Vintage homes for sale & real estate in South Windsor, CT

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ABOUT THIS HOME
Vintage Home for sale in South Windsor, CT:
Welcome to 20 Robert Drive, a completely updated and stunning split-level home offering 1,440 square feet of comfortable living space with three bedrooms and one and a half bathrooms. The freshly painted interior is enhanced by beautiful hardwood floors throughout, creating a warm and inviting atmosphere. The modern kitchen is equipped with stainless steel appliances and opens to a bright eating area with views of the amazing, lush 0.56-acre fenced backyard-an ideal setting for entertaining, gardening, or simply relaxing in privacy. The primary bedroom includes its own half bathroom for convenience, while the lower level offers a partially finished walkout that provides additional flexible

$379,900

3 beds1.5 baths1,440 sq ft

20 Robert Dr, South Windsor, CT 06074

New gutters • Fenced backyard • Hardwood floors

ABOUT THIS HOME
Vintage Home for sale in South Windsor, CT:
Like New-Without the New Construction Price! This fully remodeled 4-bedroom, 2.5-bath Colonial with 1.92 acres has modern comfort and quality craftsmanship. Every major update has been done for you, including new kitchen and baths, new roof, new natural gas HVAC system, new windows, new entry doors, new public sewer connection, new 200 amp electrical service, new tankless hot water tank and a beautifully finished lower level that adds versatile living space-perfect for family room, home office, and play area. Bright and inviting layout features a stunning new kitchen with contemporary cabinetry, quartz countertops, tile backsplash, and stainless-steel appliances. Spacious living room offers

$589,900

4 beds2.5 baths2,558 sq ft

411 Slater St, South Windsor, CT 06074

Fully remodeled • New kitchen • New baths

ABOUT THIS HOME
Vintage Home for sale in South Windsor, CT:
Available now is this well maintained 3 bedroom ranch at 155 Pine Tree Lane in HIGHLY DESIRED South Windsor. ONE LEVEL LIVING featuring a convenient, bright, and inviting floor plan with gleaming hardwoods and plenty of natural light shining throughout. Enter into a large, spacious living room which opens right up to the kitchen and dining area. 3 generously sized bedrooms and a full bath complete the main level. Downstairs you will find an additional 300 SQFT finished basement w/ half bath along with plenty of additional storage space and laundry area. Relax out back on your trex deck and enjoy the PRIVATE, fully fenced backyard, a serene and tranquil "Park Like" setting w/ garde

$324,900

3 beds1.5 baths1,328 sq ft

155 Pine Tree Ln, South Windsor, CT 06074

Garden area • Finished basement • Storage shed

ABOUT THIS HOME
Vintage Home for sale in South Windsor, CT:
Convenient one-level living with this spacious 3 bed, 2.5 bath Ranch home situated on a large, level lot offering both privacy and nature. You won't need to do a thing but move in as everything was completely renovated in 2021 including roof, siding, windows, plumbing, electrical, furnace, front porch and back deck. The open concept allows for entertaining that can pour out the slider to the back deck and throughout the backyard. Other features include main level laundry and natural gas forced hot air and central air for maximum efficiency.

$420,000

3 beds2.5 baths1,522 sq ft

835 Foster St Ext, South Windsor, CT 06074

Open concept • One-level living • Large level lot

ABOUT THIS HOME
Vintage Home for sale in South Windsor, CT:
Welcome to the John P. Jones House, an iconic home that captures the romance of another era while embracing today's comforts. This gorgeous home is rich in distinctive features such as a wraparound porch, decorative woodwork, gingerbread trim, Monson slate shingles, stained glass and intricate millwork that highlights its artistry. Inside you'll find soaring ceilings, gleaming hardwood floors and natural woodwork that showcases the craftsmanship of its day. You'll also find four original fireplaces with stunning carved mantels, while period light fixtures add to its allure. Spacious yet inviting rooms flow seamlessly, blending elegance with everyday comfort. The updated custom kitchen boast

$649,900

9 beds2.5 baths3,834 sq ft

1063 Main St, South Windsor, CT 06074

Decorative woodwork • Stained glass • Intricate millwork

Property at 555 Graham Rd, South Windsor, CT 06074, 3 beds, 1 bath

$299,000

3 beds1 bath1,176 sq ft

555 Graham Rd, South Windsor, CT 06074

Property at 913 Pleasant Valley Rd, South Windsor, CT 06074, 4 beds, 3.5 baths

$599,900

4 beds3.5 baths3,369 sq ft

913 Pleasant Valley Rd, South Windsor, CT 06074

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NEW 24 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in South Windsor, CT:
Welcome to 166 Lake Street, Manchester, CT! Ideally located near Route 384 on the Manchester-Bolton line, this charming 3-bed, 1.5-bath home blends comfort and convenience. Enjoy peace of mind with 200-amp electrical service, a whole-house water filter (2025), and central air (2021). The inviting layout features bright living spaces and a serene backyard with two patios-perfect for entertaining or unwinding outdoors. Additional highlights include a 2-car garage and generator hook-up. Set in a welcoming neighborhood close to shops, parks, and commuter routes-this home offers everything you've been looking for!

$329,000

3 beds1.5 baths1,144 sq ft

166 Lake St, Manchester, CT 06042

0.44 acre lot • 2 garage spots • Car-dependent

OPEN SAT, 12PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in South Windsor, CT:
Make this charming, clean, and well-maintained home your "home sweet home" and start creating lasting memories in time for the holidays. Step into the inviting living room with a cozy fireplace-perfect for the cooler months ahead. The first floor features a convenient primary bedroom, full bath, and a functional kitchen with Corian countertops and ample cabinet space. Enjoy your morning coffee or evening glass of wine in the relaxing screened-in porch, and gather in the lovely dining room that completes this level. Upstairs, you'll find two additional spacious bedrooms. The clean, dry basement offers potential for a future rec room or extra storage. Outside, the pleasant backyard

$294,500

3 beds1 bath1,225 sq ft

30 Lovell Ave, Windsor, CT 06095

7,405 sq ft lot • Car-dependent

ABOUT THIS HOME
Vintage Home for sale in South Windsor, CT:
Beautiful Three-bedroom ranch house with one level convenient living, close to shops, stores and highway. Completely renovated with new kitchen cabinetry, granite countertops, stainless steel appliances. The house has new improve heating systems, all new electrical, and a remodeled bathroom. Hardwood floors through out and freshly painted walls gives a real clean look.

$269,999

3 beds1 bath960 sq ft

70 Ashford St, Hartford, CT 06120

6,098 sq ft lot • Garage • Somewhat walkable

ABOUT THIS HOME
Vintage Home for sale in South Windsor, CT:
A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Property will be cleared of all personal belongings and delivered vacant at closing. Come check it out today!!

$299,000

2 beds2 baths1,326 sq ft

39 Alice Dr, Manchester, CT 06042

0.26 acre lot • Car-dependent

ABOUT THIS HOME
Vintage Home for sale in South Windsor, CT:
Great Property!

$418,000

4 beds1.5 baths2,013 sq ft

85 Henry St, Manchester, CT 06042

8,276 sq ft lot • Somewhat walkable

ABOUT THIS HOME
Vintage Home for sale in South Windsor, CT:
This renovated 3-bedroom, 2-bathroom home offers the perfect blend of comfort, functionality, and location. Step inside to discover a warm and welcoming layout with spacious living areas and a finished basement that adds valuable bonus space - perfect for a home office, gym, or media room. This home also features an attached garage for added convenience. You'll also enjoy being just a short walk from the newly built Wilson Gateway Park and absolutely love its proximity to a local boat launch, offering easy access to the Connecticut River for kayaking, fishing, or weekend boating adventures.

$309,900

3 beds2 baths1,181 sq ft

3 Saville St, Windsor, CT 06095

6,098 sq ft lot • Garage • Somewhat walkable

Property at 8 Aramamet St, Windsor, CT 06095, 4 beds, 1 bath

$334,900

4 beds1 bath1,305 sq ft

8 Aramamet St, Windsor, CT 06095

Property at 76 Griffin Rd, Broad Brook, CT 06016, 4 beds, 2 baths

$489,999

4 beds2 baths1,836 sq ft

76 Griffin Rd, Broad Brook, CT 06016

Property at 39 Warham St, Windsor, CT 06095, 3 beds, 1.5 baths

$220,000

3 beds1.5 baths1,253 sq ft

39 Warham St, Windsor, CT 06095

Property at 51 Green Manor Rd, Manchester, CT 06042, 4 beds, 2 baths

$350,000

4 beds2 baths1,908 sq ft

51 Green Manor Rd, Manchester, CT 06042

Property at 28 Sunnyfield Dr, Windsor, CT 06095, 4 beds, 2 baths

$399,900

4 beds2 baths1,603 sq ft

28 Sunnyfield Dr, Windsor, CT 06095

Property at 110 Goodwin St, East Hartford, CT 06108, 3 beds, 2 baths

$299,900

3 beds2 baths1,324 sq ft

110 Goodwin St, East Hartford, CT 06108

Property at 141 Vernon St W, Manchester, CT 06042, 3 beds, 1 bath

$260,000

3 beds1 bath1,212 sq ft

141 Vernon St W, Manchester, CT 06042

Property at 15 Stock Place St, Manchester, CT 06042, 3 beds, 2 baths

$349,000

3 beds2 baths1,296 sq ft

15 Stock Place St, Manchester, CT 06042

Property at 56 Elizabeth Dr, Manchester, CT 06042, 4 beds, 2 baths

$332,900

4 beds2 baths1,654 sq ft

56 Elizabeth Dr, Manchester, CT 06042

Property at 157 Henry St, Windsor, CT 06095, 3 beds, 2 baths

$279,900

3 beds2 baths1,111 sq ft

157 Henry St, Windsor, CT 06095

Property at 113 Regan Rd, Vernon, CT 06066, 5 beds, 3 baths

$399,000

5 beds3 baths2,262 sq ft

113 Regan Rd, Vernon, CT 06066

Vintage Homes for Sale in South Windsor

There are currently 7 vintage homes for sale in South Windsor at a median listing price of $440K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in South Windsor stay on the market for 26 days and receive 8 offers. This map is refreshed with the newest listings in South Windsor every 15 minutes.

In the past month, 26 homes have been sold in South Windsor. In addition to houses in South Windsor, there were also 20 condos, 1 townhouse, and 1 multi-family unit for sale in South Windsor last month. Find your dream home in South Windsor 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 South Windsor are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in South Windsor. If you're looking to sell your home in the South Windsor area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in South Windsor with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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