Cheap homes for sale & real estate in Windham, CT

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ABOUT THIS HOME
Cheap Home for sale in Windham, CT:
Charming 4-Bedroom Colonial on 1.76 Acres in Windham! Welcome to 34 N Windham Rd, a lovingly maintained 1930 colonial set on a spacious 1.76-acre parcel offering privacy, outdoor space, and classic New England character. This home features 4 bedrooms and 2 full baths across 1,294 sq ft of comfortable living space - perfect for families, first-time buyers, or anyone seeking room to grow. Step inside to discover a warm and inviting layout with abundant natural light, traditional architectural details, and a flow that's ideal for everyday living. The oversized living room and dining area create great gathering spaces, while the well-proportioned bedrooms provide flexibility for a home office

$330,000

4 beds2 baths1,294 sq ft

34 N Windham Rd, Windham, CT 06280

1.76 acres • Functional workspace • Outdoor space

ABOUT THIS HOME
Cheap Home for sale in Windham, CT:
Welcome to 7 Jessie Lane! 3 bedroom, 2-bath single-family Cape offering approximately 1,152 sq ft with a simple, functional layout and strong upside potential. Situated on a quiet residential street, this property presents a true blank canvas. The home is priced to reflect its current condition, making it an excellent opportunity for an owner-occupant willing to add some TLC and create instant sweat equity, or for an investor seeking a straightforward, manageable fix-and-flip with clear value-add potential.

$89,900

3 beds2 baths1,152 sq ft

7 Jessie Ln, North Windham, CT 06256

Built 1999 • Listed 3 days

ABOUT THIS HOME
Cheap Home for sale in Windham, CT:
This well-maintained brick ranch offers comfort, convenience, and endless potential. Featuring a newer boiler and a newer roof, 3 spacious bedrooms, 2 full bathrooms, and an additional half bath, this home provides a functional layout filled with natural light throughout. The large basement is partially finished and ready for your personal touch-ideal for creating extra living space, a home gym, or a recreation room. Enjoy the ease of covered parking with the attached carport and the unbeatable location, just minutes from major routes and highways to make commuting a breeze. This charming property truly combines durability, charm, and opportunity all in one!

$250,000

3 beds2.5 baths1,040 sq ft

15 Chapman St, Willimantic, CT 06226

5,227 sq ft lot • Built 1969 • Listed 5 days

ABOUT THIS HOME
Cheap Home for sale in Windham, CT:
2.5 Acres with a beautiful updated 3 bed, 2 bath. Full mechanical upgrade including new well to be made prior to closing! 1400 sqft home with a detached garage and a barn with electric hookups that also sit on the property! Discover the charm and potential of this Windham property, offering a spacious layout and a peaceful setting in a desirable location. Perfect for buyers seeking comfort, convenience, and room. Enjoy close proximity to local amenities, schools, and major routes while still benefiting from a serene, private atmosphere. Heat is off until oil is ordered this weekend.

$299,000

3 beds2 baths1,401 sq ft

162 Scotland Rd, Windham, CT 06280

2.5 acres • Peaceful setting • Spacious layout

ABOUT THIS HOME
Cheap Home for sale in Windham, CT:
Handyman Special - Investors Take Note! 1152 SQFT cape style home in quiet neighborhood situated between vibrant downtown Williamantic and the rural village of South Windham. Lots of potential here with hardwoods under carpeting on both floors, as well as newer seeming garage, vinyl siding, roof and replacement windows. * * * This is a probate sale, subject to probate court approval. Buyer to do due-diligence. Being sold in AS-IS/WHERE-IS including all personal property * * *

$199,900

4 beds1 bath1,152 sq ft

21 Russ Rd, Willimantic, CT 06226

Newer garage • Cape style home • Vinyl siding

Property at 27 Ash Ave, Willimantic, CT 06226, 4 beds, 1 bath

$250,000

4 beds1 bath1,425 sq ft

27 Ash Ave, Willimantic, CT 06226

Property at 15 Cracow Ave, Windham, CT 06280, 3 beds, 2.5 baths

$325,000

3 beds2.5 baths1,228 sq ft

15 Cracow Ave, Windham, CT 06280

Property at 363 Windham Rd, Willimantic, CT 06226, 3 beds, 2 baths

$245,000

3 beds2 baths2,219 sq ft

363 Windham Rd, Willimantic, CT 06226

Property at 89 Spring St, Willimantic, CT 06226, 4 beds, 1.5 baths

$264,900

4 beds1.5 baths1,907 sq ft

89 Spring St, Willimantic, CT 06226

Property at 80 Old Plains Rd, Willimantic, CT 06226, 3 beds, 1 bath

$219,000

3 beds1 bath994 sq ft

80 Old Plains Rd, Willimantic, CT 06226

Property at 28 Circle Dr, North Windham, CT 06256, 3 beds, 2 baths

$168,500

3 beds2 baths1,152 sq ft

28 Circle Dr, North Windham, CT 06256

Property at 41 Spring St, Willimantic, CT 06226, 9 beds, 3.5 baths

$375,000

9 beds3.5 baths4,057 sq ft

41 Spring St, Willimantic, CT 06226

Property at 23 Pond Way, North Windham, CT 06256, 2 beds, 1 bath

$74,900

2 beds1 bath938 sq ft

23 Pond Way, North Windham, CT 06256

Property at 4 Main St, Willimantic, CT 06226, 8 beds, 3.5 baths

$450,000

8 beds3.5 baths5,134 sq ft

4 Main St, Willimantic, CT 06226

Property at 38 Elm St, Willimantic, CT 06226

$84,900

— beds— baths— sq ft

38 Elm St, Willimantic, CT 06226

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ABOUT THIS HOME
Cheap Home for sale in Windham, CT:
This three-bedroom, two-bathroom home, situated on two acres conveniently located off Route 6, offers a detached one-car garage with a loft and man door. It is equipped with a fireplace featuring a Heatilator, generator hookup, security system and a spacious sunroom. This property presents ample renovation opportunities to customize it to your preferences.

$295,000

3 beds2 baths1,652 sq ft

337 Hampton Rd, Chaplin, CT 06235

Security system • Spacious sunroom • Generator hookup

ABOUT THIS HOME
Cheap Home for sale in Windham, CT:
Welcome to this charming 3-bedroom, 1 bathroom ranch set on nearly 1 acre of land, filled with abundant flower gardens! This home features a large walkout basement with sliders leading to a spacious deck creating the perfect space for outdoor entertaining or quiet relaxation! Experience the charm, comfort and natural beauty this generator-ready property has to offer! Conveniently located just minutes to UCONN and ECSU!!!

$285,000

3 beds1 bath960 sq ft

457 Stafford Rd, Mansfield Center, CT 06250

Walkout basement • Generator ready • Minutes to uconn

ABOUT THIS HOME
Cheap Home for sale in Windham, CT:
* * you must have an appointment to go on the property do not trespass. Foundation Issues - Currently deemed Uninhabitable. * * Please ask your agent for the attached documents to review! Nestled on 4 breathtaking acres of gently rolling fields, this enchanting 1785 vintage farmhouse exudes timeless charm and rustic allure. Boasting approximately 2,634 square feet of above-grade living space, this 6-bedroom, 1 full bathroom, and 1 half bathroom home offers a unique opportunity to own a piece of history without the restrictions of a historical designation. The property features a spacious 4-bay detached garage in good condition, perfect for vehicles, storage, or a workshop. Additional o

$179,900

6 beds1.5 baths2,634 sq ft

150 Gager Hill Rd, Windham, CT 06280

Stately maple trees • Two wells • 4 breathtaking acres

ABOUT THIS HOME
Cheap Home for sale in Windham, CT:
Set on a private 25-acre lot, this spacious Colonial-style home offers the perfect blend of flexibility, comfort, and convenience. The main level features a bright living room with a fireplace, hardwood floors, a large kitchen, 3 bedrooms, and 2 full bathrooms, including a primary suite with its own bath. The attached in-law unit provides an ideal setup for extended family or guests, offering its own kitchen, living room, dining area, 2 bedrooms, and a full bath - creating five total bedrooms and three full bathrooms throughout the home. Each unit enjoys its own deck overlooking the peaceful, wooded surroundings, as well as separate laundry areas for added convenience. Additional features i

$354,900

5 beds3.5 baths2,496 sq ft

385 Hampton Rd, Chaplin, CT 06235

Private 25 acre lot • Attached in law unit • Close to highways

ABOUT THIS HOME
Cheap Home for sale in Windham, CT:
Great Opportunity to own this one level home built in 1971 featuring 3 bedrooms and 2 full bathrooms. * * * SPECIAL NOTES: (1) This is a CASH ONLY transaction. (2) Seller will take care of Taxes, HOA, and Municipal/Utility Liens. (3) Please read the Auction disclaimers carefully before placing a bid or submitting an offer. * * *

$337,200

3 beds2 baths1,680 sq ft

58 Candide Ln, Storrs Mansfield, CT 06268

1 acre lot • 2 garage spots • Built 1971

ABOUT THIS HOME
Cheap Home for sale in Windham, CT:
Discover the perfect spot to build your dream home in the heart of quiet, picturesque Hampton. Surrounded by mature trees and classic New England Scenery, this 3.5 acre lot offers a serene, wooded setting with plenty of privacy. Approved building lot for septic and well. Owner of property is Ct Realtor

$85,000

— beds— baths— sq ft

Brook Rd Lot 4, Hampton, CT 06247

Wooded setting • 3.5 acre lot • Mature trees

Property at 59 Trumbull Hwy, Lebanon, CT 06249

$98,500

— beds— baths— sq ft

59 Trumbull Hwy, Lebanon, CT 06249

Property at Trumbull Hwy, Lebanon, CT 06249

$125,000

— beds— baths— sq ft

Trumbull Hwy, Lebanon, CT 06249

Property at 00 No Brook St, Hampton, CT 06427

$49,900

— beds— baths— sq ft

00 No Brook St, Hampton, CT 06427

Property at LOT 4 Flanders Ct, Columbia, MO 65202

$106,600

— beds— baths— sq ft

LOT 4 Flanders Ct, Columbia, MO 65202

Cheap Homes for Sale in Windham

There are currently 15 cheap homes for sale in Windham at a median listing price of $279K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windham stay on the market for 39 days and receive 7 offers. This map is refreshed with the newest listings in Windham every 15 minutes.

In the past month, 17 homes have been sold in Windham. In addition to houses in Windham, there was also 1 condo, 0 townhouses, and 7 multi-family units for sale in Windham last month. Find your dream home in Windham 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 Windham are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windham. If you're looking to sell your home in the Windham area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windham with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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