Homes for Sale in Connecticut - Historic

• 

  

  

  /40

  $699,000

  • 4 Beds
  • 2.5 Baths
  • 2,332 Sq Ft

  1152 Worthington Ridge, Berlin, CT 06037

  Experience timeless elegance in the heart of Berlin's Historic District. Set on nearly 2 acres of beautifully landscaped grounds with a sprawling front lawn, this distinguished 4-bedroom, 2.5-bath home blends classic character with refined modern living. Watch the seasons change while resting on an Adirondack chair along this storied stretch of Worthington Ridge. Come inside to an elegant foyer

  Michele Devanney ERA Hart Sargis-Breen

  1152 Worthington Ridge, Berlin, CT 06037
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  /19

  $399,000

  • 2 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  38 Prospect St, Pawcatuck, CT 06379

  A spacious solid modular built duplex-style condo in the professionally managed Prospect Place Condominium Complex, this 2-bedroom, 1.5-bathroom unit at 38A Prospect Street offers modern living in a convenient Pawcatuck location. Key Features Layout & Interior: The unit features a bright, open floor plan with hardwood flooring throughout the main level and an upper-level laundry area for

  Lori Moore Northeast Property Group

  38 Prospect St, Pawcatuck, CT 06379
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  /32

  $320,000

  • 3 Beds
  • 1.5 Baths
  • 1,992 Sq Ft

  53 Falls Bashan Rd, Moodus, CT 06469

  Wonderful opportunity to transform this classic 1937 Colonial into the home of your dreams. Boasting just over 1,900 square feet of interior living space, this residence features 3 spacious bedrooms and 1.5 bathrooms, offering ample room for family life and entertaining. The home's thoughtful layout includes a large living room and a cozy family room anchored by a fireplace, creating warm,

  Jonathan Gineo Silver and Oak Realty

  53 Falls Bashan Rd, Moodus, CT 06469
• 

  

  

  /18

  $649,000

  • 1 Bed
  • 2.5 Baths
  • 1,868 Sq Ft

  91 Church St Unit 3, 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 stunning, one-of-a-kind loft 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 fabulous unit features soaring ceilings, expansive open-concept design, and refined

  Jill Nathanson-Zaengel Press/Cuozzo Realtors

  91 Church St Unit 3, New Haven, CT 06510
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  /7

  $1,844,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,867 Sq Ft

  2 Arapahoe Rd Unit 308, West Hartford, CT 06107

  Experience luxury living at Center Park Place, located in the heart of West Hartford Center. These incredible condominiums offer unparalleled access to upscale shopping, gourmet dining, and cultural experiences, making it the ultimate destination for those seeking a sophisticated lifestyle. Indulge in our curated amenities, including a heated outdoor pool and luxurious lounge area, perfect for

  Kate D'Addabbo Coldwell Banker Realty

  2 Arapahoe Rd Unit 308, West Hartford, CT 06107
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  /29

  $550,000

  • 2 Beds
  • 2 Baths
  • 1,476 Sq Ft

  4 Currycross Rd Unit 4, Madison, CT 06443

  Welcome to highly desirable Windermere East. Windermere is nestled in a private picture perfect setting along the Madison Shoreline. 4 Currycross Road is a charming free standing home with 2 spacious bedrooms, a pretty backyard, and one detached garage just steps to your front door. Home has been freshly painted and boast a lovely open floor plan with a wood burning fireplace, cathedral ceiling,

  Terry Morgan CT Realty Exchange, LLC

  4 Currycross Rd Unit 4, Madison, CT 06443
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  /35

  $624,900

  • 2 Beds
  • 1.5 Baths
  • 1,674 Sq Ft

  58 Maple St, Ellington, CT 06029

  Located in the heart of Ellington Center, this historic farmstead presents a rare opportunity to steward a meaningful piece of New England's agricultural heritage. Open pastureland, traditional outbuildings, and a character-filled farmhouse reflect generations of thoughtful use and care. The property offers ample land suitable for agricultural use, equestrian pursuits, conservation, or

  Linda Goff Berkshire Hathaway NE Prop.

  58 Maple St, Ellington, CT 06029
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  /20

  $399,000

  • 4 Beds
  • 1.5 Baths
  • 2,528 Sq Ft

  21 Shepard Rd, Norfolk, CT 06058

  This Tambour Cottage located at the edge of the historic village of Norfolk, CT, offers classic New England charm and versatile potential. The property includes two large barns, ideal for storage, hobbies, creative use or collections. The home features a welcoming front porch, foyer, formal living and dining room, a large kitchen, and full bath on the main level. The second floor offers four

  Michelle Bongiovanni Vision Real Estate

  21 Shepard Rd, Norfolk, CT 06058
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  /40

  $865,000

  • 4 Beds
  • 3 Baths
  • 2,614 Sq Ft

  226 N Anguilla Rd, Pawcatuck, CT 06379

  Step into the timeless charm of this beautifully maintained 1874 antique farmhouse, where historic character meets thoughtful modern updates. Offering 4 spacious bedrooms plus two additional finished rooms on the walk-up third floor, this 2,600squarefoot home provides exceptional flexibility for guest space, home offices, or creative studios. The main level features a full bathroom, a warm and

  Thomas Switz Switz Real Estate Associates

  226 N Anguilla Rd, Pawcatuck, CT 06379
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  /13

  $112,500

  • 2 Beds
  • 1.5 Baths
  • 980 Sq Ft

  31 Wethersfield Ave Unit I, Hartford, CT 06114

  Come and see this unique and historic 2 bedroom townhouse offering the perfect blend of charm and city living. Featuring 980 sq ft of open space with central air, a bright living and dining area, and a kitchen. The main level includes a convenient half bath. Upstairs you'll find a spacious primary bedroom, a full bathroom, and an additional room perfect for a second bedroom or an office. Enjoy a

  Dwayne Jones King Realty Group LLC

  31 Wethersfield Ave Unit I, Hartford, CT 06114
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  /3

  $1,989,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  6 Kingfisher Way, Mystic, CT 06355

  CUSTOM HOME TO BE BUILT - New Construction in Masons Estates! A 4-bedroom Newport Style Coastal Home in one of Mason's Island's premier gated communities on a 1.13-acre lot! This exceptional colonial blend timeless architecture with modern luxury, offering an expansive Great Room design ideal for elegant living. Upon entry, this wonderful home will feature a quaint covered porch that leads to the

  Greg Broadbent RE/MAX Coast and Country

  6 Kingfisher Way, Mystic, CT 06355
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  /31

  $7,500,000

  • 9 Beds
  • 8 Baths
  • 12,057 Sq Ft

  138 Amenia Rd, Sharon, CT 06069

  Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original

  Dan Kessler Compass Connecticut, LLC

  138 Amenia Rd, Sharon, CT 06069
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  /39

  $729,000

  • 3 Beds
  • 2.5 Baths
  • 2,290 Sq Ft

  59 Prospect St Unit C, Ridgefield, CT 06877

  Discover timeless elegance at Wisteria Garden Colonial Condos in the heart of historic Ridgefield, CT. This exquisite 1,690 sq ft residence, built in 1995, features three bedrooms and two and a half baths. This is an end unit. Welcome to the open floor plan with a bay-windowed living room flowing into a dining area highlighted by a mantled fireplace. Hardwood floors, crown molding, and large

  CARINE NOWAK Compass Connecticut, LLC

  59 Prospect St Unit C, Ridgefield, CT 06877
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  /40

  $6,500,000

  • 9 Beds
  • 5.5 Baths
  • 9,784 Sq Ft

  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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  /32

  $310,000

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

  145 Canal St Unit 2, Shelton, CT 06484

  Live your best loft life on the Housatonic. Welcome to Birmingham on the River - a renovated historic mill where industrial-chic vibes meet modern comfort. This 2 bedroom, 2 full bath condo offers approx. 1,050 sq ft of modern living space with 9+ ft ceilings, exposed brick, open wood beams and oversized windows that frame the river and downtown Shelton. The open-concept layout is perfect for

  JaKeith Action Jackson ASJ Realty Partners

  145 Canal St Unit 2, Shelton, CT 06484
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  /40

  $695,000

  • 4 Beds
  • 4 Baths
  • 2,751 Sq Ft

  101 Collier Rd, Wethersfield, CT 06109

  Prepare to fall in love & feel right at home here at 101 Collier Road! This 2151 square foot sprawling Ranch with 4 bedrooms & 4 baths is a mid-Century beauty. This home sits way back from the main road & rests on over 1 acre of manicured level land - a rare find for historic Wethersfield. If you're looking for tranquility & privacy, it's here to stay in this very special setting. Step inside to

  Mirella D'Antonio William Raveis Real Estate

  101 Collier Rd, Wethersfield, CT 06109
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  /30

  $2,260,900 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,966 Sq Ft

  2 Arapahoe Rd Unit 611, West Hartford, CT 06107

  Experience luxury living at Center Park Place, located in the heart of West Hartford Center. These incredible condominiums offer unparalleled access to upscale shopping, gourmet dining, and cultural experiences, making it the ultimate destination for those seeking a sophisticated lifestyle. Indulge in our curated amenities, including a heated outdoor pool and luxurious lounge area, perfect for

  Kate D'Addabbo Coldwell Banker Realty

  2 Arapahoe Rd Unit 611, West Hartford, CT 06107
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  /37

  $299,000

  • 4 Beds
  • 2 Baths
  • 1,425 Sq Ft

  158 Mckee St, Manchester, CT 06040

  Buyer lost financing! This charming historic home is set on a spacious, level .81-acre lot and offers a solid, functional layout with important improvements already in place. The first floor features an enclosed front porch, kitchen, dining room, living room, bedroom, and full bath. Upstairs, you'll find three additional bedrooms and a second full bath, providing flexible living space. Key

  Diane Kendrick Coldwell Banker Realty

  158 Mckee St, Manchester, CT 06040
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  /29

  $595,000

  • 3 Beds
  • 3 Baths
  • 1,144 Sq Ft

  122 Lakeside Dr, Ridgefield, CT 06877

  Outdoor enthusiasts, welcome to lakeside living at its finest in the desirable Rainbow Lake Community. This turnkey, recently updated home offers the perfect blend of comfort, style, and convenience. Featuring three spacious bedrooms and three full bathrooms, this beautifully maintained property is ready for its next chapter. Recent upgrades provide peace of mind, including a new, the septic

  Natalie Zoef Vanguard Private Client Grp

  122 Lakeside Dr, Ridgefield, CT 06877
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  /40

  $925,000

  • 4 Beds
  • 2 Baths
  • 2,877 Sq Ft

  40 Plaster House Rd, Southbury, CT 06488

  Welcome to Hennessey Farm, where heritage, craftsmanship, and modern living converge. Once a 60-plus-acre working dairy farm, this storied property was thoughtfully subdivided in 1980 and later transformed into a reimagined farmhouse Cape that has been restored, expanded, and elevated for the 21st century. Every inch of this home has been intentionally loved. The current owners approached each

  Sam Campolo Compass Connecticut, LLC

  40 Plaster House Rd, Southbury, CT 06488
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  /40

  $1,200,000

  • 3 Beds
  • 2 Baths
  • 1,637 Sq Ft

  59 Hidden Lake Rd, Higganum, CT 06441

  MAGNIFICENT GARDENS ... FABULOUS 18th CENTURY BARN & RESTORED 18th CENTURY CAPE (1 and one half story Center Chimney) !!! The Gardens at Hidden Lake are being offered to you. Tucked away in Higganum, CT ... this charming historic property has been transformed into a boutique event space, complete with breathtaking gardens and rustic allure. With vibrant gardens, trellis-covered patios, and a

  Barbara Coyle William Raveis Real Estate

  59 Hidden Lake Rd, Higganum, CT 06441
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  /36

  $875,000

  • 3 Beds
  • 3 Baths
  • 2,784 Sq Ft

  28 White Hollow Rd, Lakeville, CT 06039

  Discover timeless charm at 28 White Hollow Road, a stunning 1850 antique home in the heart of Lakeville, CT. This 2,784 sq ft residence, set on a just over 1 acre lot along the serene Salmon Kill River, offers 4 bedrooms and 3 bathrooms, blending historic elegance with modern comforts. Enter through a short hallway into an open living and dining area, featuring exquisite wainscoting, intricate

  Lynn Attella Marrin Santore Realty LLC

  28 White Hollow Rd, Lakeville, CT 06039
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  /40

  $579,000

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  570 N Main St, Wallingford, CT 06492

  This 2,400 sq ft Colonial on North Main Street offers classic charm, strong bones, and an exceptional in-town location. Set directly across from the scenic town green and Vietnam Monument, and just a short walk to the center of town, the home enjoys both historic character and everyday convenience. Its location also places it near Choate Rosemary Hall and within easy reach of local schools,

  Vincent Masotta Pearce Real Estate

  570 N Main St, Wallingford, CT 06492
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  /35

  $3,295,000

  • 5 Beds
  • 4.5 Baths
  • 3,200 Sq Ft

  26 Treadwell Ave, Westport, CT 06880

  26 Treadwell Avenue is where historic charm meets a modern edgy vibe. Reimagined from the ground up in 2025 by Michael Greenberg, this 1894 Victorian Farmhouse has been transformed into a statement of refined design and craftsmanship. Notable features include exposed beams, white oak floors that ground the space, and curated architectural finishes that make every room feel intentional. Set on a

  Kim Harizman Compass Connecticut, LLC

  26 Treadwell Ave, Westport, CT 06880
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  /40

  $795,000

  • 3 Beds
  • 2 Baths
  • 1,951 Sq Ft

  143 Whitcomb Hill Rd, Cornwall Bridge, CT 06754

  Toad Hall Offered for the first time in over forty-five years, Toad Hall is an utterly delightful 18th Century gem set on 11.6 acres in the heart of Cornwall Bridge, one of the most coveted areas in Litchfield County. This enchanting property features two barns, including a spacious main barn that has served as the studio of a renowned local artist. With its soaring space and rustic charm, it

  Janet Myer Houlihan Lawrence

  143 Whitcomb Hill Rd, Cornwall Bridge, CT 06754
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  /30

  $1,014,574

  • Land
  • 1.24 Acres
  • $818,205 per Acre

  9 Kingfisher Way, Mystic, CT 06355

  Perfectly situated between New York and Boston, Masons Estates offers an opportunity to own land in one of Mystic's most sought-after coastal communities. With only 9 home sites available, each set on over an acre within a 17-acre enclave-featuring 5 acres of preserved open space-this is your chance to create a private sanctuary surrounded by natural beauty. Each lot provides a blank canvas for

  Peter Giordano Seaport Real Estate Services

  9 Kingfisher Way, Mystic, CT 06355
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  /2

  $1,189,900 New Construction

  • 4 Beds
  • 3 Baths
  • 3,250 Sq Ft

  2 Steeple View Ln, Shelton, CT 06484

  Welcome to Shelton's newest subdivision of 8 luxury homes in Historic Huntington Center. Walk to the green and to the many shops and restaurants. As you enter the front door there is a main 2-story foyer with tons of light. From the formal dining room you can walk through the butler's pantry perfect for entertaining and leads to the kitchen. There is a main level bedroom/office that has access to

  Tracy Schauwecker-Perry Real Estate Two

  2 Steeple View Ln, Shelton, CT 06484
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  /40

  $1,950,000

  • 5 Beds
  • 5 Baths
  • 5,080 Sq Ft

  330 Ridgefield Rd, Wilton, CT 06897

  PRICED TO MOVE. Set along one of Fairfield County's most picturesque and prestigious roads, this vintage Wilton estate offers a rare blend of historic character and modern potential. Thoughtfully expanded and ready for a personal touch, the residence sits on 2.4 acres and is surrounded by 4.5 acres of conservation land, providing unmatched privacy and serenity just minutes from downtown Wilton

  Richard Greene Compass Connecticut, LLC

  330 Ridgefield Rd, Wilton, CT 06897
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  /21

  $669,000

  • 1 Bed
  • 2.5 Baths
  • 1,962 Sq Ft

  Unlisted Address

  Urban oasis in the heart of Downtown New Haven! Welcome to The Lofts at 91 Church - where historic charm meets modern luxury. This stunning, one-of-a-kind loft 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 fabulous unit features soaring ceilings, expansive open-concept design, and refined

  Jill Nathanson-Zaengel Press/Cuozzo Realtors

  Unlisted Address
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  /27

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,526 Sq Ft

  258 Hunter Dr Unit 258, Litchfield, CT 06759

  Live in fabled Litchfield with few home ownership cares and at the most reasonable expense. Well-maintained home with sun-filled rooms and deck looking out to private forest area. Large, bright, walk-out, and finished lower level space perfect as a Family Room or yoga / billiard / office area. Home Owners Association offers Club House, heated in-ground pool, basketball, and other benefits.

  Cleve Fuessenich Klemm Real Estate Inc

  258 Hunter Dr Unit 258, Litchfield, CT 06759
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  /19

  $369,000

  • 2 Beds
  • 1.5 Baths
  • 1,072 Sq Ft

  120 Wooster St Unit E, New Haven, CT 06511

  Wooster Court Condominiums, Fantastic Wooster Street location, small complex of 23 units. Townhouse style unit with new windows, new slider, new hardwood floors, new bathrooms, new closet doors, new ceiling fans and light fixtures, new Samsung SS kitchen appliances, updated kitchen. 2 large bedrooms with huge closet space, large living room with new slider to balcony, carport and storage. Live in

  Gena Ruocco-Lockery GRL & Realtors, LLC

  120 Wooster St Unit E, New Haven, CT 06511
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  /12

  $83,000

  • 1 Bed
  • 1 Bath
  • 584 Sq Ft

  76 van Block Ave Unit 6A, Hartford, CT 06106

  First floor, one bedroom unit at Colt Estates. Walking distance to downtown Hartford. Coltsville is a National Historic Landmark district with new apartments, Dillon Stadium, and J Bar.

  John Zubretsky Century 21 AllPoints Realty

  76 van Block Ave Unit 6A, Hartford, CT 06106
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  /40

  $2,698,000

  • 4 Beds
  • 3.5 Baths
  • 4,186 Sq Ft

  135 Comstock Hill Rd, New Canaan, CT 06840

  Introducing The Sun House with a blend of history and modernity. Enveloped in the charm of 1845 architecture, this Silvermine estate is a treasure trove for the discerning homeowner. Spanning over 4,000 square feet, the fully updated main house boasts four bedrooms and three and a half bathrooms. Step into the chef's kitchen, a culinary haven for the home gourmet, where modern amenities meet

  Marion Filley Compass Connecticut, LLC

  135 Comstock Hill Rd, New Canaan, CT 06840
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  /40

  $1,595,000

  • 4 Beds
  • 4.5 Baths
  • 4,152 Sq Ft

  415 South St, Litchfield, CT 06759

  Welcome to Riverbend Farm, a beautiful 9 acres (over two lots) located on the Bantam River! A truly one of a kind property within Litchfield's Historic District with stunning views of rolling property down to the river. Set back from the road, up the circular drive this Mid Century beauty has a flexible floor plan that features 4 bedrooms, 4.5 baths and over 4,000 sqft. Entry floor: Enter the

  Andrew Murphy E.J. Murphy Realty

  415 South St, Litchfield, CT 06759
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  /30

  $950,000

  • 9 Beds
  • 4 Baths
  • 3,116 Sq Ft

  141 Valley St, New Haven, CT 06515

  On Yale Homebuyer's Program List- At the Foot of West Rock - A Rare 9-Bedroom Modern Estate in New Haven. Set against the dramatic cliffs of West Rock Ridge, this exceptional 9-bedroom, 4-bathroom home offers over 3,000 sq ft of finished living space plus an additional 1,558 sq ft unfinished attic-perfect for future expansion, a game room, studio, or private retreat. Built in 2013, the property

  Dallas Davis Dalvis Realty

  141 Valley St, New Haven, CT 06515
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  /10

  $599,000

  • Land
  • 2 Acres
  • $299,500 per Acre

  Lot 6 Cattle Pen Ln, Ridgefield, CT 06877

  Incredible opportunity to build on the most picturesque 2 acre lot off the end of the cul de sac on desirable Cattle Pen Lane in southern Ridgefield. This is the last developable lot of the original subdivison and backs up to 168 acres of State open space with an equestrian/conservation easement for access to the Wilton riding trail system. A respected local builder has owned this prime property

  Laura Ancona William Pitt Sotheby's Int'l

  Lot 6 Cattle Pen Ln, Ridgefield, CT 06877
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  /35

  $459,000

  • 4 Beds
  • 1 Bath
  • 1,836 Sq Ft

  76 Griffin Rd, Broad Brook, CT 06016

  Classic 1790s Farmhouse with Exceptional 2025 Modern Updates Step into a rare blend of history and modern comfort in this beautifully renovated 1790s farmhouse, the original homestead of a former potato and tobacco farm. Rich in character yet thoughtfully updated, this home delivers timeless charm paired with today's conveniences. The spacious floor plan offers 4 generously sized bedrooms, plus a

  Melissa Guerrero William Pitt Sotheby's Int'l

  76 Griffin Rd, Broad Brook, CT 06016
• 

  

  /19

  $195,000

  • 3 Beds
  • 1 Bath
  • 1,194 Sq Ft

  7 Coit St Unit 2, New London, CT 06320

  Charming historic condo unit for sale located in downtown. This unit has been renovated and offers timeless details with modern upgrades.

  Kristen Boyd U.S. Properties Real Estate Services, LLC

  7 Coit St Unit 2, New London, CT 06320
• 

  

  /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
• 

  

  /39

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 2,340 Sq Ft

  1669 Route 169, Woodstock, CT 06281

  Welcome to Hilltop Meadows-a one-of-a-kind, 60-acre luxury hay farm nestled in Connecticut's scenic "Quiet Corner." Set high above Route 169 in North Woodstock, this breathtaking property offers rolling meadows, mature forests, and serene privacy just 60 miles from Boston and 150 from Manhattan. The heart of the property is a newly updated 2-bed, 2-bath, 2,340 sq ft farmhouse blending historic

  Ryan De Lello William Pitt Sotheby's International Realty

  1669 Route 169, Woodstock, CT 06281

Showing Results 41 - 80, Page 2 of 7