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

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NEW 18 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Welcome to 122 Green Hill Lane, a beautifully updated 3-bedroom, 1.5-bath ranch offering 1,572 square feet of comfortable living space in desirable South Cheshire. Step inside to gleaming new hardwood floors throughout and an updated kitchen featuring stainless steel appliances. The spacious family room is a standout, with vaulted ceilings, a ceiling fan, and an impressive wood-burning stone fireplace. Step outside to the private rear deck, perfect for relaxing or entertaining. Additional features include thermopane replacement windows, ceiling fans in all three bedrooms, a covered front porch, and a one-car underneath garage. The expansive 1,056-square-foot unfinished basement offers treme

$439,900

3 beds1.5 baths1,572 sq ft

122 Green Hill Ln, Cheshire, CT 06410

Covered front porch • Updated kitchen • Private rear deck

REDFIN COMING SOON

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Don't miss this well-maintained two-family home offering an excellent opportunity for investors or owner-occupants seeking versatility and income potential. The first-floor unit features a comfortable galley kitchen, dining room, living room, two bedrooms, and one full bath, while the second-floor unit offers a galley kitchen, dining room, living room, 3 bedrooms, and a full bath. The property also features a full basement, two-car garage, and inviting front and rear porches. Numerous recent improvements add to the appeal, including the finished third-floor attic space, remodeled kitchens and bathrooms completed in 2022, a new front porch roof replaced in 2025 along with new furnaces and wa

$400,000

5 beds2 baths2,149 sq ft

160 Hodge Ave, Ansonia, CT 06401

New front porch roof • Galley kitchen • Remodeled kitchens

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
PROFESSIONAL PHOTOS COMING SOON PRIME WALLINGFORD LOCATION A rare opportunity to own a piece of Wallingford history, directly across the street from the iconic Choate Rosemary Hall. Thoughtfully maintained for more than 100 years, this distinguished Colonial is a landmark even among the impressive period homes that define one of Wallingford's most sought-after neighborhoods. Built in 1923 by the master craftsmen and designers of the prestigious C. F. Wooding Company, the home was commissioned for two members of the same family and thoughtfully designed as two nearly identical residences. Today, each unit blends the craftsmanship, generous proportions, and architectural character of the era

$799,000

4 beds2 baths3,322 sq ft

330 N Main St, Wallingford, CT 06492

Distinctive sunporch • Chef's kitchens • Luxury bathrooms

NEW 3 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
An amazing opportunity for an owner-occupant or an investor in a well-kept neighborhood of single family homes! This well-maintained two-family offers flexible one or two bedroom units with updated kitchens, beautiful bathrooms with claw-foot tubs and shower enclosures, recently refinished hardwood floors, and separate utilities and mechanicals. The paved driveway, spacious yard and a two-car garage make this an ideal rental property or comfortable place to live. The first floor features a new, efficient gas furnace and central air conditioning, and a gas hot water heater. The second floor features electric baseboard heat with a gas hot water heater also in place. A rare opportunity to own

$379,900

4 beds2 baths1,976 sq ft

355 Parker Ave S, Meriden, CT 06450

Claw-foot tubs • Shower enclosures • Paved driveway

NEW 3 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
An amazing opportunity for an owner-occupant or an investor in a desirable neighborhood of single family homes! This well-maintained two-family offers two bedroom units with updated kitchens and bathrooms, hardwood floors, separate utilities and mechanicals, and a spacious paved driveway and yard. The first floor features an oil furnace with central air conditioning, and a gas hot water heater (making for easier conversion to gas heat if desired). The second floor features electric baseboard heat with a gas hot water heater also in place. Second floor tenant is month-to-month and would prefer to remain. First floor tenant responsible for lawn care and snow removal and is in a lease through

$349,900

4 beds2 baths1,924 sq ft

351 Parker Ave S, Meriden, CT 06450

Separate utilities • Updated bathrooms • Updated kitchens

Property at 855 Prospect St, Hamden, CT 06517, 4 beds, 3 baths

$1,395,000

4 beds3 baths2,646 sq ft

855 Prospect St, Hamden, CT 06517

Property at 709 Bunker Hill Ave, Waterbury, CT 06708, 2 beds, 1 bath

$330,000

2 beds1 bath1,036 sq ft

709 Bunker Hill Ave, Waterbury, CT 06708

Property at 256 Center St, West Haven, CT 06516, 8 beds, 3 baths

$699,000

8 beds3 baths3,275 sq ft

256 Center St, West Haven, CT 06516

Property at 328 East St, Wolcott, CT 06716, 2 beds, 1.5 baths

$420,000

2 beds1.5 baths1,347 sq ft

328 East St, Wolcott, CT 06716

Property at 43 Brook St, Hamden, CT 06514, 2 beds, 1 bath

$289,000

2 beds1 bath1,455 sq ft

43 Brook St, Hamden, CT 06514

Property at 50 Glendale St, Hamden, CT 06517, 3 beds, 2 baths

$339,900

3 beds2 baths1,328 sq ft

50 Glendale St, Hamden, CT 06517

Property at 53 Washington St, Meriden, CT 06451, 8 beds, 5 baths

$625,000

8 beds5 baths3,825 sq ft

53 Washington St, Meriden, CT 06451

Property at 34 Corona Dr, Waterbury, CT 06708, 4 beds, 2 baths

$309,900

4 beds2 baths1,170 sq ft

34 Corona Dr, Waterbury, CT 06708

Property at 106 Country Club Rd, Middlebury, CT 06762, 4 beds, 2.5 baths

$450,000

4 beds2.5 baths2,664 sq ft

106 Country Club Rd, Middlebury, CT 06762

Property at 22 Valley Brook Ln, North Haven, CT 06473, 3 beds, 2 baths

$474,900

3 beds2 baths2,616 sq ft

22 Valley Brook Ln, North Haven, CT 06473

Property at 821 Townsend Ave, New Haven, CT 06512, 2 beds, 2 baths

$524,000

2 beds2 baths2,548 sq ft

821 Townsend Ave, New Haven, CT 06512

Property at 282 Todd Rd, Wolcott, CT 06716, 3 beds, 1.5 baths

$429,900

3 beds1.5 baths1,893 sq ft

282 Todd Rd, Wolcott, CT 06716

Property at 173 Highwoods Dr, Guilford, CT 06437, 5 beds, 7 baths

$1,825,000

5 beds7 baths5,414 sq ft

173 Highwoods Dr, Guilford, CT 06437

Property at 115 N Hoadley St, Naugatuck, CT 06770, 3 beds, 2 baths

$397,900

3 beds2 baths1,767 sq ft

115 N Hoadley St, Naugatuck, CT 06770

Property at 766 E Broadway, Milford, CT 06460, 2 beds, 1 bath

$634,900

2 beds1 bath1,134 sq ft

766 E Broadway, Milford, CT 06460

Property at 51 Millbrook Rd, North Haven, CT 06473, 3 beds, 2.5 baths

$450,000

3 beds2.5 baths1,829 sq ft

51 Millbrook Rd, North Haven, CT 06473

Property at 150 Race Hill Rd, Madison, CT 06443, 4 beds, 3 baths

$849,000

4 beds3 baths2,792 sq ft

150 Race Hill Rd, Madison, CT 06443

Property at 846 Southford Rd, Southbury, CT 06488, 3 beds, 3 baths

$625,000

3 beds3 baths2,257 sq ft

846 Southford Rd, Southbury, CT 06488

Property at 9 Old Hickory Ln, Branford, CT 06405, 3 beds, 1 bath

$399,000

3 beds1 bath1,040 sq ft

9 Old Hickory Ln, Branford, CT 06405

Property at 106 Hawley Ave, Milford, CT 06460, 3 beds, 1.5 baths

$499,000

3 beds1.5 baths1,531 sq ft

106 Hawley Ave, Milford, CT 06460

Property at 51 N Pearl St, Meriden, CT 06450, 3 beds, 1.5 baths

$269,900

3 beds1.5 baths1,115 sq ft

51 N Pearl St, Meriden, CT 06450

Property at 115 Brooks Hill Rd, Wolcott, CT 06716, 3 beds, 2 baths

$469,000

3 beds2 baths1,692 sq ft

115 Brooks Hill Rd, Wolcott, CT 06716

Property at 40 Brookhills Rd, Branford, CT 06405, 5 beds, 5.5 baths

$1,825,000

5 beds5.5 baths4,492 sq ft

40 Brookhills Rd, Branford, CT 06405

Property at 74 Haven St, New Haven, CT 06513, 2 beds, 1 bath

$174,900

2 beds1 bath1,086 sq ft

74 Haven St, New Haven, CT 06513

Property at 2 Ono Dr, Wallingford, CT 06492, 3 beds, 2 baths

$399,900

3 beds2 baths2,132 sq ft

2 Ono Dr, Wallingford, CT 06492

Property at 114 Broadview Rd, Cheshire, CT 06410, 2 beds, 1 bath

$339,900

2 beds1 bath816 sq ft

114 Broadview Rd, Cheshire, CT 06410

Property at 61 Ox Bow Ln, CT 06525, 5 beds, 5 baths

$1,395,000

5 beds5 baths4,558 sq ft

61 Ox Bow Ln

BHG RE Shore & Country Prop.

Property at 3198 Durham Rd, Guilford, CT 06437, 4 beds, 2 baths

$399,900

4 beds2 baths1,148 sq ft

3198 Durham Rd, Guilford, CT 06437

Property at 333 Mansfield Rd, North Haven, CT 06473, 6 beds, 3 baths

$899,000

6 beds3 baths3,710 sq ft

333 Mansfield Rd, North Haven, CT 06473

Property at 11 Union St, Wallingford, CT 06492, 3 beds, 4 baths

$435,000

3 beds4 baths1,521 sq ft

11 Union St, Wallingford, CT 06492

Property at 98 Merwin Cir, Cheshire, CT 06410, 4 beds, 3 baths

$599,900

4 beds3 baths2,748 sq ft

98 Merwin Cir, Cheshire, CT 06410

Property at 125 Wallingford Rd, Cheshire, CT 06410, 3 beds, 2 baths

$450,000

3 beds2 baths1,568 sq ft

125 Wallingford Rd, Cheshire, CT 06410

Property at 136 Bamford Ave, Oakville, CT 06779, 3 beds, 1 bath

$300,000

3 beds1 bath1,148 sq ft

136 Bamford Ave, Oakville, CT 06779

Property at 24 Milesfield Ave, Milford, CT 06460, 2 beds, 1 bath

$400,000

2 beds1 bath1,068 sq ft

24 Milesfield Ave, Milford, CT 06460

Property at 183 Lamson St, West Haven, CT 06516, 6 beds, 2 baths

$419,000

6 beds2 baths1,920 sq ft

183 Lamson St, West Haven, CT 06516

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

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Based on information submitted to the MLS GRID as of Tue Sep 22 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 New Haven County

There are currently 795 vintage homes for sale in New Haven County at a median listing price of $415K. 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 48 days and receive 3 offers. This map is refreshed with the newest listings in New Haven County every 15 minutes.

In the past month, 798 homes have been sold in New Haven County. In addition to houses in New Haven County, there were also 771 condos, 1 townhouse, and 335 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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