Windham CT Real Estate

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232 North Street Windham CT 06226

MLS Number 24190236

  • Single Family
  • Square Feet 2,006
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1890

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 wood-burning fireplace that creates a warm and inviting atmosphere. The oversized rooms provide exceptional flexibility. Outside, enjoy relaxing on the covered front porch or entertaining on the beautiful bluestone paver patio. Additional highlights include newer replacement windows, a one-car detached garage and mature landscaping that enhances the home's curb appeal. This property presents an excellent opportunity seeking a home with income potential. Conveniently located near Eastern Connecticut State University, shopping, restaurants, parks and major commuter routes, this is a rare opportunity to own a classic Colonial in one of Willimantic's most sought-after neighborhoods.

Listed by Derek Eisenberg of Continental Real Estate

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$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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

Open House

MLS Number 24187426

  • Multi Family Multi-Family For Sale
  • Next Open House: Sat 07/25 12:00 pm. to 2:00 pm.
  • Square Feet 2,700
  • Acreage 0.27
  • Bedrooms 6

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

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$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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39 Selden Street Windham CT 06226

Windham, CT39 Selden Street

Price$299,000

Est. Mortgage: $/month

Coming Soon

MLS Number 24192959

  • Single Family
  • Square Feet 1,263
  • Bedrooms 3
  • Bathroom 1
  • Year Built 1950

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 gardening and outdoor enjoyment. Recent updates include new flooring in the foyer, kitchen, and hallway, plus additional remodeling throughout and a new water heater! A partially finished lower level provides extra living space. Conveniently located near Routes 6, 32, and 66 with easy access to Hartford, New London, Worcester, Eastern Connecticut State University, and UConn.

Listed by Cassie Ryniewicz of CR Premier Properties

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$
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$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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Windham CT 06226

Windham, CT

Price$289,500

Est. Mortgage: $/month

MLS Number 24191945

  • Single Family
  • Square Feet 1,530
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1920

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.

Listed by Ryan King of Aspen Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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41 Hilltop Drive Windham CT 06256

MLS Number 24190954

  • Condo
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,220
  • Year Built 2001

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 and enjoying the outdoors. The attached garage provides added convenience, and the detached design offers the feel of a single-family home with the benefits of condo living. The walk-out lower level offers abundant storage space and room for a workshop, home gym, or other uses. Move right in and make it your own. Conveniently located near UConn, ECSU, Windham Hospital, shopping, dining, golf courses, and the Airline State Park Trail. Property is being sold AS-IS.

Listed by Katherine Hernandez Lantigua of KW Legacy Partners

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$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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1008 Windham Road Windham CT 06266

MLS Number 24190067

  • Single Family
  • Square Feet 2,340
  • Bedrooms 5
  • Bathroom 2
  • Year Built 1950

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 the elbow grease will make you TONS of equity. Come look and make an offer!!!

Listed by Victoria Schroeder of Kazantzis Real Estate,LLC

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$
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$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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220 Plains Road Windham CT 06280

MLS Number 24180936

  • Land
  • Acreage 25.7
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning R3

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.

Listed by Rick Nassiff of KW Legacy Partners

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$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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366 Ash Street Windham CT 06226

MLS Number 24189211

  • Condo
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,210
  • Year Built 1988

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 skylight, and plenty of sunlight. Full bathroom with tub and shower combo. Enjoy a prime location-just a short walk to town, with access to parks, dining, shopping, and more. Lower level can be finished for additional living space.

Listed by Jeanne L. Crum of Home Selling Team

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$
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$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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129 Walnut Street Windham CT 06226

MLS Number 24159602

  • Single Family
  • Square Feet 1,078
  • Bedrooms 4
  • Bathroom 1
  • Year Built 1915

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 welcoming space for gatherings and everyday living. Enjoy peaceful mornings or cozy seasonal evenings in the sun-filled three-season room, complete with stairs leading directly out to the backyard. The property is surrounded by a charming white picket fence, enhancing its timeless New England appeal. A standout feature is the impressive two-story garage with access from two streets, offering exceptional convenience, storage, or potential workshop space. The full walk-out lower level adds additional functionality and flexibility. Ideally located close to local colleges, this property presents an excellent opportunity for investors, owner-occupants, or those seeking rental potential. Enjoy nearby delicious eateries, unique shops, and easy commuting access to surrounding towns and major routes. This is a truly charming and classic New England home that must be seen to be fully appreciated.

Listed by Lisa M. Therecka of Therecka & Associates LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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29 Kathleen Drive Windham CT 06226

Windham, CT29 Kathleen Drive

Price$215,000

Est. Mortgage: $/month

MLS Number 24190308

  • Condo
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 998
  • Year Built 1987

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 potential for additional finished living space. Major mechanical updates include a new heating system, central air conditioning, and water heater, all replaced within the past year. Additional highlights include an attached one-car garage, driveway parking for two vehicles, and access to community tennis courts. Conveniently located near shopping, restaurants, and major routes while offering a quiet residential setting. A great opportunity for owner-occupants or investors alike.

Listed by Brittany Kimlingen of First Choice Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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 Circle Drive Windham CT 06256

MLS Number 24171622

  • Single Family
  • Square Feet 1,152
  • Bedrooms 3
  • Bathroom 2
  • Year Built 2001

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 home provides a great opportunity for affordable, low-maintenance living. Conveniently located close to shopping, restaurants, and local amenities.

Listed by Arielle Ruffin of Choice Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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760 Main Street Windham CT 06226

Windham, CT760 Main Street

Price$157,900

Est. Mortgage: $/month

MLS Number 24172978

  • Land
  • Acreage 0.17
  • Co List Office Name Lyman Real Estate
  • MLS Status Active
  • Other Amenities Waterfront

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.

Listed by Maxwell Lyman and Ron Lyman of Lyman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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