Windham County, Connecticut Land For Sale (29 results)
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AcreValue offers multiple types of land for sale in Windham County, so if you’re looking for a new ranch, farm, recreational property, hunting ground, developmental property, or land investment you’ve come to the right place. Regardless of what your needs or objectives are for your land, we have a large inventory of available parcels that are updated regularly. Therefore, it’s very likely that we have the perfect parcel that meets all the search criteria & specifications that you’ve been searching for. Additionally, because our land for sale listings are always being updated due to the frequency of land being sold or new land listings being put on the market, make sure that you are checking back with AcreValue regularly for updates. When you find the perfect land parcel and you are ready to take the next steps you can easily connect directly with the listing agent to help you facilitate your land purchase. Browse AcreValue's Connecticut land for sale page to find more potential opportunities in Connecticut that fit your needs. We wish you the best of luck in finding your next ranch, farm, recreational property, hunting ground, developmental property, or land investment.
07/06/2026
$1,995,000
153.1 ac.
ACTIVE
Windham County - 317 Bebbington Road, Ashford, CT
The seasonal nostalgia of crisp autumn air and the romanticism of fragrant orchards are beautifully embodied at Crookes Orchard, an exceptionally rare 153-acre working farm and orchard nestled in the rolling countryside of Ashford, Connecticut. Misty mornings give way to golden rays of sunshine sweeping across sprawling rich bucolic farmland, woodlands, scenic ponds, and protected open space, creating one of the region's most captivating agricultural offerings.
Long regarded as a beloved destination for the surrounding community and beyond, Crookes Orchard is remarkable example of thoughtful stewardship and a true labor of love. The property encompasses approximately 32 acres of improved cropland bordered by state forest and Joshua's Trust protected land, where Bebbington Brook gently meanders through quintessential New England hay fields.
More than 6,000 fruit trees, including 1,200 newly planted specimens, yield an extraordinary collection of 28 heirloom varieties of apples, peaches, and Asian pears. Carefully manicured orchard rows are interwoven with trellises supporting irrigation drip lines for efficient care and productivity. A magical field of blooming dahlias creates a vibrant tapestry of color and offers breathtaking bouquets throughtout the growing season. Approximately 7 acres are enclosed by new 8-foot deer fencing with 3 new double gates, further enhancing the farm's functionality.
At the heart of the property is the charming remodeled 3,601sf farm store, a cherished gathering place that celebrates New England's treasured "Pick Your Own" tradition while showcasing an array of locally grown and produced goods. The considerably updated building features an expansive showroom with glass-front refrigerator and freezer units, a cooled bakery display case, and a completely turnkey new commercial bakery equipped with a Blodgett convection oven, industrial hood, wash bay sinks, and stainless steel workstations. An approved concession window and newly enclosed loading dock extension, with overhead door, offer exciting opportunities for future expansion.
Two sizeable walk-in coolers streamline orchard processing and storage, while a renovated restroom and updated employee break room and office provide modern conveniences. Significant recent improvements include new heating and cooling systems, partial new exterior siding, new roofs (2025 and 2022), new rolled roof, new gutters, new exterior doors, new stone patio and walkways, and freshly painted exterior.
An attached glass greenhouse, with stone flooring, and additional hoop greenhouses extend the growing season considerably. A separate 1,350sf stone garage, featuring a new cement floor and underground 200-amp electrical service (pre-wired for 400-amps), provides substantial storage and workspace. The former Ice House serves as a utility hub and complements the property with its timeless stone facade.
A Morton barn, originally constructed in 2007 and substaintially improved in 2025, offers electricity, well water, a new addition inclusive of concrete foundation, retaining wall, drainage, and piped gutters. An additional supply shed, with attached aluminum greenhouse has also been thoughtfully upgraded with a new roof, electricity, irrigation pump, and new 1.5" irrigation lines.
The property enjoys extensive frontage along Bebbington Road with 3 existing curb cuts, newly regraded roads and parking areas, installed catch basins, and fresh stone throughout. Mature shade trees create sun-infused screens to picnic areas below and overlook an idyllic private pond, creating an enchanting setting for visitors and gatherings.
The front 5-acre parcel is an approved building lot and may be subdividable from the remaining acreage. The former farmhouse was removed in 2022, creating a spectacular canvas upon which to build a dream residence. Positioned atop a gentle knoll, the homesite enjoys panoramic views across the orchards and countryside. Recent improvements include a land survey establishing boundry lines, full septic system build plan, soil testing, and topographical studies. New well lines service the property from the primary front well, with an additional rear well and existing septic system in place.
Further elevating the property's extraordinary potential, special permits in place to allow for a cidery, tasting room, private event schedule, overnight accommodations, and a central bath house, presenting an exceptional opportunity to expand upon an already established and beloved business.
An alluring place to build a home, a farm to nurture for generations, and a thriving agricultural enterprise with room to bloom, Crookes Orchard is one of Connecticut's most extraordinary heritage properties. Conveniently located just 1.5 milies from the junction of Routes 44 & 89 and only 10 minutes from UCONN, this is a unique opportunity to own a truly iconic New England farm.
05/15/2026
$789,000
3.39 ac.
ACTIVE
Windham County - 287 S Bear Hill Road, Chaplin, CT
Set on 3.39 picturesque acres, this beautifully renovated property offers the perfect blend of luxury, function, and country charm-ideal for a mini farm, homestead, or private retreat. The heated and insulated 36x48 Morton barn features front and rear sliding barn doors, 2 horse stalls with potential for 6, 5 doggy doors, water, electric, skylights, and year-round water access-perfect for horses, kennels, or hobby farming. The property also includes a chicken coop, goat building, fenced garden with 12 raised beds, pond, two running streams, and a fire pit area. Inside, the home has been extensively updated with a stunning mahogany entry, Brazilian Walnut (IPE) flooring, vaulted ceilings, fireplace, and a beautifully designed chef's kitchen with soapstone counters, custom cabinetry, and Bosch stainless appliances including an induction stove. The first-floor primary suite offers vaulted ceilings, two walk-in closets, and a renovated bath with porcelain tile and granite vanity. A sunroom with marble floors and skylights opens to the back deck, while a spacious bonus room with private entrance offers ideal in-law, office, or gym potential. Additional features include dual heat with Central Wood Boiler and oil backup, Kubota whole-house generator, underground utilities, central vac, artesian well, cedar siding, and gated driveway. A truly exceptional property with endless possibilities.
06/26/2026
$699,000
12.31 ac.
ACTIVE
Windham County - 29 Braaten Hill Road, Woodstock, CT
Welcome to the Top of Connecticut's Last Green Valley. Views sweep across the east and soak up the sunrise every day from the peak of 12 acres that are exclusively yours. Peaceful adventure and native wildflowers beckon you to embrace it all. Step inside your renovated New England Farmhouse and let the home guide you: hand-hewn beams, wide-plank floors, leaded-glass windows, and a cozy working fireplace. The kitchen blends quartz-countertops and new stainless appliances with custom woodwork and an antique butcher-block island. Dine amongst the stars with a wide picture window at your service. The showpiece sunroom features an reclaimed palladian window and chandelier from a historic train station, walnut floors, and is wrapped in glass to bring the light and the view of the valley into every special moment. Around the corner, the Great Room gathers everyone for movies and games, and a finished lower level with full bath adds flexible room to grow. The upstairs bedrooms look out over the lawn and beyond. Major considerations are done: new roof and deck, newer boiler, pressure tank, fresh paint, and a generator hookup for assurance. A barn-style garage, and charming yet large garden sheds give you all the outdoor storage you need. And right out your back door: the town beach is 4 minutes away, a local winery is 5. Hiking, swimming, and frisbee golf at Crystal Pond Park, and the Woodstock Fair every fall. This is the one that you've always dreamed about. And it's here, now
07/17/2026
$499,900
2.46 ac.
ACTIVE
Windham County - 6 Autumn Ridge, Windham, CT
Experience exceptional craftsmanship in this magnificent timber frame home, thoughtfully designed with quality, comfort, and energy efficiency in mind. The stunning great room features soaring ceilings and an open-concept layout that flows seamlessly into the dining area and custom kitchen, creating an ideal space for everyday living and entertaining. A cozy propane stove adds warmth and ambiance during the winter months. Constructed with Structural Insulated Panels (SIPs) and built with meticulous attention to detail, this home offers outstanding energy performance. Additional features include radiant oil-fired underfloor heating, indirect hot water, an energy recovery ventilator (ERV), quarter-sawn wood flooring, and beautifully crafted custom kitchen cabinetry. Situated on a level, open cul-de-sac lot, the property offers both privacy and space to enjoy the outdoors. An attached screened gazebo provides the perfect setting for relaxing, dining, or entertaining while enjoying the fresh air in comfort. This is an ideal home for the discerning buyer, with quality and efficiency that is at the edge of building technology.
07/22/2026
$790,000
1.89 ac.
ACTIVE
Windham County - 524 Wauregan Road, Brooklyn, CT
Welcome to this exceptional, custom built brick home, set on a stunning piece of property where quality, craftsmanship, and timeless design come together beautifully. From the moment you step inside, you will appreciate the vaulted ceilings, open layout, and impressive mix of hardwood, marble and tile flooring. The heart of the home features a beautifully designed kitchen with quartz countertops, custom built cupboards, 2 ovens, trash compactor and more! The dining room features a wood-burning fireplace that's never been used! With enough room for the largest table. Off the kitchen, enjoy a heated sunroom that offers peaceful views overlooking the inground pool and hot tub, create a perfect space to relax year-round. The main level offers a spacious primary suite with a separate sitting room, custom walk in closet. The en suite features a soaking tub and walk in shower with a heated lamp, double sink vanity and marble countertops. An office on the main floor provides flexibility for working from home or additional living space. Convenient first floor laundry with a half bath adds every day practicality. Upstairs you'll find two additional bedrooms and a full bathroom. The heated basement has an additional half bathroom and offers endless possibilities for recreation, wood shop, storage, gym, or finished space. Additional features include a four car garage, central air, Buderus, furnace, water softener, 200 amp, electrical service, and security system. This is a rare opportuni
07/18/2026
$545,000
11.16 ac.
ACTIVE
Windham County - 198 Stetson Road, Brooklyn, CT
Did you miss out last time? Back on the Market because the last buyers funding fell through! Their loss is your gain! Come see this sprawling 1,752-sq ft ranch offering the perfect blend of comfort, privacy, and outdoor recreation. Nestled on over 11 acres of picturesque land, this property is a rare opportunity for those seeking room to roam, explore, and enjoy the beauty of nature right from their own backyard. Inside, you'll find the convenience of single-level living with a spacious layout designed for everyday comfort. The home is complemented by a full basement, providing abundant storage space and endless possibilities for a workshop, recreation area, home gym, or future expansion. A detached garage offers additional space for vehicles, equipment, or hobbies. Energy Efficient Ductless Mini-Splits for cooling and a two year old wood stove for those cold winter days. Whether you're an outdoor enthusiast looking for private hunting land, someone seeking a peaceful retreat away from the hustle and bustle, or simply a nature lover who values privacy and tranquility, this property delivers. Enjoy your morning coffee while watching wildlife, create your own trails through the acreage, or take advantage of the open space for gardening, recreation, and more. Conveniently located while still offering a secluded country feel. If you've been dreaming of privacy, acreage, and the freedom to enjoy the outdoors on your own property, this is the one you've been waiting
07/17/2026
$399,900
1.5 ac.
ACTIVE
Windham County - 394 Jerusalem Road, Windham, CT
Timeless New England charm meets modern-day opportunity in this impressive 5-bedroom, 3.5-bath antique Colonial, where historic character and spacious living come together on a picturesque setting. Rich in original details, this one-of-a-kind home showcases wide-plank hardwood floors, stunning decorative fireplaces with ornate mantels, oversized windows, and classic architectural craftsmanship throughout. The spacious country kitchen offers ample room for gathering and opens to multiple living and entertaining spaces, including a formal dining room, inviting family room, and generously sized bedrooms filled with natural light. A flexible floor plan provides endless possibilities for today's lifestyle, whether you're looking for space for a home office, guest quarters, or multi-generational living. Outside, the property continues to impress with a welcoming covered front porch, expansive yard, and an oversized detached 2-car garage/barn offering exceptional storage, workshop space, or hobby potential. Surrounded by mature trees and timeless New England scenery, this remarkable property delivers the perfect balance of privacy, history, and functionality. Whether you're drawn to the craftsmanship of a bygone era or looking for a home with room to grow, this exceptional antique Colonial is ready for its next chapter. Schedule your private showing today and experience the character and possibilities this unique property has to offer.
06/12/2026
$625,000
6.89 ac.
ACTIVE
Windham County - 429 New Sweden Road, Woodstock, CT
Step back in time and discover the charm of this beautifully preserved 2,400 sq. ft. farmhouse, originally built in 1805. Rich in character and timeless appeal, this property offers the perfect blend of country living and modern convenience. Whether you dream of cultivating extensive gardens, raising animals, creating a self-sustaining homestead, or simply enjoying wide-open spaces, this property provides endless opportunities to embrace a rural lifestyle. Mature landscaping, open grounds, and ample space for farming, hobby agriculture, or outdoor recreation make it a rare find for those seeking a connection to the land. Inside, you'll find the warmth and craftsmanship of a bygone era, with spacious living areas designed for comfortable everyday living and entertaining. Enjoy peaceful mornings overlooking your gardens and relaxing evenings surrounded by the tranquility of the countryside. Whether you're seeking a gentleman's farm, a luxury homestead, or a historic country estate to call home, this remarkable property presents a unique opportunity to live a lifestyle defined by beauty, self-sufficiency, and enduring New England character.
07/10/2026
$299,900
79 ac.
ACTIVE
Windham County - 00 Ide Perrin Road, Woodstock, CT
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 among other large-acreage parcels, with enough lumber to build and heat your home for years to come. The property includes approximately 300 feet of road frontage on Ide Perrin Road, 1,143 feet of frontage on Pole Bridge Road, and 416 feet of frontage by right-of-way. Please do not walk the property without your Realtor present.
06/13/2026
$850,000
6.22 ac.
ACTIVE
Windham County - 50 Swedetown Road, Pomfret Center, CT
Nestled on 6.22 private acres, this exceptional Colonial offers the perfect blend of country living, modern updates, & equestrian amenities. Featuring 3 bedrooms, 2.5 baths, and approximately 2,080 square feet of living space, this well-maintained home is designed for both comfort and functionality. The remodeled kitchen (2019) is the heart of the home, featuring granite countertops, quality cabinetry, a center island with seating, & a walk-in pantry. Distinctive details throughout include Vermont slate flooring with radiant heat, hardwood floors, plaster walls, exposed wood beams, & a stunning stone fireplace. The flexible floor plan includes a 1st-floor office, heated basement, walk-up attic, ceiling fans in all bedrooms, & efficient multi-zone heating. Spacious living areas open to a large deck overlooking the peaceful wooded surroundings. Upstairs, generously sized bedrooms & a relaxing Jacuzzi tub provide a private retreat. Horse enthusiasts will appreciate the 2-stall horse barn with tack room, running water, & electric fencing, creating a turnkey equestrian setup. The impressive 3-car garage is equipped w/ a vehicle lift & air compressor. Additional highlights: roof replacement in 2017, mature landscaping, open lawn areas, and exceptional privacy. Whether you're seeking an equestrian property, hobby farm, or private country retreat, this unique offering combines quality craftsmanship, modern updates, and versatile outbuildings in a beautiful natural setting.
04/16/2026
$659,900
1.99 ac.
ACTIVE
Windham County - 38 Madison Avenue, Thompson, CT
Modern Luxury meets timeless design on a Cul-De-Sac in Thompson, CT! 38 Madison Ave was custom-built home in 2020 and set on nearly 2 private acres, this masterpiece redefines move-in ready. Located in a subdivision with underground utilities, this home offers an impeccable blend of curb appeal and sophisticated design. The Exquisite Interior Design boosts the heart of the home a chef's dream kitchen, with a gorgeous quartz island, professional-grade stainless appliances, and a stunning marble-inlay herringbone backsplash. The open-concept layout flows effortlessly into a living area anchored by a dramatic floor-to-ceiling stone-textured accent wall w/electric fireplace. Escape to the expansive Primary Suite, a true sanctuary featuring: A freestanding soaking tub set against a custom mosaic niche and a double vanity with sleek matte black fixtures. A dedicated office alcove with vaulted ceilings and abundant natural light and 3 spacious closets to keep your things organized. Outdoor Living: A large composite deck overlooks a lush, private, and wooded backyard-perfect for quiet mornings or entertaining guests. Home has Central Air, high-efficiency forced air, and a spacious 2-car attached garage. Recently painted throughout! Additional Space: Ready to be finished basement offers the perfect footprint for added living, private home gym or a cozy media room. Schedule your tour today to see this GORGEOUS home! Mins to 395 and Center of Thompson!
06/10/2026
$44,900
2.29 ac.
ACTIVE
Windham County - 79 Windham Center Road, Windham, CT
Nice level lot in a great location, frontage on Windham Center Rd. (RT 203), to the left of #73 Windham Center Rd. This lot will convey with a right of way over it to provide access to the lot behind it at 77-R Windham Center Rd. Close to shopping, schools, and downtown Willimantic, offers the potential to make for the perfect pace for you to build the home of your dreams at an affordable price. Note, there is a structure on this property, a house that likely needs to be removed, c. 1860 per town records. This is purported to be in a historic district and on the national historic register.
06/01/2026
$595,000
100 ac.
ACTIVE
Windham County - 259 Quarry Road, Woodstock, CT
Discover the possibilities on this exceptional 100-acre parcel on Quarry Road in scenic Woodstock, Connecticut. Boasting approximately 1,900 feet of road frontage, this expansive property offers a rare combination of privacy, natural beauty, and development potential. The current owner has already cleared three beautiful potential building sites, each positioned to take advantage of the property's elevated terrain and breathtaking views. A truly unique opportunity, this remarkable tract is ideal for a private estate, family compound, recreational retreat, or long-term investment. The land features a stunning blend of mature woodlands, historic stone walls, open clearings, and natural landscapes that reflect the rich heritage and charm of the region. The property's high-elevation setting creates a peaceful, secluded atmosphere while still providing convenient access to local amenities and major routes. Whether you envision building your dream home surrounded by nature, creating a multi-generational retreat, or simply enjoying the land as a recreational haven, this exceptional property offers endless opportunities to bring your vision to life. Don't miss this rare chance to own a significant piece of Woodstock's countryside, where beauty, privacy, and potential come together.
05/22/2026
$674,000
2.42 ac.
ACTIVE
Windham County - 23 SENEXET RD, Woodstock, CT
Welcome to this stunning 2022-built Colonial set on 2.42 private acres in desirable Woodstock! Tucked back from the road and surrounded by nature, this beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of modern comfort and peaceful country living. Step inside to an inviting open-concept layout featuring gleaming hardwood floors, recessed lighting, and abundant natural light throughout. The spacious living room centers around a gorgeous gas fireplace and flows seamlessly into the dining area and designer kitchen complete with white shaker cabinetry, granite countertops, stainless steel appliances, oversized center island, and sliders leading to the patio and backyard. Upstairs you'll find generously sized bedrooms, including a spacious primary suite, along with convenient second-floor laundry. Additional highlights include central air, forced hot air heat, attached 2-car garage, and over 2,600 sq ft of living space. Enjoy the privacy of a wooded lot while still being conveniently located near local amenities, schools, and commuter routes. Thoughtfully designed and move-in ready, this home offers modern comfort in a peaceful setting.
05/04/2026
$325,000
17.62 ac.
ACTIVE
Windham County - 0 New Road 24172039, Thompson, CT
Discover the perfect blend of privacy, nature, and opportunity with this expansive 17.62 acre parcel in Thompson, CT. Tucked away off a shared driveway, this beautiful property offers a peaceful, wooded setting with rolling terrain, ideal for your dream home, private estate, or future investment. Surrounded by scenic New England landscape, the land features mature trees and road frontage along a municipal road. Engineers are currently designing plans for two homes to be built, offering flexibility for multi generational living, investment, or resale, Purchaser to verify all town approvals. Located in a quiet rural setting, yet still within reach of local amenities, this property provides the best of both worlds, seclusion without sacrificing convenience. Underground electric is available nearby, making development even more accessible. A rare opportunity to own a large, versatile piece of land in Windham County, come walk the property and envision the possibilities!
05/30/2026
$525,000
5.02 ac.
ACTIVE
Windham County - 30 Grant Hill Road, Brooklyn, CT
Custom passive solar Contemporary set on 5+ private acres surrounded by natural beauty and peaceful scenery. A 5-year-young sunroom with tile flooring offers flexible space for relaxing, gardening, or enjoying year-round views of the landscape. Step outside to the spacious deck, ideal for outdoor dining or quiet mornings overlooking the tranquil setting. The inviting living room features a newer pellet stove and tile flooring designed for comfort and easy maintenance. Country dining room with wide plank floors, exposed reclaimed wood beams, and newer Andersen slider leading to the deck. Bright kitchen includes 3 skylights, porcelain farmhouse sink, solid wood cabinetry, stainless steel appliances, tile floor, and walk-in pantry. Convenient laundry/mudroom connects the kitchen to the attached 2-car garage. First Floor Primary Bed with new carpet, ceiling fan, slider to the deck to listen to the cute garden pond with water fountain. The second floor offers 2 additional bedrooms with exposed wood beams, a partially finished recreation room, and full bath with shower stall. The upper level sunroom includes a propane stove for supplemental heat. Energy-efficient design with strong insulation and berm construction helps maintain comfortable temperatures year-round. Additional updates include newer roof, water heater, washer and dryer, and new well water line. Convenient location close to shopping, dining, and commuter routes. Approx. 25 minutes to UCONN and 40 minutes to Hartford. On a quiet dead-end street. there is an outdoor basketball hoop that is secured in a concrete slab, would be good for another shed. Storage shed in back of the house. $8,000. worth of trees taken town 5/26
03/15/2026
$650,000
153 ac.
ACTIVE
Windham County - 0 Kozey Road, Eastford, CT
Extraordinary 153-acre parcel nestled in the heart of Connecticut's scenic Last Green Valley, offering exceptional privacy and natural beauty. This remarkable property borders Natchaug State Forest, Yale Meyers Forest, and the historic Old Connecticut Path, placing thousands of acres of protected woodland at your doorstep. Rolling terrain, hardwoods, and abundant wildlife create a stunning backdrop for a private estate, retreat, or conservation-minded homestead. Enjoy unparalleled seclusion while exploring miles of surrounding forestland for hiking, recreation, and peaceful escape. Opportunities of this scale and setting are rare-an ideal canvas to create a legacy property immersed in nature.
06/06/2026
$599,000
2.35 ac.
ACTIVE
Windham County - 244 Paine Road, Pomfret, CT
Discover the best of country living on 2.35 private acres in desirable Pomfret, where a quality-built custom Colonial offers space, comfort, and a peaceful lifestyle. Built by Woodstock Builders Association, the home welcomes you with a bright front living room featuring refinished hardwood floors and French doors leading to the dining room. The updated kitchen offers quartz countertops, a cozy wood stove, and convenient access to the laundry/mudroom area and enclosed porch connecting to the attached two-car garage. Flexible office area with hardwoods. A substantial two-story addition completed in 2007 enhances the living space with hardwood flooring, a wood stove, slider to the deck and patio, and pocket-door access to the kitchen and dining areas. A private rear staircase leads to the spacious fourth bedroom. The second floor includes a generous primary suite with walk-in closet and full bath, along with two additional bedrooms and a full bath. Recent improvements include a newer roof and fresh exterior paint. The basement offers additional storage and expansion potential with bulkhead access. Enjoy outdoor living on the deck and patio overlooking the peaceful natural setting. Mature raspberry bushes add seasonal charm to the landscape. Conveniently located with easy access to UConn, Hartford, Providence, and Worcester, making commuting a breeze.
07/04/2026
$524,900
2.08 ac.
ACTIVE
Windham County - 321 Day St, Brooklyn, CT
Welcome to this beautiful 2019 Raised Ranch, offering the perfect blend of modern comfort and peaceful country living. This inviting home features 3 generously sized bedrooms, 2 full bathrooms, hardwood floors and central air. The heart of the home is the stunning kitchen, complete with granite countertops, a large center island, stainless steel appliances, and plenty of space for cooking, gathering, and entertaining. The open living areas provide a warm and welcoming atmosphere, while the finished lower level offers additional living space and a cozy wood stove. Step outside to discover beautifully landscaped grounds with fruit trees, established garden areas, and thoughtfully designed outdoor living spaces. Enjoy your morning coffee on the spacious deck or unwind on the patio while looking at the picturesque wooded setting. The property also includes chicken coops, a fire pit, and even a teepee, creating a truly unique outdoor retreat for entertaining or simply enjoying nature. If you're looking for a move-in-ready home with modern amenities, beautiful outdoor spaces, and plenty of room to relax, this exceptional property is one you won't want to miss! Subject to suitable housing. Route 6 to Church St., onto Day St. Shared Road
07/10/2026
$99,900
2.17 ac.
ACTIVE
Windham County - 26 Bass Lane, Brooklyn, CT
Rare opportunity to build your dream home on over 2 acres of beautiful, mostly cleared land! It's becoming increasingly difficult to find high, dry, level parcels like this that are ready for your vision. A survey will be available on July 7th. Offering approximately 250 feet of road frontage on Happy Lane, this private interior lot is shared by only two neighboring homes, providing exceptional peace and privacy. Previously used for gardening and raising sheep, the property offers open, usable land with endless possibilities. Two storage sheds will convey with the sale. Reference Brooklyn Assessor's Map #49, Lots 98, 106, 107, 107A, 116, 117, 118, and 180. Taxes and assessment shown reflect Lot 180 only.
06/05/2026
$799,900
1.92 ac.
ACTIVE
Windham County - 36 Olde Meadow Road, Woodstock, CT
TO BE CONSTRUCTED | Starting at $799,900 Welcome to Eastwood Estates, where luxury living meets the natural beauty and tranquility of Woodstock. Set on a picturesque 1.92-acre homesite bordering protected open space and framed by classic New England stone walls, this offering provides a rare opportunity to BUILD a custom home in one of the area's most desirable neighborhoods. Partner with an experienced local builder to create a home that reflects your lifestyle and vision. Choose from thoughtfully designed plans, including a stunning Country Colonial featuring 4 bedrooms and 2.5 baths, or explore alternative layouts, or bring your own ideas to life within the builder's program. Each home is crafted with attention to detail, blending timeless elegance with modern functionality; open living spaces, quality finishes, and design flexibility suited for today's living.
05/12/2026
$599,900
5.44 ac.
ACTIVE
Windham County - 483 North Road, Ashford, CT
Exceptional Currier and Ives type setting in peaceful Ashford CT. set on 5.44 acres of level land! This property has a Barn with three oversized stalls and pastures; property absolutely designed for horses. This home has been tenderly updated to maintain all that historic feeling of this 225-year-old home while having all of the modern conveniences needed for today's living. 1st floor has a large dining room with a fireplace and wide board floors. The kitchen has wide board floors, a fireplace and then island. Front to back Living room with white board floors and a fireplace. 1st floor primary bedroom with full bath that has a heated floor! Spectacular back yard view. The second floor has 2 spacious bedrooms, an office and a full bath. Spray Foam insulation. Generator Hookup. The minute you pull in the driveway of this home you will feel that restful yesteryear feeling that makes This property so special.
06/10/2026
$34,900
1.95 ac.
ACTIVE
Windham County - 77-R Windham Center Road, Windham, CT
Delightful lot of record, a rear lot that will convey with a right of way over 79 Windham Rd. A great opportunity at a great price. This lot offers wonderful privacy, in a central location, close to shopping, schools, recreation and more!
12/10/2025
$225,000
3.72 ac.
ACTIVE
Windham County - 80 Averill Road, Pomfret, CT
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, Restaurants, Cafe', Chains, Grocery Stores & Convenience Shops, Daycare, Fitness Facilities, Mixed Use Retail. All final business use subject to town approval. Within 5 miles of the site are the North/South ramps of exit 41 of Interstate 395, The primary access point for those traveling from Massachusetts and Norther New England. Far enough away to command lower capital and operating overhead costs yet close enough to compete in the Boston, Worcester, Providence, Hartford and Eastern markets. Great Visibility! Taxes to be recalculated with new subdivision assessment & mil value
06/07/2026
$39,900
4.2 ac.
ACTIVE
Windham County - 46 North Road, Windham, CT
Great opportunity to own a lot of record at a great price, approx. 3.9-4.2 acres. Offered as raw land. No formal survey available, all soil testing and surveying to be done by the potential owner. Great location, North Rd. is Route 14, across from the Windham Center School.
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