850 houses for sale in South Woodstock, Woodstock town Windham County Connecticut

Built in 1960 on 3.44 acres of land this 6 unit building offers 5 two bedroom apartments and 1 one bedroom apartment. Off route 20, down a country road in this residential district of predominantly single family homes you will find this apartment building. A first floor two bedroom unit is also handicap accessible from the parking lot off the rear of the building. Laundry facilities are located in the basement for easy access. Long term occupants are tenant at will, 2 apartments are currently on a lease at $1500. per month. Easy access to local shopping and conveniences

Seller asking for highest and best offers: 8/18/26 by 5pm please* Multigenerational living or large home office opportunity! Nestled on a quiet cul-de-sac in Sturbridge's sought-after Fiske Hill neighborhood, this spacious Cape offers exceptional flexibility with 6 bedrooms and 5 1/2 bathrooms. The private 1.14-acre lot is a backyard retreat featuring an in-ground pool, greenhouse, garden area, and a large sun porch that opens directly to the pool. The versatile floor plan includes an in-law apartment, making it ideal for multiple generations, extended guest accommodations or a fantastic work from home option. The first floor boasts an eat-in kitchen, dining room, den, and living room. A partially finished basement provides bonus space and tons of storage. Updates: new roof '22, generator '21, vinyl pool fence '21, gutter leaf filters '21. 2-car garage, ample off-street parking. Charming curb appeal and mature plantings. Fantastic commuter location. Well rated schools. 6 Newton Place i

Located on a private dead end road, this charming 3-4 bedroom, 2 bath, updated Colonial farmhouse has so much to offer! Set on 8 plus wooded acres, this home is a nature lovers sanctuary with hiking, hunting, camping, and more all outside your door. Lovely eat-in country kitchen w/peninsula, granite counters and stainless appliances, Open concept living/dining room. First floor laundry area. The nursery upstairs would also make a perfect 4th BR, bathroom, office, or closet. Many quality cosmetic and mechanical improvements have been done over the last 13 yrs! Primary bathroom w/tiled shower and cathedral ceiling (2024), replacement windows(2014and2022). oil tank(2024), well tank(2021), well pump(2018) Blown in insulation(2022), newer appliances and much more. All this located within close proximity to Westville Recreation Area: kayaking, lake, trails, and picnic areas for family outings! Sturbridge has well rated schools, amenities, fantastic restaurants.1 hr to Boston/Hartford/Provide

This beautifully updated Charlton home offers a bright, open floor plan perfect for everyday living and entertaining. The stylish kitchen features quartz countertops and stainless steel appliances, while central air, 1st floor laundry, new water heater, a 2 car garage and a brand new septic system being installed. Outside, enjoy a level backyard with plenty of space for summer BBQs, bonfires, gardening and pets. Conveniently located for commuters, this move-in-ready home is a wonderful option for first-time buyers, downsizers or anyone ready to stop renting and start building equity

Nestled on 1.05 acres in Sturbridge's desirable Westville neighborhood, this beautifully maintained single-family home offers the perfect blend of privacy, natural beauty, and everyday convenience! Set within a picturesque cul-de-sac, enjoy peaceful surroundings ideal for daily walks and a nature-inspired lifestyle, all while remaining just minutes from local amenities. Step inside to a fireplaced living room that flows into a formal dining room and an expansive, sun-filled family room. An eat-in kitchen with granite countertops provides direct access to the deck, creating an easy indoor-outdoor connection, along with a convenient half bath on the main level. Upstairs features a spacious primary suite with an ensuite bathroom, additional generously sized bedrooms, and a tastefully remodeled full bath. A partially finished basement adds versatile living space, while the private, level backyard is ideal for relaxing or entertaining. Notable upgrades include a newer boiler, storm doors, g

Charming post and beam saltbox colonial situated on a private 4.2-acre lot with direct pond frontage. It features a wraparound upper deck and an additional lower deck overlooking Breakneck Pond, with freshly painted decking for outdoor enjoyment. New carpeting in all three bedrooms, an open concept living and dining area that spans the back of the house, complete with a centrally located brick hearth Harman pellet stove for winter warmth and a wall of glass sliders leading to the deck. On the main level, there is a full bath and a bedroom. The ceramic tile kitchen comes equipped with a portable island and stainless steel appliances. The front foyer has vinyl plank flooring and features a brick wall that leads to the second level, which offers high ceilings.The primary bedroom on the second floor has an open layout and a walk-in closet. The second bedroom is generously sized with its own walk-in closet. Walkout basement with sliders, providing convenient and immediate access to the pond

Sought after WALKER POND neighborhood w/ deeded beach rights! Great location with highway access to get to Boston, Providence or Hartford. This meticulous home has it all- a great neighborhood, unique flexible floor plan, 5 bedrooms, 3 baths and a fabulous deck for entertaining and watching the kids swim. Walk in to dining room which could be used as a sitting area. The living room has a vaulted ceiling, a corner fireplace and a slider onto the massive deck which overlooks the in-ground pool. Next is the updated eat-in kitchen with newer SS appliances, a breakfast bar and a vaulted ceiling. There is one full bath and a bedroom in the main area and 2 additional bedrooms and another full bath upstairs. There is an in-law wing of the house which is currently set up as 2 bedrooms and full bath and a laundry/craft room which could be converted back to a kitchen.Numerous updates include: roof, siding, windows, gutters, insulation, garage doors, sliders, updated kitchen and appliances and a n

Charming post and beam saltbox colonial situated on a private 4.2-acre lot with direct pond frontage. It features a wraparound upper deck and an additional lower deck overlooking Breakneck Pond, with freshly painted decking for outdoor enjoyment. New carpeting in all three bedrooms, an open concept living and dining area that spans the back of the house, complete with a centrally located brick hearth Harman pellet stove for winter warmth and a wall of glass sliders leading to the deck. On the main level, there is a full bath and a bedroom. The ceramic tile kitchen comes equipped with a portable island and stainless steel appliances. The front foyer has vinyl plank flooring and features a brick wall that leads to the second level, which offers high ceilings.The primary bedroom on the second floor has an open layout and a walk-in closet. The second bedroom is generously sized with its own walk-in closet. Walkout basement with sliders, providing convenient and immediate access to the pond

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

Welcome to 32 McGregory Road, ideally situated in one of Sturbridge's popular established neighborhoods! This spacious 3-bedroom, 2.5-bath Colonial offers over 2,200 sq. ft. of living space and a wonderful blend of character, comfort, and functionality. The inviting family room features a beamed cathedral ceiling, hardwood floors, built-ins, a large bay window, and access to the deck overlooking the beautifully landscaped backyard. The kitchen offers granite countertops, high end appliances, abundant cabinetry, a center island, and pantry, while the formal dining room and front-to-back fireplaced living room provide plenty of space for entertaining. Upstairs, the generous primary suite features a walk-in closet and private full bath, along with two additional bedrooms and a second full bath. Outside, enjoy mature landscaping, beautiful plantings, brick walkways, a spacious deck, and a lovely yard offering a peaceful setting for relaxing or entertaining. Additional highlights include an

Spectacular colonial sits on a quiet dead-end street just off picturesque Fiske Hill Road! This bright, open-concept home features classic hardwood floors and over 2,500 square feet of versatile living space with four bedrooms and three full bathrooms. The main floor boasts a welcoming living room, a formal dining room, a refreshed eat-in kitchen complete with new stainless steel appliances, two comfortable bedrooms, and a full bath. Relax in the large, heated 300 sq ft. sunroom with vaulted ceilings, perfectly overlooking the private, fully fenced flat backyard. Upstairs, discover a colossal family and entertainment room alongside a conveniently located second-floor laundry room. The generous primary suite offers a private en-suite bath and dual closets, complemented by an additional upstairs bedroom and another full bathroom. A heated two-car garage, an oversized driveway, and an outdoor storage shed complete this property. The yard features mature landscaping and natural beauty at e

Welcome to 88 Grand View Terrace, where mid-century modern character meets a fresh, thoughtful renovation. Set on a half-acre in an established Brooklyn neighborhood, this beautifully updated home offers an open, light-filled layout with gorgeous hardwood floors, custom lighting and a spacious living/dining area featuring a classic brick fireplace. The brand-new kitchen complements the home's style with warm modern cabinetry, quartz countertops that continue to a full-height quartz backsplash, and striking GE Cafe, matte black appliances. One of the home's standout architectural features is the dramatic open staircase, surrounded by expansive windows that flood the space with natural light while beautifully connecting the upper and lower levels and creating a cohesive flow throughout the home. The upper level features two spacious bedrooms and a designated office, offering flexibility as a potential fourth bedroom or guest room. The completely finished lower level continues the home's

Welcome to 84 Juniper Way, a well-maintained raised ranch located on a quiet cul-de-sac in one of Brooklyn's desirable neighborhoods. Built in 2013, this move-in ready home offers approximately 1,300 square feet of finished living space, including the recently completed lower level that added approximately 260 square feet. The main level features an open floor plan where the kitchen flows into the living room, creating a comfortable space for everyday living and entertaining. The dining area is highlighted by vaulted ceilings, while the back deck overlooks a wooded backyard, providing a quiet place to relax. Down the hall are two bedrooms and a full bathroom. The finished lower level includes a third bedroom, second full bathroom, laundry room, utility room, and direct access to the attached two-car garage, offering flexibility for a variety of needs. Outside, you'll find a private backyard along with a large custom-built storage shed, color-matched to the home and ideal for tools, law

Welcome to this exceptional residence sitting on just over 2 acres and offering over 5,000 square feet of thoughtfully designed living space. The open floor plan creates an inviting flow ideal for both everyday living and entertaining. At the heart of the home lies a meticulously updated eat-in kitchen, appointed with luxurious granite countertops and newer gourmet Thermador appliances-an inviting culinary sanctuary designed for both daily refinement and memorable gatherings. Additionally the formal dining room is perfect for special gatherings, while a versatile office or den offers flexible space for work, hobbies, or quiet retreat. The lower level reveals a remarkable private suite, complete with a fireplaced living room, additional bedroom, full bathroom, and fully equipped kitchen. This self-contained haven is ideally suited as an in-law residence, guest quarters, or an elevated space for entertaining-offering both independence and seamless connection to the main living areas. Rec

This property offers a special opportunity for the right buyer. Nestled on a picturesque 2 acres with easy access to all major routes, and providing potential for an ADU, Hobbyist workshop, or even additional living space, the possibilities are endless. Roll up your sleeves, and come with your own ideas- the main home offers move-in opportunity while some of the work can be completed simultaneously. The bigger items needed are central heat, (the property is currently heated with a coal stove), a septic system (seller to do a title V on current cesspool), some windows/doors, and a drilled well (currently a dug well with jet pump). The large outbuilding was once a veterinary office, and is currently used as a workshop, and office space- there is a full bathroom in this building as well. Two other outbuildings- a shed and garage, offer additional storage and workspace The acreage itself is private, serene, and bursting with wildlife and scenic views. The pond and waterfall are NOT part of

Here's your opportunity to have the feeling of a little piece of Vermont while being in Connecticut. About 7 minutes to the highway and 10 minutes to UConn. 17.3 acres creating such a unique setting. Knowlton Brook Runs through the property feeding a beautiful pond. The property is surrounded by treed areas with a lot of nature's feeling integrated into the living areas of the property. Tranquil is an understatement. First floor of this home has three bedrooms, primary bedroom has private bath, Main bath, living room, dining room, kitchen and family room. There is a lower-level rec room and an additional half bath. The Lower-level In-law apartment has private entry, 2 bedrooms, living room, kitchen and a full bath. Two car garage. Two-story barn

Introducing this beautifully crafted 3-bedroom, 2.5 bath Colonial style home offering 1,872 square feet of thoughtfully designed living space set on a spacious 2 acre lot in Eastford, CT. Scheduled for occupancy in early summer, this is the perfect opportunity to secure new construction just in time for the 2026 summer months. This classical Colonial design blends timeless curb appeal with modern finishes. The open concept main level features hardwood flooring throughout the primary living areas and a bright, well appointed kitchen complete with center island, quartz countertops, and ample cabinetry, ideal for entertaining and everyday living. Bathrooms and laundry room feature durable ceramic tile, while plush carpeting provides comfort in all bedrooms. The spacious primary suite includes a private full bath and walk in closet creating a comfortable retreat. Built for year round efficiency and comfort, the home includes forced hot air powered by propane with central air conditioning.

This adorable Cape has everything you need and more! A newly built entryway off the back of the home creates a charming mudroom area - perfect for keeping everyday essentials organized. Enter inside to find beautiful hardwood floors throughout, with a cozy fireplace anchoring the inviting living room. The kitchen offers ample cabinet storage and flows seamlessly into the formal dining room, perfect for those who love to entertain. Upstairs, you'll find two comfortable bedrooms, each offering generous closet space, along with a full bathroom just off the hallway featuring sky-high vaulted ceilings and a skylight that fills the space with natural light. The finished basement offers a versatile recreation room, providing the perfect space for a home gym or media room! Outside, the backyard is a true retreat, filled with established perennial flowers that add beautiful seasonal color. The space is also complete with a patio, screened-in gazebo, firepit, garden area, and storage shed for al

Situated on a quiet dead-end street, this New England Cape welcomes you with timeless charm and thoughtful updates. From the road, it appears cozy, but step inside and you'll be pleasantly surprised by how spacious it really is. Mature, easy-care landscaping sets the stage before you enter the oversized eat-in kitchen, offering abundant space for everyday living, along with a separate dining room for gatherings and built-ins for your collectables. The front-to-back living room features hardwood floors and a cozy fireplace. Upstairs you'll find a generous primary bedroom, two additional bedrooms, updated bathrooms and a large office or guest room. Multiple large closets throughout provide exceptional storage. Enjoy the fenced backyard, huge covered deck, attached one-car garage and a full basement, all in a location that feels tucked away yet close to everything

Brand New Construction! Raised Ranch style home sitting on just over 1 AC abutting Army Corp of Engineers/protected land from the West Thompson Dam property. Home features 3 bedrooms 2.5 Bathrooms. A vaulted Kitchen/Dining/Living Room with gleaming true hardwood floors. A rear slider to the oversized back deck for entertaining and enjoying nature. All three bedrooms are located on the main level with a primary bedroom suite with full bathroom, along with two additional bedrooms and the guest full bathroom. The basement is fully finished with an additional half bathroom and laundry. Two car garage under the home with automatic garage door openers. Efficient mini split heating and air conditioning throughout the home. 1 year new home construction warranty added along with all manufacturer warranties ensures many years of carefree living. Nothing to do but move in! Reap the benefits of lower insurance costs along with energy efficiency

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 strong potential for multifamily conversion, redevelopment, expansion, mixed-use investment, income-producing use, or possible additional building opportunities, subject to buyer due diligence and local approvals. Ideal opportunity for investors, developers, contractors, or those seeking a long-term development play with substantial upside potential. Conveniently located with ample possibilities for repositioning and future use. Property to be sold strictly as-is. Buyer to perform all due diligence regarding zoning, approvals, permitted uses, subdivision potential, and development possibilities. Positioned to benefit from Connecticut's evolving pro-housing and multifamily development initiatives, this property presents exceptional long-term redevelopment and value-add potential. Recent sta

Welcome to 69 Main St, a charming 3-bedroom, 1-bath ranch that has been tastefully updated and is ready to impress! The true heart of this home is the stunning, designer-inspired kitchen, thoughtfully renovated with modern finishes and a stylish touch that makes it the perfect space for cooking, entertaining, and gathering. Updates continue throughout the home, including new electrical and energy-efficient mini-splits, offering modern comfort and peace of mind. With ample off-street parking, a garage providing excellent storage, and a functional single-level layout, this home offers the perfect combination of style, convenience, and practicality. Beautifully updated and truly move-in ready, 69 Main St is ready to welcome its next owners. Come see everything this exceptional home has to offer!

Charming Cedar Pond Waterfront Bungalow!Welcome to this adorable 3-bedroom, 2-bath waterfront bungalow nestled along the shores of beautiful Cedar Pond in Sturbridge. Full of character and thoughtful updates, this inviting home offers the perfect blend of charm, potential, and a peaceful waterfront lifestyle.Approximately 10-15 years ago, a second-story addition transformed the home by adding two spacious bedrooms and a full bath. At that time, the roof and windows were also replaced, and the home has seen electrical updates as well, providing added value and peace of mind.The first floor features an area where the previous owners began preparing for future improvements by removing a wall. The framing remains in place, offering the perfect opportunity for the next owner to bring their vision to life and customize the space to fit their needs-whether that's creating a more open-concept layout, expanding the living area, or designing something uniquely their own.Outside, enjoy everything

Welcome home to this beautifully updated Cape-style home offering 3 bedrooms and 2.5 bathrooms. This move-in-ready home includes hardwood flooring, a spacious den with a cozy pellet stove, and thoughtful improvements throughout. Recent improvements provide peace of mind and exceptional value, including a 2022 roof, new furnace, new hybrid heat pump/water heater, new Mitsubishi mini-split systems providing heating and cooling, all new replacement windows with a transferable lifetime warranty, new sliding glass door, new front entry door and solar panels to help reduce energy costs. The spacious kitchen is designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, abundant cabinet space, and a functional layout. The property has also undergone a complete Energize Connecticut energy audit, with additional insulation installed in both the attic and basement to maximize efficiency and comfort. Outside, you'll enjoy a brand-new deck overloo

Completely reimagined for today's lifestyle, this beautifully updated 4-bedroom, 2.5-bath home offers 2,048 square feet of thoughtfully designed living space with the perfect blend of character, comfort, and modern convenience. Originally built as a ranch in 1976, the home underwent a remarkable transformation with the addition of a second story in 2021, creating an ideal layout for today's families. The main level features durable luxury vinyl plank flooring throughout, an open and inviting living area, and a beautifully renovated kitchen with a subway tile backsplash, stainless steel appliances, and abundant cabinet space. The highly desirable first-floor primary suite offers convenience and privacy with its own full bath and an incredible hidden walk-in closet concealed behind a custom bookcase-a feature that's sure to impress! Upstairs, you'll find three spacious bedrooms, a full bath, cozy wall-to-wall carpeting throughout, and flexible spaces perfect for bedrooms, a home office,