Vintage homes for sale & real estate in Connecticut, CT

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
This spectacular building is currently an office owned & occupied by a prominent law firm since 1971. 475 Whitney Avenue presents a rare opportunity to restore & reposition one of New Haven's most architecturally significant properties into a signature residential asset. Originally constructed as a grand private residence in 1896, the building is ideally suited for conversion back to a luxury single-family estate or redevelopment from the current office configuration as a boutique multi-family or condominium offering. The structure's scale, craftsmanship & layout-featuring expansive rooms, high ceilings & formal entertaining spaces lend themselves naturally to reside

$2,100,000

— beds— baths7,467 sq ft

475 Whitney Ave, New Haven, CT 06511

Elevator • Landscaped lawns • 0.41 acre lot

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Beautifully-maintained single-family home offers the perfect blend of convenience, comfort, and opportunity. Ideally situated within walking distance of the Springdale Train Station. Thoughtfully updated for peace of mind, major improvements include a newer roof, central air conditioning, boiler, and efficient gas heating, ensuring year-round comfort and energy efficiency. Main-level washer and dryer makes everyday living even easier. The flexible walk-out lower level provides endless possibilities. Whether you're looking for an in-law setup, home office, playroom or just more flex space. This inviting home is designed to accommodate a variety of lifestyles. Outside, you'll find a detached

$675,000

3 beds1.5 baths3,024 sq ft

707 Hope St, Stamford, CT 06907

5,227 sq ft lot • Garage • Built 1920

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Beautiful Waterfront 4-Bedroom Colonial with Private Sandy Beach in East Haven, CT | $1,249,000. Meticulously maintained 4-bedroom, 2-bathroom colonial with additional private entrance to first floor office/den boasting 2,698 sq ft of elegant waterfront living in desirable East Haven. This sturdy brick home features gleaming hardwood floors throughout, and the living, dining room and two main upstairs bedrooms offer stunning ocean views. Enjoy a chef's kitchen equipped with a 6-burner stove, Sub-Zero refrigerator, granite countertops, high-end cabinetry, a large prep island, and breakfast bar - perfect for entertaining. Additional highlights include: Private sandy beach, Expansive lawn and

$1,249,000

4 beds2 baths2,698 sq ft

248 Cosey Beach Ave, East Haven, CT 06512

New gas fireplace • Outdoor shower • Private sandy beach

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Completely Remodeled & Exceptionally Private! Remodeled from head to toe just a few years ago, this move-in ready 5-star property offers comfort, quality, and privacy in an unbeatable location! Features include a newer roof, windows, updated kitchen with granite countertops and stainless steel appliances, refinished hardwood floors, fresh paint, and updated full and half baths. Every major improvement has already been done for you. The fully finished garage features sheetrock walls and ceilings along with ceramic tile flooring - perfect for entertaining or enjoying three-season living space. The clean basement includes a laundry area, sump pump, hatch access, and brand new oil tank

$399,999

3 beds1.5 baths1,499 sq ft

1347 Hall Blvd, Bloomfield, CT 06002

Kitchen with granite • Updated bath • Newer roof

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
This exceptional 5-bedroom, 3-bath Farm River waterfront retreat offers stunning sunsets, expansive water views & rights, and direct access to boating, kayaking, and paddle boarding from your private dock. Surrounded by protected marshland and land trust property, the setting provides rare privacy and natural beauty just minutes from New Haven, Yale, beaches, restaurants, and shoreline attractions. Inside, the light-filled open floor plan is designed for comfortable living and entertaining. The waterfront primary suite features a custom California walk-in closet and spa-inspired bath with a heated jetted tub. Additional highlights include radiant heat on the main level, a steam shower

$759,900

5 beds3 baths2,512 sq ft

173 Meadow St, East Haven, CT 06512

0.43 acre lot • Built 1917 • Listed 97 days

Property at 1 Putnam Hl, Greenwich, CT 06830, 2 beds, 2 baths

$780,000

2 beds2 baths1,286 sq ft

1 Putnam Hl, Greenwich, CT 06830

Property at 30 Chapel St, Greenwich, CT 06831, 2 beds, 3 baths

$1,590,000

2 beds3 baths2,406 sq ft

30 Chapel St, Greenwich, CT 06831

Property at 335 Norfolk Rd, East Canaan, CT 06024, 3 beds, 2 baths

$279,000

3 beds2 baths2,004 sq ft

335 Norfolk Rd, East Canaan, CT 06024

Property at 32 Steep Hill Rd, Weston, CT 06883, 6 beds, 6.5 baths

$2,595,000

6 beds6.5 baths7,050 sq ft

32 Steep Hill Rd, Weston, CT 06883

Property at 108 Thames St, Groton, CT 06340, 3 beds, 2.5 baths

$850,000

3 beds2.5 baths3,024 sq ft

108 Thames St, Groton, CT 06340

Property at 2501 Old Hebron Rd, Glastonbury, CT 06033, 5 beds, 3.5 baths

$950,000

5 beds3.5 baths2,996 sq ft

2501 Old Hebron Rd, Glastonbury, CT 06033

Property at 36 Pleasant View Rd, Derby, CT 06418, 3 beds, 1 bath

$339,900

3 beds1 bath1,432 sq ft

36 Pleasant View Rd, Derby, CT 06418

Property at 78 Pierpont St, New Haven, CT 06513, 6 beds, 2 baths

$299,999

6 beds2 baths2,734 sq ft

78 Pierpont St, New Haven, CT 06513

Property at 7 Downing St, New Haven, CT 06513, 5 beds, 2 baths

$459,900

5 beds2 baths2,160 sq ft

7 Downing St, New Haven, CT 06513

Property at 259 N Main St, Stonington, CT 06378, 7 beds, 6 baths

$3,595,000

7 beds6 baths7,060 sq ft

259 N Main St, Stonington, CT 06378

Property at 74 Oldham Ave, Waterbury, CT 06705, 3 beds, 1 bath

$259,900

3 beds1 bath912 sq ft

74 Oldham Ave, Waterbury, CT 06705

Property at 246 Brookside Rd, Darien, CT 06820, 7 beds, 8 baths

$7,900,000

7 beds8 baths8,100 sq ft

246 Brookside Rd, Darien, CT 06820

Property at 10 Sunny Ridge Rd, Washington, CT 06793, 7 beds, 7.5 baths

$3,195,000

7 beds7.5 baths14,865 sq ft

10 Sunny Ridge Rd, Washington, CT 06793

Property at 744 Canaan Road Rd #23, Bridgeport, CT 06610, 2 beds, 1 bath

$52,000

2 beds1 bath650 sq ft

744 Canaan Road Rd #23, Bridgeport, CT 06610

Property at 41 Jones Hill Rd #311, West Haven, CT 06516, 1 bed, 1 bath

$167,000

1 bed1 bath800 sq ft

41 Jones Hill Rd #311, West Haven, CT 06516

Property at 36 Kenwood Rd, Milford, CT 06460, 3 beds, 2.5 baths

$569,999

3 beds2.5 baths2,992 sq ft

36 Kenwood Rd, Milford, CT 06460

Property at 603 Sunnyside Ave, Oakville, CT 06779, 3 beds, 1.5 baths

$385,500

3 beds1.5 baths1,382 sq ft

603 Sunnyside Ave, Oakville, CT 06779

Property at 154 Babcock St, Hartford, CT 06106, 9 beds, 3 baths

$299,000

9 beds3 baths3,741 sq ft

154 Babcock St, Hartford, CT 06106

Property at 1211 Park Ave, Bridgeport, CT 06604, 8 beds, 3 baths

$599,900

8 beds3 baths4,348 sq ft

1211 Park Ave, Bridgeport, CT 06604

Property at 22 Pent Rd, Weston, CT 06883, 4 beds, 5.5 baths

$2,995,000

4 beds5.5 baths5,448 sq ft

22 Pent Rd, Weston, CT 06883

Property at 236 & 250 Main St, Ridgefield, CT 06877, 8 beds, 8 baths

$7,995,000

8 beds8 baths8,934 sq ft

236 & 250 Main St, Ridgefield, CT 06877

Property at 121 Victory St, Stratford, CT 06615, 3 beds, 2 baths

$560,000

3 beds2 baths1,604 sq ft

121 Victory St, Stratford, CT 06615

Property at 219 S Orchard St, Wallingford, CT 06492, 7 beds, 6 baths

$699,000

7 beds6 baths3,487 sq ft

219 S Orchard St, Wallingford, CT 06492

Property at 46 Main St, Centerbrook, CT 06409, 2 beds, 2 baths

$449,999

2 beds2 baths1,252 sq ft

46 Main St, Centerbrook, CT 06409

Property at 19 Urban St, New Canaan, CT 06840, 5 beds, 3 baths

$1,795,000

5 beds3 baths2,534 sq ft

19 Urban St, New Canaan, CT 06840

Property at 73 Rippowam Rd, Stamford, CT 06902, 4 beds, 2 baths

$899,000

4 beds2 baths1,771 sq ft

73 Rippowam Rd, Stamford, CT 06902

Property at 194 Faber Ave, Waterbury, CT 06704, 3 beds, 2.5 baths

$340,000

3 beds2.5 baths1,976 sq ft

194 Faber Ave, Waterbury, CT 06704

Property at 77 Hubbell Ave, Oakville, CT 06779, 4 beds, 2 baths

$415,000

4 beds2 baths1,558 sq ft

77 Hubbell Ave, Oakville, CT 06779

Property at 82 Helen St, Hamden, CT 06514, 3 beds, 1 bath

$299,500

3 beds1 bath1,296 sq ft

82 Helen St, Hamden, CT 06514

Property at 29 Route 37 E, Sherman, CT 06784, 10 beds, 7.5 baths

$1,999,950

10 beds7.5 baths5,856 sq ft

29 Route 37 E, Sherman, CT 06784

Property at 75 Clifton St, West Haven, CT 06516, 6 beds, 3 baths

$375,000

6 beds3 baths1,986 sq ft

75 Clifton St, West Haven, CT 06516

Property at 14 Fullmar Ln, Norwalk, CT 06850, 4 beds, 4 baths

$1,450,000

4 beds4 baths5,120 sq ft

14 Fullmar Ln, Norwalk, CT 06850

Property at 22 Courtland Ave #4, Stamford, CT 06902, 1 bed, 1 bath

$179,000

1 bed1 bath750 sq ft

22 Courtland Ave #4, Stamford, CT 06902

Property at 40 Ten Acre Rd, New Britain, CT 06052, 6 beds, 4.5 baths

$550,000

6 beds4.5 baths2,910 sq ft

40 Ten Acre Rd, New Britain, CT 06052

Property at 250 Wall St, Waterbury, CT 06704, 4 beds, 1 bath

$260,000

4 beds1 bath1,215 sq ft

250 Wall St, Waterbury, CT 06704

Property at 10 Glenmoor Dr, East Haven, CT 06512, 3 beds, 2 baths

$489,000

3 beds2 baths2,258 sq ft

10 Glenmoor Dr, East Haven, CT 06512

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Based on information submitted to the MLS GRID as of Wed Sep 02 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 2611 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.

Vintage homes for sale & real estate in Connecticut, CT

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