Windham Homes under $600,000

Welcome to Windham, Connecticut—a charming town nestled in the heart of Windham County, where rich history meets modern convenience. Known for its picturesque landscapes and vibrant community spirit, Windham offers residents a delightful blend of small-town charm and urban amenities. With its lush parks, scenic walking trails, and a variety of local shops and restaurants, Windham is a place where you can truly feel at home.

For those seeking an affordable yet comfortable living experience, Windham boasts an impressive selection of homes under $600,000. Whether you're a first-time homebuyer, a growing family, or looking to downsize, you'll find a diverse array of options that cater to every lifestyle. From charming single-family homes with spacious backyards to cozy townhouses in friendly neighborhoods, Windham's real estate market is both accessible and inviting.

The town's commitment to community and education is evident in its top-rated schools and numerous recreational activities. Residents enjoy easy access to local parks, cultural events, and seasonal festivals that bring the community together. Plus, with its convenient location, Windham provides quick access to major highways, making commutes to nearby cities a breeze.

Discover the warmth and welcoming atmosphere of Windham, where your dream home awaits at an affordable price. Explore our listings today and take the first step towards making Windham your new home!

Newest Windham Homes under $600,000

$84,900

2 Beds ⋅ 2 Baths ⋅ 24212872 MLS

Welcome home to comfort, convenience, and move-in-ready appeal! This lovingly maintained two-bedroom, two-bathroom home, built in 2003, offers thoughtful updates and an inviting setting for everyday living. Updated laminate flooring, tile floors in both bathrooms, and select updated lighting fixtures create a fresh, welcoming feel. All appliances are included, along with the washer and dryer, making your transition that much easier. Enjoy morning coffee on the deck or settle in for a relaxing evening outdoors. With its well-cared-for interior and appealing updates, this home is ready for your personal touches and next chapter. Discover the possibilities and picture yourself at home! Schedule your private showing today.

21 Haley Ln, Windham

$479,000

12 Beds ⋅ 4 Baths ⋅ 24212338 MLS

This 1920 multi-family offers 2,516 sq ft of living space with one unit per floor. It has natural gas heat and natural gas water heaters, and public water and sewer keep maintenance simple. Off-street parking adds convenience for tenants. The building sits on Spring Street, across from Chestnut Street, just minutes from downtown Willimantic, Eastern Connecticut State University, shopping, dining, and major routes, with UConn a short drive away. It's a solid opportunity to add a well-located income property to your portfolio or to live in one unit and let the others help pay the mortgage. Schedule your showing today!

66 Spring St, Windham

$319,900

3 Beds ⋅ 2 Baths ⋅ 24189966 MLS

This lovely home has been thoughtfully updated and well maintained over the years. Recent improvements include a brand-new 40-year roof, beautifully refinished hardwood floors, and fresh paint through the majority of the home. Additional updates include Anderson windows, newer interior and exterior light fixtures, a brand-new beautiful black granite slab for the fireplace, a hatchway, dual oil tanks, rounded archways, and solid six-panel doors. The kitchen features custom-made solid wood cabinetry, including convenient pull-out pantry drawers, along with a newer countertop. The full baths have also been updated, including a second-floor bath with a valuted ceiling, as well as two new toilets. The basement has been freshly sealed, with the walls and floor treated with Drylok for added protection. The exterior was freshly painted including the spacious 14' x 21' deck and is ready for outdoor entertaining. Outside, the property offers a beautiful, open and level lot along with a substantial 12' x 16' outbuilding, providing plenty of space for storage, hobbies, a workshop, or other possibilities. Inside, you'll find spacious bedrooms, with skylights on the second floor bringing in an abundance of natural light. With its classic Cape charm, numerous updates, flexible living space, and generous outdoor areas, this home offers a wonderful combination of character, comfort, and functionality.

75 Mullen Hill Rd, Windham

$299,900

4 Beds ⋅ 2 Baths ⋅ 24211582 MLS

Cute country cape! First floor bedroom, full bathroom and laundry room. Formal dining room and large living room. Three bedrooms upstairs with another full bathroom. Great country porch for relaxing, large Trex deck overlooks the wonderful private backyard. Full basement and outbuilding for storage. A short commute to ECSU, UConn, and shopping. Easy to show!

24 Lovers Ln, Windham

$499,900

3 Beds ⋅ 3 Baths ⋅ 24210893 MLS

Beautiful new country home to be built on a picturesque 1.03-acre lot, offering the perfect blend of quality, comfort, and modern design. The thoughtfully designed open floor plan features solid wood flooring, vaulted ceilings in the living and dining rooms, and an abundance of natural light. The custom kitchen will showcase granite countertops and plenty of space for cooking and entertaining. Enjoy the convenience of 2 full baths plus a half bath, central air conditioning, and an attached 2-car garage. This is your opportunity to personalize and customize a brand-new home to fit your style and needs. Build the home you've been dreaming of in a peaceful country setting!

7 Scarborough Rd, Windham

$288,000

3 Beds ⋅ 1 Baths ⋅ 24210578 MLS

Welcome to this well-cared-for home, where thoughtful updates and a comfortable layout create an inviting place to call home. The spacious eat-in kitchen provides plenty of room for meals and entertaining and flows naturally into the living area. The home offers three bedrooms and a well-maintained bathroom. A full walkout basement provides excellent potential space, whether you need a recreation room, home office or workshop. Outside, you'll find a private deck, paved driveway, an a carport for convenient parking and outdoor enjoyment. The roof was newly installed in September 2026, providing an important recent improvement for the next owner. With its comfortable floor plan, outdoor amenities, and opportunity to expand, this home offers plenty of room to make it your own. Situated in a peaceful and desirable part of town, the property is also conveniently located near UConn and Eastern Connecticut State University.

154 Manners Ave, Windham

$269,900

3 Beds ⋅ 1 Baths ⋅ 24210071 MLS

Solid one level home, updated windows, vinyl siding, upgraded to natural gas heat, hardwood floors, potential to finish the basement, utility shed on the lot, all set on a beautiful corner lot off of a quiet cul-du-sac. (note: Town records show the address as Lauter Ave, the street sign is labeled Phillip Lauter Ave.) Oil tank in basement is no longer used, offered with the tank as-is.

149 Lauter Ave, Windham

$349,900

5 Beds ⋅ 2 Baths ⋅ 24210038 MLS

Spacious two-family home offering 5 bedrooms, 2 baths, a large basement, detached garage, covered front porch, and flexible space throughout. Great opportunity for an owner-occupant or investor. Unit 1 offers approximately 1,453 sq. ft. with 3 bedrooms and 1 full bath. The first floor features a large bedroom, spacious living room, kitchen, and full bath, with two additional bedrooms upstairs. The unit also has access to an approximately 1,201 sq. ft. unfinished basement with washer and dryer and plenty of storage space. Unit 2 offers approximately 1,026 sq. ft. with 2 bedrooms and a 3/4 bath. It includes a living room, kitchen, large bedroom with balcony, second bedroom, and approximately 216 sq. ft. of additional attic/storage space on the third floor. The property also includes a 462 sq. ft. detached garage and off-street parking. Convenient opportunity to live in one unit while renting the other, or add a two-family property to your investment portfolio. Furniture shown in the photos can be included with the sale at no additional cost.

19 Bellevue St, Windham

$315,000

4 Beds ⋅ 2 Baths ⋅ 24207636 MLS

Investors and owner-occupants, take notice! This well-maintained two-family home is ideally situated on a quiet dead-end street and offers an excellent opportunity for both rental income and owner occupancy. One unit is currently unoccupied, providing flexibility for a buyer looking to move in while generating rental income from the second unit. Each spacious unit features 2 bedrooms, 1 full bath, and approximately 1,000 square feet of living space, with comfortable layouts and strong rental appeal. Separate utilities simplify ownership and management, while basement laundry hookups provide added convenience for tenants. Set on nearly half an acre, the property offers plenty of outdoor space, a welcoming front porch, and an abundance of off-street parking. Conveniently located near shopping, dining, schools, and major routes, this property combines a peaceful setting with easy access to everyday amenities. Whether you're looking to expand your investment portfolio or take advantage of an owner-occupied opportunity, this versatile two-family property is ready to deliver flexibility, space, and potential. Highest and Best by 8pm Friday 10/20/2026.

11 Type Rd, Windham

$304,900

3 Beds ⋅ 1 Baths ⋅ 24201525 MLS

A delightful gem of a home, this Cape is set in the heart of Willimantic. This home offers easy access to town, shopping, and commuting routes. A charming, move-in-ready opportunity is updated and ready for its next owner, with an open-air plan and unique, tasteful finishing touches throughout. Fresh, modern updates within the last 4 years include: kitchen with granite counters and new stainless appliances (oven/range, microwave, range hood, refrigerator, dishwasher), first-floor bath, carpet in the upstairs bedrooms, newer vinyl siding, windows, roof, and furnace, 3-zone heat for comfort and efficiency. First-floor primary bedroom - easy single-level living, first-floor laundry in the expansive four-season sunroom, sunroom opens to a deck overlooking a very private backyard with stone walls, 3 bedrooms, 1 full bath, 6 rooms total, original wood panel interior doors; updated insulated exterior doors. Added features include, connected Bluetooth speaker in the shower, electric fireplace insert and, under-house 1-car garage plus private driveway (4 parking spaces) and Solar - schedule your tour today!

349 Mansfield Ave, Windham

$489,000

5 Beds ⋅ 3 Baths ⋅ 24204645 MLS

3 Family well maintained for sale in Willimantic with extra large lot size, .53 ac. and extra large out building for garage, storage and workbench area with power. 2 units on first floor with one unit on second floor. close and convenient to Main Street and bus line. Historical home been in family for generations. see agent remarks

28 Pleasant St, Windham

$70,000

2 Beds ⋅ 2 Baths ⋅ 24203883 MLS

One level living in this mobile home located in Stone Gate Manor. Home offers large, covered deck, nice shed for storage and backs up to woods. Home has a nice open floor plan with a large living room open into the eat in kitchen with lots of good cabinet space. Laundry off kitchen, Primary bedroom has private full bath with shower stall and garden tub, walk in closet. On the other side of Mobile home the second bedroom and another full bath so it is like having two primary bedrooms. Located close to shopping and highways for easy access. Park approval needed

30 Haley Ln, Windham

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