Vintage homes for sale & real estate in Connecticut, CT

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Over 2,100 SF of beautifully updated living space awaits at 990 Riverside Drive! A welcoming farmer's porch adds to the curb appeal, while the home itself has been extensively renovated over the past approximately 10 years, including plumbing, electrical, HVAC with central air, insulation, kitchen, baths, flooring, paint and more. The spacious first floor offers a gorgeous kitchen with granite counters, abundant cabinetry, a new slider to the oversized deck and stairway leading to the upper level. An oversized dining room provides plenty of room for gatherings and entertaining, while the pellet stove offers an economical supplemental heat source. The enormous foyer offers incredible flexibi

$424,900

5 beds1.5 baths2,132 sq ft

990 Riverside Dr, North Grosvenordale, CT 06255

Oversized deck • Gorgeous kitchen • Whirlpool tub

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
This charming 1920 coastal home, rich in character and timeless appeal, must not be missed. Seamlessly blending architectural details with breezy seaside style, it embodies classic coastal living. Designed around a distinctive gable-front-and-wing architectural footprint, the home extends deeply from front to back, creating abundant interior space while maximizing outdoor living. An open floor plan, hardwood floors, plentiful windows, beadboard detailing, and a mix of cathedral and tray ceilings fill the home with natural light and offer glimpses of the Long Island Sound. The lush, fenced private gardens provide a serene setting for entertaining, relaxing, and recreation. Three separate ent

$2,495,000

3 beds2.5 baths2,494 sq ft

31 Neptune Ave, Madison, CT 06443

Beadboard detailing • Plentiful windows • Outdoor living

VIDEO TOUR

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to the William Lathrop House (c. 1743), a masterclass in historic preservation and modern luxury nestled in the heart of the Norwich Historic District. Offering 2,660 square feet of impeccably maintained living space, this 4-bedroom, 2.5-bath residence seamlessly blends 18th-century character-featuring exposed beams and rich wide-board floors-with high-end contemporary updates. At the heart of the home is a stunning DAVID HECHT CUSTOM EAT-IN KITCHEN complete with HEATED FLOORS AND PREMIER APPLIANCES, flowing effortlessly into a beamed dining room made for hosting. For ultimate flexibility, the home boasts DUAL PRIMARY SUITES ON BOTH THE MAIN AND UPPER LEVELS; the main-floor bath is

$449,500

4 beds2.5 baths2,660 sq ft

6 Canterbury Tpke, Norwich, CT 06360

Heated floor • Fully fenced-in area • Serenity shed

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Ready to embrace the beachside lifestyle you've been dreaming of? This charming, move-in-ready home is just one block from beautiful Long Island Sound and includes deeded beach rights. Enjoy peaceful mornings by the water year-round, and look forward to summer concerts and seasonal festivities at the town beach. Inside, you'll find a bright, open-concept living area designed for comfortable everyday living and easy entertaining. An unfinished basement offers abundant storage space. Whether you're seeking a peaceful home base, a vacation getaway, or an investment property, this home offers the perfect blend of coastal charm and convenience. The property has generated substantial income as a

$259,000

1 bed1 bath658 sq ft

166 Cosey Beach Rd, East Haven, CT 06512

Private driveway • Private backyard • Unfinished basement

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
This home has 1953 sqft and a flexible floorpan waiting for you to make it your own! Opportunity awaits right across from Malerbo Field. This 3-bedroom ranch offers more than meets the eye with plenty of room to spread out and possible in-law or house hack opportunity, (buyers check town and zoning regs) Hardwood floors on the main level, a cozy living room with fireplace, and an eat-in kitchen with a pantry add to the home's appeal. An additional 225 sunny sqft in the well insulated 3-season sunroom right off the kitchen is waiting for your ideas: add a pellet stove for all season use and make a play room, yoga studio/gym, bonus living room or create something uniquely yours! This room has

$350,000

3 beds2 baths1,728 sq ft

34 George Washington Tpke, Burlington, CT 06013

Wet bar area • Generous yard • Own entryway

Property at 488 School St, Putnam, CT 06260, 3 beds, 1.5 baths

$270,000

3 beds1.5 baths1,154 sq ft

488 School St, Putnam, CT 06260

Property at 59 Gillotti Rd, New Fairfield, CT 06812, 1 bed, 1 bath

$349,000

1 bed1 bath736 sq ft

59 Gillotti Rd, New Fairfield, CT 06812

Property at 9 Warriner Ave, Enfield, CT 06082, 2 beds, 1 bath

$269,000

2 beds1 bath1,398 sq ft

9 Warriner Ave, Enfield, CT 06082

Property at 178 Farrows St, Putnam, CT 06260, 3 beds, 2 baths

$330,000

3 beds2 baths1,344 sq ft

178 Farrows St, Putnam, CT 06260

Property at 360 Pine St, Waterbury, CT 06704, 4 beds, 2 baths

$250,000

4 beds2 baths1,576 sq ft

360 Pine St, Waterbury, CT 06704

Property at 45 Lathrop Rd, Quaker Hill, CT 06375, 3 beds, 2 baths

$419,900

3 beds2 baths2,074 sq ft

45 Lathrop Rd, Quaker Hill, CT 06375

Property at 449 Brushy Plain Rd, Branford, CT 06405, 2 beds, 1 bath

$365,000

2 beds1 bath1,140 sq ft

449 Brushy Plain Rd, Branford, CT 06405

Property at 39 Sorghum Rd, Shelton, CT 06484, 3 beds, 3 baths

$639,999

3 beds3 baths2,442 sq ft

39 Sorghum Rd, Shelton, CT 06484

Property at 321 Oenoke Rdg, New Canaan, CT 06840, 3 beds, 3.5 baths

$2,975,000

3 beds3.5 baths3,040 sq ft

321 Oenoke Rdg, New Canaan, CT 06840

Property at 190 North St, Greenwich, CT 06830, 7 beds, 9.5 baths

$12,750,000

7 beds9.5 baths12,176 sq ft

190 North St, Greenwich, CT 06830

Property at 62 Buttonball Ln, Glastonbury, CT 06033, 3 beds, 1.5 baths

$689,900

3 beds1.5 baths2,010 sq ft

62 Buttonball Ln, Glastonbury, CT 06033

Property at 297 Shore Rd, Greenwich, CT 06830, 6 beds, 7 baths

$9,950,000

6 beds7 baths10,130 sq ft

297 Shore Rd, Greenwich, CT 06830

Property at 105 Old Dike Rd, Trumbull, CT 06611, 4 beds, 2 baths

$875,000

4 beds2 baths2,376 sq ft

105 Old Dike Rd, Trumbull, CT 06611

Property at 1285 Hope St #12, Stamford, CT 06907, 2 beds, 1 bath

$417,000

2 beds1 bath800 sq ft

1285 Hope St #12, Stamford, CT 06907

Property at 228 Woodrow Ave, Southport, CT 06890, 3 beds, 2 baths

$1,180,000

3 beds2 baths2,253 sq ft

228 Woodrow Ave, Southport, CT 06890

Property at 894 New Haven Rd, Naugatuck, CT 06770, 3 beds, 2 baths

$300,000

3 beds2 baths1,093 sq ft

894 New Haven Rd, Naugatuck, CT 06770

Property at 96 Whitlock Ave, Plantsville, CT 06479, 3 beds, 1 bath

$385,000

3 beds1 bath1,362 sq ft

96 Whitlock Ave, Plantsville, CT 06479

Property at 15 Belleview Ter, Ansonia, CT 06401, 3 beds, 1 bath

$317,700

3 beds1 bath900 sq ft

15 Belleview Ter, Ansonia, CT 06401

Property at 693 Middle Tpke, Storrs Mansfield, CT 06268, 5 beds, 3 baths

$499,900

5 beds3 baths3,248 sq ft

693 Middle Tpke, Storrs Mansfield, CT 06268

Property at 314 Porter Ave, Middlebury, CT 06762, 3 beds, 2 baths

$485,000

3 beds2 baths1,740 sq ft

314 Porter Ave, Middlebury, CT 06762

Property at 662 Coleman Rd, Cheshire, CT 06410, 4 beds, 2.5 baths

$775,000

4 beds2.5 baths3,143 sq ft

662 Coleman Rd, Cheshire, CT 06410

Property at 28 Nod Rd, Windsor, CT 06095, 3 beds, 1.5 baths

$279,000

3 beds1.5 baths1,176 sq ft

28 Nod Rd, Windsor, CT 06095

Property at 71 Country Rd, Fairfield, CT 06824, 3 beds, 3 baths

$879,000

3 beds3 baths1,939 sq ft

71 Country Rd, Fairfield, CT 06824

Property at 64 Academy Hill Rd, Derby, CT 06418, 3 beds, 1.5 baths

$494,000

3 beds1.5 baths1,786 sq ft

64 Academy Hill Rd, Derby, CT 06418

Property at 19 Hauser St, Milford, CT 06460, 3 beds, 2.5 baths

$769,000

3 beds2.5 baths2,112 sq ft

19 Hauser St, Milford, CT 06460

Property at 1 Sunrise Rd Unit B, Westport, CT 06880, 2 beds, 2.5 baths

$995,000

2 beds2.5 baths1,202 sq ft

1 Sunrise Rd Unit B, Westport, CT 06880

Property at 72 Southwick Ave, Waterbury, CT 06705, 3 beds, 1 bath

$259,900

3 beds1 bath1,152 sq ft

72 Southwick Ave, Waterbury, CT 06705

Property at 49 Sunrise Ave, Trumbull, CT 06611, 4 beds, 3 baths

$850,000

4 beds3 baths1,968 sq ft

49 Sunrise Ave, Trumbull, CT 06611

Property at 7 Ertel Dr, Ellington, CT 06029, 2 beds, 2 baths

$299,900

2 beds2 baths912 sq ft

7 Ertel Dr, Ellington, CT 06029

Property at 307 Courtland Ave, Stamford, CT 06906, 3 beds, 1 bath

$625,000

3 beds1 bath1,353 sq ft

307 Courtland Ave, Stamford, CT 06906

Property at 99 William St Unit B, Bridgeport, CT 06608, 3 beds, 1.5 baths

$179,900

3 beds1.5 baths1,121 sq ft

99 William St Unit B, Bridgeport, CT 06608

Property at 595 Prospect Rd, Waterbury, CT 06706, 5 beds, 2.5 baths

$379,500

5 beds2.5 baths2,091 sq ft

595 Prospect Rd, Waterbury, CT 06706

Property at 43 Manor Ln, South Windsor, CT 06074, 3 beds, 2 baths

$420,000

3 beds2 baths1,350 sq ft

43 Manor Ln, South Windsor, CT 06074

Property at 445 Orange St, New Haven, CT 06511, 4 beds, 3 baths

$1,495,000

4 beds3 baths4,016 sq ft

445 Orange St, New Haven, CT 06511

Property at 430 Wolcott St, Waterbury, CT 06705, 3 beds, 1 bath

$319,999

3 beds1 bath1,706 sq ft

430 Wolcott St, Waterbury, CT 06705

Property at 39 Grove Rd, Cromwell, CT 06416, 2 beds, 1 bath

$329,900

2 beds1 bath792 sq ft

39 Grove Rd, Cromwell, CT 06416

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Based on information submitted to the MLS GRID as of Sat Oct 31 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in Connecticut

There are currently 3130 vintage homes for sale in Connecticut. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in Connecticut every 15 minutes.

Find your dream vintage homes in Connecticut 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 Connecticut are local experts and are ready to answer your questions about properties , neighborhoods, schools, and the newest listings for sale in Connecticut. If you're looking to sell your home in the Connecticut area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Connecticut with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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