Windham County CT Homes for Sale

/2
$496,999 New Construction
- 3 Beds
- 2 Baths
- 1,434 Sq Ft
165 Old Tatnic Hill Rd Unit Lot 8-5, Brooklyn, CT 06234

Welcome to Brooklyn's newest subdivision! Six beautiful lots in a peaceful, quiet country setting. This lovely ranch style home is on a rear lot, with a nice private yard, and a shared driveway. Bright, open first floor features a custom kitchen with granite counters, comfortable dining area with sliders to back deck, large living room, and first floor laundry. Also on the main level is the

Barbara Diaz RE/MAX Bell Park Realty

165 Old Tatnic Hill Rd Unit Lot 8-5, Brooklyn, CT 06234
/7
$99,000
- 1 Bed
- 1 Bath
- 720 Sq Ft
81 Parkway Dr, Thompson, CT 06277

Mobile home in a quiet, well-kept, sought-after 55+ community in Quinebaug Park. Features recent paint and siding updates, newer sliders opening up to a deck and a large yard with 3 sheds, and a garden area. Inside, enjoy a cozy propane fireplace, recently updated track lighting, and an efficient, single-level layout for comfortable living. Priced to sell - make it yours! Buyers are subject to

Bonnie MacDonald Berkshire Hathaway NE Prop.

81 Parkway Dr, Thompson, CT 06277
/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
$550,000
- 4 Beds
- 2.5 Baths
- 1,656 Sq Ft
815 Mashamoquet Rd, Pomfret Center, CT 06259

Motivated seller! Bring an offer! This 4-bedroom, 2.5-bath ranch has been extensively updated inside and out, offering a bright and welcoming layout. The kitchen features new cabinetry, granite countertops, and breakfast bar seating-ideal for cooking and entertaining. The private primary suite includes a walk-in closet and a beautifully finished bath with a double vanity, while three additional

Carol Ryniewicz

CR Premier Properties

(860) 345-5906

815 Mashamoquet Rd, Pomfret Center, CT 06259
/6
$199,900
- Land
- 1.6 Acres
- $124,938 per Acre
0 Dow Rd Unit 24128109, Plainfield, CT 06374

Prime commercial land located in a high-traffic area right off I-395, offering a fantastic investment opportunity. Ideally situated between three major cities of Boston 85 miles, Providence 35 miles, and Hartford 51 miles, this central location is easily accessible.

Dale Bunn Riverview Realty, LLC

0 Dow Rd Unit 24128109, Plainfield, CT 06374
/16
$299,900
- 6 Beds
- 2 Baths
- 2,040 Sq Ft
983 Riverside Dr, North Grosvenordale, CT 06255

Fantastic 2 family with one side newly renovated. 3 bedrooms in each unit. Parking next to each unit and full basement.

Alexis Devlin Coldwell Banker Realty

983 Riverside Dr, North Grosvenordale, CT 06255
/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
/39
$549,000
- 4 Beds
- 3 Baths
- 2,150 Sq Ft
101 Child Hill Rd, Woodstock, CT 06281

Step back in time with this one-of-a-kind 1830 Greek Revival farmhouse, offering 2,150 sq ft of character and charm on a picturesque 0.90-acre lot surrounded by farm land. Just down the hill from historic Woodstock Hill and the Academy, this setting is as scenic as it is convenient. Inside, wide plank floors and distinctive windows frame beautiful country views, while the front entry showcases

Kristen Kaskela Berkshire Hathaway NE Prop.

101 Child Hill Rd, Woodstock, CT 06281
/20
$164,900
- Land
- 3 Acres
- $54,967 per Acre
49 Stone Rd, Killingly, CT 06241

LOCATION LOCATION LOCATION!! 3 acre building lot with over 295' of water frontage on the Five Mile River! Build your dream home on this tranquil park like setting. The pictures don't do it justice! This location is surrounded by high end custom homes, sitting on a quiet country road, yet still close to all major amenities and routes such as I-395, Rte 44, and Rte 101.

Dale Bunn Riverview Realty, LLC

49 Stone Rd, Killingly, CT 06241
/31
$423,000
- 4 Beds
- 1.5 Baths
- 1,904 Sq Ft
381 Bungay Hill Rd, Woodstock, CT 06281

Situated in tranquil Woodstock, this spacious four bedroom Cape is the ultimate hidden treasure. It's calm, tree-lined 4.23 acres opens up to offer a large yard to allow space for all of your outdoor activities. Inside, you will be met with a smooth-flowing layout, 9ft ceilings, and plenty of natural lighting. The first level homes two sizeable bedrooms that transition into the main living space

Anna Marsh BHHS Realty Professionals

381 Bungay Hill Rd, Woodstock, CT 06281
/4
$500,000
- Land
- 81.49 Acres
- $6,136 per Acre
338 Brooklyn Rd, Pomfret Center, CT 06259

Discover the perfect escape in this stunning 81-acre parcel located in the serene and sought-after area of Pomfret. This pristine property offers a unique blend of open space and lightly wooded areas, providing endless possibilities for your dream home or family compound. Enjoy the peaceful surroundings and escape, making it an ideal spot for relaxation and recreation. The property borders state

Cathy Duprey Duprey Real Estate, LLC

338 Brooklyn Rd, Pomfret Center, CT 06259
/6
$899,000
- Land
- 130.75 Acres
- $6,876 per Acre
0 Brooklyn Rd Unit 24124218, Canterbury, CT 06331

GREAT OPPORTUNITY FOR RESIDENTIAL, FARM, or AGRICULTURE DEVELOPMENT ! 133 ACRES!! SOLD AS A PACKAGE ONLY WITH LISTING #24111912 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, UTILITIES AVAIL. CURRENT TAXES ARE FOR FORESTRY CLASSIFICATION

Margaret Memoli Memoli&Memoli Real Estate,LLC

0 Brooklyn Rd Unit 24124218, Canterbury, CT 06331
/36
$340,900
- 3 Beds
- 1 Bath
- 1,344 Sq Ft
132 Grove St, Putnam, CT 06260

Welcome to 132 Grove Street in Putnam! This beautifully remodeled 3-bedroom home combines modern updates with classic charm. The property boasts a bright and inviting floor plan with stylish finishes throughout, featuring a fully updated kitchen equipped with new cabinetry, countertops, and appliances. The full bathroom has been tastefully renovated with sleek fixtures and contemporary design.

Mat Chojnicki CR Premier Properties

132 Grove St, Putnam, CT 06260
/21
$425,000
- 3 Beds
- 2 Baths
- 2,438 Sq Ft
60 Chaplin St, Chaplin, CT 06235

Welcome to the original parsonage of the Chaplin Congregational Church in the historic district in Chaplin! In 1837, the land was purchased from Luther Ridley. This spacious home was constructed in 1840. The parsonage has been home to many ministers and their families. The front parlor has seen many functions through the years, including weddings. The Ladies Aid Society has used the upstairs

Deb Chabot RE/MAX One

60 Chaplin St, Chaplin, CT 06235
/40
$339,000
- 3 Beds
- 1.5 Baths
- 1,610 Sq Ft
99 Snake Meadow Rd, Danielson, CT 06239

This nicely appointed one-level ranch offers comfortable living with classic charm and thoughtful updates. Vinyl-sided for easy maintenance, the home welcomes you with gleaming hardwood floors throughout the main level. A brick gas fireplace serves as the centerpiece of the spacious family room, creating a warm and inviting gathering space. Flowing seamlessly from the family room is a generous

Jacob Rochefort Mott & Chace Sotheby's Intl Rt

99 Snake Meadow Rd, Danielson, CT 06239
/40
$789,000
- 4 Beds
- 2.5 Baths
- 2,900 Sq Ft
287 S Bear Hill Rd, Chaplin, CT 06235

If you are looking for everything this is the home for you. Home sits on 3.39 acres of beautiful land with a 36x48 Morton barn that has 2 stalls but could be 6, or if you want a kennel it is set up with 5 doggy doors into barn has water and electric and can be heated if you want. Nice areas for pasture and also a chicken coop with water and electric. The home has been completely renovated in the

Jeanne Crum Home Selling Team

287 S Bear Hill Rd, Chaplin, CT 06235
/19
$895,000 New Construction
- 4 Beds
- 3.5 Baths
- 3,300 Sq Ft
36 Olde Meadow Rd, Woodstock, CT 06281

TO BE CONSTRUCTED: Welcome to Eastwood Estates - Luxury Living in the Heart of Woodstock! Discover the elegance and tranquility of Eastwood Estates. If you're looking for privacy, this 1.92 acre lot borders open space with lovely stone walls. Modern Farmhouse home design is stunning with timeless curb appeal. Some exterior features: white clapboard siding, gabled dormers, and a welcoming covered

Tina Lajoie

William Raveis Real Estate

(860) 407-5265

36 Olde Meadow Rd, Woodstock, CT 06281
/36
$369,900
- 2 Beds
- 1 Bath
- 440 Sq Ft
17 Green Island, Thompson, CT 06277

Discover the charm of island living at Quaddick Lake! Seize this RARE opportunity to own a lakeside retreat on a private island dotted with just 12 seasonal cottages. Set just off the lake shore, this enchanting getaway offers the best of both worlds--unforgettable sunrise and sunset views, plus TWO waterfront areas providing 200 ft. of direct lake access on both sides of the island. The fully

Lynne Ferrigno Coldwell Banker Realty

17 Green Island, Thompson, CT 06277
/40
$599,900
- 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
/15
$349,000
- Land
- 5.2 Acres
- $67,115 per Acre
1450 North Rd, Killingly, CT 06241

Discover an extraordinary aviation opportunity in the heart of Connecticut's country side. This licensed private landing area known as Yankee Airstrip - CT 13 offers pilots and aviation enthusiasts a rare chance to own their piece of the sky. Positioned at a 720 ft. elevation, the property features a well-maintained 1700 ft. turf runway that's 90 ft. wide. The airfield fits perfectly in

Scott Pempek Berkshire Hathaway NE Prop.

1450 North Rd, Killingly, CT 06241
/37
$1,700,000
- 7 Beds
- 5 Baths
- 4,283 Sq Ft
90-94 & 93 Upton Rd, Ashford, CT 06278

Welcome to one of the most extraordinary and locally adored estates in Eastern Connecticut-nearly 300 acres of rolling fields, woodlands, and historic charm offered as a single, unmatched property. Privately set along a quiet, town-maintained dirt road, this expansive estate combines 93 and 90-94 Upton Road into a rare opportunity for legacy ownership. The centerpiece is a breathtaking

Nicole Gleason CR Premier Properties

90-94 & 93 Upton Rd, Ashford, CT 06278
/12
$350,000
- Land
- 47.73 Acres
- $7,333 per Acre
241 Killingly Ave, Putnam, CT 06260

Discover a prime opportunity for a 55 and older condo development on this expansive 47-acre parcel of land. With its previous approval for a 70-unit development, this property offers the perfect canvas for creating a community tailored for active adults. The spaciousness of the land allows for a thoughtful layout that can incorporate a range of amenities, such as walking trails, community

Jennifer Lehto Kazantzis Real Estate, LLC

241 Killingly Ave, Putnam, CT 06260
/24
$310,000
- 3 Beds
- 1.5 Baths
- 1,760 Sq Ft
26 Perkins St, Plainfield, CT 06374

Rare Sprawling colonial set on a corner lot with 5 Bedrooms 3 Baths with plenty of nooks and crannies for entertainment and comfort for the entire family. The first floor features large entry foyer with sitting room, sizeable primary bedroom with full bath, eat in kitchen, dining room, and an additional bedroom and full bath. The upper floor has 3 additional roomy bedrooms. Lots of storage space

Victoria Lindsey Coldwell Banker Realty

26 Perkins St, Plainfield, CT 06374
/40
$2,500,000
- 5 Beds
- 5.5 Baths
- 7,772 Sq Ft
357 Wrights Crossing Rd, Pomfret Center, CT 06259

Reimagined in the early 1900s and surrounded by natural beauty, this extraordinary 41-acre estate offers unmatched privacy, timeless architecture, and refined craftsmanship. The 7,772 sq ft stone residence, crowned with a slate roof, is framed by rolling fields, mature trees, and manicured gardens. Inside, hand-carved moldings, elegant fireplaces, and artisan details reflect a level of quality

Kristen Kaskela Berkshire Hathaway NE Prop.

357 Wrights Crossing Rd, Pomfret Center, CT 06259
/37
$449,900
- 3 Beds
- 1.5 Baths
- 2,146 Sq Ft
8 Juniper Ln, Moosup, CT 06354

Welcome to this beautifully maintained Colonial / Contemporary home, set on a generous 1.38 acre private lot and located on a cul-de-sac road. The inviting first floor offers cathedral ceilings, a large, updated kitchen with stainless steel appliances, a breakfast bar, abundant cabinet and counter space which is perfect for cooking and entertaining. Also offers a spacious half bathroom and

Paige Hennequin Berkshire Hathaway NE Prop.

8 Juniper Ln, Moosup, CT 06354
/7
$85,000
- Land
- 0.88 Acre
- $96,591 per Acre
0 Aplin Hill Ln, Woodstock, CT 06282

The perfect blend of privacy and community. Lot 4 is the only rear lot in this quiet Woodstock Valley cul-de-sac, a rare chance to build in a growing neighborhood while enjoying the privacy of a wooded .88-acre setting. Conservation land borders the northern and eastern edges, creating a natural buffer that sets this lot apart from the rest. With construction now underway on neighboring Lots 3, 5

Kristen Kaskela Berkshire Hathaway NE Prop.

0 Aplin Hill Ln, Woodstock, CT 06282
/40
$599,000
- 3 Beds
- 2 Baths
- 1,979 Sq Ft
69 N Bedlam Rd, Chaplin, CT 06235

Opportunity knocking again! Prior buyer's financing fell through. Welcome to your New England Equestrian Trial Riders Dream property! Featuring a lovingly preserved and updated antique Cape Cod home, a 40x50' newer five-stall barn with heated tack room and workshop located on a country road with almost 6 private acres of picturesque fenced pasture land adjacent to over 200 acres of preserved land

Tammy Lucier eXp Realty

69 N Bedlam Rd, Chaplin, CT 06235
/2
$1,200,000
- Land
- 17.41 Acres
- $68,926 per Acre
128 Lathrop Rd, Plainfield, CT 06374

Great Commercial Property across from Amazon warehouse, car dealership, shopping, strip mall located off of Exit 28 off I 395. Minutes from Rhode Island, and Mass.

Maura Von Deck Von Deck Realty, LLC

128 Lathrop Rd, Plainfield, CT 06374
/8
$134,900
- 3 Beds
- 2 Baths
- 1,141 Sq Ft
5 Woods Way Unit WOOD005, Windham, CT 06256

Welcome to Stonegate Manor, an all-age active and vibrant community, where you can find yourself in your dream home. We have a stunning, brand new, beautiful, 2025 3 bed, 2 bath home for sale featuring 1141.52 sq ft of beautifully designed living space. Located in North Windham. Step inside to find an open-concept floor plan, hardwood floors, high ceilings and natural light. The kitchen boasts

Jude Gray Stonegate Manor

5 Woods Way Unit WOOD005, Windham, CT 06256
/36
$539,900
- 9 Beds
- 3.5 Baths
- 5,046 Sq Ft
115 Grove St, Putnam, CT 06260

INSTANT EQUITY in this beautiful and incredibly spacious two-family home. Sellers just had the home independently appraised for more than their asking price! With 10 foot ceilings throughout this turn of the century manse, the first floor unit features over 2,100 sq ft of living space with 3 large bedrooms, formal dining room, 2 full baths (1 roll-in handicap accessible, fully tiled with shower

Gerard Hartmann Rockoff Realty

115 Grove St, Putnam, CT 06260
/2
$115,000
- Land
- 8.5 Acres
- $13,529 per Acre
85 Mashentuck Rd, Killingly, CT 06239

Located in a peaceful rural setting near I-395 and Rhode Island, this spacious plot of land offers abundant potential for subdivision or development. Its strategic location provides easy access to major transportation routes, making it an ideal opportunity for creating residential lots. Surrounded by natural beauty and tranquil surroundings, this property presents endless possibilities for

Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

85 Mashentuck Rd, Killingly, CT 06239
/40
$1,100,000
- 5 Beds
- 4 Baths
- 5,079 Sq Ft
76 Mill Brook Ln, Woodstock, CT 06281

Tucked away on 6.5 private acres in the prestigious MillBrook Estates, this 5,000+ sq ft custom home offers an exceptional blend of elegance, functionality, and luxury. A long paved drive leads to this stately residence, featuring 5 bedrooms, multiple living areas, and rich architectural details throughout. The grand foyer with a hydraulic chandelier sets the tone for the craftsmanship found

Katie Totten William Raveis Real Estate

76 Mill Brook Ln, Woodstock, CT 06281
/2
$99,900
- Land
- 12 Acres
- $8,325 per Acre
00 Prospect St, Woodstock, CT 06281

Discover the perfect canvas for your dream home or private retreat on this stunning 12-acre parcel located in scenic Woodstock, Connecticut. This unique piece of land offers a peaceful setting with a blend of rolling topography, mature trees, and a beautiful pond-ideal for nature lovers, homesteaders, or anyone seeking privacy and serenity. The land features varied elevations, providing excellent

Mat Chojnicki CR Premier Properties

00 Prospect St, Woodstock, CT 06281
/8
$125,000
- Land
- 1.7 Acres
- $73,529 per Acre
97 Blossom Dr, Pomfret, CT 06259

Beautiful homesite with south-facing slopes and scenic rolling hill views are available in a 26-lot subdivision. Offers walkout basement potential. Underground utilities [lots would have well + engineered septic systems]. This subdivision features homes valued around $550K +- and is just 25 minutes from UConn. It's close to historic mansions, top schools, and major highways (I-395, I-90, Route

Sanam Solati New England Prestige Realty

97 Blossom Dr, Pomfret, CT 06259
/2
$65,000
- Land
- 0.28 Acre
- $232,143 per Acre
64 Westcott Rd, Killingly, CT 06239

Vacant land, undeveloped. Buyers to do due diligence.

Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

64 Westcott Rd, Killingly, CT 06239
/40
$569,000
- 4 Beds
- 2 Baths
- 2,160 Sq Ft
23 Little Bungee Hill Rd, Woodstock Valley, CT 06282

The pictures really tell the story with this one. Down a quiet road on a 1.22 acre lot within sight of Lake Bunggee, this 2160 sq ft, 4 Br, 2 Ba home has been rebuilt from the floor joists up. Rich with custom touches and all new electrical, plumbing, insulation, roofing, etc. Pull up the double wide driveway (paved in 2023) to a two car garage (575 sq ft, plus loft), where you'll never get

Alan Berman Signature Properties of NewEng

23 Little Bungee Hill Rd, Woodstock Valley, CT 06282
/39
$1,250,000
- 2 Beds
- 2 Baths
- 2,340 Sq Ft
1669 Route 169, Woodstock, CT 06281

Welcome to Hilltop Meadows-a one-of-a-kind, 60-acre luxury hay farm nestled in Connecticut's scenic "Quiet Corner." Set high above Route 169 in North Woodstock, this breathtaking property offers rolling meadows, mature forests, and serene privacy just 60 miles from Boston and 150 from Manhattan. The heart of the property is a newly updated 2-bed, 2-bath, 2,340 sq ft farmhouse blending historic

Ryan De Lello William Pitt Sotheby's International Realty

1669 Route 169, Woodstock, CT 06281
/39
$2,500,000
- 3 Beds
- 4.5 Baths
- 4,655 Sq Ft
80 Bungay Hill Rd, Woodstock, CT 06281

Welcome to this 80 acre Connecticut Estate, tucked into the rolling hills of Woodstock Ct. This exceptional 4,655 sq ft contemporary home offers a unique living experience with its own privately owned public FAA approved commercial grade airport. The property is a pilot's paradise, featuring a spacious hangar that not only accommodates multiple small planes and helicopters but also offers ample

Cary Marcoux RE/MAX Bell Park Realty

80 Bungay Hill Rd, Woodstock, CT 06281
/9
$84,900
- Land
- 1.1 Acres
- $77,182 per Acre
38 Elm St, Willimantic, CT 06226

1.1 Acre Commercial Lot - B3 Zoned - Great Opportunity in Willimantic! Lot Size: 1.1 Acres Zoning: B3 - Business District Access: Deeded easement via Family Dollar and Elm Street. Don't miss this unique opportunity to own a 1.1-acre level commercial lot tucked just off Main Street in Willimantic. Located directly behind Family Dollar, this parcel offers convenient access via a recorded easement,

Tammy Lucier eXp Realty

38 Elm St, Willimantic, CT 06226
/3
$179,900
- Land
- 21 Acres
- $8,567 per Acre
350 Breakneck Hill Rd, Killingly, CT 06241

Building lot ready to go - Site plan available, Septic approved, Wetlands approval in place. Present plan shows home set back about 360 ft from road with 500 ft long driveway. Please see the following from seller for reducing the cost of construction of the driveway - "However, both also stated that a lot of the fill could be brought from the septic area and house location or really, any other

Richard Corrado Coldwell Banker Realty

350 Breakneck Hill Rd, Killingly, CT 06241

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