You are viewing all VT listings NH Homes between $250000 and $500000 dollars.
$280,000 $208 per sq.ft. Middlebury VT Home »
Price Change! Reduced by $19,000 down 7% on August 3rd 2026
4 Beds | 2 Baths | Total Sq. Ft. 1344 | Acres: 0.25
Wednesday Jul 15, 2026
Description: This vintage farmhouse-style home is full of character and classic architectural details. Original woodwork, solid wood doors, hardwood floors, and a seasonal sleeping porch showcase the home's timeless appeal. The main level features a centrally located propane stove in the living room, a spacious kitchen, and a first-floor bedroom with ¾ bathroom. Upstairs, you'll find three additional bedrooms, along with a bonus room that was previously used as a laundry room and still retains its hookups. The electrical system has been updated, and a new hot water tank was installed in 2024. Perched above the road on the edge of Buttolph Acres, this corner-lot property features a welcoming front porch and a spacious fenced side yard. Sidewalks right outside the front door lead all the way to Middlebury's public schools and provide convenient access to downtown shops, restaurants, and amenities. This is a rare chance to own a classic Middlebury home at a price point that leaves room to make it your own. Comfortable to live in while you make improvements, the home offers tremendous potential for buyers with vision. Whether you're searching for your next home, your next project, or an investment opportunity, this property invites you to breathe new life into a classic home in one of Middlebury's most convenient areas. The zoning may provide added flexibility for certain residential, office, service, or lodging uses, creating even more possibilities for future owners - buyers are encouraged to explore this further. See MLS Property & Listing Details & 56 images.
$379,000 $170 per sq.ft. Middlebury VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 2232 | Acres: 1.1Wednesday Jul 29, 2026
Description: Set on a picturesque 1.1-acre corner lot with a country feel, this beautifully maintained 1800s home offers the perfect blend of historic character, thoughtful updates, and exceptional versatility. The spacious, renovated eat-in kitchen serves as the heart of the home, featuring custom cabinetry, stainless-steel appliances, and plenty of room for gathering. The first floor also offers a generous living room with a wood stove and direct access to the backyard. A full bathroom with laundry hookups and a den with a fireplace complete the main level. Recently remodeled, the den could easily serve as a home office, formal sitting room, or playroom. Upstairs, you'll find three bedrooms, including a spacious primary bedroom with an adjoining bonus room already equipped with plumbing beneath the floor. This flexible space offers the opportunity to create a dream walk-in closet, private nursery, home office, or future en suite bathroom. A second laundry area and three-quarter bathroom complete the upper level. Major improvements completed within the past eight years include a new roof, water heater, front deck, and extensive landscaping that has transformed the yard into a more functional outdoor space. The possibilities continue with an impressive collection of outbuildings. The attached garage offers space for three or more vehicles while still leaving room for storage or a workshop. A detached one-car garage and an additional barn with room for two more vehicles, multiple storage areas, hobby space, or potential home-business use provide incredible flexibility. Enjoy a country setting while remaining only 10 minutes from Middlebury College, Porter Medical Center, downtown Middlebury, local restaurants, shops, schools, and everyday amenities. Whether you're looking for room to grow, space to work from home, extensive garage and workshop space, or a historic Middlebury property with endless potential, this one-of-a-kind home is ready to welcome its next owners. See MLS Property & Listing Details & 55 images.
$388,900 $309 per sq.ft. Middlebury VT Home »
2 Beds | 2 Baths | Total Sq. Ft. 1516 | Acres: 0Tuesday May 12, 2026
Description: Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater, and more will be at your fingertips. This two-bedroom townhome will be ready for occupancy in May 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini split technology, with a whole-house ventilation system. Step inside the open concept first-floor living area, with a generous kitchen featuring an island with seating, Energy Star appliances, and direct access to a private deck, perfect for morning coffee or evening relaxation. The kitchen transitions seamlessly into spacious dining and living areas, making entertaining a breeze. A powder room on this level is great for guests. Upstairs, you will find 2 spacious bedrooms and a full bath. The lower level provides private garage parking, laundry room with utility space, and a handy bonus room- perfect as a mudroom, storage, or exercise room. Future community amenities will include green space, a community garden, access to trails, and more. Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Inquire for more details! Photos are "Likeness Only" See MLS Property & Listing Details & 8 images.
New Listing!
![Middlebury VT Home for sale $$410,000 $282 per sq.ft.]()
$410,000 $282 per sq.ft. Middlebury VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1455 | Acres: 1.24Monday Aug 10, 2026
Description: Welcome to your next home,10 Case Street, a charming 3-bedroom, 2-bath home dating back to 1840. Filled with character and warmth, this home features beautiful wood floors and the timeless appeal of an older Vermont property. Outside, there is plenty of garden space to create your own outdoor retreat, whether you envision flower gardens, vegetables, entertaining areas, or simply a peaceful place to enjoy the seasons. Conveniently located in East Middlebury, this home is just a short distance from the post office, gas station, and the historic Waybury Inn, making everyday errands and local amenities easily accessible. Enjoy the close-knit feel of East Middlebury while being just minutes from everything Middlebury has to offer. A wonderful opportunity to own a historic Vermont home with character, usable outdoor space, and a convenient location! See MLS Property & Listing Details & 32 images.
$470,000 $350 per sq.ft. Middlebury VT Home »
Price Change! Reduced by $35,000 down 7% on August 11th 2026
3 Beds | 2 Baths | Total Sq. Ft. 1916 | Acres: 1.1
Monday May 25, 2026
Description: This updated mid-century home features new flooring and fresh interior paint. Step outside onto the new back deck, the perfect place to entertain, relax, and take in views of your own private slice of Vermont. Set on 1.1 acres, the property offers plenty of space for a vegetable garden and complements the existing perennial plantings. The spacious home is conveniently located just minutes from Middlebury College, Porter Medical Center, and the Middlebury Natural Foods Co-op, while Burlington International Airport is only 52 minutes away. The oversized two-car garage provides ample room for vehicles, hobbies, and storage, with an additional separate workshop or storage area located at the rear. Outdoor enthusiasts will also appreciate the home's close proximity to several walking trails and recreation opportunities. See MLS Property & Listing Details & 28 images.
$479,000 $377 per sq.ft. Middlebury VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 2213 | Acres: 1.2Monday Feb 2, 2026
Description: Spacious East Middlebury Ranch on 1.20 Acres with Mountain Views Set on a generous 1.20-acre lot with a beautiful Green Mountain backdrop, this inviting ranch-style home offers comfort, flexibility, and room to grow. The property includes an attached two-car garage plus a separate detached building--perfect for hobbies, a workshop, or a small business--complete with its own power supply. Home has many new upgrades, new windows, new roof, new siding (concrete James hardy), new heating system VT GAS, new electrical and new deck! Inside, the bright and open living space features a sunny three-season sunroom that flows into the dining area and kitchen. The main level includes a full bathroom, while a convenient half bath is located on the finished lower level. The lower level provides excellent versatility for additional living space, whether you need room for guests, extended family, or recreation. Enjoy the ease of being close to East Middlebury amenities, including a bakery, convenience stores, the post office, and more. Outdoor enthusiasts will appreciate quick access to skiing, hiking, and snowmobiling trails. The expansive yard offers ample space for gardening, play areas, and pets. This spacious lot also offers the potential for subdivision to create an additional building lot, giving buyers even more opportunity. A wonderful chance to enjoy space, comfort, and flexibility in a desirable location. See MLS Property & Listing Details & 43 images.
New Listing!
![Middlebury VT Home for sale $$495,000 $336 per sq.ft.]()
$495,000 $336 per sq.ft. Middlebury VT Home »
2 Beds | 2 Baths | Total Sq. Ft. 1472 | Acres: 10.19Monday Aug 3, 2026
Description: Set on 10 private acres, this charming log home offers the perfect balance of privacy, open lawn, and wooded surroundings, creating a peaceful Vermont retreat just 10 minutes from downtown Middlebury. Inside, the warm wood interior, high ceilings, and skylights fill the home with an abundance of natural light, creating a bright and inviting atmosphere throughout. The open-concept living room, dining area, and kitchen flow seamlessly together, making the home ideal for both everyday living and entertaining. With two bedrooms one on each level, and a three-quarter bathroom on each floor, the thoughtfully designed layout provides privacy and convenience. First-floor laundry is tucked neatly into the bathroom, while the spacious landing at the top of the stairs offers flexible space for a home office, reading nook, workout area, or hobby room. The full insulated basement provides exceptional storage with the potential to suit a variety of future needs. Outside, the property features a beautiful mix of open land and woods, offering endless opportunities for gardening, recreation, hobby farming, or simply enjoying Vermont's natural beauty. A classic barn adds both character and practical storage, while the large covered front porch and concrete patio create the perfect spaces to relax, entertain, or take in the peaceful surroundings. Combining rustic charm with everyday functionality, this inviting property offers the privacy of country living while remaining just minutes from the shops, restaurants, and amenities of downtown Middlebury. See MLS Property & Listing Details & 48 images.
Under Contract
![Middlebury VT Home for sale $$499,000 $287 per sq.ft.]()
$499,000 $287 per sq.ft. Middlebury VT Home »
Price Change! Reduced by $41,000 down 8% on July 9th 2026
3 Beds | 3 Baths | Total Sq. Ft. 1938 | Acres: 0
Thursday Mar 26, 2026
Description: Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater, and more will be at your fingertips. This three-bedroom duplex will be ready for occupancy in the fall of 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini split technology, with a whole-house ventilation system. The wrap-around, covered porch entry welcomes you into the home, and is perfect for morning coffee or evening relaxing. Enter into the open concept first-floor living area, with a generous kitchen featuring an oversized island with seating and Energy Star appliances. The kitchen transitions seamlessly into spacious dining and living areas, making entertaining a breeze, and a powder room for guests is nearby. The primary suite is on the main floor- to make one-level living possible! Upstairs, you will find 2 spacious bedrooms and full bath, along with an open area for lounging, office space, or playroom. The lower level provides private garage parking, gear-friendly mudroom, storage space, and laundry room. Future community amenities will include green space, community garden, access to trails, and more. Inquire for more details! Photos are "Likeness Only" See MLS Property & Listing Details & 9 images.
$499,000 $390 per sq.ft. Middlebury VT Home »
Price Change! Reduced by $50,000 down 10% on July 28th 2026
3 Beds | 2 Baths | Total Sq. Ft. 1976 | Acres: 0.5
Friday May 22, 2026
Description: Looking for somewhere truly special to call home? This exceptional property offers 2,140 square feet of beautifully finished living space with 3 bedrooms, 2 baths, and breathtaking Green Mountain views from its private backyard and expansive deck. Meticulously rebuilt from top to bottom by the builder-owner, this home delivers the quality, efficiency, and peace of mind of new construction. Features include durable 2x6 wall construction, a standing seam metal roof, maintenance-free siding, new windows and doors, updated 200-amp electrical service, and FHA heating with an A-coil already installed for future air conditioning. Inside, the bright, open-concept design is filled with natural light and showcases vaulted ceilings, dramatic architectural lines, modern finishes, and a striking stone chimney centerpiece. The thoughtfully designed kitchen is perfect for entertaining, featuring extensive cabinetry, stainless steel appliances, granite and maple butcherblock countertops, a tiled backsplash, and a large center island with seating. The adjoining living and dining spaces flow seamlessly together, creating a warm and inviting atmosphere. The primary suite offers a peaceful retreat with scenic views and an updated bath, while additional bedrooms provide flexibility for guests, a home office, or family living. The fully finished lower level adds valuable living space and includes a new egress window, making it ideal for a recreation room, media room, gym, guest accommodations, or workspace. Outside, attractive stonework, cedar shake accents, vibrant siding, and an oversized detached garage enhance the home's curb appeal and functionality. The generous lot provides privacy and room to enjoy Vermont's beauty in every season. Located just minutes from Middlebury's amenities, this move-in-ready home offers an unmatched combination of craftsmanship, comfort, efficiency, and Vermont charm. The list of improvements goes on and on, but this is one property that must be seen. See MLS Property & Listing Details & 48 images.
$499,000 $287 per sq.ft. Middlebury VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 1938 | Acres: 0Monday Jul 20, 2026
Description: Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater, and more will be at your fingertips. This three-bedroom duplex will be ready for occupancy in the fall of 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini split technology, with a whole-house ventilation system. The wrap-around, covered porch entry welcomes you into the home, and is perfect for morning coffee or evening relaxing. Enter into the open concept first-floor living area, with a generous kitchen featuring an oversized island with seating and Energy Star appliances. The kitchen transitions seamlessly into spacious dining and living areas, making entertaining a breeze, and a powder room for guests is nearby. The primary suite is on the main floor- to make one-level living possible! Upstairs, you will find 2 spacious bedrooms and full bath, along with an open area for lounging, office space, or playroom. The lower level provides private garage parking, gear-friendly mudroom, storage space, and laundry room. Future community amenities will include green space, community garden, access to trails, and more. Inquire for more details! Photos are "Likeness Only" See MLS Property & Listing Details & 6 images.
Under Contract
![Middlebury VT Home for sale $$499,000 $287 per sq.ft.]()
$499,000 $287 per sq.ft. Middlebury VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 1938 | Acres: 0Monday Jul 27, 2026
Description: Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater, and more will be at your fingertips. This three-bedroom duplex will be ready for occupancy in the fall of 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini split technology, with a whole-house ventilation system. The covered porch entry welcomes you into the home, and is perfect for morning coffee or evening relaxing. Enter into the open concept first-floor living area, with a generous kitchen featuring an oversized island with seating and Energy Star appliances. The kitchen transitions seamlessly into spacious dining and living areas, making entertaining a breeze, and a powder room for guests is nearby. The primary suite is on the main floor- to make one-level living possible! Upstairs, you will find 2 spacious bedrooms and full bath, along with an open area for lounging, office space, or playroom. The lower level provides private garage parking, gear-friendly mudroom, storage space, and laundry room. Future community amenities will include green space, community garden, access to trails, and more. Inquire for more details! Photos are "Likeness Only" See MLS Property & Listing Details & 6 images.
Under Contract New Listing!
![Middlebury VT Home for sale $$499,000 $287 per sq.ft.]()
$499,000 $287 per sq.ft. Middlebury VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 1938 | Acres: 0Friday Aug 7, 2026
Description: Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater, and more will be at your fingertips. This three-bedroom duplex will be ready for occupancy in the fall of 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini split technology, with a whole-house ventilation system. The wrap-around, covered porch entry welcomes you into the home, and is perfect for morning coffee or evening relaxing. Enter into the open concept first-floor living area, with a generous kitchen featuring an oversized island with seating and Energy Star appliances. The kitchen transitions seamlessly into spacious dining and living areas, making entertaining a breeze, and a powder room for guests is nearby. The primary suite is on the main floor- to make one-level living possible! Upstairs, you will find 2 spacious bedrooms and full bath, along with an open area for lounging, office space, or playroom. The lower level provides private garage parking, gear-friendly mudroom, storage space, and laundry room. Future community amenities will include green space, community garden, access to trails, and more. Inquire for more details! Photos are "Likeness Only" See MLS Property & Listing Details & 6 images.
$289,000 $203 per sq.ft. Middlesex VT Home »
Price Change! Reduced by $10,000 down 3% on August 20th 2026
4 Beds | 1 Baths | Total Sq. Ft. 1426 | Acres: 1
Tuesday Jul 21, 2026
Description: PRICED TO SELL! Welcome to this cozy four bedroom one bath home with an amazing attic just waiting for your creativity. Enjoy an evening with friends in your spacious backyard. Conveniently located just minutes from Montpelier with easy access to I-89.Experience the beauty of Lake Elmore or take in a local Mountaineers Baseball game within minutes. Just 1 mile to the Wrightsville Beach and Boar Access. NEW Shingled Roof professionally installed on 8/13/26 See MLS Property & Listing Details & 47 images.
New Listing!
![Middlesex VT Home for sale $$375,000 $391 per sq.ft.]()
$375,000 $391 per sq.ft. Middlesex VT Home »
2 Beds | 1 Baths | Total Sq. Ft. 960 | Acres: 42Wednesday Aug 12, 2026
Description: Discover true tranquility where the boundary between home and nature fades away. This isn't just a house; it's a sanctuary designed for those who value both comfort and independence. The residence offers a thoughtfully proportioned layout, striking the perfect balance between cozy and spacious. The main level welcomes you with a light-filled living area warmed by a charming Yodel gas stove the perfect companion for cool Vermont evenings. Enjoy a seamless flow through the dining and kitchen areas, all opening onto a massive deck that captures breathtaking mountain views. With two bedrooms plus a dedicated office space, the home accommodates both relaxation and productive work from home days with ease. The solid concrete floored walk-out basement is a versatile asset. Whether you need a dedicated workshop, a creative studio, or simply expansive gear storage, this level offers direct yard access and functional flexibility. The house also features an updated electrical panel and state-of-the-art solar equipment, and backup propane generator. However, the true masterpiece lies just beyond the doorstep. Spanning 42 acres of largely wooded terrain, this property is a private estate unto itself. You'll find yourself immersed in nature, with endless opportunities to explore. Enjoy hiking your own private trails, listen to the gentle sounds of a babbling brook, wander through tranquil fields of wildflowers, or head out to the VAST trails just a short distance away. The land is a gardener's paradise, featuring excellent southern exposure for your vegetable gardens, and established harvests including blueberry bushes, wild blackberries, black currants, and a thriving plum tree. Tractor with plow is included for driveway, and lawn tractor for mowing. Enjoy rural country living, but with the ease of Satellite internet, and only a 10 minute drive to downtown Montpelier, and Interstate 89. See MLS Property & Listing Details & 44 images.
New Listing!
![Middlesex VT Home for sale $$400,000 $787 per sq.ft.]()
$400,000 $787 per sq.ft. Middlesex VT Home »
1 Beds | 1 Baths | Total Sq. Ft. 508 | Acres: 10.05Friday Aug 14, 2026
Description: Tucked away on a private wooded lot, this charming wood cabin offers a peaceful Vermont retreat with easy access to some of the area's best skiing. Located approximately 35 minutes from Bolton Valley, 30 minutes from Stowe, and 30 minutes from Sugarbush, it is an ideal home base for year round adventures or a great opportunity for a short term rental investment. Built in 2024, this modular log home offers the character and feel of a classic Vermont cabin with the benefit of brand new construction and systems throughout. The efficient layout includes one bedroom, a loft, a separate bunk room, and a comfortable living area, making the most of the home's cozy footprint. A screened porch and deck overlook the wooded property and provide plenty of space to relax and enjoy the quiet surroundings. Efficient heat pump heating and air conditioning provide year round comfort, and a brand new generator adds extra peace of mind. The property has a wastewater permit for three bedrooms, offering additional possibilities for a future owner to explore expanding the existing home or potentially adding another dwelling, subject to applicable permits and approvals. Whether you are looking for a low maintenance ski getaway, an investment property, or a simpler way of living surrounded by the Vermont woods, this nearly new cabin offers plenty of possibilities in a private setting convenient to three major ski areas. See MLS Property & Listing Details & 51 images.
