Properties Near 135 Overlook Drive Londonderry, VT

What do you get when two pioneers buy a beautiful colonial farmstead with the intention of sticking around quite a while, rehabilitate it for their long-term use, and then find out work will require them to relocate? You get this gorgeously renovated 4-bath-4-bed 1890 construction on over 2.5 lovely acres back on the market! Sellers are motivated due to having already relocated for work! Historical authenticity has not been sacrificed in their successful pursuit of modern comfort: the tasteful remodeling of the kitchen, bathrooms, floors, ceilings, and more won't distract from your delight in the rustic touches left intact or even improved upon, like the specially-selected Glenwood Modern F Cookstove. Luxuriate in central AC, a Vermont rarity, when you come in from your work in the expansive 2-floor garage/barn, chicken coop, or on the grounds graced by a lovingly cared for orchard beside a scenic private pond. Did we mention the orchard? Apples, peaches, pears and cherries dot the landscape, an arborist's dream, with gorgeous mountain views in the distance! Nestled in the desirable town of Londonderry, you have access to year-round amenities at a level not found in every ski town: it's home to Magic Mountain, and a short drive away from Bromley, Stratton, and Okemo. In the warmer months, enjoy gorgeous 102-acre Lowell Lake, its state park and its islands just minutes away! While newly-planted arbor vitae promise to shoot up quickly and reduce the highway noise, the house sits comfortably above Vermont Route 11, a road offering pleasant drives between ski towns. Once you're inside or in your backyard, you may be surprised how quickly you forget about the world going by and remember to be glad you bought this diamond-out-of-the-rough. Sold largely furnished! Inquire today while it's still available!

Welcome to 494 West River Street, a classic Vermont retreat nestled on more than 10 picturesque acres along the scenic West River in South Londonderry. Built in 1965, this four-bedroom, two-bath ranch-style home offers a rare opportunity to enjoy the natural beauty, privacy, and year-round recreation that make Southern Vermont such a sought-after destination. Set among mature trees and open spaces, the property provides a peaceful setting where the sights and sounds of the river create a truly relaxing atmosphere. Whether enjoying morning coffee on the porch, gathering with family and friends, or simply unwinding after a day outdoors, you'll appreciate the connection to nature that surrounds this special property. Outdoor enthusiasts will love the proximity to some of the area's most treasured recreational resources. Also Views of Magic Mtn from house! The renowned West River Trail is just a short walk away, offering miles of scenic hiking, biking, cross-country skiing, and snowshoeing. Nearby access to the Green Mountain National Forest and Winhall Brook Campground provides endless opportunities for exploring Vermont's beautiful landscape, while the West River itself invites fishing, kayaking, and peaceful riverside enjoyment. Conveniently located in the heart of Southern Vermont, the property is just minutes from the charming villages of South Londonderry and Londonderry. There, you'll find local shops, restaurants, farmers markets, and a welcoming small-town atmosphere. World-class skiing, golf, and year-round events at Stratton and Bromley Mountains are also within easy reach, making this an ideal base for every season. Whether you're seeking a full-time residence, a weekend escape from city life, or a vacation property to enjoy with family and friends, 494 West River Street offers a unique combination of riverfront beauty, acreage, privacy, and recreational access in one of Vermont's most desirable four-season locations

Tucked along a country road just beyond the village, shopping center and Pingree Park, this charming cedar shake Cape combines historic New England character with remarkable energy efficiency. Thoughtfully renovated with a comprehensive deep-energy retrofit, the home offers modern comfort while preserving its vintage appeal, including exposed hand-hewn beams and original architectural details dating back more than 125 years. Extensive improvements include insulated walls and foundation, an R-90 attic, standing seam metal roof, upgraded electrical service, heat pumps for efficient heating and cooling, a rebuilt chimney with stainless liner, and a 6 kW rooftop solar array. The result is a comfortable, low-maintenance home with exceptionally low operating costs and net-zero energy potential. Inside, warm living spaces blend historic charm with modern conveniences. Updates over the years include improved electrical systems, added indows and replaced windows where needed, renovated stairs, updated fixtures, and newer appliances. A wood stove hook up adds potential for additional ambiance and supplemental heat. Outside, the property offers a spring-fed pond, mature woodland, perennial gardens, raised beds, and a stone patio with fire ring for enjoying Vermont's four seasons. Though modest in size, the setting feels expansive with neighboring open fields and woods providing a sense of connection to nature. Located in the heart of the Southern Green Mountains, the property is just minutes from Bromley, Magic, Stratton and Okemo Mountains, and countless hiking, biking, cross-country skiing, and paddling destinations nearby. Weston Village, Manchester, and Chester are all within easy reach, offering theater, dining, shopping, and year-round cultural events. An uncommon opportunity to own an adorable and highly efficient Vermont home near town where historic character, sustainability, and four-season recreation come together in one convenient location. All measurements approx

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.

Nestled in the heart of Vermont's scenic countryside, this beautifully maintained log cabin offers the perfect blend of rustic charm and cozy comfort. Surrounded by nature and timeless New England beauty, the home welcomes you with warm wood interiors, exposed beams, and an inviting atmosphere ideal for year-round living or a peaceful getaway. Thoughtfully cared for and full of character, the cabin features comfortable living spaces, a charming country feel, and the tranquility only Vermont can offer. Whether relaxing by the fire, enjoying crisp mountain air from the porch, or taking in the picturesque surroundings, this enchanting retreat captures the essence of cozy Vermont living. Powder Mill is a unique community designed for the outdoor enthusiast.  Offering direct access to trails, snowmobile routes, scenic ponds, and a welcoming neighborhood feel.   Outdoor recreation can be enjoyed year-round. In the winter, residents and visitors are just a short drive from the renowned ski slopes of Stratton Mountain Resort, Bromley Mountain,  Magic Mountain Ski Area and snowshoeing on Lowell Lake.  During the warmer months, the area offers abundant hiking, walking, and mountain biking trails that showcase Vermont's natural beauty. Swim, fish, canoe or kayak at nearby Lowell Lake.  After a day of adventure, nearby Manchester provides a wide variety of dining options, from casual cafés to fine restaurants, ensuring there's something to satisfy every appetite.

Discover your perfect Vermont getaway in this well-maintained 3 BR, 2 BA home. Designed for both relaxation and year-round adventure, this property places you minutes from southern Vermont's best skiing and charming village life. The first level offers ultimate convenience, featuring a roomy, tiled mud room for all your gear, two comfortable BRs, full bath and a private primary suite complete with ensuite bath. The home's upper level is dedicated to spacious, comfortable living. To the right, a bright living area beckons, with a pair of sliding glass doors leading out to your brand new deck—the perfect place to enjoy a quiet cup of coffee, or glass of wine. The layout flows seamlessly into a large dining room, ideal for hosting delicious meals and great conversations with your favorite people. The well-appointed kitchen is ready to inspire your culinary creativity, or simply handle a quick snack. Perfectly nestled on a quiet road, the location is unbeatable for the outdoor enthusiast. You are just 10 minutes to Magic Mountain, a quick 20 minutes to Stratton or Bromley, and under 30 minutes to Okemo. Your four-season mountain adventure starts here. SHOWINGS BEGIN WITH OPEN HOUSE - SATURDAY, 5/30 & SUNDAY, 5/31 2 - 4PM.

Set on 3.9 level acres in a quiet neighborhood just minutes from the village of Londonderry, this four-bedroom, two-bath chalet offers comfortable year-round living or an ideal Vermont getaway. The home features a functional floor plan with four bedrooms, generous living space, and a full basement providing additional storage and utility space. Recent improvements include a brand-new roof (2026) and the added peace of mind of a fully operational Generac whole-house generator. While some cosmetic updates would enhance the home, it is move-in ready and offers an excellent opportunity to personalize over time. The open, usable lot provides space for outdoor recreation, gardening, or simply enjoying the surrounding natural setting. Bordering more than 100 acres of town-owned, non-developable land, the property enjoys exceptional privacy and direct access to the beauty of Vermont's landscape. Conveniently located near Londonderry's shops and restaurants, with easy access to Stratton, Bromley, and Magic Mountain ski areas, this property is well suited as a primary residence, vacation home, or investment opportunity. Offered with appliances included, including washer and dryer, and being sold as is.

It is possible to live rent or mortgage free and here’s your opportunity. This fully rented, three unit multi family property is already generating income. Live in one unit and let the other two cover your expenses, or bring your own vision to life in this premier location. Zoned for both commercial and residential use, the possibilities are extensive. Imagine a riverfront restaurant with al fresco dining, a new retail shop, an exercise or hot yoga studio, an art gallery, or continue with office and wellness services the property currently includes office space and a massage therapy business. The offering includes two houses, one apartment unit, an office space unit, and four garages along the Utley Brook branch of the West River. You’ll enjoy 365 feet of beautiful waterfront and 435 feet of frontage on Londonderry Marketplace, with ample parking to support your business or development plans. All three residential units are fully rented and generating strong income. There are many properties on the market but only one with this unique combination of location, flexibility, and potential. An exceptional opportunity to create the lifestyle or business you envision.

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.

Applebrook Cottage in Landgrove offers the rare opportunity to own an authentic antique home, rich in character, charm, and potential . . . and also 8+/- acres with additional development potential on one of the prettiest roads in the area! Live in the cottage while you build your dream home or make the cottage your own special retreat and appreciate the acreage for recreation and adventure. Offering timeless appeal, the circa 1829 cottage sits among mature apple trees and perennial gardens, with long frontage on a gently flowing brook and it can be used and enjoyed as is, but it is also a blank canvas for restoration or modernization and the next chapter in its storied history. The add’l acres lie mostly across the stream and are accessed from Ridge Road, well off the main road and adjacent to the Green Mountain National Forest. Conveniently located between the villages of Londonderry and Peru, it is a short drive to town for groceries and more, and you’ll enjoy shopping, dining, arts and historical opportunities, summer theater and the best summer farmers’ market just minutes away. A wider selection of amenities is in Manchester, just 15 minutes west. Outdoor enthusiasts will appreciate easy access to several ski resorts (Bromley is 5 minutes’ drive), and direct access to national forest and the Catamount Trail, with miles and miles and acres and acres of year-round recreation. Comfortable as it is and full of possibilities for future updates, Applebrook Cottage offers an authentic and historic Vermont cottage with character, charm, and convenience.