22

Windham, CT Homes for Sale under $400,000

Section Image Section Image
  • /40

    $399,900

    Pre-Foreclosure
    • 5 Beds
    • 3.5 Baths
    • 2,836 Sq Ft

    394 Jerusalem Rd, Windham, CT 06280

    Timeless New England charm meets modern-day opportunity in this impressive 5-bedroom, 3.5-bath antique Colonial, where historic character and spacious living come together on a picturesque setting. Rich in original details, this one-of-a-kind home showcases wide-plank hardwood floors, stunning decorative fireplaces with ornate mantels, oversized windows, and classic architectural craftsmanship

    Agent Photo

    Amy Rio

    Better Homes and Gardens Real Estate Executive Real Estate

    394 Jerusalem Rd, Windham, CT 06280
  • /10

    $249,900

    • Land
    • 25.7 Acres
    • $9,724 per Acre

    220 Plains Rd, Windham, CT 06280

    Wonderful potential development opportunity. Road frontage on 2 roads, approximately 1350' of frontage on Plains Rd., and approximately 450' of frontage on Anna Maria Ln., and existing cul-du-sac subdivision. Possible 7-8 lots subdivision to be created.

    Agent Photo

    Rick Nassiff

    KW Legacy Partners

    220 Plains Rd, Windham, CT 06280
  • /2

    $299,900

    Open Sat 12PM - 2PM
    • 6 Beds
    • 3 Baths
    • 2,700 Sq Ft

    14 Carey St, Willimantic, CT 06226

    Excellent opportunity to own a spacious 2-family home with great flexibility for investors or owner-occupants. The first unit offers 2 bedrooms and 1 full bath, while the second unit features a generous 4-bedroom, 2-bath layout, providing plenty of space for larger households or strong rental potential. A 2-car garage adds valuable parking and storage, making this property even more attractive.

    Agent Photo

    Amy Rio

    Better Homes and Gardens Real Estate Executive Real Estate

    14 Carey St, Willimantic, CT 06226
  • /28

    $309,900

    Open Sat 4PM - 6PM
    • 4 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    30 Russ Rd, Willimantic, CT 06226

    Affordable & Move-in ready 4-bedroom, 1.5-bath Cape offering over 1,300 sq. ft. of comfortable living space, with potential to add more sqft in the semi-finished basement. Conveniently located near shopping, dining, and everyday amenities, as well as Eastern Connecticut State University and the University of Connecticut. Eligible for USDA financing, making homeownership more accessible for

    Viviana Penson-Rodriguez Leaf Realty Group, LLC

    30 Russ Rd, Willimantic, CT 06226
  • /28

    $115,000

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    37 Pond Way, North Windham, CT 06256

    Welcome to this well-maintained 2008 mobile home located in the desirable Stonegate Manor community. This inviting home offers a bright, open floor plan filled with natural light, creating a warm and welcoming atmosphere throughout. The spacious kitchen flows seamlessly into the living room, making it perfect for everyday living and entertaining. Offering three bedrooms and two full baths, this

    Jeanne Crum Home Selling Team

    37 Pond Way, North Windham, CT 06256
  • /2

    $299,000

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 1,263 Sq Ft

    39 Selden St, Willimantic, CT 06226

    Ranch-style home offering the convenience of one-level living just outside the city. Features include hardwood floors, a freshly painted interior, an inviting sunroom with skylights, and a stunning stone fireplace. The level, landscaped yard is fenced in and perfect for outdoor enjoyment. Recent updates include new flooring in the foyer, kitchen, and hallway, plus newly updated bathroom and a new

    Cassie Ryniewicz CR Premier Properties

    39 Selden St, Willimantic, CT 06226
  • /40

    $310,000

    $15K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,781 Sq Ft

    125 Mountain St, Willimantic, CT 06226

    Investors take notice! This home is a money maker. Whether you decide to owner-occupy this spacious home while rental income helps with the mortgage, or rent out both units, you can't go wrong. The living areas provide warm spaces perfect for relaxing or gathering with friends and family. The kitchens offer ample cabinet and counter space, making everyday cooking convenient and enjoyable. The

    Lisa Antrum KW Legacy Partners

    125 Mountain St, Willimantic, CT 06226
  • /40

    $339,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 1 Bath
    • 1,100 Sq Ft

    63 Beacon Rd, Windham, CT 06280

    Welcome to your own private oasis! This beautifully maintained, sunny, move in ready home perfectly showcases true pride of ownership. Step inside to discover a bright and airy open floor plan on the main level. At the heart of the home is an updated kitchen, complete with newer granite countertops and appliances. The living space extends to the lower level, where you will find an additional

    Deb Chabot RE/MAX One

    63 Beacon Rd, Windham, CT 06280
  • /15

    $299,900

    • 4 Beds
    • 1.5 Baths
    • 2,006 Sq Ft

    232 North St, Willimantic, CT 06226

    Located in the highly desirable Upper Hills neighborhood of Willimantic, just a short distance to Eastern Connecticut State University, this charming Colonial blends timeless character with an unbeatable location. Offering over 2,000 square feet of living space, this home features four spacious bedrooms, one and a half bathrooms, soaring ceilings, original hardwood floors throughout and a classic

    Derek Eisenberg Continental Real Estate

    232 North St, Willimantic, CT 06226
  • /18

    $165,500

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    28 Circle Dr, Windham, CT 06256

    Completely remodeled 3-bedroom, 2-bath mobile home in North Windham! This move-in-ready home has been thoughtfully updated throughout and features a brand-new roof, new appliances, and modern finishes from top to bottom. The interior offers a bright and functional layout with updated flooring, refreshed kitchen and bathrooms, and comfortable living space. With recent upgrades throughout, this

    Arielle Ruffin Choice Realty

    28 Circle Dr, Windham, CT 06256
  • /15

    $149,999

    • 3 Beds
    • 1 Bath
    • 1,204 Sq Ft

    137 Boulevard Rd, North Windham, CT 06256

    Tucked away on .63 private acres, this unique property offers endless possibilities for those seeking peace, privacy, and room to roam. The two-bedroom mobile home sits on its own land surrounded by nature. Enjoy open space conveniently located while still offering a secluded feel, this property is ideal for outdoor enthusiasts, investors, or anyone looking to escape the hustle and bustle.

    Antonio Incontro Countryside Realty

    137 Boulevard Rd, North Windham, CT 06256
  • /6

    $157,900

    • Land
    • 7,405 Sq Ft
    • $928,824 per Acre

    760 Main St, Willimantic, CT 06226

    Highly visible main street location in the middle of Willimantic's dining, retail, historic district, and municipal office area. Public water, sewer & gas, 57 ft road frontage, 12,500 traffic count with .17 of an acre in the B1 zone.

    Maxwell Lyman Lyman Real Estate

    760 Main St, Willimantic, CT 06226
  • /2

    $320,000

    $9K PRICE DROP Pre-Foreclosure
    • 3 Beds
    • 2 Baths
    • 1,254 Sq Ft

    17 Horizon Ave, Willimantic, CT 06226

    Very nice 3-bedroom, 2-bath home tucked at the end of a quiet cul-de-sac in Willimantic and it's ready for its next owner today. Gleaming hardwood floors flow throughout the main living areas, anchored by a cozy fireplace in the living room that makes this home feel like home the moment you walk in. The remodeled kitchen features updated appliances, and it is turnkey just unpack and start

    Jason Saphire www.HomeZu.com

    17 Horizon Ave, Willimantic, CT 06226
  • /21

    $215,000

    • 2 Beds
    • 1.5 Baths
    • 998 Sq Ft

    29 Kathleen Dr Unit 5C, Willimantic, CT 06226

    Move-in ready 2-bedroom, 1.5-bath townhouse-style condo offering comfortable, low-maintenance living in a desirable community. The main level features a spacious living room, a kitchen with updated appliances, designated dining area and a convenient half bath. Upstairs are two generously sized bedrooms and a full bathroom. The full basement provides abundant storage, washer and dryer hookups, and

    Brittany Kimlingen First Choice Realty

    29 Kathleen Dr Unit 5C, Willimantic, CT 06226
  • /34

    $360,000

    Open Sat 12PM - 2PM $35K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,228 Sq Ft

    15 Cracow Ave, Windham, CT 06280

    Welcome to 15 Cracow Ave in Windham, a beautifully updated 3-bedroom, 2-full-bath ranch offering the perfect blend of single-level living, modern finishes, and outdoor lifestyle. Step inside to an inviting open floor plan where the completely remodeled kitchen flows seamlessly into the dining area and spacious living room. The kitchen has been tastefully upgraded with quartz countertops,

    AJ Davis Better Homes and Gardens Real Estate Executive Real Estate

    15 Cracow Ave, Windham, CT 06280
  • /17

    $289,500

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,530 Sq Ft

    Unlisted Address

    Unique property! 1920s Dutch Colonial with many new upgrades. Small private lot that is easy to maintain. Front and rear porches. Adjacent to Amer ican Legion Field and close to Jillson Square. Come take a look! Kitchen cabinet doors are currently off, and are being given a fresh coat of white paint. They will be installed prior to closing.

    Ryan King Aspen Realty Group

    Unlisted Address
  • /38

    $229,000

    • 2 Beds
    • 1.5 Baths
    • 1,210 Sq Ft

    366 Ash St Unit 1, Willimantic, CT 06226

    End unit condo in one of the most sought-after complexes in Nice. Features include a modern kitchen with granite countertops, tile backsplash, and ample cabinet storage. The open-concept living and dining area boasts vaulted ceilings and an abundance of natural light from large windows. Main-level half bath for convenience. Upstairs, the spacious primary bedroom offers vaulted ceilings, a

    Jeanne Crum Home Selling Team

    366 Ash St Unit 1, Willimantic, CT 06226
  • /26

    $269,900

    • 2 Beds
    • 2 Baths
    • 1,220 Sq Ft

    41 Hilltop Dr Unit 48, North Windham, CT 06256

    Welcome to Oak Forest Village! This well-maintained 2-bedroom, 2-bath detached condo offers comfortable one-level living in a quiet, well-kept community and is ready for a new owner. The main floor features a bright living room, dining area, and a kitchen with center island seating, all filled with natural light. Enjoy the private deck overlooking a peaceful wooded setting, perfect for relaxing

    Katherine Hernandez Lantigua KW Legacy Partners

    41 Hilltop Dr Unit 48, North Windham, CT 06256
  • /28

    $399,999

    • 3 Beds
    • 2 Baths
    • 2,158 Sq Ft

    187 Tuckie Rd, North Windham, CT 06256

    Welcome to your own retreat! Perfectly positioned on a gorgeous, level 1 acre lot surrounded by mature trees, this beautifully maintained Cape offers the peaceful lifestyle you've been dreaming of. From the moment you arrive, you'll picture slow mornings spent on the charming front porch w/a cup of coffee and your favorite book, soaking in the quiet beauty that surrounds you. Out back, you'll

    Meghan Wininger Real Broker CT, LLC

    187 Tuckie Rd, North Windham, CT 06256
  • /11

    $269,000

    • 5 Beds
    • 1.5 Baths
    • 2,340 Sq Ft

    1008 Windham Rd, South Windham, CT 06266

    Do you need an IN-LAW apartment? A Home business? May even be a possible 2 family. It's Possible with this home. Check the Town Hall for all possibilities. VERY LARGE single-family home with 5 bedrooms and 1 1/2 bathrooms. Nice yard, HUGE Dining room, Large Kitchen, a dramatic entrance to the second level!!! Two separate decks, bay windows with lots of natural light. Property needs some work, but

    Victoria Schroeder Kazantzis Real Estate, LLC

    1008 Windham Rd, South Windham, CT 06266
  • /19

    $219,000

    $19K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,078 Sq Ft

    129 Walnut St, Willimantic, CT 06226

    Charming Antique Colonial - Prime Windham Location Step back in time and experience the warmth and character of this classic 1915 Antique Colonial, beautifully situated on a desirable corner lot in Windham. This inviting home offers four spacious bedrooms and one full bath, along with a generously sized living room perfect for relaxing or entertaining. The bright eat-in kitchen provides a

    Lisa Therecka Therecka & Associates LLC

    129 Walnut St, Willimantic, CT 06226
  • /13

    $315,000

    • 4 Beds
    • 2 Baths
    • 1,890 Sq Ft

    11 Type Rd, South Windham, CT 06266

    Investors and owner-occupants take notice! Well-maintained fully rented, with tenants in place, two-family home situated on a quiet dead-end street. Each unit offers 2 bedrooms, 1 full bath, and approximately 1,000 square feet of living space, providing spacious layouts and strong rental appeal. Separate utilities make management simple, while laundry hookups in the basement add convenience for

    Stephen Galinat Home Selling Team

    11 Type Rd, South Windham, CT 06266

Home Price Trends

Median Sale Price
$374,450
Median Single Family Sale Price
$379,000
Median Townhouse Sale Price
$505,000
Median 2 Bedroom Sale Price
$229,500
Average Price Per Sq Ft
$224
Number of Homes for Sale
6
Last 12 months Home Sales
42
Months of Supply
1.70
Median List Price
$382,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
21%
How to Buy a Home How to Finance a Home How to Sell a Home