Vintage homes for sale & real estate in New Haven County, CT

532 homes

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ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Well-maintained side-by-side two-family offering a total of 1,728 sq ft. Each unit features 2 bedrooms and 1 full bath, natural gas heat, in-unit laundry, and private back porches. Located on a quiet cul-de-sac with on-street parking. Property will be delivered vacant and cleared of all personal items, making it an excellent opportunity for both owner-occupants and investors.

$330,000

4 beds2 baths1,728 sq ft

13 Valley Pl N, New Haven, CT 06515

4,791 sq ft lot • Built 1940 • Listed 6 days

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Charming and cozy cape-style home! This delightful 1,018 sq. ft. property is situated on a peaceful . 34-acre lot and boasts beautiful views of the orchard. Inside, you'll find beautiful hardwood flooring, a living room with fireplace, dining area with large picture window that allows the sunshine to stream in. There are two spacious bedrooms. Enjoy the enclosed porch overlooking magnificent grounds. Washer and dryer included for your convenience. A one-car garage provides additional storage space, while the flat yard offers plenty of room for outdoor enjoyment. Convenient location to I-84 and I-691, as well as shopping and restaurants. This cozy gem won't last long!

$344,900

2 beds1 bath1,018 sq ft

379 S Meriden Rd, Cheshire, CT 06410

0.34 acre lot • Garage • Built 1930

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Amazing opportunity in Waterbury's South End neighborhood, ideal for owner-occupants or investors! The property features all 2-bedroom, 1-bath units, each offering large living rooms, eat-in kitchens, and generously sized bedrooms. The first floor and third floor units have been beautifully remodeled and are ready for immediate move-in, while the second-floor unit can be leased for steady rental income. All three units offer in-unit laundry hookups. This turn-key property also features replacement windows, vinyl siding, and back porches. The utilities are separate with tenant-paid gas heat and hot water + separate panels. There is ON-street parking only. Conveniently located with easy acces

$425,000

6 beds3 baths3,240 sq ft

73 South St, Waterbury, CT 06706

4,356 sq ft lot • Built 1890 • Listed 3 days

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Welcome to 43 Contact Drive, a fully renovated 3-bedroom, 1-bath home located in a desirable West Haven neighborhood. The main level offers a bright, welcoming layout highlighted by beautiful hardwood floors throughout. The brand-new kitchen features quartz countertops, stainless steel appliances, and ample space for a breakfast nook, making it both functional and inviting. The dining room is light and bright with new picture windows and access to your back deck, perfect for summer grilling! The finished basement provides a significant extension of the living space and can easily accommodate a family room, home office, gym, playroom, or entertainment area, offering flexibility to meet a var

$449,000

3 beds1 bath1,086 sq ft

43 Contact Dr, West Haven, CT 06516

7,405 sq ft lot • Garage • Built 1951

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
A great opportunity awaits both new and seasoned investors with this charming two-family home located in the Hilltop section of Ansonia. The property offers a spacious one-bedroom unit on the second floor and a two-bedroom unit on the first floor, along with an attached storage room providing additional income potential. A separate owner's electrical meter was recently installed, and the basement offers enough space to create separate laundry accommodations, enhancing the property's convenience, appeal, and revenue. Property to be sold as is. Ideal for owner-occupants or investors seeking steady rental income.

$360,000

3 beds2 baths1,729 sq ft

126 Tremont St, Ansonia, CT 06401

3,049 sq ft lot • Built 1920 • Listed 5 days

Property at 244 Weybosset St, New Haven, CT 06513, 2 beds, 1 bath

$249,900

2 beds1 bath642 sq ft

244 Weybosset St, New Haven, CT 06513

Property at 21 Carmen St, New Haven, CT 06512, 3 beds, 2 baths

$415,000

3 beds2 baths1,767 sq ft

21 Carmen St, New Haven, CT 06512

Property at 387 Blatchley Ave, New Haven, CT 06513, 4 beds, 2 baths

$319,900

4 beds2 baths1,516 sq ft

387 Blatchley Ave, New Haven, CT 06513

Property at 807 E Main St, Waterbury, CT 06705, 10 beds, 8 baths

$699,900

10 beds8 baths2,510 sq ft

807 E Main St, Waterbury, CT 06705

Property at 327 Shelton Ave, New Haven, CT 06511, 3 beds, 2 baths

$275,000

3 beds2 baths1,360 sq ft

327 Shelton Ave, New Haven, CT 06511

Property at 95 Main St, East Haven, CT 06512, 5 beds, 2 baths

$680,000

5 beds2 baths2,782 sq ft

95 Main St, East Haven, CT 06512

Property at 1770 State St, Hamden, CT 06517, 4 beds, 3 baths

$430,000

4 beds3 baths2,282 sq ft

1770 State St, Hamden, CT 06517

Property at 590 N Walnut St, Waterbury, CT 06704, 4 beds, 2.5 baths

$384,000

4 beds2.5 baths1,485 sq ft

590 N Walnut St, Waterbury, CT 06704

Property at 52 Oak St, Waterbury, CT 06704, 3 beds, 1.5 baths

$230,000

3 beds1.5 baths1,024 sq ft

52 Oak St, Waterbury, CT 06704

Property at 43 Fort Path Rd, Madison, CT 06443, 3 beds, 1.5 baths

$540,000

3 beds1.5 baths1,346 sq ft

43 Fort Path Rd, Madison, CT 06443

Property at 4365 Durham Rd, Guilford, CT 06437, 3 beds, 3 baths

$650,000

3 beds3 baths3,439 sq ft

4365 Durham Rd, Guilford, CT 06437

Property at 40 Seaview Ter, Guilford, CT 06437, 4 beds, 2 baths

$645,000

4 beds2 baths1,559 sq ft

40 Seaview Ter, Guilford, CT 06437

Property at 1166 Old Racebrook Rd, Woodbridge, CT 06525, 3 beds, 3 baths

$399,900

3 beds3 baths1,189 sq ft

1166 Old Racebrook Rd, Woodbridge, CT 06525

Property at 292 Park Rd Ext, Middlebury, CT 06762, 5 beds, 2 baths

$599,900

5 beds2 baths1,924 sq ft

292 Park Rd Ext, Middlebury, CT 06762

Property at 3 Vine St, Naugatuck, CT 06770, 3 beds, 3 baths

$499,000

3 beds3 baths1,588 sq ft

3 Vine St, Naugatuck, CT 06770

Property at 579 Sylvan Ave, Waterbury, CT 06706, 3 beds, 1 bath

$199,000

3 beds1 bath1,263 sq ft

579 Sylvan Ave, Waterbury, CT 06706

Property at 179 Winthrop Ter, Meriden, CT 06451, 3 beds, 1.5 baths

$375,000

3 beds1.5 baths1,784 sq ft

179 Winthrop Ter, Meriden, CT 06451

Property at 2 Cooper Ave, Wallingford, CT 06492, 3 beds, 2 baths

$349,900

3 beds2 baths1,536 sq ft

2 Cooper Ave, Wallingford, CT 06492

Property at 121 Johnson St, Naugatuck, CT 06770, 4 beds, 2.5 baths

$439,500

4 beds2.5 baths1,511 sq ft

121 Johnson St, Naugatuck, CT 06770

Property at 185 Carter Avenue Ext, Meriden, CT 06451, 4 beds, 2 baths

$350,000

4 beds2 baths1,801 sq ft

185 Carter Avenue Ext, Meriden, CT 06451

Property at 24 Janet Ave, Wolcott, CT 06716, 4 beds, 2 baths

$400,000

4 beds2 baths2,544 sq ft

24 Janet Ave, Wolcott, CT 06716

Property at 342 W Spring St, West Haven, CT 06516, 3 beds, 1.5 baths

$399,999

3 beds1.5 baths1,856 sq ft

342 W Spring St, West Haven, CT 06516

Property at 784 George St, New Haven, CT 06511, 6 beds

$440,000

6 beds— baths3,095 sq ft

784 George St, New Haven, CT 06511

Property at 208 Bungay Rd, Seymour, CT 06483, 2 beds, 2 baths

$450,000

2 beds2 baths1,546 sq ft

208 Bungay Rd, Seymour, CT 06483

Property at 30 Corona Dr, Milford, CT 06460, 3 beds, 2 baths

$479,000

3 beds2 baths1,808 sq ft

30 Corona Dr, Milford, CT 06460

Property at 21 Meadow St, Milford, CT 06460, 3 beds, 1 bath

$270,000

3 beds1 bath847 sq ft

21 Meadow St, Milford, CT 06460

Property at 257 N State St, Ansonia, CT 06401, 2 beds, 1 bath

$285,000

2 beds1 bath1,071 sq ft

257 N State St, Ansonia, CT 06401

Property at 50 Robert Dr, East Haven, CT 06512, 3 beds, 2 baths

$398,500

3 beds2 baths1,353 sq ft

50 Robert Dr, East Haven, CT 06512

Property at 26 Auburn St, New Haven, CT 06519, 9 beds, 3 baths

$480,000

9 beds3 baths3,012 sq ft

26 Auburn St, New Haven, CT 06519

Property at 24 Evergreen Rd, Northford, CT 06472, 4 beds, 2 baths

$490,000

4 beds2 baths1,920 sq ft

24 Evergreen Rd, Northford, CT 06472

Property at 33 Newton St, Hamden, CT 06514, 3 beds, 1.5 baths

$249,000

3 beds1.5 baths1,142 sq ft

33 Newton St, Hamden, CT 06514

Property at 148 Bungay Rd, Seymour, CT 06483, 3 beds, 3 baths

$549,000

3 beds3 baths2,412 sq ft

148 Bungay Rd, Seymour, CT 06483

Property at 15 Maple St, New Haven, CT 06511, 3 beds, 3 baths

$399,900

3 beds3 baths1,728 sq ft

15 Maple St, New Haven, CT 06511

Property at 3 Roosevelt Dr, Seymour, CT 06483, 2 beds, 1.5 baths

$750,000

2 beds1.5 baths1,431 sq ft

3 Roosevelt Dr, Seymour, CT 06483

Property at 444 Woodward Ave, New Haven, CT 06512, 4 beds, 2.5 baths

$462,000

4 beds2.5 baths1,846 sq ft

444 Woodward Ave, New Haven, CT 06512

Property at 90 Boston Post Rd, Madison, CT 06443, 3 beds, 2 baths

$549,900

3 beds2 baths2,034 sq ft

90 Boston Post Rd, Madison, CT 06443

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Based on information submitted to the MLS GRID as of Mon Dec 22 2025. 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 New Haven County

There are currently 532 vintage homes for sale in New Haven County at a median listing price of $399K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in New Haven County stay on the market for 55 days and receive 1 offers. This map is refreshed with the newest listings in New Haven County every 15 minutes.

In the past month, 648 homes have been sold in New Haven County. In addition to houses in New Haven County, there were also 628 condos, 1 townhouse, and 284 multi-family units for sale in New Haven County last month. Find your dream home in New Haven County 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 New Haven County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in New Haven County. If you're looking to sell your home in the New Haven County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in New Haven County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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