Vintage homes for sale & real estate in Connecticut, CT

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OPEN TODAY, 11AM TO 1PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
54 River Rd, a home that radiates the warmth and character of over 50 years of dedicated ownership. Tucked away on a spectacular, level lot, this property is a rare find in New Milford. The grounds are a true highlight, featuring established landscaping and a sprawling backyard, & classic red shed for added storage, that offers an ideal footprint for a potential pool site. Inside, the home maintains a soulful, vintage feel with a practical layout. The upper level features 3 comfortable bedrooms and a full bath, complemented by a convenient second full bath on the main level. You'll find durable flooring designed for easy maintenance throughout the bedroom level, while the main living a

$449,999

3 beds2 baths1,459 sq ft

54 River Rd, New Milford, CT 06776

Durable flooring • Potential pool site • Level lot

OPEN TODAY, 11AM TO 12PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
You know that neighborhood you've always wanted to live in? Beautiful homes, tree-lined streets and that unmistakable feeling of "I've made it"? Here's your chance. Welcome to 26 Montclair Drive, a three-story Tudor Colonial just one mile from West Hartford Center and Blue Back Square. This is where holidays become traditions, the driveway fills with cars and there's room for 10, 12 or more around the dining table! An oversized living room with fireplace flows into a beautiful built-in-lined space perfect for a library, office, playroom or retreat. The kitchen offers granite counters, ample cabinetry and pantry storage, while the rear three-season sunroom opens to a deck and level

$650,000

4 beds3 baths2,518 sq ft

26 Montclair Dr, West Hartford, CT 06107

Level backyard • Three full baths • Granite counters

OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
3 Bedroom Cape in the heart of Westport set on a picturesque level . 41 acre. Flat, pretty property with city water and sewer connected. Ideally located just a short walk to the heart of Westport, Main Street's high-end shops, amazing restaurants, the Saugatuck River, Winslow Park, the Westport Country Playhouse, the Westport Farmers' Market, The Levitt Pavilion, the Westport Library & more! Minutes to Compo Beach, Longshore Park and Golf Course, Ned Dimes Marina. Home is being sold "as-is". Amazing opportunity for a builder, designer, investor, buyer who understands the great potential in this most sought-after neighborhood.

$1,100,000

3 beds1 bath1,044 sq ft

61 Washington Ave, Westport, CT 06880

Cape in westport • Level acre • City water

OPEN SUN, 12:30PM TO 2PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Mid-Century modern style, single-level living, and an unusually level lot of more than an acre make this Ridgefield home a special find. The home offers room to bring your own vision and create a setting that suits the way you live. A beautiful sunroom expands the main living area and connects naturally with both the living room and spacious kitchen, adding a bright, flexible place to relax, work, create, or gather. The layout and generous property offer possibilities for blended households, work-from-home residents, or artists seeking space to make their own. Car enthusiasts, hobbyists, or anyone needing extra storage will appreciate the attached two-car garage plus a detached four-car gar

$850,000

5 beds3 baths2,397 sq ft

24 Saunders Ln, Ridgefield, CT 06877

Unusually level lot • Spacious kitchen • Beautiful sunroom

OPEN TODAY, 2PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Historic Colonial Farmhouse Overlooking Hamburg Cove: Timeless New England Charm! Own a piece of NE history in scenic Lyme, CT! Beautifully restored, this 1864 Colonial farmhouse seamlessly blends historic character with modern comforts. Abundant natural light, high ceilings, wide-plank floors, & charming period details create a warm & inviting atmosphere throughout. The renovated, light-filled chef's kitchen features a distinctive brick floor, granite countertops, & high-end stainless steel appliances. Multiple living & dining areas offer wonderful flexibility for everyday living & entertaining, while a central propane fireplace adds warmth & ambiance. Ups

$675,000

3 beds2.5 baths2,506 sq ft

290 Hamburg Rd, Lyme, CT 06371

Granite countertops • 0.5 acre lot • 2 parking spots

Property at 3 Allen Ln, Westport, CT 06880, 3 beds, 2.5 baths

$1,350,000

3 beds2.5 baths1,400 sq ft

3 Allen Ln, Westport, CT 06880

Property at 2 Middle Rd, Preston, CT 06365, 4 beds, 2 baths

$400,000

4 beds2 baths3,288 sq ft

2 Middle Rd, Preston, CT 06365

Property at 7 Toms Rd, Old Saybrook, CT 06475, 2 beds, 0.5 baths

$1,200,000

2 beds0.5 baths624 sq ft

7 Toms Rd, Old Saybrook, CT 06475

Property at 238 Allen St, Terryville, CT 06786, 3 beds, 1.5 baths

$287,900

3 beds1.5 baths1,347 sq ft

238 Allen St, Terryville, CT 06786

Property at 6 School Ln, Chester, CT 06412, 3 beds, 1 bath

$450,000

3 beds1 bath1,179 sq ft

6 School Ln, Chester, CT 06412

Property at 221 Hunting Ridge Rd, Stamford, CT 06903, 5 beds, 3.5 baths

$1,450,000

5 beds3.5 baths2,583 sq ft

221 Hunting Ridge Rd, Stamford, CT 06903

Property at 63 Bayberry Hill Rd, Ridgefield, CT 06877, 3 beds, 2 baths

$585,000

3 beds2 baths1,957 sq ft

63 Bayberry Hill Rd, Ridgefield, CT 06877

Property at 148 Mungertown Rd, Madison, CT 06443, 4 beds, 4 baths

$1,070,000

4 beds4 baths2,419 sq ft

148 Mungertown Rd, Madison, CT 06443

Property at 24 Albough Rd, Barkhamsted, CT 06063, 3 beds, 2 baths

$300,000

3 beds2 baths1,869 sq ft

24 Albough Rd, Barkhamsted, CT 06063

Property at 52 Ramsdell St, Groton, CT 06340, 4 beds, 2 baths

$200,000

4 beds2 baths2,288 sq ft

52 Ramsdell St, Groton, CT 06340

Property at 361 Glenbrook Rd, Stamford, CT 06906, 4 beds, 3 baths

$699,000

4 beds3 baths2,296 sq ft

361 Glenbrook Rd, Stamford, CT 06906

Property at 25 Will Merry Ln, Greenwich, CT 06831, 6 beds, 6.5 baths

$3,750,000

6 beds6.5 baths5,131 sq ft

25 Will Merry Ln, Greenwich, CT 06831

Property at 160 Astoria Ave, Bridgeport, CT 06604, 3 beds, 1.5 baths

$389,500

3 beds1.5 baths2,259 sq ft

160 Astoria Ave, Bridgeport, CT 06604

Property at 148 Whiting Ln, West Hartford, CT 06119, 5 beds, 3 baths

$589,000

5 beds3 baths2,358 sq ft

148 Whiting Ln, West Hartford, CT 06119

Property at 335 Parrott Ave, Bridgeport, CT 06606, 3 beds, 1 bath

$225,000

3 beds1 bath1,620 sq ft

335 Parrott Ave, Bridgeport, CT 06606

Property at 206 W Elm St, Deep River, CT 06417, 2 beds, 1.5 baths

$358,900

2 beds1.5 baths1,134 sq ft

206 W Elm St, Deep River, CT 06417

Property at 51 School St, Windsor Locks, CT 06096, 3 beds, 2 baths

$149,900

3 beds2 baths1,344 sq ft

51 School St, Windsor Locks, CT 06096

Property at 4 Northbrook Dr, West Hartford, CT 06117, 3 beds, 2 baths

$380,000

3 beds2 baths1,900 sq ft

4 Northbrook Dr, West Hartford, CT 06117

Property at 45 Flat Rock Rd, Easton, CT 06612, 4 beds, 2.5 baths

$985,000

4 beds2.5 baths3,042 sq ft

45 Flat Rock Rd, Easton, CT 06612

Property at 100 Northill St, Stamford, CT 06907, 3 beds, 2.5 baths

$950,000

3 beds2.5 baths2,564 sq ft

100 Northill St, Stamford, CT 06907

Property at 93 Brown Ave, Griswold, CT 06351, 9 beds, 3 baths

$199,000

9 beds3 baths3,348 sq ft

93 Brown Ave, Griswold, CT 06351

Property at 544 Greenhaven Rd, Pawcatuck, CT 06379, 3 beds, 1.5 baths

$449,900

3 beds1.5 baths1,334 sq ft

544 Greenhaven Rd, Pawcatuck, CT 06379

Property at Undisclosed address, Manchester, CT 06040, 3 beds, 1.5 baths

$299,900

3 beds1.5 baths1,319 sq ft

Undisclosed address, Manchester, CT 06040

Property at 6 Oak Crst, Darien, CT 06820, 4 beds, 2.5 baths

$2,295,000

4 beds2.5 baths2,676 sq ft

6 Oak Crst, Darien, CT 06820

Property at 11 Highland Park Dr, Danbury, CT 06811, 2 beds, 1 bath

$325,000

2 beds1 bath1,162 sq ft

11 Highland Park Dr, Danbury, CT 06811

Property at 91 Rolling Wood Dr, Stamford, CT 06905, 3 beds, 2.5 baths

$899,000

3 beds2.5 baths1,884 sq ft

91 Rolling Wood Dr, Stamford, CT 06905

Property at 135 Wallingford Rd, Cheshire, CT 06410, 3 beds, 1 bath

$315,000

3 beds1 bath1,400 sq ft

135 Wallingford Rd, Cheshire, CT 06410

Property at 60 Scarborough Rd, Manchester, CT 06040, 4 beds, 3 baths

$550,000

4 beds3 baths2,278 sq ft

60 Scarborough Rd, Manchester, CT 06040

Property at 33 Monroe St, Shelton, CT 06484, 3 beds, 1.5 baths

$444,777

3 beds1.5 baths1,727 sq ft

33 Monroe St, Shelton, CT 06484

Property at 179 South St, Roxbury, CT 06783, 4 beds, 2.5 baths

$2,450,000

4 beds2.5 baths3,000 sq ft

179 South St, Roxbury, CT 06783

Property at 44 Geraldine Cir, Trumbull, CT 06611, 4 beds, 2.5 baths

$715,000

4 beds2.5 baths2,248 sq ft

44 Geraldine Cir, Trumbull, CT 06611

Property at 50 E Shore Blvd, Unionville, CT 06085, 3 beds, 2 baths

$469,900

3 beds2 baths1,512 sq ft

50 E Shore Blvd, Unionville, CT 06085

Property at 7 Dogwood Ln, Newington, CT 06111, 3 beds, 1.5 baths

$354,000

3 beds1.5 baths1,448 sq ft

7 Dogwood Ln, Newington, CT 06111

Property at 92 Amenia Rd, Sharon, CT 06069, 3 beds, 2 baths

$425,000

3 beds2 baths1,502 sq ft

92 Amenia Rd, Sharon, CT 06069

Property at 1 Mill Brook Ln, Southington, CT 06489, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths2,214 sq ft

1 Mill Brook Ln, Southington, CT 06489

Property at 21 Sunset Rd, East Haven, CT 06512, 4 beds, 2 baths

$384,900

4 beds2 baths1,267 sq ft

21 Sunset Rd, East Haven, CT 06512

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Based on information submitted to the MLS GRID as of Sat Oct 31 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 3139 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.

Vintage homes for sale & real estate in Connecticut, CT

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