Windham CT Real Estate

Windham CT 06256

Windham, CT, North Windham

Price$999,000

Est. Mortgage: $/month

Coming Soon

MLS Number 24137805

  • Single Family
  • Square Feet 1,808
  • Bedrooms 3
  • Bathroom 2
  • Year Built 2004

Tucked away on over 70 acres of pristine, secluded land, 254 Beaver Hill in Windham offers a rare blend of craftsmanship, privacy, and versatility. The custom-built 1,808 sq ft home features three bedrooms and two full baths, hardwood floors and trimed with timber harvested directly from the property-an homage to its natural surroundings. A walk-out basement, once a woodworking haven, invites creativity or can be transformed into a vibrant recreational space. For equestrians, the expansive 96 x 150, 14,400 sq ft barn/arena is a dream come true, with 11 box stalls flanking the arena under one roof, a wide aisle for grooming and tacking, and a spacious tack room with handcrafted lockers. The 40 x 44, 1,920 sq ft insulated and heated shop building accommodates six or more vehicles, toys, or equipment, has a 400 amp service making it ideal for hobbyists or professionals alike. Super dog-friendly, the property even includes a regulation dock diving pool for canine competitors. Whether you're seeking a private retreat, a working farm, or a haven for horses and dogs, this property delivers.

Listed by Lori A. Vogel of William Raveis Real Estate

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$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 2025
* 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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337 South Windham Road Windham CT 06226

Windham, CT337 South Windham Road

Price$469,000

Est. Mortgage: $/month

MLS Number 24117815

  • Single Family
  • Square Feet 2,905
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1850

This charming four-bedroom, two-and-a-half-bathroom home offers 2,905 square feet of comfortable living space that offers both style and functionality. The thoughtfully designed layout provides ample room for daily life and entertaining, with well-appointed bedrooms including a spacious primary bedroom that serves as your personal retreat. The kitchen becomes the heart of the home where morning coffee rituals and evening dinner preparations unfold naturally. Multiple bathrooms ensure convenience during busy mornings, while the additional half-bath proves invaluable when hosting guests. Living areas flow seamlessly, creating spaces where family movie nights and quiet reading sessions coexist beautifully. Located in a peaceful Willimantic neighborhood, this property places you within easy reach of local amenities and recreational opportunities. The nearby Windham Fish and Game Club offers outdoor enthusiasts a chance to connect with nature, while Bob's Windham IGA provides convenient grocery shopping just minutes away. Cultural enrichment awaits at the Arts at the Capitol Theater, bringing entertainment and community events to your doorstep. The surrounding area balances small-town charm with practical accessibility to larger metropolitan areas. This home represents an opportunity to establish roots in a community that values both tranquility and convenience. Don't miss your opportunity to make this your home today! Sold As-Is.

Listed by Alexia Andrade of US Asset Realty

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$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 2025
* 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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244 Jerusalem Road Windham CT 06280

Windham, CT244 Jerusalem Road

Price$462,000

Est. Mortgage: $/month

Open House

MLS Number 24139319

  • Single Family
  • Next Open House: Sun 11/16 1:00 pm. to 3:00 pm.
  • Square Feet 1,622
  • Bedrooms 3
  • Bathroom 3

Newly constructed 3 bedroom, 2 1/2 bathrooms Raised Ranch style home that is move in ready. Fully finished lower level including finished 2 car garage, 1/2 bath and laundry room, recreation room with potential for 4th bedroom or in-law and utility room. Custom-build quality with high energy efficient features. Closet shelving installed, quality lighting fixtures and appliances. Nicely landscaped house site with mature trees and stone walls. Newly paved driveway and additional car port for 2 cars included. All nicely situated on a country lot with a 12X16 deck to enjoy the sunshine!

Listed by Patricia P. Brown and Gina R. Wentworth of Lebanon Green Real Estate

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$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 2025
* 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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121 Highland View Drive Windham CT 06266

Windham, CT121 Highland View Drive

Price$454,000

Est. Mortgage: $/month

MLS Number 24133450

  • Single Family
  • Square Feet 1,200
  • Bedrooms 3
  • Bathroom 2
  • Year Built 2025

To Be Built- Expected completion December-2025-January 2026 Split Level home, with an open kitchen/dining/living area. Primary bedroom suite with a full bath and walk in closet on one side of the house, with 2 more bedrooms, and a full bath on the other side. Also includes a 2 car garage, rear deck and Potential to finish lower level All set on a flat lot in an existing subdivision. Still time to pick colors and finishes *This is to be built photos are from similar builds recently completed*

Listed by Timothy Morse of Alliance Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 2025
* 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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4 Jerusalem Road Windham CT 06280

Windham, CT4 Jerusalem Road

Price$399,900

Est. Mortgage: $/month

MLS Number 24138219

  • Single Family
  • Square Feet 1,938
  • Bedrooms 3
  • Bathroom 2
  • Year Built 2001

Welcome to this Classic Cape styled home in Windham, CT-where timeless charm meets everyday convenience. Set on a flat ad spacious l in an HIGHLY DESIRED location, this 3-bed, 2-full-bath home offers an easy, flexible layout for today's living. The main level features a sun-filled living room with hardwood floors and a well-appointed updated kitchen with plenty of storage and prep space, perfect for weeknight dinners or weekend hosting. Designated space for a dining room table. A gorgeous sun room off the kitchen. The first-floor primary bedroom is super spacious with a large walk in closet and vaulted ceilings. Large family room on the lower level of the home. Upstairs, you'll find two additional bedrooms with large windows and a second full bath. New Tesla charger installed that is compatible for electric cars. A Buderus Furnace and Newer Stainless Heat Flo Water Heater . Located on Nearly Two Park Like Acres. Lined with Quaint Stone Walls Along The Properties Entrance. Outside you will find a suana, a newly fenced in portion of the yard perfect for those who have pets and a shipping container used for additional storage. Outside, the level yard creates a true extension of your living space-great for gardens, play, and a turn around driveway!

Listed by Skyla Gagnon of RE/MAX Bell Park Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 2025
* 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 Spring Street Windham CT 06226

MLS Number 24089620

  • Multi Family Multi-Family For Sale
  • Square Feet 4,057
  • Acreage 0.62
  • Bedrooms 9
  • Bathroom 4

This Large 3 Family has great income potential. With 9 total bedrooms and over 4,000 square feet of living space. Located in the heart of Willimantic on over a half acre with tons of Victorian Charm. Walking distance to ECSU, downtown Willimantic and The Willimantic Food Co-op.

Listed by Stephen Galinat and John F. Fulton of Home Selling Team

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$
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$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 2025
* 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 Valley Street Windham CT 06226

MLS Number 24138836

  • Multi Family Multi-Family For Sale
  • Square Feet 3,963
  • Acreage 0.25
  • Bedrooms 7
  • Bathroom 4

Mixed-use investment property with multiple income streams and strong value-add potential. The property features four residential units-two currently occupied and generating income, and two gutted units with plumbing in place ready to be finished into one 2-bedroom and one 1-bedroom apartment. Additional income opportunities include five rentable rooms, two garage bays, and a commercial storefront space with separate entrance. Current NOI is approximately $38,291. The on-site parking lot conveys with the property. Property sold in as-is condition. Rent roll and financials available upon request.

Listed by Kyle West of eXp Realty

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$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 2025
* 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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295 Jackson Street Windham CT 06226

MLS Number 24137503

  • Multi Family Multi-Family For Sale
  • Square Feet 2,576
  • Acreage 0.23
  • Bedrooms 6
  • Bathroom 2

Say Happy Centennial to 295 Jackson St! Being lovingly cared for by current owners for 22 years, they have spared no expenses. She just gets better with age. Whether you are starting your investment portfolio, or looking to round it out, this 2 family home is for you. Close to Willimantic's vibrant Main St, shopping & amenities; everything you need is within minutes. If that wasn't enough, ECSU, Windham HS and Windham Tech are all within less than a mile and a half. Added benefit: On collegiate bus routes and only 10 minutes from UCONN. Each unit features 3 bedrooms and 1 bath, beautiful woodwork & embellishments; built-ins and plenty of pantry/cabinet space. Not one, but two separate driveways; one for each unit. Separate furnaces, hot water heaters, oil tanks and upgraded electrical panels. Recently repainted exterior, energy efficient triple pane windows, new roof including chimney & cap, large basement with both a shared space which you can access the large backyard, with individual storage areas, each with it's own washer/dryer hookups.

Listed by Michelle Garabedian of Home Selling Team

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$
%
$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 2025
* 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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89 Spring Street Windham CT 06226

Windham, CT89 Spring Street

Price$299,900

Est. Mortgage: $/month

MLS Number 24134454

  • Single Family
  • Square Feet 1,907
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1865

ChatGPT said: Beautifully updated and move-in ready! This nearly 2,000 sq ft colonial has been completely refreshed inside and out with new paint, stylish modern grey wood floors, soft carpet, and brand-new thermal windows. Offering 4 bedrooms and 1.5 baths, including 3 bedrooms and a full bath upstairs plus a convenient first-floor bedroom with its own half bath and laundry-washer and dryer included. The spacious main level features a cozy wood-burning stove and a fully applianced kitchen. Enjoy the private fenced backyard perfect for entertaining, plus a rear workshop/shed with skylights-an ideal space for hobbies or storage. Modern, functional, and full of charm-schedule your showing today!

Listed by Joshua M. Brown of KW Legacy Partners

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$
%
$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 2025
* 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 06280

Windham, CT

Price$295,000

Est. Mortgage: $/month

MLS Number 24108641

  • Single Family
  • Square Feet 2,248
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1969

Raised Ranch on 1 acre lot. Three beds, three full baths, partially finished lower level basement. Home is being sold in "as is" condition. Home Inspections are for informational purposes only. Home will require work!

Listed by Valerie Yankus of Property Shoppe,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 2025
* 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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399 High Street Windham CT 06226

MLS Number 24076714

  • Single Family
  • Square Feet 1,327
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1945

Your kids will love you as they walk to school from this renovated Cape and party with their friends in a beautiful in ground swimming pool. The house has a full finished basement, Refinished hardwood floors, new Onxy kitchen and bathroom counters, all new appliances and is freshly painted.

Listed by Karan Garewal of Winwin Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 2025
* 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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96 Beacon Road Windham CT 06280

Windham, CT96 Beacon Road

Price$269,900

Est. Mortgage: $/month

MLS Number 24139505

  • Single Family
  • Square Feet 1,284
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1968

First time being offered. 3 bedroom 1.5 bath ranch home. Hardwood floors on the first floor. Formal dining room, large living room, eat in kitchen. 3 bedrooms and a full bath on the main floor. The lower level has a finished office/den, family room, laundry room and a half bath. The lower level rooms are not on the field card. 2 car garage under. Neighborhood setting. .89 acres

Listed by Mark S. Benard of Brunet and Company Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.24% last updated on Nov 13, 2025
* 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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