxbury, CT 06783
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  /40

  $550,000

  • 4 Beds
  • 2 Baths
  • 2,280 Sq Ft

  174 Whitfield St, Guilford, CT 06437

  Exceptional Investment Opportunity - Prime Guilford Location Just steps from the vibrant Guilford Green, this historic multifamily property features two spacious 2-bedroom, 1-bathroom units on a level 0.46-acre lot. (Field card Says 2 bedrooms in each apt -4 bedrooms total- In 1st floor apt. Front room was used as 2nd bedroom. Fireplace is not currently operational. Ideal for restoration, it

  Sally Tucker Coldwell Banker Realty

  174 Whitfield St, Guilford, CT 06437
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  /37

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,958 Sq Ft

  533 Wayne St, Bridgeport, CT 06606

  Step into timeless elegance at 533 Wayne Street, a beautifully preserved 1913 home rich with old-world charm and character. From the moment you enter, the grand foyer welcomes you with a stunning French front door, setting the tone for the craftsmanship and detail found throughout. The main living level features soaring 9-foot ceilings, a classic powder room, and a dedicated office space-perfect

  Kyle Neumann Houlihan Lawrence

  533 Wayne St, Bridgeport, CT 06606
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  /18

  $429,000

  • 4 Beds
  • 2 Baths
  • 1,946 Sq Ft

  34 Buick Ave, Milford, CT 06460

  The Buick House - A Rare Piece of Milford History, Circa 1730 Step into nearly three centuries of New England history with this exceptional Antique Colonial/Salt Box, one of the oldest standing homes in Milford. Set on almost a half acre of secluded downtown land and fronted by Stubby Plain Brook, this is your chance to own a piece of Milford's history! Inside, original wide-plank floors run

  Daniel Thornberg Stacy Blake Realty LLC

  34 Buick Ave, Milford, CT 06460
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  /40

  $795,000

  • 4 Beds
  • 4 Baths
  • 3,826 Sq Ft

  835 Monroe Turnpike, Monroe, CT 06468

  835 Monroe Turnpike Set on 4.8 acres of level, private land in Monroe's sought-after Historic District, this distinctive 4-bedroom, 4-bath residence offers a rare blend of space, character, and setting. A long, tree-lined driveway leads you to the home, which sits gracefully set back from the road, framed by classic stone walls and a picturesque pond at the front of the property. Designed for

  Jeffrey Gagliardo Realty ONE Group Connect

  835 Monroe Turnpike, Monroe, CT 06468
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  /25

  $239,900

  • 3 Beds
  • 1 Bath
  • 1,099 Sq Ft

  67 Pomfret St, Putnam, CT 06260

  Experience the perfect blend of historic charm and contemporary elegance in this rare, fully renovated townhouse condo in the heart of Downtown Putnam. Updated for a "like-new" living experience, this home features an open kitchen with butcher block counters, stainless steel appliances, and a convenient breakfast bar. The newer painted neutral interior and laminate flooring create an inviting

  Michelle Manter Berkshire Hathaway NE Prop.

  67 Pomfret St, Putnam, CT 06260
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  /33

  $729,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,381 Sq Ft

  315 Booth Hill Rd, Trumbull, CT 06611

  Desirable Nichols neighborhood 4-bedroom, 2.5-bath Colonial offering comfort, space, and timeless appeal. Nestled in one of the area's most sought-after communities, this beautifully maintained home offers a warm, inviting feel from the moment you arrive. Inside, you'll find spacious, light-filled rooms and a layout designed for both everyday living and effortless entertaining. The large eat-in

  Nannette Fatigate Berkshire Hathaway NE Prop.

  315 Booth Hill Rd, Trumbull, CT 06611
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  /38

  $1,495,000

  • 4 Beds
  • 2.5 Baths
  • 6,395 Sq Ft

  99 Carriage Ln, Roxbury, CT 06783

  Looking to escape the hectic pace of city life? Welcome to this peaceful, beautifully renovated 4-bedroom home, originally built in 2005, offering the perfect blend of comfort and tranquility. Featuring 2.5 baths and a spacious open-concept living and dining area, this home is ideal for hosting gatherings and entertaining with ease. The modern kitchen is a dream for any home chef, complete with

  Debra Tricarico Houlihan Lawrence

  99 Carriage Ln, Roxbury, CT 06783
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  /40

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  261 Brown Rd, Brooklyn, CT 06234

  Classic 1989 Colonial, convenient to Brooklyn Center, with the best of both worlds: rural privacy & country living but close to everyday conveniences. Spanning 4-bedrooms, 2.5-bathrooms, this home delivers a functional floor plan with room to spread out. Enter from the two car garage into a sunroom with tons of natural light from sliders & skylights, ideal for plant lovers but also offering a

  Jessica Powers Real Broker CT, LLC

  261 Brown Rd, Brooklyn, CT 06234
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  /30

  $200,000

  • 3 Beds
  • 1 Bath
  • 2,219 Sq Ft

  363 Windham Rd, Willimantic, CT 06226

  Welcome to this charming early-20th-century residence, built in 1910 and nestled on a generous 0.66-acre lot in the heart of Willimantic. With approximately 2,216 sq ft of living space, this home features three bedrooms (4 if you include one on the first floor) and two full baths-ideal for renovation or as a creative new canvas. Step inside and find timeless elements: expansive rooms, tall

  Christine Homa Christine Homa

  363 Windham Rd, Willimantic, CT 06226
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  /40

  $924,900

  • 5 Beds
  • 4 Baths
  • 3,661 Sq Ft

  538 Main St, Wethersfield, CT 06109

  Welcome To 538 Main St, An Extraordinary Waterfront Residence At The Very End Of Historic Old Wethersfield's Most Prestigious Neighborhood. This Iconic Home Offers Sweeping Views Of Wethersfield Cove With Access To The Connecticut River, Set On 1.27 Acres Of Beautifully Manicured Grounds. With Water Views From Nearly Every Room, This One-Of-A-Kind Property Blends Timeless Charm With Modern

  Michael Truong eXp Realty

  538 Main St, Wethersfield, CT 06109
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  /40

  $1,299,900

  • 4 Beds
  • 4 Baths
  • 4,154 Sq Ft

  180 Green Hill Rd, Killingworth, CT 06419

  Step into this magnificent 1760 Colonial estate on 8.2 acres, featuring 4 spacious bedrooms and 4 full bathrooms, including a primary suite with fireplace, sitting room, and dressing area. Enjoy 6 working fireplaces, renovated kitchen with restored antique floors and hearth, expansive 28x13 keeping room, and generous 25x15 living room. Additional highlights include formal dining room, multiple

  James Luth HERE Realty

  180 Green Hill Rd, Killingworth, CT 06419
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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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  /36

  $1,990,000

  • 4 Beds
  • 4 Baths
  • 3,046 Sq Ft

  3 Cedar Pond Rd, Westport, CT 06880

  Tucked away at the end of a long private drive, this exceptional property offers rare privacy just mins from everything Westport has to offer. Set on 2.1 acres, 3 Cedar Pond Rd is a true hidden oasis in the heart of town. Custom-built by noted architect George White as a 'replica' Colonial, the home reflects the timeless character of early CT architecture & was recognized by the Westport Historic

  Shannon Manning The Riverside Realty Group

  3 Cedar Pond Rd, Westport, CT 06880
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  /34

  $549,900

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

  17-19 Silver Ln, East Hartford, CT 06118

  Welcome to 17-19 Silver Lane, East Hartford - a fully reimagined mixed-use masterpiece blending historic charm with modern luxury. Completely remodeled top to bottom in 2024, this exceptional three-unit property showcases meticulous craftsmanship and high-end finishes throughout. Each space features oversized designer tile, elegant granite countertops with custom islands, upscale lighting, and

  Michael Truong eXp Realty

  17-19 Silver Ln, East Hartford, CT 06118
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  /14

  $179,000

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  201 College St Unit 26, Middletown, CT 06457

  Welcome to Hamlin Court Condominiums, where historic charm meets comfortable, modern living. This well-maintained 1-bedroom, 1-bath ranch-style condo (Unit 26) offers a move-in-ready opportunity in one of Middletown's most desirable locations. The unit features fresh paint and new flooring throughout, creating a clean, bright, and inviting atmosphere. The kitchen is in good condition, offering

  Jacob Mochkin Roundtree Realty LLC

  201 College St Unit 26, Middletown, CT 06457
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  /23

  $399,900 Open Sun 12PM - 2PM

  • 6 Beds
  • 3 Baths
  • 2,612 Sq Ft

  90 Humphrey St, Seymour, CT 06483

  ** HIGHEST & BEST DEADLINE MONDAY 5/11 @ 5PM** Opportunity awaits at 90 Humphrey Street in Seymour. This well-maintained multifamily property offers strong income potential for both investors and owner-occupants alike. Featuring spacious units, in-unit laundry, and functional layouts, the property presents an excellent opportunity to add value over time while generating immediate rental income.

  Ryan De Lello William Pitt Sotheby's International Realty

  90 Humphrey St, Seymour, CT 06483
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  /36

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft

  446-448 Salmon Kill Rd, Salisbury, CT 06039

  A Versatile Country Compound Just Minutes from Salisbury Village. Located on a picturesque country road just four miles from the Salisbury village center, this multi-structure compound presents a rare opportunity to live, work, and generate passive income. With close proximity to area private schools and the Historic Lime Rock Park, the property offers exceptional potential for long-term leasing

  Mimi Harson William Pitt Sotheby's Int'l

  446-448 Salmon Kill Rd, Salisbury, CT 06039
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  /20

  $995,000

  • 15 Beds
  • 4,570 Sq Ft

  357 Norman St, Bridgeport, CT 06605

  Excellent Investment Opportunity! This historic and well-maintained apartment building offers an exceptional chance to expand your portfolio with a strong performing asset. Spanning approximately 4,570 sqft., the property features 15 residential units plus an on-site office, ideal for property management convenience. This building offers a varied floor plan of efficient studio units, appealing to

  Catherine Aaron Berkshire Hathaway NE Prop.

  357 Norman St, Bridgeport, CT 06605
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  /28

  $815,000

  • 2 Beds
  • 1.5 Baths
  • 961 Sq Ft

  39 Prospect St, Essex, CT 06426

  Hilltop Cottage c.1900 The Perfect pied a terre in the heart of the historic Essex CT yachting village welcomes you in each season. In spring, see your professional perennial cottage garden come alive with roses, irises, and peonies. In summer, entertain friends on your large private deck overlooking more gardens and catching the breeze off Long Island Sound. In fall, join in the village

  R. Dean Eubank William Pitt Sotheby's Int'l

  39 Prospect St, Essex, CT 06426
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  /39

  $499,000

  • 5 Beds
  • 2 Baths
  • 2,664 Sq Ft

  21 N Washington Ave, Niantic, CT 06357

  Enjoy the best of coastal living with easy access to all that Niantic has to offer. This property offers both comfort and convenience. 2 spacious units featuring generous sized rooms. The attic is included as part of the 2nd floor unit, creating an additional bedroom, or versatile living area. An extra-large lot that provides ample outdoor space for relaxation or entertaining. This multifamily

  Linda Johnson-Hille RE/MAX on the Bay

  21 N Washington Ave, Niantic, CT 06357
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  /16

  $950,000

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft

  11 Judges Hollow Rd, Fairfield, CT 06824

  Eight minutes from downtown Westport, escape to 11 Judges Hollow-a 1930's rustic hunting cabin on 1.6 private wooded acres at the end of a long secluded driveway. A one of a kind private in holding completely surrounded by the 180 acre Brett Woods Conservation Area, this rare property offers ultimate privacy with protected open space as your permanent neighbor. Judges Hollow is nestled within

  Lisa Hartmann William Pitt Sotheby's Int'l

  11 Judges Hollow Rd, Fairfield, CT 06824
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  /4

  $1,850,000

  • Land
  • 8,712 Sq Ft
  • $9,250,000 per Acre

  31 Franklin St, Westport, CT 06880

  This transformative site is located on quaint street lined with early 1900s properties in the Historic Saugatuck area of Westport. One block away from train station I-95. Adjacent to the recently developed Saugatuck Center and Saugatuck River with restaurants, Cafes and luxury residential. Potential to acquire adjacent 19 Ketchum that is fully occupied as well as 31 Franklin. Please do not walk

  Peter Lane Ogents, LLC

  31 Franklin St, Westport, CT 06880
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  /28

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,220 Sq Ft

  25 E Shore Rd, New Preston Marble Dale, CT 06777

  Renovated c.1860 cottage set along the East Aspetuck River in the heart of historic New Preston. This charming turnkey, retreat offers 2 bedrooms, 2 expansive bathrooms, and a gourmet kitchen, all complemented by the soothing sounds and views of a nearby waterfall. Relax at the river's edge, gather around the fire pit, or stroll into town to enjoy boutiques, antique shops, wine bar/restaurant,

  Melissa Smith Houlihan Lawrence

  25 E Shore Rd, New Preston Marble Dale, CT 06777
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  /20

  $499,000

  • Land
  • 8.64 Acres
  • $57,755 per Acre

  200 North St, Roxbury, CT 06783

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

  Jill Sloane Brown Harris Stevens

  200 North St, Roxbury, CT 06783
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  /31

  $689,500 Open Sun 1:30PM - 3:30PM

  • 1 Bed
  • 1.5 Baths
  • 1,650 Sq Ft

  36 Shipyard Ln Unit C, Milford, CT 06460

  Experience luxury coastal living in the heart of downtown Milford! This stunning 1 Bedroom, 1.5 Bath, 1,650 sq ft condominium is located in a prestigious gated complex overlooking picturesque Milford Harbor and offers the ultimate walkable lifestyle-just steps to the Metro-North/New York City train station, Milford's beautiful Historic Green, boutique shopping, and 20+ restaurants. An impressive

  Stephanie Ellison Ellison Homes Real Estate

  36 Shipyard Ln Unit C, Milford, CT 06460
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  /40

  $749,000 Open House 5/22

  • 3 Beds
  • 2.5 Baths
  • 1,300 Sq Ft

  363 Farmholme Rd, Stonington, CT 06378

  Welcome home to 363 Farmholme Road - a classic New England style Cape set on 2.23 acres complete with a barn and outbuilding. This charming 3 bedroom, 2 1/2 bath home offers a bright and inviting open floor plan featuring wood floors throughout and an abundance natural light. The heart of the home is the seamless first floor living space, where the kitchen, dining, and living areas flow together

  Laurie Johnstone Berkshire Hathaway NE Prop.

  363 Farmholme Rd, Stonington, CT 06378
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  /40

  $7,400,000

  • 7 Beds
  • 7 Baths
  • 6,844 Sq Ft

  102 Melius Rd, Warren, CT 06754

  Reverie Farm is an exceptionally rare late 18th century stone and shingle estate, on more than one hundred acres, located in one of the highest and most private parts of Connecticut. Situated in the heart of Litchfield County, the property rises more than 1,200 feet in elevation across four distinct tax parcels, among which are several estate quality building sites. The setting is dreamlike in

  Andrew Gates Houlihan Lawrence, Inc.

  102 Melius Rd, Warren, CT 06754
• 

  

  /22

  $175,000

  • 1 Bed
  • 1 Bath
  • 636 Sq Ft

  1150 Whitney Ave Unit 5, Hamden, CT 06517

  This beautifully remodeled townhouse-style 1 bedroom condo is the perfect first step into homeownership. Blending historic charm with modern upgrades, the unit has been fully refreshed so you can move right in without the stress of renovations. Enjoy brand new flooring throughout, fresh paint that brightens every room, and updated electrical for safety and peace of mind. The layout offers

  Amber Berry Weichert, Realtors-On The Mark

  1150 Whitney Ave Unit 5, Hamden, CT 06517
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  /34

  $569,000

  • 6 Beds
  • 3 Baths
  • 2,716 Sq Ft

  584 Kossuth St, Bridgeport, CT 06608

  A charming three-family property is now available in the highly desirable Historic East Side of Bridgeport, ideally situated directly across from scenic Washington Park. This stately residence is set on a charming, tree-lined street, offering a perfect blend of urban convenience and neighborhood appeal. Enjoy relaxing evening strolls through the park or along the peaceful surroundings. Each of

  Kathleen Dattilo Lamacchia Realty

  584 Kossuth St, Bridgeport, CT 06608
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  /40

  $1,250,000

  • 3 Beds
  • 2 Baths
  • 1,953 Sq Ft

  2 Elm St, Groton, CT 06340

  Nestled in one of the most coveted neighborhoods of Historic Downtown Mystic, this exquisitely reimagined Carriage House at 2 Elm Street beautifully blends timeless New England charm with refined modern living. Set on a rare and generous 0.30acre parcel, this exceptional 3bedroom, 2bath residence has been thoughtfully renovated throughout, offering turnkey elegance in an unbeatable location. At

  Judi Caracausa William Pitt Sotheby's Int'l

  2 Elm St, Groton, CT 06340
• 

  

  /40

  $1,325,000

  • 4 Beds
  • 3.5 Baths
  • 4,103 Sq Ft

  40 Great Ring Rd, Sandy Hook, CT 06482

  EXCITING NEW LISTING DEVELOPMENT! Now offered independently, with the adjoining land available if desired - two properties, one extraordinary opportunity at 40 Great Ring Road. This modern vision of New England living blends refined architectural character with forward-thinking innovation, energy independence, and sustainable design. The four-bedroom home features a spacious primary suite and

  Stephanie Barnes William Raveis Real Estate

  40 Great Ring Rd, Sandy Hook, CT 06482
• 

  

  /40

  $625,000

  • 4 Beds
  • 4 Baths
  • 2,780 Sq Ft

  712 Main St, South Glastonbury, CT 06073

  Welcome to this beautifully restored and fully renovated 1800s antique home, where timeless charm meets modern convenience-allowing you to move right in without lifting a finger. Every detail has been thoughtfully updated while preserving the character and craftsmanship of the era. Major improvements include a new roof, new siding, new boiler, updated electrical & plumbing, many replaced windows

  Lauren Freedman Coldwell Banker Realty

  712 Main St, South Glastonbury, CT 06073
• 

  

  /32

  $415,000

  • 5 Beds
  • 2 Baths
  • 2,330 Sq Ft

  21 Brunswick Ave, Moosup, CT 06354

  Step into living history at 21 Brunswick Ave, a lovingly preserved 1890 Victorian in the heart of Moosup. Built when craftsmanship and artistry defined construction, this home announces itself from the moment you cross the threshold. Original hardwood floors anchor every room with warmth and authenticity. A stunning hammered tin ceiling in the bathroom catches the light and the eye, a detail so

  Adam Gumula Kazantzis Real Estate, LLC

  21 Brunswick Ave, Moosup, CT 06354
• 

  

  /39

  $334,900

  • 3 Beds
  • 1.5 Baths
  • 2,000 Sq Ft

  2 Mediterranean Ln, Norwich, CT 06360

  Welcome to a beautifully renovated home in Norwich's desirable historic district. This inviting property features spacious living areas and thoughtful updates. The kitchen flows into the dining and living spaces, making it ideal for both everyday living and entertaining. There are generously sized bedrooms and 2.5 bathrooms and a laundry room. The outdoor space offers room to relax and enjoy.

  Michaela Lamb Sold by Michaela

  2 Mediterranean Ln, Norwich, CT 06360

Showing Results 241 - 280, Page 7 of 10