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

536 homes

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ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Incredible investment opportunity! This multi-building property features four structures on one lot - three detached single-family homes and one attached three-unit townhouse currently rented as 14-producing units. Includes 30 bedrooms and 20 bathrooms across all buildings. Centrally located near SCSU, Yale, Downtown New Haven, and major highways. Several units have been updated, and the flexible layouts offer strong rental potential. Semi-finished basements provide storage, laundry areas, and added income opportunities. With a mix of units ready for leasing, this property offers immediate cash flow and long-term upside. A rare chance to own a large, well-positioned multi-building portfolio

$1,995,000

6 beds— baths12,880 sq ft

151 Fitch St, New Haven, CT 06515

30 bedrooms • Near scsu • Centrally located

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Investor Opportunity Turnkey 5-family property in the heart of Waterbury offering excellent cash flow and strong rental history. All five units are fully rented with reliable tenants, making this a great choice for any investor seeking immediate income. Each apartment features all-new kitchens and updated finishes throughout, adding to the property's appeal and minimizing maintenance concerns. The building has separate utilities, allowing for efficient management and reduced owner expenses. The roof is approximately eight years old and in great condition. Located on the bus line and close to shopping, schools, and major highways, the property offers easy access for tenants and consistent re

$500,000

8 beds— baths3,658 sq ft

28 Gilbert St, Waterbury, CT 06702

All new kitchens • Separate utilities • Easy access

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Move right in to this 3 bedroom colonial with off st parking, remodeled kitchen with granite coutertops, stainless appliances, 3 bedrooms, upper level sitting room, spacious basement with walkout to oversized backyard.

$259,900

3 beds1.5 baths1,168 sq ft

571 Wilson St, Waterbury, CT 06708

Remodeled kitchen • Stainless appliances • Off st parking

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Two-Family Home in New Haven-Great Owner-Occupant or Investment Opportunity Discover this well-maintained two-family home offering excellent potential for both owner-occupants and investors. Each unit features separate entrances and separate utilities for added privacy and convenience. Both spacious units include three bedrooms, a full bath, a comfortable living room, and a kitchen, along with washer and dryer hookups in each. The 1st floor unit has a private yard, perfect for outdoor relaxation or entertaining. Conveniently located in New Haven close to amenities, schools, and transportation, this property is a must see for anyone seeking flexibility and steady income potential.

$465,000

6 beds2 baths2,436 sq ft

45 Huntington Ave, New Haven, CT 06512

Separate utilities • Close to schools • Private yard

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
A home that redefines coastal living in Milford's coveted Point Beach enclave. Use as your primary residence or as an income producing short term rental. Serenity meets seaside vibrancy with sweeping decks, pristine water views, and private beach access just steps away. Golden hours linger longer over Long Island Sound-watch sunsets, sunrises, and Point Beach fireworks from the comfort of your living room or deck. Multiple terraces and porches create effortless indoor-outdoor living, each a front-row seat to the tide's rhythm. Inside, sunlight floods an open floor plan featuring a chef's kitchen with Blue Star gas range, granite counters, and a double Corian sink-flowing naturally into a sp

$769,000

3 beds2 baths1,790 sq ft

38 Elaine Rd, Milford, CT 06460

3,920 sq ft lot • 2 parking spots • Built 1942

Property at 263 Atwood Ave, Waterbury, CT 06705, 2 beds, 2 baths

$284,900

2 beds2 baths1,366 sq ft

263 Atwood Ave, Waterbury, CT 06705

Property at 52 Pine St, Hamden, CT 06514, 4 beds, 2 baths

$429,950

4 beds2 baths1,529 sq ft

52 Pine St, Hamden, CT 06514

Property at 148 Central Ave, West Haven, CT 06516, 3 beds, 1 bath

$399,000

3 beds1 bath1,024 sq ft

148 Central Ave, West Haven, CT 06516

Property at 75 Washington Ave Unit 3-202, Hamden, CT 06518, 2 beds, 2 baths

$299,900

2 beds2 baths997 sq ft

75 Washington Ave Unit 3-202, Hamden, CT 06518

Property at Undisclosed address, West Haven, CT 06516, 4 beds, 1.5 baths

$395,999

4 beds1.5 baths1,572 sq ft

Undisclosed address, West Haven, CT 06516

Property at 21 Acushnet St, Naugatuck, CT 06770, 3 beds, 1.5 baths

$354,500

3 beds1.5 baths1,524 sq ft

21 Acushnet St, Naugatuck, CT 06770

Property at 122 Willow St, Meriden, CT 06450, 6 beds, 6 baths

$714,900

6 beds6 baths3,162 sq ft

122 Willow St, Meriden, CT 06450

Property at 15 Alton St, New Haven, CT 06513, 3 beds, 2 baths

$325,000

3 beds2 baths1,224 sq ft

15 Alton St, New Haven, CT 06513

Property at 175 Academy Ave, Waterbury, CT 06705, 3 beds, 1 bath

$260,000

3 beds1 bath1,256 sq ft

175 Academy Ave, Waterbury, CT 06705

Property at 18 Bridge St Unit 4B, Naugatuck, CT 06770, 2 beds, 1 bath

$199,900

2 beds1 bath800 sq ft

18 Bridge St Unit 4B, Naugatuck, CT 06770

Property at 210 Bishop St, Waterbury, CT 06704, 6 beds, 3 baths

$450,000

6 beds3 baths2,450 sq ft

210 Bishop St, Waterbury, CT 06704

Property at 145 Seymour St, Waterbury, CT 06708, 3 beds, 2 baths

$389,900

3 beds2 baths1,580 sq ft

145 Seymour St, Waterbury, CT 06708

Property at 35 Hewey St, Waterbury, CT 06708, 3 beds, 1 bath

$306,888

3 beds1 bath1,593 sq ft

35 Hewey St, Waterbury, CT 06708

Property at 39A Waterbury Rd, Prospect, CT 06712, 3 beds, 1 bath

$464,999

3 beds1 bath1,260 sq ft

39A Waterbury Rd, Prospect, CT 06712

Property at 671 oxford Rd, Oxford, CT 06478

$1,250,000

— beds— baths— sq ft

671 oxford Rd, Oxford, CT 06478

Property at 1116 Wallingford Rd, Cheshire, CT 06410

$265,000

— beds— baths— sq ft

1116 Wallingford Rd, Cheshire, CT 06410

Property at 25 S Montowese St, Branford, CT 06405

$519,000

— beds— baths— sq ft

25 S Montowese St, Branford, CT 06405

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Based on information submitted to the MLS GRID as of Mon Dec 22 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 536 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.

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