Homes for Sale in Connecticut - Historic

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  /40

  $1,199,900

  • 7 Beds
  • 5.5 Baths
  • 6,006 Sq Ft

  175 Scarborough St, Hartford, CT 06105

  Welcome to 175 Scarborough Street, a masterfully reimagined residence on one of Hartford's most distinguished streets. Nestled in the heart of the sought-after West End, this home seamlessly blends historic charm with sophisticated, modern luxury, delivering the ultimate in comfort, style, and performance. This stately 6,006 sq ft estate boasts 7 spacious bedrooms, 6 bathrooms including 3

  Carlos Hudson Hudson Home Services LLC

  175 Scarborough St, Hartford, CT 06105
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  /16

  $160,000

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft

  297 Main St, Hampton, CT 06247

  Adventure Awaits in This 1850 Hampton Gem! Step back in time with this solidly built 1850 home featuring stunning exposed beams like no other! Located on historic Main Street in Hampton, CT-just outside of Pomfret and surrounded by picturesque farmland-you'll enjoy the serenity of country living while still being close to Killingly and other local conveniences. The home has been taken down to the

  Missy Greene eXp Realty

  297 Main St, Hampton, CT 06247
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  /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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  /40

  $1,650,000

  • 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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  /4

  $1,490,000

  • Land
  • 0.15 Acre
  • $9,933,333 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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  /40

  $519,000

  • 4 Beds
  • 3.5 Baths
  • 2,380 Sq Ft

  237 North St, Watertown, CT 06795

  Welcome to this charming 4 bedroom, 3.5 bath vintage Colonial in the heart of Watertown, located near Taft School! Rich in character and architectural detail, this home blends historic elegance with comfortable everyday living. Inside, you'll find 10 foot ceilings, graceful arched doorways, detailed crown molding, custom built ins, and hardwood floors throughout. The inviting living room offers

  Marvel Mendez KW Legacy Partners

  237 North St, Watertown, CT 06795
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  /40

  $1,975,000

  • 5 Beds
  • 5 Baths
  • 4,259 Sq Ft

  32 E Main St, Stonington, CT 06355

  Stately Mystic Residence in Premier Live-Work Zone Perfectly positioned in the heart of Historic Downtown Mystic, this grand 4,259 sq ft residence offers a rare opportunity to own a stately 4-bedroom, 4 full and 2 half bath property on a professionally landscaped corner lot. Nestled on a level 0.25-acre parcel in the coveted LS-5 Zone, this unique offering allows for a flexible Live-Work

  Judi Caracausa William Pitt Sotheby's Int'l

  32 E Main St, Stonington, CT 06355
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  /17

  $150,000

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  16 Vernon Ave Unit 34, Vernon Rockville, CT 06066

  Welcome to 16 Vernon Avenue, a unique condo located in a beautifully converted mill building in Vernon. This distinctive residence blends historic character with modern comfort, featuring soaring 16-foot ceilings, exposed beams, and classic brick walls that highlight the building's original charm. Large south-facing windows fill each room with natural light, creating a bright and inviting

  Kristin Callahan eXp Realty

  16 Vernon Ave Unit 34, Vernon Rockville, CT 06066
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  /21

  $795,000

  • Land
  • 0.3 Acre
  • $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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  /32

  $1,700,000

  • 3 Beds
  • 2.5 Baths
  • 2,044 Sq Ft

  705 Weed St Unit 7, New Canaan, CT 06840

  A rare opportunity to live in a granite and limestone estate of historic significance, just moments from the heart of downtown New Canaan. Set on three beautifully landscaped acres, Stepping Stones is a distinguished residence of only eight bespoke condominiums, showcasing exceptional period craftsmanship including soaring ceilings, European millwork, and Hope steel windows. This turnkey

  Melissa Jones Houlihan Lawrence

  705 Weed St Unit 7, New Canaan, CT 06840
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  /24

  $490,000

  • 2 Beds
  • 1.5 Baths
  • 1,202 Sq Ft

  206 Sunrise Hill Rd Unit 206, Norwalk, CT 06851

  Welcome to Your Ideal Fairfield County Townhouse! Discover effortless living in this beautifully maintained, pet-friendly community. This charming three-story townhouse offers exceptional amenities, including an in-ground pool with cabana, tennis and pickleball courts, a playground, and scenic walking paths through wooded grounds. HOA services provide meticulous landscaping, snow removal, and

  Georgina Fryer Coldwell Banker Realty

  206 Sunrise Hill Rd Unit 206, Norwalk, CT 06851
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  /4

  $1,790,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  31 Stony Lane Lot 1 Rd, Madison, CT 06443

  Indulge in refined living at our Barberry Farm Open Space subdivision with Waterside Building and Development. Your bespoke home, spanning 3,000 to 4,000+ sq ft, promises not just spacious elegance but high-end finishes and meticulous craftsmanship. Situated within walking distance to Madison beaches and a golf course, this enclave blends luxury with convenience. Revel in the exquisite details of

  Lindsay Greenberg William Raveis Real Estate

  31 Stony Lane Lot 1 Rd, Madison, CT 06443
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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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  /37

  $399,000

  • 5 Beds
  • 2.5 Baths
  • 3,069 Sq Ft

  38 Canterbury Rd, Brooklyn, CT 06234

  Built in 1829 by Edwin C. Newbury and recognized by the Brooklyn Historic Society, this classic center hall Colonial offers a rare opportunity for true old home enthusiasts to own a meaningful piece of Brooklyn's architectural history. Prominently set in Brooklyn Center along scenic Route 169, the property blends early New England heritage with modern convenience, just a short drive to local

  Adam Gumula Kazantzis Real Estate, LLC

  38 Canterbury Rd, Brooklyn, CT 06234
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  /40

  $549,900

  • 5 Beds
  • 3.5 Baths
  • 4,172 Sq Ft

  4 Perrin Rd, Woodstock, CT 06281

  House was withdrwan due to bad winter weather only. Historic elegance meets modern comfort in the Ebenezer Stoddard House (c. 1800), a former inn offering 4,172 sq ft, 5 bedrooms, and 3.5 baths on 1.2 acres in Woodstock's sought-after Quiet Corner. Original charm shines through wide-plank floors, exposed beams, multiple fireplaces, 2 stair cases , while recent updates include a modernized kitchen

  Divya Kataria Berkshire Hathaway NE Prop.

  4 Perrin Rd, Woodstock, CT 06281
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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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  /35

  $399,900 Open Sat 11AM - 1PM

  • 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

  $2,150,000

  • 4 Beds
  • 3.5 Baths
  • 3,023 Sq Ft

  234 Wilton Rd, Westport, CT 06880

  Wilton Road places you minutes from town and the shoreline. At 234, convenience and privacy coexist. A turn onto a side lane and a set-back approach behind mature trees create a setting that feels distinctly separate from the street. Originally built in 1884, the home has been fully renovated and thoughtfully expanded. A 2024 addition reshaped the main level, enlarging the kitchen and introducing

  Cindy Raney Coldwell Banker Realty

  234 Wilton Rd, Westport, CT 06880
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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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  /4

  $2,895,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 4,958 Sq Ft

  174 Montauk Ave, Stonington, CT 06378

  Set on one of Stonington's most scenic roads, this exceptional 3.03-acre Montauk Avenue property offers a rare opportunity to own a custom new construction home in a truly estate-like setting. Tastefully cleared and bordered by classic New England stone walls, the lot provides a peaceful, park-like backdrop and a sense of privacy. The thoughtfully designed custom coastal farmhouse-style home

  Mark Bevington Coldwell Banker Realty

  174 Montauk Ave, Stonington, CT 06378
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  /19

  $1,350,000

  • Land
  • 0.48 Acre
  • $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
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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
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  /40

  $2,825,000

  • 3 Beds
  • 2.5 Baths
  • 2,873 Sq Ft

  166 Rowayton Ave Unit 2, Norwalk, CT 06853

  A historic home with heart in the iconic seaside town of Rowayton, Welcome to Winthrop House. A distinguished residence commissioned by coveted developer Andy Glazer, perfectly nestled in the center of Rowayton. This exquisite home offers 2,873 sf of refined living space, reflecting a blend of historic charm on the exterior and modern elegance on the interior. This 1846 residence was meticulously

  Nancy R Dauk Compass Connecticut, LLC

  166 Rowayton Ave Unit 2, Norwalk, CT 06853
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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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  /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
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  /40

  $425,000

  • 4 Beds
  • 1.5 Baths
  • 2,152 Sq Ft

  268 Main St, Durham, CT 06422

  HISTORIC GEM ON DURHAM'S BELOVED MAIN STREET! Welcome to the Roberts-Moffitt House, a distinguished Federal Colonial that has graced Durham's picturesque Main Street for generations. This 4 bedroom, 1.5 bathroom residence offers 2,152sf of thoughtfully preserved living space within the town's Historic District where sidewalk-lined streets tell stories of CT's rich heritage. Discover a home where

  Kiara Rusconi William Raveis Real Estate

  268 Main St, Durham, CT 06422
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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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  /40

  $2,150,000

  • 3 Beds
  • 2.5 Baths
  • 3,014 Sq Ft

  54 Barnes Rd, Stonington, CT 06378

  Discover a New-Generation Modern Farmhouse set on 7.3 pristine acres on one of the most coveted addresses in Historic Stonington. Once Colonial Farmland, now a Masterfully Designed Private Estate combining timeless character with cutting-edge performance. This 3 Bedroom 2 and 1/2 Bath home was thoughtfully constructed in 2019 to the highest Passive House, Net Zero Plus, and extreme

  Judi Caracausa William Pitt Sotheby's Int'l

  54 Barnes Rd, Stonington, CT 06378
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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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  /31

  $1,295,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 4,764 Sq Ft

  273 North St, Ridgefield, CT 06877

  Enjoy the best of Ridgefield living in this beautifully designed Colonial Farmhouse set on over an acre just minutes from town. With over 4,000 square feet, this home offers timeless charm and exceptional space for everyday living and entertaining. The sun-filled kitchen features soapstone countertops, a farmhouse sink, and a dining area surrounded by expansive windows. The main level also

  Stephanie Phillips Houlihan Lawrence

  273 North St, Ridgefield, CT 06877
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  /17

  $459,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 1,228 Sq Ft

  91 Church St Unit 1, New Haven, CT 06510

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

  Jill Nathanson-Zaengel Press/Cuozzo Realtors

  91 Church St Unit 1, New Haven, CT 06510
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  /38

  $1,599,000

  • 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

  $949,900 Coming Soon

  • 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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  /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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  /39

  $2,595,000 Open Thu 11AM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 5,376 Sq Ft

  3808 Redding Rd, Fairfield, CT 06824

  3808 Redding Road is the kind of property that feels discovered rather than found. A place where time has softened the edges, and the landscape tells its own story. Dating to 1769 and set on nearly eighteen acres of open fields and mature trees, this is one of Fairfield's earliest homes, thoughtfully rebuilt in 2008 to preserve its character with modern ease. Inside, the home unfolds with warmth

  Cindy Raney Coldwell Banker Realty

  3808 Redding Rd, Fairfield, CT 06824
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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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  /40

  $2,195,000

  • 4 Beds
  • 3.5 Baths
  • 3,551 Sq Ft

  382 Weekeepeemee Rd, Woodbury, CT 06798

  The Jesse Peck Lambert Homestead, built in 1805 & thoughtfully restored, provides a seamless blend of historic charm & modern comfort. Set on 6.42 acres in Northern Woodbury on the Washington border just 2 hours from NYC, this 4-bedroom/3.5-bath home provides a serene escape with timeless appeal. The newly designed kitchen is a chef's dream, featuring custom rift-sawn white oak cabinets, oiled

  Jeff Phillips William Pitt Sotheby's Int'l

  382 Weekeepeemee Rd, Woodbury, CT 06798
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  /38

  $1,599,000

  • 5 Beds
  • 3.5 Baths
  • 3,229 Sq Ft

  164 Wakeman Rd, Fairfield, CT 06824

  Nestled in Fairfield's highly sought-after University neighborhood, this exceptional home beautifully blends timeless vintage charm with a warm, modern aesthetic. Set on a private, arborvitae-lined property, the outdoor space features a stone patio and gas fire rock seating area. Inside, the inviting layout offers effortless flow and abundant natural light. The living room, anchored by a

  Katie O'Grady Compass Connecticut, LLC

  164 Wakeman Rd, Fairfield, CT 06824
• 

  

  /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

Showing Results 161 - 200, Page 5 of 7