6,016

Windham, CT Homes

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  • /34

    $599,000 Open House 8/10

    • 4 Beds
    • 3.5 Baths
    • 4,476 Sq Ft

    104 Windham Center Rd, Windham, CT 06280

    Elegant, Greek Revival Colonial home in historic Windham Center completely remodeled in 2005 by New England Design. This four bedroom, 3 full and one half bath features the charm and craftsmanship of bygone days with all of the convenience of modern day living. Three fireplaces, granite and marble flooring, graceful touches such as mahogany paneling in the study, bookcases, built ins, moldings,

    Lawrence Ross Weichert,REALTORS-Four Corners

    104 Windham Center Rd, Windham, CT 06280
  • 241 Ballamahack Rd, Windham, CT 06280

    $340,000 Sold Jun 13, 2025

    • 1,878 Sq Ft
    • $181/SF
    • 42 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1954

    241 Ballamahack Rd, Windham, CT 06280

    Welcome to this charming Cape Cod-style home set on 1.39 peaceful acres in. This beautifully maintained property boasts a brand-new kitchen with modern finishes, along with a bright bay window that floods the space with natural light. Step outside to enjoy the enclosed seasonal in-ground pool-perfect for relaxing and entertaining during the warmer months, all while offering added privacy and

    Sonja Perpignan ERA Key Realty Services

    241 Ballamahack Rd, Windham, CT 06280
  • /19

    $239,000

    • 4 Beds
    • 1 Bath
    • 1,078 Sq Ft

    129 Walnut St, Willimantic, CT 06226

    Charming antique 1915 home in down town Willimantic on a beautiful corner lot showcasing its 20th century craftsmanship. The authentic wooden white picket fence is a beautiful addition to all of the craftsmanship . A two story carriage house style garage detached from the home offering an abundance of space and access onto two roads. Conveniently just walking distance from Eastern CT State

    Lisa Therecka Therecka & Associates LLC

    129 Walnut St, Willimantic, CT 06226
  • 469 Pleasant St, Willimantic, CT 06226

    $350,000 Sold Jun 12, 2025

    • 2,947 Sq Ft
    • $119/SF
    • 3 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1890

    469 Pleasant St, Willimantic, CT 06226

    Large two-family house perfect for an investment. Maybe live in one unit while collecting rent on the other. Each unit is over 1,400 square feet! 3 good size bedrooms in each, lots of closet space. 2 bathrooms downstairs and 1 bathroom upstairs. These 2 units could use some TLC, but not enough that you can't live there while fixing things up. Most of the carpeting is covering up hardwood floors.

    Matthew Noren RE/MAX Bell Park Realty

    469 Pleasant St, Willimantic, CT 06226
  • /18

    $274,900

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    20 Greystone St, Willimantic, CT 06226

    Fully renovated 3 bedroom, 1 1/2 Bathrooms on a level lot. Updated plumbing, electrical, insulation, furnace, water heater, roof, appliances, kitchen, all new windows and framed in basement ready for completion to add additional bedrooms or space. All public utilities. Dont miss your chance to see this move in ready home !

    Frank Fonteyn Prestige Realty Group

    20 Greystone St, Willimantic, CT 06226
  • 2 Skyline Dr, North Windham, CT 06256

    $279,000 Sold Jun 12, 2025

    • 1,311 Sq Ft
    • $213/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    2 Skyline Dr, North Windham, CT 06256

    Get ready to move into this wonderful 3 Bedroom single family detached condo with 2 full baths and hardwood floors. Updates include remodeled kitchen, new appliances, furnace, a/c and roof to name just a few items. Nothing to do except pack your bags! Conveniently located close to UCONN, ECSU and the airline trail.

    Lea Borgne Coldwell Banker Realty

    2 Skyline Dr, North Windham, CT 06256
  • /40

    $449,900

    • 3 Beds
    • 3.5 Baths
    • 2,389 Sq Ft

    80 Tuckie Rd, Windham, CT 06280

    Beautiful Contemporary on 2.06 acres of professionally landscaped grounds. Home is set back off the road allowing for privacy and space. Walk thru the front door and there is a first floor bedroom and full bath for single floor living if that is what you need. As you continue on it opens up to an open floor plan with soaring vaulted ceilings, skylights and large windows which bring in amazing

    Lisa Pekala Century 21 Clemens Group

    80 Tuckie Rd, Windham, CT 06280
  • 64 Parish Hill Rd, North Windham, CT 06256

    $375,000 Sold Jun 12, 2025

    • 1,260 Sq Ft
    • $298/SF
    • 10 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1951

    64 Parish Hill Rd, North Windham, CT 06256

    Welcome to Parish Hill Road in N. Windham - a rare opportunity to own a home that has been lovingly cared for by its original owner! This charming Cape style home features 3 spacious bedrooms, including a desirable first-floor primary bedroom, and a full bathroom conveniently located on the main floor. Offering 1,260 square feet of living space, this 1951-built gem sits on a sprawling 8.39-acre

    Melinda Walencewicz eXp Realty

    64 Parish Hill Rd, North Windham, CT 06256
  • /5

    $235,000

    • 4 Beds
    • 2 Baths
    • 2,259 Sq Ft

    434 Pleasant St, Willimantic, CT 06226

    This 2 story multi-family gem offers two spacious 2-bedroom, 1-bath units (approx. 1,100 sq ft each), one upstairs and one downstairs-both currently leased by long-term tenants with separate utilities, providing hassle-free rental income. Many upgrades have already been done here. Schedule a showing for a better look of this property. Check agent remarks

    Chad Saba I.M.A. Realty LLC

    434 Pleasant St, Willimantic, CT 06226
  • 46 Lions Way, Windham, CT 06256

    $105,500 Sold Jun 12, 2025

    • 1,296 Sq Ft
    • $81/SF
    • 71 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2005

    46 Lions Way, Windham, CT 06256

    Welcome to affordable one-level living, in this three-bedroom, two-bathroom home! The home has a well-maintained 2-car driveway and a ramp leading up into the home. A grand covered front porch is found on the front of the home, a perfect place to enjoy a peaceful morning. The house features an open kitchen, living, and dining room, ideal for entertaining! The house has a laundry room with a great

    Ryan Lamb RE/MAX Coast and Country

    46 Lions Way, Windham, CT 06256
  • /26

    $115,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    49 Haley Ln, Windham, CT 06256

    Spacious 3-bedroom, 2-bath home in Stonegate Manor! This 1,296 sq ft 2004 mobile home offers a functional layout with large rooms and solid construction. Convenient Windham location, close to shopping, dining, and highways. Great potential to make it your own!

    Dillon Cass eRealty Advisors, Inc.

    49 Haley Ln, Windham, CT 06256
  • 211 Roanoak Ave, Willimantic, CT 06226

    $280,000 Sold Jun 11, 2025

    • 1,312 Sq Ft
    • $213/SF
    • 2 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1979

    211 Roanoak Ave, Willimantic, CT 06226

    Welcome to 211 Roanaok Ave! This charming 4-bedroom house is the perfect blend of comfort and practicality, featuring one well-appointed bathroom. Nestled in a colorful neighborhood, this property boasts a delightful flower garden adorned with vibrant perennials that bloom throughout the seasons, creating a picturesque outdoor space. Bedrooms: Four bedrooms provide ample space for family or

    Sharon Watson Stokland List N Show LLC

    211 Roanoak Ave, Willimantic, CT 06226
  • /36

    $484,999

    • 8 Beds
    • 4 Baths
    • 4,808 Sq Ft

    40 Elm St, Willimantic, CT 06226

    ATTENTION INVESTORS!!! This incredible 10 CAP investment Opportunity for 4 units across 2 2-family properties may be exactly what you're looking for!!! Discover the potential in this centrally located low overhead property. With strong rental demand from nearby ECSU, Uconn and in the general market, vacancy will not be a problem. Tenant amenities include large backyards, with privacy and gardens.

    Robyn Letourneau Berkshire Hathaway NE Prop.

    40 Elm St, Willimantic, CT 06226
  • 117 Bridge St, Willimantic, CT 06226

    $410,000 Sold Jun 04, 2025

    • 4,155 Sq Ft
    • $99/SF
    • 4 Days On Market
    • 8 Beds
    • 3 Baths
    • Built 1880

    117 Bridge St, Willimantic, CT 06226

    Make your 3-family owning dreams a reality with 117 Bridge Street! The first and second unit have nearly identical floor plans with 3-bedrooms, soaring ceilings, large rooms and original pocket doors. Both are occupied by long-term, consistent tenants! Unit 3 is an unoccupied 2-bedroom and recently turned over with new carpets, light fixtures and paint- ready for owner occupied or your own

    Amanda Lamborn Compass Connecticut, LLC

    117 Bridge St, Willimantic, CT 06226
  • /32

    $489,999

    • 8 Beds
    • 4 Baths
    • 3,828 Sq Ft

    389 Pleasant St, Windham, CT 06226

    Prime Investment Opportunity in Willimantic! Excellent potential in a high-demand, low vacancy location. With strong bones, proximity to ECSU, public transit and downtown this property is perfect for investors or house hackers looking to build equity fast. NEW ELECTRIC PANELS, NEW HEAT AND HOT WATER FURNACES. Combine with other listed Willimantic properties: Elm st., Jackson St., and Chapman St.

    Robyn Letourneau Berkshire Hathaway NE Prop.

    389 Pleasant St, Windham, CT 06226
  • 29 Horn Rd, Windham, CT 06280

    $360,000 Sold Jun 03, 2025

    • 1,512 Sq Ft
    • $238/SF
    • 3 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1974

    29 Horn Rd, Windham, CT 06280

    *****We have received multiple offers on this listing. The sellers have requested highest and best offers by Monday 4/21 at 7:00pm.***** This Raised Ranch is in excellent condition, and has much to offer. Gleaming hardwood floors throughout, fireplaces with inserts on both levels, brand new carpeting in the LL family room, newer appliances, a Generac Whole house generator ($13K), and a Mitsubishi

    Douglas Murphy Weichert,REALTORS-Four Corners

    29 Horn Rd, Windham, CT 06280
  • /35

    $599,999

    • 12 Beds
    • 5 Baths
    • 4,466 Sq Ft

    136 Chapman St, Windham, CT 06226

    INVESTORS TAKE NOTE!! LOW VACANCY in Windham county. 5-unit Investment Property with Strong Cash Flow! Located in the heart of Willimantic, this fully occupied property offers easy maintenance, off street parking, and stable tenants. GOI: $82,560 Other income: $2400 Expenses: $71,628 NOI: $71,628 12 CAP Combine with other listed willimantic properties: Elm st., Jackson St., and Pleasant St. as a

    Robyn Letourneau Berkshire Hathaway NE Prop.

    136 Chapman St, Windham, CT 06226
  • 19 Lions Way, North Windham, CT 06256

    $150,000 Sold Jun 02, 2025

    • 1,296 Sq Ft
    • $116/SF
    • 23 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2005

    19 Lions Way, North Windham, CT 06256

    Welcome home to this beautifully updated 2005 mobile home that exudes warmth and charm. Boasting 3 cozy bedrooms, including a primary ensuite, and 2 bathrooms, this residence is designed with comfort in mind. The open floor plan creates an inviting space perfect for gathering with loved ones or enjoying quiet evenings. Nestled on a peaceful level lot, the home sparkles with modern upgrades,

    Kimberly Mauro Executive Real Estate Inc.

    19 Lions Way, North Windham, CT 06256
  • /40

    $485,000

    • 8 Beds
    • 3.5 Baths
    • 5,134 Sq Ft

    4 Main St, Willimantic, CT 06226

    Terrific Investment Opportunity! Don't miss this rare chance to own a well-maintained multi-unit property with strong income potential. The main house features a spacious layout with 5 bedrooms, ideal for large households or rental flexibility. Behind the main home, you'll find a separate 2-bedroom unit, perfect for extended family or additional rental income. Additionally, there's a third unit-a

    Tammy Arute Arute Realty Group LLC

    4 Main St, Willimantic, CT 06226
  • 4 Gifford Ave, Willimantic, CT 06226

    $219,900 Sold Jun 02, 2025

    • 1,036 Sq Ft
    • $212/SF
    • 27 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1971

    4 Gifford Ave, Willimantic, CT 06226

    INVESTORS TAKE NOTICE! Spacious Raised Ranch situated on a large corner lot with city water and sewer! Features a walkout basement and private back patio-perfect for added living space or entertaining. Ample parking for tenants or guests. Tenant-occupied and being sold AS-IS, WHERE-IS-an excellent investment opportunity with instant income potential!

    Dennis Golden Real Broker CT, LLC

    4 Gifford Ave, Willimantic, CT 06226
  • /32

    $125,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    8 Haley Ln, North Windham, CT 06256

    Spacious 3-Bedroom Home in Stonegate Manor!! This well-maintained 3-bedroom, 2-bath mobile home offers 1,296 square feet of comfortable living in the desirable Stonegate Manor community. Built in 2003, it features a functional layout with generous room sizes, a solid structure, and excellent potential for customization. Conveniently located in Windham, you're just minutes from shopping, dining,

    Jason Boice eXp Realty

    8 Haley Ln, North Windham, CT 06256
  • 294 North St, Willimantic, CT 06226

    $320,000 Sold Jun 02, 2025

    • 1,200 Sq Ft
    • $267/SF
    • 8 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 2005

    294 North St, Willimantic, CT 06226

    Checkout the new photos! Quality built home with one floor living in a quiet neighborhood. Hardwood flooring throughout. Inviting front porch and bright rear sunroom to enjoy the views of the private backyard. Large kitchen with dining area and sliders. Attached 2 car garage with paved driveway. Large family room in the lower level is just waiting for some finish work. There is also plumbing in

    Rick Loranger Coldwell Banker Realty

    294 North St, Willimantic, CT 06226
  • /40

    $320,000

    • 6 Beds
    • 2 Baths
    • 2,981 Sq Ft

    87 North St, Willimantic, CT 06226

    TWO HOUSES ON ONE PROPERTY! This unique investment opportunity at 87-89 North Street in Willimantic, CT, presents a compelling proposition for investors. The property comprises TWO single-family homes situated on a single lot, each with its own driveway and access to a large garage located conveniently on the front house's driveway. The rear house, a charming 1,224 square-foot dwelling,

    Toni Iandoli William Pitt Sotheby's Int'l

    87 North St, Willimantic, CT 06226
  • 32 Crystal Rd, North Windham, CT 06256

    $275,000 Sold May 30, 2025

    • 1,267 Sq Ft
    • $217/SF
    • 24 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1991

    32 Crystal Rd, North Windham, CT 06256

    Welcome to this 1992 classic Cape 1,267-square-foot home has a nice layout, two bedrooms, 2 full baths, a large kitchen, mudroom, large yard, and hardwood floors in the living/dining room. It is located on a nice level lot and has a screened porch, sauna, garden area, two-car detached garage, and more. Close to MA and RI, minutes from Eastern University, UCONN, shopping centers, and dining.

    Marta Lisowska Realtor KW KW Legacy Partners

    32 Crystal Rd, North Windham, CT 06256
  • /13

    $330,000

    • 5 Beds
    • 2 Baths
    • 2,200 Sq Ft

    9 Ann St, Willimantic, CT 06226

    2 family house on a quiet street. First floor is a 2 bed 1 bath with hardwood floors throughout. Direct access to their side of the basement. Front foyer, eat in kitchen, living room. Second unit is the 2nd floor & 3rd floor and open, perfect for owner occupied multifamily. 2 bedrooms on the upper level with new carpet. Kitchen, dining room, living room, bathroom and 1 bedroom on the second floor

    david breau eXp Realty

    9 Ann St, Willimantic, CT 06226
  • 141 Oak St, Willimantic, CT 06226

    $315,000 Sold May 27, 2025

    • 1,560 Sq Ft
    • $202/SF
    • 4 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1935

    141 Oak St, Willimantic, CT 06226

    Welcome to 141 Oak St, a fantastic home nestled in the hill section of Willimantic! This lovingly maintained 3-bedroom, 1.5-bathroom home boasts stunning oak floors, adding warmth and character to every room. The spacious layout features generously sized rooms. The main floor includes a large living room, centralized kitchen with butler pantry, half bath, formal dining room and a bright and

    Brittany Kimlingen First Choice Realty

    141 Oak St, Willimantic, CT 06226
  • /18

    $127,500

    • 2 Beds
    • 1 Bath
    • 790 Sq Ft

    270 S Windham Rd Unit 63, Willimantic, CT 06226

    Welcome to 270 S Windham Road in Willimantic, CT! This beautifully updated first-level condo offers the perfect blend of comfort and convenience. Ideal for first-time buyers, downsizers, or investors, this well-maintained unit features modern finishes and a thoughtfully designed layout. Step inside to discover a bright, freshly painted living space with newer flooring and stylish updated

    Mary Mercer Executive Real Estate Inc.

    270 S Windham Rd Unit 63, Willimantic, CT 06226

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