297

Windham County CT Homes for Sale

Section Image
  • /25

    $239,900 Open Sat 11AM - 12:30PM

    • 2 Beds
    • 1 Bath
    • 1,215 Sq Ft

    34 Pleasant St Unit 6, Plainfield, CT 06374

    NOTE: Estimated Payments are incorrect on Zillow, Realtor and other websites.

    Benjamin Carbone Lamacchia Realty

    34 Pleasant St Unit 6, Plainfield, CT 06374
  • /27

    $319,900 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 1 Bath
    • 1,314 Sq Ft

    34 Pleasant St Unit 4, Plainfield, CT 06374

    *** Seller incentivized financing options available through our preferred lender! Project has already been preapproved! *** Rates as low as 6.25% fixed for 30 years! No points paid by the buyer! Exclusively available thru our preferred lender for buyers purchasing a unit as a primary residence and meeting other criteria. *** Example offerings in attachments! Contact info included for further

    Benjamin Carbone Lamacchia Realty

    34 Pleasant St Unit 4, Plainfield, CT 06374
  • /25

    $249,900 Open Sat 11AM - 12:30PM

    • 2 Beds
    • 1 Bath
    • 1,188 Sq Ft

    34 Pleasant St Unit 3, Plainfield, CT 06374

    NOTE: Estimated Payments are incorrect on Zillow, Realtor and other websites.

    Benjamin Carbone Lamacchia Realty

    34 Pleasant St Unit 3, Plainfield, CT 06374
  • /31

    $629,900

    • 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
  • /37

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,215 Sq Ft

    143 S Main St, Brooklyn, CT 06234

    Welcome to this spacious single-family home located in the charming town of Brooklyn, CT. Offering 3 generously sized bedrooms and 2 full bathrooms, this home features a bright and open layout with an abundance of natural light streaming through large windows. Beautiful hardwood flooring flows throughout, adding warmth and character. The modern kitchen is equipped with stainless steel appliances,

    Kyle Seyboth Century 21 Limitless

    143 S Main St, Brooklyn, CT 06234
  • /12

    $499,000 Open Sun 11AM - 12:30PM

    • 7 Beds
    • 3 Baths
    • 3,210 Sq Ft

    183 Putnam Pike, Dayville, CT 06241

    Attention investors and savvy buyers, don't miss this rare opportunity to own a solid three-family property with tremendous upside, set on a spacious 1.4-acre lot. A rare find for a multi-family property. With strong bones and desirable features already in place, this property is ideal for those looking to generate rental income while living in one unit or own a multi-unit home with equity

    Renee McCammon Berkshire Hathaway NE Prop.

    183 Putnam Pike, Dayville, CT 06241
  • /39

    $240,000

    • 6 Beds
    • 3 Baths
    • 3,304 Sq Ft

    37 Aldrich Ave, Moosup, CT 06354

    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

    37 Aldrich Ave, Moosup, CT 06354
  • /6

    $22,000

    • Land
    • 1.05 Acres
    • $20,952 per Acre

    40 S Prospect St, Putnam, CT 06260

    Buildable Lot! 1.05 Acres in Windham, CT - R-7 Zoning = Mobile, Modular, or Multi-Family Allowed - Power at Street - No HOA - Road Access! Located minutes from downtown Putnam and just under an hour to Hartford, Worcester, and Providence-offering rural charm with urban convenience. Daily essentials like schools, groceries, gas, restaurants, and healthcare are within 10 minutes. Gently sloped

    Derek Greene Derek Greene

    40 S Prospect St, Putnam, CT 06260
  • /40

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 2,528 Sq Ft

    63 Stone Rd, Dayville, CT 06241

    Welcome to your dream country retreat! This sprawling ranch is perfectly situated on an expansive property with unparalleled river frontage, offering the serenity and beauty of nature right at your doorstep. Nestled back from the road, a charming farmer's porch welcomes you into this thoughtfully designed home. Step inside to find an inviting open-concept main floor, seamlessly blending the

    Sheena Ruggirello Real Broker CT, LLC

    63 Stone Rd, Dayville, CT 06241
  • /24

    $429,900

    • 5 Beds
    • 1.5 Baths
    • 3,012 Sq Ft

    29 Ralph St, Moosup, CT 06354

    SPRAWLING Raised Ranch on 2.90 ACRE level lot w/ POSSIBLE IN LAW in lower walk out level that has 2 bedrooms, full bathroom, fireplace living room! Main level has HUGE VAULTED family room leading to 14 x 16 Deck for entertaining. Living room and fireplace dining area open to APPLIANCE kitchen w/ GRANITE Counters. Full bathroom with Glass shower. PAVED driveway, CITY SEWER and detached 2 car

    Christine Johnson RE/MAX One

    29 Ralph St, Moosup, CT 06354
  • /36

    $399,900 Open Sat 10AM - 12PM

    • 3 Beds
    • 1.5 Baths
    • 2,408 Sq Ft

    16 North Rd, Ashford, CT 06278

    Charming Antique Home with Timeless Beauty and Modern Comforts Step into the elegance of yesteryear with this beautifully maintained 3-bedroom, 2-bathroom antique home, where classic charm meets thoughtful updates and professionally landscaped surroundings. Nestled in a picturesque setting, this home welcomes you with warmth, character, and enduring appeal. Inside, you'll find sun-filled rooms,

    Kerri Mullen CR Premier Properties

    16 North Rd, Ashford, CT 06278
  • /19

    $140,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    20 Connecticut Dr, Plainfield, CT 06374

    Cute Ranch style home with nice vaulted ceilings, large double sliders on the front to let in loads of natural light! 2 bedrooms, 2 bathrooms, 2 very nicely sized walk in closets. Property on Lot Lease through Summertime Properties, LLC $450 PER/Month.

    Justin Cote Compass Connecticut, LLC

    20 Connecticut Dr, Plainfield, CT 06374
  • /37

    $725,000 Open Fri 6PM - 7:30PM

    • 2 Beds
    • 2 Baths
    • 1,338 Sq Ft

    72 Lake View Dr, Woodstock, CT 06281

    Welcome to your summer getaway or year-round oasis. This 2-bedroom 2- bathroom updated lake front retreat will have you feeling right at home no matter what season. Enjoy sunset cruises on your pontoon boat, the stunning views and colors in the fall and let's not forget ice fishing in the winter. This home has been completely renovated inside and out. Entering on the main level you have open

    Alexcia Merritt RE/MAX Bell Park Realty

    72 Lake View Dr, Woodstock, CT 06281
  • /4

    $150,000

    • Land
    • 17 Acres
    • $8,671 per Acre

    0 Appell Rd, Brooklyn, CT 06234

    Possibilities on this lot with long views from the elevated site. ROW possibilities for access to the lot, which is easily walked and has possible 2 homesites. Buyer to do due diligence to determine access and possibility of subdivision.

    Cathy Duprey Duprey Real Estate, LLC

    0 Appell Rd, Brooklyn, CT 06234
  • /40

    $998,000

    • 3 Beds
    • 2.5 Baths
    • 2,797 Sq Ft

    40 Shields Rd, Woodstock, CT 06281

    Welcome to 40 Shields Road, an exquisite reproduction nestled in the heart of desirable Woodstock, Connecticut. This stunning property seamlessly blends timeless craftsmanship with modern efficiency, offering perfect one-floor living. The home features wide pine floors throughout, custom hand-crafted built-ins, and a beautiful cherry and soapstone Brunarhans kitchen with high-end appliances.

    John Downs Berkshire Hathaway NE Prop.

    40 Shields Rd, Woodstock, CT 06281
  • /20

    $379,995

    • 5 Beds
    • 2 Baths
    • 3,112 Sq Ft

    413 Maple St, Killingly, CT 06239

    Step inside this meticulously remodeled, oversized Colonial that blends timeless charm with modern elegance. This expansive home offers generous living spaces, perfect for both entertaining and comfortable everyday living. Every detail has been carefully updated, featuring gleaming brand-new hardwood floors, designer tile showers, and luxurious stone countertops throughout. The flowing layout

    Marco Epifani eRealty Advisors, Inc.

    413 Maple St, Killingly, CT 06239
  • /10

    $130,000

    • 1 Bed
    • 1 Bath
    • 475 Sq Ft

    23 Mechanics St Unit 101, Putnam, CT 06260

    Welcome to this charming 1-bedroom, 1-bath condo nestled in the heart of Putnam, CT. This inviting unit offers a perfect blend of modern convenience and cozy comfort. The living area is generous featuring a few large windows that fill the space with natural light and mini split unit. The well-appointed kitchen includes updated appliances and well used spaced. Enjoy the convenience of being just

    Benjamin Carbone Lamacchia Realty

    23 Mechanics St Unit 101, Putnam, CT 06260
  • /7

    $199,900

    • Land
    • 13 Acres
    • $15,144 per Acre

    634 Parcel B 5 Mile River Rd, Putnam, CT 06260

    Endless possibilities await on this beautiful 13-acre parcel in desirable East Putnam over looking Cady Pond! Featuring approximately 900 feet of road frontage, this expansive property offers excellent subdivision potential or the perfect setting for your private estate. Enjoy the peace and privacy of rural living while being just minutes from the Rhode Island and Massachusetts borders-an ideal

    Jared Meehan RE/MAX Bell Park Realty

    634 Parcel B 5 Mile River Rd, Putnam, CT 06260
  • /15

    $249,900

    • Land
    • 12 Acres
    • $21,178 per Acre

    634 Parcel A 5 Mile River Rd, Putnam, CT 06260

    Discover the beauty and serenity of this remarkable 11.8-acre parcel in scenic East Putnam. Highlighted by a stunning 2-acre pond, this property features over 1,300 feet of road frontage and offers a unique blend of natural beauty and thoughtful environmental stewardship. The pond and surrounding wetland ecosystem have been meticulously restored to a healthy, thriving habitat, including invasive

    Jared Meehan RE/MAX Bell Park Realty

    634 Parcel A 5 Mile River Rd, Putnam, CT 06260
  • /10

    $225,000

    • Land
    • 3.72 Acres
    • $60,484 per Acre

    80 Averill Rd, Pomfret, CT 06259

    Approved, shovel ready Commercial Building Site. Part of a 15.9 acre 3 Lot approved subdivision. This is Lot #3.04 the entrance is on Averill Rd It has 3.72 Acres. Just off US Route 44.Shared driveway access with Commercial Property owned by Centerville Bank. Zoned Village Commercial. Ideal for Retail Centers & Strip Malls. Drive-Thru, Restaurants, Cafe', Chains, Grocery Stores & Convenience

    Mary Collins Berkshire Hathaway NE Prop.

    80 Averill Rd, Pomfret, CT 06259
  • /5

    $225,000

    • Land
    • 3.86 Acres
    • $58,290 per Acre

    00 Mashamoquet Rd, Pomfret, CT 06259

    Approved, shovel ready Commercial Building Site. Part of a 15.9 acre 3 Lot approved subdivision. This is Lot #3.02 It has 3.86 acres. Boarders the popular Airline State Park Trail in Back. It is directly on US Route 44. Just after the Commercial Property owned by Centerville Bank. Zoned Village Commercial. Ideal for Retail Centers & Strip Malls. Drive-Thru, Restaurants, Cafe', Chains, Grocery

    Mary Collins Berkshire Hathaway NE Prop.

    00 Mashamoquet Rd, Pomfret, CT 06259
  • /39

    $559,000

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

    101 Child Hill Rd, Woodstock, CT 06281

    Welcome to this beautiful & idyllic colonial, sitting off of Woodstock Hill! The views are outstanding! This home is known as the " White House" by the locals and in walking distance to the Academy!Drive up the long paved driveway and walk up the stairs to an expansive NEW TREX decking overlooking the countryside. Step inside the remodeled kitchen where you have an inset window seat, with higher

    Skyla Gagnon RE/MAX Bell Park Realty

    101 Child Hill Rd, Woodstock, CT 06281
  • /35

    $588,000 Open Sat 10AM - 12PM

    • 4 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    104 Pulpit Rock Rd, Woodstock, CT 06281

    This 4 Bedroom 2.5 bath meticulously maintained Colonial style home offers a seamless blend of classic charm and modern comfort creating an inviting and functional living environment. High ceilings and abundant natural light illuminate the rich engineered wood floors and detailed crown molding throughout. Enjoy this beautiful kitchen featuring custom Brunarhans cabinetry and granite countertops,

    Belinda Culp Berkshire Hathaway NE Prop.

    104 Pulpit Rock Rd, Woodstock, CT 06281
  • /13

    $149,000

    • Land
    • 2.97 Acres
    • $50,168 per Acre

    597 E Thompson Rd Unit Lot 10C, Thompson, CT 06277

    Prime 2.97-Acre Lot with underground utilities & Approved Plans in beautiful Thompson, CT. Discover the perfect blend of privacy, convenience, and readiness with this approximately 2.97-acre parcel in the peaceful town of Thompson, Connecticut. This exceptional lot comes equipped with underground electric already in place, within an approved subdivision plan, and engineered septic plans in

    The Schlesman Realty Group ERA Key Realty Services

    597 E Thompson Rd Unit Lot 10C, Thompson, CT 06277
  • /3

    $90,000

    • Land
    • 1.87 Acres
    • $48,128 per Acre

    18 Ledge Hill Rd, Sterling, CT 06377

    Land was approved for a 3 bedroom home in 2004 - please do your due diligence with the town. Beautiful country lot that is high and dry to build your dream home. 4.5 Miles to 395 and close to RI line. 617Ft of road frontage.

    Christine Johnson RE/MAX One

    18 Ledge Hill Rd, Sterling, CT 06377
  • /20

    $55,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    36 Fairway Dr, Windham, CT 06256

    2 Bed, 1 Bath Mobile home located in the Country Club Estates Mobile Home Park. Desirable community close to many recreational, shopping, and dining options. This home is waiting to be loved by its next owner. Home being sold in as is condition. All buyers are subject to park approval.

    Erica Molochnick RbRE, LLC

    36 Fairway Dr, Windham, CT 06256
  • /39

    $1,986,000

    • 4 Beds
    • 3.5 Baths
    • 5,104 Sq Ft

    175 Pulpit Rock Rd, Woodstock, CT 06281

    A once-in-a-generation opportunity. Please visit this stunning Georgian estate situated on 55 hilltop acres in desirable Woodstock, CT. Enjoy breathtaking long views all the way to Rhode Island! A few of the exceptional assets offered include an elegant in-law apartment, a large 6 stall horse barn with office, an inviting in-ground pool, and 25 acres of fenced open pasture. As you approach the

    John Downs Berkshire Hathaway NE Prop.

    175 Pulpit Rock Rd, Woodstock, CT 06281
  • /13

    $330,000

    • 5 Beds
    • 2 Baths
    • 2,200 Sq Ft

    9 Ann St, Willimantic, CT 06226

    2 family house on a quiet street. First floor is a 2 bed 1 bath with hardwood floors throughout. Direct access to their side of the basement. Front foyer, eat in kitchen, living room. Second unit is the 2nd floor & 3rd floor and open, perfect for owner occupied multifamily. 2 bedrooms on the upper level with new carpet. Kitchen, dining room, living room, bathroom and 1 bedroom on the second floor

    david breau eXp Realty

    9 Ann St, Willimantic, CT 06226
  • /40

    $630,000

    • 4 Beds
    • 3 Baths
    • 4,300 Sq Ft

    69 Elmdale Rd, Canterbury, CT 06331

    Canterbury...UNIQUE Property with 4300sqft consisting of a 2600sqft AMAZING GARAGE & WORKSHOP, that can fit 10 PLUS CARS with 2 CAR LIFTS. Separate Single family home, Separate APARTMENT, separate area for another possible efficiency apartment, detached large carport and MUCH MORE on a 3.24 Beautiful private level lot. Drive into this private retreat with your single family home to the right w/an

    Irene Adams Signature Properties of NewEng

    69 Elmdale Rd, Canterbury, CT 06331
  • /10

    $262,900

    • 3 Beds
    • 1.5 Baths
    • 1,367 Sq Ft

    9 Addison St, Putnam, CT 06260

    Charming 1908 Victorian in Putnam - Endless Potential! Tucked away in a quiet cul-de-sac neighborhood. This classic 3 Bedroom home offers a rare chance to restore and personalize a piece of local history. While the home shows signs of deferred maintenance, it stands on a solid foundation and is full of character, awaiting a thoughtful renovation to bring it back to life. A welcoming front porch

    Lisa Barstow Simply Sold Real Estate

    9 Addison St, Putnam, CT 06260
  • /4

    $1,100,000

    • Land
    • 22 Acres
    • $49,796 per Acre

    36 Plainfield Pike, Plainfield, CT 06374

    Strategically located just 650 feet off I-395, this 22+ acre site offers outstanding visibility with potential signage exposure directly from the highway. Over 750 feet of frontage and access to city water, sewer, and natural gas, the property presents a prime opportunity for development. Ideal for retail, hotel, gas station, storage, or other commercial uses. Industrial Sector: Plainfield is

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    36 Plainfield Pike, Plainfield, CT 06374
  • /9

    $499,995

    • 8 Beds
    • 8 Baths
    • 4,160 Sq Ft

    8 High St, Putnam, CT 06260

    "Exceptional Investment Opportunity in Putnum CT, 8-unit property featuring two separate buildings on a generously sized lot, offering both immediate income potential and exciting development prospects. Building 1 stands ready for immediate occupancy, featuring 4 vacant 1 bed units meticulously maintained and prepared for new tenants. while you explore options for the second building. Building 2,

    Karim Douich William Raveis Real Estate

    8 High St, Putnam, CT 06260
  • /31

    $374,900

    • 3 Beds
    • 2.5 Baths
    • 1,802 Sq Ft

    3 Julian Cir Unit 3, Sterling, CT 06377

    BACK ON MARKET DUE TO BUYER FINANCING FALLING THROUGH! Charming Young Colonial with 3B, 2.5BA & Low Maintenance Living! Welcome to Sterling Hills Estate! This lovely home is located in a desirable community with an HOA of only $140 a month that takes care of ALL GROUNDS MAINTENANCE! This home lets you enjoy more leisure time and less upkeep. Gleaming hardwood floors throughout first floor and a

    Kim Ricard Priority Real Estate Group,LLC

    3 Julian Cir Unit 3, Sterling, CT 06377
  • /3

    $65,000

    • Land
    • 6 Acres
    • $11,344 per Acre

    0 Reilly Rd, Hampton, CT 06247

    Discover this stunning parcel of land in the heart of Hampton, CT, offering extensive frontage on both Reilly Road and Windham Road. Defined by classic New England stone walls, the property is nestled in a serene and private setting-your own peaceful oasis-yet remains conveniently close to major routes and everyday essentials. Whether you're looking to build your dream home or invest in a quiet

    Andrew Bruce Lamacchia Realty

    0 Reilly Rd, Hampton, CT 06247
  • /5

    $85,000

    • Land
    • 1.47 Acres
    • $57,823 per Acre

    0 Plainfield Pike, Plainfield, CT 06374

    1.47 acres of vacant land conveniently located! Driveway has been dug out and crush stone laid. Your opportunity awaits! Site plan was done in the past by an Engineer. Previously approved building lot, expired 3/20/23.Driveway work done in 2023. Last Perc test done in 2004.

    Skyla Gagnon RE/MAX Bell Park Realty

    0 Plainfield Pike, Plainfield, CT 06374
  • /19

    $245,000

    • 4 Beds
    • 1 Bath
    • 1,078 Sq Ft

    129 Walnut St, Willimantic, CT 06226

    Charming antique 1915 home in down town Willimantic on a beautiful corner lot showcasing its 20th century craftsmanship. The authentic wooden white picket fence is a beautiful addition to all of the craftsmanship . A two story carriage house style garage detached from the home offering an abundance of space and access onto two roads. Conveniently just walking distance from Eastern CT State

    Lisa Therecka Therecka & Associates LLC

    129 Walnut St, Willimantic, CT 06226
  • /4

    $95,000

    • Land
    • 3.36 Acres
    • $28,274 per Acre

    0 S Brook Rd Unit lot 4 24090331, Hampton, CT 06247

    Discover the perfect spot to build your dream home in the heart of quiet, picturesque Hampton. Surrounded by mature trees and classic New England Scenery, this 3.5 acre lot offers a serene, wooded setting with plenty of privacy. Approved building lot for septic and well. Owner of property is Ct Realtor

    Lisa Labadia Houlihan Lawrence WD

    0 S Brook Rd Unit lot 4 24090331, Hampton, CT 06247
  • /28

    $850,000

    • 3 Beds
    • 4 Baths
    • 3,431 Sq Ft

    267 Chase Rd, Thompson, CT 06277

    So many bright, happy spaces inside this pretty Colonial home. The main area of the home features a chef's kitchen, which is open to the dining area capable of almost any sized table and a grand piano. Relax in the private sunroom. Be comfortable with an intimate living room with a fireplace. Hide away in the first floor office, or have an additional bedroom. 3 ample sized second floor bedrooms,

    Lynn Converse RE/MAX Bell Park Realty

    267 Chase Rd, Thompson, CT 06277
  • /14

    $350,000

    • Land
    • 3.01 Acres
    • $116,279 per Acre

    199 Shippee Schoolhouse Rd, Killingly, CT 06241

    Start building your dream home right away on this stunning 3.01-acre property, fully prepared for you to hit the ground running. Approved, stamped building plans are ready to submit for permits, and trusted builders are lined up to begin - just add your final touches and you could be home by Christmas! The foundation is installed and painted, featuring a walkout basement with plumbing roughed in

    Jennifer Morton-Dumais LPT Realty - IConn Team

    199 Shippee Schoolhouse Rd, Killingly, CT 06241
  • /40

    $290,000

    • 3 Beds
    • 3 Baths
    • 2,382 Sq Ft

    269 Jackson St, Willimantic, CT 06226

    Welcome to a rare opportunity for both savvy investors and future owner-occupants alike. This Colonial-style three-family home offers the ideal blend of character, functionality, and strong income potential. Whether you're looking to offset your mortgage with tenant income or expand your investment portfolio, this property is a smart choice. The owner's unit will be delivered vacant and features

    Michael A Tarallo Giner Real Estate

    269 Jackson St, Willimantic, CT 06226

Showing Results 121 - 160, Page 4 of 8

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