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

523 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Unique Two-Residence Property in the Heart of Northford! Ideal for multi-generational living or owner-occupants seeking additional rental income, this rare property offers two separate residences set on a level 1.02-acre parcel in the Northford village of North Branford. Completely vacant and move-in ready, the layout provides flexibility, privacy, and long-term potential. The main residence is a charming Cape-style home featuring two bedrooms, with the potential for a third, and two full bathrooms. Hardwood floors run throughout, and the updated kitchen includes new cabinetry, quartz countertops, custom tile backsplash, and new stainless steel appliances. Both bathrooms have been renovated

$499,900

3 beds3 baths1,458 sq ft

2071 Middletown Ave, Northford, CT 06472

One car garage • Updated kitchen • 1.02 acre lot

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
There is room to spare in this wonderful 10 room historic saltbox home that sits on 3.80 magical acres. The lawns, mature flowering bushes, trees, perennials and stone patio are flanked by woods and a seasonal watercourse. There are raised bed gardens and plenty of space for satisfying equestrian passions. This 1720's home has been lovingly restored and maintained. Entering through the front double doors into the classic front foyer, there is a turned stair. To the right off the foyer is an exceptionally large living room with two fireplaces, an adjacent study, hallway access to the stone patio, a full bath and support room that has a sink and laundry. To the left off the foyer is the forma

$645,000

3 beds3 baths3,112 sq ft

60 Spruce Rd, Northford, CT 06472

3.8 acre lot • 4 garage spots • Built 1720

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Welcome to 89 Gail Drive, a warm and inviting split level home tucked away on a quiet cul de sac in Waterbury. With over 2,000 sq ft of living space, this home offers a surprising amount of space and a layout that works for many lifestyles. Step inside to a foyer that leads you into the bright eat in kitchen on the left. Continue straight ahead and you will find the main living and dining area with a wood burning fireplace that creates a cozy gathering spot. Just beyond that room is a comfortable family room with built ins and direct access to the backyard patio, making it a great place for relaxing or entertaining. A short set of stairs brings you to the bedroom level where you will find t

$360,000

4 beds2.5 baths1,837 sq ft

89 Gail Dr, Waterbury, CT 06704

Bonus room • Split level home • Quiet cul de sac

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Welcome to this delightful 3-4 bed Cape perfectly situated in the heart of North Haven, just moments from the picturesque town green. This thoughtfully updated 1,425 square ft home features an efficient propane HVAC system with indirect hot water heater and replacement windows throughout for year-round comfort and energy savings. The welcoming kitchen boasts a breakfast bar and newer appliances including a premium Viking stove, while the main level offers the convenience of two bedrooms and easy access to a full bath. Upstairs, you'll find two additional rooms, a 2nd bath, with the 4th bedroom currently serving as a versatile laundry and office space. Outside you'll find a fenced yard for p

$374,900

3 beds2 baths1,425 sq ft

101 Pool Rd, North Haven, CT 06473

0.48 acre lot • Garage • Built 1949

SHORT SALE

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
2 Bedroom with 1 year old Roof and Freshly Painted , Harwood Floors have been Re-done, 1 car Attached Garage, Huge Back Yard, Possability of a 3rd Bedroom in the Basement, 80 Gallon Hot Water Heater

$238,000

2 beds1 bath768 sq ft

555 Frost Rd, Waterbury, CT 06705

1 year old roof • Freshly painted • Huge back yard

Property at 76 3rd St, New Haven, CT 06519, 5 beds, 2 baths

$340,000

5 beds2 baths1,650 sq ft

76 3rd St, New Haven, CT 06519

Property at 53 Le Clair Ct, Naugatuck, CT 06770, 6 beds, 2 baths

$474,900

6 beds2 baths2,080 sq ft

53 Le Clair Ct, Naugatuck, CT 06770

Property at 70 Ingleside Dr, Hamden, CT 06514, 3 beds, 2 baths

$459,900

3 beds2 baths1,840 sq ft

70 Ingleside Dr, Hamden, CT 06514

Property at 24 Maynard Ave, Waterbury, CT 06708, 5 beds, 3.5 baths

$349,000

5 beds3.5 baths2,424 sq ft

24 Maynard Ave, Waterbury, CT 06708

Property at 201 Prospect St, Ansonia, CT 06401, 3 beds, 1 bath

$275,000

3 beds1 bath968 sq ft

201 Prospect St, Ansonia, CT 06401

Property at 29 Anderson Ave, Milford, CT 06460, 3 beds, 2 baths

$570,000

3 beds2 baths1,764 sq ft

29 Anderson Ave, Milford, CT 06460

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 91 1st St, Hamden, CT 06514, 8 beds, 3 baths

$550,000

8 beds3 baths3,220 sq ft

91 1st St, Hamden, CT 06514

Property at 4 Sorrento Ave, East Haven, CT 06512, 3 beds, 1.5 baths

$424,900

3 beds1.5 baths1,861 sq ft

4 Sorrento Ave, East Haven, CT 06512

Property at 23 Baldwin St, Meriden, CT 06451, 4 beds, 1.5 baths

$339,900

4 beds1.5 baths1,443 sq ft

23 Baldwin St, Meriden, CT 06451

Property at 32 Wall St, Milford, CT 06460, 3 beds, 1.5 baths

$795,000

3 beds1.5 baths2,332 sq ft

32 Wall St, Milford, CT 06460

Property at 305 Rimmon Rd, Woodbridge, CT 06525, 4 beds, 3.5 baths

$699,000

4 beds3.5 baths3,742 sq ft

305 Rimmon Rd, Woodbridge, CT 06525

Property at 55 Irving St, New Haven, CT 06511, 4 beds, 3 baths

$429,900

4 beds3 baths2,148 sq ft

55 Irving St, New Haven, CT 06511

Property at 406 Newhall St, New Haven, CT 06511, 3 beds, 1 bath

$319,900

3 beds1 bath1,376 sq ft

406 Newhall St, New Haven, CT 06511

Property at 91 Goebel Rd, Hamden, CT 06514, 4 beds, 1.5 baths

$384,900

4 beds1.5 baths2,332 sq ft

91 Goebel Rd, Hamden, CT 06514

Property at 29 Abner St, West Haven, CT 06516, 3 beds, 2 baths

$324,900

3 beds2 baths1,305 sq ft

29 Abner St, West Haven, CT 06516

Property at 21 Brainerd Rd, Branford, CT 06405, 4 beds, 2 baths

$550,000

4 beds2 baths2,275 sq ft

21 Brainerd Rd, Branford, CT 06405

Property at 201 Colony St, Meriden, CT 06451, 6 beds

$380,000

6 beds— baths3,561 sq ft

201 Colony St, Meriden, CT 06451

Property at 239 Coe Ave, East Haven, CT 06512, 2 beds, 1.5 baths

$265,000

2 beds1.5 baths1,033 sq ft

239 Coe Ave, East Haven, CT 06512

Property at 614 Chapel St, New Haven, CT 06511, 6 beds, 4.5 baths

$1,477,000

6 beds4.5 baths4,874 sq ft

614 Chapel St, New Haven, CT 06511

Property at 77 Blue Hills Ave, Hamden, CT 06514, 3 beds, 1 bath

$335,000

3 beds1 bath1,075 sq ft

77 Blue Hills Ave, Hamden, CT 06514

Property at 341 Oak St, Waterbury, CT 06705, 4 beds, 1 bath

$264,900

4 beds1 bath1,307 sq ft

341 Oak St, Waterbury, CT 06705

Property at 70 Clinton Hill Rd, Wolcott, CT 06716, 3 beds, 2 baths

$375,000

3 beds2 baths1,040 sq ft

70 Clinton Hill Rd, Wolcott, CT 06716

Property at 15 Summit Rd, Naugatuck, CT 06770, 3 beds, 1.5 baths

$399,900

3 beds1.5 baths1,469 sq ft

15 Summit Rd, Naugatuck, CT 06770

Property at 46 Hurlburt St, New Haven, CT 06519, 6 beds, 3 baths

$450,000

6 beds3 baths3,249 sq ft

46 Hurlburt St, New Haven, CT 06519

Property at 65 Stevens St, New Haven, CT 06519, 6 beds, 3 baths

$369,900

6 beds3 baths3,711 sq ft

65 Stevens St, New Haven, CT 06519

Property at 167 Spring St, Cheshire, CT 06410, 4 beds, 4 baths

$549,900

4 beds4 baths3,247 sq ft

167 Spring St, Cheshire, CT 06410

Property at 103 Ford St, Milford, CT 06461, 4 beds, 1 bath

$425,000

4 beds1 bath1,327 sq ft

103 Ford St, Milford, CT 06461

Property at 15 Griffing Pond Rd, Branford, CT 06405, 4 beds, 3.5 baths

$1,795,000

4 beds3.5 baths4,250 sq ft

15 Griffing Pond Rd, Branford, CT 06405

Property at 198 Mildred Rd, Meriden, CT 06450, 3 beds, 1.5 baths

$375,000

3 beds1.5 baths1,312 sq ft

198 Mildred Rd, Meriden, CT 06450

Property at 148 Rosette St, New Haven, CT 06519, 13 beds, 4 baths

$750,000

13 beds4 baths4,588 sq ft

148 Rosette St, New Haven, CT 06519

Property at 6 Howe St, Milford, CT 06460, 4 beds, 2 baths

$529,900

4 beds2 baths1,512 sq ft

6 Howe St, Milford, CT 06460

Property at 15 Utica St, Milford, CT 06461, 3 beds, 1 bath

$420,000

3 beds1 bath1,308 sq ft

15 Utica St, Milford, CT 06461

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 44 Arch St, Naugatuck, CT 06770, 4 beds, 2 baths

$399,000

4 beds2 baths1,362 sq ft

44 Arch St, Naugatuck, CT 06770

Property at 35 Monahan Ln, Naugatuck, CT 06770, 3 beds, 2 baths

$250,000

3 beds2 baths1,602 sq ft

35 Monahan Ln, Naugatuck, CT 06770

Viewing page 4 of 13

Based on information submitted to the MLS GRID as of Tue Dec 23 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 523 vintage homes for sale in New Haven County at a median listing price of $399K. 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, 648 homes have been sold in New Haven County. In addition to houses in New Haven County, there were also 628 condos, 1 townhouse, and 284 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.

More real estate resources for New Haven County, CT

Cities

Nearby Counties

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in New Haven County, CT

How to buy a house in New Haven County, CT

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Connecticut

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.