Vintage homes for sale & real estate in Connecticut, CT

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Beautifully maintained four bedroom home with two full baths located on the corner of Perry Street and Farnum Road, just a short distance to Lake Wononscopomuc and downtown Lakeville. First floor offers a spacious country kitchen with great counter and cabinet space & laundry, large dining area with bright living space and woodstove, an additional living room space, two large bedrooms with double closets, office and a full bath. Upstairs are two more bedrooms and a full bath with a claw foot tub. Very nice hardwood floors throughout this home. Walkout basement with storage and a one car garage. This home has private parking on both Perry Street and Farnum Road. Relax outside on the sl

$499,912

4 beds2 baths1,980 sq ft

2 Perry St, Lakeville, CT 06039

Double closets • Woodstove • Large dining area

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
HIGHLY MOTIVATED SELLER! - Don't Miss This Rare Opportunity! Step into timeless New England charm at 89 Clark Hill Rd, where historic character meets thoughtful modern updates. Lovingly maintained, this inviting home showcases original architectural details-including wide king board floors, beautiful wood trim, vintage doors, and classic hardware-blended seamlessly with an updated kitchen and energy-efficient windows. The spacious first floor offers a flexible layout featuring an open-concept living and dining area, a generously sized room currently used as the primary bedroom, a full bath, a dedicated home office, and a bright, functional kitchen. Just beyond the kitchen, a charming origi

$379,900

5 beds2 baths2,488 sq ft

89 Clark Hill Rd, Prospect, CT 06712

0.92 acre lot • 2 garage spots • Built 1779

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Set on its very own private isle, this extraordinary 4-bedroom, 3.5-bathroom retreat redefines luxury coastal living. Enjoy unmatched privacy and serenity, all just a five-minute boat ride from the idlyllic Stony Creek mainland-a rare balance of peaceful island living with effortless convenience and peace of mind. Family and guests will appreciate the added benefit of a seasonal water taxi, operating hourly in the summertime, ensuring smooth and enjoyable arrivals and departures. Sunlit interiors showcase sweeping, unobstructed water views from nearly every room, while gentle sea breezes drift through a harmonious blend of indoor and outdoor spaces. Elegant living and entertaining rooms spi

$3,890,000

4 beds3.5 baths3,871 sq ft

00 Potato Is, Branford, CT 06405

Two balconies • Private dock • Stunning water views

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
This is the view when you are riding your stationary bike on the balcony! Enjoy sweeping city and harbor views from this highly desirable 15th-floor unit at University Towers. This bright east-facing residence features large windows that fill the space with natural light and hardwood flooring throughout. The updated kitchen and private balcony provide the perfect setting to relax while taking in the spectacular skyline views. Located in the iconic University Towers cooperative, this unit benefits from solid concrete and steel construction, offering excellent sound insulation and structural durability rarely found in wood-frame buildings. Residents enjoy the convenience and security of a pro

$110,000

1 bed1 bath700 sq ft

100 York St Unit 15M, New Haven, CT 06511

Large windows • Private balcony • Swimming pool

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Beautiful updated 3-4 bedroom Craftsman Beach House located in the highly sought-after Morning Side waterfront community. Second house from the water, this coastal retreat offers stunning water views from just about every room in the home along with exceptional indoor/outdoor living. A welcoming wraparound porch with swing sets the tone for this relaxed yet sophisticated beach home. Inside, you'll find a spacious living room with hardwood floors and gas fireplace, large dining room designed for entertaining, and a cozy den perfect for reading, relaxing, or movie nights. The beautifully updated kitchen features stainless steel appliances, built-in wine cooler, microwave drawer, walk-in pantr

$1,325,000

3 beds2.5 baths2,497 sq ft

12 Norwood Ave, Milford, CT 06460

Water views • Gas fireplace • Wraparound porch

Property at 20 Diving St, Stonington, CT 06378, 3 beds, 2 baths

$1,200,000

3 beds2 baths1,180 sq ft

20 Diving St, Stonington, CT 06378

Property at 174 River Rd, Pawcatuck, CT 06379, 5 beds, 2 baths

$1,300,000

5 beds2 baths2,119 sq ft

174 River Rd, Pawcatuck, CT 06379

Property at 24 Saint Johns Pl #4, New Canaan, CT 06840, 2 beds, 1 bath

$599,000

2 beds1 bath1,263 sq ft

24 Saint Johns Pl #4, New Canaan, CT 06840

Property at 2-4 Woody Ln, Danbury, CT 06811, 2 beds, 1 bath

$439,000

2 beds1 bath960 sq ft

2-4 Woody Ln, Danbury, CT 06811

Property at 66 Artillery Rd, Middlebury, CT 06762, 4 beds, 3.5 baths

$585,000

4 beds3.5 baths2,691 sq ft

66 Artillery Rd, Middlebury, CT 06762

Property at 92 Fourth Ave, Madison, CT 06443, 2 beds, 1 bath

$142,900

2 beds1 bath396 sq ft

92 Fourth Ave, Madison, CT 06443

Property at 47 Charcoal Hill Rd, Westport, CT 06880, 4 beds, 5.5 baths

$10,500,000

4 beds5.5 baths10,522 sq ft

47 Charcoal Hill Rd, Westport, CT 06880

Property at 784 E Broadway, Milford, CT 06460, 2 beds, 1.5 baths

$635,000

2 beds1.5 baths1,070 sq ft

784 E Broadway, Milford, CT 06460

Property at 276 Bruce Park Ave, Greenwich, CT 06830, 4 beds, 3 baths

$1,525,000

4 beds3 baths1,969 sq ft

276 Bruce Park Ave, Greenwich, CT 06830

Property at 124 River Rd, Willington, CT 06279, 5 beds, 3 baths

$290,900

5 beds3 baths2,883 sq ft

124 River Rd, Willington, CT 06279

Property at 50 Southbury Rd, Roxbury, CT 06783, 5 beds, 3 baths

$725,000

5 beds3 baths1,365 sq ft

50 Southbury Rd, Roxbury, CT 06783

Property at 97 Boothbay St, Bloomfield, CT 06002, 5 beds, 2 baths

$314,900

5 beds2 baths1,918 sq ft

97 Boothbay St, Bloomfield, CT 06002

Property at 45 Arlington St, West Haven, CT 06516, 3 beds, 1.5 baths

$355,000

3 beds1.5 baths1,408 sq ft

45 Arlington St, West Haven, CT 06516

Property at 73 High Clear Dr, Stamford, CT 06905, 4 beds, 2 baths

$899,000

4 beds2 baths1,737 sq ft

73 High Clear Dr, Stamford, CT 06905

Property at 6 Brinsmade Ln, Sherman, CT 06784, 6 beds, 5 baths

$1,399,000

6 beds5 baths5,500 sq ft

6 Brinsmade Ln, Sherman, CT 06784

Property at 52 Jobs Gate 2, Portland, CT 06480, 1 bed, 1 bath

$172,500

1 bed1 bath592 sq ft

52 Jobs Gate 2, Portland, CT 06480

Property at 6 High Rock Rd, Sandy Hook, CT 06482, 3 beds, 2 baths

$699,000

3 beds2 baths1,801 sq ft

6 High Rock Rd, Sandy Hook, CT 06482

Property at 41 Joshua Ln, Lyme, CT 06371, 5 beds, 4 baths

$7,250,000

5 beds4 baths4,544 sq ft

41 Joshua Ln, Lyme, CT 06371

Property at 1 Boat Rd, Danbury, CT 06811, 4 beds, 3 baths

$530,000

4 beds3 baths1,744 sq ft

1 Boat Rd, Danbury, CT 06811

Property at 24 Pleasant Ave, Naugatuck, CT 06770, 3 beds, 1.5 baths

$360,000

3 beds1.5 baths1,347 sq ft

24 Pleasant Ave, Naugatuck, CT 06770

Property at 221 Segar Mountain Rd, Kent, CT 06757, 4 beds, 3 baths

$915,000

4 beds3 baths2,380 sq ft

221 Segar Mountain Rd, Kent, CT 06757

Property at 355 Granfield Ave, Bridgeport, CT 06610, 1 bed, 1 bath

$36,500

1 bed1 bath401 sq ft

355 Granfield Ave, Bridgeport, CT 06610

Property at 19 Cedar Dr, Danbury, CT 06811, 4 beds, 3 baths

$1,875,000

4 beds3 baths3,264 sq ft

19 Cedar Dr, Danbury, CT 06811

Property at 40 Hakim St Ext, Danbury, CT 06810, 4 beds, 2 baths

$479,000

4 beds2 baths1,155 sq ft

40 Hakim St Ext, Danbury, CT 06810

Property at 30 Hollow Rd, Woodbury, CT 06798, 5 beds, 4.5 baths

$1,395,000

5 beds4.5 baths4,884 sq ft

30 Hollow Rd, Woodbury, CT 06798

Property at 40 Beach Rd, Clinton, CT 06413, 2 beds, 1.5 baths

$220,000

2 beds1.5 baths1,056 sq ft

40 Beach Rd, Clinton, CT 06413

Property at 143 Stanavage Rd, Colchester, CT 06415, 3 beds, 1.5 baths

$434,900

3 beds1.5 baths1,938 sq ft

143 Stanavage Rd, Colchester, CT 06415

Property at 377 Tolland Stage Rd, Tolland, CT 06084, 3 beds, 3 baths

$639,900

3 beds3 baths3,379 sq ft

377 Tolland Stage Rd, Tolland, CT 06084

Property at 23 Ridgewood Ave, Waterford, CT 06385, 5 beds, 2 baths

$599,900

5 beds2 baths1,680 sq ft

23 Ridgewood Ave, Waterford, CT 06385

Property at 290 North Bishop Ave #24, Bridgeport, CT 06610, 2 beds, 1 bath

$49,000

2 beds1 bath658 sq ft

290 North Bishop Ave #24, Bridgeport, CT 06610

Property at 42 Carroll Rd, Hamden, CT 06517, 3 beds, 1.5 baths

$329,900

3 beds1.5 baths1,752 sq ft

42 Carroll Rd, Hamden, CT 06517

Property at 74 Black Rock Tpke, Redding, CT 06896, 5 beds, 5 baths

$1,395,000

5 beds5 baths6,775 sq ft

74 Black Rock Tpke, Redding, CT 06896

Property at 61 Clapboard Hill Rd, Westport, CT 06880, 4 beds, 3.5 baths

$3,795,000

4 beds3.5 baths3,418 sq ft

61 Clapboard Hill Rd, Westport, CT 06880

Property at 309 Matson Hill Rd, South Glastonbury, CT 06073, 3 beds, 2 baths

$490,000

3 beds2 baths1,260 sq ft

309 Matson Hill Rd, South Glastonbury, CT 06073

Property at 21 E Shore Dr, Higganum, CT 06415, 2 beds, 1 bath

$559,900

2 beds1 bath1,153 sq ft

21 E Shore Dr, Higganum, CT 06415

Property at 110 Freeman Rd, Middletown, CT 06457, 4 beds, 1.5 baths

$599,900

4 beds1.5 baths2,070 sq ft

110 Freeman Rd, Middletown, CT 06457

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Based on information submitted to the MLS GRID as of Wed Sep 02 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 Connecticut

There are currently 2610 vintage homes for sale in Connecticut. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in Connecticut every 15 minutes.

Find your dream vintage homes in Connecticut 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 Connecticut are local experts and are ready to answer your questions about properties , neighborhoods, schools, and the newest listings for sale in Connecticut. If you're looking to sell your home in the Connecticut area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Connecticut with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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