Vintage homes for sale & real estate in 06443, CT

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OPEN OCT 10, 1PM TO 2:30PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 06443, CT:
A rare and remarkably charming Antique in one of Madison's most picturesque settings. Set on 7+ acres along quiet Race Hill Rd, this beautifully preserved circa-1764 Cape blends centuries of character with thoughtful updates and the ease of modern living. Originally restored to the studs in 1996, the 2,091 sq. ft. main house retains an extraordinary amount of its original character, including chestnut flooring, period hardware, exposed beams and other details that give the home a wonderful sense of history. The floor plan is warm and inviting. The dining area opens to a family room with rustic beams, one of the original fireplaces and windows overlooking the private grounds. The family room

$849,000

4 beds3 baths2,792 sq ft

150 Race Hill Rd, Madison, CT 06443

Period hardware • Chestnut flooring • Guest cottage

3D & VIDEO TOUR

ABOUT THIS HOME
Vintage Home for sale in 06443, CT:
* * PRICE ADJUSTMENT! * * A rare opportunity to own a piece of Connecticut history. This exceptional circa-1752 former Helen Foster Snow homestead blends historic charm, exceptional craftsmanship, and modern comforts in a beautiful, private setting. The current owner, a respected local builder and craftsman behind East Guilford Construction, has thoughtfully maintained and improved the property over the years, bringing a deep understanding of historic restoration and traditional post-and-beam construction to every detail. This is not simply a cosmetic renovation, but the result of decades of careful investment and stewardship. The main residence offers approximately 2,354 square feet, 4

$1,149,000

4 beds4 baths2,354 sq ft

148 Mungertown Rd, Madison, CT 06443

Two classic barns • Peaceful pond • Developable lot

ABOUT THIS HOME
Vintage Home for sale in 06443, CT:
BEACH HOME! BEACH RIGHTS! NEEDS WORK! It is not everyday that an opportunity to own a double lot in such a shoreline area. This charming English Cottage-style Cape, situated on a generous footprint for the area, is ready for it's next chapter-whether that involves a thoughtful renovation or the construction of a brand-new coastal home perhaps. Residents enjoy deeded rights to a private association sandy beach located just at the end of the street! The main residence of which there are no photos for obvious reasons once you see it (NEEDS WORK) currently features three bedrooms and 1.5 baths but adding to the property's versatility is a delightful in good condition accessory apartment, which

$700,000

3 beds2.5 baths2,124 sq ft

67 Blakeman Rd, Madison, CT 06443

Beach rights • Full kitchen • Deeded rights

ABOUT THIS HOME
Vintage Home for sale in 06443, CT:
The Perfect Location on picturesque 3/4 of an Acre. Walk to Hammonasset State Park and enjoy the Trails and 2-Miles of Pristine Sandy Beach ~ This Antique Saltbox boasts a total of 2,262 square feet of heated living space. Windows have been upgraded with Pella Double Pane Insulated Windows throughout. Included in the floor plan is a legal 1-Bedroom Apartment on the first floor. You'll need to Roll up your sleeves and do some work, but the results should pay dividends.

$625,000

5 beds2 baths2,688 sq ft

39 Mill Rd, Madison, CT 06443

Heated living space • Antique saltbox • Pristine sandy beach

ABOUT THIS HOME
Vintage Home for sale in 06443, CT:
Escape to the Connecticut shoreline with this beautifully styled Cape, ideally situated in desirable Madison. Offering 3 bedrooms and 1 full bath, this charming home features inviting indoor and outdoor living spaces designed for comfortable everyday living and relaxed coastal living. Set on a private, lightly wooded corner lot, the property offers a peaceful sense of privacy while remaining close to everything Madison has to offer. Recent improvements include new cedar siding, windows throughout with custom window treatments, propane fireplace installation, and professional interior painting, all completed in 2025. The roof and septic system were both replaced in 2022. Just a 5-minute dri

$579,900

3 beds1 bath1,077 sq ft

6 Bower Rd, Madison, CT 06443

New cedar siding • Roof replaced • 1.03 acre lot

Property at 17 Barberry Ln, Madison, CT 06443, 4 beds, 5 baths

$2,700,000

4 beds5 baths4,833 sq ft

17 Barberry Ln, Madison, CT 06443

Property at 118 River Rd, Madison, CT 06443, 3 beds, 3 baths

$5,000,000

3 beds3 baths3,109 sq ft

118 River Rd, Madison, CT 06443

Property at 40 East St, Madison, CT 06443, 1 bed, 0.5 baths

$210,000

1 bed0.5 baths732 sq ft

40 East St, Madison, CT 06443

Property at 1209 Durham Rd, Madison, CT 06443, 5 beds, 5.5 baths

$999,000

5 beds5.5 baths3,832 sq ft

1209 Durham Rd, Madison, CT 06443

Property at 16 North St, Madison, CT 06443, 1 bed, 1 bath

$125,000

1 bed1 bath476 sq ft

16 North St, Madison, CT 06443

Property at 32 North St, Madison, CT 06443, 2 beds, 1 bath

$164,999

2 beds1 bath592 sq ft

32 North St, Madison, CT 06443

Property at 92 Fourth Ave, Madison, CT 06443, 2 beds, 1 bath

$142,900

2 beds1 bath396 sq ft

92 Fourth Ave, Madison, CT 06443

Property at 26 Bassett Ln, Madison, CT 06443, 3 beds, 3.5 baths

$1,950,000

3 beds3.5 baths2,160 sq ft

26 Bassett Ln, Madison, CT 06443

Property at 32 Liberty St, Madison, CT 06443, 3 beds, 3 baths

$1,299,000

3 beds3 baths1,188 sq ft

32 Liberty St, Madison, CT 06443

Property at 2415 Durham Rd, Madison, CT 06443, 2 beds, 1.5 baths

$880,000

2 beds1.5 baths1,795 sq ft

2415 Durham Rd, Madison, CT 06443

Property at 30 Meeting House Ln, Madison, CT 06443, 5 beds, 3.5 baths

$1,695,000

5 beds3.5 baths3,912 sq ft

30 Meeting House Ln, Madison, CT 06443

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ABOUT THIS HOME
Vintage Home for sale in 06443, CT:
A little privacy, a lot of potential, and a place to call home! This well-loved ranch is tucked away on 2.1 acres in Haddam, offering the perfect combination of comfortable one-level living and peaceful surroundings. The home features 2 bedrooms, 1 full bath, a welcoming living room with a wood-burning stove, and an enclosed porch that gives you an extra spot to relax, enjoy your morning coffee, or take in the privacy of the property. An attached garage adds everyday convenience - generator hook up with manual generator transfer switch for extra peace of mind! The generous acreage gives you plenty of room to enjoy the outdoors. Peaceful stream along the property! Whether you're looking for

$275,000

2 beds1 bath940 sq ft

98 Turkey Hill Rd, Haddam, CT 06438

Attached garage • 2.1 acres • Wood-burning stove

ABOUT THIS HOME
Vintage Home for sale in 06443, CT:
This property offers a rare opportunity with nearly half an acre of land in a very popular and convenient part of town. Existing home is in need of renovation and may offer the potential to rebuild or create a new home to suit your own vision, subject to town approvals. Whether you're looking to build your dream home, renovate, or take on an investment project, this property offers plenty of possibilities. Property is being sold strictly as- is, where- is . Buyers are encouraged to preform their own due diligence regarding zoning, permits. /Estate Sale- probate in place/Do not disturb the tenant /72 hours notice

$289,900

2 beds1 bath800 sq ft

232 Maupas Rd, Guilford, CT 06437

Half an acre of land • Investment project • Potential to rebuild

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 06443, CT:
* * * OPPORTUNITY AWAITS IN GUILFORD LAKES * * * * * * SHOWINGS TO BEGIN 9/28 * * * Set on a private half-acre lot in the desirable Guilford Lakes area, 606 North Madison Road presents an opportunity to restore, renovate and reimagine a property in one of Guilford's established residential communities. This 1929 home offers approximately 1,008 square feet with two bedrooms, one bath, six rooms, a fireplace and a full unfinished basement. The home requires renovation and is being offered in its current condition, making this an opportunity for a buyer with the vision to bring it back to life. Mature surroundings and a generous lot provide a peaceful, private setting with plenty o

$325,000

2 beds1 bath1,008 sq ft

606 N Madison Rd, Guilford, CT 06437

Generous lot • 0.49 acre lot • Garage

VIDEO TOUR

ABOUT THIS HOME
Vintage Home for sale in 06443, CT:
The John Collins II House at 205 State Street is recognized as one of the finest colonial homes in Historic Guilford. Built in 1707, this handsome saltbox has been thoughtfully restored and updated while preserving its extraordinary historic character. Since 2005, the owners have invested extensively in maintaining original features including working fireplaces, chamfered beams, beaded corner boxes, hardwood floors, and wood paneling. Modern amenities include central air, warm-air heat, 200-amp electric service, city water, and natural gas. The front door opens to a traditional foyer with access to two first-floor chambers and the turned staircase. The formal living room features a fireplac

$1,650,000

3 beds2.5 baths3,024 sq ft

205 State St, Guilford, CT 06437

Chamfered beams • Working fireplaces • Beaded corner boxes

ABOUT THIS HOME
Vintage Home for sale in 06443, CT:
A LEGENDARY GUILFORD ESTATE-where extraordinary history, artistry, architecture, & modern luxury converge. One of New England's most exceptional restorations, the Pitkin House is a remarkable 18th-century treasure set privately on nearly 4 acres of mature trees, stone walls, manicured lawns, enchanting gardens, & extraordinary recreational amenities. Originally constructed in East Hartford, the principal 1764 residence incorporates a circa-1660 ell & was meticulously dismantled & reassembled at this coveted Guilford setting in 1955. Recognized on the National Register of Historic Places, this remarkable property has been lovingly transformed for today's lifestyle while

$1,825,000

5 beds7 baths5,414 sq ft

173 Highwoods Dr, Guilford, CT 06437

Exquisite paneling • 8 fireplaces • Period millwork

OPEN TODAY, 12PM TO 2PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 06443, CT:
Tucked away on 4.5 beautiful acres in Killingworth, 79 Chestnut Hill Road offers exceptional privacy, peaceful pond views, and a welcoming sense of home from the moment you arrive. This distinctive 3-bedroom, 3-bath antique residence is filled with warmth and character, thoughtfully updated to provide the comfort and convenience of modern living. Extensive improvements completed between 2008 and 2026 include fresh interior paint, beautifully refinished natural hardwood floors, and a new elevated bluestone patio. Additional updates include the roof, windows, exterior paint, gutters, and water heater, along with updated electrical and plumbing, three-zone heating, central air, and a whole-hou

$824,900

3 beds3 baths2,069 sq ft

79 Chestnut Hill Rd, Killingworth, CT 06419

4.5 beautiful acres • Expansive property • 4.5 acre lot

Property at 221 Water St, Guilford, CT 06437, 2 beds, 2 baths

$600,000

2 beds2 baths1,134 sq ft

221 Water St, Guilford, CT 06437

Property at 19 W Shore Dr, Clinton, CT 06413, 2 beds, 1.5 baths

$465,000

2 beds1.5 baths1,030 sq ft

19 W Shore Dr, Clinton, CT 06413

Property at 65 Saw Mill Rd, Durham, CT 06422, 4 beds, 2 baths

$435,000

4 beds2 baths1,683 sq ft

65 Saw Mill Rd, Durham, CT 06422

Property at 105 Shore Rd, Clinton, CT 06413, 4 beds, 0.5 baths

$899,000

4 beds0.5 baths925 sq ft

105 Shore Rd, Clinton, CT 06413

Property at 93 River St, Guilford, CT 06437, 3 beds, 3 baths

$879,000

3 beds3 baths2,797 sq ft

93 River St, Guilford, CT 06437

Property at 882 Killingworth Rd, Higganum, CT 06441, 4 beds, 3 baths

$620,000

4 beds3 baths2,286 sq ft

882 Killingworth Rd, Higganum, CT 06441

Property at 26 Chittenden Hill Rd, Westbrook, CT 06498, 4 beds, 2 baths

$875,000

4 beds2 baths2,820 sq ft

26 Chittenden Hill Rd, Westbrook, CT 06498

Property at 100 N Tower Hill Rd, Killingworth, CT 06419, 5 beds, 2 baths

$599,000

5 beds2 baths2,090 sq ft

100 N Tower Hill Rd, Killingworth, CT 06419

Property at 33 Little City Rd, Higganum, CT 06441, 2 beds, 2 baths

$799,000

2 beds2 baths2,454 sq ft

33 Little City Rd, Higganum, CT 06441

Property at 11 Autumn Ln, Clinton, CT 06413, 3 beds, 2 baths

$639,000

3 beds2 baths2,508 sq ft

11 Autumn Ln, Clinton, CT 06413

Property at 137 Parmelee Hill Rd, Durham, CT 06422, 4 beds, 2 baths

$369,900

4 beds2 baths2,479 sq ft

137 Parmelee Hill Rd, Durham, CT 06422

Property at 38 Little City Rd, Killingworth, CT 06419, 3 beds, 1 bath

$324,000

3 beds1 bath1,082 sq ft

38 Little City Rd, Killingworth, CT 06419

Property at 10 Beach Park Rd, Clinton, CT 06413, 4 beds, 2 baths

$416,900

4 beds2 baths1,284 sq ft

10 Beach Park Rd, Clinton, CT 06413

Property at 4 Pine Pl, Clinton, CT 06413, 4 beds, 2 baths

$659,900

4 beds2 baths1,833 sq ft

4 Pine Pl, Clinton, CT 06413

Vintage Homes for Sale in 06443

There are currently 16 vintage homes for sale in 06443 at a median listing price of $737K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 06443 stay on the market for 52 days and receive 4 offers. This map is refreshed with the newest listings in 06443 every 15 minutes.

In the past month, 33 homes have been sold in 06443. In addition to houses in 06443, there were also 19 condos, 0 townhouses, and 1 multi-family unit for sale in 06443 last month. Find your dream home in 06443 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 06443 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 06443. If you're looking to sell your home in the 06443 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 06443 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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