Windham County, CT Real Estate Search

Windham County, CT Single Family Homes for Sale

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Newest Windham County, CT Single Family Homes for Sale

$529,000
3 Beds 2 Baths 24194850 MLS
Tucked away in desirable East Putnam in a park-like setting, this beautifully maintained split-level home offers 2,197 square feet of thoughtfully designed living space.The main level welcomes you with a spacious living room centered around a cozy gas fireplace, creating the perfect gathering space. The dining room flows into the well-appointed kitchen featuring a distinctive hammered copper sink, & an oversized pantry for exceptional storage. A full bath and large coat closet add convenience to the main floor. The stunning four-season sunroom is sure to become your favorite room in the house. Featuring French doors, tongue-and-groove ceilings, wide pine floors, abundant natural light, and sliding doors leading outside, this inviting space offers seamless indoor-outdoor living throughout the year. The upper level features a spacious primary complete with custom built-in bookshelves, a mini-split system for efficient air conditioning, and a remodeled bath (2013) offering double sinks, tile flooring, and conveniently located laundry. Two additional bedrooms complete the upper level.The lower level provides outstanding flexibility with a dedicated office, additional bonus room, and large workshop for the hobbyist. Plus, an abundance of storage space. Step outside to enjoy professionally landscaped grounds highlighted by a tranquil koi pond, beautiful stone walls, perennial gardens, creating a picturesque outdoor setting with plenty of room to garden, relax, or entertain.

39 Fox Rd, Putnam

$459,900
3 Beds 2 Baths 24194359 MLS
Welcome to this charming Cape Cod-style home located in desirable Huntington Estates. Nestled on 1.4 private acres and surrounded by mature trees and established gardens, this property offers a peaceful setting with beautiful views of the distant hillside. A long private driveway leads to the attached two-car garage and two additional outbuildings, providing plenty of space for vehicles, equipment, hobbies, and storage. The backyard is designed for relaxing and entertaining, featuring a massive deck connected to an above-ground pool-the perfect place to enjoy summer days, host gatherings, or take in the surrounding scenery. Inside, the open living room and kitchen area create a comfortable and inviting layout. The living room features beautiful hardwood floors and a striking stone-faced gas fireplace, adding warmth and character to the space. Sliding glass doors provide direct access to the expansive deck while filling the home with natural light. The kitchen and bathrooms feature durable tile flooring, while the generous room sizes and abundance of closets ensure that storage is never lacking. All three bedrooms are located on the second floor, while the basement offers two additional finished rooms that can be used as a home office, playroom, guest space, workout room, or hobby area. Above the garage is a large unfinished space currently used for storage. With some vision, this area could potentially be transformed into an office, fitness room, reading retreat,

11 Huntington Dr, Plainfield

$599,000
5 Beds 4 Baths 24194145 MLS
Private Country Retreat with In-Law Suite on Nearly 4 Acres. Welcome to 21 Linkkila Lane in Chaplin, Windham County, Connecticut-a beautifully updated log home offering exceptional privacy, flexible living space, and modern upgrades on nearly four picturesque acres. The main residence features three spacious bedrooms and three full bathrooms, highlighted by an extensively renovated kitchen, updated bathrooms, and new windows throughout the home. Warm wood finishes, abundant natural light, and a propane stove create a welcoming atmosphere, while a fuel oil boiler provides efficient baseboard and radiant heat throughout much of the home. Perfect for multi-generational living or extended guests, the property also includes a fully equipped in-law suite complete with its own kitchen, full-bathroom, and two bedrooms. Includes separate utilities. Recent improvements include:* 2 beautifully updated kitchens* 4 renovated full bathrooms* New windows throughout the entire home (2025)* 2 new water heaters* Refinished decks (2026)* Partially finished basement* Nearly 4 private acres* Peaceful country setting on a quiet dead-end lane. Local Schools Chaplin Elementary: ~7 mins Parish Hill Middle/High: ~6 mins Mansfield Elementary: ~5 mins University of Connecticut (UConn), Storrs: ~12minEastern Connecticut State University (ECSU): ~13minAirports and Travel Bradley Intl Airport (BDL): ~50 mins Rhode Island T.F. Green Intl Airport (PVD): ~1hr. See also MLS # 24187395

21 Linkkila Ln, Chaplin

$475,000
2 Beds 1 Baths 24193808 MLS
Wake up to beautiful lake views and enjoy year-round waterfront living in this charming single-family home on scenic Quaddick Lake.Whether you love fishing, swimming, or boating, Quaddick Lake offers it all, with access for all types of recreational boats.This inviting home features nearly 1,200 sqft of comfortable living space,including 2 bedrooms and 1 full bath.The spacious fireplaced living room creates a warm and welcoming atmosphere, while the formal dining room is perfect for family meals or entertaining guests. Convenient first-floor laundry and hardwood floors add to the home's comfort and character. One of the highlights is the heated sunporch overlooking the lake, providing a relaxing space to enjoy the view in every season. Central A/C keeps you cool in the warm weather and a Generator will be sure you have power during any storm outage.Step outside to the side deck, ideal for grilling, outdoor dining, or simply taking in the peaceful waterfront setting.Car enthusiasts, hobbyists, and those needing extra storage will appreciate the detached two-bay garage, along with an additional garage in the basement.The basement also includes a workbench and built-in storage shelving, making it an excellent workspace or storage area.Whether you're looking for a year-round residence, a weekend retreat, or a vacation home, this waterfront gem offers the perfect combination of comfort, recreation, and picturesque lakefront living.Don't miss this rare opportunity to own lakefront!

420 Brandy Hill Rd, Thompson

$699,900
3 Beds 3 Baths 24193001 MLS
Experience the perfect blend of timeless charm and upscale finishes in this nearly brand new* custom home. Best of all, there's still time to select some of the finishing touches and make this home uniquely yours. Designed with everyday living and entertaining in mind, this exceptional home offers 3 bedrooms, 2.5 baths, plus a versatile flex room ideal for a home office, fitness room, playroom, craft room, or guest space. At the heart of the home is a stunning chef's kitchen featuring quartz countertops, a pot filler, and a beautifully appointed beverage station complete with a beverage fridge. Open, inviting living spaces create the perfect atmosphere for gathering with family and friends. The luxurious primary suite is your private retreat, showcasing a spa-inspired custom bathroom and an oversized walk-in closet designed to impress. Outside, enjoy the peace and privacy of 2.27 picturesque acres surrounded by a tranquil country setting. The property also features a detached 3 car garage and an oversized detached 2 stall shed with an additional finished room and electricity; ideal for a workshop, studio, hobby space, home office, or other possibilities. Offering the beauty and efficiency of new construction without the wait, this exceptional home combines quality craftsmanship, modern luxury, and the serenity of country living! *With the exception of a small portion of the basement, garage, outbuilding, the well & the leach fields, everything has been newly co

104 Hanover Rd, Canterbury

$489,000
3 Beds 2 Baths 24192712 MLS
Welcome to 26 Old Putnam Road Extension, Plainfield-an impeccably maintained raised ranch offering nearly 2,000 square feet of finished living space in a quiet, convenient location. The bright, open-concept main level features a soaring vaulted ceiling, hardwood flooring, and abundant natural light. The updated kitchen boasts brand-new quartz countertops, newer appliances, and flows seamlessly into the dining and living areas, with easy access to the rear deck for entertaining. The flexible floor plan includes a spacious primary bedroom with a walk-in closet, Jack-and-Jill full bath and two additional main-level bedrooms, one of which is currently being used as a laundry room. A second laundry hookup is available on the lower level, making it easy to convert the space back into a bedroom if desired. The fully finished walkout lower level expands the living space with a family/media room, a potential fourth bedroom, a dedicated home office, and a second full bathroom. Additional highlights include an oversized attached garage, central air, efficient propane forced-air heat, and a brand-new propane tankless water heater. Outside, enjoy a beautifully landscaped yard with established perennial gardens, stone walls, and an expansive paved driveway. Conveniently located near shopping, restaurants, and major commuting routes, this move-in-ready home offers the perfect blend of comfort, flexibility and convenience.

26 Old Putnam Rd Extension, Plainfield

$619,000
3 Beds 3 Baths 24191642 MLS
Stunning 2-Year-Young Contemporary Cape on 2+ Private Acres! Welcome to 89 Lisbon Road, a masterfully crafted home where every single detail was carefully considered. Built just two years ago, this pristine property offers the perfect blend of modern luxury, energy efficiency, and peaceful country living in beautiful Canterbury, CT. The 1332sqft upper level is ideal for spacious, open-concept living with adjoining kitchen, dining room, and living room. This space includes a Harmon Pellet Stove included for those cold winter days. Down the hall you will find a primary suite with full bath, 2 additional bedrooms and a 2nd full bath. Need even more room? The lower level features a fully finished 552sqft basement, perfect for a rec room, gym, guest space, or add another bedroom! Huge attached 2-car garage with room for vehicles and all your gear. Enjoy a freshly painted wrap-around deck, perfect for outdoor entertaining, morning coffee, or enjoying the quiet nature views. Equipped with a whole-house generator to ensure you are never left in the dark. 30-yr Architectural Shingle roof for decades of peace of mind. 400-gallon propane tank is leased. This turnkey home looks and feels brand new without the wait of new construction. Schedule your private showing today to experience the impeccable craftsmanship firsthand! Seller under contract on another home and ready to move. Schedule a showing today, you won't be disappointed!

89 Lisbon Rd, Canterbury

$399,900
5 Beds 4 Baths 24192242 MLS
Timeless New England charm meets modern-day opportunity in this impressive 5-bedroom, 3.5-bath antique Colonial, where historic character and spacious living come together on a picturesque setting. Rich in original details, this one-of-a-kind home showcases wide-plank hardwood floors, stunning decorative fireplaces with ornate mantels, oversized windows, and classic architectural craftsmanship throughout. The spacious country kitchen offers ample room for gathering and opens to multiple living and entertaining spaces, including a formal dining room, inviting family room, and generously sized bedrooms filled with natural light. A flexible floor plan provides endless possibilities for today's lifestyle, whether you're looking for space for a home office, guest quarters, or multi-generational living. Outside, the property continues to impress with a welcoming covered front porch, expansive yard, and an oversized detached 2-car garage/barn offering exceptional storage, workshop space, or hobby potential. Surrounded by mature trees and timeless New England scenery, this remarkable property delivers the perfect balance of privacy, history, and functionality. Whether you're drawn to the craftsmanship of a bygone era or looking for a home with room to grow, this exceptional antique Colonial is ready for its next chapter. Schedule your private showing today and experience the character and possibilities this unique property has to offer.

394 Jerusalem Rd, Windham

$549,000
3 Beds 2 Baths 24191309 MLS
An exceptional opportunity for buyers seeking land, privacy, and serious outbuilding space. Set on a level 3.58 acre lot bordered with arborvitaes, this property is perfectly suited for horse owners, hobby farmers, mechanics, landscapers, contractors, or anyone running equipment based operations from home. The barn offers everything needed for animals or storage: front and back sliding doors, hay loft, concrete floor, electricity, a convenient underground non-freeze water spigot, and an attached fenced enclosure. A fenced pasture sits just beyond the shop, ready for horses, cows, pigs, chickens, or other livestock. The impressive 84x42 steel building is a standout asset with a wide range of potential uses. Heated by propane plus 3 mini split units for cooling, it also includes a dedicated spray booth room with oil heat, a separate electrical meter, water, commercial sized overhead doors, and soaring ceilings designed to accommodate lifts, trucks, and large machinery. Outdoor amenities include an above ground pool with composite decking connected to a 16x32 mahogany upper deck, and mature apple & peach trees. The home features a classic raised ranch floor plan with a finished lower level and a 16x12 enclosed three season porch providing additional living space. Updated mechanicals include a 5-ton Mr. Cool heat pump for heat & central air (2024) and a water heater (2022). A whole house standby generator adds major convenience for country living.

233 Kemp Rd, Scotland

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