Windham County CT Homes for Sale

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  /3

  $299,000

  Open Sat 11AM - 1PM

  • 2 Beds
  • 1 Bath
  • 650 Sq Ft

  170 Laurel Hill Dr, Woodstock Valley, CT 06282

  Coming soon!! Summer isn't over yet-there's still time to own your own slice of paradise at beautiful Lake Bungee! Nestled just a one-minute walk from the water, this charming retreat offers the perfect blend of relaxation and recreation. Step outside to a private backyard oasis designed for making memories, featuring a spacious patio, cozy fire pit, and plenty of room to entertain family and

  Tessa Stacy Brunet and Company Real Estate

  170 Laurel Hill Dr, Woodstock Valley, CT 06282
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  /11

  $185,000

  • 3 Beds
  • 2 Baths
  • 964 Sq Ft

  11 Paradise Dr, Brooklyn, CT 06234

  Don't like neighbors? Don't have millions of dollars but want something with some class? Buried in the woods you will find this totally remodeled manufactured home. Everything in every room has been redone. All new flooring! The kitchen features granite countertops, new appliances and even a motion sensor activated sink! The primary bedroom features its own bath with a garden tub and separate

  Leo Chomen Signature Properties of N.E.

  11 Paradise Dr, Brooklyn, CT 06234
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  /40

  $370,000

  • 5 Beds
  • 3 Baths
  • 2,540 Sq Ft

  49 High St, Danielson, CT 06239

  This beautifully maintained three-family property is an exceptional find for an owner-occupant looking to live in style while generating supplemental income. Bursting with charm, this home is truly full of character, offering the perfect blend of classic appeal and essential modern upgrades. Whether you are searching for your first home or a solid, turnkey investment opportunity, this residence

  Georgia LaBonne William Pitt Sotheby's Int'l

  49 High St, Danielson, CT 06239
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  /10

  $499,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,604 Sq Ft

  25 Bebbington Rd, Ashford, CT 06278

  ANOTHER REFINED LIVING EXCLUSIVE! To Be Built! A very rare NEW CONSTRUCTION home opportunity that offers 1,604 SF, attached 1 car garage, 3 large bedrooms, primary bedroom with it's own full bath and his & hers closets, 2 & 1/2 baths total, eat-in kitchen, dining room & main level laundry room. Large full basement. Well sought community. A new buyer can BE IN BY SEPTEMBER! (School season)!!

  Robert Letskus Platinum Associates

  25 Bebbington Rd, Ashford, CT 06278
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  /26

  $275,000

  • 4 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  19 Washburn St, Willimantic, CT 06226

  Great location in the Hill Section of Willimantic. Private rear yard. 2 car detached garage. Short walk to High scroll fields. Eastern CT State University is a short walk. 4 4 Bedrooms on the upper level. Large front to back living room , dining room , half bath and small office area all on the first floor. The home is a must see!

  Gregory LaFlam LaFlam Group

  19 Washburn St, Willimantic, CT 06226
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  /26

  $195,000

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  45 Main St Unit 206, Plainfield, CT 06374

  Step into the timeless character of this beautifully maintained 2-bedroom, 1.5-bath mill-style condominium, where historic architectural details blend seamlessly with modern living. Featuring soaring ceilings, oversized windows that fill the home with natural light, and the distinctive character these sought-after mill conversions are known for, this inviting residence offers a warm and unique

  Lisa Gervais Team Bassett Realty LLC

  45 Main St Unit 206, Plainfield, CT 06374
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  /18

  $145,000

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft

  65 R And r Park, Killingly, CT 06241

  Welcome to this beautifully maintained 3-bedroom, 2-bath park model home located in a desirable community in Killingly, CT. Offering an inviting open-concept floor plan, this home features a spacious living area that flows seamlessly into the kitchen and dining space, creating the perfect setting for everyday living and entertaining. Pride of ownership is evident throughout with its well-kept

  

  Michael Nugent

  RE/MAX Professional Associates

  65 R And r Park, Killingly, CT 06241
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  /12

  $190,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  11 Cottage St, Putnam, CT 06260

  Opportunity awaits at 11 Cottage Street in Putnam! This classic home is ready for its next chapter and offers tremendous potential for investors, flippers, or buyers looking to renovate and build equity. The property is in need of a complete update. Conveniently located close to downtown Putnam's restaurants, shops, parks, and local amenities, this property offers a desirable location with plenty

  Davis Owen Davis Owen Real Estate

  11 Cottage St, Putnam, CT 06260
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  /21

  $215,000

  • 2 Beds
  • 1.5 Baths
  • 998 Sq Ft

  29 Kathleen Dr Unit 5C, Willimantic, CT 06226

  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

  29 Kathleen Dr Unit 5C, Willimantic, CT 06226
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  /29

  $99,000

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  5 Deibler Ln, Plainfield, CT 06374

  Endless possibilities await! This property is the perfect opportunity to design and build the home you've always envisioned. The interior has already been partially stripped down, allowing you to skip much of the demolition and begin bringing your ideas to life. Featuring a cozy wood stove, detached garage, private well, and septic, this property is ready for a complete transformation. Customize

  Michelle Gutierrez Social & Co Realty

  5 Deibler Ln, Plainfield, CT 06374
• 

  

  /19

  $470,000

  • 5 Beds
  • 3 Baths
  • 3,050 Sq Ft

  0 Plainfield Pike, Sterling, CT 06377

  Built in 1825 in the Quaint town of Oneco this Adorable 3 Family on Oneco Pond is a great Waterfront Property!!! In the Summertime enjoy Kayaking, Canoeing, Swimming, Fishing or just sit and enjoy the Beautiful Views of the Pond from the deck or back yard. In the Winter enjoy Ice Skating or Ice Fishing. Home has 3 units. Two units have 2 Bedrooms and 1 Full Bath and 1 unit has 1 Bedroom and 1

  Ginny Dunbar RE/MAX One

  0 Plainfield Pike, Sterling, CT 06377
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  /2

  $55,000

  • Land
  • 37,026 Sq Ft
  • $64,706 per Acre

  0 S Potvin Ave Unit 24190379, Plainfield, CT 06374

  A rare opportunity to own two adjoining lots being sold together, offering additional space, flexibility for your future plans. Enjoy the privacy of mature trees while benefiting from a mostly flat landscape. This is a .85 acre lot being sold with the abbutting .17 acre lot. Conveniently located just minutes from shopping, restaurants, schools, and other local amenities, you'll enjoy the perfect

  Cary Marcoux RE/MAX Bell Park Realty

  0 S Potvin Ave Unit 24190379, Plainfield, CT 06374
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  /40

  $789,000

  Open Sat 10AM - 12PM Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,226 Sq Ft

  61 Beecher Rd, Brooklyn, CT 06234

  Welcome to 61 Beecher Road, a beautifully upgradedhome that seamlessly blends luxurious comfort with modern living. This meticulously maintained property boasts a range of impressive improvements that elevate both style and functionality. Step into a culinary haven featuring a full suite of GE Cafe appliances in a sleek matte white finish. Enjoy the convenience of a built-in microwave drawer,

  Jennifer Lehto Real Broker CT, LLC

  61 Beecher Rd, Brooklyn, CT 06234
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  /11

  $305,000

  Open Wed 5PM - 6:30PM Coming Soon

  • 4 Beds
  • 1 Bath
  • 1,075 Sq Ft

  480 N Main St, Moosup, CT 06354

  Charming Cape offering 4 bedrooms and 1 full bath in a convenient location. Freshly installed carpet in all bedrooms adds a clean, updated feel, while the freshly painted back deck overlooks the fenced backyard-perfect for relaxing, entertaining, or pets. A finished room in the basement provides flexible space for a family room, home office, playroom, or gym. Additional updates include a well

  Skyla Gagnon RE/MAX Bell Park Realty

  480 N Main St, Moosup, CT 06354
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  /27

  $550,000

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  456 Sterling Hill Rd, Sterling, CT 06377

  STUNNING 2023 COLONIAL right on the RI LINE w/ 4 SPACIOUS bedrooms w/ HARDWOOD flooring and the primary has a walk in closet and primary bathroom w/ DEEP tub & Tile surround 72 inch DOUBLE vanity. GORGEOUS HARDWOOD flooring throughout, HARDWOOD STAIRS and RECESS lighting. FORCED HOT AIR/CENTRAL AIR and open floor plan on 1st floor with living room, formal dining room and BEAUTIFUL kitchen w/

  Christine Johnson RE/MAX One

  456 Sterling Hill Rd, Sterling, CT 06377
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  /40

  $399,900

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft

  33 Jennings Ln, Windham, CT 06280

  Completely renovated from top to bottom, this move-in ready raised ranch sits on 2 private acres and offers the perfect blend of modern farmhouse design, quality craftsmanship, and today's most desirable upgrades. With approximately 2,000 square feet of beautifully finished living space, this home features 3 bedrooms, a dedicated home office, 2 full bathrooms, and a finished walkout lower level

  Agnes Mroczka William Raveis Real Estate

  33 Jennings Ln, Windham, CT 06280
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  /20

  $315,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  13 South St, Plainfield, CT 06374

  Welcome to this charming 3-bedroom ranch tucked away on a quiet street in Plainfield. Offering the convenience of single-level living, this home features hardwood floors, a functional layout, and plenty of potential to make it your own.The outdoor space is a standout feature, with a fenced backyard, cozy fire pit area, perfect for relaxing, entertaining, or enjoying a peaceful evening outdoors.

  Kendra Bonette Coldwell Banker Realty

  13 South St, Plainfield, CT 06374
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  /40

  $359,000

  • 6 Beds
  • 2 Baths
  • 2,383 Sq Ft

  31-33 Brunswick Ave, Moosup, CT 06354

  Excellent duplex style home in move-in ready condition! This home has been owned by the same family for 40 years, and has been well maintained and cared for. With both sides available for occupancy, it lends itself to owner/occupant, extended family, or investor ownership. Unit 31 has 3 bedrooms, one full bath, lots of living space on the main level, and oil fired steam heat. It is move-in ready,

  Barbara Diaz RE/MAX Bell Park Realty

  31-33 Brunswick Ave, Moosup, CT 06354
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  /15

  $299,900

  • 4 Beds
  • 1.5 Baths
  • 2,006 Sq Ft

  232 North St, Willimantic, CT 06226

  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

  232 North St, Willimantic, CT 06226
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  /11

  $184,900

  • 1 Bed
  • 1 Bath
  • 368 Sq Ft

  380 Saw Mill Hill Rd, Sterling, CT 06377

  Nestled on 4.5 private, wooded acres, this charming property offers seclusion while being surrounded by trees and peaceful natural beauty. The home provides a tranquil retreat with plenty of space to relax, entertain, or explore. Enjoy the privacy of country living. Whether you're looking for a quiet escape, room for outdoor activities, or the opportunity to create your own private oasis, this

  Antonio Incontro Countryside Realty

  380 Saw Mill Hill Rd, Sterling, CT 06377
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  /39

  $325,000

  • 4 Beds
  • 1.5 Baths
  • 1,664 Sq Ft

  Unlisted Address

  Welcome to this beautifully kept 4-bedroom, 1.5-bathroom home offering an ideal blend of classic character and comfortable living space. Step into the warm and inviting living room, completely anchored by comfortable wall-to-wall carpeting and a cozy fireplace that serves as the perfect focal point for cool evenings. The spacious layout transitions seamlessly into a bright dining area and an

  Michael Price KW Legacy Partners

  Unlisted Address
• 

  

  /21

  $315,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  19 Nelson St, Brooklyn, CT 06234

  **Highest & Best Deadline Monday 7/12 at 4PM***Welcome home to this well-maintained one-level ranch located in a highly desirable neighborhood! Offering 3 bedrooms and 1 full bath, this home features an open-concept living room and kitchen with soaring ceilings, abundant natural light, and freshly painted living areas. Enjoy peace of mind with a brand-new roof and a beautiful pressure-treated,

  Skyla Gagnon RE/MAX Bell Park Realty

  19 Nelson St, Brooklyn, CT 06234
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  /29

  $229,900

  • Land
  • 34.8 Acres
  • $6,606 per Acre

  305 Tripp Hollow Rd, Brooklyn, CT 06234

  Amazing land opportunity offers nature's bounty on 35 subdividable acres consisting of multiple parcels. The premises includes a picturesque pond, has approximately 900 feet of road frontage and can be divided into multiple lots immediately without subdivision approval/process. Plenty of nature to enjoy, steel girders mounted on concrete abutments are the remains of the bridge that crosses the

  Dennis Duga Northeast Realty

  305 Tripp Hollow Rd, Brooklyn, CT 06234
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  /39

  $235,000

  • 4 Beds
  • 1.5 Baths
  • 1,922 Sq Ft

  257 Walnut St, Willimantic, CT 06226

  Historic Hill Colonial with Timeless Charm & Endless Potential Nestled on a desirable corner lot in the Historic Hill section of town, this stately Colonial is filled with classic character and ready for its next chapter. A detached two-car garage and beautiful architectural details make this home a rare opportunity. The welcoming kitchen features a charming built-in breakfast nook and convenient

  Jeanne Crum Home Selling Team

  257 Walnut St, Willimantic, CT 06226
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  /32

  $789,000

  Open Sat 10AM - 12PM Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,410 Sq Ft

  25 Colbridge Rd, Plainfield, CT 06374

  Welcome to 25 Colbridge Road, Plainfield, CT! Set on 5.6 private acres, this exceptional 3-bedroom, 2.5-bath cape offers 2,410 square feet of thoughtfully designed living space, combining timeless charm with modern amenities and endless potential. Step inside to discover beautiful birch hardwood floors, abundant natural light, and a spacious floor plan perfect for both everyday living and

  Greg Lehto William Pitt Sotheby's Int'l

  25 Colbridge Rd, Plainfield, CT 06374
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  /19

  $304,900

  • 3 Beds
  • 1.5 Baths
  • 1,286 Sq Ft

  146 Prospect Ave, Danielson, CT 06239

  146 Prospect is an adorable cape. Step into the enclosed porch, great for rainy days and happy plants! The first floor includes a living room that has built in storage and a fireplace, the dining room with an old fashioned glass chandelier both with hardwood floors, a kitchen with plenty of cabinet space including a slider leading to the deck with a laundry room attached with another entry to the

  Rachael Gifford The Neighborhood Realty Group

  146 Prospect Ave, Danielson, CT 06239
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  /7

  $149,900

  • 3 Beds
  • 1 Bath
  • 1,560 Sq Ft

  768 Mashamoquet Rd, Pomfret Center, CT 06259

  Investors, contractors, and restoration enthusiasts-take notice! Bring your vision and creativity to this farmhouse, originally built in 1805. This 3-bedroom, 1-bath home offers approximately 1,560 square feet of living space and is ready for a complete renovation or may be taken down. Situated on 3.17 acres, the property features a picturesque pond, providing a beautiful natural setting with

  Michele Geragotelis RE/MAX Bell Park Realty

  768 Mashamoquet Rd, Pomfret Center, CT 06259
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  /36

  $110,000

  • 1 Bed
  • 1 Bath
  • 464 Sq Ft

  385 Putnam Pike, Dayville, CT 06241

  (Photos are mix of old and new) New roof 2025! Welcome to 385 Putnam Pike, Killingly, CT. This 1-bedroom, 1-bathroom offers a fantastic opportunity for those looking to invest in a property with great potential. Featuring an open layout with a cozy kitchen, this home is perfect for creative renovations and customizations. Located in a convenient area close to amenities, this property awaits your

  Anthony Chabot Chabot & Associates Real Estate

  385 Putnam Pike, Dayville, CT 06241
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  /38

  $229,000

  • 2 Beds
  • 1.5 Baths
  • 1,210 Sq Ft

  366 Ash St Unit 1, Willimantic, CT 06226

  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

  366 Ash St Unit 1, Willimantic, CT 06226
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  /6

  $215,000

  • 3 Beds
  • 2 Baths
  • 2,423 Sq Ft

  118 Windham Center Rd, Windham, CT 06280

  This home was built in 1740. Still has many original features yet it needs work. Should you be looking for spacious rooms, fireplace in LR and on each bedroom upstairs that work, then take a look at it. The kitchen is in the back ell. It is a huge kitchen with your open design in place. It has many crannies, closets, special nooks and really will charm you for its age. There are fireplaces in the

  Art Kostapapas Weichert,REALTORS-Four Corners

  118 Windham Center Rd, Windham, CT 06280
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  /40

  $220,000

  • 6 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  383 Putnam Pike, Dayville, CT 06241

  This listing is for 383 Putnam Pike Only - However, a single family (same owner) is available next door at 385 Putnam Pike, Dayville, CT New roof 2025! 1st Floor: 3BR/1.5BA (potential 4BR reconfiguration), forced hot air heat 2nd Floor: 3BR/1BA, hot water baseboard heat Large walkout basement with expansion potential Newer roof and some replacement windows Needs: flooring, plumbing, kitchen/bath

  Anthony Chabot Chabot & Associates Real Estate

  383 Putnam Pike, Dayville, CT 06241
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  /2

  $149,900

  • Land
  • 15.74 Acres
  • $9,524 per Acre

  Lot 6 & 6A Mashamoquet Rd, Pomfret, CT 06259

  This sale includes two lots being sold together. Lot 6A: 3.76 acres with 200 feet of road frontage Lot 6: 11.88 acres with 200 feet of road frontage Together, these properties offer a total of 15.64 acres and 400 feet of combined road frontage, presenting an excellent opportunity for a private estate, recreational use, or future development.

  Michele Geragotelis RE/MAX Bell Park Realty

  Lot 6 & 6A Mashamoquet Rd, Pomfret, CT 06259
• 

  /2

  $449,000

  Coming Soon

  • 2 Beds
  • 2 Baths
  • 4,492 Sq Ft

  36 S Main St, Putnam, CT 06260

  Exceptional mixed-use opportunity in the heart of Downtown Putnam! This versatile property features a well-maintained 2-bedroom, 2-bath residence paired with an impressive 2800 sq. ft. warehouse complete with its own private entrance, offering endless possibilities for business, storage, workshop space, or investment potential. Ideally situated in Putnam's thriving downtown district, you'll enjoy

  Ashley Walker Kazantzis Real Estate, LLC

  36 S Main St, Putnam, CT 06260
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  /39

  $500,000

  • 4 Beds
  • 2.5 Baths
  • 2,655 Sq Ft

  53 Colleen St, Danielson, CT 06239

  Welcome to this spacious Colonial, ideally situated on a corner lot in a quiet neighborhood in Killingly. Offering over 2,600 square feet of living space, this home features generously sized rooms, a flexible layout, and plenty of space to fit a variety of needs. The updated kitchen and bathrooms provide modern convenience, while the dining room fireplace adds warmth and character. An oversized

  

  Monique Frigon

  Toro Real Estate LLC

  53 Colleen St, Danielson, CT 06239
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  /40

  $949,900

  • 4 Beds
  • 2 Baths
  • 2,343 Sq Ft

  564 Hubbard Rd, Danielson, CT 06239

  Four heated garage bays. Over 12 private acres. A brook with its own dam. This is a rare opportunity to own an updated home with an exceptional workshop and endless room to live, work, and play. The heated and air-conditioned garage features four bays, an office loft, air compressor, and dedicated paint bay. Whether you're restoring cars, operating a trade business, storing equipment, or simply

  Sheena Ruggirello Real Broker CT, LLC

  564 Hubbard Rd, Danielson, CT 06239
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  /40

  $549,000

  • 3 Beds
  • 2.5 Baths
  • 1,968 Sq Ft

  391 Squaw Hollow Rd, Ashford, CT 06278

  Nestled amidst mature trees in a serene, private setting, this enchanting Colonial home seamlessly merges comfort, charm, and tranquility. Surrounded by nature, the picturesque property boasts a stunning backyard oasis. Beautiful planting, stone patio, gazebo, deck with a hot tub and the best chicken coop you've ever seen! Step inside to experience this well maintained Colonial featuring spacious

  Noelle Merle Hometown National Realty

  391 Squaw Hollow Rd, Ashford, CT 06278
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  /35

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  39 Bibeault St, Putnam, CT 06260

  Welcome to your quintessential New England retreat! Nestled on a spacious corner lot in the heart of Putnam, this charming 3-bedroom Ranch-style home is the one you've been searching for. Enter inside to gleaming hardwood floors throughout the main level. The sun-drenched living room flows effortlessly into an inviting dining area - ideal for entertaining. The kitchen boasts updated appliances

  Elissa Comeau Lamacchia Realty

  39 Bibeault St, Putnam, CT 06260
• 

  

  /11

  $269,000

  • 5 Beds
  • 1.5 Baths
  • 2,340 Sq Ft

  1008 Windham Rd, South Windham, CT 06266

  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

  1008 Windham Rd, South Windham, CT 06266
• 

  

  /33

  $605,000

  • 3 Beds
  • 2.5 Baths
  • 1,768 Sq Ft

  1 Finn Ln, Plainfield, CT 06374

  Welcome home to this charming colonial nestled on a spacious beautifully maintained lot. Offering timeless curb appeal and plenty of room to spread out. Step outside to enjoy the expansive backyard perfect for entertaining, gardening, outdoor games or simply relaxing. Large unfinished room over garage offers more living space. This home has been lovingly cared for and is just waiting for you.

  Robin Keator Compass Connecticut, LLC

  1 Finn Ln, Plainfield, CT 06374
• 

  

  /14

  $300,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  41 Little River Ln, Canterbury, CT 06331

  Country Cape nestled back on 1.39 acre at the end of cul de sac for privacy. Granite counters, stainless appliances in eat in kitchen with slider leading to enormous deck to enjoy your Summer evenings. Remodeled bathroom on 1 st floor with primary bedroom and newer flooring another room could be an office. Living room has newer flooring. Spacious bedroom on upper level and a smaller one and a

  Christine Johnson RE/MAX One

  41 Little River Ln, Canterbury, CT 06331

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