You are viewing Rochester VT Homes between $250000 and $500000 dollars.
$500,000 $253 per sq.ft. Rochester VT Home »
Waterfront on Pond Unknown Pond3 Beds | 3 Baths | Total Sq. Ft. 1976 | Acres: 4.04
Listed on Monday May 4, 2026
Description: 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. See Listing Details & 45 images. Includes a Virtual Tour
New Listing!
$500,000 $249 per sq.ft. Rochester VT Home »
Waterfront on Pond _Unnamed3 Beds | 2 Baths | Total Sq. Ft. 2008 | Acres: 1.76
Listed on Monday May 25, 2026
Description: 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. See Listing Details & 52 images.
$499,000 $188 per sq.ft. Rochester VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 2656 | Acres: 2.61Listed on Tuesday Oct 7, 2025
Description: Tucked away on a picturesque 3-acre lot, this classic three-bedroom expanded Cape offers privacy, seclusion, and peaceful 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 currently underway, this property has all the makings of a truly special retreat--ideal as a quiet primary home or bucolic mountain getaway. Don't miss your opportunity - call today! See Listing Details & 45 images. Includes a Virtual Tour
$475,000 $375 per sq.ft. Rochester VT Home »
Price Change! Reduced by $25,000 down 5% on May 25th 2026
3 Beds | 3 Baths | Total Sq. Ft. 1268 | Acres: 1.01
Listed on Sunday Mar 22, 2026
Description: 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. See Listing Details & 40 images. Includes a Virtual Tour
$425,000 $352 per sq.ft. Rochester VT Home »
2 Beds | 1 Baths | Total Sq. Ft. 1208 | Acres: 2Listed on Friday Feb 6, 2026
Description: 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. See Listing Details & 38 images. Includes a Virtual Tour
New Listing!
$399,000 $183 per sq.ft. Rochester VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 2184 | Acres: 3.2Listed on Monday May 25, 2026
Description: 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. See Listing Details & 47 images. Includes a Virtual Tour
$389,000 $177 per sq.ft. Rochester VT Home »
Price Change! Reduced by $10,000 down 3% on May 22nd 2026
5 Beds | 4 Baths | Total Sq. Ft. 2200 | Acres: 0.07
Listed on Thursday Nov 13, 2025
Description: 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. See Listing Details & 41 images. Includes a Virtual Tour
Under Contract
$385,000 $151 per sq.ft. Rochester VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 2554 | Acres: 1.9Listed on Saturday Oct 4, 2025
Description: This historic cape, circa 1785, is one of the oldest homes in Rochester, VT, blending timeless charm with modern updates. Centrally located to Sugarbush Resort along with Killington Resort and Pico Mountain. Its exposed beams, hand-built doors, and wide pine plank floors evoke classic New England architecture, while recent upgrades ensure comfort and convenience. Major enhancements include new flooring in the living and TV rooms with upgraded carpeting, a wood stove with a new flue lining, and a fully remodeled kitchen featuring upgraded appliances. The exterior has been selectively refreshed with new siding and paint, and the basement is equipped with a sump pump, French drain and a fully lined vapor barrier. Smaller yet impactful improvements include several custom window inserts on the main floor, fresh interior paint, a built-in mudroom and a portable A/C unit that conveys with the property. Notable additional upgrades encompass fiber optic internet, a newer boiler and water heater, and plumbing systems, storm windows on windows, and an updated primary bathroom with modern fixtures and flooring. The property also features new flooring in the hallway and mudroom. Situated on 1.9 acres along a scenic Vermont byway and surrounded by lush agricultural lands, this charming home offers a rare combination of historic character and contemporary amenities. See Listing Details & 58 images. Includes a Virtual Tour
$359,000 $314 per sq.ft. Rochester VT Home »
3 Beds | 1 Baths | Total Sq. Ft. 1144 | Acres: 13.73Listed on Friday Apr 17, 2026
Description: 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. See Listing Details & 43 images.
Under Contract
$269,000 $216 per sq.ft. Rochester VT Home »
Price Change! Reduced by $10,000 down 4% on May 19th 2026
3 Beds | 2 Baths | Total Sq. Ft. 1248 | Acres: 1
Listed on Thursday Apr 23, 2026
Description: Tucked away in the peaceful woods of Rochester, this quaint three bedroom, one and a half bath home offers the perfect blend of privacy and outdoor adventure. Surrounded by nature, the property provides a true rural retreat while still being part of a vibrant, recreation-rich community. This home is a gateway to year-round recreation. Enjoy the tranquility of your wooded surroundings or take advantage of the property's deeded rights to the nearby Edwin's Pond--ideal for simply unwinding by the water. In the warmer months enjoy adaptive mountain biking trails, hiking or a refreshing swim in one of the rivers or nearby lakes. During the winter months experience hitting the slopes at some of the top ski destinations, snowshoeing or snowmobiling on the surrounding VAST trails. This property makes outdoor adventure and Vermont's scenic beauty accessible to all. Inside the home you will walk into the foyer where you will find a conveniently located half bath. Up the stairs is an open-concept kitchen, dining and living area where natural light filters through the home, creating a warm and welcoming atmosphere throughout. There is also a wood stove for added warmth on those chilly Vermont winter days and nights. The three bedrooms and full bath are located in the finished basement. Whether you are looking for a full-time residence or a serene getaway, this property offers a rare opportunity to enjoy rural living with four-season recreation right at your doorstep. See Listing Details & 31 images.
