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

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COMING SOONFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Step inside this beautifully renovated 5-bedroom, 2.5-bath home offering approximately 2,740 sq. ft. of living space on 1.69 acres with LOW TAXES! The bright white remodeled kitchen features all-new appliances and flows seamlessly into the dining area and family room, creating an open and inviting space for everyday living and entertaining. A spacious primary bedroom and four additional generously sized bedrooms provide plenty of room and flexibility. Thoughtfully updated throughout, the home features new hardwood floors, updated bathrooms and new lighting. Major improvements include a new furnace, three mini-split systems, new roof, vinyl siding with added insulation, new gutters and 28 re

$540,000

5 beds2 baths2,740 sq ft

20 Hydelor Ave, Prospect, CT 06712

New lighting • New furnace • Remodeled kitchen

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Highest and Best by Tuesday, September 29th at 6 pm 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 water tank that will be completed before closing. With its functional layout, valuable updates, and desirab

$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:
Step inside and the first thing you notice is the light: sun pouring through the kitchen's bay window onto warm new bamboo floors, which give way to the original hardwood, refinished, in the living and dining rooms. This 1941 Cape has been renovated top to bottom with high-end materials and a designer's eye, while keeping the original character that makes an older home feel like home. The kitchen and both bathrooms share a thread of rich black stone, and the primary bath is a retreat vanity, warm wood and soft, glowing floor lighting. Custom details show up wherever you look, custom kitchen cabinetry, lots of built-in storage, extra space tucked into the attic. Downstairs, the finished lowe

$485,000

3 beds2 baths1,440 sq ft

314 Porter Ave, Middlebury, CT 06762

Original hardwood • Black stone • Bay window

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Welcome to 21 Hobson Avenue, a beautifully maintained 3-bedroom home that's truly move-in ready. From the moment you step inside, you'll appreciate how well this home has been cared for. The first floor features luxury vinyl plank flooring throughout the kitchen, living room and formal dining room. The updated kitchen is bright and inviting with granite countertops updated cabinetry and appliances with plenty of space for everyday cooking and gathering. Upstairs, all three bedrooms feature hardwood floors, along with an updated full bath highlighted by an attractive tiled shower with shelves. A partially finished lower level provides even more usable space for a home office, workout area, p

$415,000

3 beds1 bath1,704 sq ft

21 Hobson Ave, Milford, CT 06460

Granite countertops • Updated cabinetry • Fenced backyard

NEW 2 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Move right into this beautifully renovated New Haven home! The property has been thoughtfully updated throughout while maintaining its classic character. The bright interior features fresh paint, refinished hardwood flooring, updated flooring, and abundant natural light. The refreshed kitchen offers white cabinetry, quartz-style countertops, stainless steel appliances, and plenty of workspace. An updated full bath features a tiled tub/shower surround and modern finishes. Outside, enjoy fresh siding, composite entry steps, off-street parking, and a surprisingly spacious, private backyard. Conveniently located with easy access to downtown New Haven, shopping, restaurants, highways, and area a

$259,900

2 beds1 bath1,019 sq ft

55 Winthrop Ave, New Haven, CT 06519

Updated throughout • Refreshed kitchen • White cabinetry

Property at 21 Monroe St, North Haven, CT 06473, 4 beds, 2 baths

$425,000

4 beds2 baths1,183 sq ft

21 Monroe St, North Haven, CT 06473

Property at 21 Gorham Ave, Hamden, CT 06514, 6 beds, 3 baths

$495,000

6 beds3 baths3,000 sq ft

21 Gorham Ave, Hamden, CT 06514

Property at 145 Frost Rd, Waterbury, CT 06705, 3 beds, 3 baths

$480,000

3 beds3 baths1,421 sq ft

145 Frost Rd, Waterbury, CT 06705

Property at 321 Olivia St, Derby, CT 06418, 4 beds, 2 baths

$600,000

4 beds2 baths2,532 sq ft

321 Olivia St, Derby, CT 06418

Property at 10 Wilford Rd, Branford, CT 06405, 4 beds, 3.5 baths

$1,499,000

4 beds3.5 baths2,728 sq ft

10 Wilford Rd, Branford, CT 06405

Property at 12 Hull St, Ansonia, CT 06401, 4 beds, 1.5 baths

$290,000

4 beds1.5 baths1,560 sq ft

12 Hull St, Ansonia, CT 06401

Property at 181 Maple St, New Haven, CT 06511, 6 beds, 3 baths

$699,900

6 beds3 baths4,120 sq ft

181 Maple St, New Haven, CT 06511

Property at 185 Columbus Ave, Meriden, CT 06451, 3 beds, 1 bath

$295,000

3 beds1 bath1,375 sq ft

185 Columbus Ave, Meriden, CT 06451

Property at 561 Savin Ave, West Haven, CT 06516, 4 beds, 2 baths

$619,900

4 beds2 baths2,932 sq ft

561 Savin Ave, West Haven, CT 06516

Property at 16 Aron Ave, Waterbury, CT 06708, 3 beds, 2.5 baths

$375,000

3 beds2.5 baths1,639 sq ft

16 Aron Ave, Waterbury, CT 06708

Property at 32 Hilltop Ter, North Haven, CT 06473, 4 beds, 3 baths

$549,000

4 beds3 baths3,008 sq ft

32 Hilltop Ter, North Haven, CT 06473

Property at 50 Sheffield Ln, Naugatuck, CT 06770, 2 beds, 1 bath

$235,900

2 beds1 bath864 sq ft

50 Sheffield Ln, Naugatuck, CT 06770

Property at 79 Briarwood Dr, Meriden, CT 06450, 3 beds, 2.5 baths

$445,000

3 beds2.5 baths2,852 sq ft

79 Briarwood Dr, Meriden, CT 06450

Property at 198 Washington St, Wallingford, CT 06492, 3 beds, 3 baths

$429,900

3 beds3 baths1,698 sq ft

198 Washington St, Wallingford, CT 06492

Property at 1100 Coleman Rd, Cheshire, CT 06410, 4 beds, 2.5 baths

$695,000

4 beds2.5 baths2,280 sq ft

1100 Coleman Rd, Cheshire, CT 06410

Property at 78 Highland Ave, East Haven, CT 06512, 8 beds, 3 baths

$630,000

8 beds3 baths3,559 sq ft

78 Highland Ave, East Haven, CT 06512

Property at 34 Springdale Ave, Waterbury, CT 06708, 2 beds, 1 bath

$319,900

2 beds1 bath1,284 sq ft

34 Springdale Ave, Waterbury, CT 06708

Property at 134 Chestnut Ave, Waterbury, CT 06710, 20 beds, 6 baths

$869,900

20 beds6 baths7,320 sq ft

134 Chestnut Ave, Waterbury, CT 06710

Property at 227 Hillside Ave, Waterbury, CT 06710, 12 beds, 6 baths

$745,000

12 beds6 baths4,800 sq ft

227 Hillside Ave, Waterbury, CT 06710

Property at 96 Hill St, Waterbury, CT 06704, 14 beds, 6 baths

$779,900

14 beds6 baths3,140 sq ft

96 Hill St, Waterbury, CT 06704

Property at 101 Beatrice Dr, West Haven, CT 06516, 3 beds, 1 bath

$400,000

3 beds1 bath1,056 sq ft

101 Beatrice Dr, West Haven, CT 06516

Property at 44 Piedmont St, Waterbury, CT 06706, 4 beds, 2 baths

$369,900

4 beds2 baths1,521 sq ft

44 Piedmont St, Waterbury, CT 06706

Property at 77 Simsbury St, Waterbury, CT 06704, 3 beds, 3.5 baths

$299,999

3 beds3.5 baths2,310 sq ft

77 Simsbury St, Waterbury, CT 06704

Property at 606 N Madison Rd, Guilford, CT 06437, 2 beds, 1 bath

$325,000

2 beds1 bath1,008 sq ft

606 N Madison Rd, Guilford, CT 06437

Property at 93 Pool Rd, North Haven, CT 06473, 4 beds, 2 baths

$389,900

4 beds2 baths1,495 sq ft

93 Pool Rd, North Haven, CT 06473

Property at 57 Hayes Dr, Milford, CT 06460, 2 beds, 1 bath

$400,000

2 beds1 bath948 sq ft

57 Hayes Dr, Milford, CT 06460

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 12 W Helen St, Hamden, CT 06514, 3 beds, 1.5 baths

$290,000

3 beds1.5 baths1,585 sq ft

12 W Helen St, Hamden, CT 06514

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 63 Golden Hill St, Milford, CT 06460, 3 beds, 1 bath

$474,900

3 beds1 bath1,404 sq ft

63 Golden Hill St, Milford, CT 06460

Property at 236 E Waterbury Rd, Naugatuck, CT 06770, 1 bed, 1 bath

$249,900

1 bed1 bath980 sq ft

236 E Waterbury Rd, Naugatuck, CT 06770

Property at 136 Collis St, West Haven, CT 06516, 3 beds, 3 baths

$275,000

3 beds3 baths1,719 sq ft

136 Collis St, West Haven, CT 06516

Property at 75 Wacona Ave, Waterbury, CT 06705, 3 beds, 1 bath

$156,000

3 beds1 bath1,320 sq ft

75 Wacona Ave, Waterbury, CT 06705

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 92 Pearl Lake Rd, Waterbury, CT 06706, 4 beds, 2 baths

$369,900

4 beds2 baths1,376 sq ft

92 Pearl Lake Rd, Waterbury, CT 06706

Property at 178 Elm St, Meriden, CT 06450, 4 beds, 2 baths

$399,900

4 beds2 baths2,092 sq ft

178 Elm St, Meriden, CT 06450

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Based on information submitted to the MLS GRID as of Mon Sep 28 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, 799 homes have been sold in New Haven County. In addition to houses in New Haven County, there were also 771 condos, 1 townhouse, and 336 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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