Windham, CT Homes for Sale under $500,000

Affordable & Move-in ready 4-bedroom, 1.5-bath Cape offering over 1,300 sq. ft. of comfortable living space, with potential to add more sqft in the semi-finished basement. Conveniently located near shopping, dining, and everyday amenities, as well as Eastern Connecticut State University and the University of Connecticut. Eligible for USDA financing, making homeownership more accessible for

Viviana Penson-Rodriguez Leaf Realty Group, LLC

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 outdoor enjoyment. Recent updates include new flooring in the foyer, kitchen, and hallway, plus newly updated bathroom and a new

Cassie Ryniewicz CR Premier Properties

Investors take notice! This home is a money maker. Whether you decide to owner-occupy this spacious home while rental income helps with the mortgage, or rent out both units, you can't go wrong. The living areas provide warm spaces perfect for relaxing or gathering with friends and family. The kitchens offer ample cabinet and counter space, making everyday cooking convenient and enjoyable. The

Lisa Antrum KW Legacy Partners

Welcome to your own private oasis! This beautifully maintained, sunny, move in ready home perfectly showcases true pride of ownership. Step inside to discover a bright and airy open floor plan on the main level. At the heart of the home is an updated kitchen, complete with newer granite countertops and appliances. The living space extends to the lower level, where you will find an additional

Deb Chabot RE/MAX One

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

Derek Eisenberg Continental Real Estate

Nestled in the peaceful, rural charm of Scotland, CT, this lovingly updated 9-room, 4-bedroom, 2-bathroom home delivers the perfect blend of comfort, character, and modern convenience. From the moment you arrive, you'll feel the embrace of home - and see endless opportunities for family life here. This home is ready for your life to unfold - from quiet weekday mornings to lively gatherings. Step

Alexia Andrade US Asset Realty

Very nice 3-bedroom, 2-bath home tucked at the end of a quiet cul-de-sac in Willimantic and it's ready for its next owner today. Gleaming hardwood floors flow throughout the main living areas, anchored by a cozy fireplace in the living room that makes this home feel like home the moment you walk in. The remodeled kitchen features updated appliances, and it is turnkey just unpack and start

Jason Saphire www.HomeZu.com

A Wonderful opportunity to own a BRAND NEW and quality constructed home in Windham, located on a newer cul-de-sac street on 2.77 acres of land. The home will soon ready for a new owner to move right in and enjoy. This is a spacious FOUR bedroom and THREE FULL bath, Contemporary Raised Ranch, consisting of 1890 square feet of living space. The home has an open concept with vaulted ceilings and

John Troland William Raveis Real Estate

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

Brittany Kimlingen First Choice Realty

Welcome to 15 Cracow Ave in Windham, a beautifully updated 3-bedroom, 2-full-bath ranch offering the perfect blend of single-level living, modern finishes, and outdoor lifestyle. Step inside to an inviting open floor plan where the completely remodeled kitchen flows seamlessly into the dining area and spacious living room. The kitchen has been tastefully upgraded with quartz countertops,

AJ Davis Better Homes and Gardens Real Estate Executive Real Estate

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.

Ryan King Aspen Realty Group

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

Jeanne Crum Home Selling Team

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

Katherine Hernandez Lantigua KW Legacy Partners

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

Meghan Wininger Real Broker CT, LLC

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

Victoria Schroeder Kazantzis Real Estate, LLC

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

Lisa Therecka Therecka & Associates LLC

Investors and owner-occupants take notice! Well-maintained fully rented, with tenants in place, two-family home situated on a quiet dead-end street. Each unit offers 2 bedrooms, 1 full bath, and approximately 1,000 square feet of living space, providing spacious layouts and strong rental appeal. Separate utilities make management simple, while laundry hookups in the basement add convenience for

Stephen Galinat Home Selling Team

Spacious farmhouse living at its best! This charming 5-bedroom, 2 full bath, and 1 half bath home sits on an expansive 11 acres, offering endless possibilities for privacy, recreation, or hobby farming. Inside, you'll find hardwood flooring throughout and two cozy fireplaces that add warmth and character. The versatile layout includes two additional family rooms that could easily serve as extra

Kristen Merrill Countryside Realty