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

599 homes

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OPEN TODAY, 11AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Absolutely stunning Colonial in the heart of Westville. Just minutes to Yale & Hopkins. This meticulously maintained home welcomes you with a charming vestibule entry with a coat closet. The oversized living room features a gas fireplace, bright bay window, gleaming hardwood floors, and opens to a sun-filled Family room with walls of windows. An elegant, large dining room with a built-in hutch is a wonderful place to entertain. The spacious kitchen offers a generous breakfast area, modern updates, stainless steel appliances, granite counters & a pantry. From the kitchen, step into the wonderful three-season porch that leads to a beautifully maintained deck overlooking magnificen

$575,000

4 beds1.5 baths3,001 sq ft

1975 Chapel St, New Haven, CT 06515

0.27 acre lot • 2 garage spots • Built 1925

OPEN TODAY, 12:30PM TO 2:30PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Welcome to this beautifully updated 2-bedroom, 2-full-bath ranch offering effortless one-level living in a prime location just minutes from great restaurants, shopping, and easy access to Route 691. Step inside and you're greeted by a bright, open layout where modern finishes meet comfortable everyday living. The spacious living room features gleaming hardwood floors, a cozy fireplace, recessed lighting, and a stunning tray ceiling that adds a touch of elegance. The flow continues seamlessly into the updated kitchen and dining area, making this home perfect for both daily routines and entertaining. Both bedrooms are generously sized, with the primary offering convenient access to a full bat

$325,000

2 beds2 baths1,112 sq ft

104 Robin Hill Rd, Meriden, CT 06450

0.32 acre lot • Built 1953

NEW 9 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Investor special! 3 Bedroom home in need of extensive structural renovation or a good candidate to be torn down. .. an opportunity best suited for an experienced developer. Walk to restaurants, shops and convenient to multiple parks as well as Ansonia Nature & Recreation center. Additional photos and video are available by demand. .. a true gem to behold!

$99,900

3 beds2 baths1,452 sq ft

101 Platt St, Ansonia, CT 06401

0.48 acre lot • Built 1900

NEW 10 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Westville Charmer! Step into this cozy 4 BR 1.5 Bath filled with natural light and and working fireplace. Friendly front porch for those warm summer days. Eat in kitchen and large bright DR. Deep backyard with large deck and koi pond. Shed can be repurposed as a garage. Down the block from everything Westville has to offer and only minutes from downtown New Haven.

$599,900

4 beds1.5 baths1,640 sq ft

206 W Rock Ave, New Haven, CT 06515

Large deck • Koi pond • Working fireplace

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
In the 1720's the back of this house faced the road. In the 2000's the owner had the house lifted, rotated 180 degrees and reset on a new full basement. They spared no effort or expense to retain the rare charm of a true antique home while giving this rare jewel all the conveniences of the 21st Century. Step back in time without sacrificing modern convenience. Built in 1723, this exquisite antique colonial blends rich history with thoughtful updates in a truly one-of-a-kind setting. Featuring 3 bedrooms and 3 full bathrooms, this home showcases wide plank floors, exposed beams, and timeless character throughout-while offering an updated kitchen, central air, a whole house Generac generator,

$650,000

3 beds3 baths3,439 sq ft

4365 Durham Rd, Guilford, CT 06437

4.5 acre lot • 4 parking spots • Built 1723

Property at 57 Alling St Ext, West Haven, CT 06516, 3 beds, 1 bath

$350,000

3 beds1 bath912 sq ft

57 Alling St Ext, West Haven, CT 06516

Property at 181 Fairlawn Ave, Waterbury, CT 06705, 9 beds, 3 baths

$450,000

9 beds3 baths3,432 sq ft

181 Fairlawn Ave, Waterbury, CT 06705

Property at 106 Livingston St Unit A1, New Haven, CT 06511, 3 beds, 2 baths

$425,000

3 beds2 baths1,455 sq ft

106 Livingston St Unit A1, New Haven, CT 06511

Property at 39 Bassett St, Ansonia, CT 06401, 3 beds, 2 baths

$325,000

3 beds2 baths1,169 sq ft

39 Bassett St, Ansonia, CT 06401

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 42 Wildcat Rd, Madison, CT 06443, 3 beds, 1 bath

$325,000

3 beds1 bath1,080 sq ft

42 Wildcat Rd, Madison, CT 06443

Property at 68 Dominican Rd, Branford, CT 06405, 4 beds, 1.5 baths

$375,000

4 beds1.5 baths1,416 sq ft

68 Dominican Rd, Branford, CT 06405

Property at 24 Beaverbrook Rd, Milford, CT 06461, 4 beds, 1 bath

$375,000

4 beds1 bath1,109 sq ft

24 Beaverbrook Rd, Milford, CT 06461

Property at 699 Forest Rd, West Haven, CT 06516, 8 beds, 5 baths

$599,000

8 beds5 baths3,411 sq ft

699 Forest Rd, West Haven, CT 06516

Property at 35 Pauline St, Milford, CT 06460, 3 beds, 3 baths

$539,900

3 beds3 baths1,428 sq ft

35 Pauline St, Milford, CT 06460

Property at 120 N Cliff St, Ansonia, CT 06401, 4 beds, 2 baths

$369,900

4 beds2 baths1,565 sq ft

120 N Cliff St, Ansonia, CT 06401

Property at 21 Katherine St, North Branford, CT 06471, 3 beds, 1.5 baths

$374,900

3 beds1.5 baths1,459 sq ft

21 Katherine St, North Branford, CT 06471

Property at 349 Amity Rd, Bethany, CT 06524, 2 beds, 1 bath

$349,000

2 beds1 bath1,336 sq ft

349 Amity Rd, Bethany, CT 06524

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 310 Broadway, Hamden, CT 06518, 4 beds, 4.5 baths

$559,000

4 beds4.5 baths4,131 sq ft

310 Broadway, Hamden, CT 06518

Property at 27 Glendale Dr, Waterbury, CT 06708, 4 beds, 1.5 baths

$250,000

4 beds1.5 baths1,565 sq ft

27 Glendale Dr, Waterbury, CT 06708

Property at 104 Gale Ave, Meriden, CT 06450, 3 beds, 1.5 baths

$200,000

3 beds1.5 baths1,237 sq ft

104 Gale Ave, Meriden, CT 06450

Property at 1045 Cooke St, Waterbury, CT 06704, 3 beds, 2 baths

$249,900

3 beds2 baths1,735 sq ft

1045 Cooke St, Waterbury, CT 06704

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 19 Carriage Dr, Wallingford, CT 06492, 3 beds, 1 bath

$319,000

3 beds1 bath1,164 sq ft

19 Carriage Dr, Wallingford, CT 06492

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 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 588 Summit Dr, Orange, CT 06477, 3 beds, 1 bath

$479,900

3 beds1 bath1,716 sq ft

588 Summit Dr, Orange, CT 06477

Property at 29 Melrose Dr, New Haven, CT 06513, 3 beds, 1 bath

$300,000

3 beds1 bath1,647 sq ft

29 Melrose Dr, New Haven, CT 06513

Property at 103 Myrtle Ave, Ansonia, CT 06401, 5 beds, 2 baths

$365,000

5 beds2 baths1,984 sq ft

103 Myrtle Ave, Ansonia, CT 06401

Property at 1731 Marion Rd, Cheshire, CT 06410, 5 beds, 3 baths

$849,900

5 beds3 baths4,352 sq ft

1731 Marion Rd, Cheshire, CT 06410

Property at 36 Birch Dr, New Haven, CT 06515, 3 beds, 1.5 baths

$468,000

3 beds1.5 baths1,716 sq ft

36 Birch Dr, New Haven, CT 06515

Property at 12 Norwood Ave, Milford, CT 06460, 3 beds, 2.5 baths

$1,499,999

3 beds2.5 baths2,497 sq ft

12 Norwood Ave, Milford, CT 06460

Property at 141 Draher St, Waterbury, CT 06708, 12 beds, 3 baths

$499,900

12 beds3 baths3,807 sq ft

141 Draher St, Waterbury, CT 06708

Property at 4 Bellview Rd, Branford, CT 06405, 3 beds, 1.5 baths

$474,900

3 beds1.5 baths1,388 sq ft

4 Bellview Rd, Branford, CT 06405

Property at 105 Church St, West Haven, CT 06516, 5 beds, 2.5 baths

$399,000

5 beds2.5 baths2,291 sq ft

105 Church St, West Haven, CT 06516

Property at 89 Gail Dr, Waterbury, CT 06704, 4 beds, 2.5 baths

$360,000

4 beds2.5 baths1,837 sq ft

89 Gail Dr, Waterbury, CT 06704

Property at 149 Lakeside Blvd E, Waterbury, CT 06708, 3 beds, 1 bath

$308,000

3 beds1 bath1,664 sq ft

149 Lakeside Blvd E, Waterbury, CT 06708

Property at 35 Butler St, Waterbury, CT 06704, 3 beds, 2 baths

$239,000

3 beds2 baths1,089 sq ft

35 Butler St, Waterbury, CT 06704

Property at 97 Goodyear St, New Haven, CT 06511, 4 beds, 1 bath

$189,900

4 beds1 bath1,600 sq ft

97 Goodyear St, New Haven, CT 06511

Property at 5 Assumption St, New Haven, CT 06513, 3 beds, 1 bath

$235,000

3 beds1 bath816 sq ft

5 Assumption St, New Haven, CT 06513

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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 56 days and receive 1 offers. This map is refreshed with the newest listings in New Haven County every 15 minutes.

In the past month, 641 homes have been sold in New Haven County. In addition to houses in New Haven County, there were also 618 condos, 1 townhouse, and 277 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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