Windham County CT Homes for Sale

• 

  

  

  /16

  $750,000

  Open Sun 1PM - 3PM Coming Soon

  • 3 Beds
  • 3.5 Baths
  • 2,768 Sq Ft

  102 Drown Rd, Pomfret, CT 06259

  Beautiful and spacious 3-bedroom, 3.1-bath Colonial nestled on a quiet and peaceful country road. This exceptional property offers breathtaking views of the surrounding marshland, where you can watch majestic cranes and other wildlife from the comfort of your home. Enjoy the serenity of your own private pond, perfect for boating, relaxing, and taking in the natural beauty of the landscape. The

  Linda Byrne Century 21 AllPoints Realty

  102 Drown Rd, Pomfret, CT 06259
• 

  

  

  /35

  $475,000

  • 6 Beds
  • 3 Baths
  • 2,644 Sq Ft

  18-20 Brunswick Ave, Plainfield, CT 06354

  Do not let this one slip by! 18-20 Brunswick Ave is a beautifully kept multifamily home offering around 1,300 square feet of living space per unit, each with 3 bedrooms and a full bath. The right unit also has washer and dryer hookups on floor level, the type of detail that makes a real difference to tenants. The partially finished shared basement is where this property really stands out. Already

  Adam Gumula Kazantzis Real Estate, LLC

  18-20 Brunswick Ave, Plainfield, CT 06354
• 

  

  

  /17

  $435,000

  • 4 Beds
  • 2.5 Baths
  • 1,816 Sq Ft

  22 Barber St, Putnam, CT 06260

  Welcome to this move-in ready 4 bedroom, 2.5 bath colonial in the heart of Putnam, offering space, comfort, and modern convenience throughout. This home features an open concept floor plan designed for today's lifestyle, with seamless flow between living, dining, and kitchen areas. Enjoy year-round comfort with energy efficient mini split system in every room. The spacious primary suite includes

  Mandy Gruslin Kazantzis Real Estate, LLC

  22 Barber St, Putnam, CT 06260
• 

  

  

  /9

  $1,300,000

  • Land
  • 1.41 Acres
  • $921,986 per Acre

  20 Wauregan Rd, Killingly, CT 06239

  Strategically positioned at a signalized, high-traffic corner along Route 6 and Route 12, this premier commercial offering is available for sale or lease and presents a rare development opportunity in a strong retail corridor. The property features over 517 feet of combined frontage on both thoroughfares, delivering exceptional visibility, multiple points of access potential, and continuous

  Androula Kazantzis KAZANTZIS ANDROULA

  20 Wauregan 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
• 

  

  /40

  $950,000

  Open House 6/14

  • 4 Beds
  • 3.5 Baths
  • 3,667 Sq Ft

  17 Quaddick Rd, Thompson, CT 06277

  This 3,600 SF home sits near Thompson's historic town green, with church bells audible from a nearby church. Well-maintained by several owners over its 213-year history, it remains in excellent condition. Featuring one of the most elegant front entrances embellished with wreath-roping under the eaves and flanked by etched glass with bulls-eye details, setting the tone for what you will find

  Stephanie Gosselin Berkshire Hathaway NE Prop.

  17 Quaddick Rd, 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
• 

  

  /19

  $1,200,000

  • 3 Beds
  • 2 Baths
  • 2,393 Sq Ft

  46 Cemetery Rd, Canterbury, CT 06331

  Exceptional opportunity to own a private country estate featuring a well-maintained Cape-style log home set on 41.83 acres of beautiful land. This charming residence offers 3 bedrooms and 2 full bathrooms, with a comfortable floor plan that includes a spacious family room and a recreation room in the lower level, providing plenty of space for relaxation, entertainment, and hobbies. Enjoy your

  Kevin Brignole Spaulding Realty Group, LLC

  46 Cemetery Rd, Canterbury, CT 06331
• 

  

  /40

  $589,900

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,311 Sq Ft

  70 Elvira Heights, Putnam, CT 06260

  Completely renovated 2,300+ square-foot Gambrel Colonial style home located just off Rt 44 in East Putnam on almost 6 acres. Within the last five+ years-new roof, heating system, windows, septic, two bay detached barn/garage and all cosmetics have been nicely completed. Home features three bedrooms along with 2 & a 1/2 bathrooms with laundry conveniently located on the main level. The eating

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  70 Elvira Heights, Putnam, CT 06260
• 

  /2

  $1,295,000

  • Land
  • 12.8 Acres
  • $101,172 per Acre

  99 Azud Rd, Thompson, CT 06277

  Fully approved and shovel ready for 60 Multi Family Units! Affordable project can be developed in phases. Public sewer available, private well and 3 Phase Power. Close to the airline trail for hiking and cycling. Conveniently located restaurants and shopping. Close proximity to the casinos, Worcester, Providence, Boston and the Rhode Island and Ct Shoreline.

  Cary Marcoux RE/MAX Bell Park Realty

  99 Azud Rd, Thompson, CT 06277
• 

  

  /4

  $245,000

  Open Sun 11AM - 12:30PM

  • 2 Beds
  • 1 Bath
  • 620 Sq Ft

  16 Shumway Ave, Danielson, CT 06239

  AVOID THE HOA! - GREAT CONDO ALTERNATIVE - 2 BED, 1 BATH , PRIVATE SETTING, EAT IN KITCHEN - GREAT HIGHWAY ACCESS COME TAKE A LOOK -

  Jim Nispel Coldwell Banker Realty

  16 Shumway Ave, Danielson, CT 06239
• 

  

  /26

  $439,000

  $4K PRICE INCREASE

  • 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
• 

  /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
• 

  

  /40

  $439,995

  • 7 Beds
  • 3.5 Baths
  • 2,604 Sq Ft

  46 Grove St, Putnam, CT 06260

  Don't miss this exceptional investment opportunity in the heart of Putnam! This character-rich multi-family property, built in 1860 and offering over 2,600 square feet of living space, is perfectly positioned to deliver strong cash flow from day one. Set on a generous quarter-acre lot, this income-producing gem offers the ideal combination of historic New England charm and modern rental demand.

  Marco Epifani The Hive Real Estate LLC

  46 Grove St, Putnam, CT 06260
• 

  

  /38

  $454,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,710 Sq Ft

  39 Valley View Dr Unit 14B, Killingly, CT 06241

  To Be Built!! Still time to customize your new home with the builder! Upscale condo's with all End Units. Stainless Steel Appliances included, Granite Counter Tops (upgrades available). Work closely with builder to make this house your new custom home in a beautiful community setting with walking trails around the Preserve. Fully furnished model unit on site to show. Leave the lawn care and

  Colleen Rybacki Brunet and Company Real Estate

  39 Valley View Dr Unit 14B, Killingly, CT 06241
• 

  

  /39

  $885,000

  Open Sat 11AM - 1PM Coming Soon

  • 5 Beds
  • 3.5 Baths
  • 3,372 Sq Ft

  28 Paula Rd, Putnam, CT 06260

  Welcome to 28 Paula Road - a stunning custom-built home where timeless craftsmanship meets modern comfort. Set on a beautifully landscaped lot, this impressive property stands out with exceptional curb appeal, an expansive front porch, manicured grounds, and an oversized three-car garage. The exterior is enhanced by tasteful architectural details, cedar impression siding accents, and owned solar

  Amy Brunet Brunet and Company Real Estate

  28 Paula Rd, Putnam, CT 06260
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  /38

  $699,000

  $76K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,855 Sq Ft

  60 Indian Spring Rd, Woodstock, CT 06281

  Perched above the shoreline of private Witches Woods Lake, this fully furnished waterfront retreat offers breathtaking water views, exceptional privacy, and a rare sense of tranquility. Brand-new multi-level TimberTech decks spanning roughly 800 square feet create an expansive outdoor living experience, perfectly positioned for entertaining, relaxing, or simply taking in the beauty of the lake

  Jennie Kesselman Berkshire Hathaway NE Prop.

  60 Indian Spring Rd, Woodstock, CT 06281
• 

  /2

  $49,900

  • Land
  • 23,522 Sq Ft
  • $92,407 per Acre

  47 Groveland Ave, Putnam, CT 06260

  Prime development opportunity in a convenient Putnam location at in incredible price. 2 lots available! Public water and sewer at the street. The property offers close access to shopping, restaurants, and I-395 for easy commuting to MA, CT and RI. No other engineering has been done.

  Jared Meehan RE/MAX Bell Park Realty

  47 Groveland Ave, Putnam, CT 06260
• 

  

  /13

  $170,000

  • Land
  • 3.4 Acres
  • $50,000 per Acre

  6 Broad St, Killingly, CT 06239

  This UNIQUE BEAUTIFUL 3.4-acre lot is truly a must see. Walk past the existing old barn, look to the right and then walk all the way down on the left, it is simply beautiful! Zoned - RESIDENTIAL HIGH DENSIITY there are so many possibilities for use. Single-family, two-family, and multi-family dwellings, Professional office or customary home occupation, uses allowed with special permit

  Belinda Culp Berkshire Hathaway NE Prop.

  6 Broad St, Killingly, CT 06239
• 

  

  /15

  $149,999

  • 3 Beds
  • 1 Bath
  • 1,204 Sq Ft

  137 Boulevard Rd, North Windham, CT 06256

  Tucked away on .63 private acres, this unique property offers endless possibilities for those seeking peace, privacy, and room to roam. The two-bedroom mobile home sits on its own land surrounded by nature. Enjoy open space conveniently located while still offering a secluded feel, this property is ideal for outdoor enthusiasts, investors, or anyone looking to escape the hustle and bustle.

  Antonio Incontro Countryside Realty

  137 Boulevard Rd, North Windham, CT 06256
• 

  

  /8

  $31,500

  $1K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  1032 N Main St Unit 3, Killingly, CT 06241

  Situated at 1032 N. Main U:3 in Killingly, CT, United States, this distinctive mobile home represents an established dwelling from 1970, offering an inviting opportunity for comfortable living. The residence features two dedicated bedrooms, providing private spaces conducive to rest and personal comfort. A single full bathroom is also present, equipped to serve daily needs with efficiency and

  Adam Bailey Next Level Realty

  1032 N Main St Unit 3, Killingly, CT 06241
• 

  

  /27

  $559,900

  Open Sat 11AM - 12:30PM

  • 3 Beds
  • 2 Baths
  • 1,547 Sq Ft

  21 Bailey Hill Rd, Danielson, CT 06239

  Welcome home to this well-maintained, one-owner Cape offering 3 bedrooms, 2 full baths and 1,547 sq ft of comfortable living on a peaceful 1.84-acre lot. Bright, inviting rooms and classic Cape character create an easy, livable layout ideal for everyday life. Enjoy country privacy with the convenience of being just one mile from the Rhode Island line - plenty of space for gardening, play, or

  Christine Meschino Start Realty

  21 Bailey Hill Rd, Danielson, CT 06239
• 

  

  /12

  $995,000

  Coming Soon

  • 4 Beds
  • 3 Baths
  • 5,176 Sq Ft

  82 Kennerson Reservoir Rd, Ashford, CT 06278

  Overlooking beautiful 88-acre Kennerson Reservoir with panoramic water views, this exceptional 4-bedroom, 3-bath home offers a rare opportunity to enjoy peaceful lake living in scenic Eastford. The main level features approximately 2,690 sq ft of living space, complemented by an additional 2,486 sq ft of beautifully finished lower-level space with additional rooms, gym, and large laundry room

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  82 Kennerson Reservoir Rd, Ashford, CT 06278
• 

  /2

  $100,000

  • Land
  • 3.85 Acres
  • $25,974 per Acre

  70 Cutler Rd, Dayville, CT 06241

  lovely lot 3.5 acres lot great location builders opportunity

  Ned Murtha Coastal Properties Group

  70 Cutler Rd, Dayville, CT 06241
• 

  

  /40

  $699,900

  • 3 Beds
  • 2 Baths
  • 2,282 Sq Ft

  17 Blackwells Landing, Brooklyn, CT 06234

  Welcome to 17 Blackwells Landing in the charming town of Brooklyn, Connecticut-where privacy, space, and classic New England living come together. Set on just over 12.5 picturesque acres, this beautifully maintained home offers nearly 2,300 square feet of living space with tasteful updates throughout, creating a perfect balance of comfort and modern appeal. Inside, you'll find spacious living

  Andrew Hogan Brian Buonaiuto

  17 Blackwells Landing, Brooklyn, CT 06234
• 

  /2

  $39,900

  $10K PRICE DROP

  • Land
  • 1,742 Sq Ft
  • $997,500 per Acre

  24 Center St, Killingly, CT 06239

  Prime Commercial land in the heart of Danielson! Unlock the potential of this parcel located in the center of town. Be part of the growing town.

  Mandy Gruslin Kazantzis Real Estate, LLC

  24 Center St, Killingly, CT 06239
• 

  

  /31

  $799,000

  $21K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,344 Sq Ft

  81 Anderson Rd, Pomfret Center, CT 06259

  Welcome to this timeless 4 bedroom Contemporary Colonial estate offering over 3000 square feet of refined living space, nestled in the heart of scenic Pomfret. This stately home blends classic New England charm and privacy in the cul-de-sac neighborhood.Step inside this grand entryway to find rich wood flooring throughout lending warmth and sophistication to every room. The main level boasts a

  Kathy Rickey Signature Properties of N.E.

  81 Anderson Rd, Pomfret Center, CT 06259
• 

  /2

  $49,900

  • Land
  • 18,295 Sq Ft
  • $118,810 per Acre

  43 Groveland Ave, Putnam, CT 06260

  Prime development opportunity in a convenient Putnam location at in incredible price. Public water and sewer at the street. The property offers close access to shopping, restaurants, and I-395 for easy commuting to MA, CT and RI. A driveway has already been roughed in some years ago and the land was largely cleared 15+ years ago. No other engineering has been done.

  Jared Meehan RE/MAX Bell Park Realty

  43 Groveland Ave, Putnam, CT 06260
• 

  

  /27

  $340,000

  • 2 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  205 Brookes Landing Unit 205, Killingly, CT 06239

  Brookes Landing is a small condo association in a great location. Close to Dayville and Putnam, and major routes, yet very country quiet. The main level is hardwood and tile floors, featuring a big, bright living area, and powder room. The kitchen is appointed with newer appliances, and a breakfast bar and is open to the dining area and living room. Step out the sliders to a patio with privacy

  Lynn Converse RE/MAX Bell Park Realty

  205 Brookes Landing Unit 205, Killingly, CT 06239
• 

  /2

  $35,000

  • Land
  • 1 Acre
  • $35,000 per Acre

  627-B Bailey Rd, Sterling, CT 06377

  Tucked away for privacy yet conveniently located near the Rhode Island line. Enjoy the peace and charm of a scenic, rural setting while still being within reach of nearby amenities. This lot of record provides a rare opportunity to find property in this price range. Whether you're looking to create a private retreat or a year-round residence, this property is full of potential.

  Cary Marcoux RE/MAX Bell Park Realty

  627-B Bailey Rd, Sterling, CT 06377
• 

  /2

  $124,000

  • Land
  • 3.35 Acres
  • $37,015 per Acre

  108 Church St, Brooklyn, CT 06234

  Beautiful approved lot on shared driveway, on desirable road.

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  108 Church St, Brooklyn, CT 06234
• 

  

  /34

  $259,000

  • 3 Beds
  • 2 Baths
  • 3,243 Sq Ft

  259 Ference Rd, Ashford, CT 06278

  Rare value-add and redevelopment opportunity situated on 3.5 acres with over 3,200 square feet of existing space. Currently configured as a mixed-use commercial property, this expansive parcel offers strong potential for multifamily conversion, redevelopment, expansion, mixed-use investment, income-producing use, or possible additional building opportunities, subject to buyer due diligence and

  Michelle Gutierrez Social & Co Realty

  259 Ference Rd, Ashford, CT 06278
• 

  

  /33

  $275,000

  • 6 Beds
  • 2,074 Sq Ft

  236 Church St Unit 238, Putnam, CT 06260

  Investment opportunity!! This 2 family is just outside of the thriving Downtown Putnam, where so many work, eat and play. This cozy side by side duplex has so much to offer. A shared basement, all utilities are separate, starting with their separate 100 amp electrical services, and both units have Weil-McLain boilers, a premium, American-made hydronic heating system known for high reliability,

  Matthew Noren RE/MAX Bell Park Realty

  236 Church St Unit 238, Putnam, CT 06260
• 

  

  /30

  $399,900

  • 4 Beds
  • 2 Baths
  • 1,332 Sq Ft

  193 E Franklin St, Danielson, CT 06239

  This charming old-style farmhouse has been beautifully remodeled while still keeping the warmth and character buyers love. Conveniently located just minutes to Route 6 with easy access to Rhode Island and only minutes to the highway for commuting to Massachusetts, the location is ideal for both convenience and accessibility. Inside, you will find a move-in ready home featuring numerous major

  Michele Geragotelis RE/MAX Bell Park Realty

  193 E Franklin St, Danielson, CT 06239
• 

  

  /39

  $425,000

  $35K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,967 Sq Ft

  437 Providence Turnpike, Hampton, CT 06247

  Tucked away on a peaceful 2-acre parcel in the heart of scenic Hampton, this contemporary Cape offers something buyers are craving more than ever: space to breathe. 437 Providence Turnpike blends comfort, flexibility, and quiet country living with an easy layout designed for both everyday life and meaningful gathering. Sunlight pours through the open living spaces, creating a warm and welcoming

  Christine Homa Christine Homa

  437 Providence Turnpike, Hampton, CT 06247
• 

  

  /39

  $469,000

  Open Sat 11AM - 1PM Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,653 Sq Ft

  30 Walas Rd, Moosup, CT 06354

  Welcome home to your own private sanctuary. Built on over three acres, this absolute gem of a Cape-style home offers the perfect blend of modern luxury and peaceful, wooded seclusion. Built in just 2022, every inch of this property radiates high-end sophistication and thoughtful design. Step inside to find gleaming hardwoods underfoot, flowing seamlessly through an airy, light-filled footprint.

  Renee McCammon Berkshire Hathaway NE Prop.

  30 Walas Rd, Moosup, CT 06354
• 

  

  /40

  $459,900

  $30K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,904 Sq Ft

  113 Laurel Hill Rd, Brooklyn, CT 06234

  Welcome to 113 Laurel Hill Rd in Brooklyn, CT - a spacious and nicely maintained home offering over 2,800 sq ft of comfortable living space. This move-in ready property features a well-kept interior with a functional layout, providing plenty of room for everyday living, entertaining, and growing into. Inside, you'll find bright, open living areas that flow seamlessly, along with generously sized

  Nicholas Burrus Roundtree Realty LLC

  113 Laurel Hill Rd, Brooklyn, CT 06234
• 

  

  /40

  $1,295,000

  • 5 Beds
  • 3 Baths
  • 3,036 Sq Ft

  93 Upton Rd, Ashford, CT 06278

  195.8 ACRES OF HERITAGE LAND with STUNNINGLY UPDATED FARMHOUSE! This exceptional Eastern CT sanctuary embodies a rare convergence of early American legacy, refined country living, & remarkable land stewardship. Discreetly set along a quiet, town-maintained road, 93 Upton Road as an offering of scale & substance - a true private estate of distinction. The property is anchored by a 3,035sqft Cape

  Kiara Rusconi William Raveis Real Estate

  93 Upton Rd, Ashford, CT 06278
• 

  

  /35

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,818 Sq Ft

  158 Church St, Thompson, CT 06277

  Welcome to your dream home, where comfort meets tranquility! Nestled on a sprawling 1/2 acre, this captivating house offers the perfect blend of modern living and natural beauty. Step inside to discover a bright and airy living room that invites you to relax and unwind. The open floor plan seamlessly connects the living area to the dining space, creating an ideal environment for family gatherings

  Nick Baniukiewicz LAER Realty Partners

  158 Church St, Thompson, CT 06277
• 

  

  /34

  $599,900

  • 4 Beds
  • 2.5 Baths
  • 3,190 Sq Ft

  15 Salmon Dr, Brooklyn, CT 06234

  This stunning 2005-built Colonial offer sophisticated living space, highlighted by gleaming hardwood floors that flow throughout the entire home. The heart of the house is an expansive kitchen featuring premium granite countertops, stainless steel appliances, and a gas stove, opening perfectly to a living area anchored by a cozy gas fireplace. Recent new renovated master bathroom never been use.

  Lucy Zhu Coastline Realty LLC

  15 Salmon Dr, Brooklyn, CT 06234

Showing Results 121 - 160, Page 4 of 7