Vintage homes for sale & real estate in Connecticut, CT

2,632 homes

Sort:

Recommended

Greenwich
Stamford
West Hartford
Norwalk
Westport
New Haven
Milford
Darien
Hartford
Ridgefield
Danbury
Shelton
Bridgeport
Trumbull
Stratford

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Elegant and spacious, this Georgian Colonial Revival is located in historic Norwichtown on a quiet, one-way street. This home is a rare, 1937 pre-war bespoke masterpiece designed by Royal Barry Wills Associates, with the original blueprints archived in Boston. The residence showcases signature details from the iconic oversized chimney to the extended fireplace mantle, and authentic bathrooms in immaculate condition. This property graciously hosts a sophisticated layout anchored by a grand foyer and central staircase. The main level features a deep, living room with an oversized wood-burning fireplace and a formal dining room, defined by crown molding and custom built-ins, a bright eat-in ki

$567,000

4 beds3 baths3,196 sq ft

33 Coit Ln, Norwich, CT 06360

Oversized chimney • Central staircase • Grand foyer

OPEN SAT, 1PM TO 3PMVIDEO TOUR

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to 41 Maple Street, a beautifully renovated 3-bedroom, 1-bath ranch in the highly sought-after Lords Point Association. Offered together with a separate rear lot, this unique property encompasses a combined 0.86 acres, providing exceptional privacy. Completely remodeled from top to bottom, this 1,104-square-foot home showcases quality craftsmanship and thoughtful design throughout. The custom kitchen features quartz countertops, custom-built cabinetry, and a full suite of Frigidaire stainless steel appliances. Both bathrooms have been tastefully renovated, while additional upgrades include a new roof, new impression shingle siding, new windows, central air, a high-efficiency heat pu

$899,000

3 beds1 bath1,104 sq ft

41 Maple St, Stonington, CT 06378

Custom kitchen • Quartz countertops • Renovated bathrooms

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Bright, inviting, & thoughtfully updated, this spacious 4-bedroom home sits on . 72 acres & features a true open floor plan, creating an airy & connected living space. The brand new kitchen showcases quartz countertops & new appliances, complemented by recessed lighting, & you will find bamboo flooring, & marble tile throughout. An abundance of windows fills the home with natural light, while a pellet stove and split system for heating & cooling provide efficient, year-round comfort. The generously sized primary suite offers a walk-in closet & beautifully updated en-suite bath complete with a deep soaking tub & walk-in shower. The 1st floor

$499,900

4 beds4 baths2,546 sq ft

2 Apple Hill Rd, Wolcott, CT 06716

Open floor plan • Quartz countertops • Brand new kitchen

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Ideally located just off Greenwich Avenue, this spacious two-bedroom, two-bath residence is set in a classic 1930s luxury doorman building with an elevator. This condo features large, light-filled rooms, hardwood floors throughout, oversized windows, a fireplace, and a flexible floor plan that easily accommodates today's lifestyle. Freshly painted and new windows throughout, this home is move-in ready. An assigned garage parking space and in-unit laundry--highly desirable features in downtown Greenwich--adds exceptional convenience. Just moments from Greenwich's shops, restaurants, parks, and Metro-North train station, this home offers the best of downtown Greenwich living.

$1,350,000

2 beds2 baths1,373 sq ft

25 W Elm St #37, Greenwich, CT 06830

Flexible floor plan • Elevator • Hardwood floors

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to 3 Dorman Road, a well-loved cape-style home that has been thoughtfully prepared for its next owner! As you step inside, you'll be greeted by a spacious, freshly painted living room featuring stunning, recently stained hardwood floors that gleam in the natural light pouring through the picture windows. The inviting fireplace is perfect for cozy evenings. Next, you'll find a convenient half bath and a versatile office space that can double as a fourth-bedroom or a study. The sizable kitchen awaits your personal touch, while the dining area is perfect for hosting memorable gatherings and seamlessly flows into a charmingly inviting den with a second fireplace. Upstairs, the home boas

$439,900

3 beds1.5 baths1,900 sq ft

3 Dorman Rd, Oxford, CT 06478

Sizable kitchen • Second fireplace • Inviting fireplace

Property at 1 Hendrie Dr Ext, Greenwich, CT 06830, 5 beds, 2.5 baths

$3,300,000

5 beds2.5 baths2,092 sq ft

1 Hendrie Dr Ext, Greenwich, CT 06830

Property at 72 Grenelle St, Bridgeport, CT 06606, 3 beds, 1 bath

$479,000

3 beds1 bath1,804 sq ft

72 Grenelle St, Bridgeport, CT 06606

Property at Undisclosed address, Stratford, CT 06615, 3 beds, 2 baths

$325,000

3 beds2 baths1,267 sq ft

Undisclosed address, Stratford, CT 06615

Property at 6 and10 Forge Ln, Lakeville, CT 06039, 4 beds, 2 baths

$475,000

4 beds2 baths2,281 sq ft

6 and10 Forge Ln, Lakeville, CT 06039

Property at 33 Assisi Way, Norwalk, CT 06854, 3 beds, 3 baths

$699,999

3 beds3 baths2,029 sq ft

33 Assisi Way, Norwalk, CT 06854

Property at 4 Ascolese Rd, Trumbull, CT 06611, 4 beds, 2 baths

$689,000

4 beds2 baths1,935 sq ft

4 Ascolese Rd, Trumbull, CT 06611

Property at 114 Oliver St, Torrington, CT 06790, 3 beds, 2 baths

$374,900

3 beds2 baths1,837 sq ft

114 Oliver St, Torrington, CT 06790

Property at 207 Summit St, Willimantic, CT 06226, 3 beds, 2 baths

$365,000

3 beds2 baths2,318 sq ft

207 Summit St, Willimantic, CT 06226

Property at 135 New Harwinton Rd, Torrington, CT 06790, 4 beds, 1.5 baths

$349,900

4 beds1.5 baths1,906 sq ft

135 New Harwinton Rd, Torrington, CT 06790

Property at 57 E Main St, Stafford Springs, CT 06076, 10 beds, 3.5 baths

$349,900

10 beds3.5 baths3,748 sq ft

57 E Main St, Stafford Springs, CT 06076

Property at 28 Old Mill Rd, New Milford, CT 06776, 5 beds, 2.5 baths

$499,900

5 beds2.5 baths2,597 sq ft

28 Old Mill Rd, New Milford, CT 06776

Property at 43-45 Pine St, East Hartford, CT 06108, 6 beds, 4 baths

$415,000

6 beds4 baths2,455 sq ft

43-45 Pine St, East Hartford, CT 06108

Property at 33 Provencher Dr, Plainville, CT 06062, 3 beds, 1 bath

$379,900

3 beds1 bath1,148 sq ft

33 Provencher Dr, Plainville, CT 06062

Property at 19 Armory St, Hamden, CT 06517, 4 beds, 2 baths

$459,000

4 beds2 baths1,616 sq ft

19 Armory St, Hamden, CT 06517

Property at 277 Lincoln St, New Britain, CT 06052, 4 beds, 2.5 baths

$475,000

4 beds2.5 baths3,306 sq ft

277 Lincoln St, New Britain, CT 06052

Property at 366 Torrington Rd, Litchfield, CT 06759, 3 beds, 2 baths

$419,900

3 beds2 baths1,708 sq ft

366 Torrington Rd, Litchfield, CT 06759

Property at 225 Campbell Ave, West Haven, CT 06516, 11 beds, 4 baths

$699,000

11 beds4 baths3,534 sq ft

225 Campbell Ave, West Haven, CT 06516

Property at 14 Rocky Hill Rd, New Fairfield, CT 06812, 3 beds, 3 baths

$515,000

3 beds3 baths1,850 sq ft

14 Rocky Hill Rd, New Fairfield, CT 06812

Property at 128 Killingworth Rd, Higganum, CT 06441, 3 beds, 2.5 baths

$629,000

3 beds2.5 baths2,577 sq ft

128 Killingworth Rd, Higganum, CT 06441

Property at 170 Old Post Rd, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$999,000

3 beds2.5 baths2,128 sq ft

170 Old Post Rd, Old Saybrook, CT 06475

Property at 2 Wilkens Ln, Prospect, CT 06712, 3 beds, 1 bath

$314,900

3 beds1 bath1,323 sq ft

2 Wilkens Ln, Prospect, CT 06712

Property at 300 Bld #94 N Bishop Ave #26, Bridgeport, CT 06610, 2 beds, 1 bath

$64,900

2 beds1 bath614 sq ft

300 Bld #94 N Bishop Ave #26, Bridgeport, CT 06610

Property at 206 Mountain Rd, Wilton, CT 06897, 4 beds, 3.5 baths

$1,799,000

4 beds3.5 baths3,758 sq ft

206 Mountain Rd, Wilton, CT 06897

Property at 124 Court St #5, New Haven, CT 06511, 2 beds, 2 baths

$349,000

2 beds2 baths1,233 sq ft

124 Court St #5, New Haven, CT 06511

Property at 28 Lake Dr, New Milford, CT 06776, 4 beds, 3 baths

$1,549,000

4 beds3 baths2,736 sq ft

28 Lake Dr, New Milford, CT 06776

Property at 66 Chesterfield Ave, Wolcott, CT 06716, 2 beds, 1 bath

$215,000

2 beds1 bath792 sq ft

66 Chesterfield Ave, Wolcott, CT 06716

Property at 71 White St, West Haven, CT 06516, 2 beds, 1.5 baths

$299,000

2 beds1.5 baths1,204 sq ft

71 White St, West Haven, CT 06516

Property at 19 Chetwood St, Milford, CT 06460, 3 beds, 1.5 baths

$599,000

3 beds1.5 baths1,084 sq ft

19 Chetwood St, Milford, CT 06460

Property at 47 Shore Rd, Waterford, CT 06385, 2 beds, 1.5 baths

$550,000

2 beds1.5 baths1,850 sq ft

47 Shore Rd, Waterford, CT 06385

Property at 8 Chestnut St, Windsor Locks, CT 06096, 4 beds, 2 baths

$324,900

4 beds2 baths1,860 sq ft

8 Chestnut St, Windsor Locks, CT 06096

Property at 4 Elihu St, Stonington, CT 06378, 6 beds, 4 baths

$799,900

6 beds4 baths2,495 sq ft

4 Elihu St, Stonington, CT 06378

Property at 75 W Shore Rd, Ellington, CT 06029, 4 beds, 2 baths

$529,900

4 beds2 baths1,470 sq ft

75 W Shore Rd, Ellington, CT 06029

Property at 17 Bradley Ln, Sandy Hook, CT 06482, 4 beds, 2.5 baths

$829,000

4 beds2.5 baths2,471 sq ft

17 Bradley Ln, Sandy Hook, CT 06482

Property at 21 Whitman St, New Britain, CT 06051, 4 beds, 1 bath

$330,000

4 beds1 bath1,396 sq ft

21 Whitman St, New Britain, CT 06051

Property at 41 Old Farms Rd, Avon, CT 06001, 7 beds, 3 baths

$469,999

7 beds3 baths2,880 sq ft

41 Old Farms Rd, Avon, CT 06001

Property at 137 & 141 Main St S, Woodbury, CT 06798, 9 beds, 8 baths

$600,000

9 beds8 baths4,492 sq ft

137 & 141 Main St S, Woodbury, CT 06798

Viewing page 31 of 64

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 2609 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

Vintage Homes for Sale in Connecticut

Popular Cities in Connecticut

Popular Searches in Connecticut, CT