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Homes for Sale in Windham County CT with 4-Bedrooms

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  • /40

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 1,656 Sq Ft

    815 Mashamoquet Rd, Pomfret Center, CT 06259

    This 4-bedroom, 2.5-bath ranch has been extensively updated inside and out, offering a bright and welcoming layout. The kitchen features new cabinetry, granite countertops, and breakfast bar seating-ideal for cooking and entertaining. The private primary suite includes a walk-in closet and a beautifully finished bath with a double vanity, while three additional bedrooms and a full bath are

    Agent Photo

    Carol Ryniewicz

    CR Premier Properties

    (860) 809-5749

    815 Mashamoquet Rd, Pomfret Center, CT 06259
  • /39

    $449,000

    • 4 Beds
    • 2 Baths
    • 2,760 Sq Ft

    102 Krapf Rd, Ashford, CT 06278

    Welcome to 102 Krapf Road in Ashford, CT. This custom post-and-beam residence features 250-year-old beams, cathedral ceilings, and skylights. It is located on over three acres of land and includes an above-ground pool, hot tub, gazebo, and a brick grill for outdoor entertaining. This property is conveniently located near I-84, Route 44, and a reasonable drive from the UConn Storrs campus. Some of

    Agent Photo

    Sharon Watson Stokland

    List N Show LLC

    (860) 792-3716

    102 Krapf Rd, Ashford, CT 06278
  • /40

    $459,000

    • 4 Beds
    • 2 Baths
    • 2,375 Sq Ft

    55 Mechanics St, Putnam, CT 06260

    Step into timeless elegance in this remarkable 1922 Antique Colonial Victorian, gracefully set in the heart of Putnam, Connecticut. Rich in historic charm yet thoughtfully updated for modern living, this distinguished residence immediately captivates with its absolutely stunning grand staircase-a true architectural centerpiece that sets the tone for the home's enduring sophistication. The main

    Lisa Therecka Therecka & Associates LLC

    55 Mechanics St, Putnam, CT 06260
  • /22

    $459,900 New Construction

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

    14 South St, Brooklyn, CT 06234

    Construction has begun on this New Contemporary Raised Ranch on a Beautiful Wooded Lot. Check out those Pics & Virtual Reality Tour. There is still time to make some choices!! Estimated Completion Date is Late December 2025! Four Bedrooms & 3 Full Bathrooms. Central AC. Two Car Garage. Vaulted Ceilings. Luxury Plank Flooring, Custom Kitchen w/ Granite Counters & Center Island. Spacious Vaulted

    Bill Heenan William Raveis Real Estate

    14 South St, Brooklyn, CT 06234
  • /39

    $525,000

    • 4 Beds
    • 2 Baths
    • 2,236 Sq Ft

    844 Wrights Crossing Rd, Pomfret Center, CT 06259

    Welcome to the historic elegance of the "Jonathan Dresser House", built in 1750. The home was completely renovated to the studs approximately 10 years ago. Features of the home include spacious rooms with tall ceilings, wood floors and 4 working fireplaces. You will love the stunning eat-in kitchen boasting cherry cabinets, granite countertops, expansive granite island, large pantry, induction

    John Downs Berkshire Hathaway NE Prop.

    844 Wrights Crossing Rd, Pomfret Center, CT 06259
  • /37

    $299,000

    • 4 Beds
    • 2 Baths
    • 1,708 Sq Ft

    96 Mcdermott Ave, Willimantic, CT 06226

    This beautifully updated and wellmaintained home offers a flexible layout in a convenient neighborhood setting. The main level features comfortable living spaces and three bedrooms with a full bath, while the finished lower level includes a spacious additional room that works perfectly as a fourth bedroom, family room, or multipurpose space, along with a second full bath. You'll love the

    Sue Esposito Home Selling Team

    96 Mcdermott Ave, Willimantic, CT 06226
  • /23

    $299,000

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft

    19 Bolles St, Putnam, CT 06260

    Welcome to 19 Bolles St, in the heart of Putnam, Connecticut. This fully occupied, well maintained two family home offers two spacious units, with ample off street parking, and a large, private backyard area. Newer vinyl siding and deck off the back of the property to the first floor unit. Washer/dryer hookups in each unit. Easy access to I-395. Easy commute to Providence, Hartford, Worcester,

    Casey Hardell CR Premier Properties

    19 Bolles St, Putnam, CT 06260
  • /32

    $389,000

    • 4 Beds
    • 2 Baths
    • 2,104 Sq Ft

    63 Glebas Rd, Plainfield, CT 06374

    $10,000 SELLER CREDIT!!! Location, location, location! The INCREDIBLE views from this home are hard to beat! You will feel like you are in a vacation home all year long. This fantastic raised ranch located in a quiet walkable neighborhood at the top of the Black Hill, is surrounded by fields and farms. Offering true country charm, this 4-bedroom, 2 bath home with a mostly finished walkout

    Lorraine Bandoni CrossRoads Real Estate Group

    63 Glebas Rd, Plainfield, CT 06374
  • /20

    $509,900 New Construction

    • 4 Beds
    • 3 Baths
    • 1,890 Sq Ft

    249 S Canterbury Rd, Canterbury, CT 06331

    A Wonderful opportunity to own a BRAND NEW and quality constructed home in Canterbury. Presently under construction and soon to be ready for a new owner to enjoy. 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 hardwood floors in the upper living area and kitchen. The

    John Troland William Raveis Real Estate

    249 S Canterbury Rd, Canterbury, CT 06331
  • /16

    $289,000

    • 4 Beds
    • 1 Bath
    • 1,180 Sq Ft

    933 Hampton Rd, Pomfret, CT 06259

    Located in the quiet, rural town of Pomfret, Connecticut, this 1,180 square foot single-family home offers four bedrooms and one full bathroom in a peaceful New England setting. The flexible layout provides options for bedrooms, home offices, or guest space to suit a variety of needs. The home features maintenance-free vinyl siding, a durable metal roof, and replacement windows, offering

    Paul Stone Kazantzis Real Estate, LLC

    933 Hampton Rd, Pomfret, CT 06259
  • /34

    $599,000

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

    41 Millbridge Rd, Eastford, CT 06242

    Welcome to 41 Millbridge Rd, Eastford, CT, a spacious country property set on 8.7 acres of peaceful rural land offering privacy, space, and endless potential. This home features 5 bedrooms and 3.5 bathrooms, providing a flexible layout ideal for multi-generational living, entertaining, or creating your own private retreat. Enjoy the charm of quiet country living with plenty of outdoor space for

    Amaurys Valdera Brokerbe Inc.

    41 Millbridge Rd, Eastford, CT 06242
  • /39

    $895,000

    • 4 Beds
    • 2.5 Baths
    • 3,100 Sq Ft

    350 Hartford Pike, Dayville, CT 06241

    Come enjoy this wonderful home. All large rooms with mostly tin ceilings. Some hardwood floors. First floor has a Eat-in kitchen, formal dining room, formal living room, den, bedroom, laundry room and a half bath. The second floor you have a primary suite which takes up half of the upstairs...bedroom, with a full bath and sitting area and walk in closet. Two more bedrooms and another full

    Mark Benard Brunet and Company Real Estate

    350 Hartford Pike, Dayville, CT 06241
  • /39

    $549,000 Open Sun 11AM - 12:30PM

    • 4 Beds
    • 3 Baths
    • 2,150 Sq Ft

    101 Child Hill Rd, Woodstock, CT 06281

    Step back in time with this one-of-a-kind 1830 Greek Revival farmhouse, offering 2,150 sq ft of character and charm on a picturesque 0.90-acre lot surrounded by farm land. Just down the hill from historic Woodstock Hill and the Academy, this setting is as scenic as it is convenient. Inside, wide plank floors and distinctive windows frame beautiful country views, while the front entry showcases

    Kristen Kaskela Berkshire Hathaway NE Prop.

    101 Child Hill Rd, Woodstock, CT 06281
  • /29

    $543,000

    • 4 Beds
    • 2.5 Baths
    • 2,536 Sq Ft

    56 Deerwood Dr, Danielson, CT 06239

    Bright and spacious Colonial 2 minutes from local stores and dining. Beautiful fully functional, fenced in inground saltwater pool. First level offers a family room, dining room, Kitchen with Samsung stainless steel appliances, sliding doors to a large deck and patio. Living room, laundry room, and half bath. Upper level you'll find the primary with ensuite bathroom, soaking tub and separate

    Jesica Beaulieu Dave Jones Realty, LLC

    56 Deerwood Dr, Danielson, CT 06239
  • /33

    $749,900

    • 4 Beds
    • 3 Baths
    • 1,569 Sq Ft

    145 Perrin Rd, Woodstock, CT 06281

    SELLER OWNS THE SOLAR SYSTEM. NO ELECTRIC BILL! Professional photos to come Thursday 1/22. Stunning Equestrian Estate on 26.54 Acres - Woodstock, CT 4 Beds 3 Baths Potential In-Law Setup. Beautiful post-and-beam home set on 26.54 private acres in desirable Woodstock. Crafted by a Master Carpenter and meticulously maintained, this property offers exceptional construction, flexible living space,

    Kerri Mullen CR Premier Properties

    145 Perrin Rd, Woodstock, CT 06281
  • /26

    $439,000

    • 4 Beds
    • 2 Baths
    • 1,787 Sq Ft

    7 Devotion Rd, Windham, CT 06280

    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

    7 Devotion Rd, Windham, CT 06280
  • /12

    $225,000

    • 4 Beds
    • 1 Bath
    • 1,865 Sq Ft

    29 Union St, Moosup, CT 06354

    Check out this spacious Cape Cod located in Moosup! Featuring 4-bedrooms and a living area upstairs, as well as a lovely and open main floor, this home has a lot to offer. Property features a partially fenced yard located in a neighborhood with many young families. This home received many renovations in 2023 including a roof. This property may qualify for Seller Financing (Vendee). If property

    Ryan King Aspen Realty Group

    29 Union St, Moosup, CT 06354
  • /40

    $515,000

    • 4 Beds
    • 2 Baths
    • 2,443 Sq Ft

    393 N Canterbury Rd, Canterbury, CT 06331

    Back on the market, massive price drop and appraisal available! Built in 1750 and celebrating its 275th anniversary, this distinguished antique Colonial farmhouse remains a pristine exemplar of early New England architecture. Set on 8.5 acres and nestled on scenic route 169, the estate features a secluded pond, a gently winding brook, and two traditional barns-all original to its historic rural

    Adam Gumula Kazantzis Real Estate, LLC

    393 N Canterbury Rd, Canterbury, CT 06331
  • /32

    $499,900 New Construction

    • 4 Beds
    • 3 Baths
    • 1,984 Sq Ft

    14 Valley View Dr, Killingly, CT 06241

    BEAUTIFUL CUSTOM BUILT CONDOMINIUMS IN A SCENIC AREA OF DAYVILLE! CLOSE TO 395, RHODE ISLAND AND MASSACHUSETTS BORDERS!! TUCKED INTO A BEAUTIFULLY LANDSCAPED AREA OFF OF VALLEY RD IN DAYVILLE. WORK CLOSELY WITH BUILDER AND PICK OUT ALL OF YOUR CABINETS, COUNTERTOPS, FLOORING ETC. TO MAKE IT TRULY YOURS! THESE HIGH END CONDOMINIUMS HAVE BEEN GOING FAST! FIRST AND SECOND PHASES ARE COMPLETE AND

    Colleen Rybacki Brunet and Company Real Estate

    14 Valley View Dr, Killingly, CT 06241
  • /40

    $659,900 Open Sat 11AM - 12:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,735 Sq Ft

    35 Senexet Village Rd, Woodstock, CT 06281

    Nestled in the highly sought-after Senexet Village neighborhood, 35 Senexet Village Rd in Woodstock, CT, is a classic colonial that combines comfort and timeless appeal. This spacious home boasts over 2,700 SF, four bedrooms, and 2.5 baths. The laundry is conveniently located on the upper level, and the property features an in-ground pool with a newly installed liner, recently converted to a

    Brenda Chubbuck Berkshire Hathaway NE Prop.

    35 Senexet Village Rd, Woodstock, CT 06281
  • /40

    $599,900

    • 4 Beds
    • 3.5 Baths
    • 2,944 Sq Ft

    369 Thompson Rd, Thompson, CT 06277

    In the heart of Thompson Hill, step into history with the Jeremiah Olney House owned by the famous banker Jeremiah Olney in 1860, with its significant Greek Revival and Italianate features. This stunning 4-bed, 3.5-bath colonial farmhouse sits on nearly an acre of picturesque land and has been completely renovated. Overflowing with character, this home blends classic charm with modern

    Sheena Ruggirello Real Broker CT, LLC

    369 Thompson Rd, Thompson, CT 06277
  • /24

    $639,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,204 Sq Ft

    277 Moosup Pond Rd, Plainfield, CT 06354

    Exciting NEW listing in a charming NEW subdivision! LAST ONE! make it YOURS today!! This stunning colonial home features 4 bedrooms and 2.5 baths, perfect for family living. The open layout creates a welcoming atmosphere, highlighted by a beautiful kitchen with quartz countertops and a large island ideal for entertaining. The master suite is conveniently located on the main floor, offering

    Paige Collelo Taber Realty, LLC

    277 Moosup Pond Rd, Plainfield, CT 06354
  • /29

    $369,000

    • 4 Beds
    • 2 Baths
    • 2,154 Sq Ft

    25 Seward St, Putnam, CT 06260

    Historic craftsmanship meets modern comfort. Imagine yourself on the classic front porch, a place made for slow-drifting summer afternoons and rocking chairs before you step into a world of timeless elegance inside this stunning Victorian home. As you enter, you are immediately greeted by soaring high ceilings and the warm glow of original hardwood floors that flow throughout the residence. The

    Renee McCammon Berkshire Hathaway NE Prop.

    25 Seward St, Putnam, CT 06260
  • /32

    $499,900 New Construction

    • 4 Beds
    • 3 Baths
    • 1,984 Sq Ft

    16 Valley View Dr, Killingly, CT 06241

    BEAUTIFUL CUSTOM BUILT CONDOMINIUMS IN A SCENIC AREA OF DAYVILLE! CLOSE TO 395, RHODE ISLAND AND MASSACHUSETTS BORDERS!! TUCKED INTO A BEAUTIFULLY LANDSCAPED AREA OFF OF VALLEY RD IN DAYVILLE. WORK CLOSELY WITH BUILDER AND PICK OUT ALL OF YOUR CABINETS, COUNTERTOPS, FLOORING ETC. TO MAKE IT TRULY YOURS! THESE HIGH END CONDOMINIUMS HAVE BEEN GOING FAST! FIRST PHASE IS NEARLY COMPLETE WITH ALL

    Colleen Rybacki Brunet and Company Real Estate

    16 Valley View Dr, Killingly, CT 06241
  • /25

    $500,000 New Construction

    • 4 Beds
    • 3 Baths
    • 1,795 Sq Ft

    99 Reilly Rd, Hampton, CT 06247

    WILL GO ANY FINANCING!! 2026 Raised ranch NEARING COMPLETION! Brand new Stainless appliances in kitchen w/ white shaker cabinets, granite and island. Vaulted ceiling open floor plan great for entertaining. Living room and dining area has slider to deck to enjoy your Fall evenings. Primary bedroom with its own bathroom, walkin closet next to 2 additional bedrooms and full bathroom. Family room in

    Christine Johnson RE/MAX One

    99 Reilly Rd, Hampton, CT 06247
  • /40

    $399,999

    • 4 Beds
    • 2.5 Baths
    • 2,912 Sq Ft

    184 Black Hill Rd, Plainfield, CT 06374

    Welcome to 184 Black Hill Road in Plainfield - a spacious 4-bedroom, 2.5-bath home offering 2,912 square feet of comfortable living space set on 1.58 private acres. Step inside to discover a beautifully updated living room, creating a fresh and inviting space perfect for relaxing or entertaining. The generous layout offers room to spread out, with well-sized bedrooms and multiple living areas

    Dennisse Rivera Kempf-Vanderburgh Realty

    184 Black Hill Rd, Plainfield, CT 06374
  • /17

    $249,900 Open Sun 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 2,085 Sq Ft

    17 Pearl St, Willimantic, CT 06226

    Charming 2-family investment or owner-occupy opportunity - nearly 2,100 sq ft total. Each unit offers 2 bedrooms and 1 bath with separate utilities and natural gas heat for easy management. The ground-floor unit is in move-in ready condition and features bright living spaces and well-maintained finishes. The upstairs unit needs some TLC, making this a great value-add opportunity to increase

    Ryan Newport Social & Co Realty

    17 Pearl St, Willimantic, CT 06226
  • /40

    $299,999 Open Sun 2PM - 3PM

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

    34 N Windham Rd, Windham, CT 06280

    *** huge price drop! 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

    Marco Epifani The Hive Real Estate LLC

    34 N Windham Rd, Windham, CT 06280
  • /4

    $500,000 New Construction

    • 4 Beds
    • 3 Baths
    • 1,795 Sq Ft

    101 Reilly Rd, Hampton, CT 06247

    2026 BEAUTIFUL Raised ranch NEARING COMPLETION! *** (3 HOMES to CHOOSE FROM!)*** Brand new Stainless appliances in kitchen w/ white shaker cabinets, granite and island. Vaulted ceiling open floor plan great for entertaining. Living room and dining area has slider to deck to enjoy your Fall evenings. Primary bedroom with its own bathroom, walkin closet next to 2 additional bedrooms and full

    Christine Johnson RE/MAX One

    101 Reilly Rd, Hampton, CT 06247
  • /14

    $730,000

    • 4 Beds
    • 4 Baths
    • 3,696 Sq Ft

    115 Groveland Ave Unit 7 & 8, Putnam, CT 06260

    Development Opportunity! Fully approved condominium project on a private lot with views, offering a turnkey development package including land, two existing townhouses with garages, and approvals for eight additional units to be built, with fully engineered plans available by request. Town approvals are in place, underground utilities are on site, and initial infrastructure has been completed.

    Jennie Kesselman Berkshire Hathaway NE Prop.

    115 Groveland Ave Unit 7 & 8, Putnam, CT 06260
  • /8

    $284,900

    • 4 Beds
    • 1 Bath
    • 1,288 Sq Ft

    12 Mechanic St, Moosup, CT 06354

    new kitchen with quartz countertops, bathrooms, windows, appliances, water heater, boiler, waterproof flooring, paint

    Samuel Peralta Berkshire Hathaway NE Prop.

    12 Mechanic St, Moosup, CT 06354
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