This spacious home located at the end of a dead end road, offers privacy with 25+ acres. If you are looking for a home with plenty of storage, look no further! The inviting entry welcomes you into the open kitchen, dining and living space. Access the wrap around deck that overlooks the yard below from the light filled living room. The primary bedroom boasts a large walk-in closet, 3/4 bath with built in vanity and a tiled shower with double shower heads, and deck access. Also on the main level is a 1/2 bath, laundry room and a bonus room with lot's of possibilities including storage, pantry or office. Upstairs are two large bedrooms, a full bath and a large landing. The ground level provides an additional bonus room, a one bedroom apartment with a large living space, kitchen, full bath with laundry and a private entrance. Perfect for rental income or an in law suite. A three bay garage has room for your vehicles and your hobbies. A newly drilled well, portable generator hookup and central air are just a few of the features this property offers. The mostly wooded land has well established trails throughout it. Come, explore and see first hand everything this property has to offer!
Listed by Danae Lyn Rakotz and Suzi Lamson of Vermont Heritage Real Estate
This beautifully updated property in charming Rochester, VT offers exceptional flexibility for investors or owner-occupants. Five bedrooms in total this home has space for everyone. All units have been nicely updated throughout and are well-suited for short or long-term rental, with a strong STR income history already in place. Major system upgrades include a new standing seam roof, new furnace, and updated electrical throughout giving buyers peace of mind and turnkey performance from day one. Situated right off Vermont's iconic Route 100, you're steps from Rochester's quaint village shops and restaurants, yet perfectly positioned between two of Vermont's premier ski destinations Killington Resort and Sugarbush Resort are each just 30 minutes away. Beyond skiing, outdoor enthusiasts will love the year-round access to world-class hiking, mountain biking, golf, and endless Green Mountain National Forest trails right out the door. Whether you're looking to generate rental income, enjoy a Vermont basecamp for all four seasons, or both, this property truly delivers. Live in one unit, rent the others, and let Vermont's thriving recreation economy work for you. Properties of this caliber are rarely available a must-see!
Listed by Nathan Mastroeni and Jessica Ackley of Elevations Real Estate
Come see and appreciate this recently rejuvenated and extraordinary home that includes 6 bedrooms and 4 bathrooms as well as a 2 car garage! Located just off the downtown village area, this unique property features historical charm and character with vintage woodwork, custom wood floors, high ceilings, spacious rooms and the nooks and crannies a classic home has to offer! Relax on the rear porch or enjoy the private yard and great family room that overlook the nearby pond providing a peaceful retreat at the end of a long day!
Listed by Susan Bellville and A.j. Bellville of Bellville Realty
Step into a rare offering where timeless New England charm meets contemporary comfort. Originally built in 1846 and thoughtfully reimagined, this exceptional Taftsville, Vermont residence is set along Happy Valley Brook, creating a private sanctuary defined by peace, beauty, and understated elegance. Historic character is beautifully complemented by carefully curated upgrades, including energy-efficient heat pumps, enhanced electrical systems, basement insulation, and newer windows-ensuring comfort and efficiency in every season. Recent capital improvements, such as updated siding, a newer drilled well, and new oil and propane tanks, underscore the home's turnkey reliability, while generator-ready capability provides an added layer of confidence. Enjoy a kitchen built for making memories anchored by a newly installed and sleek granite island perfect for connection and celebration. Outdoors, the revitalized grounds invite both quiet relaxation and effortless entertaining, all framed by the natural splendor of this picturesque village setting. Positioned on coveted Happy Valley Road, the property offers a lifestyle as desirable as the home itself-where morning strolls and evening bike rides become part of your daily rhythm. Just minutes from the boutiques, dining, and charm of Woodstock, as well as convenient access to Interstate 89, this location perfectly balances a charming, village-like setting with accessibility. Imagine summer evenings spent beside the gently flowing stream, gathered around a glowing fire under the stars-an experience that captures the very essence of elevated Vermont living.
"The Hideaway House - A Private Sanctuary”: This light-filled contemporary retreat located high on a hill in fashionable West Windsor is the quintessential "Goldilocks" Vermont property. It offers a private woodland sanctuary where quiet tranquility and architectural highlights meet. Tucked into a secluded 5.52-acre wooded bowl and set back over 200 ft. from the road, this tasteful 3BR/3BA home with attached 2-car garage is a personal refuge with ultimate forest immersion situated just minutes from Mt. Ascutney's world-class trails. Boasting high-end architectural features-including original wood finishes, fir/oak flooring, and three fireplaces, this home's sun-drenched interiors possess soaring cathedral ceilings and a plethora of windows that pull the forest scenery into every room. Each bedroom is a private suite with an en-suite bath. The property is ideal for an idyllic remote work lifestyle powered by high-speed fiber optic Internet. The topography is primed for a lifestyle transformation. The gently sloping lot is perfectly graded for a future multi-tiered deck or cascading entertainment area flowing seamlessly from the living room or kitchen. Imagine your private woodland backdrop as the focal point for picturesque summer hosting. Located on a scenic "private carriage road," this Vermont gem is secluded enough for total serenity, but also conveniently near the culture of Hanover and Woodstock. High-speed, high-altitude, and high-end privacy... at a moderate price.
Listed by Ross Doody of Century 21 Highview Realty
Set in a secluded glade at the base of Mt Cushman, this 3-bedroom, 3-bath chalet offers a rare opportunity to own a true Vermont retreat. Overlooking Edwin's Pond and the Green Mountain National Forest, the property delivers a sense of privacy and immersion in nature that is increasingly hard to find. Moss-covered boulders, filtered woodland light, and elevated mountain views create a setting that feels both timeless and deeply restorative. From the doorstep, access miles of protected forest for hiking, backcountry skiing, snowshoeing, and mountain biking. The Ridgeline Outdoor Collective trail network continues to grow nearby, while some of Vermont's premier ski areas-Sugarbush, Mad River Glen, Middlebury Snow Bowl and Killington-are all within easy reach. Despite this proximity to world-class recreation, Rochester remains quietly removed, offering a more authentic and uncrowded Vermont experience. Often referred to as the “heart of the Green Mountains,” Rochester blends natural beauty with a vibrant, close-knit community. Enjoy local markets, events, and a strong culture of outdoor living, all without the pace and pressure of larger resort towns. The home is thoughtfully positioned to take full advantage of its surroundings, offering a warm, comfortable interior that complements the landscape. Whether as a weekend escape or a full-time residence, this is a property that invites you to slow down, reconnect, and experience Vermont at its best.
Listed by William Brokhof of Vermont Backcountry Real Estate
Tucked into the hills above Edwin’s Pond, this inviting Vermont home offers a rare combination of privacy, comfort, and immediate access to some of the region’s best outdoor recreation. Thoughtfully maintained and updated, the property features brand-new decks that create welcoming spaces to enjoy morning coffee, summer dinners, and the changing colors of the surrounding landscape. A new, high efficiency boiler provides dependable heat through the winter months, making year-round mountain living both practical and comfortable. There's also two wood stoves if you enjoy the romance and warmth from a wood fire. Outdoor enthusiasts will find no shortage of adventure close to home. The nearby Velomont Trail corridor and growing Ridgeline Outdoor Collective trail network offer exceptional opportunities for hiking, mountain biking, trail running, and exploration throughout the seasons. Edwin’s Pond is just moments away for paddling and fishing, while the surrounding Green Mountains provide endless opportunities for hunting, snowshoeing, backcountry skiing, and wildlife viewing. Abuts 125 acres conservation land and a waterfall! Winter recreation is equally impressive, with Sugarbush, Mad River Glen, Killington, and Pico all within an easy drive. Access to the VAST snowmobile trail system is nearby, and the Green Mountain National Forest provides thousands of acres to explore year-round. The village of Rochester offers the charm of a traditional Vermont mountain town, with locally owned cafs, restaurants, galleries, community events, and a strong sense of place. The broader Mad River Valley and Upper White River Valley expand the options for dining, shopping, skiing, and recreation while preserving the authentic character that continues to draw people to this corner of Vermont. Whether you’re searching for a full-time residence, a seasonal retreat, or a basecamp for four-season adventure, this property offers an opportunity to experience Vermont at its best.
Listed by William Brokhof of Vermont Backcountry Real Estate
Set on 4.7± acres along scenic Bethel Mountain Road, this mountain-view property offers the kind of Vermont experience that you're yearning for. With a swimming pond, expansive outdoor living spaces, detached three-car garage, and easy access to some of the state's best outdoor recreation, this is a home designed to be enjoyed in every season. The setting is exceptional. Long-range mountain views stretch across the landscape while the pond provides the perfect place to cool off on warm summer afternoons. Morning coffee comes with mountain views. Evenings end with sunsets, stars, and the quiet that only a country setting can provide. The land strikes a rare balance between open usable space and natural beauty. Inside, the home offers comfortable living with three bedrooms and three baths. Large windows fill the space with natural light while maintaining a strong connection to the surrounding landscape. Whether you're looking for a full-time residence or a four-season retreat, the home is designed for easy Vermont living. A standout feature is the solar array paired with Tesla battery storage. Beyond reducing energy costs, the system provides valuable backup power and peace of mind during New England weather events. Fiber-optic internet availability adds modern convenience to this rural setting. Location is another major draw. Rochester has quietly become one of Vermont's most sought-after small towns, offering excellent local restaurants, shops, a library, school, community events, and an authentic sense of place. Outdoor enthusiasts will immediately recognize the appeal. The Ridgeline Outdoor Collective trail network, Velomont Trail corridor, and thousands of acres of Green Mountain National Forest are all nearby, offering endless opportunities for hiking, mountain biking, trail running, fishing, hunting, snowshoeing, backcountry skiing, and exploring Vermont's famous Class IV roads.
Listed by William Brokhof of Vermont Backcountry Real Estate
Set on approximately 2 private acres surrounded by Vermont countryside, this spacious 3-bedroom, 2-bath home offers the perfect blend of comfort, recreation, and country living. From the moment you arrive, the paved driveway and detached 2-car garage provide convenience and curb appeal, while the expansive setting creates a peaceful retreat just minutes from local amenities. Inside, you'll find a bright and inviting layout with abundant natural light, hardwood flooring, and generous living spaces designed for everyday living and entertaining. The large kitchen features ample cabinetry, extensive counter space, and a center island that opens seamlessly to the dining and living areas. Oversized windows frame beautiful views of the surrounding landscape, bringing the outdoors in throughout the seasons. The huge primary suite offers a true owner's retreat, complete with a walk-in closet and direct access to the outdoor deck and hot tub area. Two additional bedrooms and a second full bath provide plenty of room for family, guests, or a home office. The fully finished walkout basement expands the living space considerably and features a warm, inviting family room with a wood stove, custom bar area, office space, and additional flex rooms perfect for hobbies, recreation, or working from home. Outdoor living is where this property truly shines. Enjoy summer gatherings on the expansive three-quarter wraparound deck, relax in the hot tub, or cool off in the above-ground pool with surrounding deck. The open lawn provides room for gardening, recreation, pets, and outdoor activities while maintaining a sense of privacy. Whether you're looking for a year-round residence or a Vermont retreat with room to entertain, this well-maintained property offers generous living space, exceptional outdoor amenities, and the peaceful setting buyers have been searching for.
MOTIVATED SELLERS!!! This could be your escape to your own peaceful, private homestead. Set on 7.5 acres of wooded and open land this property is truly a respite from the stresses of the world. This multi-level 3-bedroom, 3 bath home offers convenience and options. The spacious living room with hardwood floors leads to a large eat-in kitchen with ample storage and room for an island if desired. Step into the Family room or a large dining room with access to one of the decks overlooking the pond. The primary bedroom on the third level has a convenient 3/4 bathroom as well as a deck to again enjoy the views of wildlife and the pond. An additional second floor bedroom also enjoys a deck to enjoy the view and wildlife. A full bathroom is convenient on level 3. On the lower level a large family/game room awaits with a wood stove to keep you warm on those chilly nights and offers full access to the back acreage. In addition, a 3rd bedroom and full bath/laundry room make this a true family home. Wait, there is more, an oversize 2 car garage, heated, for those cool nights, and also an attached work shed, for all the woodworking or hobbies one might enjoy, as well as 1/4 bath for convenience. Over the garage an open concept apartment features living room, kitchen, 1 bedroom and bath. It has been used as a rental, which one could continue or perhaps use as a guesthouse or Air B&B. The pond is a bonus and ready for enjoyment during the summer months. The property is located with easy access to Springfield and Chester for all your shopping, medical and recreation needs. Hiking, golfing, skiing, entertainment, movie theatre, arts and more.
Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated June 13, 2026 12:52 PM UTC
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