37

Windham County CT Homes under $300,000

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  • /9

    $285,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    37 Ruth St, Danielson, CT 06239

    Discover the potential in this fixer-upper featuring an ideal floor plan with spacious, flowing living areas and endless possibilities to make it your own. The open and functional layout offers great bones for a renovation project, with generously sized rooms, abundant natural light, and a seamless flow perfect for modern living and entertaining. Whether you're an investor, flipper, or buyer

    Agent Photo

    Elizabeth Scranton

    Kazantzis Real Estate, LLC

    (860) 926-3536

    37 Ruth St, Danielson, CT 06239
  • /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. Engineering plans will accommodate a 5000SF building. 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,

    Agent Photo

    Mary Collins

    Berkshire Hathaway NE Prop.

    (860) 791-1920

    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. Engineering initial plans to accommodate a 5000SF building. 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 &

    Agent Photo

    Mary Collins

    Berkshire Hathaway NE Prop.

    (860) 579-6685

    00 Mashamoquet Rd, Pomfret, CT 06259
  • /38

    $280,000

    • 3 Beds
    • 1.5 Baths
    • 2,236 Sq Ft

    360 N Society Rd, Canterbury, CT 06331

    Bring your vision and creativity to this incredible opportunity loaded with potential! This oversized Cape sits privately on over 2 picturesque acres, set back from the road with a beautiful stone boundary wall welcoming you in. The property offers outstanding upside potential! Perfect for investors, builders, or ambitious homeowners, this home has already been gutted and is ready for your

    Dale Bunn Riverview Realty, LLC

    360 N Society Rd, Canterbury, CT 06331
  • /40

    $282,500

    $68K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,640 Sq Ft

    1250 Route 171, Woodstock, CT 06281

    Welcome to this charming colonial with stenciled details that add character & style! This delightful antique property is the perfect fixer upper and features 3 bedrooms, 1 and a 1/2 bathrooms, and a clapboard exterior. Situated on a 0.9 acre lot, this home boasts a garden in the side yard and a large backyard, perfect for outdoor enjoyment. Additionally, a shed provides convenient storage for

    Kara Mazzola First Choice Realty

    1250 Route 171, Woodstock, CT 06281
  • /18

    $275,000

    $54K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,606 Sq Ft

    279 River Rd, Putnam, CT 06260

    Opportunity and character come together in this 1840 home set on 2.03 acres in Putnam. Rich with charm, the home features wide board flooring, built-ins in both the living and dining rooms, and butcher block countertops that bring warmth to the space. The layout includes a quarter bath on the main level and three bedrooms with a full bath upstairs. A spacious enclosed breezeway creates a flexible

    Scott Pempek Berkshire Hathaway NE Prop.

    279 River Rd, Putnam, CT 06260
  • /16

    $299,900

    • 2 Beds
    • 1 Bath
    • 480 Sq Ft

    339 Ference Rd, Ashford, CT 06278

    Best and final offer deadline Thursday May 21tst 6:00 p.m.____Nestled in the sought-after Lake Chaffee community, this charming 2-bedroom year-round cottage offers the perfect blend of cozy comfort and lakeside living. Whether you're searching for a peaceful full-time residence or a weekend retreat, this inviting home delivers the quintessential Connecticut lake lifestyle._____ Inside, you'll

    Lynsie M. White KW Legacy Partners

    339 Ference Rd, Ashford, CT 06278
  • /20

    $289,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    47 Texas Heights Rd, Plainfield, CT 06374

    RANCH HOME! Bring your vision and make this 3-bedroom, 1-bath ranch your own! Situated on a corner lot, this 960 sq ft home offers great potential with a full basement for added space or storage. Enclosed porch. With some repairs and updates, this property could shine again-ideal for investors, DIY enthusiasts, or first-time buyers looking for a project. Features a dirt driveway and solid bones

    Doug Taber Taber Realty, LLC

    47 Texas Heights Rd, Plainfield, CT 06374
  • /28

    $289,900

    Open Sun 2PM - 4PM
    • 3 Beds
    • 1 Bath
    • 1,102 Sq Ft

    355 Ference Rd, Ashford, CT 06278

    MOTIVATED SELLER!! Lovely 3-bedroom ranch style home for sale in Ashford CT! Perfect size for a starter home or downsizing. The kitchen features tile flooring, recess lighting, stainless steel appliances and solid countertops. The living room has hard wood floors and a cozy fireplace. Three decent size bedrooms, and a full bath featuring tiled floor and a tiled shower. Area in the basement for

    Paul Cutler Keller Williams Realty Gr.Worc

    355 Ference Rd, Ashford, CT 06278
  • /27

    $275,000

    $14K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    30 Mortimer Rd, Moosup, CT 06354

    Welcome to this sun-drenched Colonial nearby to Moosup Pond! Offering comfortable living spaces along with an enclosed porch at the front of the home and sunroom in back. With a full bath on each floor and two upper level bedrooms, this home is a wonderful opportunity to make your own! Enjoy an eat-in kitchen, large living room with potential to enclose an additional room if desired, and pond

    Danielle Duquette The Neighborhood Realty Group

    30 Mortimer Rd, Moosup, CT 06354
  • /19

    $289,900

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    155 Southridge Dr, Willimantic, CT 06226

    Welcome home to this charming ranch-style property in Windham offering comfortable one-level living and endless potential. Featuring 3 bedrooms, a spacious layout, and a full unfinished basement perfect for storage, a workshop, or future expansion. Enjoy a beautiful yard with plenty of room for entertaining, gardening, or relaxing outdoors. Conveniently located near local amenities, shopping,

    Arielle Ruffin Choice Realty

    155 Southridge Dr, Willimantic, CT 06226
  • /13

    $299,900

    • 4 Beds
    • 1.5 Baths
    • 1,677 Sq Ft

    23 Tiffany St, Brooklyn, CT 06234

    2020 ROOF, 2022 Hot water heater, LOW TAXES, CITY WATER and SEWER too! a Rare 4 bedroom home on a corner lot has 2 BIG bedrooms on upper level with a 1/2 bathroom. Main level has 2 bedrooms, living room, eat in appliance kitchen and 1st floor laundry. Small maintainable yard with your own driveway 5 minutes to RTE. 6 and 395. Basement is dirt/stones and you could easily concrete.

    Christine Johnson RE/MAX One

    23 Tiffany St, Brooklyn, CT 06234
  • /24

    $284,999

    $35K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 1,904 Sq Ft

    144 Prospect Ave, Danielson, CT 06239

    BACK ON MARKET. Buyer lost financing. Property appraised. Call today for your private tour. Seller willing to throw in $2500 for fresh paint or any project you want to apply it to. Bring your elbow grease and make this your perfect investment property yours right down to the personal touches. Looking for a perfect Owner-occupied place where the rent can cover you mortgage?? Look no further.

    KAREN MILHEM Media Realty Group, Inc.

    144 Prospect Ave, Danielson, CT 06239
  • /33

    $275,000

    Open Sat 10AM - 11:30AM Coming Soon
    • 4 Beds
    • 2 Baths
    • 2,120 Sq Ft

    18 Addison St, Putnam, CT 06260

    Tucked away on the outskirts of Putnam, this stately two-family home offers the perfect mix of classic charm and space. Each apartment features 2 bedrooms, 1 full bath, laundry hookups, and its own covered porch - the perfect spot to relax and enjoy the peaceful surroundings. Bright and comfortable living spaces, a spacious yard, and a quiet setting give this property a warm and welcoming feel,

    Donna Navarro Signature Properties of N.E.

    18 Addison St, Putnam, CT 06260
  • /2

    $200,000

    $50K PRICE DROP
    • Land
    • 34,848 Sq Ft
    • $250,000 per Acre

    35 S Main St, Brooklyn, CT 06234

    Bring your ideas for this commercial lot, centrally located in a high traffic area located right off route 6. Was previously approved for a 4800 sq.ft. retail/office building with two cutouts as an entrance/exit. Several options for commercial use such as retail shopping, office space, farmers market, restaurant, and more in the zoning regulations.

    Andrew Kausch Kazantzis Real Estate, LLC

    35 S Main St, Brooklyn, CT 06234
  • /6

    $249,999

    $159K PRICE DROP
    • Land
    • 45 Acres
    • $5,556 per Acre

    0 Cook Hill Rd Unit 24135933, Killingly, CT 06239

    Do not miss out on the opportunity to own 45 acres in Killingly! Nestled along rural Cook Hill Rd, this stunning lot offers privacy and convenience. This raw classic New England land offers beautiful mature trees, stone walls, and a small stream. Convenient location just minutes away from i395, Route 6, shopping plazas, restaurants, and convenience stores. Come explore the endless opportunities

    Joseph Bonneau eXp Realty

    0 Cook Hill Rd Unit 24135933, Killingly, CT 06239
  • /22

    $299,900

    • Land
    • 79 Acres
    • $3,796 per Acre

    00 Ide Perrin Rd, Woodstock, CT 06281

    On a private road surrounded by unspoiled natural beauty, this remarkable 79-acre property offers exceptional privacy and endless potential. Two brooks enhance the landscape - Lebanon Brook along the western boundary and Porter Pond Brook to the east. The land features a mix of wetlands and highlands, heavily wooded with abundant timber resources. Create your secluded homestead in the wilderness

    Catherine Howard Berkshire Hathaway NE Prop.

    00 Ide Perrin Rd, Woodstock, CT 06281
  • /40

    $290,000

    • 2 Beds
    • 1.5 Baths
    • 1,288 Sq Ft

    3 Westside Dr Unit 17, North Grosvenordale, CT 06255

    Motivated Seller. Well maintained move-in ready 2 bedroom, 1 1/2 bath condo with 1 car garage. Walk in on the lower level from the garage to an additional 416 sq ft. for an office/gym/playroom whatever you choose. Up to second floor you will find a combo-living/dining area with a slider to a deck for your enjoyment, also a completely remodeled 1/2 bath and Kitchen with granite counter. On the 3rd

    Dianne Barrett Johnston & Associates Real Estate, LLC

    3 Westside Dr Unit 17, North Grosvenordale, CT 06255
  • /15

    $215,000

    $10K PRICE DROP
    • Land
    • 1.34 Acres
    • $160,448 per Acre

    115 Groveland Ave, Putnam, CT 06260

    Development Opportunity! Town-approved condominium project with fully engineered plans available by request, set on a private lot with views. This offering conveys development rights only for an approved condominium complex consisting of two existing townhouses and approvals for eight additional units to be built. Prior approvals are in place with the Town, underground utilities are on site, and

    Jennie Kesselman Berkshire Hathaway NE Prop.

    115 Groveland Ave, Putnam, CT 06260
  • /32

    $239,900

    $20K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,758 Sq Ft

    26 Plains Rd, Windham, CT 06280

    *** Dutch Colonial Style Home Brimming with History and Potential *** This home is the former parsonage for St. Paul's Episcopal Church, with many antique features reminiscent of its time - gambrel style roof, colonial American style woodwork, wide plank floors, field stone foundation and walk ways, and accretive architecture. The home is sprawling with over 2700 Sqft, 4 bedrooms, 1 1/2 baths,

    Christy Lofstrom Driscoll ERA Blanchard & Rossetto

    26 Plains Rd, Windham, CT 06280
  • /29

    $250,000

    $49K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,160 Sq Ft

    119 Quercus Ave, Willimantic, CT 06226

    Tucked into The Oaks, one of Willimantic's most beloved neighborhoods, this 1890s Cape Cod is a home that feels instantly welcoming. Built by the Willimantic Linen Company, it reflects a simpler time, beginning with a covered front porch and a thoughtfully scaled interior that feels comfortable and inviting. The 1,160 square foot home offers three bedrooms and a cozy living room featuring the

    Kristen Kaskela Berkshire Hathaway NE Prop.

    119 Quercus Ave, Willimantic, CT 06226
  • /18

    $209,900

    • 2 Beds
    • 1 Bath
    • 952 Sq Ft

    49 Canterbury Rd Unit E, Plainfield, CT 06374

    Welcome to 49 Canterbury Rd, Unit E, where modern updates meet easy, low-maintenance living. This move-in ready 2-bedroom, 1-bath unit has been thoughtfully refreshed throughout, making it the perfect opportunity for anyone seeking comfort, convenience, and a beautifully updated space to make HOME! Step inside to find new flooring, paint, light fixtures, and updated hardware throughout the home,

    Amayah Chavez Byrnes Real Estate Company

    49 Canterbury Rd Unit E, Plainfield, CT 06374
  • /18

    $209,900

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

    34 Pleasant St Unit 6, Plainfield, CT 06374

    You can own this home with NO money down for less than what you pay in rent a month....all taxes, insurance and HOA fees included. Take advantage of a program that has limited funding left! Rather than paying someone else's mortgage pay yourself!

    Benjamin Carbone Lamacchia Realty

    34 Pleasant St Unit 6, Plainfield, CT 06374
  • /2

    $300,000

    • Land
    • 8.8 Acres
    • $34,091 per Acre

    100 Hubbard Hill Rd, Killingly, CT 06239

    Experience the quintessential beauty of this New England countryside on this breathtaking 8.8 acres. This property offers a rare sense of pastoral peace without sacrificing convenience. Located less than a quarter-mile from I-395, you can enjoy a quiet, rural lifestyle with seamless transit to Boston, Providence, and NYC right at your doorstep. This is also listed as part of 4 properties which

    Jill Pilgrim William Pitt Sotheby's Int'l

    100 Hubbard Hill Rd, Killingly, CT 06239
  • /2

    $225,000

    • Land
    • 13.3 Acres
    • $16,917 per Acre

    0 Church St, Thompson, CT 06277

    Picturesque lot with building site off the road. Ready to go with testing complete for a 5 bedroom home. Build your dream home!

    Amy Brunet Brunet and Company Real Estate

    0 Church St, Thompson, CT 06277
  • /25

    $264,900

    $5K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,314 Sq Ft

    34 Pleasant St Unit 4, Plainfield, CT 06374

    You can own this 3 bed home with NO money down and gain a pool for a little more than your monthly rent at nearly $2234 a month....all taxes, insurance and HOA fees included. Rather than paying someone else's mortgage pay yourself!

    Benjamin Carbone Lamacchia Realty

    34 Pleasant St Unit 4, Plainfield, CT 06374
  • /2

    $295,000

    • Land
    • 2.79 Acres
    • $105,735 per Acre

    19 Knollwood Dr, Canterbury, CT 06331

    Level, lightly wooded commercial lot, next to retail plaza and Cumberland Farms. 2.79 acres. 535' road frontage. Zone VC Village Commercial. Both Well and Septic needed. $295,000. PERMITTED USES: Retail, Services, Office, Indoor Recreation, Motel... BY SPECIAL PERMIT: Church, School, Museum, Multi-use (mixed use)...

    Norm Peck Signature Properties of N.E.

    19 Knollwood Dr, Canterbury, CT 06331
  • /16

    $275,000

    $5K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,230 Sq Ft

    604 Whetstone Mills, Dayville, CT 06241

    Escape to tranquility in this beautiful 2 bedroom 1230 sqft condo nestled in a serene forest surrounded setting. Inside the spacious living room welcomes you with a cozy fireplace ideal for chilly evenings. The primary bedroom is a true retreat featuring an elegant Palladian window that fills the space with ample natural light. The thoughtfully designed layout offers both functionality and charm.

    Kathy Rickey Signature Properties of N.E.

    604 Whetstone Mills, Dayville, CT 06241
  • /8

    $299,908

    $75K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 3,144 Sq Ft

    8 Palmer Rd, Scotland, CT 06264

    Spacious mixed-use 3-family property located in the heart of town offering endless possibilities for investors, business owners, or owner-occupants. The first floor features two commercial storefronts with excellent visibility and foot traffic, ideal for retail, office, restaurant, or service-based businesses. The second floor offers a well-sized 2-bedroom apartment providing additional rental

    Cary Marcoux RE/MAX Bell Park Realty

    8 Palmer Rd, Scotland, CT 06264
  • /20

    $299,000

    $86K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,050 Sq Ft

    181 Snake Meadow Rd, Moosup, CT 06354

    This house has been TOTALLY brought back to life! New Roof, Windows, Siding, Doors, Flooring, Paint, Heating System, Oil Tank, Well Tank, Stainless Steel Appliances, Lighting, Two New Bathrooms, Kitchen and More! It also has a BRAND NEW SEPTIC on the way to be installed before closing. Come take a peek before it's gone.

    Derek Greene Derek Greene

    181 Snake Meadow Rd, Moosup, CT 06354
  • /32

    $299,000

    $76K PRICE DROP
    • 7 Beds
    • 4 Baths
    • 3,963 Sq Ft

    129 Valley St, Windham, CT 06226

    Mixed-use investment property with multiple income streams and strong value-add potential. The property is zoned B-1A and currently configured with two occupied residential units generating income, plus two additional gutted residential units with plumbing in place, ready for build-out. The property also includes a commercial storefront with a separate entrance, offering flexibility for a variety

    Kyle West eXp Realty

    129 Valley St, Windham, CT 06226
  • /34

    $249,900

    • 2 Beds
    • 1 Bath
    • 852 Sq Ft

    54 Manners Ave, Willimantic, CT 06226

    Welcome to 54 Manners Avenue! This move-in ready 3-bedroom ranch offers easy single-level living with hardwood floors throughout and a bright, functional layout. Built in 1955 and offering 852 square feet, this well-maintained home makes the most of every space. Inside, you'll find a comfortable living room, three bedrooms, a full bathroom, and an eat-in kitchen. The full unfinished basement

    Josph Malone Coldwell Banker Realty

    54 Manners Ave, Willimantic, CT 06226
  • /31

    $289,000

    • 3 Beds
    • 2 Baths
    • 912 Sq Ft

    1 Gem Dr, Willimantic, CT 06226

    Welcome to 1 Gem Drive. This well cared for 3-bedroom, 2-bath raised ranch offers comfort, charm, and space to enjoy both inside and out. The home features additional finished space in the lower level, perfect for a family room, home office, or guest area, complete with a full bath. Step into a bright and inviting layout designed for easy living, with plenty of room for both relaxing and

    Stephen Galinat Home Selling Team

    1 Gem Dr, Willimantic, CT 06226
  • /23

    $299,900

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths

    118 Ashford Rd Unit 3, Eastford, CT 06242

    Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $2,999 back in closing cost credits OR $1,682 per month at an exceptional financing rate of 5.39% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits Looking for a ranch-style condo with a single-family feel? You found it! This condo is

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

    118 Ashford Rd Unit 3, Eastford, CT 06242
  • /25

    $299,900

    • Land
    • 1.07 Acres
    • $280,280 per Acre

    71 Deerfield Dr, Sterling, CT 06377

    Discover the potential of this 1.07 acre lot. The property currently features a barn structure, but the true value lies in the land itself, being located on a private - no outlet road! With ample space to develop to dream property. Explore the possibilities this well-situated property has to offer. Trailer on property does not convey.

    Kristopher Tramont Real Broker CT, LLC

    71 Deerfield Dr, Sterling, CT 06377
  • /25

    $269,000

    Open Fri 5PM - 7PM Coming Soon
    • 2 Beds
    • 1 Bath
    • 1,054 Sq Ft

    11 Poulin Dr, Thompson, CT 06277

    Located just minutes from the Massachusetts and RI borders, this well-loved home offers an excellent opportunity with clear potential. The property features a spacious open yard, large back deck, and shed for additional storage. Included with the sale are patio furniture, two grills, a lawn mower, and a generator - making it an easy turn-key start for the next owner. Major mechanical updates

    Justine Santos Lyon Malek Real Estate

    11 Poulin Dr, Thompson, CT 06277
  • /19

    $225,000

    $13K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,078 Sq Ft

    129 Walnut St, Willimantic, CT 06226

    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

    129 Walnut St, Willimantic, CT 06226
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