Section Image Section Image

Explore Similar Homes Within 2 Miles of South Windham, CT

  • 20 Holton Rd, Franklin, CT 06254
    20 Holton Rd, Franklin, CT 06254
    /2

    $1,200,000

    • Land
    • 52.04 Acres
    • $23,059 per Acre

    20 Holton Rd, Franklin, CT 06254

    52 ACRES of prime, hilltop, residential/agricultural land with .6 Mile road frontage. 36 acres cornfield farmland, balance is lighted wooded. RR80 Zoning. Mostly dry and level with hilltop vistas. Potential for 15 road frontage building lots. A special piece of property.

    Agent Photo

    Randy Russ

    Russ Real Estate

    (860) 532-1959

    20 Holton Rd, Franklin, CT 06254
  • 97 Bass Rd, Windham, CT 06280
    97 Bass Rd, Windham, CT 06280
    97 Bass Rd, Windham, CT 06280
    /40

    $449,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    97 Bass Rd, Windham, CT 06280

    Welcome to this beautifully updated colonial, set on 2.5 acres in a quiet country setting. A spacious entryway introduces the open, flowing main level floor plan, creating an inviting sense of space from the moment you step inside. The elegant eat-in kitchen features granite countertops, newer appliances, stylish lighting, and stunning flooring that carries throughout the first floor. The

    Lindsey L. Niarhakos RE/MAX One

    97 Bass Rd, Windham, CT 06280
  • 91 Insalaco Dr, Windham, CT 06280
    91 Insalaco Dr, Windham, CT 06280
    91 Insalaco Dr, Windham, CT 06280
    /20

    $359,900

    • 3 Beds
    • 3 Baths
    • 2,128 Sq Ft

    91 Insalaco Dr, Windham, CT 06280

    This beautiful colonial is situated on a private lot in a wonderful cup-de-sac neighborhood setting. A unique aspect of this home is that it has 2 primary bedroom suites with one being on the first floor allowing for handicap accessibility if needed. Both bedroom suites feature full bathrooms, walk-in closets, hardwood floors and tile in the baths. You will love the spacious first floor open

    Mike Thompson Countryside Realty

    91 Insalaco Dr, Windham, CT 06280
  • 181 Mack Rd, Lebanon, CT 06249
    181 Mack Rd, Lebanon, CT 06249
    181 Mack Rd, Lebanon, CT 06249
    /40

    $710,000

    • 3 Beds
    • 2.5 Baths
    • 2,156 Sq Ft

    181 Mack Rd, Lebanon, CT 06249

    Looking for quiet, peaceful place to make your home? 181 Mack Road in beautiful Lebanon could be yours! This lovely ranch style home is set off the road ready for you to make it your very own. As you drive down the 1000 foot driveway you will find a gem situated on 13.44 acres. This home offers 3 spacious bedrooms, 2.5 half baths along with 2 full baths. One full bath is off the primary bedroom

    Susanna Vermette RbRE, LLC

    181 Mack Rd, Lebanon, CT 06249
  • 0 Trumbull Hwy Unit 24107184, Lebanon, CT 06249
    0 Trumbull Hwy Unit 24107184, Lebanon, CT 06249
    0 Trumbull Hwy Unit 24107184, Lebanon, CT 06249
    /21

    $125,000

    • Land
    • 12.54 Acres
    • $9,968 per Acre

    0 Trumbull Hwy Unit 24107184, Lebanon, CT 06249

    Tucked away in the peaceful countryside of Lebanon, this 12.54-acre wooded lot Provides the perfect balance of privacy, flexibility, and affordability. Zoned RA (Rural Agricultural Residential), the property allows for a variety of residential and agricultural uses-ideal for building your dream home, creating a mini farm, or simply enjoying a quiet retreat surrounded by nature. Accessed by a

    Jorge Deleston Berkshire Hathaway NE Prop.

    0 Trumbull Hwy Unit 24107184, Lebanon, CT 06249
  • 139 W Town St, Lebanon, CT 06249
    139 W Town St, Lebanon, CT 06249
    139 W Town St, Lebanon, CT 06249
    /35

    $921,000

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft

    139 W Town St, Lebanon, CT 06249

    Step into the heart of New England's storied past with this exceptional property located directly across from the picturesque Lebanon Town Green. Nestled in a region known as the "Heartbeat of the American Revolution," this 34-acre estate offers a rare opportunity to own a truly historic and versatile slice of Connecticut. At the front entrance of this dynamic property sits a 3-bedroom, 1,856 sq

    Carolyn Kress Berkshire Hathaway NE Prop.

    139 W Town St, Lebanon, CT 06249
  • 22 Grandview Dr, Lebanon, CT 06249
    22 Grandview Dr, Lebanon, CT 06249
    22 Grandview Dr, Lebanon, CT 06249
    /16

    $624,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    22 Grandview Dr, Lebanon, CT 06249

    Welcome to Paradise! Let us Build your Dream Home on 3.05 Acres! Quality Custom Home with Granite, Solid Oak Floors, Custom Cabinets, Trex Deck, and Walk up Attic! Desirable Location! Open Floor Plan! Walk out Lower Level! 2 Car attached Garage! Don't Miss this Opportunity!

    Cathyann Schulte Countryside Realty

    22 Grandview Dr, Lebanon, CT 06249
  • 253 Brick Top Rd, Windham, CT 06280
    253 Brick Top Rd, Windham, CT 06280
    253 Brick Top Rd, Windham, CT 06280
    /11

    $799,900

    • Land
    • 56.4 Acres
    • $14,183 per Acre

    253 Brick Top Rd, Windham, CT 06280

    64+/- acres on Route 14, the largest parcel available in Willimantic with access to public water and sewer. Three parcels sell together, 253 Brick Top 56.40 acres, 303R Brick Top 5.75 acres, 267 Brick Top 1.64 acres. Allowed uses: schools, museums, clubs, daycare, nursing homes, camping areas, private clubs and recreational facilities, commercial kennels, boarding facilities Several existing

    David Mieczynski National Realty Advisors LLC

    253 Brick Top Rd, Windham, CT 06280
  • 59 Trumbull Hwy, Lebanon, CT 06249
    59 Trumbull Hwy, Lebanon, CT 06249
    /2

    $98,500

    • Land
    • 2.11 Acres
    • $46,682 per Acre

    59 Trumbull Hwy, Lebanon, CT 06249

    Fairly level lot, mostly open with some large trees near road. Previous home site with drilled well, possibly useable. Former home site was demolished in in the 1980's.

    Derek Greene Derek Greene

    59 Trumbull Hwy, Lebanon, CT 06249
  • 927 Trumbull Hwy, Lebanon, CT 06249
    927 Trumbull Hwy, Lebanon, CT 06249
    927 Trumbull Hwy, Lebanon, CT 06249
    /35

    $699,900

    • 4 Beds
    • 3.5 Baths
    • 3,018 Sq Ft

    927 Trumbull Hwy, Lebanon, CT 06249

    Step into the perfect blend of classic farmhouse charm and modern luxury in the Village Business District allowing a variety of uses! This beautifully renovated home just a short walk from the historic Lebanon Green. Attached 6 Bay Garage with finished 2nd floor! The farmhouse style kitchen is the heart of the home, showcasing granite countertops, a spacious pantry, radiant floor heating, and

    Cathyann Schulte Countryside Realty

    927 Trumbull Hwy, Lebanon, CT 06249
  • 34 N Windham Rd, Windham, CT 06280
    34 N Windham Rd, Windham, CT 06280
    34 N Windham Rd, Windham, CT 06280
    /40

    $330,000

    • 4 Beds
    • 2 Baths
    • 1,294 Sq Ft

    34 N Windham Rd, Windham, CT 06280

    Charming 4-Bedroom Colonial on 1.76 Acres in Windham! Welcome to 34 N Windham Rd, a lovingly maintained 1930 colonial set on a spacious 1.76-acre parcel offering privacy, outdoor space, and classic New England character. This home features 4 bedrooms and 2 full baths across 1,294 sq ft of comfortable living space - perfect for families, first-time buyers, or anyone seeking room to grow. Step

    Marco Epifani The Hive Real Estate LLC

    34 N Windham Rd, Windham, CT 06280
  • 38 Elm St, Willimantic, CT 06226
    38 Elm St, Willimantic, CT 06226
    38 Elm St, Willimantic, CT 06226
    /9

    $84,900

    • Land
    • 1.1 Acres
    • $77,182 per Acre

    38 Elm St, Willimantic, CT 06226

    1.1 Acre Commercial Lot - B3 Zoned - Great Opportunity in Willimantic! Lot Size: 1.1 Acres Zoning: B3 - Business District Access: Deeded easement via Family Dollar and Elm Street. Don't miss this unique opportunity to own a 1.1-acre level commercial lot tucked just off Main Street in Willimantic. Located directly behind Family Dollar, this parcel offers convenient access via a recorded easement,

    Tammy Lucier eXp Realty

    38 Elm St, Willimantic, CT 06226
Connecticut Windham County South Windham

Homes for Sale with Acreage in South Windham, CT

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group