Properties Near 20 Edwin's Pond Road Rochester, VT

Tucked into the woods of Rochester’s sought-after Great Hawk community, this beautifully updated contemporary chalet embodies the timeless Robert Carl Williams design aesthetic, blending warmth, character, and thoughtful modern improvements. Signature architectural details include soaring vaulted ceilings, wide pine floors, and a dramatic fieldstone fireplace that anchors the open-concept living space with classic Vermont charm. Designed in the tradition of a European alpine chalet, the main living area is positioned on the second level to maximize light, comfort, and views, creating an inviting setting for entertaining or quiet relaxation after a day outdoors. A recently expanded living room is wrapped in windows that fill the home with natural light while framing peaceful woodland scenery in every season. Carefully curated renovations have elevated both style and functionality, including a stunning new kitchen, beautifully remodeled bathrooms, and the enclosure of the loft-style primary bedroom to provide enhanced privacy and comfort. An additional upper loft offers exceptional flexibility as a home office, reading nook, play area, guest overflow space, or studio, while the former bunkroom on the walkout level can easily function as a den, sitting room, office, or additional sleeping quarters. As a member of the Great Hawk Colony, owners enjoy access to a private swimming pond, tennis courts, scenic walking trails, and breathtaking mountain vistas year-round. Ideally situated in the heart of Vermont’s Green Mountains, this exceptional property is just minutes from renowned ski areas, outdoor recreation, and the charm of historic Middlebury. Conveniently located within driving distance of Montreal, Boston, and New York City, this is a rare opportunity to own a turnkey mountain retreat equally suited as a vacation escape, investment property, or full-time residence.

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!

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.

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 cafés, 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.

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.

Tucked away on a picturesque 3-acre lot, this classic three-bedroom expanded Cape offers privacy, seclusion, and wonderful views in a beautiful Rochester valley setting. Set nearly 700 feet back from the road and bordering the Green Mountain National Forest, the property enjoys a tranquil natural backdrop where a scenic pond at the edge of the land attracts birds and wildlife. The main level features a comfortable living room with a woodstove, an open kitchen and dining area, a cozy keeping room connecting to the attached two-car garage, a half bath, and a screened porch for enjoying summer evenings. Upstairs, you’ll find three bedrooms and a full bath, including a spacious primary bedroom with vaulted ceilings, exposed beams, and a private balcony overlooking the landscape. With a fresh interior paint job just completed, this property has all the makings of a truly special retreat - ideal as a quiet primary home or peaceful mountain getaway. Price reduced - call today!

Set on a quiet, rural corner lot just off Middle Hollow Road, this contemporary Vermont home offers a compelling blend of efficiency, flexibility, and long-term upside. Built in 1989 with a durable standing seam metal roof and solid wood-frame construction, the home provides 3+ bedrooms and 2.5 baths across a thoughtfully scaled footprint, with additional finished space in the walkout lower level. A drilled well, septic system, and 200+ amp electrical service support comfortable year-round living, while fiber optic internet makes remote work a realistic option in this peaceful setting. The standout feature—and where this property truly separates itself—is the oversized two-car garage with a large, flexible space above. The current ½ bath was designed with an eye for expansion into a ¾ bath plus a galley kitchen. Whether you envision an in-law apartment, guest suite, home office, or studio, the infrastructure is in place to unlock significant added value. With the ongoing demand for flexible living arrangements in the Rochester market, this is a rare chance to complete a high-impact improvement without starting from scratch. The lot itself offers a classic Vermont feel: just over an acre, wooded, and private, while still maintaining easy access to a publicly maintained road. The walkout basement and multi-level layout create opportunities for separation of space, storage, or expansion depending on your needs. Rochester continues to be one of the most sought-after towns in the Upper White River Valley, known for its strong sense of community, access to outdoor recreation, and proximity to destinations like the Green Mountain National Forest, hiking and biking networks (check out the Ridgeline Outdoor Collective), and multiple ski areas. The village center offers a charming mix of local amenities, while still feeling tucked away from the busier corridors of the state.

Nestled in the picturesque hollows of Rochester, Vermont, this charming and fully updated home offers the ease of one-level living in a modest yet wonderfully comfortable package. Antique softwood floors, knotty pine ceilings, and a large bay window framing beautiful North Hollow views create a warm and inviting atmosphere, while the open floor plan is equally suited for entertaining and intimate gatherings. The updated kitchen features crisp Shaker-style cabinetry, new stainless steel appliances, gleaming soapstone countertops, and an eye-catching Art Deco tile backsplash. Two spacious bedrooms are thoughtfully positioned at opposite ends of the home with a completely remodeled bathroom in between, providing both comfort and privacy. A host of exterior improvements enhances the home’s curb appeal, including a prominent and welcoming covered front porch, attractive new barn doors on the attached one-car garage, and a generous private rear deck ideal for relaxing or outdoor dining. Additional highlights include a standby generator, a small barn, and the foundation and framing for a large metal outbuilding—ready for the next owner to complete using the on-site materials. Don’t miss this opportunity to own an adorable and affordable home in the heart of the Green Mountains. Call today to schedule your private showing.

Set back from the highway on a gently elevated site, this beautifully maintained three-bedroom home captures sweeping views of the surrounding Green Mountains and the White River Valley. The inviting open floor plan is ideal for entertaining and relaxed family gatherings alike. The updated kitchen features attractive hardwood cabinetry, granite counters and stainless steel appliances, while the dining area is framed by picture windows overlooking lovely natural landscaping. A cozy sitting area with a woodstove creates warm winter ambiance and opens through sliding doors to a deck with truly astonishing long-range views. The original ranch-style home offers the convenience of one-level living, including a primary bedroom suite with a private 3/4 bath, two additional rooms suitable for bedrooms or home offices, and a full bathroom with laundry. An addition completed in the 1980s enhances the home with a quiet family room ideal for reading and relaxation, along with a spacious upper-level bedroom suite providing flexible living arrangements for guests or extended family. Fully owned solar panels help keep utility costs low, and a backup generator can be connected to ensure year-round comfort and peace of mind. Outside, the in-ground pool offers the perfect setting for summer fun with friends and family. Located just minutes from the historic and vibrant village of Rochester, this property is perfectly suited for outdoor enthusiasts, with several major ski resorts nearby and extensive mountain biking and backcountry skiing trails right in town. Whether you're seeking adventure or simply a peaceful rural setting in the heart of central Vermont, this special home offers the best of both worlds.

Known locally for generations as The Old Richard Steele Hubbard Home, this circa-1902 village residence reflects Rochester’s prosperous early-20th-century era and retains many of its original architectural details. Ideally situated just off the park in the charming historic village of Rochester, Vermont, this special home is a fine example of the American Foursquare style popular in the late 19th and early 20th centuries. This five-bedroom residence retains many period details, including handcrafted woodwork, hardwood floors, coffered ceilings, stamped tin, and decorative moldings. Thoughtful updates blend modern comfort with historic character, featuring beautifully renovated bathrooms with step-in showers, a fully updated kitchen with stainless steel appliances, granite counters, and plank tile flooring, a second-floor laundry, and a handsome new architectural shingle roof installed in 2023. The home’s versatile layout offers flexible living options, with the main living areas on the first floor, three bedrooms on the mid-level, and a two-bedroom in-law suite on the upper level. Telecommunications are well covered with options for landline, DSL, fiber-optic internet, and satellite or streaming TV. The house has been professionally cleaned, though a fresh coat of paint will make it truly shine. With its convenient in-town location, you’re just steps from restaurants, cafés, shops, and galleries, and a short drive from world-class skiing at Killington, Pico, and Sugarbush, as well as arts and culture in Woodstock and Middlebury. Experience the perfect blend of tradition and modern convenience in this historic Green Mountain village home.

Set on a sun-drenched, level lot, this beautifully updated ranch offers effortless living with modern upgrades throughout. Recent improvements include new electrical and heating systems, a water heater, insulation, siding, doors, and double-pane windows—providing both comfort and efficiency. Inside, you’ll find warm hardwood floors, recessed lighting, and a spacious, inviting kitchen perfect for everyday living and entertaining. The bathroom features a sleek granite vanity, while a brand-new wood stove adds both charm and an additional cozy heat source. Located just one mile from the heart of Rochester Village, you’ll enjoy convenient access to everyday essentials including a grocery store, hardware store, gas station, bank/ATM, EV charging stations, a bike shop, and a variety of local dining options. The area is known for its vibrant sense of community, with seasonal festivals, live music on the green, and a rich tradition of local theater. Outdoor enthusiasts will appreciate the abundance of nearby recreation, from scenic hiking trails to water activities along the White River, including kayaking, tubing, and swimming. A nearby fitness and yoga center makes it easy to stay active year-round. Plus, world-class skiing at Killington and Sugarbush is just a 30-minute drive away. This move-in-ready home offers the perfect blend of comfort, convenience, and Vermont charm. Schedule your showing today and discover all it has to offer. Showings to begin on April 20.