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

599 homes

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ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
BRING ALL OFFERS, Motivated sellers! Great income potential with this single family home converted into a rooming house. Lots of potential to restore it to single family or convert it into apartments. Located in a great neighborhood of duplex homes and multi family homes.

$570,000

4 beds2 baths2,275 sq ft

21 Brainerd Rd, Branford, CT 06405

8,712 sq ft lot • Built 1950 • Listed 11 days

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Welcome home to this beautifully updated 2-bedroom, 1.5 bath brick and frame ranch that perfectly blends comfort, style, and functionality. Step inside to a spacious living room featuring a cozy gas fireplace. The formal dining room and eat-in kitchen with gorgeous hardwood floors that flow throughout. Complete with stainless steel appliances and ample cabinetry that make entertaining a breeze. The primary bedroom offers a custom closet system for smart storage and organization. Downstairs, enjoy a finished basement with a full bath, playroom, cedar closet, wine cellar, laundry area, and additional kitchen and storage ideal for hobbies or hosting. Relax year-round in the inviting three-seas

$320,000

2 beds1.5 baths1,288 sq ft

186 Hubbell Ave, Waterbury, CT 06708

Garden area • Custom closet system • Gas fireplace

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Discover this adorable 6-room ranch tucked at the end of a quiet dead-end street-offering both privacy and convenience. Enjoy effortless one-level living with recent updates throughout, including a newer roof, windows, kitchen, and flooring. A spacious, level yard and large deck provide the perfect setting for relaxing or entertaining. The partially finished basement adds valuable versatility for a home office, playroom, or guest space. All of this is located just minutes from shopping, dining, and more! Being sold AS IS!

$255,000

3 beds1 bath896 sq ft

3 Twining Ave, Waterbury, CT 06705

Newer kitchen • Newer flooring • Spacious level yard

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Direct Ocean Front. A year-round classic beach home consisting of 2-bedroom, 1-bath and unobstructed ocean views. Open first floor with the 'wall of windows' that brings the outdoors in. What an opportunity to create and build new memories for decades to come. Enjoy ocean front living at its best with swimming, kayaking, and iconic sunrises & sunsets. Conveniently located, walking to town beaches, parks, and dining. Just minutes to Yale, New Haven, Tweed Airport and major highways. Home is serviced with all public utilities including natural gas, water & sewer. Off street parking for 2 vehicles plus town permitted parking on Cosey Beach Ave, provides you with ample parking avail

$599,000

2 beds1 bath1,180 sq ft

2 Cambridge Ct, East Haven, CT 06512

Walking to dining • Direct ocean front • Wall of windows

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Welcome to this beautifully updated cape cod, Main level offers, open floor plan living room, dining room, kitchen with stainless steel appliances and a center island, half bathroom and a laundry room. Upstairs you will find the main bedroom suite with a full bathroom and 3 more bedrooms with hardwood floors and another full bathroom. Lower level, walk out basement with an in-law suite or a private home office. New roof, new windows, central AC and much more. Conveniently located to local shopping, commuter travel. Schedule your tour today!

$415,000

4 beds3.5 baths2,537 sq ft

32 Spring St, Ansonia, CT 06401

In-law suite • Open floor plan • Main bedroom suite

Property at 61 Cheshire Rd, Wallingford, CT 06492, 2 beds, 1 bath

$499,999

2 beds1 bath1,036 sq ft

61 Cheshire Rd, Wallingford, CT 06492

Property at 907 Elm St, New Haven, CT 06511, 6 beds, 2.5 baths

$490,000

6 beds2.5 baths3,253 sq ft

907 Elm St, New Haven, CT 06511

Property at 689 S Meriden Rd, Cheshire, CT 06410, 4 beds, 2 baths

$509,000

4 beds2 baths2,548 sq ft

689 S Meriden Rd, Cheshire, CT 06410

Property at 146 Herschel Ave, Waterbury, CT 06708, 4 beds, 1.5 baths

$359,900

4 beds1.5 baths1,680 sq ft

146 Herschel Ave, Waterbury, CT 06708

Property at 129 Farview Ave, Wolcott, CT 06716, 2 beds, 1 bath

$350,000

2 beds1 bath1,000 sq ft

129 Farview Ave, Wolcott, CT 06716

Property at 16 Greenway Pl, Meriden, CT 06451, 4 beds, 1 bath

$299,000

4 beds1 bath1,234 sq ft

16 Greenway Pl, Meriden, CT 06451

Property at 74 Linden St, West Haven, CT 06516, 2 beds, 1 bath

$286,000

2 beds1 bath672 sq ft

74 Linden St, West Haven, CT 06516

Property at 127 Fairfield Ave, Waterbury, CT 06708, 2 beds, 1 bath

$249,900

2 beds1 bath896 sq ft

127 Fairfield Ave, Waterbury, CT 06708

Property at 25 Pine St, New Haven, CT 06513, 3 beds, 2 baths

$359,900

3 beds2 baths1,440 sq ft

25 Pine St, New Haven, CT 06513

Property at 56 Woolsey St, New Haven, CT 06513, 7 beds, 3 baths

$380,000

7 beds3 baths1,920 sq ft

56 Woolsey St, New Haven, CT 06513

Property at 781 Cook Hill Rd, Cheshire, CT 06410, 3 beds, 2.5 baths

$575,000

3 beds2.5 baths2,593 sq ft

781 Cook Hill Rd, Cheshire, CT 06410

Property at 95 Elmer Ave, Hamden, CT 06514, 4 beds, 1 bath

$325,000

4 beds1 bath1,368 sq ft

95 Elmer Ave, Hamden, CT 06514

Property at 32 Huntington Ave, New Haven, CT 06512, 8 beds, 3 baths

$515,000

8 beds3 baths3,520 sq ft

32 Huntington Ave, New Haven, CT 06512

Property at 190 W Main St, Milford, CT 06460, 3 beds, 1 bath

$429,000

3 beds1 bath966 sq ft

190 W Main St, Milford, CT 06460

Property at 170 Farview Ave, Wolcott, CT 06716, 3 beds, 2 baths

$349,900

3 beds2 baths1,502 sq ft

170 Farview Ave, Wolcott, CT 06716

Property at 84 Sylvan Ave, New Haven, CT 06519, 3 beds, 2 baths

$309,900

3 beds2 baths1,416 sq ft

84 Sylvan Ave, New Haven, CT 06519

Property at 965 N High St, East Haven, CT 06512, 3 beds, 1 bath

$325,000

3 beds1 bath1,552 sq ft

965 N High St, East Haven, CT 06512

Property at 129 Old Ansonia Rd, Seymour, CT 06483, 2 beds, 1 bath

$265,000

2 beds1 bath1,100 sq ft

129 Old Ansonia Rd, Seymour, CT 06483

Property at 66 N Hoadley St, Naugatuck, CT 06770, 3 beds, 1.5 baths

$329,999

3 beds1.5 baths1,344 sq ft

66 N Hoadley St, Naugatuck, CT 06770

Property at 6 Brookside Dr, Woodbridge, CT 06525, 6 beds, 4 baths

$650,000

6 beds4 baths3,659 sq ft

6 Brookside Dr, Woodbridge, CT 06525

Property at 36 Ford St, Hamden, CT 06517, 4 beds, 3.5 baths

$650,000

4 beds3.5 baths4,433 sq ft

36 Ford St, Hamden, CT 06517

Property at 9 Brewster St, Waterbury, CT 06704, 4 beds, 2.5 baths

$300,015

4 beds2.5 baths1,902 sq ft

9 Brewster St, Waterbury, CT 06704

Property at 15 Smith Dr, Hamden, CT 06517, 3 beds, 2 baths

$429,900

3 beds2 baths1,437 sq ft

15 Smith Dr, Hamden, CT 06517

Property at 60 Spruce Rd, Northford, CT 06472, 3 beds, 3 baths

$645,000

3 beds3 baths3,112 sq ft

60 Spruce Rd, Northford, CT 06472

Property at 33 Orchard Hill Rd, Branford, CT 06405, 4 beds, 2 baths

$459,000

4 beds2 baths1,949 sq ft

33 Orchard Hill Rd, Branford, CT 06405

Property at 163 Waite St, Hamden, CT 06517, 3 beds, 2.5 baths

$469,900

3 beds2.5 baths1,458 sq ft

163 Waite St, Hamden, CT 06517

Property at 156 Orange St, Waterbury, CT 06704, 8 beds, 4 baths

$489,900

8 beds4 baths2,634 sq ft

156 Orange St, Waterbury, CT 06704

Property at 47 Cottage Ave, Ansonia, CT 06401, 4 beds, 1 bath

$299,900

4 beds1 bath2,130 sq ft

47 Cottage Ave, Ansonia, CT 06401

Property at 193 Farren Ave, New Haven, CT 06513, 7 beds, 4.5 baths

$479,999

7 beds4.5 baths3,132 sq ft

193 Farren Ave, New Haven, CT 06513

Property at 201 Water St, Guilford, CT 06437, 4 beds, 2.5 baths

$1,650,000

4 beds2.5 baths2,519 sq ft

201 Water St, Guilford, CT 06437

Property at 64 Evergreen Ave, Hamden, CT 06518, 3 beds, 1 bath

$389,999

3 beds1 bath1,289 sq ft

64 Evergreen Ave, Hamden, CT 06518

Property at 28 Brown St, West Haven, CT 06516, 10 beds, 4 baths

$720,000

10 beds4 baths4,624 sq ft

28 Brown St, West Haven, CT 06516

Property at 868 Elm St, New Haven, CT 06511, 7 beds, 3 baths

$535,900

7 beds3 baths3,657 sq ft

868 Elm St, New Haven, CT 06511

Property at 13 Harkness Dr, Milford, CT 06460, 4 beds, 1 bath

$399,900

4 beds1 bath1,120 sq ft

13 Harkness Dr, Milford, CT 06460

Property at 407 Shelton Ave, New Haven, CT 06511, 3 beds, 2 baths

$234,900

3 beds2 baths1,302 sq ft

407 Shelton Ave, New Haven, CT 06511

Property at 62 Tuthill St, West Haven, CT 06516, 4 beds, 2 baths

$420,000

4 beds2 baths1,560 sq ft

62 Tuthill St, West Haven, CT 06516

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Based on information submitted to the MLS GRID as of Sun Dec 07 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 599 vintage homes for sale in New Haven County at a median listing price of $400K. 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, 645 homes have been sold in New Haven County. In addition to houses in New Haven County, there were also 621 condos, 1 townhouse, and 281 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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