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

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NEW 17 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Discover the charm of historic Milford at 63 Golden Hill Street, a beautifully updated home offering timeless character, modern improvements, and an exceptional walkable location. Built in 1900, this distinctive home has been thoughtfully renovated while preserving its original charm. Refinished hardwood floors and four original fireplaces add warmth and character throughout. Recent updates include a new gas furnace, new hot water heater, upgraded electrical service, and a new exterior rear door. The first floor offers a flexible layout with multiple living spaces and an upgraded kitchen, ideal for entertaining, working from home, or everyday living. Upstairs are two bedrooms and a full bat

$474,900

3 beds1 bath1,404 sq ft

63 Golden Hill St, Milford, CT 06460

Updated home • Walkable location • New gas furnace

REDFIN OPEN SAT, 11AM TO 1PM3D WALKTHROUGH

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

OPEN SUN, 12PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Exceptional coastal potential! Tucked away just steps from the shoreline with beach access, this 1-bed, 1.5-bath cottage presents a standout value for a short-term rental or bed & breakfast opportunity. Mechanicals and kitchen features include central air, central vacuum, skylights, an alarm system, and new GE Profile stainless steel stove & dishwasher. Just in need of cosmetic renovations while offering an easy path to add a second bedroom to significantly boost equity and nightly rental yields. Ideal for investors, short-term rental hosts, or a second home for personal weekend getaways!

$425,000

1 bed1.5 baths1,096 sq ft

40 Andrews Ave, Milford, CT 06460

Alarm system • Beach access • Central air

OPEN SUN, 11AM TO 12:30PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
A rare and remarkably charming Antique in one of Madison's most picturesque settings. Set on 7+ acres along quiet Race Hill Rd, this beautifully preserved circa-1764 Cape blends centuries of character with thoughtful updates and the ease of modern living. Originally restored to the studs in 1996, the 2,091 sq. ft. main house retains an extraordinary amount of its original character, including chestnut flooring, period hardware, exposed beams and other details that give the home a wonderful sense of history. The floor plan is warm and inviting. The dining area opens to a family room with rustic beams, one of the original fireplaces and windows overlooking the private grounds. The family room

$849,000

4 beds3 baths2,792 sq ft

150 Race Hill Rd, Madison, CT 06443

Period hardware • Chestnut flooring • Guest cottage

OPEN SUN, 1PM TO 5PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Looking for convenient one-floor living? You've found it! Welcome home to this warm and inviting 3 bedroom, 2 full-bath ranch in Wallingford at 66 S. Ridgeland Rd, offering the ease and convenience of true one-level living. Built on a slab and completely remodeled approximately 10 years ago, the home features a comfortable, thoughtfully updated interior designed for everyday living. Outside, enjoy a partially fenced yard providing added privacy, along with a patio for relaxing or entertaining and a storage shed for your outdoor essentials. Conveniently located close to all that Wallingford has to offer. Major improvements include a newer roof, siding, and mechanical systems, providing added

$349,900

3 beds2 baths1,260 sq ft

66 S Ridgeland Rd, Wallingford, CT 06492

Newer roof • Storage shed • Newer siding

Property at 69 Ardmore St, Hamden, CT 06517, 4 beds, 1.5 baths

$450,000

4 beds1.5 baths2,016 sq ft

69 Ardmore St, Hamden, CT 06517

Property at 205 State St, Guilford, CT 06437, 3 beds, 2.5 baths

$1,650,000

3 beds2.5 baths3,024 sq ft

205 State St, Guilford, CT 06437

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 364 Main St #30, East Haven, CT 06512, 2 beds, 1.5 baths

$169,900

2 beds1.5 baths896 sq ft

364 Main St #30, East Haven, CT 06512

Property at 24 Herschel Ave, Waterbury, CT 06708, 3 beds, 1.5 baths

$325,000

3 beds1.5 baths1,492 sq ft

24 Herschel Ave, Waterbury, CT 06708

Property at 197 Old Tavern Rd, Orange, CT 06477, 3 beds, 2.5 baths

$550,000

3 beds2.5 baths1,835 sq ft

197 Old Tavern Rd, Orange, CT 06477

Property at 14 White Rd, Meriden, CT 06450, 4 beds, 1 bath

$258,000

4 beds1 bath1,680 sq ft

14 White Rd, Meriden, CT 06450

Property at 24 Bracewood Rd, Waterbury, CT 06706, 3 beds, 2 baths

$352,000

3 beds2 baths1,512 sq ft

24 Bracewood Rd, Waterbury, CT 06706

Property at 46 Apple St, Wallingford, CT 06492, 3 beds, 1 bath

$324,900

3 beds1 bath972 sq ft

46 Apple St, Wallingford, CT 06492

Property at 14 Beechwood Dr, Wallingford, CT 06492, 3 beds, 1 bath

$399,900

3 beds1 bath1,536 sq ft

14 Beechwood Dr, Wallingford, CT 06492

Property at 94 Olive St, Naugatuck, CT 06770, 4 beds, 2 baths

$399,000

4 beds2 baths2,057 sq ft

94 Olive St, Naugatuck, CT 06770

Property at 102 Vista Dr, East Haven, CT 06512, 3 beds, 2 baths

$399,900

3 beds2 baths1,252 sq ft

102 Vista Dr, East Haven, CT 06512

Property at 5 Doty Pl, New Haven, CT 06512, 2 beds, 1.5 baths

$349,000

2 beds1.5 baths1,882 sq ft

5 Doty Pl, New Haven, CT 06512

Property at 802 Charcoal Ave, Middlebury, CT 06762, 4 beds, 2.5 baths

$550,000

4 beds2.5 baths1,911 sq ft

802 Charcoal Ave, Middlebury, CT 06762

Property at 201 Fairlawn Ave, Waterbury, CT 06705, 3 beds, 1 bath

$339,000

3 beds1 bath1,378 sq ft

201 Fairlawn Ave, Waterbury, CT 06705

Property at 106 Edin Ave, Waterbury, CT 06706, 4 beds, 2 baths

$389,000

4 beds2 baths2,184 sq ft

106 Edin Ave, Waterbury, CT 06706

Property at 85 Olive St #85, New Haven, CT 06511, 1 bed, 1 bath

$308,000

1 bed1 bath743 sq ft

85 Olive St #85, New Haven, CT 06511

Property at 51 Home Pl, Branford, CT 06405, 3 beds, 2 baths

$525,000

3 beds2 baths1,712 sq ft

51 Home Pl, Branford, CT 06405

Property at 4 Martin Trl, Wallingford, CT 06492, 3 beds, 2 baths

$579,900

3 beds2 baths1,657 sq ft

4 Martin Trl, Wallingford, CT 06492

Property at 19 Upland Ter, Ansonia, CT 06401, 4 beds, 2 baths

$399,900

4 beds2 baths925 sq ft

19 Upland Ter, Ansonia, CT 06401

Property at 66 Housatonic Dr, Milford, CT 06460, 3 beds, 1.5 baths

$450,000

3 beds1.5 baths1,450 sq ft

66 Housatonic Dr, Milford, CT 06460

Property at 527 Clintonville Rd, North Haven, CT 06473, 3 beds, 1.5 baths

$449,000

3 beds1.5 baths1,344 sq ft

527 Clintonville Rd, North Haven, CT 06473

Property at 323 W Division St, New Haven, CT 06511, 6 beds, 3 baths

$479,900

6 beds3 baths2,268 sq ft

323 W Division St, New Haven, CT 06511

Property at 6 Cross St, Hamden, CT 06514, 3 beds, 2 baths

$315,000

3 beds2 baths1,410 sq ft

6 Cross St, Hamden, CT 06514

Property at 181 Butler St, Hamden, CT 06517, 6 beds, 3 baths

$450,000

6 beds3 baths3,227 sq ft

181 Butler St, Hamden, CT 06517

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 849 Frost Rd, Waterbury, CT 06705, 5 beds, 2 baths

$499,999

5 beds2 baths1,918 sq ft

849 Frost Rd, Waterbury, CT 06705

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 122 Green Hill Ln, Cheshire, CT 06410, 3 beds, 1.5 baths

$439,900

3 beds1.5 baths1,572 sq ft

122 Green Hill Ln, Cheshire, CT 06410

Property at 37 Johnson Rd, Wallingford, CT 06492, 3 beds, 2 baths

$440,000

3 beds2 baths1,100 sq ft

37 Johnson Rd, Wallingford, CT 06492

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 57 Silver Hill Rd, Ansonia, CT 06401, 3 beds, 2 baths

$300,000

3 beds2 baths983 sq ft

57 Silver Hill Rd, Ansonia, CT 06401

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 99 Homestead Ave, Naugatuck, CT 06770, 3 beds, 2 baths

$339,000

3 beds2 baths2,392 sq ft

99 Homestead Ave, Naugatuck, CT 06770

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

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Based on information submitted to the MLS GRID as of Fri Sep 25 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 796 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 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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