Vintage homes for sale & real estate in Connecticut, CT

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
2 Family House with total of 5 bedrooms and 3 full baths. Generating $4,100.00 a month rent on a month to month arrangement with tenants. 3 separate electric meters, 1 for each tenant and 1 for owner Lights and common areas. Paved level parking lot for multiple vehicles. Can be used for landscapers, work vehicles with easy access to 95.

$849,000

5 beds3 baths2,056 sq ft

13 Orlando Ave, Stamford, CT 06902

6,534 sq ft lot • Built 1900 • Listed 25 days

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Set on 1.5 picturesque acres in Stamford's desirable Westover neighborhood, this sprawling ranch offers comfortable living surrounded by a pond, and mature perennial gardens. The main level features a spacious eat-in kitchen with stainless steel appliances, a formal dining room, a private office, and a light-filled living room with hardwood floors, a fireplace with a custom mantel, and a large bay window overlooking the grounds. The primary bedroom suite includes its own full bathroom, while two additional bedrooms and another full bathroom complete the main level. The finished walkout lower level provides additional living space with a kitchenette and full bathroom, offering flexibility fo

$999,000

3 beds3 baths2,564 sq ft

207 Barncroft Rd, Stamford, CT 06902

Pond • Picturesque acres • Sprawling ranch

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to 17 Stafford Ave, Bristol, CT! Discover the charm of this single-family home located in the heart of Bristol. This property provides a unique opportunity to enjoy comfortable living in a well-established neighborhood, holding incredible potential-whether you are looking for a place to call home or your next good investment. Inside, a thoughtful layout maximizes both space and functionality. You will love the updated kitchen featuring brand-new finishes and sleek stainless steel appliances. Key Features & Location Highlights: Updated Kitchen: Modern stainless steel appliances and a highly functional layout. Prime Location: Enjoy convenient, quick access to Bristol's local ame

$310,000

2 beds1.5 baths1,208 sq ft

17 Stafford Ave, Bristol, CT 06010

Updated kitchen • Prime location • 0.23 acre lot

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Fantastic two-family opportunity in Stamford! Don't miss this incredible investment or owner-occupant opportunity! This two-family home sits on a level lot offering plenty of room for expansion, outdoor entertaining, or additional parking. Don't be fooled by the square footage. The property features a finished basement and attic, providing great potential for extra living space or rental income. Conveniently located close to downtown Stamford, beaches, parks, shopping, and transportation, this home offers both comfort and convenience. Schedule your showing today before it's gone! Seller is requesting all Highest and Best offers to be submitted by Monday, August 17 at 5pm.

$749,000

6 beds4 baths1,763 sq ft

26 Limerick St, Stamford, CT 06902

Finished attic • Level lot • Finished basement

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Timeless Colonial with 4 bedrooms tucked away in a beautiful Hamden neighborhood, combining classic charm with modern updates. With over 2,200 sq ft of living space, this well-maintained home features a true center-hall layout & a spacious front-to-back formal living room with a wood-burning fireplace, built-in bookshelves, a cozy window seat & access to a three-season porch. The elegant formal dining room offers arched doorways & gorgeous corner built-ins, making it an ideal setting for large gatherings. The updated kitchen includes a large island, S/S appliances, a huge pantry & abundant cabinet & counter space. A generous 1st floor family room provides addit

$439,000

4 beds2 baths2,279 sq ft

60 Briarcliff Rd, Hamden, CT 06518

Formal dining room • Center-hall layout • Arched doorways

Property at 408 Main St, New Hartford, CT 06057, 4 beds, 2 baths

$369,000

4 beds2 baths1,461 sq ft

408 Main St, New Hartford, CT 06057

Property at 8 Cedar Dr, North Stonington, CT 06359, 3 beds, 1 bath

$384,900

3 beds1 bath1,106 sq ft

8 Cedar Dr, North Stonington, CT 06359

Property at 233 Fire Tower Rd, Pomfret Center, CT 06259, 4 beds, 2.5 baths

$799,900

4 beds2.5 baths2,982 sq ft

233 Fire Tower Rd, Pomfret Center, CT 06259

Property at 185 Lydale Pl, Meriden, CT 06450, 5 beds, 2 baths

$499,900

5 beds2 baths3,246 sq ft

185 Lydale Pl, Meriden, CT 06450

Property at 463 Pearl Lake Rd, Waterbury, CT 06706, 3 beds, 2.5 baths

$325,000

3 beds2.5 baths2,580 sq ft

463 Pearl Lake Rd, Waterbury, CT 06706

Property at 11 N Canterbury Rd, Canterbury, CT 06331, 3 beds, 2 baths

$399,600

3 beds2 baths2,700 sq ft

11 N Canterbury Rd, Canterbury, CT 06331

Property at 2409 Albany Ave, West Hartford, CT 06117, 3 beds, 1.5 baths

$449,900

3 beds1.5 baths1,936 sq ft

2409 Albany Ave, West Hartford, CT 06117

Property at 202 S Main St, Putnam, CT 06260, 3 beds, 1 bath

$349,900

3 beds1 bath1,600 sq ft

202 S Main St, Putnam, CT 06260

Property at 12 Pinehurst Rd, West Hartland, CT 06091, 2 beds, 1 bath

$379,000

2 beds1 bath1,044 sq ft

12 Pinehurst Rd, West Hartland, CT 06091

Property at 41 Burritt Ave, Stratford, CT 06615, 4 beds, 2.5 baths

$599,900

4 beds2.5 baths1,981 sq ft

41 Burritt Ave, Stratford, CT 06615

Property at 15 Brookdale Rd, Meriden, CT 06450, 4 beds, 1.5 baths

$359,000

4 beds1.5 baths1,414 sq ft

15 Brookdale Rd, Meriden, CT 06450

Property at 11 Hall PSWY, Danbury, CT 06811, 3 beds, 2 baths

$539,000

3 beds2 baths2,439 sq ft

11 Hall PSWY, Danbury, CT 06811

Property at 142 Second Hill Rd, New Milford, CT 06776, 3 beds, 3.5 baths

$819,500

3 beds3.5 baths2,866 sq ft

142 Second Hill Rd, New Milford, CT 06776

Property at 91 Strawberry Hill Ave #827, Stamford, CT 06902, 1 bed, 1 bath

$257,000

1 bed1 bath725 sq ft

91 Strawberry Hill Ave #827, Stamford, CT 06902

Property at 12 Yale Ave, Middlebury, CT 06762, 2 beds, 1 bath

$339,900

2 beds1 bath836 sq ft

12 Yale Ave, Middlebury, CT 06762

Property at 317 Court D, B-46 Ct #317, Bridgeport, CT 06610, 2 beds, 1 bath

$95,000

2 beds1 bath622 sq ft

317 Court D, B-46 Ct #317, Bridgeport, CT 06610

Property at 102 Rowe Ave, Hartford, CT 06106, 6 beds, 6 baths

$465,000

6 beds6 baths4,455 sq ft

102 Rowe Ave, Hartford, CT 06106

Property at 44 Oxford Dr, East Hartford, CT 06118, 3 beds, 1 bath

$289,900

3 beds1 bath1,056 sq ft

44 Oxford Dr, East Hartford, CT 06118

Property at 50 Anthony St, New Haven, CT 06515, 8 beds, 3 baths

$629,900

8 beds3 baths4,000 sq ft

50 Anthony St, New Haven, CT 06515

Property at 134 Croft Dr, Manchester, CT 06042, 3 beds, 1.5 baths

$369,000

3 beds1.5 baths1,881 sq ft

134 Croft Dr, Manchester, CT 06042

Property at 75 Walnut St, Waterbury, CT 06704, 7 beds, 3 baths

$375,000

7 beds3 baths3,210 sq ft

75 Walnut St, Waterbury, CT 06704

Property at 17&21 Winter Ave, Deep River, CT 06417, 2 beds, 1.5 baths

$289,900

2 beds1.5 baths1,061 sq ft

17&21 Winter Ave, Deep River, CT 06417

Property at 88 Yale Ave, Milford, CT 06460, 3 beds, 2.5 baths

$720,000

3 beds2.5 baths2,574 sq ft

88 Yale Ave, Milford, CT 06460

Property at 80 Governors Ln, Fairfield, CT 06824, 6 beds, 7 baths

$4,900,000

6 beds7 baths7,801 sq ft

80 Governors Ln, Fairfield, CT 06824

Property at 18 Drake St, Stratford, CT 06614, 3 beds, 1.5 baths

$449,000

3 beds1.5 baths1,176 sq ft

18 Drake St, Stratford, CT 06614

Property at 104 Orland St, Milford, CT 06460, 4 beds, 2 baths

$699,999

4 beds2 baths2,006 sq ft

104 Orland St, Milford, CT 06460

Property at 1 Hendrie Drive Extension, Old Greenwich, CT 06870, 5 beds, 2.5 baths

$3,300,000

5 beds2.5 baths2,092 sq ft

1 Hendrie Drive Extension, Old Greenwich, CT 06870

Property at 23 Robinson St, Waterbury, CT 06704, 6 beds, 3 baths

$475,000

6 beds3 baths2,133 sq ft

23 Robinson St, Waterbury, CT 06704

Property at 68 Oronoque Trl, Shelton, CT 06484, 4 beds, 2 baths

$459,900

4 beds2 baths1,737 sq ft

68 Oronoque Trl, Shelton, CT 06484

Property at 119 Bragg St, Canaan, CT 06018, 2 beds, 1 bath

$299,000

2 beds1 bath1,374 sq ft

119 Bragg St, Canaan, CT 06018

Property at 9 Chelsea Parade S, Norwich, CT 06360, 5 beds, 3.5 baths

$525,000

5 beds3.5 baths6,206 sq ft

9 Chelsea Parade S, Norwich, CT 06360

Property at 41 Quince St, Bridgeport, CT 06606, 3 beds, 2 baths

$449,000

3 beds2 baths1,680 sq ft

41 Quince St, Bridgeport, CT 06606

Property at 95 Hemlock Rd, New Haven, CT 06513, 4 beds, 2 baths

$479,000

4 beds2 baths1,902 sq ft

95 Hemlock Rd, New Haven, CT 06513

Property at 76 Waverly Pl, Bridgeport, CT 06610, 4 beds, 3.5 baths

$499,500

4 beds3.5 baths3,386 sq ft

76 Waverly Pl, Bridgeport, CT 06610

Property at 87 Spring St, Windsor Locks, CT 06096, 3 beds, 1 bath

$289,900

3 beds1 bath1,008 sq ft

87 Spring St, Windsor Locks, CT 06096

Property at 35 Moore Ave, New London, CT 06320, 6 beds, 3 baths

$479,900

6 beds3 baths2,420 sq ft

35 Moore Ave, New London, CT 06320

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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

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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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