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5-Bedroom Homes for Sale in Windham County CT

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  • /4

    $425,000

    • 6 Beds
    • 6 Baths
    • 2,712 Sq Ft

    13 Spring St, Willimantic, CT 06226

    Great investment opportunity available. This property contains six 1 bedroom/ efficiency apartments. The six units are fully rented with the tenants paying their own utilities. The heat, hot water, and stoves are natural gas. Each tenant has their own electric and gas meter. Some recent updates include newer sewer lines and gas water heaters. There is also a possibility to expand and finish off a

    Agent Photo

    Heather Meehan

    Meehan & Daughters Real Estate

    (860) 791-4531

    13 Spring St, Willimantic, CT 06226
  • /40

    $349,000

    • 6 Beds
    • 2 Baths
    • 3,409 Sq Ft

    44-46 S Chestnut St, Brooklyn, CT 06234

    A multi-family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

    Thomas Mele Dorrance Realty

    44-46 S Chestnut St, Brooklyn, CT 06234
  • /11

    $375,000

    • 5 Beds
    • 2 Baths
    • 2,450 Sq Ft

    341 Woodstock Ave, Putnam, CT 06260

    Graciously charming 2 family home located on a large lot. Occupied & updated units. Second floor completely remodeled most recently. Electrical newly updated. All utilities separate. Lovely enclosed porch in first floor unit. Upstairs unit occupies finished space in attic as well. Large barn for parking and storage. Terrific backyard with firepit and garden. Yard boasts beautiful perennials

    Amy Brunet Brunet and Company Real Estate

    341 Woodstock Ave, Putnam, CT 06260
  • /16

    $390,000

    • 7 Beds
    • 4.5 Baths
    • 2,926 Sq Ft

    25-27 Farrows St, Putnam, CT 06260

    Invest in your next multi family. With the high demand for multi families, this oversized TWO family is set to be a future money maker. Entire property has been properly updated and maintained for many years. Stable tenants in place with potential to increase rents in the future. Newer asphalt roofing, vinyl siding, updated interior units all make this property low maintenance for many years. The

    Mark Tetreault, II RE/MAX Bell Park Realty

    25-27 Farrows St, Putnam, CT 06260
  • /15

    $1,100,000

    • 6 Beds
    • 3 Baths
    • 1,800 Sq Ft

    18 Ware Rd, Dayville, CT 06241

    Approved Residential Development Opportunity - Dayville, Killingly, CT Prime development land approved for 14 duplex buildings in the Dayville section of Killingly. This exceptional opportunity sits on land currently generating rental income from three existing structures: a two 2-family home and a mobile home. The property offers dual access from Ware Road and Pineville Road, and the proposed

    Claudia Bergstrom RE/MAX Diverse

    18 Ware Rd, Dayville, CT 06241
  • /38

    $350,000

    • 6 Beds
    • 2 Baths
    • 2,981 Sq Ft

    87 North St, Willimantic, CT 06226

    TWO HOUSES ON ONE PROPERTY! This unique investment opportunity at 87-89 North Street in Willimantic, CT, presents a compelling proposition for investors. The property comprises TWO single-family homes situated on a single lot, each with its own driveway and access to a large garage located conveniently on the front house's driveway. The rear house, a charming 1,224 square-foot dwelling,

    Toni Iandoli William Pitt Sotheby's Int'l

    87 North St, Willimantic, CT 06226
  • /10

    $274,900

    • 6 Beds
    • 3 Baths
    • 2,600 Sq Ft

    26 Palmer St, Danielson, CT 06239

    Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $2,749 back in closing costs credits OR $1,805 per month at an exceptional financing rate of 6.87% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits! Charming & Updated Multi-Unit Property - Ideal for Owner Occupants or

    Nathan Clark Your Home Sold Guaranteed Realty, The Nathan Clark Team

    26 Palmer St, Danielson, CT 06239
  • /36

    $399,999 Open Sat 11AM - 11:30AM

    • 5 Beds
    • 2 Baths
    • 2,112 Sq Ft

    415 Maple St, Danielson, CT 06239

    Welcome to 415 Maple St, where classic Colonial charm meets modern sophistication. This fully remodeled 5 bedroom, 2 bathroom home offers an impressive blend of space, style, and comfort. Step inside to discover brand new hardwood floors that flow through the bright and airy living spaces and bedrooms. The heart of the home is a stunning, brand new kitchen featuring crisp white shaker cabinets,

    Marco Epifani eRealty Advisors, Inc.

    415 Maple St, Danielson, CT 06239
  • /39

    $359,900

    • 6 Beds
    • 2 Baths
    • 2,331 Sq Ft

    35-37 N Chestnut St, Plainfield, CT 06374

    Welcome to this fully renovated incredible opportunity for an investment property or owner-occupant duplex. This spacious side-by-side duplex features a total of 6 bedrooms and 3 full bathrooms.

    Karly Worth Call It Closed Realty

    35-37 N Chestnut St, Plainfield, CT 06374
  • /29

    $699,000

    • 6 Beds
    • 4 Baths
    • 3,240 Sq Ft

    223 Route 169, Woodstock, CT 06281

    A rare investment opportunity located in beautiful Woodstock, CT! This 4 unit property is a blank slate to set your own rents, procure your own tenants, or owner occupy. These completely remodeled units feature stunning floors, tiled bathrooms, granite counters, and all have appliances. 2 bed/ 1 bed set up. Coin op laundry available. Close to Woodstock Academy and the Hyde School. Sits on a

    Amy Brunet Brunet and Company Real Estate

    223 Route 169, Woodstock, CT 06281
  • /31

    $329,000

    • 5 Beds
    • 2 Baths
    • 2,600 Sq Ft

    670 Wauregan Rd, Brooklyn, CT 06234

    Charming 1889 Colonial in a Beautiful Country Setting! Step into the timeless charm of this well-maintained 1889 Colonial, offering plenty of space for a big family and endless possibilities to make it your own! With a newer septic system, newer windows and a peaceful country setting, this home is ready for you to move in and personalize with minor updates as you live here. Conveniently

    Ann Rochester RE/MAX One

    670 Wauregan Rd, Brooklyn, CT 06234
  • /11

    $250,000

    • 6 Beds
    • 2 Baths
    • 1,640 Sq Ft

    40 Boys Ave, Killingly, CT 06241

    Side By Side duplex. Will need to be cash or 203k financing. One side is down to the studs. Buyer to do their due diligence.

    Jodie Lynn Smith RE/MAX Preferred

    40 Boys Ave, Killingly, CT 06241
  • /40

    $1,600,000

    • 6 Beds
    • 6 Baths
    • 4,517 Sq Ft

    6 & 8 Stone Bridge Rd, Woodstock, CT 06281

    The Historic General Samuel McClellan Estate - A Timeless Luxury Retreat. Experience the perfect blend of historic grandeur and modern luxury at this extraordinary estate, meticulously restored with $1.3 million in improvements. This multi-residence compound offers exceptional living and investment potential. Three Distinctive Homes: The Main House - A former bed and breakfast featuring six

    John Downs Berkshire Hathaway NE Prop.

    6 & 8 Stone Bridge Rd, Woodstock, CT 06281
  • /19

    $749,900

    • 15 Beds
    • 6 Baths
    • 6,278 Sq Ft

    7 W Park St, Windham, CT 06226

    Spacious Multi-Family Investment Opportunity! Features include a full basement, with coin-op laundry, electric heat in all units, all utilities paid by tenants. Plenty of parking. ***VALUE ADD OPPORTUNITY-- finish the 7th unit for an additional $1200/m+, some units can use cosmetic improvements. Neighboring lot may be available at 9 W. Park for additional parking or additional improvement.

    Robyn Letourneau Berkshire Hathaway NE Prop.

    7 W Park St, Windham, CT 06226
  • /38

    $729,000

    • 6 Beds
    • 5 Baths
    • 4,896 Sq Ft

    45 Roseland Park Rd, Woodstock, CT 06281

    Seller is willing to cosmetically customize for the buyer within reason. On the water and waterfall estate! This exceptional estate, nestled on serene waterfront land offers the perfect blend of timeless craftsmanship and modern luxury. From its historic charm to its state-of-the-art mechanics, this home offers a unique opportunity for those seeking both beauty and functionality. The main house

    Anthony Chabot Chabot & Associates Real Estate

    45 Roseland Park Rd, Woodstock, CT 06281
  • /38

    $399,900

    • 8 Beds
    • 2 Baths
    • 2,398 Sq Ft

    7 Church St, Killingly, CT 06241

    An incredible owner-occupant or investment opportunity awaits at 7 Church St, Killingly, CT! This beautifully renovated townhome style duplex features two spacious units, each offering 4 bedrooms and 1 bathroom, perfect for maximizing rental income. Recent upgrades include new flooring, fresh paint, updated lighting, and completely renovated kitchens and bathrooms. Energy-efficient mini-split

    Benjamin Carbone Lamacchia Realty

    7 Church St, Killingly, CT 06241
  • /40

    $775,000

    • 5 Beds
    • 4 Baths
    • 3,899 Sq Ft

    49 Quinebaug Ave, Putnam, CT 06260

    This meticulously maintained home has been thoughtfully expanded and upgraded since its 1989 build, crafted for comfort, entertainment, and lasting quality. Unlike typical homes with vinyl and PVC, it features authentic materials, cedar clapboards, wood trim, and modern windows. You'll also find the same inside: Hardwood floors, chair rails, and wainscoting. A striking two-story front porch

    Michael Marsden Compass Connecticut, LLC

    49 Quinebaug Ave, Putnam, CT 06260
  • /8

    $399,999

    • 9 Beds
    • 3.5 Baths
    • 4,336 Sq Ft

    6 Old Route 12, Thompson, CT 06277

    Unlock the Potential of This Historic Multi-Family Property Located in Connecticut's Quiet Corner! Step into a piece of history, an unbeatable investment opportunity for the savvy investor or homeowner. This is a remarkable multifamily property featuring 3 residential units along with what was formerly used as a commercial space for a post office and a storefront, long ago. Units 1, 2 & 3 boast

    Dena Cutler The Bella Group, LLC

    6 Old Route 12, Thompson, CT 06277
  • /5

    $429,000

    • 5 Beds
    • 3 Baths
    • 2,604 Sq Ft

    77 Bennett Pond Rd, Canterbury, CT 06331

    Lovely 2 family property in the country setting of Canterbury Connecticut. Perfect opportunity for an first time home buyer & or owner occupant to purchase their first property, with one unit currently vacant for immediate occupancy with an existing tenant paying rent. Three bedrooms with two full bathrooms on the top floor and the lower level offers two large bedrooms and a spacious open layout

    Lisa Therecka Therecka & Associates LLC

    77 Bennett Pond Rd, Canterbury, CT 06331
  • /40

    $1,910,000

    • 5 Beds
    • 1 Bath
    • 27,156 Sq Ft

    651 Norwich Rd, Plainfield, CT 06374

    Attention developers and investors! Rare opportunity to acquire a former school building and convert it into a multifamily complex or condominiums. 18,600sf plus just under 9,000sf of finished basement space with abundant natural light. Average classrooms range from 600-800 sq. ft. Otis elevator, extensive ADA-compliant bathrooms, and ramps. Equipped with a natural gas boiler, central heat, hot

    Anthony Chabot Chabot & Associates Real Estate

    651 Norwich Rd, Plainfield, CT 06374
  • /35

    $180,000

    • 7 Beds
    • 3 Baths
    • 1,668 Sq Ft

    57 Chapman St, Willimantic, CT 06226

    Price lowered 20k. 180k firm. Investment opportunity at 57 Chapman St, Willimantic, CT. This 3-unit features a spacious 3-bedroom, 1-bathroom unit and two 2-bedroom, 1-bathroom units. Ideal for investors or those looking to create a multi-family residence, this property has great potential with ample space for renovations. Located in a convenient area close to amenities, this property is perfect

    Anthony Chabot Chabot & Associates Real Estate

    57 Chapman St, Willimantic, CT 06226
  • /40

    $599,900 Coming Soon

    • 7 Beds
    • 4.5 Baths
    • 4,421 Sq Ft

    100 Windham Rd, Willimantic, CT 06226

    Own a Piece of Windham History Step into timeless elegance with this magnificent Victorian-era home circa 1865, originally built for a founder of the historic American Thread Company. Set against the stunning backdrop of the granite mill building across the river, this architectural gem has been lovingly and meticulously restored over the past 20 years. Every inch of this home reflects

    Rich Marouski Weichert,REALTORS-Four Corners

    100 Windham Rd, Willimantic, CT 06226
  • /39

    $350,000 Open Sun 1PM - 3PM

    • 6 Beds
    • 2 Baths
    • 2,689 Sq Ft

    17-19 2nd St, Plainfield, CT 06374

    Well-Maintained Side-by-Side Duplex - Great for Investors or Owner-Occupants! This well-maintained property offers 3 bedrooms and 1 bathroom per unit, providing comfortable living space on each side. Both units feature private basements, ideal for storage, laundry, or a workshop area. Each unit has separate gas and electric meters, offering convenience for landlords or tenants. The tenant side

    Tanya McDermott Berkshire Hathaway NE Prop.

    17-19 2nd St, Plainfield, CT 06374
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