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$1,149,000
4 Beds 3 Baths 5104975 MLS
Welcome to Walker’s Wood Estates! An exceptional custom Colonial where refined craftsmanship and timeless elegance combine! Offering over 3,500 sq. ft. of impeccably appointed living space, this distinguished residence presents 4 bedrooms, 3 baths and designer finishes throughout. Enter through an inviting 2 story foyer to an expansive, light filled open concept layout anchored by gleaming hardwood floors throughout and meticulous millwork. The chef’s kitchen is the heart of the home with granite countertops, double wall ovens, breakfast bar, stainless appliances and a generous eat in area opening to the family room. The gracious family room, warmed by a gas fireplace, features oversized French doors leading to a large deck overlooking the private, fully fenced grounds ideal for entertaining. A luminous sunroom provides a peaceful retreat, while the formal dining room, enhanced by a tray ceiling and wainscoting, sets the stage for elegant gatherings. The refined study is an architectural highlight, boasting intricate millwork and coffered ceilings a perfect executive workspace or library! The luxurious primary suite is a true sanctuary with a gas fireplace, vaulted ceiling, custom walk in closets and a spa inspired bath with soaking tub, dual vanities & a walk in shower. Three additional well proportioned bedrooms and a full bath complete the upper level. Thoughtful recent updates include fresh interior paint, custom wood blinds and professionally serviced major mechanicals. Outside, the fully fenced yard offers a gas firepit with seating wall, grill hookup and irrigation. A private oasis for relaxation and entertaining! Practical luxuries include a three car garage, full basement & abundant storage. Prime location near Rtes. 93 & 111, premier shopping, top rated schools, parks, golf and recreation, this turnkey home blends elevated design with effortless living! Quick closing possible- an extraordinary opportunity! Don't miss out! OH Sat 11-12:30 & Sun 11-1

37 Sheffield St, Windham

$3,100,000
4 Beds 6 Baths 5104676 MLS
UNFORGETTABLE LUXURY | Distinctive, sophisticated and designed to leave a lasting impression, this exceptional custom Colonial by renowned builder DiPietro Homes offers 6,000+ sq. ft. of beautifully appointed living space. Thoughtfully enhanced with on-trend updates and improvements, this remarkable home blends exceptional craftsmanship with a fresh, elevated style for today's luxury lifestyle. From the moment you enter, custom millwork and impressive architectural details set this home apart. At the heart of the home, the stunning family room features a coffered ceiling and wood-burning fireplace, opening seamlessly to a showstopping chef's kitchen designed for both everyday living and effortless entertaining. Full-size refrigerator and freezer, generous workspace and a Butler's Pantry complement this thoughtfully designed space. An elegant dining room, private office and functional mudroom complete the main level. Upstairs, the luxurious primary suite is an unforgettable retreat with its own fireplace and spa-inspired bath featuring a soaking tub and steam shower. With 4 bedrooms, 5 bathrooms, a bonus room and a finished lower level offering a recreation room, full kitchen, built-ins and bath, there is exceptional space and versatility throughout. Outside, your private backyard awaits, complete with an in-ground saltwater pool with waterfall and a covered seating area perfect for relaxing, entertaining and enjoying summer days outdoors. Conveniently located near I-93, schools, shopping and community amenities, with Boston approximately 45 minutes away. A truly unforgettable home where luxury, comfort and exceptional design come together.

17 Bennington Rd, Windham

$995,000
3 Beds 3 Baths 5102352 MLS
WINDHAM WOW: Luxury awaits in this beautiful home, where premium finishes and thoughtful upgrades create an unparalleled living experience in one of the area's most desirable locations , minutes away from Tuscan Village and mega restaurants/shopping. NEWLY updated throughout and move in ready...quick close possible. Offering 3 levels of beautifully finished living spaces, with custom millwork and new hardwood and tile floors throughout. A stunning sunroom provides a place to sit and view the 5.63 acres of landscaped surroundings. The showpiece kitchen is designed for both everyday living and entertaining, featuring custom soft-close cabinetry, quartz countertops, a dramatic full-height quartz backsplash, Smart double wall ovens and cooktop surface, a Smart refrigerator, a dedicated beverage station, a walk-in pantry, a convertible refrigerator/freezer, plus a separate mudroom garage entry. The updated 3 bathrooms showcase timeless finishes and designer details. The finished lower level offers exceptional additional living space with upscale marble flooring, a second beverage station, and ample room for recreation and entertaining. Refer to the Improvements List: Additional updates include updated bathrooms, removal of popcorn ceilings, fresh interior/exterior paint, updated lighting, and stunning custom millwork that adds character and elegance. Additional highlights include an oversized garage and a smart home security system. THE DETAILS and LIVABILITY Make this an exceptional property in a super convenient highway location....with access to 111, 128 and 93… and minutes to rail Trail..TOP SCHOOLS and only 40 minutes to Boston. VISit Today!

3 Aladdin 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

$1,599,000
4 Beds 2 Baths 5096240 MLS
Experience the best of lake life in this beautifully renovated waterfront retreat on sought-after Cobbetts Pond. Offering over 2,400 square feet of thoughtfully designed living space, this exceptional home features four bedrooms, including a custom-built bunk room perfect for hosting family and guests, two updated bathrooms, bamboo flooring throughout, and mini-split systems in every bedroom and the main living areas for year-round comfort. A durable metal roof provides peace of mind, making this truly a turn-key property. With 50 feet of private waterfront, a boat dock, and stunning lake views, every day feels like a vacation. The open and inviting layout was designed for gathering, while expansive composite decking extends your living space outdoors, providing ample room for entertaining, dining al fresco, or simply unwinding while watching spectacular sunsets over the water. Gather around the fire pit for s'mores under the stars and create memories that will last a lifetime. Outdoor living takes center stage with a remarkable custom outdoor kitchen featuring a premium Coyote oversized grill, Asado built-in smoker, granite bar, and plenty of space for hosting family and friends after a day on the lake. Whether boating, swimming, paddleboarding, kayaking, or fishing, the private waterfront offers endless opportunities to enjoy the lake lifestyle. Coveted Cobbetts Pond is one of Southern New Hampshire's premier recreational lakes, known for its crystal-clear waters, vibrant boating community, and year-round enjoyment. Conveniently located just minutes from shopping, dining, and major highways, it offers the perfect blend of everyday convenience and vacation-style living. A rare opportunity to own a beautifully renovated waterfront home in one of Southern New Hampshire's most desirable lake communities - all that's left to do is unpack and enjoy.

64 Turtle Rock Rd, 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

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