Vintage homes for sale & real estate in Connecticut, CT

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Embrace the Old Greenwich lifestyle in this beautifully updated 4500 sf home. Set back on a quiet street in a desirable neighborhood, the house was thoroughly remodeled in 2000 and has received continuous high-end updates. A sun-filled, double-height foyer flows into open spaces, including a fully renovated custom kitchen and dining room. The main floor upstairs features 4 spacious bedrooms, a newly renovated primary bath and a private office. Downstairs a spectacular family room with custom wet bar opens to an expansive outdoor deck and private level yard overlooking Binney Park Nature Trails. Enjoy peace of mind with an elegant stone facade, renovated siding, twin new high-efficiency HVAC

$3,695,000

5 beds4 baths4,488 sq ft

1 Deepwoods Ln, Old Greenwich, CT 06870

High-end appliances • Custom wet bar • Level backyard

Berkshire Hathaway HS NE Prop.

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Completely reimagined and expanded to nearly twice its original footprint, this exceptional Riverside residence is the result of a meticulous gut renovation by Abode Interiors NYC, where sophisticated design meets effortless modern living. Graceful arches, soaring 9- and 10-foot cathedral ceilings, wide-plank Brazilian oak floors and a marble fireplace establish a refined architectural language, while all-new windows bathe the interiors in natural light. At the heart of the home, an Architectural Digest-worthy custom kitchen pairs Calacatta Gold marble, quartz countertops, Bosch appliances and bespoke millwork with an expansive eat-in peninsula. The adjoining dining area opens through drama

$2,999,000

5 beds3.5 baths3,176 sq ft

37 Mary Ln, Riverside, CT 06878

Custom kitchen • Oversized deck • Spa-inspired bath

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
New Listing Alert - 49 Forestville Ave, Plainville, CT Welcome home to this charming 4-bedroom, 1.5-bath Colonial that perfectly blends timeless character with thoughtful modern updates. From the moment you step inside, you'll appreciate the warm, inviting feel, abundant natural light, and beautiful hardwood floors that flow throughout the home. Major improvements have already been completed, including a new natural gas forced-air furnace, central air conditioning, and water heater, giving you peace of mind for years to come. The updated kitchen features stainless steel appliances, making it ready for everyday living and entertaining. While the home is truly move-in ready, it still offers a

$309,999

4 beds1.5 baths1,536 sq ft

49 Forestville Ave, Plainville, CT 06062

Water heater • Full basement • Updated kitchen

OPEN TODAY, 1PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Classic and traditional on the outside and surprisingly spacious on the inside, this University cape is freshly updated and is ready for its next owners. A sun-filled living room welcomes guests as it features a bay window and gleaming hardwood floors which extend throughout the home. A total of four bedrooms two on the main offering versatility for important first floor primary, dining and home office use and two on the upper with second full bath. Refreshed kitchen with stainless steel appliances, subway backsplash, two updated bathrooms are in move-in ready condition. A breezeway also serves as mud room and links the attached garage for all weather coverage. A full walk-out basement lead

$575,000

4 beds2 baths1,142 sq ft

438 High St, Fairfield, CT 06824

Subway backsplash • Bay window • Refreshed kitchen

OPEN TODAY, 2:30PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Rare find for this COMPLETELY RENOVATED 4 bed, 3 full bath colonial home with antique charm located across the street from Topstone Golf Course in South Windsor. Carefully curated and thoughtfully designed over the last 2 years, this sprawling home offers over 3000 sq ft of luxurious living space with a seamless blend of modern amenities and historic character. Huge sun-filled family room opens to the brand new kitchen offering granite counters, stunning white cabinetry, and stainless steel appliances. Formal living and dining rooms. Versatile floor plan with home office / flex space (potential first floor bedroom) as well as a first floor full bathroom. The oversize fireplace with beehive

$539,900

4 beds3 baths3,005 sq ft

389 Griffin Rd, South Windsor, CT 06074

Oversize fireplace • Antique charm • Thermopane windows

Property at 28 Colony Rd, West Hartford, CT 06117, 6 beds, 4.5 baths

$1,150,000

6 beds4.5 baths4,334 sq ft

28 Colony Rd, West Hartford, CT 06117

Property at 14 Ingleside Dr, Hamden, CT 06514, 3 beds, 1.5 baths

$320,000

3 beds1.5 baths1,456 sq ft

14 Ingleside Dr, Hamden, CT 06514

Property at 144 Beatrice Dr, West Haven, CT 06516, 3 beds, 2 baths

$499,900

3 beds2 baths1,972 sq ft

144 Beatrice Dr, West Haven, CT 06516

Property at 16 Grace St, New Canaan, CT 06840, 5 beds, 4.5 baths

$2,895,000

5 beds4.5 baths2,778 sq ft

16 Grace St, New Canaan, CT 06840

Property at 412 Narrow Ln, Orange, CT 06477, 3 beds, 2.5 baths

$599,900

3 beds2.5 baths1,788 sq ft

412 Narrow Ln, Orange, CT 06477

Property at 37 Hillcrest Ave, Naugatuck, CT 06770, 3 beds, 1.5 baths

$345,000

3 beds1.5 baths2,069 sq ft

37 Hillcrest Ave, Naugatuck, CT 06770

Property at 153 Old Norwich Rd, Quaker Hill, CT 06375, 4 beds, 3 baths

$425,000

4 beds3 baths2,584 sq ft

153 Old Norwich Rd, Quaker Hill, CT 06375

Property at 25 Gurley Rd, East Lyme, CT 06333, 2 beds, 1 bath

$335,000

2 beds1 bath1,649 sq ft

25 Gurley Rd, East Lyme, CT 06333

Property at 63 W Mountain Rd, Washington Depot, CT 06793, 4 beds, 4.5 baths

$2,395,000

4 beds4.5 baths3,699 sq ft

63 W Mountain Rd, Washington Depot, CT 06793

Property at 6 Bower Rd, Madison, CT 06443, 3 beds, 1 bath

$559,900

3 beds1 bath1,077 sq ft

6 Bower Rd, Madison, CT 06443

Property at 101 Ridgewood Rd, West Hartford, CT 06107, 5 beds, 3.5 baths

$750,000

5 beds3.5 baths2,885 sq ft

101 Ridgewood Rd, West Hartford, CT 06107

Property at 164 Round Hill Rd, Greenwich, CT 06831, 8 beds, 12.5 baths

$14,600,000

8 beds12.5 baths17,121 sq ft

164 Round Hill Rd, Greenwich, CT 06831

Property at 66 Cayer Cir, Shelton, CT 06484, 4 beds, 2.5 baths

$824,900

4 beds2.5 baths3,002 sq ft

66 Cayer Cir, Shelton, CT 06484

Property at 187 W Main St, Niantic, CT 06357, 3 beds, 1 bath

$385,000

3 beds1 bath998 sq ft

187 W Main St, Niantic, CT 06357

Property at Gravel Island Rd, New Canaan, CT 06840, 4 beds, 3 baths

$1,999,000

4 beds3 baths4,183 sq ft

Gravel Island Rd, New Canaan, CT 06840

Property at 9 Schwanda Rd, Stafford Springs, CT 06076, 3 beds, 1 bath

$210,000

3 beds1 bath1,374 sq ft

9 Schwanda Rd, Stafford Springs, CT 06076

Property at 18 Cawley Ave, Bethel, CT 06801, 3 beds, 3 baths

$530,000

3 beds3 baths2,825 sq ft

18 Cawley Ave, Bethel, CT 06801

Property at 79 Evelyn St, Stratford, CT 06615, 5 beds, 2 baths

$564,900

5 beds2 baths2,930 sq ft

79 Evelyn St, Stratford, CT 06615

Property at 249 Ridge Rd, Wethersfield, CT 06109, 3 beds, 2.5 baths

$429,900

3 beds2.5 baths2,004 sq ft

249 Ridge Rd, Wethersfield, CT 06109

Property at 30 Daleville Rd, Willington, CT 06279, 2 beds, 1.5 baths

$345,000

2 beds1.5 baths1,562 sq ft

30 Daleville Rd, Willington, CT 06279

Property at 506 Center St, Manchester, CT 06040, 3 beds, 1.5 baths

$249,900

3 beds1.5 baths1,588 sq ft

506 Center St, Manchester, CT 06040

Property at 10 Center St, Windsor Locks, CT 06096, 3 beds, 1 bath

$266,900

3 beds1 bath1,248 sq ft

10 Center St, Windsor Locks, CT 06096

Property at 6 Beech St, Ansonia, CT 06401, 2 beds, 1 bath

$314,000

2 beds1 bath1,360 sq ft

6 Beech St, Ansonia, CT 06401

Property at 20 Wyndwood Rd, Farmington, CT 06032, 4 beds, 3 baths

$525,000

4 beds3 baths1,983 sq ft

20 Wyndwood Rd, Farmington, CT 06032

Property at 161 Delaware Dr, Stratford, CT 06614, 4 beds, 2.5 baths

$550,000

4 beds2.5 baths2,826 sq ft

161 Delaware Dr, Stratford, CT 06614

Property at 73 Carlson Ave, Bridgeport, CT 06606, 3 beds, 1 bath

$385,000

3 beds1 bath1,472 sq ft

73 Carlson Ave, Bridgeport, CT 06606

Property at 70 N Taylor Ave, Norwalk, CT 06854, 3 beds, 2 baths

$649,900

3 beds2 baths1,945 sq ft

70 N Taylor Ave, Norwalk, CT 06854

Property at 303 Westside Ln, Torrington, CT 06790

$199,000

— beds— baths550 sq ft

303 Westside Ln, Torrington, CT 06790

Property at 15 Shorelands Pl, Old Greenwich, CT 06870, 4 beds, 3.5 baths

$3,795,000

4 beds3.5 baths3,271 sq ft

15 Shorelands Pl, Old Greenwich, CT 06870

Property at 118 Meadow St, Winsted, CT 06098, 3 beds, 2 baths

$260,000

3 beds2 baths1,652 sq ft

118 Meadow St, Winsted, CT 06098

Property at 18 Arbor Rd, Monroe, CT 06468, 6 beds, 2 baths

$619,900

6 beds2 baths2,418 sq ft

18 Arbor Rd, Monroe, CT 06468

Property at 44 Island Rd, Stonington, CT 06378, 2 beds, 2 baths

$799,000

2 beds2 baths1,316 sq ft

44 Island Rd, Stonington, CT 06378

Property at 326 North St, Ridgefield, CT 06877, 3 beds, 1.5 baths

$1,150,000

3 beds1.5 baths1,496 sq ft

326 North St, Ridgefield, CT 06877

Property at 130 Riverton Rd, Winsted, CT 06098, 3 beds, 2 baths

$415,000

3 beds2 baths1,430 sq ft

130 Riverton Rd, Winsted, CT 06098

Property at 24 Highview Ave, Milford, CT 06460, 3 beds, 2 baths

$624,999

3 beds2 baths1,980 sq ft

24 Highview Ave, Milford, CT 06460

Property at 30 Birchwood Rd, Monroe, CT 06468, 3 beds, 1 bath

$440,000

3 beds1 bath1,488 sq ft

30 Birchwood Rd, Monroe, CT 06468

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Based on information submitted to the MLS GRID as of Sun Nov 01 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 3101 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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