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141 Londonderry Rd, Windham

Imagine welcoming the holidays in a beautiful new home, with nothing left to do but unpack, settle in, and enjoy! A striking 100-foot custom stone wall welcomes you to 141 Londonderry Road, an exceptional property set back from the road, beautifully landscaped estate in desirable Windham. The home enjoys a sense of privacy and grandeur, with expansive, meticulously manicured Kentucky bluegrass leading the way to the residence. The property also abuts town-owned land with multiple trails, offering the unique opportunity to enjoy nature and explore directly from your own backyard. Built just a few years ago. lightly lived in as it was used as a second home. At the center of the home is a beautifully appointed culinary kitchen featuring custom, generous cabinetry with expansive quartz countertops.The kitchen flows seamlessly into the family room, where a shiplap fireplace creates a inviting focal point. Just beyond, a spacious deck extends the living space outdoors, providing an ideal setting for morning coffee, al fresco dining, or simply taking in the peaceful surroundings. The spacious primary suite provides a peaceful retreat, complete with two generous closets and an adjoining unfinished room that offers exceptional flexibility. The walk-out unfinished lower level with high ceilings and abundant potential, additional living space. Practicality has not been overlooked, either. The 3 car garage features customized cabinetry, an attractive solution for storing tools and equipment. Enjoy the best of both worlds with a private Windham setting just over an hour from Boston, while keeping the beaches and mountains within easy reach.

4 Beds ⋅ 3 Baths ⋅ 5111633 MLS

Imagine welcoming the holidays in a beautiful new home, with nothing left to do but unpack, settle in, and enjoy! A striking 100-foot custom stone wall welcomes you to 141 Londonderry Road, an exceptional property set back from the road, beautifully landscaped estate in desirable Windham. The home enjoys a sense of privacy and grandeur, with expansive, meticulously manicured Kentucky bluegrass leading the way to the residence. The property also abuts town-owned land with multiple trails, offering the unique opportunity to enjoy nature and explore directly from your own backyard. Built just a few years ago. lightly lived in as it was used as a second home. At the center of the home is a beautifully appointed culinary kitchen featuring custom, generous cabinetry with expansive quartz countertops.The kitchen flows seamlessly into the family room, where a shiplap fireplace creates a inviting focal point. Just beyond, a spacious deck extends the living space outdoors, providing an ideal setting for morning coffee, al fresco dining, or simply taking in the peaceful surroundings. The spacious primary suite provides a peaceful retreat, complete with two generous closets and an adjoining unfinished room that offers exceptional flexibility. The walk-out unfinished lower level with high ceilings and abundant potential, additional living space. Practicality has not been overlooked, either. The 3 car garage features customized cabinetry, an attractive solution for storing tools and equipment. Enjoy the best of both worlds with a private Windham setting just over an hour from Boston, while keeping the beaches and mountains within easy reach.

141 Londonderry Rd, Windham

60 Gordon Mountain Rd, Windham

OPEN HOUSES CANCELLED Beautifully maintained and privately situated at the top of The Villages at Windham, this open-concept condominium offers comfortable one-level living in one of the community’s most desirable locations. Set on a quiet cul-de-sac and abutting conservation land, the home enjoys an exceptional sense of privacy, space, and connection to nature. The main level features a welcoming flow between the kitchen, dining, and living areas, highlighted by a gas fireplace and a composite deck conveniently located off the kitchen. Two bedrooms, an updated primary bathroom, first-floor laundry, and central air make everyday living exceptionally comfortable and convenient. A spacious finished daylight lower level offers outstanding flexibility for a family room, home office, guest accommodations, gym, or hobby space and includes daylight windows, a three-quarter bath, and a walkout slider to the outdoors. Additional highlights include a recently installed standby generator and a two-car garage with polyurea flooring offering a lifetime transferrable warranty to the new owner. The Villages at Windham offers an active neighborhood atmosphere, excellent walkability, and a picturesque community pond. Best of all, this is not an age-restricted community, making it a rare opportunity to enjoy low-maintenance living, privacy, flexibility, and space in a premier Windham location. Join us at the first Open House Wednesday 9/2/26 from 4:00- 6:00 PM

2 Beds ⋅ 3 Baths ⋅ 5107469 MLS

OPEN HOUSES CANCELLED Beautifully maintained and privately situated at the top of The Villages at Windham, this open-concept condominium offers comfortable one-level living in one of the community’s most desirable locations. Set on a quiet cul-de-sac and abutting conservation land, the home enjoys an exceptional sense of privacy, space, and connection to nature. The main level features a welcoming flow between the kitchen, dining, and living areas, highlighted by a gas fireplace and a composite deck conveniently located off the kitchen. Two bedrooms, an updated primary bathroom, first-floor laundry, and central air make everyday living exceptionally comfortable and convenient. A spacious finished daylight lower level offers outstanding flexibility for a family room, home office, guest accommodations, gym, or hobby space and includes daylight windows, a three-quarter bath, and a walkout slider to the outdoors. Additional highlights include a recently installed standby generator and a two-car garage with polyurea flooring offering a lifetime transferrable warranty to the new owner. The Villages at Windham offers an active neighborhood atmosphere, excellent walkability, and a picturesque community pond. Best of all, this is not an age-restricted community, making it a rare opportunity to enjoy low-maintenance living, privacy, flexibility, and space in a premier Windham location. Join us at the first Open House Wednesday 9/2/26 from 4:00- 6:00 PM

60 Gordon Mountain Rd, Windham

17 Bennington Rd, Windham

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.

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

3 Aladdin Rd, Windham

Be HOME for the HOLIDAYS....WINDHAM location perfect minutes away from Tuscan Village and mega restaurants/shopping. Seller is relocating! NEWLY updated throughout and move in ready...not a flip but seller relocation so quick close possible. Offering 3 levels of finished living space with custom millwork and new flooring for durability and easy maintenance/all new lighting/ cabinetry/ popcorn ceilings removed and so much more (see upgrades list). The light and bright WOW kitchen with floor lighting has soft close cabinetry, quartz countertops, a 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....open to the dining area/foyer areas. The updated 3 bathrooms are elegant and the 3 upstairs bedrooms are all updated.... The Primary has a large walk in closet and private update tiled shower...and one of the 2 other bedrooms has custom closets for all the designer desires! The WOW finished lower level offers exceptional additional living space with upscale marble flooring, a second beverage station, and ample room for recreation and entertaining and adding a bathroom. Refer to the Improvements List: Additional fresh interior/exterior paint, updated lighting, and new garage doors/insulated garage and mudroom. There's a 3 Season Porch which provides a peaceful private setting to enjoy your outdoor dining. Additional highlights smart home security system. Mega convenient to 3 highways/Boston-commuting and RAIL TRAIL hiking/biking. TOP SCHOOLS and only 40 minutes to Boston. VISit Today! OPEN HOUSE Saturday 12-2

3 Beds ⋅ 3 Baths ⋅ 5102352 MLS

Be HOME for the HOLIDAYS....WINDHAM location perfect minutes away from Tuscan Village and mega restaurants/shopping. Seller is relocating! NEWLY updated throughout and move in ready...not a flip but seller relocation so quick close possible. Offering 3 levels of finished living space with custom millwork and new flooring for durability and easy maintenance/all new lighting/ cabinetry/ popcorn ceilings removed and so much more (see upgrades list). The light and bright WOW kitchen with floor lighting has soft close cabinetry, quartz countertops, a 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....open to the dining area/foyer areas. The updated 3 bathrooms are elegant and the 3 upstairs bedrooms are all updated.... The Primary has a large walk in closet and private update tiled shower...and one of the 2 other bedrooms has custom closets for all the designer desires! The WOW finished lower level offers exceptional additional living space with upscale marble flooring, a second beverage station, and ample room for recreation and entertaining and adding a bathroom. Refer to the Improvements List: Additional fresh interior/exterior paint, updated lighting, and new garage doors/insulated garage and mudroom. There's a 3 Season Porch which provides a peaceful private setting to enjoy your outdoor dining. Additional highlights smart home security system. Mega convenient to 3 highways/Boston-commuting and RAIL TRAIL hiking/biking. TOP SCHOOLS and only 40 minutes to Boston. VISit Today! OPEN HOUSE Saturday 12-2

3 Aladdin Rd, Windham

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