Windham County, CT Real Estate | Windham County, CT Just Listed Homes for Sale

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

1 Finn Ln, Plainfield

$149,900

24189937 MLS

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

Lot 6 & 6A & Rd, Pomfret

$229,000

2 Beds ⋅ 2 Baths ⋅ 24189211 MLS ⋅ Windham Oaks BLDG.

End unit condo in one of the most sought-after complexes in Nice. Features include a modern kitchen with granite countertops, tile backsplash, and ample cabinet storage. The open-concept living and dining area boasts vaulted ceilings and an abundance of natural light from large windows. Main-level half bath for convenience. Upstairs, the spacious primary bedroom offers vaulted ceilings, a skylight, and plenty of sunlight. Full bathroom with tub and shower combo. Enjoy a prime location-just a short walk to town, with access to parks, dining, shopping, and more. Lower level can be finished for additional living space.

366 Ash St Unit 1, Windham

$220,000

6 Beds ⋅ 3 Baths ⋅ 24189860 MLS

This listing is for 383 Putnam Pike Only - However, a single family (same owner) is available next door at 385 Putnam Pike, Dayville, CT New roof 2025! 1st Floor: 3BR/1.5BA (potential 4BR reconfiguration), forced hot air heat 2nd Floor: 3BR/1BA, hot water baseboard heat Large walkout basement with expansion potential Newer roof and some replacement windows Needs: flooring, plumbing, kitchen/bath updates, paint, cosmetics; possible HVAC LOCATION: Close to I-395, approx. 5 minutes to Putnam and 10 minutes to Killingly Commons. Large unit sizes offer excellent value-add opportunity. NOTES: Subject to professional inspection and due diligence. Strong cash flow or BRRRR candidate if inspection confirms numbers

383 Putnam Pike, Killingly

$110,000

1 Beds ⋅ 1 Baths ⋅ 24189750 MLS

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

385 Putnam Pike, Killingly

$544,000

3 Beds ⋅ 3 Baths ⋅ 24188226 MLS

Nestled amidst mature trees in a serene, private setting, this enchanting Colonial home seamlessly merges comfort, charm, and tranquility. Surrounded by nature, the picturesque property boasts a stunning backyard oasis. Beautiful planting, stone patio, gazebo, deck with a hot tub and the best chicken coop you've ever seen! Step inside to experience this well maintained Colonial featuring spacious living areas with gleaming hardwood floors and an abundance of natural light. The inviting family room, complete with a cozy fireplace, flows effortlessly into the living room, perfect for relaxing evenings. The formal dining room is perfect for entertaining while the eat-in kitchen is both functional and elegant. Upstairs, the primary bedroom suite serves as a tranquil escape, featuring a spacious walk-in closet and a full bathroom.Two additional generously sized bedrooms and another full bath complete the upper level. Walk in storage above the garage could be finished for additional living space.This beautiful home is not just a place to live, but a sanctuary to create cherished memories and embrace a peaceful lifestyle.

391 Squaw Hollow Rd, Ashford

$949,900

4 Beds ⋅ 2 Baths ⋅ 24189396 MLS

Four heated garage bays. Over 12 private acres. A brook with its own dam. This is a rare opportunity to own an updated home with an exceptional workshop and endless room to live, work, and play. The heated and air-conditioned garage features four bays, an office loft, air compressor, and dedicated paint bay. Whether you're restoring cars, operating a trade business, storing equipment, or simply need premium workspace, this setup is hard to find. The fully remodeled home offers 4 bedrooms, 2 full baths, and approximately 2,800 square feet. The great room features cathedral ceilings, exposed beams, a fireplace, and walls of glass overlooking the property. The kitchen includes a cozy sitting area with a wood stove, while the dining area is framed by a large picture window. A first-floor bedroom with patio access and a full bath offer flexibility for guests, multigenerational living, a home office, or convenient one-level living. Upstairs, the primary suite includes a soaking tub beneath its own window. Outside, open meadow leads to wooded trails, with a private brook and dam creating a truly unique setting. There's room for horses, hobby farming, gardens, or simply enjoying the privacy. Recent updates include a new roof, Buderus oil furnace, and fresh interior paint. Minutes from the Rhode Island line, this one-of-a-kind property offers privacy, land, and a workshop that's nearly impossible to replicate.

564 Hubbard Rd, Killingly

$450,000

4 Beds ⋅ 2 Baths ⋅ 24189440 MLS

Welcome to 8 Plainview Drive, a beautifully updated 4-bedroom, 2-bath Cape located on a quiet cul-de-sac in Plainfield. Situated on 0.81 acres, this home offers plenty of space while still being close to everything you need. Over the last few years, the home has seen extensive updates, including a new roof, vinyl siding, repaved driveway, farmer's porch, and front bedroom dormers, all completed in 2022. Inside, you'll find an updated kitchen featuring rich dark-stained butcher block countertops, new hardwood flooring throughout most of the home, and a living room with shiplap accents that create a warm, welcoming feel. Additional features include a spacious two-car garage, and a full, dry, unfinished basement with excellent storage and room to expand if desired. Whether you're relaxing on the front porch, enjoying the backyard, or taking advantage of the nearby shopping, restaurants, dog park, walking and biking trails, and easy access to I-395, this home offers the convenience of being close to everyday amenities while also being just a short drive from the Rhode Island and Massachusetts borders. If you're looking for your first home, more space, or simply a home that's already been updated, 8 Plainview Drive is ready for its next owners.

8 Plainview Dr, Plainfield

$449,900

3 Beds ⋅ 2 Baths ⋅ 24189331 MLS

Move-in ready and beautifully maintained, this charming home offers 3 spacious bedrooms and 2 full bathrooms. The open floor plan creates a bright, welcoming living space that's perfect for everyday living and entertaining. The finished basement is an entertainer's dream, featuring a wet bar and a pool table that's included with the home. With thoughtful updates and plenty of space to relax and gather, this home is ready for its next owners to enjoy.

29 Bingham Rd, Canterbury

$300,000

24188739 MLS

22.2-acre building lot offering endless possibilities in desirable Woodstock! Whether you're a builder, investor, or looking for the perfect location to build your forever home, this property is ready for your vision. Approximately 0.5 acres have already been cleared, and valuable due diligence has been completed, including a town-approved septic design, engineered site plan, and professionally delineated and marked wetlands. Neighboring lots have been surveyed, adding to the property's appeal. Enjoy the privacy and beauty of country living with plenty of space for your dream home while remaining conveniently located near local amenities and major routes. A rare opportunity to own a large parcel with much of the groundwork already in place. Bring your plans and make your dream a reality!

Route 197 Route, Woodstock

$524,900

3 Beds ⋅ 2 Baths ⋅ 24188857 MLS

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!

321 Day St, Brooklyn

$45,000

1 Beds ⋅ 1 Baths ⋅ 24188690 MLS

Welcome to Beautiful Meadowside of Woodstock Campground, a private, gated 100 site co-op campground in Connecticut's quiet Corner. Unit 29 features a 1998 Four Winds mobile home model 30fk and a 30 foot by 9.5 foot combination room added on to the front. The trailer has a kitchen, living room dining room combo with a pull out bed, full bath, and bed room. The addition had a bigger eating area and a family room. It is move in ready, fully furnished. Lot assessment of $1,650/ season (1,350 early-bird before Jan 31) covers water, sever, trash, grounds maintenance, and all amenities. Season runts from mid April through October

25 Rte 197 Rte Unit 29, Woodstock

$595,000

3 Beds ⋅ 3 Baths ⋅ 24188698 MLS

Spacious 3-bedroom, 2.5-bath home situated on 16.4 picturesque acres on a quiet country road in Canterbury. This property offers a wonderful mix of open fields and wooded land, making it ideal for horses, hobby farming, recreation, or simply enjoying privacy. The home features a dedicated office, cedar closet, attached 2-car garage, and numerous updates including newer windows, siding, doors, and roof. Enjoy outdoor living and entertaining on the large rear deck overlooking the peaceful surroundings. The 26' x 26' barn provides storage for approximately 800 bales of hay and offers excellent space for livestock, equipment, or workshop use. The acreage provides endless opportunities for gardening, trails, and outdoor activities. Potential exists to subdivide an additional building lot (subject to town approvals). Convenient country location with the perfect balance of rural charm and everyday functionality. A rare opportunity to own a versatile property with acreage in desirable Canterbury.

107 N Society Rd, Canterbury

$849,900

3 Beds ⋅ 2 Baths ⋅ 24188573 MLS

Welcome to your own private country retreat! This exceptional log home offers the perfect blend of rustic charm and modern updates, nestled on a picturesque property designed for those seeking peace, privacy, and room to roam.The heart of the home is the brand-new great room addition, featuring soaring cathedral ceilings, abundant natural light, and direct access to a spacious deck overlooking the beautifully landscaped grounds. The open-concept layout flows seamlessly into the updated kitchen, complete with granite countertops, a center island, custom cabinetry, and stainless steel appliances-ideal for entertaining family and friends. A stunning floor-to-ceiling stone fireplace, exposed beams, and warm wood ceilings create an inviting atmosphere throughout.The spacious primary suite offers its own private retreat with sliders leading directly to the deck, allowing you to enjoy your morning coffee while taking in the peaceful surroundings.Outside, this remarkable property truly shines. Enjoy your own private 19-foot-deep pond, perfect for relaxing, fishing, or simply enjoying nature. The impressive two-story barn provides endless possibilities for storage, workshop space, hobbies, equipment, or livestock, while the charming chicken coop is ready for your backyard flock.Grow & sell your own veggies with greenhouse in place for gardening, recreation, or creating your own hobby farm.A rare opportunity to own a truly special New England log home.

84 Dark Lantern Hill Rd, Killingly

$239,000

2 Baths ⋅ 24188439 MLS

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 outstanding potential for residential conversion, multifamily redevelopment, mixed-use investment, expansion, or additional development, subject to buyer due-diligence and all required approvals. *Property recently has been fully cleaned out* Engineering plans/evaluation, septic design plans, and soil testing have already been completed to evaluate the feasibility of residential conversion, providing a valuable head start for future development. No municipal approvals have been obtained. Ideally located on Route 89 with excellent visibility and convenient access to the University of Connecticut, this property offers exceptional potential for investors, developers, contractors, and owner-users seeking a long-term value-add opportunity. Recent Connecticut housing legislation encouraging additional housing development may further enhance the property's future potential, subject to applicable laws, zoning requirements, and municipal approvals. Property is being sold strictly as-is. Buyer is responsible for verifying all zoning, permitted uses, engineering, approvals, subdivision potential, and development opportunities.

259 Ference Rd, Ashford

$624,000

4 Beds ⋅ 4 Baths ⋅ 73543854 MLS

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 deck with electric awning, expansive paver patio, and a recently remodeled family room with custom built-ins and abundant natural light. The oversized two-car garage is wired for heat and connects to a convenient mudroom and laundry room. Inside, you'll find generous room sizes, oversized closets, and flexible living space throughout, including a partially finished lower level with fireplace, wet bar, and half bath. The oversized primary suite features a newly remodeled spa-like bath with soaking tub, walk-in shower, double sinks, and quartz counters.Some photos may be virtually staged.

1 Maple Lane, Thompson

$500,000

3 Beds ⋅ 2 Baths ⋅ 24187904 MLS

Welcome home to this charming colonial tucked away on a peaceful cul-de-sac, offering privacy and picturesque views on a full acre of land. As you step in through the fresh new mudroom, you will find a spacious, bright living room, a separate dining room, and a beautiful kitchen with stainless steel appliances, a breakfast bar, abundant cabinet space, and access to a private back deck overlooking a scenic backyard and surrounding nature. Just off the kitchen, you will find a versatile bonus room currently used as a bedroom offering endless possibilities as a family room, home office, playroom or guest space. This area also features a wood stove, and a convenient laundry room complete with a bonus shower and sink. Upstairs the spacious primary bedroom includes a walk in closet, accompanied by two additional bedrooms and a full bath with a brand new double vanity. Major improvements provide added peace of mind, including a brand new roof and siding, water filtration system, new hot water heater, new washer and dryer, and leased solar panels for improved energy efficiency. A two car garage and beautiful natural surroundings complete this move in ready home in a highly desirable location.

21 Fairfield Dr, Woodstock

$630,000

3 Beds ⋅ 3 Baths ⋅ 24187959 MLS

Welcome to your private, beautifully landscaped retreat in Thompson. This meticulous colonial offers generous space inside and out, featuring a stunning granitetopped kitchen with undercabinet lighting, JennAir cooktop, cabinetpacked storage, and a slider leading to the Trex deck. The open layout flows into a bright living room with a large island, plus a charming dining room and a cozy family room with a woodburning fireplace. With 3 full baths, a bonus room with vaulted ceilings, and a partially finished lower level perfect for a home office, gym, or hobby space, this home adapts to every lifestyle. Outside, enjoy mature landscaping, fruit trees, stone walls, a patio, and a saltwater hot tub-your own peaceful escape set back from the road. Thoughtful updates include a freshly sealcoated driveway, wholehouse fan, generator for the first floor, powered shed, and a gasfed outdoor fire pit. This property truly offers comfort, space, and serenity. Come see it in person-there's so much more to love.

373 Chase Rd, Thompson

$4,699,000

24188138 MLS

Opportunities like this do not come often. This well-appointed Brick/Venier building features 72,000 sq. ft. school zoned property sitting on 2.84 AC of prime real estate. Property consists of classrooms, cafeteria & kitchen, along with gym facilities. Plenty of frontage both on Maple St. for the main entrance with on street parking along with a large parking lot off Rt. 44 for the rear entrances. Many recent upgrades including sprinkler system, roof replacing, electrical update, heating updates and more. Great opportunity for investment as the owner would like to rent back at a fair/market rate with a long-term commitment.

18 Maple St, Putnam

$2,769,000

24188122 MLS

Once in a lifetime opportunity to own a centrally located former school building with 3 floors and approximately 27,500 sq. ft. of office space, classrooms, kitchen, dining room, bathrooms and endless possibilities. Building has approximately 10 large & sunny classrooms per floor with bathrooms and offices as well. The property is sitting on a paved 2.26 AC parking lot, school yard with a detached garage/workshop/storage building with potential living quarters upstairs. Additionally, the rectory building with dorm rooms is two floors with basement space totaling over 11,000 sq. ft. Dorm space has 20+ apartments with varying bathroom set-ups as well and endless possibilities. Mechanically both buildings are in good shape with newer boilers/heating systems/roofs, electrical etc. along with a large generator system and city water/sewer.

15-23 Marshall St, Putnam

$295,000

2 Beds ⋅ 2 Baths ⋅ 24187714 MLS ⋅ Putnam Riverview BLDG.

This townhouse offers both convenience and spaciousness. Located nicely to all shopping, parks, hospital and the highway. End unit with a one car garage. The fully applianced kitchen, and 1/2 bath. On the upper level are 2 large bedrooms and a full bath. Each bedroom has plenty of closet space. New gas/range/oven, microwave does not work AGENT RELATED TO SELLER

257 Sabin St Unit 21, Putnam

$600,000

24187906 MLS

RETAIL BUILDING FOR SALE: This Famous Investment Property is Available Now, Located Directly in Downtown Danielson, CT. This Retail Property is in an Excellent Location - Directly in the Heart of Downtown Danielson with Extremely High Year Round Vehicle and Foot Traffic Count. This property was just extensively renovated inside and out. The First Floor Retail Unit in the Building Features a Large Reception Area along with Front and Side Entrances, a lofted seating area, a Maintenance Closet hidden behind a bookcase, Full Bathroom with Shower, and Easy Access to Plenty of Free Public Parking (70+ Spaces) Right Across the Street. This unit is currently occupied by Lou's Cigars, a successful cigar lounge on a NNN lease. The newly renovated Lower Level is home to Amy's Cakery, a bakery with indoor seating, an outdoor patio, tons of storage, and plenty of natural light. Newly updated HVAC provides Heating and Cooling Throughout the property. The Building Features a Unique Design and Beautiful Woodwork - One of the Most Famous and Popular Commercial Retail Buildings in all of Connecticut! Zoned Central Business District (CBD)

21 Furnace St, Killingly

$249,999

3 Beds ⋅ 1 Baths ⋅ 24187967 MLS

Charming farmhouse-style home filled with warmth, character, and timeless appeal! This inviting 3-bedroom offers cozy living with beautiful built-ins, tasteful updates, and move-in-ready convenience. Recent improvements include a 3y/o 50-year architectural roof, updated flooring, and a new hot water heater for added peace of mind. The fully fenced yard is the perfect size for easy maintenance while still providing space for pets, gardening, or outdoor relaxation, and a storage shed offers additional storage. Ideally located just a short walk from downtown Putnam's award-winning restaurants, breweries, antiques, boutiques, cafes, and entertainment, this home combines small-town charm with everyday convenience. Whether you're a first-time homebuyer, looking to downsize, or searching for an investment opportunity, this delightful home is one you won't want to miss!

16 Franklin St, Putnam

$499,900

4 Beds ⋅ 5 Baths ⋅ 24187565 MLS

Nestled on 11.6 acres of open and wooded land, this spacious farmhouse offers the perfect blend of comfort, privacy, and productive outdoor space. The four-bedroom, four-bath home features an open floor plan that creates a bright, welcoming atmosphere ideal for both everyday living and entertaining. The expansive yard provides ample room for gardening, small-scale farming, or simply enjoying the rural setting. With room to expand or add outbuildings, the property supports a wide range of agricultural or recreational uses while maintaining easy access to modern amenities. Detached garage with workshop, as well as over 100 blueberry bushes, fruit trees and established vegetable garden area are an added bonus. This farmhouse presents a rare opportunity for buyers seeking both a comfortable family home and meaningful acreage in one package.

113 Starkweather Rd, Plainfield

$400,000

6 Beds ⋅ 2 Baths ⋅ 24187717 MLS

Exceptional investment opportunity! This well-maintained two-family property is business zoned, offering endless possibilities for investors, business owners, or those seeking a live/work opportunity. Each spacious unit features approximately 1,500 square feet with 3 bedrooms, providing strong rental appeal and excellent income potential. Whether you're looking to continue its use as a multi-family rental, explore commercial possibilities (subject to local zoning regulations), or add to your investment portfolio, this property offers flexibility and long-term value. Conveniently located with excellent visibility and easy access to major routes, this is an opportunity you won't want to miss. Agent related

78 S Main St, Brooklyn

$479,999

24187613 MLS

An exceptional opportunity to own both a successful, established sports bar and the commercial real estate it operates from. This fully equipped, turn-key business is ready for its next owner and offers everything needed to hit the ground running. The spacious commercial kitchen is designed for high-volume service and features a fire suppression system, grill, oven, fryers, walk-in cooler, abundant prep space, and ample storage. The inviting layout includes a large bar, dedicated entertainment stage, multiple pool tables, and plenty of seating, creating the perfect atmosphere for live entertainment, leagues, and special events. Located in a highly visible, high-traffic location with excellent accessibility and abundant on-site parking, this property has built a loyal customer following and offers outstanding exposure. Commercially zoned, this property presents endless possibilities beyond its current use. Whether you're an experienced restaurateur, investor, or entrepreneur with a vision, the potential here is exceptional. Highlights include: Brand New Roof (April 2026),Turn-key business and real estate included, Fully equipped commercial kitchen,Fire suppression system, Walk-in cooler, Large bar and entertainment stage,Multiple pool tables and spacious dining areas, Ample storage throughout High-traffic location with excellent visibility, Plenty of on-site parking, Commercial zoning with numerous investment opportunities Don't miss this rare opportunity!!

1019 Norwich Rd, Plainfield

$599,000

4 Beds ⋅ 3 Baths ⋅ 24187576 MLS

Experience the comfort of one-level living in this custom-built ranch-style home set on a spacious lot in Plainfield, offering the perfect blend of privacy, functionality, and everyday convenience. With approximately 3,000 square feet of living space, this thoughtfully designed home features 4 bedrooms, 3 full bathrooms, plus a dedicated office that can easily serve as a 5th bedroom. Step inside to discover a bright, welcoming layout designed for both everyday living and entertaining. The eat-in kitchen flows into the formal dining room and spacious living room, where a gas fireplace creates a warm and inviting gathering space. The private primary suite is a true retreat, complete with a walk-in closet, full bathroom, and a sunroom featuring a hot tub/jacuzzi. Skylights fill the sunroom with natural light, while the peaceful sound of rain on the windows creates a relaxing atmosphere. From the suite, enjoy direct access to the expansive deck overlooking the in-ground swimming pool. Outdoor living is just as impressive. The large deck provides the perfect setting for morning coffee, outdoor dining, or taking in the beautiful sunsets that make Black Hill Road so special. The backyard offers plenty of space and privacy to enjoy the outdoors, including a productive garden area for growing fresh vegetables and a pool that creates a private setting for relaxing or entertaining.

269 Black Hill Rd, Plainfield

$165,000

2 Beds ⋅ 1 Baths ⋅ 24187535 MLS ⋅ Leisure Acres BLDG.

Move right in to this charming 2-bedroom, 1-bath townhouse-style condominium. This inviting home features a bright and spacious living area and an eat in fully applianced kitchen & brand new carpeting throughout. The second level houses the full bathroom and two bedrooms. Enjoy low-maintenance living with the condo fee covering grounds maintenance, snow removal, trash pickup & water/sewer. The perfect opportunity for both owner-occupants and investors alike, whether you're looking for a place to call home or an addition to your rental portfolio, don't miss the opportunity to own this cozy and affordable space! Agent owned.

96 Canterbury Rd Unit B, Plainfield

$699,000

4 Beds ⋅ 3 Baths ⋅ 24187009 MLS

Nestled at the end of a long, winding driveway, this exquisite Colonial home offers timeless New England elegance on over three private, picturesque acres. Surrounded by classic stone walls, sprawling lawns, mature gardens, and inviting outdoor dining spaces, this exceptional property is a secluded retreat rich in historic details and charm. Inside, you'll find four spacious bedrooms with one on the main floor, two and one-half baths, wide-plank hardwood floors, and five fireplaces that create warmth and character in nearly every room. One-of-a-kind hand-painted wall murals and custom artisan details enhance this home's distinctive personality while honoring its antique Colonial aesthetic. Built in 1988 and expanded in 1995 it includes a full basement, abundant storage and modern systems. Every space reflects craftsmanship rarely found in today's market. Located in the historic town of Ashford in Northeast Connecticut's "Quiet Corner" this remarkable property offers the perfect balance of peaceful country living with convenient access to nearby amenities as well as the Connecticut shoreline, Massachusetts, and the beautiful Rhode Island beaches. A truly exceptional offering for those seeking privacy, authenticity, and refined New England living.

272 Horse Hill Rd, Ashford

$299,900

6 Beds ⋅ 3 Baths ⋅ 24187426 MLS

Excellent opportunity to own a spacious 2-family home with great flexibility for investors or owner-occupants. The first unit offers 2 bedrooms and 1 full bath, while the second unit features a generous 4-bedroom, 2-bath layout, providing plenty of space for larger households or strong rental potential. A 2-car garage adds valuable parking and storage, making this property even more attractive. Whether you're looking to expand your investment portfolio, live in one unit and rent the other, or accommodate extended living arrangements, this multi-family home offers versatility, functionality, and long-term value. Sold as is where is. Needs work

14 Carey St, Windham

$1,995,000

24186879 MLS

CROOKES ORCHARD - A LEGACY FARM OF EXTRAORDINARY BEAUTY AND OPPORTUNITY! One of Northeast Connecticut's most beloved agricultural destinations, presents an exceptionally rare opportunity to acquire 153 contiguous acres of working orchard, farmland, & scenic countryside. The property encompasses approximately 32 acres of improved cropland w/sprawling hay fields, picturesque ponds, & Bebbington Brook winding through the landscape, all abutting State Forest & Joshua's Trust protected land. More than 6,000 fruit trees, including 1,200 newly planted, yield 28 heirloom varieties of apples, peaches, & Asian pears. Carefully maintained orchard rows are supported by irrigation systems, while approximately 7 acres are enclosed by new 8-foot deer fencing w/3 double gates. A vibrant dahlia field further enhances the property's beauty & seasonal appeal. At the heart of the farm is the beautifully remodeled 3,601 SF retail farm store, long celebrated for its "Pick Your Own" traditions & broad assortment of locally grown & produced goods. Recent improvements include a turnkey commercial bakery, 2 walk-in coolers, updated office & restroom facilities, new HVAC, new roofs, partially replaced siding, new exterior doors, stone patios, and freshly painted exteriors. An attached glass greenhouse & additional hoop houses significantly extend the growing season. ***CONTINUE READING***

317 Bebbington Rd, Ashford

$1,995,000

1 Baths ⋅ 24186838 MLS

CROOKES ORCHARD - A LEGACY FARM OF EXTRAORDINARY BEAUTY AND OPPORTUNITY! One of Northeast Connecticut's most beloved agricultural destinations, presents an exceptionally rare opportunity to acquire 153 contiguous acres of working orchard, farmland, and scenic countryside. The property encompasses approximately 32 acres of improved cropland w/sprawling hay fields, picturesque ponds, & Bebbington Brook winding through the landscape, all abutting State Forest & Joshua's Trust protected land. More than 6,000 fruit trees, including 1,200 newly planted, yield 28 heirloom varieties of apples, peaches, & Asian pears. Carefully maintained orchard rows are supported by irrigation systems, while approximately 7 acres are enclosed by new 8-foot deer fencing w/3 double gates. A vibrant dahlia field further enhances the property's beauty & seasonal appeal. At the heart of the farm is the beautifully remodeled 3,601 SF retail farm store, long celebrated for its "Pick Your Own" traditions & broad assortment of locally grown & produced goods. Recent improvements include a turnkey commercial bakery, 2 walk-in coolers, updated office & restroom facilities, new HVAC, new roofs, partially replaced siding, new exterior doors, stone patios, and freshly painted exteriors. An attached glass greenhouse & additional hoop houses significantly extend the growing season. ***CONTINUE READING***

317 Bebbington Rd, Ashford

$74,900

24186921 MLS

Imagine waking each morning to shimmering lake views and the peaceful sounds of nature. Tucked away on a quiet dead-end road in Woodstock's coveted Quassett Lake community, this exceptional homesite offers the rare opportunity to create a custom retreat in one of northeastern Connecticut's most treasured settings. Perched above the road with a gentle rise in elevation, the property enjoys beautiful direct views of Quassett Lake, with the potential to enhance those vistas through selective tree clearing. Just a short stroll away, the neighborhood lake access invites you to spend your days swimming, kayaking, boating, fishing, or simply soaking in the tranquility of lakeside living. As a previously improved homesite, the property offers an existing well and prior septic area, creating a helpful foundation for buyers as they explore future building plans. A 2016 perc test and A-2 survey are also available, offering additional confidence as you begin planning your dream home. Whether you envision a timeless architectural masterpiece, a modern lakeside escape, or a peaceful year-round residence, this is a place where your vision can truly come to life. Opportunities to build with lake views in Quassett Lake are exceptionally rare- don't miss your chance to create something extraordinary!

182 Baxter Rd, Woodstock

$285,000

3 Beds ⋅ 2 Baths ⋅ 24186792 MLS

Full of character, this 3-bedroom, 2 full bath home offers a spacious and functional layout in a convenient, walkable location. The main level features a large living room, a spacious kitchen with plenty of room to cook and gather, a dedicated dining room, a versatile bonus room perfect for a home office or playroom, and the convenience of first-floor laundry. All three bedrooms are located upstairs, offering separation from the main living spaces. Connected to city water and sewer and close to shops, restaurants, schools, and everyday amenities, this home is ready for its next chapter.

602 N Main St, Killingly

$125,000

24186605 MLS

Here is a rare opportunity to buy a FULLY Approved 1.06 Acre Building lot in the beautiful new Subdivision of Ashford Meadow Estates, Known as Lot #4 in Ashford's Newest 6 lot subdivision featuring picturesque land in Eastern CT's quiet corner. Build your own or have Titan Construction build a custom home for you. Custom homes currently offered include ranch and colonial farmhouse style and start in the high 500's. Enjoy a peaceful rural setting while remaining conveniently close to major highway i84 just 5 miles away, Lake Chaffee close by and the Uconn campus just 13 miles away.

86 Ference Rd, Ashford

$669,900

4 Beds ⋅ 3 Baths ⋅ 24185860 MLS

Welcome to this stunning newly constructed home in Eastford, Connecticut, where modern craftsmanship meets the tranquility of a picturesque wooded setting. Thoughtfully designed with quality finishes and custom upgrades throughout, this home showcases beautiful timber frame accents, board-and-batten siding, a metal roof accent, and striking black Anderson windows that create exceptional curb appeal. Offering approximately 2,400 square feet of living space, this 4-bedroom, 2.5-bath home delivers the perfect combination of style, comfort, and functionality. The open-concept main level features 9-foot ceilings, abundant natural light, and a seamless flow between the living room, dining area, and kitchen, making it ideal for both everyday living and entertaining. The spacious primary suite serves as a private retreat, highlighted by a vaulted ceiling and a thoughtfully designed en-suite bath. Three additional bedrooms on the upper level provide plenty of space for family, guests, or a home office. Step outside and enjoy the peaceful surroundings from two inviting porches, perfect for morning coffee, evening relaxation, or simply taking in the beauty of the natural landscape. With its quality new construction, modern finishes, open and airy layout, and serene location, this exceptional home offers the best of country living while remaining conveniently close to local amenities.

29 Ashford Rd, Eastford

$600,000

2 Baths ⋅ 24186372 MLS

Bring your business to Dayville. Large parking lot. You can drive around the building. The front part is currently rented to Gloria's Kitchen. There is still 3411 sq ft available. Can be as many spaces as you want. Currently Gloria's has 1279 sq ft and we have 1014 of common space including two handicap bathrooms.

350 Hartford Pike, Killingly

$625,000

4 Beds ⋅ 3 Baths ⋅ 24186226 MLS

Live in this lovely house. 4-5 bedrooms 2.5 bathrooms. Eat-in kitchen, formal living room and formal dining room, first floor office, family room and laundry room. Most rooms have tin ceilings. The second floor is 4 bedrooms and 2 full bathrooms. Have your business in the former church...3300 sq ft with a balcony and a half bathroom. Handicap accessible. You could have your business on the first floor of the house and live on the second floor or you have an amazing 2 story barn....lots of options. All of this is on 1.58 acres. Subject to the recording of the new map, deed and easements.

350 Hartford Pike, Killingly

$625,000

2 Baths ⋅ 24186092 MLS

Welcome to this wonderful property. Former Church building is 3300 sq ft, handicap accessible, balcony, half bathroom and an office area. The house is 3100 sq ft. 4 bedrooms, formal living room, dining room and family room, eat in kitchen, with 1st floor laundry. Half bathroom on the first floor and 2 full bathrooms on the second. High ceilings, tin ceilings and more. Great home or could be offices, a salon or business downstairs and live upstairs. Large detached barn. Currently 3 garage doors (could be 4) and a large second floor. 1.58 Acres. Private well, city sewer and natural gas. Subject to recording of the new deed with easements and map.

350 Hartford Pike, Killingly

$550,000

3 Beds ⋅ 3 Baths ⋅ 24185658 MLS

Welcome home to this beautifully updated 3-bedroom, 2.5-bath contemporary ranch with a 2 car attached garage in the lovely town of Brooklyn. Set back on a lightly treed lot across from picturesque farm pastures, this home features attractive wood siding with a sophisticated combination of freshly painted finishes and stained wood accents, creating exceptional curb appeal. Major improvements provide peace of mind for years to come, including a brand-new roof, brand-new driveway, a new heating and cooling system & well tank as well as a new septic system. The home has been completely renovated from top to bottom, featuring luxury vinyl plank flooring, new kitchen cabinetry, leathered granite countertops, stainless steel appliances, and abundant workspace for cooking and entertaining. The open-concept living area is enhanced by soaring vaulted ceilings, abundant natural light, and a cozy fireplace, creating a warm and inviting space. Extending across the entire rear of the home, the expansive back deck creates exceptional outdoor living space just in time for a summer barbeque. This contemporary ranch offers the perfect combination of style, functionality, and quality craftsmanship with today's most desirable updates. Don't miss your opportunity to make it yours! Agent owned.

239 Brown Rd, Brooklyn

$449,900

3 Beds ⋅ 3 Baths ⋅ 24185578 MLS

Don't miss the opportunity to own this beautiful home, thoughtfully designed for both comfortable everyday living and effortless entertaining. The spacious living room and formal dining room showcase gleaming hardwood floors, creating an inviting atmosphere for family and guests alike. The private primary suite features a walk-in closet and a full en-suite bath, offering a relaxing retreat at the end of the day. The beautifully finished lower level is ideal for a home theater, game room, or additional living space. Enjoy the savings of **owned solar panels**, keeping electric costs remarkably low. Current bill was $9! Additional highlights include a security system, a professionally installed irrigation system for easy lawn maintenance, and a spacious deck overlooking the above-ground pool-perfect for summer barbecues, relaxing afternoons, and making lasting memories. **Ideally located within walking distance to town, you'll enjoy easy access to charming coffee shops, fine dining, boutique shopping, and local amenities, adding convenience and a vibrant lifestyle to this exceptional home. Homes offering this combination of comfort, updates, energy efficiency, and location are rarely available-schedule your private showing today before this exceptional property is gone!

39 Jefferson Dr, Killingly

$1,275,000

4 Beds ⋅ 4 Baths ⋅ 24185273 MLS

This extraordinary waterfront estate on Chamberlain Lake offers a lifestyle rarely found in Connecticut. With 200ft of private lake frontage, this custom post-and-beam Cape was thoughtfully crafted using timber milled directly from trees harvested on the property, creating a residence that is as authentic as it is remarkable. A dramatic center chimney anchors the home, while wide-board pine floors, exposed beams, and walls of windows showcase breathtaking views. The primary suite features a private balcony overlooking the lake, two walk-in closets, and a spa-like bath. Generously sized rooms and oversized step-in closets throughout the home provide exceptional comfort and storage. A private entrance way will lead you to the lake to enjoy fishing, kayaking, canoeing, swimming and peaceful lake living await. Gather around the fire pits, enjoy the outdoor shower after a day on the water, or simply relax on the covered deck among professionally landscaped grounds. This exceptional property combines privacy, craftsmanship, recreation, and timeless New England beauty in one truly unforgettable offering.

95 Pole Bridge Rd, Woodstock

$1,350,000

3 Beds ⋅ 4 Baths ⋅ 24185378 MLS

158 ACRES W/EXPANSIVE HALLS POND FRONTAGE - 3 PARCELS, FULLY RENOVATED 2-FAMILY DWELLING, & ENDLESS POSSIBILITIES! Encompassing a remarkable combination of income-producing real estate, significant waterfront acreage, 3 contiguous parcels, & extraordinary natural beauty, this is one of the most compelling land offerings to become available in Northeast CT in recent memory. Sale inclusive of .5 acre parcel (w/2-family house), 102.59 acre waterfront parcel w/substantial frontage along Halls Pond, highlighted by a stunning peninsula extending into the water, & an additional 56 acre parcel that expands the property's remarkable scale, privacy, & potential. The 2,700sf 2-family residence, completely renovated in 2017, welcomes w/front porch leading to common entry hall & access to the full basement, offering laundry facilities & abundant storage. Both residences feature open-concept floor plans, hardwood & LVP flooring, spacious kitchens w/center islands, & generously sized living spaces. The main level unit offers 2 bedrooms, & 2 full baths, while the upper-level residence features 1 bedroom, a connected den/office, & 2 baths, creating flexibility for multigenerational living, rental income, guest accommodations, or owner occupancy. Rolling woodlands, scenic water views, abundant wildlife, & extensive shoreline combine to create an unparalleled setting for recreation, conservation, estate living, or future development opportunities. ***CONTINUED***

25 Kennerson Reservoir Rd, Eastford

$1,350,000

24183806 MLS

158 ACRES W/EXPANSIVE HALLS POND FRONTAGE - 3 PARCELS, FULLY RENOVATED 2-FAMILY DWELLING, & ENDLESS POSSIBILITIES! Encompassing a remarkable combination of income-producing real estate, significant waterfront acreage, 3 contiguous parcels, & extraordinary natural beauty, this is one of the most compelling land offerings to become available in Northeast CT in recent memory. Sale inclusive of .5 acre parcel (w/2-family house), 102.59 acre waterfront parcel w/substantial frontage along Halls Pond, highlighted by a stunning peninsula extending into the water, & an additional 56 acre parcel that expands the property's remarkable scale, privacy, & potential. The 2,700sf 2-family residence, completely renovated in 2017, welcomes w/front porch leading to common entry hall & access to the full basement, offering laundry facilities & abundant storage. Both residences feature open-concept floor plans, hardwood & LVP flooring, spacious kitchens w/center islands, & generously sized living spaces. The main level unit offers 2 bedrooms, & 2 full baths, while the upper-level residence features 1 bedroom, a connected den/office, & 2 baths, creating flexibility for multigenerational living, rental income, guest accommodations, or owner occupancy. Rolling woodlands, scenic water views, abundant wildlife, & extensive shoreline combine to create an unparalleled setting for recreation, conservation, estate living, or future development opportunities. ***CONTINUED***

25 Kennerson Reservoir Rd, Eastford

$649,900

6 Beds ⋅ 6 Baths ⋅ 24181170 MLS

Welcome to 9 East Franklin St, where modern comfort meets thoughtful design in this beautifully rebuilt side by side two-family home. The owner's unit feels like a private retreat, offering 3 spacious bedrooms, 2 beautifully updated full baths with heated floors, a convenient half bath, and gleaming hardwood floors throughout. A new 2022 roof adds peace of mind along with the home being fully insulated which saves each month on utility costs. The show stopping stone patio complete with a built-in stove, refrigerator, and sink creates the perfect outdoor living space for entertaining or relaxing. The attached rental unit is equally inviting, featuring 2 bedrooms, 1.5 baths, and a well designed two-level layout ideal for tenants seeking comfort and privacy. This unit also includes its own small private yard area, giving tenants outdoor space that feels separate and exclusive. With the side-by-side configuration, both owner and tenant enjoy their own privacy, making the property feel more like two individual homes than a traditional multifamily. Both units benefit from forced hot air and central A/C, ensuring year-round climate control. This is more than a home-it's an opportunity to live comfortably while generating income in a beautifully updated property, with privacy preserved for both households.

9 E Franklin St, Killingly

$295,000

4 Beds ⋅ 3 Baths ⋅ 24184676 MLS

Welcome to 609 Norwich Road, Plainfield-a spacious and unique contemporary home offering approximately 2,800 square feet of living space. This property features 4 bedrooms, 2.5 bathrooms, and a stunning addition highlighted by a dramatic floor-to-ceiling fieldstone fireplace, cathedral ceilings, and walls of windows that flood the space with natural light. The flexible floor plan includes a private office, spacious primary suite, three additional bedrooms, hardwood floors, a three-season porch, detached one-car garage, and a full basement with high ceilings. The addition offers excellent potential for multigenerational living or a private guest suite. This home requires updating, repairs, and deferred maintenance throughout, making it ideal for investors, contractors, or buyers looking to build equity through renovation. The property is being sold strictly as-is, where-is. The furnace and central air conditioning serving the addition are not operational and will require replacement. With its generous square footage, distinctive architectural features, and versatile layout, this property presents an outstanding opportunity to customize a home with exceptional character and space. Seller is motivated and has priced the property accordingly. Conveniently located near shopping, dining, and major routes. Bring your vision and unlock this home's full potential!

609 Norwich Rd, Plainfield

$469,900

3 Beds ⋅ 3 Baths ⋅ 24185135 MLS

Immaculate in every sense of the word! 3 Bed, 2-1/2 Bath 2005 Colonial! Set back from the road tucked away & very private. 2 Car attached garage leads into a very spacious cabinet packed kitchen with area for eat-in kitchen option! Kitchen sliders right out to the deck. Separate formal dining room just to the left of the kitchen. Living room features Propane fireplace & lots of space for furniture arrangement. Main level laundry shared w/ 1/2 bath for convenience. Upstairs you will find front-to-back Primary Suite featuring private full bath & walk-in Closet. Bedroom 2 & 3 also have use of the 2nd full bath. Lower level finished Game/Entertainment room with another propane stove. Tons of space for basement storage on the unfinished side. Nothing to do but move into this one!

92 State Ave, Killingly

$565,000

3 Beds ⋅ 3 Baths ⋅ 24184892 MLS

PLASTERING HAS BEGUN! Be the first to live in this EXQUISITE 2026 new construction home on almost 2 ACRES. Showcasing open concept living with functional bright kitchen QUARTZ counters and island, stainless appliances, modern lighting and vaulted ceiling. CUSTOM craftsmanship throughout. 16 x 16 trex DECK ($15,000) overlooking back yard. Primary bedroom has a VAULTED ceiling, primary bathroom TILED shower, tiled flooring and GRANITE vanity. Upgraded Hardwood floors throughout offering warm aesthetics and durability. 2 additional bedrooms and a full bathroom in hallway w/ wainscoting. Finished walkout lower level for extra living space w/ a 102 bathroom laundry room. Modern amenities and energy efficient with Peace of mind having a builders warranty. (FINISHED PHOTOS ARE SIMILAR) NOW is the time to view this BEAUTIFUL home!) ***CAMERA/AUDIO present*** WILL GO ANY FINANCING!!!

874 Brook Rd, Hampton

$369,900

3 Beds ⋅ 1 Baths ⋅ 24184592 MLS

The inside of this home is adorable. The outside is an oasis of relaxation with absolute privacy. This is a well loved home that is in move-in condition. Cozy living room, updated kitchen, 3 Bedrooms on main floor. The lower level has a comfy family room, laundry and plenty of storage. The one car garage doubles as a workshop. So many great features, you won't be disappointed.

97 Kapitulik Rd, Thompson

$400,000

3 Beds ⋅ 4 Baths ⋅ 24183962 MLS

LEGAL IN-LAW! Multi-generational living? Location great for MA, CT, or RI. Need a home office? Guest suite? This one has options! Room count doesn't tell the whole story. Fully remodeled home featuring a legal in-law apartment with both interior access and a private entrance. A connecting bedroom between the main home and in-law. THREE FULL & ONE HALF BATH! New kitchen: Stainless appliances, Butcher block Counters, Soft Close Cabinets, Ceramic Tile, 9' Long counter area with more storage, & Pantry Cabinet. New windows, New 100-amp electrical panel, PEX water lines, LED lighting, interconnected wireless smoke/CO detectors, New shed on concrete pad, and New sidewalks. Roof, boiler, & oil tank, all under 4 years old. Boiler tuned up 2/26'. Hardwood floors, ceramic tile, covered front porch with composite decking. Rear patio 34' long! Rear Fenced in yard. Radon mitigation system in place (fan dated 11/24). The finished walk-out lower level is heated along with a full bath. Finished attic space provides more usable area. TWO Laundry hookups: In-law and basement. Attached garage, also insulated. All work has been permitted. Town card is updated: Estimated HEATED Sq.Ft. above grade is 1,913 and HEATED below grade is 978; total 2,891. (MLS assessed value is 51k short of town card, taxes may be adjusted)

48 Edmond St, Putnam

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