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30 Main St, Plainfield
$400,000
11 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24184733 MLS
Nestled in the heart of history, this extraordinary three-level estate exudes timeless elegance and vintage charm. With soaring ceilings, sprawling rooms, and intricate architectural details, this home captures the essence of a bygone era while offering the space and amenities for today's lifestyle. Every corner of this impressive residence tells a story-from the grand entryway with original hardwood floors to the oversized windows that bathe each room in natural light. The expansive living areas are ideal for both intimate gatherings and grand celebrations, while the antique finishes and detailed moldings evoke a sense of old-world luxury. Thoughtful recent updates include brand-new siding and a new roof, providing added value and peace of mind while preserving the home's historic character. Offering approximately 5,000 square feet of living space, this property is a rare find for those who appreciate history, craftsmanship, and opportunity-a remarkable blend of antique allure with the potential for modern enhancements.

30 Main St, Plainfield

73 Bolduc Ln, Chaplin
$400,000
3 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24179725 MLS
Calling all nature enthusiasts and outdoorsmen! A true "Quiet Corner" awaits on this peaceful 6.2 acre paradise. Surrounded by nature at the end of a country road. This property is adjacent to over 200 acres of preserved land. Natchaug State Forest ,"Two Sisters Preserve", "Airline Trails" all provide miles of beautiful hiking trails amongst acres of forest and streams. While very private and surrounded by nature the property is conveniently located only15 minutes from UConn, close to Rte 6 and shopping. This home is a solid built ranch. Many big ticket items have been addressed 200 amp electric, generator ready with new generator, oversized detached garage with power. New septic system. Sun-filled open layout with access to large Sunroom heated by wood stove, this room not included in the homes square footage. Kitchen with new appliances is open to a lovely living room with cozy fireplace and built-ins. Beautiful hardwood floors and freshly painted interior. Three bedrooms and a good size full bath complete this comfortable one floor living. Full walk out basement provides great potential for future additional living space. The recently reinforced and structurally sound West facing deck will be a favorite spot to relax, soak in the sites and sounds of nature during the day, watch mesmerizing evening sunsets followed by quiet star filled nights. A gardeners paradise, with unlimited potential awaits!

73 Bolduc Ln, Chaplin

19 Henry Dr Unit 19, Plainfield
$400,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24178362 MLS ⋅ Moosup River Estates BLDG.
Moosup River Estates is a 55 and over community of stand alone condos along the Moosup River. This unit was thoughtfully completed, and is now ready for it next owner to enjoy low maintenance living. 1471sqft of indoor finished living space, plus a pretty front porch, and a 12x15 patio. The main living area is open concept. In the kitchen area, find a comfortable breakfast bar, walk in pantry with shelving, and access to the mudroom/laundry. The living/dining area is sized for plenty of furniture options. The primary bedroom is located at the rear of the condo, and includes a walk in closet and private full bath. The 2nd bedroom is separated to the front of the unit, as well as a 2nd full bath. The radiant heat is fuel by propane, and 3 split units provide central air, or open the windows and listen to the babbling river. The 22x22 attached garage has room for storage, as well as housing vehicles. Generator hook up, irrigation system, $405 HOA fees per month. Come see this great unit.

19 Henry Dr Unit 19, Plainfield

460 N Bigelow Rd, Hampton
$400,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24179201 MLS
Welcome home to peaceful country living with the flexibility and convenience of a handicap-accessible legal in-law apartment! This well-maintained 4-bedroom, 2-bathroom home offers plenty of space for multi-generational living or guests. The home features a tastefully updated kitchen, bathroom, and a bright, inviting sunroom perfect for enjoying your morning coffee or relaxing with views of the surrounding countryside. A newer roof provides added peace of mind. The fully accessible lower-level in-law apartment includes its own private entrance, kitchen, and handicap-accessible bathroom, offering comfort, independence, and versatility. Additional features include a combination of hardwood and carpeted flooring, generous living space, and a quiet country setting that provides both privacy and convenience. Whether you're looking for room to grow, a home for extended family, or flexible living arrangements, this property is a rare opportunity you won't want to miss!

460 N Bigelow Rd, Hampton

10 Whip Poor Will Dr, Plainfield
$400,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24178921 MLS
Welcome home to this well cared for oversized 2,274 SQFT ranch, beautifully set on a spacious corner lot with nearly 1.48 acres of flat, usable yard space. Thoughtfully designed with two separate wings on opposite ends of the home, the layout offers exceptional flexibility for a variety of living arrangements, providing privacy and versatility for extended living style needs. Featuring generous room sizes, multiple living spaces, central AC, and comfortable one-level living throughout. Generac standby generator. The large basement offers endless possibilities with ample space suitable for a workshop, storage, recreation area, home gym, or additional finished space. Outside, enjoy the beautifully maintained yard, two back decks, a screened-in area perfect for relaxing and enjoying the outdoors, a nice paved driveway, and an attached 2-car garage. A unique property offering space, flexibility, and endless potential.

10 Whip Poor Will Dr, Plainfield

139 Riverside Dr, Thompson
$400,000
1 Baths ⋅ CLOSED Status ⋅ 24174484 MLS
FULLY OPERATIONAL TURNKEY CATERING BUSINESS, COMMERCIAL FACILITY & RESIDENTIAL APARTMENT IN THOMPSON, CONNECTICUT. This is a once-in-a-generation opportunity to step into a thriving, five-star rated catering business that has been meticulously built, operated, and perfected over 40 years. G7 Catering is one of northeastern Connecticut's most celebrated catering operations with a flawless five-star reputation and a loyal client base serving weddings, corporate events, birthdays, celebrations of life, funeral receptions, private gatherings, and much more. The property is in absolutely immaculate condition reflecting 23 years of its current ownership. Perfectly positioned just 2 miles from highway access, the property is effortlessly reachable throughout Connecticut, Massachusetts, and Rhode Island. COMMERCIAL FACILITY FIRST FLOOR. Professionally maintained and immaculate commercial facility designed and operated by a Johnson and Wales University trained chef. Includes a professional 2 to 10 burner commercial gas range, 3 commercial convection ovens, walk-in refrigerators, walk-in freezer, walk-in dry storage area, full commercial ventilation and hood system, 3 complete sets of professional grade dining ware and serving equipment, abundant dry and cold storage, dedicated loading dock for catering vehicle access, 2vans, fully equipped client meeting space and private office, all cooking and catering prep equipment included, and 20+ vehicle parking lot.

139 Riverside Dr, Thompson

760 Upper Maple, Killingly
$400,000
5 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24170264 MLS
Step back in time with this beautifully preserved circa 1815 antique home, known as the Old Danielson house, set on an expansive 6.1acre lot. Rich in history and timeless character, this 2,760sqft residence seamlessly blends classic New England charm with thoughtful modern updates for today's lifestyle. Inside you'll find 5 bedrooms, 1.5 baths, and 10 total rooms, offering a versatile layout with warm, inviting spaces. The home features a living room with a wood stove, a spacious family room, and a kitchen with a cozy breakfast nook that is perfect for everyday living and entertaining. Updated elements throughout enhance comfort while preserving original character, creating a home that feels both historic and functional. Set on over 6 acres of land, the property provides privacy and endless opportunity whether you envision outdoor entertaining, gardening, hobby farming, or simply enjoying peaceful surroundings. Pond located just a short walk from the main house adds to the natural beauty and charm. The current owners have completed a wetlands assessment, offering insight into the land's potential, and suggesting the possibility for additional dwellings or expansion. Buyers is responsible for verifying all information regarding future use and development. Ample parking and a convenient location close to local amenities. A rare opportunity to own a piece of local history with the updates you want and character you can't recreate.

760 Upper Maple, Killingly

50 Old Sawmill Rd, Woodstock
$400,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24170324 MLS
Set within the Bungee Lake community in Woodstock Valley, this home offers a comfortable layout with peaceful surroundings and water views. The property sits on a flat, open 0.6-acre lot, providing usable outdoor space for recreation, gatherings, or everyday enjoyment. This home offers 1,632 sq ft of living space with 3 bedrooms and 2 full bathrooms. The primary bedroom on the upper level includes a private balcony overlooking the property and surrounding landscape. Major updates provide added value and peace of mind. Brand-new, high-quality laminate flooring installed upstairs. The roof on both, the home and detached 2-car garage was replaced in 2021. New siding installed on the garage in 2026. Significant system upgrades were completed including a new 275-gallon oil tank and a new water heater in 2025. The home is also equipped with central air heating for an added comfort. The unfinished basement provides additional storage space and flexibility for future use. Recently updated crushed stone driveway for easy access. Nearby trails and local shops are just a short drive away, supporting everyday convenience while maintaining a quiet, natural environment. There are 2 full bathrooms (not 1.5 as per town records)

50 Old Sawmill Rd, Woodstock

162 Pomfret St, Pomfret
$400,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24166722 MLS
Investor or owner-occupant opportunity in this rare 3-family property located in desirable Pomfret Center. Offering a strong income-producing setup with updates throughout, this property is ideal for both seasoned investors and those looking to offset their mortgage with rental income. The unit breakdown includes: Unit 1 - 2 bed, 1 bath (currently leased), Unit 2 - 1 bed, 1 bath (vacant and recently updated), and Unit 3 - 1 bed, 1 bath (currently leased). The vacant unit presents immediate upside for rental income or owner occupancy. Property features include vinyl siding, replacement windows, an updated septic system (recently pumped), and three new hot water heaters. All units have separate electrical meters with tenants responsible for their own utilities, making for efficient management and predictable expenses. The property also offers ample off-street parking. Projected annual net operating income is $32,436 once the vacant unit is rented. No on-site laundry. Some photos have been virtually staged. Highest and Best Offers requested by seller by Monday 4/27/26 at 5pm.

162 Pomfret St, Pomfret

187 Old Colony Rd, Eastford
$400,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24166127 MLS
Welcome to the beauty of country charm with this bigger than you think cape! Level back yard perfect for barbecues, campfires and enjoying the stonewalls and adjoining farmland. Walk into your home through the three seasons entry way perfect for shoes and boots or maybe small table and place to enjoy your morning coffee! An up-to-date kitchen will make cooking a breeze! The exposed beams and newly redone fireplace with insert will make your nights ever so cozy. Two bedrooms up and two on the main floor give plenty of space for your family, guests or a home office. Freshly painted and ready for a new owner. A semi-finished basement gives extra room for games movies or whatever your hobbies include. Newer metal building for your cars or workshop.

187 Old Colony Rd, Eastford

49 Bosworth Rd, Pomfret
$400,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24164235 MLS
Surrounded by protected open space and just across from CT Audubon walking trails, this property offers a peaceful, nature-filled setting where tranquility abounds. Enjoy scenic views, vibrant sunsets, and even the occasional hot air balloon drifting by. The cozy living room features a woodstove set on a brick hearth, providing warmth and charm while helping heat the home. The eat-in kitchen is appointed with solid Shaker-style cabinetry and offers a functional, welcoming space for daily living. A flexible first-floor room can serve as a bedroom, office, or den. The main level also includes a full bath and a practical mudroom with shelving, pantry storage, and washer/dryer. 3 good sized Beds & a full bath complete the upstairs. Step outside to a covered deck that connects to an oversized attached two-car garage with an additional rear bay featuring a high overhead door-ideal for hobbies, equipment, or workshop space. A second covered back deck offers a private outdoor retreat to relax and enjoy the surrounding landscape in every season. Conveniently located near I-395 with easy access to Providence and Worcester, this property blends rural serenity with commuter accessibility. Come home to comfort, space, and a setting that feels like a true retreat.

49 Bosworth Rd, Pomfret

73 Mountain Hill Rd, Thompson
$400,000
4 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24150051 MLS
Lovely one owner, 4 bedroom cape in immaculate, move in condition! This home is set on a beautiful, private 5.3 acre lot on a quiet non-through street. The first floor has a sunny eat-in kitchen, with appliances included, a living room, two bedrooms and a full bath. Upstairs are two spacious bedrooms with closets, and a storage nook in the hallway. The full basement has a washer and dryer which are included. There is a large, detached garage with workbenches, and lots of storage on the upper level. Recent upgrades include a new back patio overlooking the private back yard. The well pump was replaced in 2012, and the septic system was updated in 2025 with new distribution boxes and a new 1500 gallon septic tank. This large, private property is perfect for gardening and outdoor enjoyment, and includes a greenhouse and fruit trees. This home has been lovingly cared for, and is ready for new owners to make their memories here. Schedule a showing, and be in your new home this spring!

73 Mountain Hill Rd, Thompson

1741 Rte 197, Woodstock
$400,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24144793 MLS
Come take a look at this one owner 1596 sq ft ranch. Well cared for 3 bedroom ranch with 2 car under house garage. Primary bedroom with carpet, ceiling fan and an attached bath with newer shower stall (in 2022), right off bath is a laundry area w/closet. large eat-in kitchen with island and slider (replaced 2022) to a 12x10 composite floor deck with pressure treated rails where you can enjoy your morning coffee. Open dining/living room with hardwood floors, ceiling fans and wood burning stove. 2 additional bedrooms with closets and carpet, plus full bath with tub/shower. Home has a water treatment system, 1 yr old generac generator w/ propane tank owner owned, windows replaced in 2024, subject to probate court approval

1741 Rte 197, Woodstock

63 Glebas Rd, Plainfield
$400,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24142425 MLS
Location, location, location! The INCREDIBLE views from this home are hard to beat! You will feel like you are in a vacation home all year long. This fantastic raised ranch located in a quiet walkable neighborhood at the top of the Black Hill, is surrounded by fields and farms. Offering true country charm, this 4-bedroom, 2 bath home with a mostly finished walkout basement is ready for you to enjoy. The private fenced in back yard includes a large above ground pool, two sheds, upper and lower decking, stone border wall, and much more! Enjoy the morning sunrise from your top deck. Watch the wildlife in the field below from the big picture window in your dining room. The perfect home for entertaining or just relaxing. UPDATES include a newer roof, sliders, picture windows, siding, flooring, oil tank, well tank, and decking! Just minutes away from 395, a recreational park, restaurants, and more. THIS PROPERTY IS BEING OFFERED AS IS. The working boiler is original and considered inefficient by today's standard. The septic is also original and may need future repair.

63 Glebas Rd, Plainfield

10 Green Acres Ln, Thompson
$400,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24139340 MLS
Welcome to this stunning 3-bedroom, 3-bathroom ranch-style home! Step through the front doors and into a bright, inviting living room that can also serve as a formal dining area. Gorgeous hardwood floors and an abundance of natural light create a warm and welcoming atmosphere. The beautifully remodeled kitchen features granite countertops, modern appliances, and plenty of space for cooking and entertaining. Down the hall, you'll find three comfortable bedrooms and the first of three full bathrooms. A cozy family room with a fireplace offers the perfect place to relax, while another full bathroom and an enclosed, heated porch complete the main level. Downstairs, enjoy an additional 644 sq. ft. of finished, heated living space - ideal for a second family room, home office, or guest suite - along with a third full bathroom, mudroom, and convenient 1-car garage. The exterior has been thoughtfully updated with newer vinyl siding and windows - big-ticket upgrades that give peace of mind for years to come. A new septic system was installed in 2021. Situated on a generous .69-acre lot (including an additional .31-acre parcel), this property offers plenty of outdoor space for recreation or future expansion. Conveniently located near the Massachusetts state line, with easy access to major cities and highways. Don't miss the opportunity to make this beautiful home yours!

10 Green Acres Ln, Thompson

164 Paradise Dr, Brooklyn
$399,900
2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24158228 MLS
King of the Hill-enjoy sweeping water views from this beautifully remodeled contemporary home filled with natural light from skylights, oversized windows, and French doors. High ceilings and exposed beams create an open, airy feel throughout. The efficient cook's kitchen and dining area are ideal for everyday living and entertaining. Two-bedroom suites offer private retreats, each featuring whirlpool soaking tubs. Brand-new on-demand water heater and radiant floor heating and mini splits for year-round comfort. A charming sun-filled hobby house-perfect for a home office or studio-along with a dedicated woodshop provides excellent space to live, work, and create. The property also features a two-car garage and includes an additional lot, offering future building or investment potential.

164 Paradise Dr, Brooklyn

23 Melinda Ter, Killingly
$399,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24154256 MLS
First time on the market!! Welcome home to this classic 3-bedroom, 1.5-bath Colonial nestled on a peaceful cul-de-sac in the heart of Killingly. Offering timeless curb appeal and a functional layout, this home blends traditional charm with everyday comfort. Step inside to find a bright and inviting main level featuring a spacious living room, a kitchen/dining area perfect for gatherings, and a convenient half bath completing the first floor. Upstairs, you'll find three bedrooms and a full bath. The partially finished basement provides flexible bonus space-ideal for a home office, playroom, workout area, or media room-while still offering additional storage and utility space. Outside, enjoy the privacy and low-traffic setting of a cul-de-sac location, perfect for relaxing evenings or outdoor entertaining. The yard offers plenty of room for gardening, recreation, or simply enjoying the peaceful surroundings. With its desirable Colonial style, practical layout, and quiet neighborhood setting, this Killingly home is ready to welcome its next owner.

23 Melinda Ter, Killingly

20 Jackson Rd, Plainfield
$399,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24145216 MLS
Plainfield Raised Ranch, 1752sqft, 3 bed,2.5 bath, 4 CAR GARAGE & A 2400 sqft Building on the same lot with lots of frontage, ideal for workshop, business, storage, cars, boats, trailers, hobbies inlaw, etc on a nice level lot. Open floor plan w/ large kitchen w/center ISLAND, tile floor & SS appliances open to your dining rm or could be a family rm w/ skylight, hardwd fl & French doors to an enclosed porch for those summer & spring days. 3bedrms & 1 full bath on the 1st floor. Lower level fully finish with a Master suite w/master bath w/Separate shower& jacuzzi tub w an adorable pocket door. large family rm w/ FIREPLACE, separate laundry & storage room. Walkout to your back yard with an OVER sized 2 car detached garage with paved driveway, shed, and a HUGE Car port. Enormous 2400SQFT BUILDING with 12ft Garage door and an extra garage door to stay for the other side. Great for ALL USES w/ POWER, WATER & SEPTIC, HEAT, 1/2 BATH CONNECTED. Large Open area with concrete floors w/ separate office. Has been a woodworking shop for many years. Could be perfect for a possible inlaw set up or rent out & earn income. Large PAVED parking area. Nice level double lot. So much to offer in this unique home w/ extras throughout w/ solid doors, hand made trim, some furniture, molding & Central air. Seller is relocating. Idea for conventional loans. Close to all major highways, casino, amenities, public pool and moosup pond for BOATING & the BEACH.. Extra lot included in ac.

20 Jackson Rd, Plainfield

10 School Street Ext, Plainfield
$399,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24140409 MLS
Beautiful new-construction raised ranch located on a quiet dead-end street overlooking the river. This bright and modern home features an open floor plan with a stunning kitchen complete with granite countertops, stainless steel appliances, and plenty of cabinet space. The main level offers three large bedrooms, including a spacious primary suite with its own full bath. The finished lower level provides additional living space perfect for a family room, home office, or play area. Enjoy central air, energy-efficient utilities, and a large deck where you can relax and take in peaceful views of the river. With its private setting and quality construction, this home is the perfect blend of comfort, convenience, and modern living.

10 School Street Ext, Plainfield

102 Krapf Rd, Ashford
$399,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24118285 MLS
Back on the market - purchaser unable to perform. Welcome to 102 Krapf Road in Ashford, CT. This custom post-and-beam residence features 250-year-old beams, cathedral ceilings, and skylights. It is located on over three acres of land and includes an above-ground pool, hot tub, gazebo, and a brick grill for outdoor entertaining. This property is conveniently located near I-84, Route 44, and a reasonable drive from the UConn Storrs campus. Some of the features include: An open loft and cathedral ceilings with skylights. Two Rumford fireplaces. A partially finished, full, walk-out basement with a possible in-law apartment. There is a large main floor room that was used as a Primary bedroom, which can easily be used as a den or second living room. The first floor has several sliders that lead to the deck on two sides of the home. Exterior features include: An Above-ground pool recessed into the large deck and a hot tub. The Gazebo has electricity and an outdoor ceiling fan. This property includes a total of 3.55 acres, combined from two lots. There is an attached garage, underground utilities, and a generator hook-up. For anyone seeking a unique home with character and privacy, this property offers a blend of rustic charm and modern amenities.

102 Krapf Rd, Ashford

99 Halls Hill Rd, Killingly
$398,000
3 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24173853 MLS
Tucked away in a peaceful country setting, this charming 3 bedroom 1 bath home offers the perfect cozy cottage feel with privacy and character throughout. Recent updates include a new furnace, trek porch, & a standby generator. Situated on 2.5 acres, this property is a serene escape while still being conveniently located near shopping, restaurants, schools, & major routes. Outside, you'll find a detached 2-car garage along with a separate workshop complete with electricity and a wood stove-perfect for storage, projects, or additional workspace year round. Whether you are looking for your first home, downsizing, or searching for a property with space to enjoy the outdoors, this home offers endless potential & truly inviting atmosphere. Don't miss your opportunity to see this hidden gem in Danielson!

99 Halls Hill Rd, Killingly

75 Elmwood Hill Rd, Thompson
$397,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24160592 MLS
Tucked away in a private country setting, this expansive 2-bedroom, 2-bath home offers space, comfort, and a true retreat-like feel. The open-concept design is highlighted by cathedral ceilings with wood beams, rich hardwood flooring, and a cozy fireplace that anchors the main living and dining area. Updated kitchen with white cabinets and stone countertops. A sun-drenched four-season room surrounded by windows invites the outdoors in and leads to the deck -perfect for unwinding at the end of the day. The lower level provides expansion opportunity for flexible living space. Additional highlights include a primary suite, main-level laundry, central air, central vacuum, security system, whole-house generator, and multiple heating options. With a energy efficient solar panels, a newer roof and a 2-car attached garage, this home combines privacy with convenience just minutes from major routes, local lakes, and nearby state lines.

75 Elmwood Hill Rd, Thompson

78 E Quasset Rd, Woodstock
$396,500
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24144578 MLS
Beautiful 3 bedroom, 2 bathroom Raised Ranch on 2.5 acres of land near Quasset Lake. This is a new lot that was subdivided off a larger parcel of land. New lot is in the process of being recorded with the Town of Woodstock. This home has a heated sun porch with cathedral windows and vaulted ceiling. It is the perfect spot for entertaining. The living and dining rooms have hardwood floors and a wood stove to keep you warm and cozy during the cold winter months. The downstairs family room comes complete with a wet bar and knotty pine panels and shelves impeccably crafted with wood local to the area. The lower level has plenty of potential for a game room or in-law. The garage can be accessed through the workshop in the lower level and has a full loft for storage. This property is ready for someone to call home and is being sold AS IS.

78 E Quasset Rd, Woodstock

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