Windham County CT Homes for Sale

• 

  

  

  /31

  $395,000

  • 3 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  80 Perry St Unit 205, Putnam, CT 06260

  Tucked away in the middle of the complex, this unit offers a welcoming elegance as you enter the unit. Walk past the sprawling staircase into the living room with handcrafted built in wall unit complete with electric fireplace. There's plenty of room to have a dining set with plenty of light from the double windows. Walk around to the spacious kitchen with beautiful island. One deck is right off

  Deb Kirkconnell Brunet and Company Real Estate

  80 Perry St Unit 205, Putnam, CT 06260
• 

  

  /2

  $79,000

  $20K PRICE DROP

  • Land
  • 2.6 Acres
  • $30,385 per Acre

  106 Church St, Brooklyn, CT 06234

  Approved building lot on desirable street. Property is on a shared driveway.

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  106 Church St, Brooklyn, CT 06234
• 

  

  

  /27

  $264,900

  $55K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 1,993 Sq Ft

  21-23 George St, Putnam, CT 06260

  Exceptional opportunity for investors and owner-occupants alike! This fully rented two-family home generates $3,025 per month in gross rental income ($36,300 annually) while being offered at just $265,000. Opportunities to acquire a property with this level of income at this price point are becoming increasingly difficult to find. This Putnam two-family is located on a quiet dead-end street just

  Carl Guild Carl Guild & Associates

  21-23 George St, Putnam, CT 06260
• 

  

  

  /34

  $449,900

  • 5 Beds
  • 1.5 Baths
  • 2,760 Sq Ft

  760 Upper Maple St, Danielson, CT 06239

  Step back in time with this beautifully preserved circa 1815 antique home, known as the Old Danielson house, set on an expansive 6.1acre lot. Rich in history and timeless character, this 2,760sqft residence seamlessly blends classic New England charm with thoughtful modern updates for today's lifestyle. Inside you'll find 5 bedrooms, 1.5 baths, and 10 total rooms, offering a versatile layout with

  Mickey Morabito RE/MAX Bell Park Realty

  760 Upper Maple St, Danielson, CT 06239
• 

  

  

  /40

  $434,000

  $10K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,522 Sq Ft

  7 Bates Rd, Chaplin, CT 06235

  Step back in time while enjoying modern comforts in this charming 1800s Colonial offering 10 spacious rooms filled with character and natural light. The eat-in kitchen features an original butler's pantry, while the formal dining room and inviting living room each showcase stunning stone fireplaces-both complete with rare beehive ovens. French doors lead from the living room to a beautiful

  Emily Turker Berkshire Hathaway NE Prop.

  7 Bates Rd, Chaplin, CT 06235
• 

  

  /39

  $455,000

  $94K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,496 Sq Ft

  59 Oakwood Blvd, Plainfield, CT 06374

  Welcome to 59 Oakwood Blvd., a charming and well-maintained property nestled in a quiet residential neighborhood in Plainfield, CT. This inviting home offers a perfect blend of comfort, functionality, and small-town charm. Step inside to find a bright and spacious living room with gleaming hard wood floors and a pellet stove. The generously sized living areas are ideal for both everyday living

  Jennifer Ferri Berkshire Hathaway NE Prop.

  59 Oakwood Blvd, Plainfield, CT 06374
• 

  /2

  $124,999

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

  8 Partridge Place, Sterling, CT 06377

  Small cul-de-sac with 3 colonials built. 2.5 acres with underground utilites. 4 bed septic design. Peaceful country setting but close to everything. 5 minutes from RI state line in coventry and 7 minutes to ct 395. 30 minutes north to worcester ma and 40 minutes south to ct coastline. A build package is available with lot included in the 699k range. The seller is a real estate licensee

  Jeffrey Castle REMAX Revolution

  8 Partridge Place, Sterling, CT 06377
• 

  

  /5

  $99,000

  • Land
  • 3.5 Acres
  • $28,286 per Acre

  Lot 03-2 New Sweden Rd, Woodstock, CT 06281

  This site is well off the road, and ready to go. The driveway is owned, and the neighbor has a right of way over it. Once past the neighbors property, rise up to the building site. The site is level and open, and the lot then slopes down to the south and west. This portion of the land is wooded. Conduit for power is in place. Agent related to seller.

  Lynn Converse RE/MAX Bell Park Realty

  Lot 03-2 New Sweden Rd, Woodstock, CT 06281
• 

  

  /37

  $654,900

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 4,324 Sq Ft

  592 Ference Rd, Ashford, CT 06278

  Rare opportunity to own a waterfront ranch with a legal in-law apartment set on over 3 private acres in the peaceful countryside of Ashford. Boasting over 800 feet of direct frontage on a state-owned pond with no other homes on the water, this property offers natural beauty, and a truly one-of-a-kind setting. The main home features a comfortable single-level layout filled with natural light,

  Gary Stevens Ferrigno-Storrs, REALTORS LLC

  592 Ference Rd, Ashford, CT 06278
• 

  /2

  $159,500

  • Land
  • 2.8 Acres
  • $56,964 per Acre

  0 Brooklyn Rd Unit 24170004, Canterbury, CT 06331

  GREAT OPPORTUNITY FOR RESIDENTIAL DEVELOPMENT! 133 ACRES!! SOLD AS A PACKAGE ONLY WITH LISTING #24124218 TOTAL LAND BEING SOLD IS 133 ACRES(APPROX) and TOTAL ROAD FRONTAGE IS 350 FT(APPROX) WITH BOTH PARCELS COMBINED. BUYER TO PERFORM DUE DILIGENCE TO DETERMINE AVAILABLE LAND USE, ZONING REGULATIONS, UTILITES.

  Margaret Memoli Memoli&Memoli Real Estate,LLC

  0 Brooklyn Rd Unit 24170004, Canterbury, CT 06331
• 

  

  /17

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  633 Wauregan Rd, Brooklyn, CT 06234

  2 full nice bathrooms and 3 bedrooms with one having access to fully finished and heated attic. Dining room could be used as a first floor bedroom with closet. New 4 bedroom septic installed. Brand new appliances, stove, fridge, dishwasher, washer and dryer

  Ray Preece Signature Properties of N.E.

  633 Wauregan Rd, Brooklyn, CT 06234
• 

  

  /40

  $589,900

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,672 Sq Ft

  863 Route 198, Woodstock, CT 06281

  Exceptional 2600+ SF Colonial on 2+ acres in desirable Woodstock commuter location about 40 mins to Hartford & Worcester, MA in Woodstock Academy district! This 3-bedroom, 2.5 bath home w/ a bonus room (used as an office) welcomes you w/a stunning open foyer and cathedral ceilings. Hardwood and tile flooring extend throughout most of the 1st floor, while the family room features brand new

  Jared Meehan RE/MAX Bell Park Realty

  863 Route 198, Woodstock, CT 06281
• 

  

  /39

  $495,000

  $100K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,504 Sq Ft

  203 Willimantic Rd, Chaplin, CT 06235

  Well-maintained 3-bedroom, 1.5-bath Cape that offers unique flexibility. For more than 75 years, this property was home to a family-run monument business, seamlessly blending residential living with a working space-an ideal setup for today's live/work lifestyle or those simply seeking extra room to fit their needs. Inside, you'll find a functional and inviting layout filled with character. The

  Sherry Borgeson Berkshire Hathaway NE Prop.

  203 Willimantic Rd, Chaplin, CT 06235
• 

  

  /33

  $399,000

  • Land
  • 22.94 Acres
  • $17,393 per Acre

  612 Cook Hill Rd, Killingly, CT 06239

  Pristine High Vista Land: As you drive through the gated entrance up the winding drive, take in the flora and fauna. This magnificent building lot lends itself to an abundance of opportunities such as solar and wind power to comfortably live off grid. Located in the corner of CT-RI-MA (the Quiet Corner) of Northeast CT. Perfect location for the kings castle. This Mashentuck mountain top is 600ft

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  612 Cook Hill Rd, Killingly, CT 06239
• 

  

  /26

  $899,000

  $51K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,437 Sq Ft

  9 Becola Rd, Thompson, CT 06277

  Rare opportunity to own 100 feet of beautiful pond frontage in Thompson, CT! From the moment you arrive, you'll fall in love with the peaceful setting, breathtaking water views, and the care that has gone into maintaining this home. Whether you're enjoying your morning coffee overlooking the lake, relaxing in the hot tub, or unwinding after a long day, this property offers a true sense of

  Chelsea Greene CR Premier Properties

  9 Becola Rd, Thompson, CT 06277
• 

  

  /6

  $157,900

  • Land
  • 7,405 Sq Ft
  • $928,824 per Acre

  760 Main St, Willimantic, CT 06226

  Highly visible main street location in the middle of Willimantic's dining, retail, historic district, and municipal office area. Public water, sewer & gas, 57 ft road frontage, 12,500 traffic count with .17 of an acre in the B1 zone.

  Maxwell Lyman Lyman Real Estate

  760 Main St, Willimantic, CT 06226
• 

  

  /3

  $480,000

  New Construction

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  10 Indian Run Dr, Thompson, CT 06277

  Brand new construction offering easy, modern living! This thoughtfully designed home features 2 bedrooms and 2 full bathrooms with a bright, open floor plan perfect for today's lifestyle. The spacious kitchen showcases a center island, ideal for entertaining, and flows seamlessly into the living and dining areas. Enjoy an abundance of natural light from the many windows throughout. The primary

  Cary Marcoux RE/MAX Bell Park Realty

  10 Indian Run Dr, Thompson, CT 06277
• 

  /2

  $400,000

  New Construction

  • 1 Bed
  • 1 Bath
  • 644 Sq Ft

  6 Indian Run Dr, Thompson, CT 06277

  Similar to be built. Charming Craftsman-style home offering efficient, low-maintenance living! This thoughtfully designed 644 sq. ft. home features 1 bedroom and 1 full bathroom with a bright, open floor plan. Large windows fill the space with natural sunlight, creating a warm and inviting atmosphere. The kitchen and living areas flow seamlessly, perfect for comfortable everyday living. Enjoy

  Cary Marcoux RE/MAX Bell Park Realty

  6 Indian Run Dr, Thompson, CT 06277
• 

  

  /8

  $29,500

  $3K 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
• 

  

  /3

  $179,000

  $20K PRICE DROP

  • Land
  • 16.08 Acres
  • $11,132 per Acre

  110 Church St, Brooklyn, CT 06234

  Approved building lot on shared driveway. Desirable location.

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  110 Church St, Brooklyn, CT 06234
• 

  /2

  $104,000

  $20K PRICE DROP

  • Land
  • 3.35 Acres
  • $31,045 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
• 

  

  /40

  $624,000

  $56K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,780 Sq Ft

  1 Maple Ln, Thompson, CT 06277

  Beautifully maintained and built to last, this spacious 4 bedroom, 3.5 bath home offers comfort, quality, and exceptional living space in a prime location near prestigious Thompson Hill. Situated on a manicured corner lot, the home features newer vinyl siding with a lifetime warranty, and 50-year shingles for peace of mind. Designed for easy living and entertaining, enjoy the oversized composite

  Tracie Gagnon Berkshire Hathaway NE Prop.

  1 Maple Ln, Thompson, CT 06277
• 

  /2

  $79,000

  $20K PRICE DROP

  • Land
  • 1 Acre
  • $79,000 per Acre

  11 Cheney Rd, Pomfret Center, CT 06259

  Private back lot in a quiet location.

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  11 Cheney Rd, Pomfret Center, CT 06259
• 

  /2

  $745,000

  New Construction $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,020 Sq Ft

  106 Church St, Brooklyn, CT 06234

  Approved building lot on desirable street, property is on a shared driveway. TO BE BUILT: A 2,020 sqft., 3 bedroom, 2.5 bath colonial style home sits on a beautiful 2.6 acre lot. The kitchen features a tile backsplash, oversized island, stainless steel range hood, pantry cabinet, and quartz countertops. The living room flows from the kitchen creating an open feel. Hardwood flooring throughout the

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  106 Church St, Brooklyn, CT 06234
• 

  

  /30

  $849,900

  • 14 Beds
  • 7 Baths
  • 6,509 Sq Ft

  129 Woodstock Ave, Putnam, CT 06260

  4 UNITS PLUS A 3 FAMILY ALL ON ONE PROPERTY, PLENTY OF OFF STREET PARKING, FULLY RENTED AND SOME LONG TERM TENANTS IN PLACE. CONVIENT LOCATION. TENANTS PAY ALL THERE OWN UTILITIES. CALL FOR MORE INFORMATION AND TO VIEW THE PROPERTY.

  Laurie Hayes-Hagstrom On The Move Realty, LLC

  129 Woodstock Ave, Putnam, CT 06260
• 

  

  /36

  $389,000

  $14K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 2,313 Sq Ft

  42 Fremont St, Putnam, CT 06260

  Step into timeless elegance with this updated Victorian Home. Featuring architectural details, high ceilings, and abundant natural light, the house has been through thoughtful renovations to preserve its historic character. Original features such as decorative moldings, hardwood parquet floors, and unique french doors still exist. Updated systems included heating, electric, windows, and roof.

  Lynn Converse RE/MAX Bell Park Realty

  42 Fremont St, Putnam, CT 06260
• 

  

  /40

  $319,000

  • 3 Beds
  • 1 Bath
  • 1,510 Sq Ft

  58 Viens St, Putnam, CT 06260

  Back on Market! Buyers backed out because of payoff request is taking too long, should have it soon.|| Welcome to 58 Viens Street in Putnam, offering a fantastic opportunity to build equity and make it your own. This home features a flexible layout with two generously sized bedrooms upstairs and a first-floor primary bedroom, providing convenient living options for a variety of needs. Inside,

  

  Kostas Travisano

  Sailpoint Property Group

  58 Viens St, Putnam, CT 06260
• 

  

  /23

  $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
• 

  /2

  $124,900

  • Land
  • 2.06 Acres
  • $60,631 per Acre

  161 Lisbon Rd, Canterbury, CT 06331

  EMILY'S VALLEY IN CANTERBURY, CT. SUPERIOR PARCELS IN A REPRODUCTION STYLE NEIGHBORHOOD OF HIGH VALUE HOMES. IT'S WORTH THE EFFORT TO BUILD A NEW QUALITY HOUSE TO YOUR OWN SPECIFICATIONS. QUALITY COUNTRY LIFESTYLE, PLENTY OF NEARBY GOODS AND SERVICES, REASONABLE TAXES AND IN TOWN SCHOOLS WITH A CHOICE OF GREAT AREA HIGH SCHOOLS (FULLY PAID BY THE TOWN).

  Derek Greene Derek Greene

  161 Lisbon Rd, Canterbury, CT 06331
• 

  /2

  $129,900

  • Land
  • 2.34 Acres
  • $55,513 per Acre

  165 Lisbon Rd, Canterbury, CT 06331

  EMILY'S VALLEY IN CANTERBURY, CT. SUPERIOR PARCELS IN A REPRODUCTION STYLE NEIGHBORHOOD OF HIGH VALUE HOMES. IT'S WORTH THE EFFORT TO BUILD A NEW QUALITY HOUSE TO YOUR OWN SPECIFICATIONS. QUALITY COUNTRY LIFESTYLE, PLENTY OF NEARBY GOODS AND SERVICES, REASONABLE TAXES AND IN TOWN SCHOOLS WITH A CHOICE OF GREAT AREA HIGH SCHOOLS (FULLY PAID BY THE TOWN).

  Derek Greene Derek Greene

  165 Lisbon Rd, Canterbury, CT 06331
• 

  

  /4

  $49,000

  • Land
  • 12,632 Sq Ft
  • $168,966 per Acre

  90 Serwan Ave, Windham, CT 06226

  This nice residential lot sits on the edge of Mansfield and Windham. This property offers an opportunity to secure residential land in an established neighborhood with essential utilities accessible. Zoning: R-4 (Residential) Utilities: Public water and public sewer are available in the street; electricity and cable are also accessible at the site. Taxes are $109 (2025). Situated in a residential

  

  Sharon Watson Stokland

  List N Show LLC

  90 Serwan Ave, Windham, CT 06226
• 

  

  /7

  $11,400

  $19K PRICE DROP

  • Land
  • 7,405 Sq Ft
  • $67,059 per Acre

  28 Cloran St, Windham, CT 06226

  Corner vacant lot opportunity in Windham, CT! This 0.17-acre (7,405 sq ft) parcel is located at the intersection of Cloran St and Alice St, offering dual road frontage and easy access. The property features level terrain with light wooded coverage and is situated in a residential setting near Route 32 and local amenities. Buyer to perform all due diligence regarding zoning, utilities, and

  Derek Greene Derek Greene

  28 Cloran St, Windham, CT 06226
• 

  

  /10

  $79,700

  • Land
  • 1.92 Acres
  • $41,510 per Acre

  36 Olde Meadow Rd, Woodstock, CT 06281

  Rare opportunity to secure the last premium homesite in one of Woodstock's most desirable areas, Eastwood Estates. This approved building lot is being offered as part of a custom home package with a local established builder. It is not being offered for sale as "land only" and requires a build contract with the designated builder, PMR Home Design and Expansion. Buyers may choose from thoughtfully

  

  Tina Lajoie

  Signature Properties of N.E.

  36 Olde Meadow Rd, Woodstock, CT 06281
• 

  /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
• 

  

  /35

  $595,000

  $5K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,720 Sq Ft

  251 Wauregan Rd, Brooklyn, CT 06234

  Classic Colonial charm meets modern comfort in this beautifully maintained home in Brooklyn, CT, offering three levels of sun filled living! The main level features a warm and inviting layout, including a spacious kitchen with rich cherry cabinets, stainless steel appliances, stylish backsplash, a large island, and a dining area with sliders leading out to the deck-perfect for indoor-outdoor

  Heather Armbruster Lamacchia Realty

  251 Wauregan Rd, Brooklyn, CT 06234
• 

  

  /37

  $315,000

  $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,006 Sq Ft

  23 Winter St, Danielson, CT 06239

  Classic details and practical updates come together in this charming home, where the covered front porch and fenced front yard set a welcoming first impression. The main level offers an easy daily layout with a mudroom, half bath, flexible office or bonus room, a spacious living room with a bow window and built-in bookshelves. The dining room adds character with wainscoting and crown molding,

  Lauren Heidelberger Berkshire Hathaway NE Prop.

  23 Winter St, Danielson, CT 06239
• 

  /2

  $39,900

  $10K PRICE DROP

  • Land
  • 23,522 Sq Ft
  • $73,889 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
• 

  /2

  $39,900

  $10K PRICE DROP

  • Land
  • 18,295 Sq Ft
  • $95,000 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
• 

  

  /24

  $96,000

  • Land
  • 5.41 Acres
  • $17,745 per Acre

  0 Green Hollow Rd, Moosup, CT 06354

  5+ acre rural parcel with versatile potential for your ideal home, recreational retreat or private sanctuary. Sloping to a beautiful crest, this lightly treed lot has abundant stone walls and offers approximately 350' of road frontage. Conveniently located near major highway and local amenities.

  Lisa Bellavance Berkshire Hathaway NE Prop.

  0 Green Hollow Rd, Moosup, CT 06354
• 

  

  /30

  $329,900

  $5K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  74 Perry St Unit 183, Putnam, CT 06260

  Welcome to easy, low-maintenance condo living in the heart of Putnam! This well-appointed 2-bedroom, 1.5-bath home offers a bright and inviting main level featuring a sun-filled living room with beautiful hardwood floors and direct access to a private wood deck-perfect for seamless indoor/outdoor living. The kitchen is designed for both function and comfort, complete with a dining area, pantry

  Genevieve Botelho Lamacchia Realty

  74 Perry St Unit 183, Putnam, CT 06260

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