luxury real estate for sale Andover, United States

Perched above Weston's coveted Dale Road in a private woodland setting, this handsome expanded cape was designed by Raymond Austin, architect of the famed Weston Playhouse. The home exudes graciousness and attention to detail in a living space that offers both cozy warmth and a light and open feeling. Surrounded by country gardens and with a south facing deck and mountain views, the property is a slice of Vermont heaven both inside and out. The first floor has a welcoming mud room with laundry and powder room, a relaxed family room/kitchen with wood burning fireplace, walk-in pantry, and deck access, a formal dining room and spacious living room with gas fireplace, and a private bedroom with ensuite bath. The second floor includes 2 guest bedrooms, one currently used as a home office, sharing a full bath, plus a primary suite with a large bedroom, ensuite bath, and walk in closet. The full dry basement offers plenty of storage space, and the attached 2 car garage will be a special comfort in the winter months. Thanks to fiber optic internet and a standby generator, you'll be able to communicate and work from home while enjoying the peace and quiet of your own Green Mountain retreat. Weston is one of Vermont's most picturesque and vibrant villages, graced with the Weston Theater, The Vermont Country Store, dining at The Hub and The Left Bank, concerts at Kinhaven, and four seasons of outdoor recreation within a short drive to Stratton, Bromley, Magic, and Okemo Mountain resorts. Come see this special property for yourself, and you may well become its next lucky owners! Showings begin September 2.

Discover serene beauty in this charming 200 Sq Ft Tiny House, nestled on a picturesque 1-acre lot alongside the South Branch of the Williams River. A unique opportunity awaits as the tiny house is conveniently adjacent to a 2-bedroom cottage in need of renovation. Waiting for its new owner to continue the transformation.This property offers numerous options, allowing you to live in the cozy tiny house while working on the original home. Consider the possibility of removing the older structure to make way for something new, or simply use the tiny house as your Vermont getaway.A stone walkway leads gracefully down to the river, providing a tranquil connection to nature. Both structures are believed to be elevated above the flood zone, ensuring peace of mind in all seasons.This lovely property is a nature lover's dream and a rare opportunity to embrace the essence of Vermont's natural beauty.

Experience the Vermont lifestyle in this beautifully renovated 1864 Brick Federal style farmhouse set on 7.8 private acres just minutes from town. Rich in historic character and thoughtfully updated for modern living, this exceptional property offers the perfect blend of comfort, charm, and year-round recreation.Inside, youll find four spacious bedrooms, wide plank wood floors, and inviting gathering spaces designed for relaxed country living. The heart of the home is the warm and welcoming country kitchen featuring soapstone counters, a center island, and ample room for entertaining. A large living room with a pellet stove creates a cozy retreat after a day on the slopes or trails, while the den offers an ideal space for a home office or quiet study.The screened front porch captures the essence of Vermont living perfect for morning coffee, evening conversations, and taking in the peaceful surroundings. Outdoors, enjoy evenings around the fire pit beneath star filled skies, surrounded by the natural beauty and privacy of the property.A standout feature is the remarkable multi-level 55 x 40 barn, full of rustic character and endless potential. Having hosted countless gatherings and celebrations, it offers incredible space for entertaining, hobbies, storage, or future creative use.Tucked away just two miles from town, this serene retreat offers both privacy and convenience, with easy access to skiing, snowmobiling, hiking, and all the outdoor adventure and small town charm that make Vermont so special.

The smell of woodsmoke on a crisp alpine afternoon, the quiet crunch of fresh powder underfoot, and the sense that the rest of the world has dropped away, this is the reality waiting at the top of Powder Mill Ridge. Tucked into three acres of private Vermont forest, this contemporary retreat is designed less like a standard house and more like a basecamp for a life well lived.Winters mean stepping right out your door and onto local trails, spending the afternoon carving through fresh snow, and returning home with frozen cheeks to sink into the bubbling hot tub. In the summer, those same paths transform into a network of shaded hiking trails, where the only soundtrack is the wind through the hemlocks. Inside, the home strikes a balance between clean, contemporary lines and classic mountain warmth. The open-concept main floor encourages everyone to gather around the kitchen and dining spaces, sharing stories from the day's adventures while looking out at the mountain views. Downstairs, a fully finished walk out game room,complete with a pool table, rich pine ceilings, and a built in Sonos sound system offers the perfect space for rainy day tournaments or late-night movies.When the weather cooperates, the living space naturally flows outdoors. A newly constructed upper deck keeps you level with the treetops, while a clever dry-ceiling system protects the custom bluestone patio below. Walk to It is a place built for quiet mornings with a mug of coffee, lively weekend gatherings with friends, and immediate access to the best of Vermonts outdoors.Ready to Experience Powder Mill?Properties that offer this degree of privacy alongside direct trail access rarely stay quiet for long. Reach out today to schedule a private tour and see the views for yourself.

Set on 18 private acres, Popple Fields is a very special Vermont property one that feels less like a house that was built and more like a home that was lovingly crafted.Built in 1989 by its owner, a true master craftsman, this Williamsburg saltbox reproduction reflects a lifelong appreciation for traditional architecture, fine woodworking, and the quiet beauty of things made by hand. The builder was a skilled Windsor chair maker whose work was featured in Yankee Magazine, and that same extraordinary attention to detail can be felt throughout the home.Inside, the craftsmanship is warm and beautifully understated. Wide plank wood floors, paneled walls, reclaimed beams, layered moldings, and custom woodwork give the rooms an authentic sense of age and character. The house has the gracious proportions and enduring appeal of an earlier era, while offering the comfort and livability of a thoughtfully designed modern home.Originally created as a bed and breakfast. There are inviting spaces for conversation and entertaining, along with quieter rooms that offer privacy and retreat. The result is a home that feels equally natural filled with family and friends.The land is every bit as evocative. Stone walls, established gardens, wildflowers, fruit trees, and a blueberry patch unfold across the 18 acres. There is a wonderful feeling of discovery here paths to wander, gardens to tend, places to sit, and changing views through every season.A woodworking barn adds another layer of possibility, A genuine space for woodworking, craftsmanship and other creative pursuits. Just outside the charming village of Chester, Popple Fields is ideally situated to enjoy skiing, hiking, and exploring the surrounding countryside.But what makes this property truly distinctive is something that is difficult to replicate: the hand of the maker. The home carries the mark of the craftsman who designed and built it. This is a private VT retreat to be enjoyed for generations.

An exceptional Weston land parcel with panoramic views, this property has been family land for generations and is now being offered for sale. A long tree-lined private drive slopes through forest to a cleared, sunny 4-acre field prepared for a house site. The site's elevation at almost 1800 feet backs onto forest and reveals stunning four-season views of the Green Mountain range, rolling hills, and open fields. The parcel is in the heart of Weston but has complete privacy on all sides. Power is available at the road. Forests contain stands of maple, birch, ash, and oak, as well as areas of hard and soft woods with beech, pine, and hemlock. Water resources include natural springs, a pond site, and a mountain brook. Enhanced recreation trails offer opportunities for hiking, snowmobiling, or cross-country skiing. Of the 67.4 acres, all but five are enrolled in Vermont's Current Use tax reduction program. Should the owner wish to do so, select acres could be removed for additional house sites, each with its own awesome view, making this the perfect place for expansion, over the years, into a shared family retreat. The site is within easy access of Okemo, Magic, Bromley, Stratton, Killington and other resorts and recreation areas and is within minutes of The Vermont Country Store, the Weston Theater, and the village's cafes and shops. Photos cannot duplicate the experience of seeing this property firsthand; watch the video, then call to make an appointment today!

Classic Alpine Chalet with Guest House and Amenities. Embrace the Vermont mountain lifestyle in this four-season retreat, where classic 1970's alpine design meets the beauty of its natural surroundings. More than a private retreat, this property is a gateway to the many pleasures of Southern Vermont, from skiing and snowshoeing in winter to hiking, tennis, gardening, farmers markets, antiquing, galleries, Manchester shopping, the Weston Playhouse and Northshire Bookstore throughout the year. Set on a picturesque property with a private pond, tennis court and delightful gardens, the estate offers peace, privacy and plenty of opportunities to enjoy the outdoors. The main residence was designed to bring the outdoors in, with dramatic cathedral ceilings and expansive walls of glass that fill the rooms with light and frame views of the mountains, gardens and woods. A cozy den with brick fireplace is a comfortable spot to unwind, while a game room offers space for entertaining. There are three spacious bedrooms, including a private en-suite, along with two additional baths, one featuring a jetted tub and private sauna. A massive wraparound deck provides a wonderful place to take in the mountain setting. A split-rail fence creates a courtyard where you will find a curated flower garden, and the tennis court offers hours of play. The separate guest house provides complete privacy and includes a cathedral-ceilinged main room, bedroom and full bath, adding approximately 1,000 square feet of living space not included in the main house square footage or room count. A meandering path winds through the woods to a serene pond. Just 2 miles from Weston Village, 25 minutes to Manchester and within 30 minutes of four ski areas, this is a special Vermont retreat and a wonderful base for enjoying all that the area has to offer in every season.

A wonderful retreat on 35+/- acres in Chester is ready for new owners to enjoy. The gated, serpentine driveway threads its way through the woods and by the large pond, taking in the lovely, open meadow with stone works and gardens leading to the classic custom 2+ bedroom, 3 bath chalet in an absolutely charming setting. As if transported from the Alps, the architectural features, such as handsome exposed wood beams, cathedral ceiling with a large wrought iron chandelier, a dramatic wooden spiral staircase and ceramic tile, all echo elements of style from the slopes of Northern Italy. The current owners have restored and upgraded each of the three full baths with a spa-like sensibility and added cosmetic upgrades to the kitchen and throughout the home. The cozy living room features a woodburning fireplace and as well as a mini split to warm and cool off as needed. The cheerful kitchen with quartz counters and breakfast bar adjoins the dining area. A three-quarter bath with a luxurious tiled shower completes the first floor. The spiral stairway leads to a spacious light filled living/play area with a wood burning fireplace and a balcony to enjoy the stunning view. A third floor loft/aerie makes a wonderful study or play area. A solar array with two Tesla batteries offsets the electric bill and protects the property in a power outage. The two car garage is neatly tucked under the patio that features an inviting hot tub. Out front, the stone patio will delight with its custom granite picnic table and benches- a remarkable conversation piece! There are trails to hike through the woods, frontage along the Williams River for trout fishing, an old stone foundation, and a delightful pond with a floating dock to swim and relax with friends and family, all in a mesmerizing setting within 5 min. to the Chester village. Close to Okemo and several other ski mountains. This unique property would make an awesome vacation or full time home.

Over 5,000 sq. ft. of finished living space across two distinct living levels offers exceptional versatility in Weston. Each level has its own drive, front and rear exterior entrances, primary ensuite, laundry, full kitchen, dining and living areas, plus additional flex rooms. The configuration offers strong potential for rental income, owner occupancy with a separate second unit, extended stays or other uses.The main level features a light-filled great room with soaring cathedral ceilings, exposed timber trusses, warm wood floors and a loft overlooking the living space. A large screened porch opens directly from the great room, while the adjoining kitchen offers wood cabinetry, granite counters, center island, gas range, pantry and abundant storage. The primary suite includes a walk-in closet and spacious shower with dual shower heads.The lower level provides another full kitchen, dining and living area, primary ensuite, laundry, additional sitting and flex rooms, radiant floor heat, a second screened porch, its own driveway and exterior access to both the front and rear yards.Outside, landscaped gardens, stonework, patio and a broad level lawn framed by mature trees create inviting outdoor spaces. A fenced half basketball court adds recreation, while the West River forms the southern property boundary. The attached 2-car garage adjoins the main level and includes workshop and storage rooms, with finished bonus space above currently used as a gym and entertainment area. Property improvements include recent drainage work on the front of the property creating a swale, berm and raised driveway to help redirect runoff.Just 8 miles from Okemo, with Bromley, Magic Mountain and Stratton within easy reach, plus Weston village and Ludlow nearby for dining, shopping and year-round recreation. A distinctive two-unit Weston property offering space, separation and income-generating potential in a prime Southern Vermont location.

Discover the possibilities of this spacious Weston retreat, offering over 5,400 square feet of finished living space and a remarkably flexible layout just 8 miles from Okemo Mountain Resort. Designed with two complete living levels, each featuring its own kitchen, primary ensuite, living and dining areas, laundry, screened porch and separate exterior entrances, the home offers exceptional versatility for extended stays, remote work, recreation and gatherings.The main level is highlighted by a dramatic great room with soaring ceilings, exposed timber trusses, warm wood floors and a loft overlooking the living space. The spacious kitchen features granite countertops, a center island, gas range and pantry. The walkout lower level offers its own complete living areas, additional flex rooms and radiant floor heat, providing comfortable, independent spaces within the home.An attached two-car garage includes workshop and storage areas, with finished bonus space above. Outside, enjoy landscaped grounds, stonework, a patio, expansive lawn, 1/2 basketball court and the West River along the property's southern boundary. A whole-house generator adds convenience and peace of mind.Minutes from Weston village, with its renowned theater, shops and restaurants, and within easy reach of Okemo, Bromley, Magic Mountain and Stratton, the location offers year-round access to Vermont's mountain lifestyle. A distinctive property offering the space, flexibility and comfort to enjoy Vermont on your own terms.Per FEMA mapping, the residence is in Zone X (0.2% annual-chance flood hazard), while portions of the land are in higher-risk areas. Improvements include the nearby state-replaced bridge and recent drainage work on the front of the property creating a swale, berm and raised driveway to help redirect runoff. Sellers do not carry flood insurance. Flood history, mitigation details and mapping are available in disclosures.

Showings Start Saturday. OPEN HOUSE SATURDAY October 31 from 1-3 PM. Adorable and perfectly sized for simple country living, this inviting retreat in desirable Weston Heights offers comfort, character, and a wonderful Vermont setting. Tucked back in the woods with open lawn areas for play, a large deck for outdoor enjoyment, and winter views, it is truly a haven in every season.The upper-level living space features a cathedral ceiling, abundant glass, and a corner fireplace anchoring the great room. An efficient galley kitchen opens to the dining and living area, creating an easy flow for everyday living and entertaining. Sleeping quarters are on the lower level, offering separation and privacy, while convenient rear storage adds practicality.Ideally located in Weston's hills, enjoy summer theater, Vermont Country Store, an upscale restaurant, and a local bakery. Skiing at Okemo, Magic, Bromley, and Stratton, along with Viking Nordic skiing and numerous hiking trails, make this a delightful vacation getaway or year-round country escape.An exceptional bonus is the separately deeded adjacent lot, offering options to explore future development, retain for added privacy and protection, or consider selling separately, subject to applicable approvals.A charming retreat with a special connection to the outdoors and all that makes Vermont living so appealing. Measurements approximated.

Morning light spills across the meadow, the pond reflects the changing sky, and the Green Mountains rise in the distance. Set on 10.2 acres along a quiet country road near Weston Village, this exceptional parcel offers the rare opportunity to create a Vermont home deeply connected to both landscape and lifestyle.Much of the groundwork has already been completed, including a state-approved five-bedroom septic design, a newly created four-acre meadow, and a spring-fed pond that brings natural beauty and a sense of calm to the property throughout the seasons. Southern exposure, mountain views, and multiple building sites offer flexibility for designing a retreat that feels both private and open to the surrounding scenery. Architectural renderings are also available to help inspire the vision ahead.Adventure and recreation are woven into daily life here. Spend winter days skiing at Okemo, Bromley, Stratton, or Magic, then return home beneath clear mountain skies. Warmer months invite hiking, mountain biking, paddling, and exploration within the nearby Green Mountain National Forest, with snowmobile and cross-country ski trails also close by.Just over a mile away, Weston Village offers a timeless Vermont atmosphere with local dining, the Vermont Country Store, Weston Theater Company performances, and gathering places that give the area its enduring character and sense of connection.Rarely does a ready-to-build parcel combine natural beauty, recreation, and proximity to one of Southern Vermonts most beloved villages so effortlessly. A remarkable setting to shape something truly personal.

Exceptional Investment Opportunity in Chester, VTDiscover this stunning, completely renovated property that beautifully combines modern amenities with unique character. Featuring two residential units. This home showcases high-quality upgrades throughout. Enjoy peace of mind with new electrical, plumbing, insulation, and energy-efficient windows. The kitchens and bathrooms have been meticulously designed, incorporating reclaimed materials that add warmth and charm to the contemporary aesthetic.In addition to the inviting residential spaces, this property includes a versatile two-story commercial area currently occupied by a successful, established business making it ideal for investors or entrepreneurs. With prominent visibility and high traffic flow, the commercial space is well-suited for a variety of ventures, from retail to office use.Situated just a short drive from Okemo Mountain, this property offers year-round appeal for outdoor enthusiasts and tourists alike. Plus, it is conveniently located near the vibrant shops, dining options, and recreational activities of Chester and Ludlow.This versatile property allows for multiple avenues of income - whether you choose to occupy one of the residential units, rent both out, or utilize the commercial space, the possibilities are endless.Don't miss your chance to own a piece of this thriving community.

Set on seven private fenced acres with stone walls and dual gated entrances, this custom Vermont property offers privacy, flexibility, and year-round access to Southern Vermont's premier recreational destinations.Perched on scenic Cobble Ridge in Londonderry, the property enjoys southwest exposure and seasonal Green Mountain views. Natural light fills the great room, where a brick fireplace anchors the living space. The kitchen with premium appliances flows into the dining and living areas, creating an inviting setting for entertaining and everyday living.The main residence features three ensuite bedrooms, including a lower-level suite and an upper-level suite that could each serve as a primary bedroom, depending on how the home is used. Additional living spaces provide flexibility for guests, recreation, remote work, or additional sleeping accommodations. A separate one-bedroom guest cottage offers added privacy and versatility.Designed for both gathering and retreat, the property includes multiple decks, a covered porch, open meadow, and expansive fenced acreage. A three-car garage and solar power system further enhance functionality and efficiency.Conveniently located near Stratton, Bromley, Magic, and Okemo Mountains, as well as Lowell Lake, Manchester, Weston, Londonderry, and South Londonderry, the property provides easy access to skiing, hiking, cycling, fishing, golf, shopping, dining, and cultural attractions throughout the region.224 Cobble Ridge Road presents a rare opportunity to own a private Southern Vermont retreat combining quality craftsmanship, flexible living spaces, and exceptional access to the region's four-season amenities.

Located on the edge of the Historic Stone Village of Chester, this thoughtfully renovated and reimagined circa 1880 3 bedroom, 2 bath home has the character of a VT farmhouse while being totally updated. Set on .33? acres, this light-filled property features wide-pine floors, exposed beams, and a Vermont Castings woodstove enhancing an inviting open-concept living space. The kitchen/dining has butcher block counters, attractive center island with Vermont slate/stone counter, that looks out over to a picturesque valley view. A spacious first-floor bedroom and full bath with laundry provides easy one-level living. Upstairs, two additional bedrooms with generous closets share a stylish full bath finished with classic subway tile. Recent upgrades include energy efficient systems and a new four-bedroom leach field. Walk to the market and charming village shops, antique stores and restaurants. Enjoy the recreation area, with its disc golf course, pickleball/tennis courts and sledding hill. Ideally located within 20 min. of Okemo Mountain Resort and Magic Mountain and within 40 min to Stratton or Bromley. This easy maintenance Vermont home is equally suited as a primary residence or second home.

27.8 +/- acre wooded parcel close to Chester Village with beautiful views. Driveway is roughed in and a clearing prepared at the entry to the land for a house site and a Vt state approved 4 bedroom wastewater Permit. Newly opened views from the plateau along the ridge accessed by an established logging road are a must see. Soil tests indicate a 3 bedroom home site is possible at the scenic viewpoint. Property has old stone walls and gorgeous rocks and stone on site for landscaping. Possible to subdivide. Adjoins town forest along the back property line. The 27.8 acres meets the minimum requirement for enrollment in the VT Current Use Forestry program for tax savings. Close to the charming village of Grafton for x-country skiing and dining at the historic Grafton Tavern. Okemo, Magic and Bromley Mountains are within easy reach. 15 min. to I91. Whether you are a summer recreational enthusiast, enjoy winter sports, or just want to chill in a small village atmosphere, this property is ready for your building plans!

Have it all on Timber Ridge! This spacious Windham colonial offers four bedrooms in the main house plus a recently renovated one bedroom accessory dwelling unit on the lower level, creating valuable flexibility and rental potential. Set in the mountains, the home welcomes you with a covered front porch and attached two car garage, making four season living that much easier. Inside, a dramatic multi story foyer with floor to ceiling window opens to warm wood floors and a comfortable layout with plenty of room to gather. The kitchen features a breakfast bar island and ample cabinetry, flowing into the dining area and out to the back deck, which was replaced last year.Upstairs, the primary suite includes a private bath and large walk in closet, with two additional bedrooms and a shared full bath nearby. The walk out lower level accessory dwelling unit has been recently renovated and includes its own kitchen, living and dining space, oversized bedroom, and full bath. Radiant in floor heat serves the main and lower levels, while newer heat pumps provide instant, efficient heating and cooling.Whether you are looking for a full time home or a Vermont getaway, this property offers the space, flexibility, and mountain setting to enjoy Southern Vermont in every season.Upstairs, the primary suite includes a private bath and large walk in closet, with additional bedrooms and a shared full bath nearby. The walk out lower level offers even more flexibility with a separate apartment featuring its own kitchen, living and dining space, oversized bedroom, and full bath. Radiant in floor heat on the main and lower levels adds comfort throughout, with mini splits offering efficient ancillary heating and air conditioning in the warmer months.Whether you are looking for a full time home or a Vermont escape, this is a place to spread out, settle in, and enjoy mountain living in every season.

Lot 9 - This 12.2-acre wooded lot offers potential for long-range mountain views with clearing. Easy access from a town-maintained gravel road.Located just 5 minutes from Ludlow and Okemo Mountain Resort, this property offers both privacy and proximity to year-round recreation and amenities. Lot 9 is accessible via a right of way and abuts the Okemo State Forest.Vermont State Wastewater Permit is needed.