Homes for Sale in Connecticut - Historic

/37
$369,999

Open Sun 11AM - 1PM
- 3 Beds
- 2 Baths
- 1,318 Sq Ft
234 East St, Litchfield, CT 06759

An increasingly rare opportunity to own a detached home in Litchfield for under $400,000! Just moments from the town Green, restaurants, shops, and everything that makes this historic New England town so special. Built in 1875, this charming three-bedroom, two-bath Cape offers a warm, character-filled interior and a surprisingly functional layout. The main level features a comfortable living room

John Daikus

eXp Realty

234 East St, Litchfield, CT 06759
/37
$1,150,000
- 8 Beds
- 6 Baths
- 7,300 Sq Ft
87 Main St, Deep River, CT 06417

VC Property Group is proud to present a rare two-parcel assemblage in Deep River, Connecticut, featuring a newer construction single-family residence, a five-unit mixed-use building with four residential apartments and one retail unit, and a contiguous 0.30-acre vacant parcel. Located in the highly desirable Lower Connecticut River Valley, the property is just 0.4 miles from Downtown Deep River

Anthony Velez

VC Property Group, LLC

87 Main St, Deep River, CT 06417
/28
$1,099,000

$150K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,803 Sq Ft
332 Belden Hill Rd, Wilton, CT 06897

Welcome to the historic James Benedict House, one of Wilton's most notable and beautifully preserved 18th-century residences. This thoughtfully updated antique Colonial seamlessly blends timeless craftsmanship with modern convenience, offering 2,803 square feet across three full levels-including a true third floor with tall ceilings (not an attic)-plus a walk-out lower level ready to be finished.

Cosmo Iadanza

Century 21 AllPoints Realty

332 Belden Hill Rd, Wilton, CT 06897
/36
$850,000
- 2 Beds
- 2.5 Baths
- 1,946 Sq Ft
394 Winchester Rd, Norfolk, CT 06058

Formerly known as Breezy Hill Farm, this exceptional 12.38-acre property lives up to its name, offering peaceful surroundings and refreshing breezes year-round. Set on two parcels, the beautifully renovated post-and-beam home seamlessly blends historic character with modern amenities. Completed in 2017, the extensive renovation included all new electrical, plumbing, spray foam insulation,

Wendy Eichman

Raynard & Peirce Realty,LLC

394 Winchester Rd, Norfolk, CT 06058
/38
$1,800,000
- 4 Beds
- 4.5 Baths
- 6,108 Sq Ft
24 Mark Twain Ln, Redding, CT 06896

A once-in-a-generation offering. Once part of the Redding's historic Samuel Clemens (Mark Twain) estate, this extraordinary 5.41 acre property was later home to renowned American Abstract Expressionist painter Robert Natkin, whose creativity inspired its remarkable evolution. Set beside the 161-acre Stormfield Preserve, this secluded private compound offers miles of hiking trails just beyond your

Heather Lindgren

Coldwell Banker Realty

24 Mark Twain Ln, Redding, CT 06896
/44
$3,795,000
- 4 Beds
- 5 Baths
- 3,421 Sq Ft
88 Water St, Stonington, CT 06378

At the edge of Stonington Harbor, where sailboats move slowly through the water and the village wakes each morning to the rhythm of the tide, 88 Water Street offers a rare opportunity to live directly within one of New England's most beloved coastal communities. This historic home dates to 1840, yet today it feels distinctly current following an extensive renovation completed in 2022. The result

Danielle Malloy

Serhant Connecticut LLC

88 Water St, Stonington, CT 06378
/38
$1,695,000
- 5 Beds
- 3.5 Baths
- 3,912 Sq Ft
30 Meeting House Ln, Madison, CT 06443

Historic gem on the Madison Village Green. Once known as "Hartsbourne," this storied Madison residence is celebrated for its premier location overlooking the town green and its timeless architectural presence. A true local landmark, the home is distinguished by its striking curved eaved roofline, reminiscent of a pagoda with a unique flat seamed copper roof center. Beautifully aligned with the

Cathy Lynch

Coldwell Banker Realty

30 Meeting House Ln, Madison, CT 06443
/40
$350,000

$15K PRICE DROP
- 3 Beds
- 2 Baths
- 2,438 Sq Ft
60 Chaplin St, Chaplin, CT 06235

Welcome to place where time truly is the most beautiful thing. There is a particular kind of feeling when you walk through a historic door like this. Maybe it's the hardwood plank floors that have held two centuries of footsteps. Maybe it's the way the morning light hits the windows on every home on Chaplin Street, a village so notable it's listed on the National Register of Historic Places.

Stephen Daly

KW Legacy Partners

60 Chaplin St, Chaplin, CT 06235
/38
$625,000

Open Sun 1PM - 2:30PM $21K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,478 Sq Ft
429 New Sweden Rd, Woodstock, CT 06281

Step back in time and discover the charm of this beautifully preserved 2,400 sq. ft. farmhouse, originally built in 1805. (Renovated in 1980) Rich in character and timeless appeal, this property offers the perfect blend of country living and modern convenience. Whether you dream of cultivating extensive gardens, raising animals, creating a self-sustaining homestead, or simply enjoying wide-open

Elizabeth Scranton

Kazantzis Real Estate, LLC

429 New Sweden Rd, Woodstock, CT 06281
/39
$599,000

$26K PRICE DROP
- 4 Beds
- 3 Baths
- 1,941 Sq Ft
256 Nichols Ave, Shelton, CT 06484

Experience the charm of this beautiful antique Colonial home located in Huntington at 256 Nichols Avenue, on a picturesque, park-like grounds, complete with a small barn, gardening shed, and elegant stonework. This residence combines classic historic features with modern updates, showcasing solid mechanics and evident pride of ownership. Original wide plank floors grace the living room, dining

Cheryl Arbelo

Real Estate Two

256 Nichols Ave, Shelton, CT 06484
/31
$1,200,000
- 6 Beds
- 3 Baths
- 3,322 Sq Ft
116 Deer Hill Ave, Danbury, CT 06810

Danbury's historic and prestigious Deer Hill Avenue sets the perfect stage for this 3322 Square Foot 1900 Victorian Dream Home. This stunning classic legal two family combines 21st Century updates and conveniences with old world craftmanship and charm. The potential for income is amazing for an investor. If your goal is to enjoy the ultimate in luxury and comfort as 0wner-occupied this is the

Victor Vescera

Keller Williams Realty

116 Deer Hill Ave, Danbury, CT 06810
/39
$449,900

$20K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,336 Sq Ft
380 Main St, Meriden, CT 06451

Step into timeless charm with this beautifully renovated 1803 Colonial at 380 Main St in Meriden. This 3-bedroom, 2.5-bath home blends historic character with modern updates, featuring new ductless heating and cooling, windows, and deck for peace of mind. Inside, you'll find a warm and inviting eat-in kitchen with a cozy gas fireplace-perfect for gatherings year-round. The home offers two

Samantha Conde

RE/MAX One

380 Main St, Meriden, CT 06451
/40
$549,900

Open Sat 1PM - 3PM
- 5 Beds
- 2.5 Baths
- 2,650 Sq Ft
460 Ellsworth Ave, New Haven, CT 06511

An extraordinary piece of New Haven history, this 1911 Colonial in the historic Beaver Hills neighborhood - celebrated for its architectural heritage - has been cherished by the same family since 1983. Situated on a .33-acre lot, the home combines timeless beauty with incredible potential for modern personalization, featuring a welcoming 36' x 11' covered front porch, a distinctive porte-cochere,

Stacey McPherson

KW Legacy Partners

460 Ellsworth Ave, New Haven, CT 06511
/40
$995,000

$400K PRICE DROP
- 5 Beds
- 4 Baths
- 4,636 Sq Ft
45 Clark Rd, Old Lyme, CT 06371

After a year of rehabilitation, this beautiful & spacious colonial home has been thoughtfully & tastefully completely remodeled & enhanced! Located in the heart of Lyme just a short distance from the historic ferry, Gillette's Castle & Fox Hopyard Country Club, this home boasts a very modern feel with an open & airy floor plan. All aspects have been brilliantly brought to life inside & out! The

Kevin Geysen

William Pitt Sotheby's Int'l

45 Clark Rd, Old Lyme, CT 06371
/40
$590,000

$25K PRICE DROP
- 4 Beds
- 3 Baths
- 2,528 Sq Ft
700 Watertown Rd, Middlebury, CT 06762

This beautifully maintained Vintage Colonial blends historic charm with thoughtful updates. Built-in equity! Recent appraisal values this home at $715,000. Set on 1.25 meticulously landscaped acres, this 4-bedroom, 3-bath home offers warmth, space, and versatility with a huge finished attic space. The stunning grounds feature mature plantings, classic New England stone walls, and inviting patio

Erin Giguiere

Regall Realty, LLC

700 Watertown Rd, Middlebury, CT 06762
/34
$3,200,000

$700K PRICE DROP
- 3 Beds
- 2 Baths
- 1,933 Sq Ft
6 Hoyt Rd, Sherman, CT 06784

Black Dog Farm, owned by artist Elaine Voghelle, an exceptional estate offering a refined storybook ambiance. The fully restored 1803 Antique Eyebrow Colonial Farmhouse is set on 4.6 acres of prime land along the Appalachian Trail. Renovations throughout the home are executed to the highest standard. The property includes several substantial outbuildings, including a three-level cottage, a

Eric Bergers

William Raveis Real Estate

6 Hoyt Rd, Sherman, CT 06784
/40
$2,200,000
- 4 Beds
- 3.5 Baths
- 3,957 Sq Ft
47 E Kings Hwy, Chester, CT 06412

A once-in-a-generation opportunity to become the steward of one of the Connecticut River Valley's most important historic estates. Built in 1798 by Jonathan Warner-founder of the Chester-Hadlyme Ferry, merchant, ship owner, farmer, Constable, Justice of the Peace, civic leader, and director of the Middlesex Turnpike-the Warner-Brooks House stands as a remarkable testament to early American

Al Chiarito

Chiarito Real Estate LLC

47 E Kings Hwy, Chester, CT 06412
/39
$849,500

$25K PRICE DROP
- 4 Beds
- 2.5 Baths
- 3,700 Sq Ft
339 Main St S, Woodbury, CT 06798

One of Woodbury's last remaining homes built in the late 1600s. This charming residence offers a unique blend of historic character and modern convenience, ideally situated for those who appreciate easy access to local shops, parks, and restaurants. The interior of the home boasts a rich history with exposed wooden beams, 4 fireplaces, and classic hardwood floors, creating an inviting and warm

Marian Van Egas

Berkshire Hathaway NE Prop.

339 Main St S, Woodbury, CT 06798
/20
$1,200,000
- 1 Bed
- 4 Baths
- 1,824 Sq Ft
24-26 Lyme St, Old Lyme, CT 06371

Two well-maintained historic buildings in the heart of the Old Lyme Historic District! 24 & 26 Lyme Street are being sold together, offering a unique chance to invest in a high-visibility location within this charming New England village. * 24 Lyme Street (built in 1800) features 1,824 sq. ft. of retail and office space, ideal for business use or potential redevelopment. * 26 Lyme Street (built

Logan Hayes

NestSeekers International

24-26 Lyme St, Old Lyme, CT 06371
/36
$579,999
- 9 Beds
- 6 Baths
- 4,974 Sq Ft
40 Allen Place, Hartford, CT 06106

A rare 5-unit multifamily opportunity in Hartford's Trinity College neighborhood, offering nearly 5,000 square feet of living space. This distinctive Victorian Colonial blends historic character with strong income potential, featuring hardwood floors, generous storage, and a flexible unit mix. 4 of the 5 units are currently furnished, and the seller is open to including furnishings in

Romanee Ives

Cornerstone Homes Plus, Inc.

40 Allen Place, Hartford, CT 06106
/38
$850,000
- 3 Beds
- 2 Baths
- 2,489 Sq Ft
47 South St, Roxbury, CT 06783

Step back in time and own a piece of history with the distinguished Philo N. Hodge House, a remarkable antique home built in 1833 and proudly added to the National Register of Historic Places in 2024. Rich in character and historic charm, this unique property offers an opportunity to become the next steward of a truly special home. Bring your imagination and vision to this treasured historic

Michelle Alvord

Berkshire Hathaway NE Prop.

47 South St, Roxbury, CT 06783
/40
$1,999,000
- 4 Beds
- 5 Baths
- 4,016 Sq Ft
445 Orange St, New Haven, CT 06511

A rare opportunity to own one of New Haven's most distinguished mid-19th century landmarks. Believed to have been designed by renowned architect Henry Austin for prominent New Haven physician Dr. William DeForest in 1858, this stately Greek Revival brick residence occupies a prominent site in the southern section of the coveted East Rock neighborhood. Meticulously restored by the current owner,

Wojtek Borowski

Pearce Real Estate

445 Orange St, New Haven, CT 06511
/40
$1,378,800

Open Sat 1PM - 3PM
- 3 Beds
- 2.5 Baths
- 2,767 Sq Ft
1308 Durham Rd, Madison, CT 06443

Originally built in 1825, this residence has been thoughtfully updated to preserve its historic essence while incorporating modern conveniences. Nestled on a generous 4.38-acre lot, this extraordinary home boasts 3 spacious bedrooms and 2.5 beautifully appointed bathrooms within its expansive 3,500 square feet of living space. As you step inside, you'll be captivated by the elegant oak hardwood

Nick Prevost

William Raveis Real Estate

1308 Durham Rd, Madison, CT 06443
/39
$775,000
- 3 Beds
- 2 Baths
- 1,945 Sq Ft
161 Olive St, New Haven, CT 06511

Rare historic Wooster Square compound featuring a detached carriage house and private garden retreat. Opportunities like this seldom come to market in New Haven's iconic Wooster Square Historic District. Built in 1870, this distinguished brick residence offers 3 BR, 2 full baths, and a rare blend of architectural character, flexible living space, and private outdoor living. Behind the historic

Marc Seigel & Lauren Seigel-Gross

RE/MAX RISE

161 Olive St, New Haven, CT 06511
/27
$989,000

Open Sun 1PM - 3PM $100K PRICE DROP
- 4 Beds
- 2 Baths
- 2,472 Sq Ft
47 2nd St, Norwalk, CT 06855

Welcome to 47 Second Street, an impeccably maintained two-family Colonial in one of East Norwalk's most desirable coastal neighborhoods. Built in 1890 and situated on an oversized 0.25-acre lot, this charming property offers a fantastic opportunity for both homeowners and investors. Each unit features two spacious bedrooms and one full bathroom, providing comfortable and functional living spaces.

Kevin O'Brien

O'Brien Premier Properties

47 2nd St, Norwalk, CT 06855
/2
$4,200,000
- 6 Beds
- 7.5 Baths
- 7,450 Sq Ft
760 Valley Rd, New Canaan, CT 06840

A Historic Masterpiece, Reimagined for Modern Living Originally crafted in 1931 by renowned architect Frazier Forman Peters, this iconic stone residence has been completely reinvented-expanded, redesigned, and redefined for today's luxury lifestyle. The newly completed home now offers over 9,000 square feet of exquisite living space with 6 bedrooms, 7.5 baths, and every modern comfort imaginable,

Richard Breglia

Coldwell Banker Realty

760 Valley Rd, New Canaan, CT 06840
/35
$410,000

$15K PRICE DROP
- 2 Beds
- 2 Baths
- 1,396 Sq Ft
38 Lords Hill Rd Unit 8, Stonington, CT 06378

Meticulously maintained, this beautifully updated 3rd floor unit with 2 bedroom, 2 bath condominium offers effortless coastal living with tasteful, high quality finishes throughout. The stunning new kitchen is the centerpiece of the home, featuring quartz countertops, custom cabinetry, and modern fixtures. Rich Brazilian engineered hardwood flooring flows seamlessly through the living spaces,

Tammy Tinnerello

William Pitt Sotheby's Int'l

38 Lords Hill Rd Unit 8, Stonington, CT 06378
/40
$899,000

$96K PRICE DROP
- 4 Beds
- 3.5 Baths
- 3,053 Sq Ft
2222 Ridge Rd, North Haven, CT 06473

The historic Joel E. Bassett House, originally a one room farmhouse built in 1802, elegantly remodeled in 2018 to meet the demands of modern living. The spacious home is 3,053 sq ft with 4 bedrooms 3.5 baths and is sited on a 1.76 acre corner lot. The expansive great room includes the living room, formal dining room & chef’s kitchen, and has gorgeous dark hardwood floors, coffered ceilings &

John Hill

Seabury Hill REALTORS

2222 Ridge Rd, North Haven, CT 06473
/33
$949,000

$40K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,468 Sq Ft
21 Elm St, Stonington, CT 06378

Situated in the heart of Stonington Borough, 21 Elm Street is a striking historical colonial that pairs late-19th-century character with modern updates, leaving endless possibilities for a new owner to make the house their own. Spanning nearly 2,500 square feet of living space, the residence features four bedrooms, two full baths and one half bath, plenty of room to entertain and relax with two

Jonah Tomsick

Flagship Real Estate Advisors

21 Elm St, Stonington, CT 06378
/40
$799,000
- 7 Beds
- 4 Baths
- 8,001 Sq Ft
65 S Main St, Griswold, CT 06351

Waterfront historic 7 BDR, 4 bath Colonial home completely restored in 2026 on .73 acre lot with attached open, one floor 3000 sq.ft. heated storage building with its own full basement! The 5000 sq.ft. main house offers classic door & window trim and crown molding, 12' ceilings, H/W flooring,beautiful original staircase, each room Bosch mini split heating/AC, and all large room living spaces.

Randy Russ

Russ Real Estate

65 S Main St, Griswold, CT 06351
/14
$650,000
- Land
- 153 Acres
- $4,248 per Acre
0 Kozey Rd, Eastford, CT 06242

Extraordinary 153-acre parcel nestled in the heart of Connecticut's scenic Last Green Valley, offering exceptional privacy and natural beauty. This remarkable property borders Natchaug State Forest, Yale Meyers Forest, and the historic Old Connecticut Path, placing thousands of acres of protected woodland at your doorstep. Rolling terrain, hardwoods, and abundant wildlife create a stunning

Elizabeth Scranton

Kazantzis Real Estate, LLC

0 Kozey Rd, Eastford, CT 06242
/24
$250,000
- 2 Beds
- 1 Bath
- 986 Sq Ft
492 Dowd Ave, Canton, CT 06019

Discover this charming, move-in-ready 2-bedroom, 1-bath townhouse in sought-after Canton Village. Bright and welcoming, this home offers a great layout, a nice outdoor sitting area right off the kitchen, and a spacious garage conveniently located just steps from the front door. Recent updates include a remodeled bathroom with a walk-in shower (2021), water heater (2021), heating and central air

Nicole Elliott

Berkshire Hathaway NE Prop.

492 Dowd Ave, Canton, CT 06019
/40
$761,000
- 6 Beds
- 3.5 Baths
- 3,930 Sq Ft
219 Hillside Ave, Naugatuck, CT 06770

Welcome to The Warner-Clark Home, one of Naugatuck's most distinguished residences. Built in 1904 by renowned architect Theodore B. Peck for Oscar L. Warner, founder of Naugatuck's first water company, this iconic Colonial Revival beautifully blends historic character with today's modern updates. Offered completely furnished, this is a rare turnkey opportunity where virtually everything you see

Mike Albert

RE/MAX RISE

219 Hillside Ave, Naugatuck, CT 06770
/40
$1,299,900
- 4 Beds
- 4 Baths
- 4,154 Sq Ft
180 Green Hill Rd, Killingworth, CT 06419

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

James Luth

HERE Realty

180 Green Hill Rd, Killingworth, CT 06419
/17
$44,900
- Land
- 2.29 Acres
- $19,607 per Acre
79 Windham Center Rd, Windham, CT 06280

Nice level lot in a great location, frontage on Windham Center Rd. (RT 203), to the left of #73 Windham Center Rd. This lot will convey with a right of way over it to provide access to the lot behind it at 77-R Windham Center Rd. Close to shopping, schools, and downtown Willimantic, offers the potential to make for the perfect pace for you to build the home of your dreams at an affordable price.

Rick Nassiff

KW Legacy Partners

79 Windham Center Rd, Windham, CT 06280
/40
$1,800,000
- 4 Beds
- 2.5 Baths
- 2,944 Sq Ft
36 Pearl St, Groton, CT 06340

### Revised Public Remarks The Lanman Lamb House, circa 1840, offers something increasingly rare in Mystic's Historic District: exceptional parking, a private backyard, and an in-ground pool just steps from downtown and the Mystic River. A detached two-car garage is complemented by a separate gated parking area accommodating two additional vehicles-an invaluable feature in this highly walkable

Tim Bray

Seaport Real Estate Services

36 Pearl St, Groton, CT 06340
/39
$129,900
- 1 Bed
- 1 Bath
- 760 Sq Ft
1186 Middle Turnpike W Unit B2, Manchester, CT 06040

Attention Investors! Excellent opportunity to add a low-maintenance property to your portfolio with this updated second-floor, ranch-style 1-bedroom, 1-bath condo in the highly desirable Beacon Hill community. The bright, move-in-ready unit features an open-concept living and dining area filled with natural light, an updated kitchen with ample cabinetry and storage, newer carpeting throughout the

Chloe White

KW Legacy Partners

1186 Middle Turnpike W Unit B2, Manchester, CT 06040
/30
$305,000

Open Sun 1PM - 3PM $19K PRICE DROP
- 2 Beds
- 2.5 Baths
- 1,638 Sq Ft
2 Whirling Dun Unit 2, Collinsville, CT 06019

Welcome to River's Edge, one of Collinsville's most desirable condominium communities, where scenic surroundings meet exceptional convenience. This spacious townhouse offers approximately 2,400 square feet of thoughtfully designed living space with 2 bedrooms, 2.5 baths, and a beautifully finished lower level providing flexible space for a family room, home office, fitness area, or guest

Mirya Catanzaro

Berkshire Hathaway NE Prop.

2 Whirling Dun Unit 2, Collinsville, CT 06019
/37
$1,350,000
- 3 Beds
- 3.5 Baths
- 3,570 Sq Ft
1335 Pequot Trail, Stonington, CT 06378

Tucked behind mature trees and framed by classic stone walls, this remarkable Stonington property feels more like a private country estate than a traditional residence. Set on nearly three beautifully maintained acres, the grounds unfold with expansive lawns, established gardens, and peaceful outdoor spaces that create an immediate sense of calm and privacy. The setting tells a story of timeless

Tammy Tinnerello

William Pitt Sotheby's Int'l

1335 Pequot Trail, Stonington, CT 06378
/34
$4,625,000
- 3 Beds
- 2.5 Baths
- 3,000 Sq Ft
305 Pequot Trail, Pawcatuck, CT 06379

Welcome to Little Pond Farm in Stonington, CT. This private estate of 96 acres on the Connecticut shoreline is midway between Boston and New York and minutes from ocean beaches, sailing, and the historic village of Mystic. It offers the space and privacy of true country living within easy reach of the coast. The custom main residence pairs scale with warmth: a great room anchored by reclaimed

Mark Bevington

Coldwell Banker Realty

305 Pequot Trail, Pawcatuck, CT 06379

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