Vintage homes for sale & real estate in Connecticut, CT

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Amazing value in Wilton! Extensively updated, this charming Colonial offers the perfect blend of classic character and modern convenience. Featuring a newly renovated kitchen, updated bathrooms, refinished hardwood flooring, a new heating system, updated electrical, a new roof, and fresh paint throughout. Among others, a new well cap adds to the list of important improvements. The warmth and character has been thoughtfully preserved, which is what makes this home so special. Ideally located just minutes from town, schools, shopping, dining, and commuter routes, 20 Mountain Road is a wonderful opportunity to enjoy all that Wilton has to offer in a home that is truly move-in ready.

$975,000

3 beds2.5 baths2,125 sq ft

20 Mountain Rd, Wilton, CT 06897

Updated electrical • Updated bathrooms • New heating system

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Charming Nantucket shingle-style two-bedroom residence set in an intimate two-unit complex in trendy Western Greenwich. Mature trees and established hydrangeas create a serene and private setting on a quiet residential street. A welcoming front porch leads to the open floor plan that offers flexibility in arranging living and dining spaces. The kitchen, with easy access to the back patio, features cherry cabinets, granite countertops, stainless appliances and an island with counter seating for gathering. Beautiful hardwood floors and abundant natural light add warmth throughout. The spacious primary bedroom enjoys multiple exposures, excellent closet space, and a marble bath. The generously

$875,000

2 beds2.5 baths1,695 sq ft

12 Sherman Ave #2, Greenwich, CT 06831

Open floor plan • Two unit complex • Cherry cabinets

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Every once in a while, a truly special home comes along that instantly makes you feel welcome. This custom-built ranch offers timeless charm, and a floor plan designed for comfortable living. Featuring 2 bedrooms and 2 full bathrooms, this well-maintained home is filled with natural light and thoughtful details throughout. The spacious living room showcases a beautiful bay window, while the adjoining dining room features a bow window and a dry bar and striking three-sided fireplace, creating the perfect setting for entertaining and everyday living. The primary bedroom suite features a custom bath and an oversized walk-in closet/dressing room, while a second bedroom and full bath complete th

$469,000

2 beds2 baths2,548 sq ft

821 Townsend Ave, New Haven, CT 06512

Water views • Dry bar • Bow window

OPEN SUN, 12PM TO 2PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Incredible Price!! Beautiful Early Century Home w/ a Two Car Garage, 3 Bedrooms & 1 Bathroom plus a Partially Finished Lower Level w/ an additional Full Bath! Check out our Virtual Reality Tour & Pics! Many Updates Throughout including a New Roof, Newer Hot Water Heater & Thermopane Windows. Terrific Front Porch, Gleaming Hardwoods, Formal Dining Room, Formal Living Room, Efficient Natural Gas Heat, Three Bedrooms, 2 Bathrooms, and a great yard in a convenient neighborhood location! We are always here to help!

$269,900

3 beds2 baths1,600 sq ft

39 Geer Ave, Norwich, CT 06360

Front porch • Thermopane windows • Two car garage

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Exceptional coastal potential! Tucked away just steps from the shoreline with beach access, this 1-bed, 1.5-bath cottage presents a standout value for a short-term rental or bed & breakfast opportunity. Mechanicals and kitchen features include central air, central vacuum, skylights, an alarm system, and new GE Profile stainless steel stove & dishwasher. Just in need of cosmetic renovations while offering an easy path to add a second bedroom to significantly boost equity and nightly rental yields. Ideal for investors, short-term rental hosts, or a second home for personal weekend getaways! Sale subject to a routine recording in probate that is already in progress.

$399,900

1 bed1.5 baths1,096 sq ft

40 Andrews Ave, Milford, CT 06460

Alarm system • Beach access • Central air

Property at 38 S Main St, Westbrook, CT 06498, 3 beds, 2 baths

$605,000

3 beds2 baths2,514 sq ft

38 S Main St, Westbrook, CT 06498

Property at 63 Faire Harbour Pl, New London, CT 06320, 4 beds, 2 baths

$419,900

4 beds2 baths2,284 sq ft

63 Faire Harbour Pl, New London, CT 06320

Property at 10 Rhea St, Griswold, CT 06351, 3 beds, 1 bath

$49,999

3 beds1 bath2,904 sq ft

10 Rhea St, Griswold, CT 06351

Property at 150 Race Hill Rd, Madison, CT 06443, 4 beds, 3 baths

$799,999

4 beds3 baths2,792 sq ft

150 Race Hill Rd, Madison, CT 06443

Property at 154 Kohary Dr, New Haven, CT 06515, 4 beds, 3.5 baths

$649,000

4 beds3.5 baths4,020 sq ft

154 Kohary Dr, New Haven, CT 06515

Property at 18 Eastview St, West Hartford, CT 06107, 4 beds, 3.5 baths

$925,000

4 beds3.5 baths3,000 sq ft

18 Eastview St, West Hartford, CT 06107

Property at 130 Lake Dr, Bethlehem, CT 06751, 3 beds, 3 baths

$949,000

3 beds3 baths1,768 sq ft

130 Lake Dr, Bethlehem, CT 06751

Property at 170 W Mountain Rd, West Simsbury, CT 06070, 2 beds, 2 baths

$344,900

2 beds2 baths1,478 sq ft

170 W Mountain Rd, West Simsbury, CT 06070

Property at 46 Briarcliffe Rd, East Haddam, CT 06415, 2 beds, 2 baths

$329,900

2 beds2 baths872 sq ft

46 Briarcliffe Rd, East Haddam, CT 06415

Property at 20 N Sawyer Hill Rd, New Preston Marble Dale, CT 06777, 3 beds, 2 baths

$475,000

3 beds2 baths1,413 sq ft

20 N Sawyer Hill Rd, New Preston Marble Dale, CT 06777

Property at 50 Cody Dr, Stamford, CT 06905, 4 beds, 3 baths

$995,000

4 beds3 baths2,180 sq ft

50 Cody Dr, Stamford, CT 06905

Property at 9 Stonecrop Rd, Norwalk, CT 06851, 4 beds, 2 baths

$695,000

4 beds2 baths2,444 sq ft

9 Stonecrop Rd, Norwalk, CT 06851

Property at 246 E Waterbury Rd, Naugatuck, CT 06770, 3 beds, 1.5 baths

$279,900

3 beds1.5 baths1,228 sq ft

246 E Waterbury Rd, Naugatuck, CT 06770

Property at 124 Chestnut Hill Rd, Trumbull, CT 06611, 5 beds, 3 baths

$649,999

5 beds3 baths3,864 sq ft

124 Chestnut Hill Rd, Trumbull, CT 06611

Property at 557 Wilmot Ave #6, Bridgeport, CT 06607, 2 beds, 1 bath

$48,000

2 beds1 bath750 sq ft

557 Wilmot Ave #6, Bridgeport, CT 06607

Property at 20 Bradley St, Putnam, CT 06260, 5 beds, 2 baths

$169,900

5 beds2 baths2,767 sq ft

20 Bradley St, Putnam, CT 06260

Property at 50 Darina Pl, Milford, CT 06460, 3 beds, 1 bath

$465,000

3 beds1 bath1,257 sq ft

50 Darina Pl, Milford, CT 06460

Property at 61 Ox Bow Ln, CT 06525, 5 beds, 5 baths

$1,395,000

5 beds5 baths4,558 sq ft

61 Ox Bow Ln

BHG RE Shore & Country Prop.

Property at 87 Clover Hill Dr, Stamford, CT 06902, 3 beds, 2 baths

$849,000

3 beds2 baths2,527 sq ft

87 Clover Hill Dr, Stamford, CT 06902

Property at Undisclosed address, Waterbury, CT 06708, 3 beds, 2 baths

$259,900

3 beds2 baths1,920 sq ft

Undisclosed address, Waterbury, CT 06708

Property at 211 Old Farm Rd, Fairfield, CT 06825, 4 beds, 2.5 baths

$974,000

4 beds2.5 baths3,013 sq ft

211 Old Farm Rd, Fairfield, CT 06825

Property at 93 Woolsley Ave, Trumbull, CT 06611, 3 beds, 2 baths

$585,000

3 beds2 baths1,751 sq ft

93 Woolsley Ave, Trumbull, CT 06611

Property at 216 Cross Hill Rd, Monroe, CT 06468, 2 beds, 1 bath

$336,000

2 beds1 bath932 sq ft

216 Cross Hill Rd, Monroe, CT 06468

Property at 39 Walter Ave, Norwalk, CT 06851, 4 beds, 2 baths

$695,000

4 beds2 baths1,802 sq ft

39 Walter Ave, Norwalk, CT 06851

Property at 6 Old Route 12, Thompson, CT 06277, 9 beds, 3.5 baths

$349,999

9 beds3.5 baths4,336 sq ft

6 Old Route 12, Thompson, CT 06277

Property at 19 Starlight Dr, Norwalk, CT 06851, 3 beds, 2 baths

$799,000

3 beds2 baths3,216 sq ft

19 Starlight Dr, Norwalk, CT 06851

Property at 83 Pepper St, Monroe, CT 06468, 3 beds, 2.5 baths

$649,900

3 beds2.5 baths2,308 sq ft

83 Pepper St, Monroe, CT 06468

Property at 150 Route 39 S, Sherman, CT 06784, 2 beds, 1 bath

$384,000

2 beds1 bath1,171 sq ft

150 Route 39 S, Sherman, CT 06784

Property at 64 Davenport Rd, West Hartford, CT 06110, 3 beds, 2 baths

$499,900

3 beds2 baths1,808 sq ft

64 Davenport Rd, West Hartford, CT 06110

Property at 53 Woodridge Cir, West Hartford, CT 06107, 3 beds, 2.5 baths

$599,000

3 beds2.5 baths2,782 sq ft

53 Woodridge Cir, West Hartford, CT 06107

Property at 804 Walnut Hill Rd, Thomaston, CT 06787, 6 beds, 1.5 baths

$299,900

6 beds1.5 baths1,728 sq ft

804 Walnut Hill Rd, Thomaston, CT 06787

Property at 1128 Poqunock Ave, Windsor, CT 06095, 3 beds, 1.5 baths

$359,900

3 beds1.5 baths2,064 sq ft

1128 Poqunock Ave, Windsor, CT 06095

Property at 29 Revere St, Waterbury, CT 06708, 3 beds, 1.5 baths

$299,999

3 beds1.5 baths1,819 sq ft

29 Revere St, Waterbury, CT 06708

Property at 85 Walnut St, Monroe, CT 06468, 3 beds, 2 baths

$585,000

3 beds2 baths1,376 sq ft

85 Walnut St, Monroe, CT 06468

Property at 3198 Durham Rd, Guilford, CT 06437, 4 beds, 2 baths

$379,900

4 beds2 baths1,148 sq ft

3198 Durham Rd, Guilford, CT 06437

Property at 9 Ingham Hill Rd, Essex, CT 06426, 3 beds, 4.5 baths

$1,150,000

3 beds4.5 baths3,308 sq ft

9 Ingham Hill Rd, Essex, CT 06426

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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 3132 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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