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$539,900
3 Beds 2 Baths 5085907 MLS
* OPEN HOUSE SUNDAY 8/23 11A - 1P* I love Second Chances! Do you love an Older Home? One that has history? One that has been restored & improved? Well, take a peek at this! Once a 1 room school house when built in 1846, has since become a home with so much space. The age on the tax card is 1990's! Set along a desirable stretch of Old Derry Road this antique home offers a versatile and thoughtfully designed layout. Featuring 2 bedrooms 1.5 baths, plus separate office, Large sprawling kitchen couldn't have more charm if it tried! From the color-palette, Wall ovens, island cooktop & Built-in's hidden throughout. Separate dining room, front to back living room & 2nd floor office. Primary bedroom with vaulted ceilings & walk in closet tastefully spaced apart from 2nd bedroom. Hallway lined with bookshelves galore! The home provides the ideal blend of comfort and functionality-perfect for today’s work-from-home lifestyle. A major bonus is the finished space above the garage, offering incredible potential for a 3rd bedroom, game room, hangout area, teen suite, or extra living space-giving you room to grow without outgrowing the home. Step outside to enjoy the fully fenced yard, ideal for pets, play, or relaxing weekends in your own private outdoor space. Conveniently located near shopping, dining, and commuter routes, it’s an excellent opportunity to step into homeownership in desirable Londonderry.

66 Old Derry Rd, Londonderry

$689,900
3 Beds 3 Baths 5083727 MLS
*Quick Close Available* Among the gently curving neighborhood streets of North Londonderry, this well renovated extended cape is looking for its new owner! While the current residents are moving on, they have put in extensive efforts to modernize and improve the functionality. Of course the expected upgrades are here in the new kitchen with custom backsplash tile and leathered granite counters, hardwood floors, completely renovated bathrooms, and modern paint colors throughout. On the outside, there is brand new vinyl siding in 2026 and new windows in 2023. Above and beyond, it is a welcome surprise to find a complete smart home ready setup and standby generator to wait out dreaded winter power outages in style. All of these enhancements only complement the home's natural charm, unique architectural appeal, and features, such as multiple living rooms, home office, bonus room, eat-in kitchen, primary suite, 1 acre lot, fenced in backyard, and two car garage. All of this in a quiet, side street neighborhood that is only minutes from rt.102 amenities, rt.93, and Manchester. *Agent interest*

26 Wedgewood Dr, Londonderry

$649,900
4 Beds 3 Baths 5082916 MLS
BACK ON THE MARKET! Great opportunity to get into desirable Londonderry, NH. Seller is offering a one-year home warranty! Completely renovated and move-in ready, this 4 bedroom Londonderry Garrison blends classic charm with modern updates throughout. The bright, airy kitchen features skylights and a spacious center island, flowing seamlessly into an open concept first floor designed for everyday living and entertaining. An additional first-floor bonus room offers flexibility for a home office, playroom, or den, with sliding door access to the backyard. Upstairs, hardwood flooring continues through all four bedrooms, including a spacious primary suite with a fireplace and private en suite bath. A two-car garage under provides convenience, while the unfinished basement offers excellent storage potential. A thoughtfully updated home with space, style, and versatility; ready for its next chapter. Showings begin immediately.

27 Gilcreast Rd, Londonderry

$339,000
4 Beds 3 Baths 5077737 MLS
Motivated sellers! Charming Property with Endless Possibilities in Southern Vermont Nestled on 5 acres in the heart of Southern Vermont, this unique property offers the perfect blend of history, versatility, and potential. Currently operating as a successful business with fabrics, sewing machines, notions and more. This property presents an exceptional opportunity for a variety of uses –whether you’re looking to return it to a spacious home with 4-bedrooms, or start your own thriving business venture. The building's furnace keeps the winters warm and the summers with central air conditioning ensure year-round comfort. This property features plenty of parking, making it ideal for commercial use or family gatherings. A true highlight is the large, historic waterwheel barn, providing a space with endless potential for creative projects or storage. If you’re a handy person, the barn is a perfect opportunity for a workshop. Whether you're looking to settle into a quiet country home or embark on your next business adventure, this property is a rare find in picturesque Southern Vermont. Don’t miss your chance to own a slice of Vermont. Schedule a showing today and explore the possibilities! There are 4 pictures that are virtual renovations of rooms in the house.

6795 Vt Route 100, Londonderry

$1,498,500
7 Beds 5 Baths 5077331 MLS
Encompassing over 200 acres of pasture and forest, Timberland Farm is anchored by an early 1800s farmhouse that feels at once timeless and lived-in, a place shaped by centuries of stories, music, and shared meals. The living spaces feel both intimate and generous, framed by hand-hewn beams and original wide pine floors. From the dining room to the music room, wood-burning fireplaces crowned with antique mantels add warmth and character, while the expansive kitchen hearth draws one in for easy conversation and board games. Built-in bookcases, plaster walls, wood paneling, and windows overlooking the land lend the house a quiet, grounded grace. The farmhouse also includes a lower-level guest apartment with a private entrance. Nearby, a charming guest cabin, once the town’s blacksmith shop, provides a private haven for visitors. The barn has been thoughtfully reimagined and now houses a commercial kitchen, gym, and offices, offering flexibility for creative enterprise and agricultural ventures. A separate barn includes a woodworking shop. In recent years, pastureland surrounding the home and pond was reclaimed for grazing goats, restoring the agrarian rhythm of the property. Wildflowers and apple trees scatter the fields. A three-quarter-mile hike through the wood reveals a cool swimming hole. Additional woodland trails invite walking, snowshoeing, and foraging for berries, mushrooms and fiddleheads. Timberland Farm is a legacy holding, and very private, yet within easy reach of Stratton, Bromley, Magic Mtn. and Okemo. 17 miles from Manchester and 26 miles from Rutland Airport. 3 h from Boston and 4 h from New York. No showings through May 16th, 2026. Showings are by APPOINTMENT ONLY. Do not drive up the driveway to view the property. Home is owner-occupied and surveillance is in effect.

4669 Vermont Rte 100, Londonderry

$549,000
3 Beds 2 Baths 5074646 MLS
More than a Vermont home, this is a property built for the way you want to live here. Set on 14 acres in Londonderry, this versatile Southern Vermont property combines a 3-bedroom, 2-bath home with something increasingly difficult to find near the mountains: acreage, substantial storage, multiple outbuildings and room for all the gear that comes with the Vermont lifestyle. The property features a 3-bay pole barn, 1.5-bay garage and additional outbuildings surrounded by mostly wooded acreage with open areas to enjoy. Inside, the 1,944-square-foot home offers three bedrooms, two full baths, a spacious living room, separate dining room and a bonus room with its own exterior entrance, ideal for a home office, studio or flexible workspace. Multiple porches and decks extend the living space outdoors, while the hot tub provides the perfect place to unwind after a day on the mountain. And the location puts four-season recreation within easy reach. Bromley, Stratton, Magic and Okemo are all accessible from your Southern Vermont basecamp, along with hiking, biking, snowmobiling, fishing, golf and everything else the Green Mountains offer. Whether you're searching for a full-time Vermont residence, mountain getaway, recreational property or simply a home where there's finally enough room for the skis, bikes, sleds, tractor, workshop and outdoor gear, 3148 Route 11 deserves a closer look. 14 acres. Mountain access. Room for everything. Schedule a private showing and come experience the possibilities for yourself.

3148 Rte 11, Londonderry

$425,000
5 Beds 3 Baths 5070340 MLS
Investment opportunity! This beautiful ski country compound offers 3 potential streams of rental income, or a home where you can enjoy sweeping views of the West River Valley just minutes away from Magic Mountain skiing and a surprising array of amenities in Londonderry’s town center. A barn apartment over a garage with a 3/4 bath, and an upstairs and downstairs unit with a full bath each, are all equipped with their own kitchen and come with paying tenants. Keep the property in its current configuration, or combine the main house into one living area, with the barn as an in-law suite. A septic design exists for a subdivision of the property which, if the subdivision is obtained and a septic permit approved, would enable further development. Property to be sold as-is. Owner financing available.

135 Overlook Dr, Londonderry

$690,000
5 Beds 3 Baths 5053705 MLS
Escape to this idyllic 1800s cape-style farmhouse nestled on a quiet dirt road in a peaceful country setting, just minutes from three popular ski areas. Set on 44 private acres with a scenic pond, this unique property offers the perfect blend of historic character and modern comfort, making it ideal for a family getaway, vacation rental, or year-round home. Inside, you'll find surprisingly spacious rooms perfect for entertaining and family gatherings. Wide pine floors, antique fireplaces, and original glazed windows add warmth and charm throughout. The main level features a large primary bedroom suite, while four additional bedrooms and a full bath upstairs provide plenty of space for guests. A cozy recreation room with a grand fireplace or the sauna is perfect for apres-ski evenings, and a separate dining building offers a private space ideal for hosting dinners or working from home as a dedicated office or studio. Outdoors, enjoy peaceful walks through the forest along an old logging road, fish or relax by your own large private pond, and take in the serene beauty of the countryside. A detached 3-car garage adds extra convenience and storage for outdoor gear or snowmobiles. Just a short drive from top ski resorts and year-round activities including hiking, biking, and nearby lakes, this Vermont farmhouse is the perfect mountain retreat.

341 Under The Mountain Rd, Londonderry

$755,000
5 Beds 3 Baths 5061900 MLS
Beautifully expanded and fully renovated 18th-century farmhouse, thoughtfully reimagined by Gray Interiors of Darien, CT. This home blends timeless charm with an elegant yet relaxed New England feel. All systems and mechanicals have been completely updated and modernized. Stylish barnboard accents complement marble countertops, custom cabinetry, high-end finishes like the Shaws sink, and upscale lighting and bath fixtures. Located in the heart of ski country with views of Magic Mountain and just minutes from Magic, Bromley, and Stratton, this is a home for the outdoor enthusiast. A large pond in the backyard invites swimming, canoeing, and paddleboarding, while the expansive back deck overlooks the water--perfect for outdoor dining and entertaining. Upstairs bedrooms feature custom built-ins, and the primary suite --set in its own wing--boasts cathedral ceilings, a beautiful bath, and serene pond views. The well-planned gear room includes ample closets, cubbies, and hooks to keep outdoor essentials organized. Pet-friendly with a fully fenced backyard, custom dog cubbies, and a pet shower. Tesla EV charger included. The vintage barn offers flexible space for storage and an opportunity for another area to entertain. Live your best Vermont life in comfort, style, and natural beauty.

3715 Rte 11, Londonderry

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