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

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

$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

$285,000

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

$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

$575,000

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

$599,000

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. 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

$275,000

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

$649,900

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

$550,000

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

$575,000

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

$575,000

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

$479,000

9 Beds ⋅ 4 Baths ⋅ 24185574 MLS

Opportunity awaits with this multi-family property in Willimantic. Featuring multiple residential units with a mix of layouts, this property offers flexibility for both investors and owner-occupants seeking rental income. Conveniently located near Eastern Connecticut State University, shopping, restaurants, parks, public transportation, and major commuter routes. Separate living spaces provide privacy for occupants while the property's central location adds to its long-term appeal. Whether you're looking to expand your investment portfolio or offset your housing costs with rental income, this property presents a versatile opportunity in a convenient location.

260 Summit St, Windham

$1,275,000

4 Beds ⋅ 4 Baths ⋅ 24185273 MLS

Waterfront living at its most private and picturesque on beautiful Chamberlain Lake. Set on 200 feet of private lake frontage, this exceptional custom post-and-beam Cape offers a rare combination of craftsmanship, character, privacy and direct access to the water. Thoughtfully designed and built using timber milled from trees harvested on the property, the home has an unmistakable warmth and authenticity. A dramatic center brick chimney anchors the main living spaces, complemented by wide-board pine floors, exposed beams and abundant windows framing the surrounding landscape and lake. The spacious primary suite features a private balcony overlooking the water, two walk-in closets and a spa-like bath. Generously sized rooms and oversized step-in closets provide exceptional comfort and storage throughout. Step outside and enjoy the best of lake living with a private pathway leading to the water, ideal for swimming, fishing, kayaking and canoeing. Relax on the covered porch, gather around the fire pits, or enjoy the outdoor shower after a day on the lake. Beautifully landscaped grounds create a peaceful and private setting surrounded by mature trees and natural beauty.

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

$465,500

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

$385,000

9 Beds ⋅ 3 Baths ⋅ 24182846 MLS

Exceptional opportunity to own this well-maintained 1895 three-family up/down property ideally situated near downtown Putnam. The charming property offers comfortable and spacious three bedroom units filled with character. The first floor unit has been tastefully updated throughout, and the property features both garage storage and off-street parking. A solid investment with timeless appeal and strong income potential.

176 S Main St, Putnam

$240,000

2 Beds ⋅ 1 Baths ⋅ 24184150 MLS

Lake Life in this small home offering lake views and 2 level living space with large bedroom with storage on upper level. First floor offers a large living room, a bedroom and sitting area with a propane heater stove. The kitchen has space for the laundry equipment, and all amenities and sky lights. The large lot 0.24 acre, 2 sheds, grape vine and expansion possibilities. Selling " AS IS " condition. MOTIVATED SELLER. Closing is subject to seller find suitable housing.

59 Lake View Dr, Ashford

$399,900

2 Beds ⋅ 2 Baths ⋅ 24184055 MLS ⋅ Grandview Estates BLDG.

Development Opportunity! This is not simply a townhouse offering-it is a fully approved condominium development package on a private lot with views. The sale includes existing Townhouse Unit #7 with an attached garage, together with the associated land and development rights for eight additional units to be built. Fully engineered plans are available by request. Town approvals are in place, underground utilities are on site, and initial infrastructure has been completed. Public water and sewer are available, condominium documents are recorded, and unit building plans are available. The existing townhouse provides immediate value while offering the opportunity to move forward with the remaining approved units-ideal for a developer or investor seeking a lower entry point with significant future upside. This is an opportunity to own and develop a planned community in the northeast corner of Connecticut, with convenient proximity to both Rhode Island and Massachusetts.

115 Groveland Ave Unit 7, Putnam

$179,000

24183838 MLS

Rare opportunity to own a large buildable lot in Woodstock, CT. This serene rear lot is located on one of the highest elevations in Woodstock. Surrounded by conservatory farmland, the views are for miles. The ride to this property, through the sparsely populated countryside, will surely give you the feel of the natural surroundings. Although located "far from the crowd" you are centrally located to Hartford, Providence and Boston and only 30 minutes to Worcester Massachusetts. Ther are also 2 adjoining parcels available, making a total of over 9 acres a possibility

Child Dome Rd, Woodstock

$179,000

24183833 MLS

Rare opportunity to own a large tract of land in Woodstock, CT. This stunning location is one of the highest points in Woodstock. Surrounded by conservatory farmland, the views are for miles. The ride to this property, through the sparsely populated countryside, will surely give you the feel of the natural surroundings. Although located "far from the crowd" you are centrally located to Hartford, Providence and Boston and only 30 minutes to Worcester, Massachusetts. There are also two adjoining parcels available, making a total of over 9 acres a possibility.

Child Dome Rd, Woodstock

$179,000

24183816 MLS

Rare opportunity to own a large buildable lot in Woodstock, CT. this serene rear lot is located on one of the highest points in Woodstock. Surrounded by Conservatory farmland, the views are for miles. The ride to this property, through sparsely populated countryside, will definitely give you feel of the natural surroundings. Although located "far from the crowd" you are centrally located to Hartford, Providence and Boston and only 30 Minutes to Worcester, Massachusetts. There are also 2 adjoining parcels available, making a total of over 9 acres a possibility.

Child Dome Rd, Woodstock

$749,900

3 Beds ⋅ 3 Baths ⋅ 24178039 MLS

PRIVACY LIKE THIS IS BECOMING HARD TO FIND! Tucked away on 6.22 beautifully private acres, this exceptional Colonial is a rare opportunity to enjoy true peace, space, and seclusion while still having all the comforts of home. Surrounded by mature landscaping, open lawn, and wooded surroundings, the property feels like your own private retreat. Offering 3 bedrooms, 2.5 baths, and approximately 2,080 sq ft, the home blends country character with thoughtful updates. The remodeled kitchen (2019) features granite countertops, quality cabinetry, center island seating, and a walk-in pantry. Vermont slate flooring with radiant heat, hardwood floors, exposed beams, plaster walls, and a striking stone fireplace add warmth and character throughout. Enjoy a 1st-floor office, heated basement, walk-up attic, multi-zone heating, and a spacious deck overlooking the peaceful grounds. Equestrian amenities include a 2-stall horse barn with tack room, running water, and electric fencing. A 3-car garage with vehicle lift and air compressor adds even more versatility. Whether you're searching for an equestrian property, hobby farm, or simply a place to escape the noise and enjoy your own space, this truly special property is a rare country gem.

50 Swedetown Rd, Pomfret

$625,000

3 Beds ⋅ 3 Baths ⋅ 24183359 MLS

Step into this remarkable 2,400-square-foot farmhouse In Woodstock Connecticut. Rich in character and timeless charm, this exceptional property offers the opportunity to enjoy the beauty of country living while creating the homestead, estate, venue, investment you've always envisioned. Thoughtfully renovated in the 1980s, the home was updated while preserving the character and charm that make this farmhouse so special. The result is a home that offers the warmth, personality, and craftsmanship of another era with the functionality needed for comfortable modern living. Outside, the possibilities are truly enless. Whether your dream is to cultivate expansive gardens, raise animals, have a country retreat, have your own bread and breakfast or simply enjoy more space for you and your family, this property offers the space and setting to make it happen! Imagine gathering in the large dinning area and enjoying your own fresh produce or enjoying peaceful mornings on the expansive deck creating a private retreat to call your own or guests. Despite its peaceful rural atmosphere, convenience is never far away. Shopping, dining, everyday amenities, and major highways are all within easy reach, giving you the best of both worlds-privacy and country charm without sacrificing accessibility. This is an opportunity worth taking a closer look at. All offers will be considered.

429 New Sweden Rd, Woodstock

$85,000

24183049 MLS

Have you been searching for the perfect piece of land to build your dream home? Welcome to 295 Providence Turnpike in Hampton, a beautiful 2.5 - acre parcel offering the privacy, tranquility, and potential that are becoming increasingly difficult to find. Lightly wooded and set back from the road, this property provides a peaceful setting with reduced road noise while still offering convenient access to local amenities and commuter routes. An existing driveway entrance is already in place, giving you a head start as you begin planning your future. Prior site work completed in 2013 includes perc testing, a comprehensive septic design, and building approval for a 3-bedroom home. An A-2 Survey is on file with the Town of Hampton, and septic, perc testing, and related documentation are available through NDDH. Interested parties are encouraged to verify current building, septic, health department, and permitting requirements. Whether you're dreaming of morning coffee on your future porch, a backyard surrounded by nature, or simply a place to slow down and enjoy the quieter pace of life, this property offers a wonderful opportunity to create a home that reflects your vision from the ground up.

295 Providence Tpke, Hampton

$515,000

3 Beds ⋅ 4 Baths ⋅ 24182721 MLS

Discover the possibilities at 165 Huntington Road in scenic Scotland, Connecticut. Set on over 21 acres of picturesque countryside and surrounded by the natural beauty of northeastern Connecticut, this unique property offers open space and endless opportunities to roam, recreate, or simply enjoy the peaceful setting. Inside you'll find three bedrooms to include a generously sized Master Bedroom. Enjoy the jacuzzi tub in the attached private bathroom. At the other end of the residence is an enormous Great Room that can serve as an entertainment space for years to come. A wrap around deck adds a little extra to take in the scenic view. Relax in the sunroom year-round while enjoying peace of the surrounding landscape. Needing a bit of a facelift in some areas, this residence offers the canvas for imagination and personal touch. Solar panels offer an alternative for energy while the generator can be ready to go during emergencies. Ample parking is offered between three garage bays and an expansive driveway system. Enjoy the charm of small-town living while remaining within convenient reach of local amenities, schools, and major commuter routes. Subject to Probate Court approval. Subject to Lienholder approval. Contingent upon Cell Tower lease being assumed. Contingent upon Solar lease being assumed.

165 Huntington Rd, Scotland

$350,000

3 Beds ⋅ 2 Baths ⋅ 24181488 MLS

Move-in ready, single-level living meets your own private backyard retreat at 15 Cracow Avenue. This well-maintained 3-bedroom, 2-full-bath ranch offers the convenience buyers are searching for, with all three bedrooms and both full bathrooms located on the main living level. Inside, an open and inviting layout is highlighted by hardwood flooring, a wood-burning fireplace, and an updated kitchen featuring quartz countertops and newer cabinetry. Replacement windows throughout add to the home's comfort and efficiency, while several major improvements have already been taken care of-including a brand-new roof, upgraded electrical panel, and brand-new whole-house water filtration system. Outside, the fully fenced backyard is designed to be enjoyed. The in-ground pool creates the perfect setting for summer afternoons, weekend gatherings, or simply relaxing at home, and buyers can enjoy added peace of mind with a brand-new pool pump and filter already installed.

15 Cracow Ave, Windham

$550,000

73531888 MLS

Discover the beauty and character of this stunning 43.3-acre parcel featuring a perfect blend of wooded areas and open fields, offering endless possibilities for your dream home, private retreat, recreational getaway, or future investment. A shared drive provides access beginning at a truly unique feature - an old covered bridge located on the property that is proudly listed on the National Covered Bridge Registry, adding timeless charm and historic significance rarely found today. Enjoy peaceful surroundings, natural beauty, and the opportunity to own an extraordinary piece of land with both privacy and character. A rare property with history, scenery, and potential all in one.

North Canterbury Rd., Canterbury

$625,000

4 Baths ⋅ 24181986 MLS

Discover the potential of this exceptional commercial property in Thompson, CT! Set on 1.4 acres with ample parking, this expansive building offers over 6,000 square feet of versatile hall space with soaring 25-foot ceilings-ideal for a variety of business ventures. The main level includes a spacious hall with a service bar, prep kitchen space, bathrooms, and generous storage. The lower level features a full bar, a private sectioned room, a commercial kitchen, walk-in cooler, and dedicated office space. ADA compliant and thoughtfully designed, the flexible layout is perfect for a gym, restaurant, event venue, bar, or multi-use facility. With the ability to divide the space as needed, the opportunities are endless. Conveniently located just 30 minutes from Worcester and about an hour from Providence, Hartford, and Boston, this property offers excellent access and visibility-an outstanding investment for your next business endeavor.

1017 Riverside Dr, Thompson

$594,900

4 Beds ⋅ 2 Baths ⋅ 24181815 MLS

To Be Built in Ashford Meadow Estates is this stunning Custom Modern Farmhouse Ranch with Optional In-Law design. 4, 1 acre lots to choose from in Ashford's Newest 6 lot subdivision featuring picturesque land in Eastern CT's quiet corner, Bold & Elegant with striking exterior finish options like timber frame porch accents, board & batten siding, metal roof accents & black Andersen windows. An interior designers dream! This open-concept floor plan with 9+ foot ceilings will shine with abundant natural light throughout this spacious living space. The custom eat-in kitchen/dining area design includes quality cabinets & Quartz counters. A great room with 10ft ceilings sets the tone for that farmhouse style decor of your dreams. The spacious primary suite with vaulted ceilings & private en-suite bathroom is remarkable with walk-in closet and custom tile shower. Design the space to fit your needs with Three additional bedrooms or an amazing MultiGen Space with in Law Suite. Enjoy the view from two inviting porches overlooking serene wooded surroundings, perfect for relaxing or entertaining. 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.

14 Hnath Rd, Ashford

$249,900

24180936 MLS

Wonderful potential development opportunity. Road frontage on 2 roads, approximately 1350' of frontage on Plains Rd., and approximately 450' of frontage on Anna Maria Ln., and existing cul-du-sac subdivision. Possible 7-8 lots subdivision to be created.

220 Plains Rd, Windham

$39,900

24181737 MLS

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.

46 North Rd, Windham

$799,900

4 Beds ⋅ 3 Baths ⋅ 73530654 MLS

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.

36 Olde Meadow Road, Woodstock

$880,000

4 Beds ⋅ 5 Baths ⋅ 24180671 MLS

Welcome to this exceptional custom-built ranch, perfectly situated at the end of a peaceful cul-de-sac in South Woodstock. Offering a great blend of luxury, comfort, and versatility, this impressive home boasts 2,822 square feet of beautifully designed main-level living space, with over 5000 square feet of total finished living area including the private in-law apartment above the garage and the spacious walk-out lower level. Stepping through the front door, be captivated by soaring ceilings, arched doorways, and quality craftsmanship throughout. Generously sized living areas provide the perfect setting for entertaining family and friends, while thoughtfully designed spaces offer comfort and privacy for everyday living. The home features spacious bedrooms, abundant storage, and countless custom details that reflect pride of ownership and meticulous attention to quality. Come see this property to see all that it offers.

48 Grey Fox Lndg, Woodstock

$454,900

3 Beds ⋅ 3 Baths ⋅ 24180830 MLS ⋅ The Preserve At Valley View BLDG.

To Be Built!! Still time to customize your new home with the builder! Luxury condo's with all End Units. Stainless Steel Appliances included, Granite Counter Tops (upgrades available). Work closely with builder to make this house your new custom home in a beautiful community setting near stores, medical facilities, restaurants and more. Easy access to Rt 395. Close to Massachusetts and Rhode Island Borders! Fully furnished model unit on site to show. Leave the lawn care and shoveling behind and come see for yourself what condo living is all about. Photos are of our furnished model.

39 Valley View Dr Unit 14B, Killingly

$454,900

3 Beds ⋅ 3 Baths ⋅ 24180831 MLS ⋅ The Preserve At Valley View BLDG.

To Be Built!! Still time to customize your new home with the builder! Luxury condo's with all End Units. Stainless Steel Appliances included, Granite Counter Tops (upgrades available). Work closely with builder to make this house your new custom home in a beautiful community setting near stores, medical facilities, restaurants and more. Easy access to Rt 395. Close to Massachusetts and Rhode Island Borders! Fully furnished model unit on site to show. Leave the lawn care and shoveling behind and come see for yourself what condo living is all about. Photos are of our furnished model.

37 Valley View Dr Unit 14A, Killingly

$1,995,000

4 Beds ⋅ 4 Baths ⋅ 24180508 MLS

Extraordinary Waterfront Estate. Set on an exceptional 5.5-acre private lot with 265 feet of shoreline frontage, this completely rebuilt luxury residence offers a rare opportunity to own one of Woodstock's premier lakefront properties. Arrive via a long, newly paved private driveway that winds through a tranquil setting before revealing this stunning waterfront retreat. Offering 3,971 square feet, 4 bedrooms, and 4 bathrooms, the home was rebuilt from the ground up with next level quality and craftsmanship. Designed for both elegant entertaining and everyday enjoyment, the layout includes a formal dining room, spacious family room, custom mudroom, and a beautiful living room with propane fireplace overlooking Quasset Lake. The showpiece kitchen is truly one-of-a-kind, featuring handcrafted cabinetry by a New York artisan cabinet maker, thick quartzite countertops, premium built-in appliances, and a dramatic tray ceiling with custom white oak detailing. Luxury finishes continue throughout with veneer plaster walls, custom white oak vanities, a professionally designed primary closet, handmade laundry room cabinetry, and architectural flangeless LED lighting seamlessly integrated into the wood ceilings. Built with 2x6 construction, engineered floor systems, 2x12 roof rafters, red cedar siding and trim, central air, all-new heating and cooling systems, underground 400-amp service, and an automatic whole-house generator. Step outside and embrace the ultimate lake lifestyle.

158 W Quasset Rd, Woodstock

$89,900

24180703 MLS

This lot was created in 2005. Perc tests are 20 years old and might change based on where the home is desired to be located on the property.

Drain Street, Hampton

$499,900

24180449 MLS

Great opportunity awaits on this 11 acre multi use property that runs along the airline trail. Some of the many potential uses would be townhouses, duplex's, multi families and single family homes. Gravel is on site. City sewer and 3 phase power. This property is located near 395 which is great for easy commuting into Massachusetts. .

117 Riverside Dr, Thompson

$1,295,000

24180420 MLS

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

99 Azud Rd, Thompson

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