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: 0
Listed on Monday 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 Listing Details & 6 images.

New Listing! Middlebury VT Home for sale $499,000 $258 per sq.ft.

$499,000 $258 per sq.ft. Middlebury VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1933  |  Acres: 0.29
Listed on Monday Jul 27, 2026
Description: Charming 3-bedroom home located in Middlebury. This well-maintained property is both bright and functional with a layout that has comfortable living spaces, good-sized bedrooms, storage and even a bonus room. The sunny level backyard is perfect for gardening, outdoor play and entertaining. There is also a handy shed for your lawn equipment or extra storage. Located close to schools and offering an easy commute to Middlebury College, Porter Medical Center or longer commutes to Burlington and Rutland. A great opportunity for those seeking a convenient in town location, low maintenance, with a lovely outdoor space in a neighborhood setting. See Listing Details & 25 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
Listed on 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 Listing Details & 48 images.

$499,000 $287 per sq.ft. Middlebury VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1938  |  Acres: 0
Listed on Monday 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 Listing Details & 6 images.

$765,000 $441 per sq.ft. Middlebury VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1938  |  Acres: 0
Listed on Thursday Mar 26, 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 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 Listing Details & 9 images.

Under Contract Middlebury VT Home for sale $765,000 $441 per sq.ft.

$765,000 $441 per sq.ft. Middlebury VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1938  |  Acres: 0
Listed on Monday Apr 27, 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 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 Listing Details & 6 images.

Under Contract Middletown Springs VT Home for sale $349,000 $217 per sq.ft.

$349,000 $217 per sq.ft. Middletown Springs VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1606  |  Acres: 0.65
Listed on Tuesday May 12, 2026
Description: Completely rebuilt and thoughtfully upgraded from top to bottom, this beautifully renovated 3-bedroom, 2-bath home in Middletown Springs offers the perfect blend of modern comfort and small-town Vermont charm. Taken down to the studs during an extensive 2020-2021 renovation, nearly every aspect of the home was replaced or improved, creating a truly move-in ready property with quality craftsmanship throughout. Inside, an inviting open-concept layout features gorgeous tongue-and-groove pickle pine ceilings, abundant natural light, and maple flooring throughout the kitchen, living, and dining areas. The beautifully updated kitchen includes granite countertops, custom cabinetry, and newer appliances, flowing seamlessly into the main living space centered around a custom oak gas fireplace surround with granite top. Both bathrooms were fully renovated with stylish tile work and updated fixtures. Major improvements include new plumbing, electrical service and wiring, insulation, drywall, windows, doors, siding, roofing, propane furnace, hot water heater, ducted heat pump with central A/C, water softener, and mineral remover. Outside, the property has been equally transformed with a widened and regraded driveway, expanded yard space, updated porches, underground dog fence, winterized dog kennel, and site preparation for a potential two-car garage. Recent 2025 improvements include spray foam insulation in the basement and crawl space, along with finished basement stairway walls, adding even more efficiency and functionality to this extensively improved home. A must see. Open House this Saturday May 16th from 10:30 to Noon See Listing Details & 32 images.

$485,000 $163 per sq.ft. Middletown Springs VT Home »


Price Change! Reduced by $14,999 down 3% on June 8th 2026
3 Beds | 4 Baths |   Total Sq. Ft. 2980  |  Acres: 3.7
Listed on Thursday May 28, 2026
Description: OPEN HOUSE SATURDAY 06/13 from 3:00pm-5:00pm Riverside Retreat Tucked beside the gentle current of the Poultney River, this property offers the rare combination of natural beauty, functional space, and total flexibility. Three levels of thoughtfully designed living space invite you to spread out, settle in, and make it entirely your own. Step outside onto the expansive back deck - your front-row seat to the river's ever-changing scenery -- perfect for morning coffee, evening gatherings, or simply soaking in the tranquility that surrounds you. The animal barn and open pastures speak to a life lived closer to the land. Dream of horses, goats, or a hobby farm? The infrastructure is already in place. Prefer lush gardens, native meadows, or private green space? The land is yours to reimagine. Inside and out, this property rewards the visionary. Whether you're drawn to the riverfront setting, the multi-level floor plan, the agricultural possibilities, or simply the sheer breathing room, options abound at every turn. Room to live, grow, and dream - right on the Poultney River See Listing Details & 45 images.

$497,500 $260 per sq.ft. Middletown Springs VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1916  |  Acres: 0.71
Listed on Thursday May 21, 2026
Description: Do you love old houses but crave 21st century efficiency? Look no further! This charming 1810 post and beam Cape was stripped down to the studs - from the outside - with new wiring, rock wool insulation, then rigid foam insulation, new Smart Siding clapboards, new doors and windows, new roofing, recreated classic trim, and the list goes on and on. Classic charm with modern convenience! Whether you are entertaining in the large open kitchen, unwinding on the year around insulated back porch, or snuggled down in front of the pellet stove, this house provides for you. Two original bedrooms and an added bath upstairs highlight the old timber frame and original wood floors. The primary bedroom over the kitchen, which would also make a great studio or generous office space, adds skylights to update the classic look. Downstairs you can move freely between the open kitchen/dining area, and the comfortable ;living room. An "extra" room first floor room can be formal dining, study, office, or hobby room. In the back the original barn is now a 2 car garage with storage above with a second fully insulated 2 car garage/workshop behind that! The beautiful landscaping is highlighted with lovely stone walls, raised planting beds, walkways, and patios. You really need to see it to appreciate it all! All of this plus the latest fiber optic internet and school choice for grades 7-12. See Listing Details & 48 images.

Under Contract Monkton VT Home for sale $499,000 $395 per sq.ft.

$499,000 $395 per sq.ft. Monkton VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1805  |  Acres: 2.07
Listed on Thursday Jun 25, 2026
Description: Welcome to your Vermont retreat! Situated on over 2 acres at the base of Hogback Mountain, this beautifully maintained 3-bedroom, 1.5-bath home, built in 2013, offers the perfect blend of comfort, privacy, and convenience. Windows throughout the open layout bring in abundant natural light year-round, creating a bright and inviting atmosphere. Warm hardwood floors enhance the interior, which offers comfortable living spaces, a well-appointed kitchen, and a finished basement, creating plenty of room to gather, relax, and enjoy the beauty of Vermont living. Enjoy your morning coffee or unwind at the end of the day in the screened-in sunroom while taking in views of Hogback Mountain and the surrounding countryside, where rainbows frequently appear over the mountain! Outside, the 2+ acre lot offers plenty of space for gardening, recreation, hobby farm/homesteading opportunities, or simply enjoying the tranquility of rural Vermont. Located in Monkton, you'll enjoy easy access to hiking, biking, skiing at Sugarbush/Mad River, fishing, kayaking, Monkton Pond, Raven Ridge Natural Area, and the HART trail system. Despite its peaceful setting, the home is conveniently located near Hinesburg, Bristol, Vergennes, Middlebury, and Burlington for shopping, dining, and everyday amenities. Move-in ready and very well maintained, this property offers an exceptional opportunity to enjoy the best of Vermont living. See Listing Details & 49 images. Includes a Virtual Tour

$640,000 $410 per sq.ft. Monkton VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1560  |  Acres: 10.2
Listed on Tuesday Jul 7, 2026
Description: Nestled on 10.2 private acres in the rolling hills of Monkton, this beautifully maintained ranch offers the perfect blend of country living, modern updates, and room to grow. Surrounded by mountain views, open pastures, mature landscaping, and your own private pond, this property is a rare opportunity to enjoy Vermont at its finest. Inside, the home offers 3 bedrooms, 2 bathrooms, and an inviting open-concept layout where the kitchen, dining, and living spaces flow effortlessly together beneath vaulted ceilings and abundant natural light. A stunning gas fireplace creates a warm focal point in the living room, while the oversized picture window perfectly frames the surrounding countryside. First-floor living is made easy with a spacious primary suite, a first-floor laundry room with a convenient utility sink, and an attached two-car garage. A full, unfinished basement offers additional interior storage. The current owner has invested extensively in the property over the past two years, including a new roof (2026), newer rear deck, standby generator, heat pump water heater with water filtration, two heat pumps for whole-home heating/cooling, stainless steel kitchen appliances, updated vinyl plank flooring in the bathrooms and porch, extensive landscaping, and much more, providing peace of mind for years to come. Step outside and discover everything this incredible property has to offer. Grow your own food with five raised garden beds, asparagus and perennial plantings, and an established orchard featuring apple, pear, and plum trees. The private pond, chicken coop with run, oversized detached two-car garage, and expansive open land create endless possibilities for gardening, hobbies, animals, or simply enjoying the peaceful surroundings. Whether you are searching for a homestead, hobby farm, or simply a private retreat just minutes from Hinesburg and Bristol, 295 Church Road offers the space, privacy, and lifestyle that are becoming increasingly difficult to find. See Listing Details & 50 images.

$775,000 $267 per sq.ft. Monkton VT Home »


Price Change! Reduced by $60,000 down 8% on July 26th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2905  |  Acres: 5.5
Listed on Tuesday Jun 2, 2026
Description: This versatile 5.5-acre estate offers a rare blend of residential comfort and powerhouse commercial potential. Whether you are an entrepreneur seeking a flagship location or an investor looking for a multi-stream income property, this mixed-use gem delivers the space and infrastructure to bring your vision to life in the heart of Addison County. Ideally positioned just 10 minutes from Hinesburg, 15 minutes from Vergennes, and 25 minutes to Burlington International Airport. At the center of the property sits a well-maintained 3-bedroom, 2-bathroom home that radiates Vermont charm. The residence is designed for flexibility; it can serve as a comfortable primary home, a dedicated professional office suite, or a lucrative rental unit to offset your mortgage. Its proximity to the commercial workspace makes it an ideal setup for an owner-operator who values a thirty-second commute and the convenience of onsite quarters. The true crown jewel of this listing is the massive heated commercial warehouse. This expansive, high-clearance space is a blank canvas suited for a wide array of ventures, from professional automotive services and light manufacturing to specialized storage solutions. With reliable heating and a rugged layout, the facility ensures your business stays productive through every Vermont season. This is more than just a property; it is a strategic asset offering the freedom to grow your enterprise while enjoying the scenic beauty and community spirit of the Bristol and Monkton area. Experience the perfect synergy of work and life on this unique Vermont acreage. See Listing Details & 53 images.

$1,300,000 $462 per sq.ft. Monkton VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 3096  |  Acres: 9.5
Listed on Friday Jun 26, 2026
Description: Privately situated in a rural setting, this contemporary home offers 9.5 acres of peaceful privacy with tranquil views of the sunsets on a private pond, walks through the extensive perennial gardens, and wildflowers in the meadow. Custom built as a builder's home, the present owners have made substantial upgrades to all areas of the home. The main living level includes a redesigned western entry with benches and built-ins granting easy access to the attached 2 car garage and renovated kitchen. The fully appointed kitchen satisfies every aspect of convenience and professional design. Granite counters, large island with food prep area, seating, pendant lighting and a walk-in pantry. The open floor plan flows into the living/family room with a gas fireplace and a dining area with large windows. A welcome space for family gatherings or entertaining with access to the enlarged screened porch, natural stone patio, and lovely gardens. There is an additional formal parlor, and den/office. The second floor features cherry floors throughout, a library sitting area, many built-ins and lovely architectural features like the curved hallway and window seats. The primary suite has been fully renovated, showcasing an oversized shower, soaking tub, and Quartzite counters. There are two additional bedrooms, and full bath. If additional space is needed, there is an insulated 3rd floor that is accessed via the secret bookcase and spiral stairs. In 2022, a custom barn was added with insulated shop, mini splits for heating/cooling, 3 phase power, 10' door, covered side equipment storage and loft. All perfectly powered by the help of a 14KW Solar Array with two 27KW Tesla Powerwalls. See Listing Details & 60 images.

$250,000 $214 per sq.ft. Montpelier VT Home »


Price Change! Reduced by $29,000 down 12% on July 10th 2026
Waterfront on River Winooski River
3 Beds | 2 Baths |   Total Sq. Ft. 1168  |  Acres: 0.14
Listed on Saturday Apr 18, 2026
Description: Located on Berlin Street, this 3-bedroom, 2-bath home offers easy access to downtown Montpelier, the Hunger Mountain Co-op, Central Vermont Medical Center, and nearby amenities, with a bus stop close by. The home features a front porch with views of the Winooski River, along with a storage shed for additional space. Previously used as a rental, the property presents an opportunity for the next owner to make it their own. Sellers have not occupied the property. Sellers are related to the listing agent. See Listing Details & 16 images.

$375,000 $361 per sq.ft. Montpelier VT Home »

110 Ft. of Waterfront on River North Branch Winooski River
3 Beds | 1 Baths |   Total Sq. Ft. 1560  |  Acres: 0.91
Listed on Thursday Jul 16, 2026
Description: Single level living in the Capital city with 2 car attached garage, very large back yard, extensive gardens, and frontage on the North Branch River. House is well above flood zone so enjoy the benefits and beauty of the river frontage worry free. 3 bedrooms, full bath, kitchen and dining on same level with hardwood floors in Living Room and BR's. Walk-out basement features large open finished family room. Wood stove with glass front in Living Room makes for cost savings and cozy winter evenings by the fire. Fully fenced large back yard perfect for family activities, pets, family gatherings, etc. Lush gardens both in front and back yard with fruit and nut trees, berry bushes, and lots of flowering, herbal, and medicinal plants. Direct access to North Branch River features lots of wildlife including otters & herons and perfect for kayaking, canoeing, fishing, or even swimming. 3 sheds on the property provide space for gardening tools, chickens, or whatever you need to store or house. Short walk to Montpelier Rec field, North Branch River Park, Vt Mountaineers baseball games, and town pool. Walk, bike, or paddle into town in just a few minutes. Come check out this ranch home with expansive yard, extensive gardens and river frontage just minutes from downtown Montpelier. Open house Saturday, July 18, 10am-1pm. See Listing Details & 56 images. Includes a Virtual Tour

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