Homes for Sale in Connecticut - Historic

• 

  

  

  /40

  $1,375,000

  • 3 Beds
  • 2.5 Baths
  • 1,830 Sq Ft

  36 Catoonah St Unit 18, Ridgefield, CT 06877

  Impeccably restored and thoughtfully upgraded, this free-standing condominium in Victoria Gate is ideally located on Catoonah Street in the heart of downtown Ridgefield. The home beautifully preserves the charm of an antique Victorian, featuring a wraparound front porch, soaring 9+ foot ceilings, classic millwork, stained glass windows, an antique ceiling fixture, a graceful curved staircase,

  Jane Tullo Houlihan Lawrence

  36 Catoonah St Unit 18, Ridgefield, CT 06877
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  /40

  $745,000

  • 3 Beds
  • 2.5 Baths
  • 1,604 Sq Ft

  29 Old Post Rd, Old Saybrook, CT 06475

  Welcome to Crow's Nest, where classic New England country living meets direct waterfront luxury on the scenic Oyster River. Steeped in history, this enchanting historic farmhouse Circa 1850, is perfectly positioned along the west banks of the Oyster River, offering breathtaking water views from almost every single room. The character-rich interior features 3 bedrooms & 2.5 baths, offering cozy,

  Michael Barnes Silver and Oak Realty

  29 Old Post Rd, Old Saybrook, CT 06475
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  /40

  $1,590,000

  $60K PRICE DROP

  • 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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  /34

  $1,000,000

  Open Sat 11AM - 1PM

  • 5 Beds
  • 3.5 Baths
  • 3,826 Sq Ft

  720 Town Hill Rd, New Hartford, CT 06057

  A rare convergence of history, luxury, and opportunity awaits at this spectacular 1801 Colonial estate. Impeccably reimagined from foundation to roofline, this timeless residence on 31 forested acres offers the period elegance and contemporary comfort-plus a significant income-producing opportunity. Enter the gracious foyer to the formal living room and formal dining room, each warmed by its own

  Laurel Galloway William Pitt Sotheby's Int'l

  720 Town Hill Rd, New Hartford, CT 06057
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  /6

  $1,250,000

  $240K PRICE DROP

  • Land
  • 6,534 Sq Ft
  • $8,333,333 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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  /20

  $2,275,000

  • Land
  • 40,946 Sq Ft
  • $2,420,213 per Acre

  82 Cove Rd, Stonington, CT 06378

  An exceptional waterfront lot offering the rare opportunity to own almost 1 acre of level coastal property in prime Stonington. Historic stone walls and mature trees frame sweeping views of the serene waterfront of Quiambaug Cove. 225 feet of frontage on the cove provides access to the deep waters of Fishers Island Sound. Equally positioned between the vibrant, close by amenities of downtown

  Thomas Switz Switz Real Estate Associates

  82 Cove Rd, Stonington, CT 06378
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  /40

  $399,900

  • 4 Beds
  • 2.5 Baths
  • 1,944 Sq Ft

  62 Highland St, Wethersfield, CT 06109

  Opportunity Awaits! Rich in character and historic charm, this circa-1750 side-hall Colonial offers nearly 2,000 square feet of living space and is ready for its next chapter. The classic side-hall design creates a welcoming entry while enhancing the flow of the home's living spaces. This 4-bedroom home showcases wide-plank hardwood flooring, eat-in kitchen with Corian counter tops and plenty of

  Annie Dillon William Raveis Real Estate

  62 Highland St, Wethersfield, CT 06109
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  /40

  $299,900

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft

  145 Canal St Unit 205, Shelton, CT 06484

  Experience sophisticated loft-style living at The Birmingham on the River, where historic 2 industrial character blends seamlessly with contemporary comfort. This exceptional 2 bedroom residence spans approximately 1,050 square feet. Inside, you'll find dramatic 13-foot ceilings, exposed brick and beam details, and oversized floor-to-ceiling windows that fill the space with natural light. The

  Stacy Pfannkuch Century 21 AllPoints Realty

  145 Canal St Unit 205, Shelton, CT 06484
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  /40

  $2,350,000

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

  18 Birch Mill Rd, Killingworth, CT 06419

  The Well Maiden Estate is an architecturally significant waterfront estate where cascading waterfalls, winding streams, and Kroopa Pond converge across 3.5 private acres to create one of Connecticut's most extraordinary residential settings. Positioned between New York City and Boston and minutes from the Connecticut shoreline, this private luxury retreat offers a rare opportunity to own a legacy

  Jennifer Gurnell William Raveis Real Estate

  18 Birch Mill Rd, Killingworth, CT 06419
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  /39

  $2,600,000

  $200K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 5,234 Sq Ft

  88 Main St, Ivoryton, CT 06442

  Two hours from New York City. Two hours from Boston. A world away from both. Privacy is the ultimate luxury. This masterfully re-imagined 5,234 sq. ft. compound located in historic Ivoryton, a village within the town of Essex, sits behind newly established hedges on nearly two flat, manicured acres - completely turn-key, completely private. The grounds are designed for outdoor living. A 20 X 40

  Kirsten Adams William Pitt Sotheby's Int'l

  88 Main St, Ivoryton, CT 06442
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  /40

  $2,495,000

  • 3 Beds
  • 4.5 Baths
  • 3,850 Sq Ft

  500 Main St Unit 6, Ridgefield, CT 06877

  Experience the perfect blend of historic character & modern luxury at The Elms, an enclave of Luxury Condominiums in the heart of Ridgefield. Incredible renovation + expansion of the original Seymour House. Designed & Built to the highest standards! Custom details include beamed ceilings, rich HW floors, exquisite millwork. Stunning Chef's KIT featuring Wolf & Sub-Zero appliances, custom

  Karla Murtaugh Compass Connecticut, LLC

  500 Main St Unit 6, Ridgefield, CT 06877
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  /39

  $399,000

  • 2 Beds
  • 1.5 Baths
  • 1,532 Sq Ft

  42 Ferry Ct, Stratford, CT 06615

  ***BACK ON MARKET***Beautifully Renovated 2 Bedroom Townhouse rarely offered in this perfectly convenient "Waterfront Community" on the scenic Housatonic River!You will enjoy peaceful coastal living at its best year round!New kitchen with white shaker style cabinetry ,stainless steel appliances,quartz counter tops and backsplash, 5 burner gas cooktop and gas oven,plank luxury vinyl floors ,fresh

  Jim Krawiecki Coldwell Banker Realty

  42 Ferry Ct, Stratford, CT 06615
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  /40

  $434,000

  $10K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,522 Sq Ft

  7 Bates Rd, Chaplin, CT 06235

  Step back in time while enjoying modern comforts in this charming 1800s Colonial offering 10 spacious rooms filled with character and natural light. The eat-in kitchen features an original butler's pantry, while the formal dining room and inviting living room each showcase stunning stone fireplaces-both complete with rare beehive ovens. French doors lead from the living room to a beautiful

  Emily Turker Berkshire Hathaway NE Prop.

  7 Bates Rd, Chaplin, CT 06235
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  /7

  $418,000

  • 6 Beds
  • 3.5 Baths
  • 3,308 Sq Ft

  364-366 Washington St, Norwich, CT 06360

  Rare chance to own a one-of-a-kind, spacious vintage large 2 family home with strong income potential. Featuring of spacious 6 bedrooms and 4 bathrooms, this property offers excellent cash flow for investors and is also ideal for owner-occupants looking to offset costs with rental incomes. Based on official records and historic registries, property is located within a Federally designated

  Ivy Ong William Raveis Real Estate

  364-366 Washington St, Norwich, CT 06360
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  /21

  $795,000

  • Land
  • 13,068 Sq Ft
  • $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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  /31

  $3,195,000

  • 3 Beds
  • 3.5 Baths
  • 3,134 Sq Ft

  5 Kielwasser Rd, Washington Depot, CT 06794

  Magical Barn-Style Home composed of 3 Barns and a Silo set on a manicured lawn and apple orchard. The 6-acre hilltop setting with views is fully enclosed by a gated deer fence and is in the heart of the Calhoun Street Historic District adjacent to Averill Farms Orchard. Flagstone Terraces, In-Ground Heated Pool, 60 Apple Trees, Blue Hydrangeas and Nantucket New Dawn Roses. Vaulted Cathedral Barn

  Peter Klemm Klemm Real Estate Inc

  5 Kielwasser Rd, Washington Depot, CT 06794
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  /38

  $1,295,000

  Open Fri 4PM - 6PM $55K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 5,459 Sq Ft

  354 Pomfret St, Pomfret Center, CT 06259

  A rare Pomfret estate retreat offering timeless character, privacy, and space on 6 acres in the heart of Northeastern Connecticut. Set back from the road and surrounded by mature trees and open land, this historic 1880 residence-known as Clark Cottage at Wintergreen-blends classic New England architecture with generous scale and a sense of quiet seclusion that is increasingly hard to find.

  Ranee Bibisi LAER Realty Partners

  354 Pomfret St, Pomfret Center, CT 06259
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  /37

  $1,499,000

  $157K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 5,124 Sq Ft

  109 Long Meadow Hill Rd, Brookfield, CT 06804

  A perfect blend of historic charm and modern luxury, this exceptional residence seamlessly combines an original 1900 home with a thoughtfully designed 2004 expansion. Offering 5 bedrooms, 4 full and 2 half baths, the home showcases exquisite craftsmanship with detailed moldings, wainscoting, and timeless architectural elements throughout. A grand foyer welcomes you inside, leading to a dramatic

  Tim Dent Coldwell Banker Realty

  109 Long Meadow Hill Rd, Brookfield, CT 06804
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  /40

  $639,999

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,834 Sq Ft

  39 Forbes Place, East Haven, CT 06512

  Step back in time with this beautifully preserved 1900 Victorian! This 2524 square foot, charming home is turnkey and perfectly blends timeless elegance with modern comfort. From the moment you enter, you feel the warmth of its inviting decor and welcoming atmosphere. Lovingly maintained, this 4-bedroom, 2-bath residence showcases exquisite original woodwork, gleaming HW floors, and classic

  Colleen Pickwick eXp Realty

  39 Forbes Place, East Haven, CT 06512
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  /24

  $675,000

  Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,572 Sq Ft

  788 Farmington Ave Unit 102, Farmington, CT 06032

  Welcome to The Pennington Farmington's premier luxury community, where this exclusive 'model unit' offers a lifestyle of sophisticated design and absolute convenience. Perfectly positioned in the heart of Historic Farmington, this turn-key residence blends superior architectural detail with the charm of the walkable historic village. Imagine mornings beginning with a short walk to Hartford Baking

  Diane Barry William Pitt Sotheby's Int'l

  788 Farmington Ave Unit 102, Farmington, CT 06032
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  /26

  $999,900

  $100K PRICE DROP

  • 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.

  27 Middle Quarter Rd, Woodbury, CT 06798
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  /39

  $489,900

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  233 Chapel St, Milford, CT 06460

  Welcome to this tastefully and lovingly renovated bungalow located less than half a mile from Anchor Beach, Woodmont Beach and Adams shopping plaza. Whether you're a first-time homebuyer, looking to downsize, or seeking an investment opportunity, this turnkey property offers exceptional value and convenience. Thoughtfully remodeled from top to bottom, the home features two bedrooms and numerous

  Dawn Puchala Key Realty of Connecticut

  233 Chapel St, Milford, CT 06460
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  /35

  $5,050,000

  • 6 Beds
  • 6 Baths
  • 4,002 Sq Ft

  32 Broadway Ave, Stonington, CT 06378

  Rarely does a commercial asset of this caliber become available in the historic heart of downtown Mystic. Located just 0.1 miles from the Mystic Amtrak Station, this turnkey property offers direct, car-free transit to travelers from NYC and Boston. It presents an unmatched opportunity for a boutique hotel operator, short-term rental (STR) investor, or residential developer. Located in the LS-5

  Jonathan Shockley Serhant Connecticut, LLC

  32 Broadway Ave, Stonington, CT 06378
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  /37

  $1,999,999

  $495K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 5,130 Sq Ft

  1090 Ridgefield Rd, Wilton, CT 06897

  Experience the character of the historic Northup-Scott House (c.1760), thoughtfully updated for today's lifestyle and set on four scenic acres. This well-maintained home offers a flexible floor plan with formal living and dining rooms, a spacious keeping room with original fireplace, a sun-filled family room with dramatic architectural window, private office, and first-floor guest suite. The

  Lynne Murphy Berkshire Hathaway NE Prop.

  1090 Ridgefield Rd, Wilton, CT 06897
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  /31

  $1,595,000

  • 4 Beds
  • 3.5 Baths
  • 2,453 Sq Ft

  197 Skyline Ridge Rd, Bridgewater, CT 06752

  Rarely available. 1880 antique gem on 10 acres, with a first level primary bedroom and bath, situated on one of Bridgewater's most prestigious and quiet roads, offering a private setting. This residence masterfully blends historic character with an airy, open floor plan where the kitchen flows seamlessly into a spacious great room and a formal living room anchored by a classic fireplace. The

  Kathryn Clair William Pitt Sotheby's Int'l

  197 Skyline Ridge Rd, Bridgewater, CT 06752
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  /2

  $1,150,000

  • Land
  • 42.6 Acres
  • $26,995 per Acre

  0 Flanders Rd, Woodbury, CT 06798

  East Meadowbrook Farm presents a rare opportunity to own a legacy New England property offered for the first time since 1918. Encompassing 42 acres, including 15 rolling, sun-drenched acres of open fields, this former dairy and Christmas tree farm is bordered by 250 acres of protected Flanders Nature Center conservation land, creating an extraordinary sense of privacy and permanence. A quarter

  Tim Drakeley Drakeley Real Estate, Inc.

  0 Flanders Rd, Woodbury, CT 06798
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  /38

  $3,900,000

  • 3 Beds
  • 2.5 Baths
  • 2,829 Sq Ft

  213 Beaver Brook Rd, Old Lyme, CT 06371

  Overlooking the hills of Lyme, Connecticut, Hilltop Estate combines old world elegance with modern luxury. The fully renovated stone and stucco main house, spacious guest cottage, pool and barn complex are set on nearly 50 acres. Made up of five separate parcels with potential for equestrian pursuits, farm to table living or sellable individually. The barns include a workshop fully convertible to

  James Childs William Pitt Sotheby's Int'l

  213 Beaver Brook Rd, Old Lyme, CT 06371
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  /25

  $235,000

  Open Sat 10AM - 12PM

  • 2 Beds
  • 2 Baths
  • 1,095 Sq Ft

  92 Main St Unit 405, Deep River, CT 06417

  Welcome to Unit 405 at the historic Piano Works building in Deep River. This well-maintained 2-bedroom, 2-bath condominium offers spacious living, high ceilings, and timeless character in one of the area's most unique residential communities. Residents enjoy access to a fitness center and community room, along with convenient proximity to downtown shops, restaurants, marinas, and the Connecticut

  Janise Gabco Our Home Realty Advisors

  92 Main St Unit 405, Deep River, CT 06417
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  /24

  $775,000

  $24K PRICE DROP

  • 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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  /40

  $375,000

  • 3 Beds
  • 1 Bath
  • 1,216 Sq Ft

  506 Lighthouse Rd, New Haven, CT 06512

  Welcome to 506 Lighthouse Road, a charming 3-bedroom, 1-bath Colonial-style home in New Haven's desirable East Shore/Morris Cove area. Offering approximately 1,216 square feet of living space, this home features a comfortable layout with a bright living room, fireplace, dining room, white kitchen cabinetry, and an unfinished basement for added storage or future possibilities. The property also

  Daniel Lussier eXp Realty

  506 Lighthouse Rd, New Haven, CT 06512
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  /34

  $460,000

  • 3 Beds
  • 2 Baths
  • 1,641 Sq Ft

  16 Ledge Rd, Niantic, CT 06357

  Vintage Niantic Charm with Shared Dock Access & River Views! Steeped in shoreline history, 16 Ledge Road offers a rare opportunity to anchor yourself in Niantic's beloved Saunders Point community, a private enclave managed by the historic Oswegatchie Hills Club. Brimming with vintage warmth and time-honored character, this 3-bedroom, 2-bathroom home features captivating, everyday views of the

  Deborah Fountain William Pitt Sotheby's Int'l

  16 Ledge Rd, Niantic, CT 06357
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  /40

  $4,500,000

  • 3 Beds
  • 6 Baths
  • 5,824 Sq Ft

  155 Long Ridge Rd, Danbury, CT 06810

  Set across 53 gated acres in Northern Fairfield County, this exceptional estate offers a rare combination of privacy, scale, and natural beauty, just minutes from Ridgefield, approximately 10 minutes from Danbury Airport, and within practical reach of New York City. Originally conceived as a country retreat, the property blends historic character with modern comfort in a setting that feels

  Jonathan Cape William Pitt Sotheby's Int'l

  155 Long Ridge Rd, Danbury, CT 06810
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  /39

  $1,275,000

  • 3 Beds
  • 2.5 Baths
  • 2,935 Sq Ft

  18 Church St, Redding, CT 06896

  Known as the Aaron Davis House, ca. 1848, this exceptional historic Georgetown residence blends authenticity, artistic craftsmanship, and modern versatility in one of Redding's most cherished neighborhoods. Set on a beautifully landscaped property, it offers a rare opportunity to own a significant piece of local history while enjoying spaces thoughtfully adapted for contemporary living. Original

  Brianna Carvalho Compass Connecticut, LLC

  18 Church St, Redding, CT 06896
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  /40

  $939,900

  $40K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,492 Sq Ft

  1209 Daniels Farm Rd, Trumbull, CT 06611

  Step into a piece of Trumbull's history with this enchanting, updated Craftsman Cape loc in the highly sought-after Daniels Farm section, close to top-rated schools, parks, shopping, restaurants, & major highways. Originally built by Col. William C. Weeks when Daniels Farm Rd was a rural farm district, this unique home, known as "Kobble Cot," blends historic charm w/ modern comfort & has long

  Jay Cannone William Raveis Real Estate

  1209 Daniels Farm Rd, Trumbull, CT 06611
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  /35

  $2,650,000

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

  24 Indigo Trail, Madison, CT 06443

  Luxury Property Auction: 11-25 June. Current High Bid: $1,400,000. Estimated Sale Price: $2,200,000 - $2,800,000. 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

  Lee Leslie Concierge Auctions, LLC

  24 Indigo Trail, Madison, CT 06443
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  /6

  $157,900

  • Land
  • 7,405 Sq Ft
  • $928,824 per Acre

  760 Main St, Willimantic, CT 06226

  Highly visible main street location in the middle of Willimantic's dining, retail, historic district, and municipal office area. Public water, sewer & gas, 57 ft road frontage, 12,500 traffic count with .17 of an acre in the B1 zone.

  Maxwell Lyman Lyman Real Estate

  760 Main St, Willimantic, CT 06226
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  /24

  $169,900

  • Land
  • 2.44 Acres
  • $69,631 per Acre

  7 Holley Ln, Prospect, CT 06712

  Nestled on 2.44 private acres at the end of a peaceful cul-de-sac, 7 Holley Lane offers a rare blend of privacy, convenience, and opportunity in one of Connecticut's most desirable communities. City Water! Tucked away on a quiet dead-end street, this exceptional homesite provides the perfect setting to build your custom dream home surrounded by nature while remaining just minutes from shopping,

  Richard Pavlik Pavlik Real Estate LLC

  7 Holley Ln, Prospect, CT 06712
• 

  

  /19

  $142,900

  $7K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 396 Sq Ft

  92 4th St, Madison, CT 06443

  Nestled in the heart of picturesque Madison, this charming 2-bedroom, 1-bathroom seasonal cottage offers a serene sanctuary for enjoying summers along the shoreline. With a cozy living space, this quaint abode is perfectly designed for those seeking a peaceful beachside getaway. As you step inside, you're greeted by a warm and inviting atmosphere that captures the essence of coastal living. The

  Melanie Abbott William Pitt Sotheby's Int'l

  92 4th St, Madison, CT 06443
• 

  

  /40

  $599,000

  $90K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,010 Sq Ft

  58 Middle Haddam Rd, East Hampton, CT 06424

  Dreaming of a stylish country retreat with history? Look no further than the charming Captain Elijah Johnson house, nestled in the bucolic village of Middle Haddam, CT and located just two hours from New York City and Boston. This property blends modern amenities, including a swimming pool, with the carefully restored original features of a house built in 1780 and listed on the National Registry

  Teri Lewis William Pitt Sotheby's Int'l

  58 Middle Haddam Rd, East Hampton, CT 06424
• 

  

  /40

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  305 Lenox St, New Haven, CT 06513

  Step back in time while enjoying the comfort and charm of this beautifully maintained 1840 Federal-style home, ideally situated in New Haven's desirable Fair Haven Heights neighborhood within the historic Quinnipiac Avenue District. Rich in character and architectural detail, this inviting residence features wide-plank wood floors, three fireplaces, and thoughtfully preserved period craftsmanship

  Jennifer Bereza RE/MAX Heritage

  305 Lenox St, New Haven, CT 06513

Showing Results 241 - 280, Page 7 of 11