Weston Vermont Real Estate

Charming and efficient, this 2-bedroom, 1-bath home offers a cozy retreat in the heart of Weston, Vermont. Designed for single-level living and low maintenance, the layout makes the most of its space. The main living area features an open flow between the living room and eat-in kitchen, leading to a deck that is perfect for morning coffee or outdoor grilling. Two bedrooms and a full bath complete the interior, with plenty of potential to update and make it your own. Recent improvements include a new metal roof and a newly drilled well, both completed within the past year, giving peace of mind for years to come. Located on Route 100, the property offers easy access to nearby towns. You are just minutes from the historic Weston Playhouse, the Vermont Country Store, and the village green, as well as a short drive to Okemo, Stratton, Bromley, and Magic Mountain for year-round recreation. The level lot provides space for a garden, patio, or simple outdoor enjoyment without the burden of extensive upkeep. Whether you are seeking a full-time residence or a vacation getaway, this home presents an affordable opportunity to own in one of Vermont's most desirable mountain towns where you can enjoy arts, dining, skiing, hiking, and the small-town charm that makes Weston so special.

Tuttle Barn Unit 5 enjoys one of Weston's best views overlooking the West River waterfalls and historic Mill with lovely meadows and mountains beyond! The handsome c. 1907 barn was converted to condos in 1983 and, with just five units “the barn” offers the best of in-town living with a small footprint and low-to-no maintenance demands. This charming unit offers two bedrooms (plus a loft) and features an open floor plan, 1.5 bathrooms, exposed beams, big picture windows and high ceilings. The Barn is tucked away in a quiet corner of the village and is an easy walk to enjoy summer theater at the Weston Theater, the best little library in Vermont, concerts on the Village Green or shopping and dining in town. Outdoor and recreational opportunities abound, with skiing and riding at six of Vermont’s diverse resorts within 15-60 minutes, hiking/biking outside your door, and Lowell Lake and the lakes north of Ludlow nearby. Offered partially furnished, this unit is turn-key and worry-free!

Beautiful Weston! Just 2 miles from the town center, this 3 Bedroom, 2 Bath Ranch style home on 1.5 Acres offers easy access, just off Route 100, with single level living. Enter into a large Sunroom surrounded with windows, giving the feeling of being outdoors year round and enjoy the wonderful Pellet stove. The eat-in Kitchen, with granite counter tops, offers plenty of cabinet space. The adjacent Dining area has sliders to a covered deck. Another Pellet stove in the Living Room gives true Vermont warmth. Primary Bedroom has attached bath with dual sinks, while the other 2 bedrooms share the hallway bath. The additions of the Sun Room and vaulted ceiling Family Room, with wood walls and ceilings offers so much additional living space to this manufactured home. Laminate and tiled flooring throughout. Two car garage with remotes, whole house Generator, mini split for cooling, and even an electric car charger! This meticulous easy keeper is being offered fully furnished. Close proximity to Bromley, Okemo, Magic and Stratton as well as all Weston has to offer with the Weston Theatre Company, Country Stores and more.

This adorable Weston home offers more than meets the eye – come check it out! The house sits on just shy of 2.5 acres and is adjacent to thousands of conserved acres in the Okemo State Forest and the Mount Holly Conservation Trust. Slawson Road is a quiet neighborhood with a nice mix of primary and vacation homes, offering true peace and quiet, and is located almost equidistant to Weston and Ludlow. With one-level living, you will appreciate that it is crisp and clean, exceptionally well-built and clearly well-maintained, and has features like a whole-house generator, metal roof, mudroom entry area, and two storage sheds for your tools and toys. The wide sunny deck and gravel stone patio behind offer outside living spaces during the warmer months and you’ll find the woodstove inside will keep you warm and cozy during the winter. Weston is an active and vibrant community, and an idyllic small Vermont village: home to small shops, several restaurants, the original Vermont Country Store and the Weston Village Store, Weston Priory, Kinhaven Music School and the phenomenal Weston Theater Company, the latter two offering performances throughout the summer. The town of Ludlow is just a couple of miles down the road and home to Okemo Ski Resort, great restaurants (ask for our favorites!), groceries, hardware and all your regular shopping needs. The best of Vermont is right outside your door – so, explore it to its fullest!

This charming saltbox cape contains four bedrooms and two bathrooms. Situated high above and overlooking the West River, this house has a level yard and year-round possibilities. An open concept main level with a wood stove, a bedroom, and a full bath. Upstairs, you'll find three additional bedrooms and a second bathroom. The unfinished full basement is your blank canvas! The backyard is fenced for your furry friends and there is the perfect perch for chairs to glance down on the river and watch the day slip away. Flat level driveway for easy access. This house is close to Londonderry for shopping and 20 minutes to Okemo, Magic and Bromley!

This beautifully updated 4-bedroom chalet-style home is nestled on a serene 1.4-acre lot, just minutes from the heart of Weston, the iconic Vermont Country Store, and the renowned Weston Playhouse. Featuring a freshly painted interior, newly finished walkout basement, and a new Harman pellet stove that efficiently heats the main level and upper loft, this home is move-in ready and perfect for year-round enjoyment. A standby generator provides peace of mind by powering most of the home during outages. Step outside to enjoy a spacious deck off the living room with views of the front yard, or relax on the private balcony off the primary bedroom overlooking the tranquil backyard. The property is thoughtfully landscaped and offers a peaceful retreat with a babbling brook, and a storage outbuilding. A new septic system installed in 2020 adds to the home's value and convenience. Ideally located near four major ski areas and a variety of local attractions, this home is perfect as a primary residence or a charming family getaway - offering the very best of Vermont living in all four seasons.

Down a quiet country road, where pavement yields to gravel and the air carries the scent of pine and possibility, this 3-bedroom, 3-bathroom home is nestled into 2.8 acres of Vermont woodland. Private and peaceful, yet just a short drive to both Weston Village and Londonderry Village, with ski resorts close enough for spontaneous powder days, yet far enough to keep the traffic at bay. The home is the perfect balance of seclusion and accessibility. The home is designed with space and flow in mind, and radiates natural light throughout its generous layout. The first floor features an open-concept kitchen and dining area, while the living room stands apart as its own spacious retreat—anchored by a stunning stone fireplace that sets the tone for cozy evenings and mountain memories. A half bath, mudroom, and access to the back deck complete this level. Upstairs, the primary bedroom features a full en-suite bath, accompanied by two additional bedrooms and a second full bathroom. Below, an expansive unfinished basement is ready for whatever you imagine: game room, studio, and so on. The outside deck is ideal for grilling, reading, and simply listening to the birds in your own forested sanctuary. Off the deck in the winter, the ridge line reveals itself through the trees, which could be further expanded with selected clearing. This home is a place to breathe deep, live simply, and feel the seasons shift around you. Please join us for an Open House on Sunday, August 31st,11am- 2pm.

This historic property located on Weston Island, the original settlement of the village of Weston, was once home to the area's beloved country doctor. Rich in antique farmhouse allure, it has been thoughtfully updated for modern living. The first floor features a generous mudroom, a living room with wide plank floors and wood stove, and a den with built ins and a wood burning fireplace that could serve as a 1st floor bedroom. You'll also find an eat in kitchen, a dining room, a full bath, and a laundry room and pantry. Upstairs, the expansive primary suite features a cathedral ceiling with exposed wood beams, its own access to the full bath, a walk in closet and a quiet work study. Sliders to a private balcony offer gorgeous mountain views. Three additional bedrooms complete the upper level. The attached barn includes an oversized 2 car garage with ample storage and the potential for animal stalls. A covered deck and stone patio overlook the deep backyard, which is partially fenced, leaving plenty of open space for outdoor recreation. Enjoy the peaceful presence of the West River from the property's edge, set high enough to appreciate the view without concern for flooding. Situated between vibrant Weston and the amenities of Londonderry, the home is a short drive from 4 ski areas, 3 lakes, and numerous cross country trails. Ideal as a full time residence or a vacation retreat, the property has also been a successful seasonal rental. Come see it and consider the possibilities!

Looking for a classic Vermont farmhouse with attention to historic detail and all the amenities for modern living? Perched above Weston's picturesque village center, Apple Croft offers a comfortable and cozy two floors complemented by a front porch with rockers, a screened porch for al fresco dining, and a large private deck for outdoor living. Curl up with a book by the wood burning fireplace in the living room, enjoy coffee or a cup of tea in the light and inviting breakfast nook, entertain in the formal dining room, or relax in the two-story primary suite that includes a sitting room, bath, and bedroom overlooking the rear gardens. Your family and guests will enjoy the two additional bedrooms, full bath, and a 3-season guest suite over the barn garage. Completely renovated in 2018, the property was improved in 2023 with an upgraded kitchen, rebuilt chimney, a whole house generator, and extensive landscaping including stone walls, a cutting garden and flowering fruit trees in the spacious back yard. A shaded path takes you to an idyllic swimming hole, and a trek down the quiet country road leads you to hiking, cross country skiing and snowmobiling in the National Forest, to a local farmstand, free concerts at the famed Kinhaven Music School, and tennis and swimming at the Weston Rec Center. Wander downtown to The Vermont Country Store, the Weston Theater, or one of the town's fine cafes. Being sold furnished, come make this Vermont Dream Home your own!

Secluded Vermont escape to enjoy through the seasons. Wake to birdsong and seasonal mountain views in this private 5-acre woodland retreat, tucked just beyond Wantastiquet Trout Club Pond. This lovingly maintained 3 BR/3BA home blends comfort, energy efficiency, and timeless Vermont charm. The open layout features locally milled wood floors, Jotul wood stove, sunroom, and screened porch perfect for summer evenings. The custom kitchen is outfitted with a Viking gas range and Fisher & Paykel dual-drawer dishwasher. Upstairs, a jetted tub offers a relaxing soak with nature views. Energy-efficient upgrades include owned solar panels, heat pumps with A/C, updated windows/insulation, new heat pump water heater, and well pressure tank, providing year-round comfort and savings. A home office, mudroom, laundry room, generous storage, and a walkout basement with workbenches and hobby space add versatility. Alongside the attached oversized 2-car garage and equipment shed, stairs lead up to a private 1 BR / 1 BA lock-off suite with kitchenette. The separate entrance offers flexible living space and option to separate the 2nd floor living area. For nature lovers, low-maintenance perennial woodland gardens, fruit trees, and berry bushes surround the home. All this conveniently located near the Weston Playhouse, Village Country Store, Weston Priory. Opportunities like this are limited in Weston - private, efficient, and close to skiing and village amenities that make this area so desirable.

Escape to this enchanting circa 1830 Colonial, a quintessential Vermont country retreat perfectly positioned at the edge of Weston Village with breathtaking Green Mountain views. Embrace the beauty of nature with nearby XC ski trails, snowmobiling, and snowshoeing, plus five renowned ski mountains just a short drive away. In summer, Weston comes alive with concerts on the village green, summer theater, charming shops, and farm-to-table dining. The propertys picturesque grounds feature lush perennial gardens, apple trees, classic stone walls, and a secluded in-ground swimming pool, offering a serene sanctuary for relaxation. Step inside and be transported back in time with beautifully preserved historical details, while five en suite bedrooms provide comfort and public areas continue to embrace New England traditions and character. A charming guest cottage with a kitchenette, living/dining area, bedroom, and three quarter bath is perfect for visitors or extended stays. Additional highlights include a detached studio, a spacious attic, and an attached garage, giving you endless possibilities to enjoy this stunning countryside escape. Discover the timeless beauty of Vermont living. Floor plans and 3D video assist in revealing the layout. Showings by appointment scheduled around occupancy. Furniture list being finalized.

This charming historic home, nestled on a hillside in the heart of Weston Village, offers a unique blend of old-world character and modern comfort. Built in the 1800s, the house is rich with architectural details, including aged barn wood accents, warm pine floors, and sunlit rooms that create a welcoming atmosphere for family and friends. The spacious living area is perfect for gatherings, while the home also offers plenty of quiet spaces to relax and unwind. The master suite is a true retreat, featuring stunning views of the stream at the back of the property, a walk-in closet, a dressing room, and a luxurious full bath. Each of the additional bedrooms is equally private, with its own bath either en-suite or just across the hall. Outside, the firepit area in the backyard and the front patio offer peaceful spots to enjoy the soothing sounds of the West River. Plus, with the Village Green, Weston Playhouse, and local shops only 0.2 miles away, this home is ideally located to embrace all that Weston has to offer. This property is a timeless treasure, ready to be cherished by generations to come.

Nearly 5,000 sq ft of flexible living space in one of Vermont’s most desirable towns—perfect for second-home buyers or investors. This unique property offers two distinct living areas under one roof: a beautifully designed walk-out lower level apartment ideal for rental income, in-law suite, or guest quarters, and an updated main level with style and comfort. The main level features a modern kitchen that flows into bright living areas, a beautiful living room with lots of windows, exposed beams, and a cozy loft. Both living areas boast large screened porches that invite you to unwind and take in the surrounding beauty. The oversized 2-car garage includes a workshop. A 700+ sq ft bonus room above the garage offers endless options—game room, gym, studio, or home office. Outside, enjoy a private stretch of the West River, basketball court, lush gardens, and peaceful mountain views. This house is nestled between Okemo and Stratton, Bromley and Magic Mountains. Just minutes away you will find the local Weston Recreation area, the VAST trails, the historical Vermont Country Store and Weston Theater. A full-house generator adds peace of mind. A flexible Vermont retreat, whether you’re looking to live, invest or do both.

A mountain retreat surrounded on three sides by the Green Mountain National Forest and yet only a few miles from the village green in Weston and the Weston Playhouse. Big views to breathe in. Turner Farm is located on a dead end road above the trout club. The 134 acre parcel covers the eastern slope of Peabody Hill; the land climbs to an elevation of 2,770 feet and is threaded with trails for walking and snowshoeing. The simple cape built in 1832 has an airy, light-filled kitchen and dining area and three bedrooms. It's a sanctuary to take respite; a place to slow down, connect with the land; write and be creative. The swimming pond, fed from a mountain spring, has been regularly stocked with trout and is home to a diverse array of wildlife including a moose who was spotted swimming across the pond. Herbs, peonies, fragrant shrub roses, lilacs, day lilies, hydrangea, Japanese iris, Dutch iris and other northern perennials bloom throughout the summer. There is an apple orchard for pies and applesauce and maple trees for sugaring. A studio and 1-bay garage were added in 2010. The land is enrolled in current use. A new permitted five-bedroom septic design will be installed before closing. Approximately 30 minutes from Bromley and Stratton; 3 hours from Boston and 4h 19m from New York. Showings begin July 25.

Location, Views, and Room for Everyone – It’s All Here and Waiting for You! Offering maximum warmth, comfort, and charm, this beautifully-built and well-maintained home features traditional New England architecture on 7+ picturesque and tranquil acres just outside the delightful village of Weston. The inviting layout features classic design and rich architectural details with formal and informal spaces, and the house was cleverly designed to seamlessly transition from being able to accommodate large groups, to those times when all you need is a smaller, more intimate part of the house. To wit, a “self-catering” guest suite built-out over the Great Room offers a completely separate living area – ideal for extended family and guests – with an additional 4BR/2BA and kitchenette. Offered partially furnished, the house is turnkey and ready for your enjoyment. You will love living in Weston and won’t be far from everything that makes the “mountain towns” of Southern Vermont so special: you’ll be just a few miles (or less) from great restaurants and shopping, four-season outdoor fun ranging from hiking and biking from your front door, to summer days on the water at nearby Lowell Lake or the lakes north of Ludlow, skiing at several major ski areas (15-45 minutes-drive), and world-class theater and music events right down the road in town. Weston is an active and dynamic community and ranks among Vermont’s prettiest villages and most popular year-round destinations. Come discover why!

Uplands is a gracious 105-acre hill farm on the south-facing slope of Markham Mountain, located just outside the historic village of Weston. Anchored by an 1800s farmhouse, the main residence has been thoughtfully added on to and renovated over the years and offers over 3,839 square feet of living space, including four bedrooms, three fireplaces and an attached two bay garage. The guest house preserves the historic character of an early 19th-century English barn with the addition of a two bedroom apartment on the main level. A short walk from the house, is a handsome post and beam bank barn. The three level barn includes a six-stall stable, three bay garage for equipment, and an inviting entertaining space on the top floor. Surrounding the buildings are stone walls, extensive perennial gardens and apple trees. An 1.5-acre spring-fed swimming pond with a sandy beach is stocked with trout and bordered by open fields and woodlands. A conservation easement with the Vermont Land Trust allows for the potential subdivision and construction of one additional residence. Located just minutes from the award-winning Weston Theater Company and year-round recreational opportunities such as hiking on the Long Trail and skiing some of Vermont's best at Okemo, Magic, Stratton, Bromley and Viking Nordic Center.