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:
Great downtown location with beautiful salt marsh views. This lovely 3-bedroom home offers easy living and stunning scenery throughout. The main level includes two bedrooms with a shared full bath, while the private primary suite upstairs features vaulted ceilings, a gas fireplace, full bath, and a balcony overlooking the marsh. The bright living room opens to an oversized deck with serene views and gorgeous sunsets. The vaulted dining room with gas fireplace creates an inviting space for indoor gatherings. The kitchen features granite countertops, a breakfast bar, and appliances including a gas cooktop and double ovens. Ideally situated between Madison Village and the Guilford Green-just m

$549,900

3 beds2 baths2,034 sq ft

90 Boston Post Rd, Madison, CT 06443

Oversized deck • Gas fireplace • Downtown location

SHORT SALE

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Experience refined coastal living just moments from the shoreline, where the sandy edges of Long Island Sound become an effortless extension of your day. Rise each morning to the calming rhythm of waves and the crisp, salt-kissed air that defines true seaside living. Whether it's an early walk along the beach, a leisurely pass down the nearby boardwalk, or quiet time on your private deck, this is coastal charm made beautifully simple. Step inside a residence where thoughtful design meets timeless character. An original cast-iron and copper staircase anchors the open-concept layout with sculptural elegance, while the newly remodeled eat-in kitchen delivers a chef-caliber experience-complete

$365,000

3 beds1.5 baths1,408 sq ft

45 Arlington St, West Haven, CT 06516

Private deck • High-end appliances • 2,178 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Coastal living at its finest in this beautifully updated 3-4 bedroom, 2 1/2-bath Colonial Craftsman, ideally located just two homes in from the water in the highly desirable Morningside waterfront community. The charm begins at the wraparound porch-complete with a porch swing-perfect for gazing out at the serene Long Island Sound. Also enjoy entertaining in the backyard on the patio overlooking the water, the ideal spot for summer cookouts and relaxing with friends and family. Inside, this spacious home blends timeless character with modern comfort. The generous-sized living room features a gas fireplace and hardwood floors, while the large dining room creates the perfect setting for memora

$1,499,999

3 beds2.5 baths2,497 sq ft

12 Norwood Ave, Milford, CT 06460

3,920 sq ft lot • Garage • Built 1900

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
Bring your vision to life with a little TLC!!! Experience easy living at 306 Homestead Avenue, a well-maintained Waterbury residence offering warmth and everyday practicality. Step into a bright main level with a comfortable flow, ideal for unwinding or hosting guests. The kitchen features plentiful cabinetry, solid workspace, and a layout suited to routine meal prep. Each bedroom provides generous proportions and natural light, creating calm and versatile rooms for sleep, study, or hobbies. The lower level adds extra room for storage, recreation, or future finishing. Close to all forms of transportation. Come check it out today!

$289,999

4 beds2 baths2,344 sq ft

306 Homestead Ave, Waterbury, CT 06705

5,662 sq ft lot • Built 1924 • Listed 11 days

ABOUT THIS HOME
Vintage Home for sale in New Haven County, CT:
3,500 SF - 3 Family home 9 bedrooms, 3 bathrooms for a total of 3,520 sf of living space located on a 9,147 sf lot 2 car garage and ON-SITE parking suitable for multiple tenants or extended/flexible family use.

$499,900

6 beds3 baths3,520 sq ft

40 Harding Pl, New Haven, CT 06511

9,147 sq ft lot • 2 garage spots • Built 1900

Property at 113 Chester St, Hamden, CT 06514, 3 beds, 2 baths

$335,000

3 beds2 baths1,176 sq ft

113 Chester St, Hamden, CT 06514

Property at 34 Hillside St, Meriden, CT 06451, 2 beds, 1 bath

$218,525

2 beds1 bath1,110 sq ft

34 Hillside St, Meriden, CT 06451

Property at 1092 Durham Rd, Guilford, CT 06437, 4 beds, 2.5 baths

$679,000

4 beds2.5 baths1,418 sq ft

1092 Durham Rd, Guilford, CT 06437

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 360 Fountain St Apt 5, New Haven, CT 06515, 2 beds, 2 baths

$300,000

2 beds2 baths1,518 sq ft

360 Fountain St Apt 5, New Haven, CT 06515

Property at 786 George St, New Haven, CT 06511, 10 beds, 4 baths

$650,000

10 beds4 baths4,320 sq ft

786 George St, New Haven, CT 06511

Property at 9 Warwick Ln, East Haven, CT 06512, 4 beds, 1 bath

$294,000

4 beds1 bath1,142 sq ft

9 Warwick Ln, East Haven, CT 06512

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 75 Townsend Ave, New Haven, CT 06512, 3 beds, 1.5 baths

$365,000

3 beds1.5 baths1,350 sq ft

75 Townsend Ave, New Haven, CT 06512

Property at 63 Park Rd, Hamden, CT 06517, 2 beds, 1.5 baths

$339,900

2 beds1.5 baths1,147 sq ft

63 Park Rd, Hamden, CT 06517

Property at 66 Birch Ave, Milford, CT 06460, 4 beds, 1 bath

$365,000

4 beds1 bath1,340 sq ft

66 Birch Ave, 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 100 York St Unit 3B, New Haven, CT 06511, 1 bed, 1 bath

$90,000

1 bed1 bath815 sq ft

100 York St Unit 3B, New Haven, CT 06511

Property at 423 Waterville St, Waterbury, CT 06710, 3 beds, 2 baths

$269,900

3 beds2 baths1,144 sq ft

423 Waterville St, Waterbury, CT 06710

Property at 524 First Ave, West Haven, CT 06516, 5 beds, 1 bath

$375,000

5 beds1 bath1,676 sq ft

524 First Ave, West Haven, CT 06516

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 152 Summit Rd, Prospect, CT 06712, 3 beds, 1 bath

$381,600

3 beds1 bath1,550 sq ft

152 Summit Rd, Prospect, CT 06712

Property at 30 King St, Wallingford, CT 06492, 3 beds, 1 bath

$365,000

3 beds1 bath1,656 sq ft

30 King St, Wallingford, CT 06492

Property at 401 Frost Rd, Waterbury, CT 06705, 4 beds, 2.5 baths

$349,000

4 beds2.5 baths2,202 sq ft

401 Frost Rd, Waterbury, CT 06705

Property at 145 Canal St #2, Shelton, CT 06484, 2 beds, 2 baths

$299,900

2 beds2 baths1,050 sq ft

145 Canal St #2, Shelton, CT 06484

Property at 231 Davenport Ave, New Haven, CT 06519, 12 beds, 6 baths

$750,000

12 beds6 baths3,834 sq ft

231 Davenport Ave, New Haven, CT 06519

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 34 Snowapple Ln, Milford, CT 06460, 3 beds, 1 bath

$398,000

3 beds1 bath2,016 sq ft

34 Snowapple Ln, Milford, CT 06460

Property at 1380 State St, New Haven, CT 06511, 7 beds, 3 baths

$414,900

7 beds3 baths3,101 sq ft

1380 State St, New Haven, CT 06511

Property at 830 Bayberry Ln, Orange, CT 06477, 4 beds, 3.5 baths

$1,495,000

4 beds3.5 baths5,364 sq ft

830 Bayberry Ln, Orange, CT 06477

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 45 Frank St, New Haven, CT 06519, 6 beds, 3 baths

$419,999

6 beds3 baths2,120 sq ft

45 Frank St, New Haven, CT 06519

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 37 Thorpe Ave, Meriden, CT 06450, 2 beds, 1 bath

$329,900

2 beds1 bath825 sq ft

37 Thorpe Ave, Meriden, CT 06450

Property at 807 E Main St, Waterbury, CT 06705, 10 beds, 8 baths

$699,900

10 beds8 baths2,510 sq ft

807 E Main St, Waterbury, CT 06705

Property at 1281 Durham Rd, Madison, CT 06443, 4 beds, 2.5 baths

$499,900

4 beds2.5 baths2,192 sq ft

1281 Durham Rd, Madison, CT 06443

CLMA Realty

Property at 80 Ward St, Naugatuck, CT 06770, 5 beds, 2 baths

$395,000

5 beds2 baths1,776 sq ft

80 Ward St, Naugatuck, CT 06770

Property at 1599 Chapel St, New Haven, CT 06511, 9 beds, 3 baths

$649,900

9 beds3 baths5,044 sq ft

1599 Chapel St, New Haven, CT 06511

Property at 73 Lockhart Ave, Waterbury, CT 06705, 3 beds, 1.5 baths

$300,000

3 beds1.5 baths1,444 sq ft

73 Lockhart Ave, Waterbury, CT 06705

Property at 21 Ormond St, Milford, CT 06461, 3 beds, 1.5 baths

$489,900

3 beds1.5 baths1,120 sq ft

21 Ormond St, Milford, CT 06461

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

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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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