Homes for Sale in Connecticut - Historic

• 

  

  

  /40

  $2,700,000

  • 4 Beds
  • 5.5 Baths
  • 6,078 Sq Ft

  324 Silver Spring Rd, Ridgefield, CT 06877

  Named for its historic freshwater spring, Silver Spring Rd is one of southern Ridgefield's most picturesque residential settings w/its preserved woodlands & timeless beauty. Sited in one of the area's most stunning, bucolic, private settings, this exceptional Georgian residence offers commanding curb appeal & architecture of enduring style. An impressive Foyer w/sweeping staircase sets the tone

  Karla Murtaugh Compass Connecticut, LLC

  324 Silver Spring Rd, Ridgefield, CT 06877
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  /39

  $699,000

  • 6 Beds
  • 3.5 Baths
  • 3,397 Sq Ft

  5385 Main St, Trumbull, CT 06611

  Magnificent opportunity to embrace historic charm. This spacious Victorian home is filled with character and timeless architectural details while offering the comfort of modern updates. A beautifully updated kitchen with a massive island that blends classic charm with modern convenience. The home's signature wrap-around porch provides the perfect spot to relax and enjoy the outdoors. Inside, the

  Michael Debiase Keller Williams Realty

  5385 Main St, Trumbull, CT 06611
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  /40

  $25,000,000

  • 6 Beds
  • 11 Baths
  • 19,569 Sq Ft

  1131 Sasco Hill Rd, Fairfield, CT 06824

  Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

  Andrew Whiteley Brown Harris Stevens

  1131 Sasco Hill Rd, Fairfield, CT 06824
• 

  

  

  /40

  $2,650,000

  • 4 Beds
  • 4.5 Baths
  • 6,194 Sq Ft

  24 Indigo Trail, Madison, CT 06443

  Set on 5.65 secluded acres in the heart of Madison, this exceptional English Georgian custom home offers a rare blend of timeless architecture, refined craftsmanship, and natural beauty. Surrounded by mature woodlands, the property is a private retreat, complete with a gently winding stream and the preserved stone remnants of a historic mill-an evocative nod to the land's rich past. Inside, the

  Mark McElrath William Pitt Sotheby's Int'l

  24 Indigo Trail, Madison, CT 06443
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  /28

  $585,000

  • 2 Beds
  • 2 Baths
  • 1,712 Sq Ft

  6 Puddlers Ln, Lakeville, CT 06039

  Tucked within the Amesville section of Salisbury, Puddlers Lane is one of the area's most charming and quietly distinctive enclaves-a short, storybook stretch of a small cluster of period residences originally built for the region's early ironworkers. This c.1840 home has been thoughtfully updated to balance its history with modern comfort. The interior, with antique wood floors throughout,

  William Melnick Elyse Harney Real Estate

  6 Puddlers Ln, Lakeville, CT 06039
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  /33

  $1,775,000

  • 3 Beds
  • 2.5 Baths
  • 2,516 Sq Ft

  35 Sill Ln, Old Lyme, CT 06371

  Step into a story spanning nearly three centuries. The Wade-Tinker Colonial, circa 1755, is not just a home - it is a meticulously preserved piece of New England heritage nestled on 1.38 acres of some of the most storied land in Old Lyme. This stunning antique colonial seamlessly blends the soul of the 18th century with the comforts of modern living. Every corner of this 3-bedroom, 2.5-bathroom

  Colette Harron William Pitt Sotheby's Int'l

  35 Sill Ln, Old Lyme, CT 06371
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  /3

  $195,000

  • Land
  • 5.18 Acres
  • $37,645 per Acre

  1637 Connecticut 12, Gales Ferry, CT 06335

  Commercial Lot for sale zoned GFDD. (Gales Ferry Development District) This property is 5.18 acres, located on the corner of Kings Highway and Rte. 12 in Gales Ferry. Just north of the property are McDonald's, Ocean State Job Lot, Dollar General, Dunkin Donuts, various restaurants, Holmberg's Orchard, and a winery. This property is not far from the Mohegan Sun and Foxwoods casinos! Located just

  Jacqueline Beckwith Coldwell Banker Realty

  1637 Connecticut 12, Gales Ferry, CT 06335
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  /40

  $925,000

  • 3 Beds
  • 2.5 Baths
  • 3,174 Sq Ft

  13 Brandon Ln Unit 13, Mystic, CT 06355

  By far one of the most desirable locations within the highly coveted Bishop's Cove community, this exceptional end-unit condominium offers privacy, tranquility, 2 private decks and effortless living just moments from the heart of downtown Mystic. Perfectly sited overlooking a serene pond and wooded backdrop, this home features a rare and highly sought-after first-floor primary suite complete with

  Judi Caracausa William Pitt Sotheby's Int'l

  13 Brandon Ln Unit 13, Mystic, CT 06355
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  /4

  $1,100,000

  • Land
  • 2.65 Acres
  • $415,094 per Acre

  22 Brett Rd, Fairfield, CT 06824

  An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Com. for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill. With its driveway access on Brett Road, a

  Andrew Whiteley Brown Harris Stevens

  22 Brett Rd, Fairfield, CT 06824
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  /2

  $3,700,000

  • Land
  • 128.64 Acres
  • $28,762 per Acre

  147 Riggs St, Oxford, CT 06478

  For Sale: 147 Riggs Street, Oxford, CT - 128.64-Acre Farm with Historic Homestead A rare opportunity to own 128.64 acres of picturesque land in Oxford, Connecticut. This expansive property (Parcel 27-15-9, per Town of Oxford Assessment Parcel Map) offers mixed-use zoning (Code 016), making it ideal for residential and forestry applications. Property Highlights: Historic 3-Bedroom Cape (Built in

  Joseph Martino Joseph Martino Real Estate

  147 Riggs St, Oxford, CT 06478
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  /40

  $1,350,000

  • 7 Beds
  • 7 Baths
  • 4,914 Sq Ft

  155 Scarborough St, Hartford, CT 06105

  Designed by well-known Hartford architect and artist, Merrill Prentice, the home was built in 1928 with all the classic finishes of its era. These include a beautiful stained leaded glass front-facing window, beamed ceilings and carved living room wall. The entrance has a decades-old ivy and the oak Spanish style front door with a window bearing the house number in brass. Hardwood floors and high

  Mollie Abend Berkshire Hathaway NE Prop.

  155 Scarborough St, Hartford, CT 06105
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  /33

  $299,000 Open Sat 12PM - 1:30PM

  • 3 Beds
  • 1.5 Baths
  • 2,080 Sq Ft

  389 East St, Stafford Springs, CT 06076

  Step into a truly one-of-a-kind home where history, character, and lifestyle come together. Originally built in 1848 as the historic Staffordville School, this distinctive property blends timeless charm with thoughtful updates, all set against the picturesque backdrop of Staffordville Lake. The spacious eat-in kitchen has been newly renovated, featuring new vinyl flooring, stainless steel

  Michael Bachmann HomeSmart Homes and Estates

  389 East St, Stafford Springs, CT 06076
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  /40

  $173,000

  • 4 Beds
  • 1.5 Baths
  • 1,750 Sq Ft

  54 Pratt St, Rocky Hill, CT 06067

  Charming opportunity near the Connecticut River! This 4 bedroom, 1 1/2 bath home is ideally located within walking distance to the Rocky Hill-Glastonbury Ferry and Ferry Park, offering easy access to scenic river views. Set in a desirable area with strong potential, this property is perfect for someone looking to bring a piece of history back to life. This home is in a National Historic District

  Danielle Bufkin Berkshire Hathaway NE Prop.

  54 Pratt St, Rocky Hill, CT 06067
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  /36

  $289,900

  • 4 Beds
  • 1 Bath
  • 1,037 Sq Ft

  31 Converse St, Stafford Springs, CT 06076

  Welcome home to this classic 4-bedroom Cape Cod that blends timeless small-town charm. You get true first-floor living here - sleep, cook, do laundry, or work from your office all on the main level. Upstairs, you have two newly carpeted and freshly painted bedrooms if you need the extra space. Inside, the home is bright and freshly painted, with mostly hardwood on the main level with a welcoming

  Lori Longhi Rosehaven Real Estate, LLC

  31 Converse St, Stafford Springs, CT 06076
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  /40

  $1,695,000

  • 7 Beds
  • 4 Baths
  • 3,705 Sq Ft

  4 Hamburg Rd, East Haddam, CT 06423

  Nestled among the rolling hills of East Haddam and Lyme, Clover Hill Farm at 4 Hamburg Rd., seamlessly blends pre-Revolutionary War charm with 21st-century sophistication. This classic New England antique estate has been thoughtfully updated creating an exceptional retreat that honors tradition while embracing modern updates. Step inside the main residence and discover a blend of historic

  Allyson Cotton William Pitt Sotheby's Int'l

  4 Hamburg Rd, East Haddam, CT 06423
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  /39

  $24,900,000

  • 7 Beds
  • 8 Baths
  • 18,217 Sq Ft

  44 & 40 Mayo Ave, Greenwich, CT 06830

  Nestled within the prestigious Belle Haven, Fairholme Estate is a magnificent English Manor that exudes timeless elegance and grandeur. Set on 2.74 beautifully landscaped acres, this seven-bedroom masterpiece features a spectacular pool, gracious wraparound porch, formal gardens, and expansive lawns, complemented by a charming coachman's cottage. Meticulously preserved to honor its historic

  Joanne Mancuso Houlihan Lawrence

  44 & 40 Mayo Ave, Greenwich, CT 06830
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  /34

  $449,900

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

  760 Upper Maple St, Danielson, CT 06239

  **OFFER DEADLINE: 1:00PM, MAY 13, 2026** Step back in time with this beautifully preserved circa 1815 antique home, known as the Old Danielson house, set on an expansive 6.1acre lot. Rich in history and timeless character, this 2,760sqft residence seamlessly blends classic New England charm with thoughtful modern updates for today's lifestyle. Inside you'll find 5 bedrooms, 1.5 baths, and 10

  Mickey Morabito RE/MAX Bell Park Realty

  760 Upper Maple St, Danielson, CT 06239
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  /40

  $829,000

  • 4 Beds
  • 6 Baths
  • 7,309 Sq Ft

  33 Deep River Rd, Centerbrook, CT 06409

  Incredible investment opportunity. Mixed use/flex space including two existing apartments. Historic building that has had multiple uses including an antique book store and once a brush factory. Many updates in recent years with a variety of potential uses. Level .74 acre lot, gravel parking lot, great visibility and signage. There are two apartments and multiple office/flex spaces. The property

  Susan Malan William Pitt Sotheby's Int'l

  33 Deep River Rd, Centerbrook, CT 06409
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  /40

  $6,500,000

  • Land
  • 225.84 Acres
  • $28,781 per Acre

  57 NW Corner Rd, Preston, CT 06365

  Maple Lane Farms is a unique, one of a kind, property and potential business opportunity consisting of approximately 225 contiguous acres with approximately 114 acres located in the town of Preston and approximately 111 acres located in the town of North Stonington. The property's improvements include: a c. 1993 Cape Cod style single family home; a c. 1791 Antique Colonial style residence (the

  Thomas Switz Switz Real Estate Associates

  57 NW Corner Rd, Preston, CT 06365
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  /37

  $699,000

  • 4 Beds
  • 2 Baths
  • 2,174 Sq Ft

  402 Boston St, Guilford, CT 06437

  Antique charming house, modern quality updates with preserved antique charm and character, beautiful details, quality, character, and lovingly well-maintained. Stainless steel appliances, tiled bathrooms, bookcases galore, FENCED YARD. Upgrades include ducted central air, 4 heat zones, newer landscaping; many rooms with beautiful antique oak flooring; newer windows, roof, garage doors; vaulted

  Gloria Gibney Gibney Real Estate

  402 Boston St, Guilford, CT 06437
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  /39

  $648,000

  • 4 Beds
  • 2.5 Baths
  • 2,361 Sq Ft

  126 Magna Ln, Westbrook, CT 06498

  Experience the ultimate in Victorian Cottage Chic with this 1890 gem, perfectly set on a level, lush 0.70-acre lot. This 2,300+ sq. ft. home spans three stories, preserving the authentic soul and historic character of a classic coastal retreat. The home welcomes you with a charming foyer and oversized windows that flood the space with natural light. Interior highlights include original hardwood

  Maria Phillips William Raveis Real Estate

  126 Magna Ln, Westbrook, CT 06498
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  /14

  $250,000

  • Land
  • 17.38 Acres
  • $14,384 per Acre

  335 Old Post Rd, Tolland, CT 06084

  Discover over 17 acres of scenic land where privacy and possibility come together. Whether you envision building your dream home, creating a weekend escape, or simply enjoying the natural surroundings, this property offers the space and setting to make it your own. A charming historic barn adds character, while wooded areas and open land provide a beautiful backdrop. Located just minutes from

  Kim White RE/MAX Right Choice

  335 Old Post Rd, Tolland, CT 06084
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  /39

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 2,123 Sq Ft

  1 Library Rd, Canterbury, CT 06331

  Welcome to 1 Library Road, a beautifully updated antique Colonial nestled in the heart of Canterbury's Historic District. Built circa 1807, this classic home combines historic charm with modern improvements on a generous 1.15-acre corner lot just steps from the Canterbury Center Historic District and village green, which features fine 18th- and early 19th-century architecture and cultural

  Kristopher Tramont Real Broker CT, LLC

  1 Library Rd, Canterbury, CT 06331
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  /31

  $479,900

  • 5 Beds
  • 2.5 Baths
  • 3,247 Sq Ft

  61 Flyers Dr, Norwich, CT 06360

  Space, flexibility, and location come together in this spacious cape-style home. 61 Flyers Drive offers 5 bedrooms plus an additional room ideal for a den, study, or a game/rec room. With 2.5 baths, the layout provides comfort and functionality for a variety of living needs. The home features a generously sized yard ideal for outdoor entertaining, a generously size partially finished basement

  Angela Franco mygoodagent

  61 Flyers Dr, Norwich, CT 06360
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  /14

  $1,195,000

  • 4 Beds
  • 4 Baths
  • 2,392 Sq Ft

  51 Pearl St, Guilford, CT 06437

  One-of-a-Kind Opportunity in Guilford! Rarely available, this 4-unit multi-family property is ideally located on a large in-town lot in the beautiful shoreline community of Guilford. Built in 1900 and offering 2,392 sq. ft. of living space, the property features one 2-bedroom unit and three 1-bedroom units. Each unit has been thoughtfully updated and includes its own washer/dryer. Three of the

  Philip Warner William Pitt Sotheby's Int'l

  51 Pearl St, Guilford, CT 06437
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  /39

  $8,995,000

  • 9 Beds
  • 10 Baths
  • 8,188 Sq Ft

  16 East Trail, Darien, CT 06820

  Set within the coveted Tokeneke Association, 16 East Trail is a rare legacy property where architectural pedigree meets modern luxury. Originally built in 1908 as one of the enclave's earliest residences, the home reflects the timeless elegance of McKim, Mead & White and Delano & Aldrich-thoughtfully reimagined for today's living. A masterful renovation by architect Peter Pennoyer preserves the

  Ashley Dineen Compass Connecticut, LLC

  16 East Trail, Darien, CT 06820
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  /40

  $799,900

  • 4 Beds
  • 2.5 Baths
  • 2,485 Sq Ft

  296 Orange Ave, Milford, CT 06461

  Historic Farmhouse Colonial with Pool, Guest Suite & Walk to Train - Prime Milford, Connecticut Location Best of both worlds-timeless New England charm meets modern luxury living in this beautifully updated 8-room historic Colonial set in a sought-after neighborhood of upscale homes. Ideally located next to the neighborhood grammar school. This 4-bedroom, 2.5-bath home is rich in character with 7

  Stephanie Ellison Ellison Homes Real Estate

  296 Orange Ave, Milford, CT 06461
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  /28

  $1,650,000

  • Land
  • 3.65 Acres
  • $452,055 per Acre

  Lot 5 Milton Rd, Goshen, CT 06756

  Set along the serene shores of Woodridge Lake, Lot 5 on Milton Road presents a rare opportunity to own a substantial piece of true waterfront in one of Litchfield County's most coveted communities. Encompassing 3.65 acres with approximately 170 feet of direct lake frontage, this exceptional property combines privacy, scale, and sweeping natural beauty-an increasingly scarce offering. Gently

  Samantha Behm William Pitt Sotheby's Int'l

  Lot 5 Milton Rd, Goshen, CT 06756
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  /40

  $349,900 Open Sat 1PM - 3PM

  • 4 Beds
  • 1.5 Baths
  • 2,322 Sq Ft

  5 Broadview St, Bristol, CT 06010

  Classic Federal Hill charm meets modern livability at 5 Broadview Street. Set among Bristol's beautiful historic homes and conveniently located near Bristol Hospital, this freshly painted 1920 Colonial offers 4 bedrooms, 1.5 baths, and over 2,000 square feet of inviting living space. The heart of the home is the beautifully updated kitchen, featuring a large center island ideal for gathering,

  David Brooke eXp Realty

  5 Broadview St, Bristol, CT 06010
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  /40

  $4,250,000

  • 10 Beds
  • 7 Baths
  • 12,145 Sq Ft

  117 Water St, Stonington, CT 06378

  Ocean House is an eleven unit, mixed use, historic property, comprised of seven residential suites and four commercial suites. The cornerstone of Stonington Borough's commercial Village District, each of the occupied, renovated residential suites features a fully applianced kitchen with dishwasher and a private laundry. Each of the four commercial spaces offer off-the-sidewalk entry and glass bay

  Lori Hopkins-Cavanagh Lori Hopkins-Cavanagh Broker

  117 Water St, Stonington, CT 06378
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  /39

  $8,195,000

  • 8 Beds
  • 10 Baths
  • 11,393 Sq Ft

  212 Bedford Rd, Greenwich, CT 06831

  Step into the reimagined 'Sunset Farm,' where historic charm meets modern luxury. Originally a Dutch Colonial from 1840, this landmarked property was completely rebuilt in 2006, blending timeless craftsmanship with contemporary elegance. The grand living and dining rooms, showcasing custom moldings and bespoke details, are perfect for entertaining, while the spacious chef's kitchen flows into a

  Yashmin Lloyds Compass Connecticut, LLC

  212 Bedford Rd, Greenwich, CT 06831
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  /36

  $1,300,000

  • 4 Beds
  • 4 Baths
  • 3,036 Sq Ft

  11 N Main St, Essex, CT 06426

  Welcome to the reimagined John Miner House on North Main Street in the charming Connecticut River Valley Village of Essex. Originally built in 1880 as a residence and tailor shop, this historic property has evolved over the years into a unique investment and lifestyle opportunity. Ideally located in the Heart of the Village, you'll enjoy a short stroll to the Connecticut River, marinas, quaint

  Philip Warner William Pitt Sotheby's Int'l

  11 N Main St, Essex, CT 06426
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  /3

  $485,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  236 Wellsford Dr, Goshen, CT 06756

  Move right into this well maintained home. Lovely lightly worded up hill setting. Empty bblots on both sides. Easy walk to the clubhouse, pool, waterfront and tennis courts. Woodridge Lake is a private community in Goshen set on a 385 acre lake with amneities for everyone. Just two hours from New York City. It offers social and revcreational activities including marina, pool, beach, tennis,

  Kenneth Merz Klemm Real Estate Inc

  236 Wellsford Dr, Goshen, CT 06756
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  /36

  $795,000

  • 3 Beds
  • 3 Baths
  • 2,272 Sq Ft

  51 Mill St, Riverton, CT 06065

  Introducing: Fawns Leap, a masterclass in historic preservation. Following an exhaustive, $1.5 million meticulous restoration, this property offers a rare real estate dream: the undeniable charm and soul of an antique home, with absolutely none of the discomforts, drafts, or maintenance costs of one. Stripped down to the studs and thoughtfully rebuilt, the exterior boasts completely new

  John Harney William Pitt Sotheby's Int'l

  51 Mill St, Riverton, CT 06065
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  /32

  $439,000

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

  19 Albert Ave, Wethersfield, CT 06109

  Welcome to 19 Albert Avenue - a beautifully maintained home in the heart of desirable Wethersfield! Step inside to find recently repainted walls and refinished hardwood flooring flowing throughout an inviting living room flooded with natural lighting, and a formal dining area perfect for gatherings, just off the eat-in kitchen. Down the hallway you'll also find 3 spacious bedrooms and full bath.

  Angela Aiello-Sousa Berkshire Hathaway NE Prop.

  19 Albert Ave, Wethersfield, CT 06109
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  /39

  $534,000

  • 4 Beds
  • 3 Baths
  • 2,150 Sq Ft

  101 Child Hill Rd, Woodstock, CT 06281

  Step back in time with this one-of-a-kind 1830 Greek Revival farmhouse, offering 2,150 sq ft of character and charm on a picturesque 0.90-acre lot surrounded by farm land. Just down the hill from historic Woodstock Hill and the Academy, this setting is as scenic as it is convenient. Inside, wide plank floors and distinctive windows frame beautiful country views, while the front entry showcases

  Kristen Kaskela Berkshire Hathaway NE Prop.

  101 Child Hill Rd, Woodstock, CT 06281
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  /6

  $750,000

  • Land
  • 29.2 Acres
  • $25,685 per Acre

  00 Above All Rd, Warren, CT 06754

  29.20 acres of unspoiled beauty for sale in historic Warren, Connecticut - one of the oldest towns in Connecticut, first settled in 1737. The property has been in the same family since the1800's. This woodland parcel is located on a quiet dead-end road and gives one the chance to build a retreat in a small country farming community. It offers access to power lines as well as substantial road

  John Sniffen William Pitt Sotheby's Int'l

  00 Above All Rd, Warren, CT 06754
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  /38

  $550,000

  • 4 Beds
  • 3 Baths
  • 3,248 Sq Ft

  655 Quinnipiac Ave, New Haven, CT 06513

  Nestled in New Haven's historic Quinnipiac Fair haven oyster village. This well maintained two family home offers a rare blend of character, craftsmanship, and modern updates. Proudly owner occupied for many years, the property showcases exceptional architecture, woodworking and timeless details. Throughout! The first floor has been completely renovated featuring a stunning granite kitchen with

  Gina Torre Real Broker CT, LLC

  655 Quinnipiac Ave, New Haven, CT 06513
• 

  

  /25

  $1,250,000

  • 3 Beds
  • 4 Baths
  • 3,971 Sq Ft

  3 Meetinghouse Ln, Old Lyme, CT 06371

  Modernist Elegance - Discover a master class in Mid-Century Modern design by Charles Moore, one of the founders of Centerbrook Architects and Dean of the school of architecture at Yale. Tucked away on 5.88 private, wooded acres near the historic heart of Old Lyme Village. Built in 1972, this 3,971-square-foot contemporary estate is a rare architectural find, where bold geometric forms meet the

  Colette Harron William Pitt Sotheby's Int'l

  3 Meetinghouse Ln, Old Lyme, CT 06371
• 

  

  /40

  $1,750,000

  • 3 Beds
  • 3 Baths
  • 2,342 Sq Ft

  55-69 Sawmill Rd, Branford, CT 06405

  For the first time in nearly two decades, a Branford treasure returns to the market-welcome to 55-69 Sawmill Road, a once-in-a-lifetime opportunity to own a piece of Connecticut's rich heritage. Originally a 19th-century sawmill, this stone estate was transformed into a residence in the 1930s, thoughtfully incorporating the original mill structure, and is nestled beside a breathtaking waterfall,

  Nancy Bullis Coldwell Banker Realty

  55-69 Sawmill Rd, Branford, CT 06405

Showing Results 121 - 160, Page 4 of 10