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$749,900
4 Beds ⋅ 3 Baths ⋅ 5109291 MLS
Welcome to a truly unforgettable property where amazing grounds, winding stone pathways, a koi pond with cascading waterfall, and an in-ground pool create the setting for a spectacular private retreat. 34 Sharon Road is a one-of-a-kind Garrison offering remarkable craftsmanship, an enchanting garden setting, and incredible potential for its next chapter. Set among mature trees and extensive stonework, this 4 bedrooms, 2.5 baths home offers 2,780 sq. ft. of official living area, plus a four-season greenhouse and striking Hartford conservatory. Inside, hardwood floors and exceptional custom trim create warmth and character throughout. The showstopping family room features a soaring vaulted ceiling, dramatic exposed beams, rich wood detailing, and an impressive floor-to-ceiling brick fireplace. The custom kitchen includes maple cabinetry, granite countertops, a center island, and two ranges—including a professional-grade Viking range with matching hood. Generous living and entertaining spaces provide a flexible layout ready to be reimagined. All four bedrooms are located upstairs, including a primary suite with its own en-suite bathroom. The unfinished lower level offers lots of potential, including a spacious work area, loads of storage, and access to a two-car garage. Whether used for hobbies, projects, recreation, or additional storage, this lower level provides valuable flexibility. The Asian-inspired gardens and water features make the outdoor setting truly special. The distinctive conservatory and four-season greenhouse with built-in heat lines offer exciting possibilities for gardeners, artists, or anyone dreaming of a truly unique sanctuary. The home and grounds require work and have deferred maintenance. Property is being sold as-is. Bring your creativity and unlock the full potential of this hidden Windham gem! Come visit the Open House 9/12 (Sat) and 9/13 (Sun) from 1:30PM-3:00PM

34 Sharon Rd, Windham
$884,900
2 Beds ⋅ 3 Baths ⋅ 5108741 MLS
Introducing an exceptional new luxury duplex community in one of Windham's most desirable locations. Thoughtfully designed for today's lifestyle, these stunning new homes combine modern elegance, quality craftsmanship, and energy-conscious construction to create the perfect balance of comfort, style, and convenience. Step inside and discover bright, open living spaces enhanced by soaring ceilings, oversized windows, and carefully curated finishes throughout. The heart of each home features a beautifully appointed kitchen with quartz countertops, stylish accents, and seamless flow into the spacious living area, where a cozy fireplace creates the perfect gathering place for family and friends. Designed with flexibility in mind, these homes offer versatile living areas and multipurpose flex spaces to accommodate work, hobbies, guests, or changing lifestyle needs. Enjoy effortless indoor-outdoor living with a welcoming covered front porch and a private patio or deck for relaxing and entertaining. Upstairs, retreat to a luxurious primary suite featuring dual vanities, a custom tiled shower with glass enclosure, and two generous walk-in closets. A second bedroom, full bath, expansive loft, and convenient second-floor laundry provide both comfort and functionality. Additional features include a two-car garage, full unfinished basement offering future expansion potential, and several green-building features designed to help reduce energy costs while supporting a low-maintenance, executive lifestyle. Ideally situated near major highways, shopping, dining, recreation, nature trails, and Windham's highly regarded schools, this exciting new community offers the perfect combination of luxury, convenience, and modern living. *** This is a construction site and for your safety it is shown by appointment ONLY (or at the scheduled open house) *** GPS 47 North Lowell Rd.

5 Campbell Way Unit 2, Windham
$695,000
3 Beds ⋅ 3 Baths ⋅ 5107952 MLS
Brand-new construction in beautiful Windham, Vermont! This thoughtfully designed three-bedroom home with an additional bonus room offers the comfort, efficiency, and ease of new construction paired with a peaceful Vermont setting. Filled with natural light, the home features bright, welcoming living spaces and a versatile floor plan designed for both everyday living and weekend escapes. The bonus room provides valuable flexibility for a home office, guest space, playroom, or den. An attached two-car garage makes Vermont living especially convenient, providing sheltered parking along with plenty of room for skis, bikes, outdoor gear, and storage. Outside, the yard offers space to relax, play, garden, or entertain, while the firepit creates the perfect gathering spot for summer evenings, crisp fall nights, and après-ski get-togethers. Located in the quiet mountain community of Windham, this property puts four-season recreation within easy reach. Five major ski areas—Stratton, Bromley, Magic Mountain, Okemo, and Mount Snow—are all located within approximately 35 miles of town, providing an incredible variety of winter adventures. When the snow melts, explore nearby hiking and biking trails, enjoy fishing, paddling and swimming, or spend the day at destinations such as Lowell Lake and Jamaica State Parks. The greater Windham region is known for its extensive trail network and abundant opportunities for hiking, mountain biking, snowshoeing, cross-country skiing, and snowmobiling. Whether you're searching for a full-time Vermont residence or a low-maintenance mountain getaway, this newly built home offers a wonderful combination of modern comfort, outdoor space, and access to everything that makes Southern Vermont special.

717 Horsenail Hill Rd, Windham
$1,275,000
4 Beds ⋅ 3 Baths ⋅ 5107896 MLS
Welcome to this exceptional 4-bedroom, 3-bath home, built in 2006 and ideally situated on a 1.10-acre corner lot in Windham’s highly sought-after Spruce Pond neighborhood. Offering elegant finishes, soaring ceilings, hardwood floors, a fully fenced yard, and a standby generator, this impressive property blends style, comfort, and everyday functionality. A grand foyer sets the tone for the beautifully designed spaces beyond. At the heart of the first floor is a stunning kitchen featuring detailed cabinetry, a distinctive wood ceiling, and an expansive granite island. The kitchen flows seamlessly into the dining area and dramatic living room, where 20-foot ceilings and a wood-burning fireplace create an unforgettable setting for entertaining or relaxing at home. Pet owners will appreciate the thoughtfully designed dog room, complete with space for crates and a convenient dog door providing direct access to the fenced yard. Upstairs, the spacious primary suite offers two closets and a luxurious bath with a tiled shower and separate soaking tub. Three additional generously sized bedrooms, a full bath, and a dedicated laundry room complete the second level. The expansive unfinished lower level features high ceilings and presents an exceptional opportunity to create additional living and entertaining space tailored to your lifestyle. Envision a sophisticated home theater, game room, fitness studio, wine cellar, or private retreat- the possibilities are truly endless. Outside, the inviting backyard includes a separate fenced area for dogs and plenty of room for a future pool, playset, or other outdoor amenities. Located in a desirable community known for Windham’s exceptional school system, this beautifully maintained home is a must-see. Open House Sunday, Sept. 13th 12-2pm.

3 Duston Rd, Windham
$1,175,000
4 Beds ⋅ 4 Baths ⋅ 5107701 MLS
Set on a quiet street in Windham's sought-after Wood Meadow Estates, this DiPietro Homes Colonial is genuinely turnkey, with nothing left to do but move in. Offering 4 bedrooms, 3.5 baths, approximately 3,188 square feet, and a first-floor office on a private 0.53-acre lot, it pairs the ease of newer construction with custom finishes and indoor-outdoor living ready to enjoy. The home lives beautifully, with an open layout where daily life and entertaining unfold with equal ease, showcasing stained hardwood floors, crown molding, wainscoting, and a cathedral-ceilinged entry with a turned staircase. At its heart, a stunning eat-in kitchen features custom Cabico cabinetry, quartz counters, a large center island, Jenn-Air appliances with a six-burner gas range, a walk-in pantry, and glass-front uppers with integrated lighting, opening to a family room anchored by a gas fireplace with stone surround. A French-doored office, wainscoted dining room, half bath, and mudroom-to-laundry layout complete the first floor. Upstairs, the primary suite offers a cathedral ceiling, walk-in closet, and spa-inspired bath with dual vanities, a soaking tub, and glass-enclosed shower. Three additional bedrooms, one with a private bath, flex easily as guest rooms, office, or fitness space, with another full bath nearby. Outdoors is built for entertaining and unwinding alike: a composite deck with motorized awning, a stone paver patio with built-in firepit, and a hot tub, all within a fully fenced backyard. Full basement with windows, bulkhead access, and expansion potential.Twilight open house Fri 9/11, 5-7 PM; also Sat 9/12 & Sun 9/13, 12-2 PM. No showings prior.

28 Settlers Ridge Rd, Windham
$1,600,000
3 Beds ⋅ 3 Baths ⋅ 5106815 MLS
Welcome to 6 Rosewood Street, a beautifully maintained 3–4 bedroom home with a desirable in-law suite! An amazing 30x40’ detached 2 car garage, with 14’ doors, and attached 3 car, with 8’ doors. This home has quality, craftsmanship, and thoughtful details that are often hard to find. This exceptional home features high-end materials, quality finishes, and a level of care that is evident throughout. Designed for one-level living, the home offers an inviting and functional layout with the flexibility to meet a variety of needs. A stunning see-through gas fireplace creates a warm and elegant focal point, adding ambiance and character to the living spaces. From the moment you enter, you’ll appreciate the attention to detail, superior materials, and pride of ownership throughout. This is a home that offers the feeling of new construction without the wait, uncertainty, or compromises that can come with building new. Located on a quiet cul-de-sac while remaining convenient to Windham’s schools, shopping, restaurants, and major commuter routes, 6 Rosewood Street is a rare opportunity to own a truly special home in one of Southern New Hampshire’s most desirable communities. Open House 9/13 1-3PM

6 Rosewood St, Windham
$995,000
4 Beds ⋅ 4 Baths ⋅ 5103579 MLS
Set on a beautifully landscaped wooded lot in Windham, NH, this impressive 5,000+ sq. ft. home offers the space, flexibility, and amenities today’s buyers are looking for. Served by the highly regarded Windham School District. Designed for effortless entertaining, the heart of the home is a massive chef’s kitchen with abundant custom cabinetry, expansive prep and serving space, double dishwashers, wine fridge, stainless steel appliances, oversized island seating, and direct access to the deck for seamless indoor-outdoor gatherings. The main level features warm hardwood floors, a spacious dining room, dramatic living room with soaring ceilings, walls of windows, and a stunning floor-to-ceiling stone fireplace, plus a sun-filled bonus room ideal for work, relaxation, or additional lounge space. Throughout the home, generous rooms provide exceptional versatility, including a game room, media room, fitness room, and multiple areas for hobbies, guests, and recreation. The media room with bar area extends the lifestyle with room for movie nights, game-day events, and casual entertaining. Outside, enjoy a large deck, patio, and private backyard setting surrounded by mature trees, perfect for cookouts, celebrations, and relaxing evenings. With its distinctive architecture, flexible floor plan, and incredible entertaining spaces, this Windham home is a rare opportunity to enjoy comfort, convenience, and room for everyone.

17 Galway Rd, Windham
$1,800,000
4 Beds ⋅ 4 Baths ⋅ 5101534 MLS
Designed to Live Like a Ranch...With Space When You Want It. Experience the ease of luxury single level living in this exceptional custom ranch, thoughtfully designed for comfort, flexibility, and sophisticated style in one of Windham's most desirable neighborhoods. Nearly new and impeccably crafted, this 4 bedroom, 4 bath home is just minutes from Tuscan Village, major commuter routes, dining, shopping, and recreation. The gourmet kitchen is the heart of the home, featuring premium appliances, an oversized waterfall island with seating, abundant prep space, and a walk-in pantry. The open-concept design flows seamlessly into the dining and living areas, highlighted by a cozy fireplace, stylish wet bar and direct access to the covered deck and hot tub, perfect for relaxing or entertaining year round. Designed for today's lifestyle, the thoughtfully planned layout includes two private ensuite bedrooms, ideal for guests or multigenerational living. The luxurious primary suite offers a gas fireplace, radiant heated floors, spa-inspired bath, and an expansive custom walk-in closet. Two additional bedrooms share a beautifully appointed Jack-and-Jill bath. The finished walkout lower level provides exceptional flexibility with a professionally designed wellness studio featuring mirrored walls and premium fitness equipment, along with additional space for a media room, recreation area, hobbies, or entertaining. Unfinished space with plumbing already in place for a future bath offers room to expand as your needs evolve. Additional highlights include owned solar panels, whole-home ethernet wiring, energy-efficient construction, smart irrigation, security system, fenced yard, and deeded access to walking trail connecting to the Windham Rail Trail. Offering the convenience of one-level living with the flexibility to entertain, pursue your passions, and host family and friends, this exceptional home is designed to adapt beautifully to every stage of life. Quick Close Possible!!

7 Lilac Ridge Rd, Windham
$1,050,000
2 Beds ⋅ 4 Baths ⋅ 5101174 MLS
Where Every Day Feels Like a Getaway with stunning views of Cobbetts Pond in Windham, NH. Morning light spills across the water as you step onto your private balcony, coffee in hand, watching the lake wake up for the day. By afternoon, you're out on the boat. By evening, you're gathered under the covered porch as the sun drops over the shoreline. This is more than a beautifully renovated home. It's a place where everyday life feels like a getaway. The main living spaces reimagined from top to bottom; every detail here reflects lasting quality and timeless design. At the heart of the home, a lovely seating area open to the upper level, an open-concept gourmet kitchen that flows into the sun room and a generous gathering space in the lower level with a wet bar set the stage for entertaining. The first floor primary suite is a peaceful retreat with a spa-inspired bath and a new slider out to the deck, added to enjoy those lake views. Set on a corner lot, two levels of expansive Trex decking overlooking the lake, beautifully landscaped grounds, and a newly added three-season sunroom to relax through every season. Deeded waterfront ownership brings a private sandy beach, boat launch, kayak storage, and an opportunity for future dock space, making the lake a natural extension of the front yard. ALL NEW: roof, siding, windows, doors, plumbing, electrical wiring, HVAC runs, insulation, whole-house generator, whole-house water system and MORE! Every major investment has already been made. Whether you're hosting friends and family, launching the kayak for an afternoon on the water, or simply taking in the view, this is a home built for lasting memories. Located in highly desirable Windham, NH, you'll enjoy award-winning schools, nearby golf courses, walking trails, and convenient access to Tuscan Village with its outstanding shopping, restaurants, and year-round events, all while remaining close to Rte 93 for an easy commute . Life is simply better at the lake.

2 Fox St, Windham
$375,000
4 Beds ⋅ 2 Baths ⋅ 5099541 MLS
In the heat of it all!! With 4 mountains within in about 1/2 hour, this is the perfect spot to get away for skiing and all the other Southern Vermont treasures. Nestled in a sweet meadow, with a wee bit of forest, this home is a perfect home base with plenty of room for everyone. With a lovely flat yard, huge private back deck and large above the ground pool, there are lots of options for entertaining. The guest suite has a private entrance or can be open to the main house. It would work well as a potential rental (check with the town), x generation starter, or an in home caretaker suite. Snug up to the cozy fireplace or wood stove on the crisp winter nights, hunt for fireflies in summer, breathe the clean crisp air of fall. You can't go wrong here.

715 Chase Rd, Windham
$825,000
3 Beds ⋅ 3 Baths ⋅ 5094260 MLS
**OFFER DEADLINE SET FOR MONDAY AT 12 NOON** Offered for the very first time since custom built 30 years ago, this extraordinary Windham estate is a rare opportunity to own a property that has been well loved for and thoughtfully enhanced over decades. Perched on 3.13 private acres, this unique Colonial offers 3 bedrooms, 2.5 baths, and welcomes you with timeless New England charm, highlighted by a distinctive two-story turret and wraparound porch featuring intricate arch detailing. The professionally manicured grounds just create the truly storybook setting. Inside, you'll discover one of the home's most remarkable features; a stunning peninsula saltwater aquarium that serves as a living centerpiece at the heart of the home! Designed with an automated filtration system for minimal upkeep, you'll enjoy all of the beauty and tranquility of a thriving reef ecosystem including a variety of stunning bright specialty fish and coral, with little more than just feeding them each evening! Step outside and relax beneath the retractable awning on the spacious 20' x 14' deck. Then, stroll among mature specimen plantings throughout including rare Japanese Maple tree varieties. While you experience your own private retreat, a cascading waterfall into two picturesque koi ponds creates a peaceful soundtrack to everyday life. As if that wasn't an impressive list of features, the abutting hiking/walking trails of Deer Leap with unfiltered views of and private access to Rock Pond beyond the property line, are additional experiences you're privy to with this home! A partially finished lower level, 2 car garage, front & back yard irrigation system, and a standby generator add to the year round comfort and peace of mind. Properties like this are rarely available... a home where architecture, nature, and lifestyle come together to create something truly special; a living destination! Seller to find suitable housing.

76 Marblehead Rd, Windham
$869,900
2 Beds ⋅ 3 Baths ⋅ 5093852 MLS
Introducing an exceptional new luxury duplex community in one of Windham's most desirable locations. Thoughtfully designed for today's lifestyle, these stunning new homes combine modern elegance, quality craftsmanship, and energy-conscious construction to create the perfect balance of comfort, style, and convenience. Step inside and discover bright, open living spaces enhanced by soaring ceilings, oversized windows, and carefully curated finishes throughout. The heart of each home features a beautifully appointed kitchen with quartz countertops, stylish accents, and seamless flow into the spacious living area, where a cozy fireplace creates the perfect gathering place for family and friends. Designed with flexibility in mind, these homes offer versatile living areas and multipurpose flex spaces to accommodate work, hobbies, guests, or changing lifestyle needs. Enjoy effortless indoor-outdoor living with a welcoming covered front porch and a private patio or deck for relaxing and entertaining. Upstairs, retreat to a luxurious primary suite featuring dual vanities, a custom tiled shower with glass enclosure, and two generous walk-in closets. A second bedroom, full bath, expansive loft, and convenient second-floor laundry provide both comfort and functionality. Additional features include a two-car garage, full unfinished basement offering future expansion potential, and several green-building features designed to help reduce energy costs while supporting a low-maintenance, executive lifestyle. Ideally situated near major highways, shopping, dining, recreation, nature trails, and Windham's highly regarded schools, this exciting new community offers the perfect combination of luxury, convenience, and modern living. *** This is a construction site and for your safety it is shown by appointment ONLY (or at the scheduled open house) *** GPS 47 North Lowell Rd.

4 Campbell Way, Windham
$859,900
2 Beds ⋅ 3 Baths ⋅ 5093777 MLS
Introducing an exceptional new luxury duplex community in one of Windham's most desirable locations. Thoughtfully designed for today's lifestyle, these stunning new homes combine modern elegance, quality craftsmanship, and energy-conscious construction to create the perfect balance of comfort, style, and convenience. Step inside and discover bright, open living spaces enhanced by soaring ceilings, oversized windows, and carefully curated finishes throughout. The heart of each home features a beautifully appointed kitchen with quartz countertops, stylish accents, and seamless flow into the spacious living area, where a cozy fireplace creates the perfect gathering place for family and friends. Designed with flexibility in mind, these homes offer versatile living areas and multipurpose flex spaces to accommodate work, hobbies, guests, or changing lifestyle needs. Enjoy effortless indoor-outdoor living with a welcoming covered front porch and a private patio or deck for relaxing and entertaining. Upstairs, retreat to a luxurious primary suite featuring dual vanities, a custom tiled shower with glass enclosure, and two generous walk-in closets. A second bedroom, full bath, expansive loft, and convenient second-floor laundry provide both comfort and functionality. Additional features include a two-car garage, full unfinished basement offering future expansion potential, and several green-building features designed to help reduce energy costs while supporting a low-maintenance, executive lifestyle. Ideally situated near major highways, shopping, dining, recreation, nature trails, and Windham's highly regarded schools, this exciting new community offers the perfect combination of luxury, convenience, and modern living. *** This is a construction site and for your safety it is shown by appointment ONLY (or at the scheduled open house) *** GPS 47 North Lowell Rd.

2 Campbell Way, Windham
$799,000
4 Beds ⋅ 5 Baths ⋅ 5086432 MLS
Set on 17 private acres off Route 121, this Windham property delivers the space, flexibility, and access buyers are looking for in Southern Vermont. The open-concept main level is anchored by a grand living room with cathedral ceilings, hardwood floors, and a gas fireplace, flowing easily into a generous dining area designed to host large gatherings and a well-equipped kitchen with coffee bar. A dedicated entry drop zone keeps gear organized after long days outdoors. The layout offers strong separation of space across three levels, including an en-suite primary, additional bedrooms, and a top-floor loft ideal for overflow sleeping or a recreation zone. The lower level adds a second living area with a wood-burning stove, plus guest accommodations. Outdoor living is equally dialed in, with an upper deck featuring a brand-new hot tub, a newly built firepit, and a natural landscape that includes meadow, stream, and wooded acreage. A three-car garage adds practical year-round convenience. Located within a 20-minute drive to Stratton, Magic, and Bromley, and directly adjacent to the VAST snowmobile trail system, this property offers immediate access to Vermont’s top winter and summer activities.

1035 Vt Route 121, Windham
$253,000
2 Beds ⋅ 1 Baths ⋅ 5085393 MLS
This tidy log home is located 30 minutes or less from 5 ski areas! From Windham there are many directions to choose with activities like hiking and biking right out the door and restaurants, shops and recreation within a short drive. On a quiet dead end dirt road in the heart of Windham, this cute Vermont log home offers the kind of peace and privacy that is getting harder to find. Set in the clearing of four acres of wooded land, this property feels like a private retreat, surrounded by conservation land and abundant wildlife. The log home blends rustic charm with comfortable living. The warm wood finishes on the interior, vaulted ceiling, newly supported, and a cozy loft create an atmosphere that invites you to slow down and relax! Immerse in nature while enjoying coffee on the porch or evenings under the stars on the back deck. The West Windham Valley is the home of a beautiful natural waterfall, providing a scenic escape and reminder of the area's untouched beauty. This is an ideal setting for outdoor enthusiasts , nature lovers and anyone seeking a quiet country lifestyle. Price increase reflects work done to reinforce roof structure. If you have been looking for a true Vermont getaway, this property delivers!

51 Golding Rd, Windham
$549,000
2 Beds ⋅ 2 Baths ⋅ 5060691 MLS
Enjoy the best of Vermont living in this thoughtfully renovated home on a paved country road in Windham. Renovated down to the studs, this property offers upgrades inside and out new standing seam roof, new siding, new windows, full-house generator, new central air and heating systems, plus new electrical and plumbing systems upgraded to 200 amps. The home is insulated with rockwool and foam board, and the foundation is sealed with full drainage installed around the perimeter. Step inside to a light-filled interior with new flooring, walls, and fixtures throughout. The spacious kitchen features Big Chill appliances and opens to a lovely front porch overlooking the old stone walls that border the property. A fenced-in yard makes this ideal for pets, and the water filtration system with UV light ensures clean living. You’ll also find a new washer and dryer, a new septic system, and thoughtful design throughout. Close to skiing at Magic (10 min), Bromley and Stratton (20–25 min), and just 15 minutes to downtown Londonderry. Hike, bike, or snowmobile with access to VAST trails and Timber Ridge nearby. Come see what makes this rare offering a great opportunity!

794 White Rd, Windham

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