Windham CT Real Estate

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120 North Street Windham CT 06226

MLS Number 24204552

  • Multi Family Multi-Family For Sale
  • Square Feet 3,389
  • Acreage 0.26
  • Bedrooms 10
  • Bathroom 5

Income producing multi family property offering a strong opportunity for investors or owner occupants alike. One unit is currently not leased, providing immediate leasing potential or flexibility for owner occupancy. Property presents the opportunity to generate rental income with additional upside potential over time. Detached garage offers added utility with potential for storage, workshop space, or future supplemental income opportunities. Conveniently located near Eastern Connecticut State University, downtown Willimantic, shopping, dining, and major commuter routes. Great opportunity to add a multifamily asset to an investment portfolio. One of the parties to the LLC has an active real estate license.

Listed by Michelle Mandel of Carl Guild & Associates

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 Scarborough Road Windham CT 06280

Windham, CT7 Scarborough Road

Price$499,900

Est. Mortgage: $/month

MLS Number 24210893

  • Single Family
  • Square Feet 1,664
  • Bedrooms 3
  • Bathroom 3
  • Year Built 2026

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!

Listed by Cathyann M. Schulte of Countryside Realty

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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28 Pleasant Street Windham CT 06226

MLS Number 24204645

  • Multi Family Multi-Family For Sale
  • Square Feet 2,674
  • Acreage 0.53
  • Bedrooms 5
  • Bathroom 3

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

Listed by Kathy Dubay of I.M.A. Realty LLC

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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260 Summit Street Windham CT 06226

MLS Number 24185574

  • Multi Family Multi-Family For Sale
  • Square Feet 2,939
  • Acreage 0.13
  • Bedrooms 9
  • Bathroom 4

Opportunity awaits with this multi-family property in Willimantic. Featuring multiple residential units with a mix of layouts, this property offers flexibility for both investors and owner-occupants seeking rental income. Conveniently located near Eastern Connecticut State University, shopping, restaurants, parks, public transportation, and major commuter routes. Separate living spaces provide privacy for occupants while the property's central location adds to its long-term appeal. Whether you're looking to expand your investment portfolio or offset your housing costs with rental income, this property presents a versatile opportunity in a convenient location. One of the parties to the LLC has an active real estate license.

Listed by Michelle Mandel of Carl Guild & Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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187 Tuckie Road Windham CT 06256

Windham, CT187 Tuckie Road

Price$380,000

Est. Mortgage: $/month

MLS Number 24192900

  • Single Family
  • Square Feet 2,158
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1967

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 fall in love w/the expansive backyard. An incredible space for entertaining, backyard bbq's, gatherings, gardening or simply enjoying the serenity of your own private oasis. Inside, you'll find over 2,100 square feet of warm, inviting living space featuring 3 spacious bedrooms + 2 full bathrooms designed for comfortable everyday living. The open concept layout seamlessly connects the kitchen, complete with stainless steel appliances, a center island and ample seating, to the dining area and cozy family room with a beautiful brick fireplace, creating the perfect space for gathering with family and friends. The flexible floor plan includes a convenient 1st floor bedroom w/sliders that lead to your back deck + gleaming hardwood floors flow throughout much of the home. A 2nd fireplace creates an add'l cozy living space, perfect for relaxing after a long day. The partially finished LL is where the possibilities truly come to life. Whether you've been dreaming of a home office, media room, fitness studio or playroom, this versatile space is is a blank canvas ready to fit your lifestyle.

Listed by Meghan Wininger of Real Broker CT,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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45 Whittemore Street Windham CT 06226

Windham, CT45 Whittemore Street

Price$374,900

Est. Mortgage: $/month

MLS Number 24184708

  • Single Family
  • Square Feet 1,718
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1967

Welcome home to this lovingly maintained 3-bedroom, 2-bath Ranch set on nearly half an acre in Willimantic. A welcoming slate-tiled foyer leads into a spacious living room that flows seamlessly into the dining area, creating a bright and inviting space filled with natural light. The eat-in kitchen features warm wood cabinetry, granite countertops, and ample workspace for meal preparation. Step outside to the composite deck overlooking the fenced backyard, perfect for relaxing, entertaining, gardening, or play. The home offers a primary suite with a private bath and two additional bedrooms. Laundry is currently located in the third bedroom but can easily be relocated to the basement, where washer and dryer hookups already exist. The walkout lower level is unfinished and offers endless possibilities for future expansion, including additional living space, a home office, gym, or potential in-law setup. Additional features include a spacious two-car garage with storage, central air, a boiler and heat pumps for efficient heating and cooling. Move right in and make it your own!

Listed by Nadia Kachwaha of KW Legacy Partners

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$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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19 Bellevue Street Windham CT 06226

MLS Number 24210038

  • Multi Family Multi-Family For Sale
  • Square Feet 2,678
  • Acreage 0.14
  • Bedrooms 5
  • Bathroom 2

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.

Listed by Kris J. Lippi of Get Listed Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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207 Summit Street Windham CT 06226

MLS Number 24195071

  • Single Family
  • Square Feet 2,318
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1892

Step into a truly one-of-a-kind home where history, character, and creativity come together. Originally built circa 1892 as the historic Hilltop Hose Company No. 3 Firehouse, this remarkable property has been thoughtfully transformed into an eclectic single-family residence while honoring its architectural roots. The 1,000-square-foot first floor offers an expansive open layout with soaring ceilings, creating an impressive space for everyday living and entertaining. Nearly as spacious, the versatile third-floor retreat includes a full bathroom, extensive built-in storage, counter space, and a private balcony-making it ideal as a generous primary suite, guest room, living area, home office, creative studio, or flexible multigenerational living space. Distinctive Art Deco-inspired design elements add personality throughout, creating a home unlike any other. The composite and stone patio, landscaped yard, and the refreshing shade of mature trees make it an ideal spot to enjoy your morning coffee or unwind at the end of the day. The impressive stone foundation basement boasts high ceilings, a laundry area with utility sink, and clean storage space. Conveniently located near Eastern Connecticut State University, downtown Willimantic's restaurants, shops, entertainment, and local events, with easy access to Route 6 and a short drive to UConn. A rare opportunity to own a distinctive property where historic charm and modern comfort blend into an unforgettable place to call home.

Listed by Sue Esposito of Home Selling Team

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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14 Carey Street Windham CT 06226

Windham, CT14 Carey Street

Price$299,900

Est. Mortgage: $/month

MLS Number 24187426

  • Multi Family Multi-Family For Sale
  • Square Feet 2,700
  • Acreage 0.27
  • Bedrooms 6
  • Bathroom 3

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. Whether you're looking to expand your investment portfolio, live in one unit and rent the other, or accommodate extended living arrangements, this multi-family home offers versatility, functionality, and long-term value. Sold as is where is. Needs work

Listed by Amy P. Rio of Better Homes and Gardens Real Estate Executive Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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349 Mansfield Avenue Windham CT 06226
Open House

MLS Number 24201525

  • Single Family
  • Next Open House: Sat 10/17 1:30 pm. to 3:00 pm.
  • Square Feet 1,336
  • Bedrooms 3
  • Bathroom 1

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!

Listed by Paul Cutler of Keller Williams Realty Gr.Worc

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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14 Tunxis Lane Windham CT 06226

Windham, CT14 Tunxis Lane

Price$295,000

Est. Mortgage: $/month

MLS Number 24203041

  • Single Family
  • Square Feet 804
  • Bedrooms 3
  • Bathroom 1
  • Year Built 1978

Welcome to 14 Tunxis Lane! This well-maintained 3-bedroom, 1-bathroom home is move-in ready and offers a wonderful opportunity for its next owner. Recent improvements include newer windows, a new front entry door, and refreshed landscaping, enhancing both curb appeal and functionality. Situated near a quiet cul-de-sac, the property offers a peaceful and private setting with a spacious back and side yard - a rare find in this area. The home has been thoughtfully maintained over the years and provides a comfortable layout with plenty of opportunity to personalize and make it your own. The lower level offers additional space and potential for a future second bathroom, providing an opportunity to expand the home's functionality and value. Whether you're a first-time buyer, downsizing, or simply looking for a well-cared-for home in a private setting, 14 Tunxis Lane is a rare opportunity you won't want to miss!

Listed by Justin Marino of Marino Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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86 Chestnut Street Windham CT 06226

MLS Number 24201649

  • Multi Family Multi-Family For Sale
  • Square Feet 1,560
  • Acreage 0.16
  • Bedrooms 4
  • Bathroom 2

INVESTOR OPPORTUNITY IN WILLIMANTIC! Bring your vision to 86 Chestnut Street, an approximately 1,560 SF multifamily property. Originally built in 1887, the property offers timeless architectural character and charm rarely found in newer construction. Conveniently located near downtown Willimantic, Eastern Connecticut State University, shops, restaurants, services, and major area routes. Offered AS-IS, providing an opportunity to renovate and customize to your investment strategy. The property's character, layout, location, and value-add potential make this an excellent opportunity for an investor or owner-occupant. Cash or conventional financing only. No government financing. Buyer to conduct their own due diligence regarding condition, zoning, intended use, and renovation potential.

Listed by Marcus Hamilton of CENTURY 21 Shutters & Sails

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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