New Listing! Middlebury VT Home for sale $$429,000 $228 per sq.ft.

$429,000 $228 per sq.ft. Middlebury VT Home »


Price Change! Reduced by $10,000 down 2% on October 24th 2025
2 Beds | 2 Baths |   Total Sq. Ft. 1884  |  Acres: 0.27
Tuesday Oct 7, 2025
Description: ENERGY CONSCIOUS, NICELY MAINTAINED, IN-TOWN CONVENIENCE & LOW MAINTENANCE make living a breeze in this two bedroom home with a sweet sunroom overlooking the back yard and a fully finished lower level. You will love the glowing wood floors, attached two car garage with a separate work shop, a deck off the sunroom, minisplits, roof-mounted solar panels, and a garden with shed and small greenhouse. The finished lower level includes a pellet stove which can heat the entire home. Open space here includes a family room with a spacious office while a separate laundry/utility room and huge storage room provide convenience. The finished storage room could easily be used for a variety of functions. A stacked washer/dryer hookup is located in the three-quarter bath if a first floor laundry is desired. Everything Middlebury is at your fingertips - shopping, schools, library, dining, sports, Town Hall Theater, rec park, local hospital. Not ready for condo living? This home is an enjoyable alternative with your own yard, garden, greenhouse, sunroom, solar, garage, paved driveway, and easy maintenance. Move right in! See MLS Property & Listing Details & 35 images.

$469,000 $158 per sq.ft. Middlebury VT Home »


Price Change! Reduced by $90,500 down 19% on September 23rd 2025
5 Beds | 2 Baths |   Total Sq. Ft. 2963  |  Acres: 0.53
Sunday Jun 1, 2025
Description: Situated in the heart of East Middlebury, this farmhouse built in 1800 offers nearly 3,000 square feet of living space and features five bedrooms on a spacious 0.53-acre corner lot. The sizeable kitchen, with woodstove and attached breakfast nook, provides ample space for entertaining or simply whipping up meals. Adjacent to the kitchen, a newly remodeled utility room and bath with a tiled walk-in steam shower add both functionality and modern convenience. The first floor also includes a formal dining room, a substantial living area, and a family room with a wood burning fireplace, perfect for hosting those milestone events. The traditional large front door leads to an expansive wrap-around covered porch that overlooks East Main Street and the vibrant happenings of town. Upstairs, you will find five carpeted bedrooms, a full bath, and easy access to the walk-up attic. Should additional space be required for an office or exercise room, one or more of these bedrooms can easily be repurposed. Across the driveway, there is a detached two-car garage and a heated workshop, offering ample storage and counter space for both tools and toys. Next door is the Recreational Park, with playgrounds, basketball and tennis courts. Also, a stones throw away is the well known Sarah Partridge Public Library and the renowned Waybury Inn. This property has been lovingly maintained by its current owners for over 45 years. As they embark on new adventures, this home is ready for its next chapter. See MLS Property & Listing Details & 42 images. Includes a Virtual Tour

New Listing! Middlebury VT Home for sale $$470,000 $251 per sq.ft.

$470,000 $251 per sq.ft. Middlebury VT Home »


Price Change! Reduced by $29,000 down 6% on October 27th 2025
4 Beds | 3 Baths |   Total Sq. Ft. 1875  |  Acres: 38.31
Monday Sep 29, 2025
Description: Enjoy living in a peaceful, secluded home with a horse barn, surrounded by more than 38 acres of fields, pastures and woodlands in East Middlebury! Scenic large parcels like this do not come available very often. Use your imagination to create your dream home, as the house needs renovation. Its potential is nearly limitless. The single-story ranch has an eye-catching brick fireplace and hearth with a wrought-iron bread oven and arched wood storage, along with hardwood floors, an eat-in kitchen, four bedrooms, 2½ baths, an attached two-car garage and paved driveway. Sliding glass doors open onto a wooden deck, where hummingbirds, cardinals, chickadees and goldfinch are frequent visitors to feeders. Beyond the deck are fields where you will see wild turkeys, deer, woodchucks, fox and the occasional moose. Owls and hawks make their homes overhead in the towering trees. The picturesque barn features four horse stalls, a tack area, plenty of storage, electricity and a frost-free water pump. Outside, a sturdy hayshed keeps feed sheltered and dry. At the end of the day, walk down the road over the trout-filled Middlebury River to the Waybury Inn. Amenities like groceries, fuel, a library and post office are about a mile away in the center of East Middlebury, while historic downtown Middlebury and Middlebury College are a quick drive. See MLS Property & Listing Details & 32 images.

Under Contract Middlebury VT Home for sale $$482,500 $239 per sq.ft.

$482,500 $239 per sq.ft. Middlebury VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2019  |  Acres: 0
Sunday Sep 7, 2025
Description: This price is for qualified buyers! Inquire with your agent to see if you qualify and are able to purchase at this price. This unit is also available at the market price of $699,500. 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, end unit townhome will be ready for occupancy in the spring 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. Step inside the open concept first floor living area which enjoys plenty of natural light from the many windows. The generous kitchen features an oversized island with seating, energy star appliances, and direct access to a private deck, perfect for morning coffee or evening relaxing. 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 a primary suite with spacious walk-in closet and en-suite bath featuring a double vanity, complemented by 2 other bedrooms and bath. The lower level provides private garage parking, gear- friendly mudroom and washer and dryer. A partially finished bonus room and utility space round out that level. Future community amenities will include green space, community garden, access to trails and more. Inquire for more details! See MLS Property & Listing Details & 9 images.

Under Contract Middlebury VT Home for sale $$482,500 $239 per sq.ft.

$482,500 $239 per sq.ft. Middlebury VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2019  |  Acres: 0
Sunday Sep 7, 2025
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, garden entrance townhome will be ready for occupancy in February 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 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 relaxing. 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 a primary suite with walk in closet and 3/4 bath, and 2 additional bedrooms and a full bath. The lower level provides private garage parking, a mudroom entrance, and a laundry room/ bonus space, perfect for storing all of your gear! Future community amenities will include green space, a community garden, access to trails, and more. Inquire for more details! See MLS Property & Listing Details & 6 images.

$482,500 $239 per sq.ft. Middlebury VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2019  |  Acres: 0
Wednesday Sep 24, 2025
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, garden entrance townhome will be ready for occupancy in February 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 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 relaxing. 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 a primary suite with walk in closet and 3/4 bath, and 2 additional bedrooms and a full bath. The lower level provides private garage parking, a mudroom entrance, and a laundry room/ bonus space, perfect for storing all of your gear! Future community amenities will include green space, a community garden, access to trails, and more. Inquire for more details! See MLS Property & Listing Details & 6 images.

$485,000 $223 per sq.ft. Middlebury VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2174  |  Acres: 0.4
Friday Jul 25, 2025
Description: This lovely home is really only about 4 years old. The current owner purchased the property after a major fire and ripped down much of the old structure. The electrical, plumbing, heating, bathrooms, kitchen, floors, windows, sheetrock, roof, siding, etc. were all replaced. The oversized one car garage is insulated and heated. There is also a very nice storage shed in back that has a new 1-car garage door and is perfect for additional storage. This beautiful home is located in a very nice older neighborhood with established trees giving the back yard and porch a sense of privacy that is rare to find in a neighborhood. See MLS Property & Listing Details & 29 images.

$250,000 $218 per sq.ft. Village of East Barre in Town of Middlesex VT Home »


Price Change! Reduced by $40,000 down 16% on September 23rd 2025
3 Beds | 1 Baths |   Total Sq. Ft. 1146  |  Acres: 0.75
Saturday Mar 29, 2025
Description: The owner is willing to work with buyers on any FHA, VA, and USDA loans after the appraisal is completed for the following Safety and Sanitation concerns from appraisal. See MLS Property & Listing Details & 36 images.

Under Contract New Listing! Middlesex VT Home for sale $$320,000 $172 per sq.ft.

$320,000 $172 per sq.ft. Middlesex VT Home »

4 Beds | 1 Baths |   Total Sq. Ft. 1856  |  Acres: 5.6
Monday Sep 29, 2025
Description: There's more than meets the eye here at 325 Shady Rill Road. Sitting on over five and a half acres of land, this unassuming raised ranch has a lot to offer. Stepping inside, the unique layout begins downstairs with a large, fully remodeled kitchen featuring custom cabinets and stainless steel appliances. The interior stairway splits the open concept layout with the dining room on the other side. The back bonus room is a perfect space for a home office, gym, playroom, studio...you name it. Upstairs you'll find the bedrooms, and living room, all with hardwood floors and beautiful views through each window. The smaller room at the top the stairs has even been plumbed out to be fitted as an upstairs bathroom. Other notable upgrades include all new plumbing and wiring (2018), mostly new windows, a new 1000 gallon septic tank, and a full house automatic generator installed in 2023. With no neighbors in sight, the yard is perfectly private without feeling remote. There's room to play, garden, hike or simply lean in to your surroundings and relax here. It's not often that an affordable house in such a stellar location like this one comes up for sale. Schedule your private viewing today so you don't miss your opportunity to call 325 Shady Rill Road home. See MLS Property & Listing Details & 56 images.

New Listing! Middlesex VT Home for sale $$370,000 $275 per sq.ft.

$370,000 $275 per sq.ft. Middlesex VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1344  |  Acres: 2
Monday Oct 6, 2025
Description: Welcome to this charming and unique 3-bedroom, 2-bath home in the heart of Middlesex, set on 2 lush acres bursting with character and possibility. A gardener's dream, the property features vibrant perennial beds, a greenhouse, and thoughtfully designed outdoor spaces that invite you to live close to the land. Inside, warm and inviting details make the home truly one-of-a-kind, from cozy nooks to artistic finishes that reflect a creative spirit. The primary bedroom includes a private balcony, perfect for morning coffee or stargazing at night. Adding to the property's appeal is a separate A-frame structure equipped with a composting toilet--ideal as a guest retreat, studio, or even a unique passive income opportunity. With space to explore, grow, and create, this property offers a lifestyle that blends comfort, sustainability, and charm. Just minutes from downtown Montpelier and close to nearby trails, this location offers both convenience and easy access to Vermont's natural beauty. See MLS Property & Listing Details & 57 images. Includes a Virtual Tour

New Listing! Middletown Springs VT Home for sale $$269,900 $120 per sq.ft.

$269,900 $120 per sq.ft. Middletown Springs VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2240  |  Acres: 10
Tuesday Oct 21, 2025
Description: Nestled on 10 peaceful acres in the countryside, this foreclosure property offers a rare opportunity to create your dream rural retreat. The home features three spacious bedrooms and two full bathrooms, with generously sized rooms that invite natural light and promise comfortable living. A charming fireplace anchors the living area, perfect for cozy evenings, while original wood floors throughout add warmth and character. The layout is functional and full of potential, with "good bones" that provide a solid foundation for renovation and personalization. Though the home needs some TLC and updating, its rustic charm and expansive setting make it a worthwhile investment for those with vision. Imagine restoring the wood floors to their former glory, modernizing the kitchen and baths, and transforming the large rooms into inviting spaces tailored to your style. Outside, the 10 acres offer endless possibilities; from gardening and recreation to building out additional amenities. Whether you're looking for a quiet homestead or a fixer-upper with room to grow, this property is a canvas waiting for your touch. Only owner occupant buyers are eligible for first 30 days of listing through First Look Program. Only Owner-occupied offers will be considered for the first 30 days. Investor offers considered after 30 day period. See MLS Property & Listing Details & 34 images.

$324,900 $165 per sq.ft. Middletown Springs VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 1968  |  Acres: 1.6
Monday Aug 25, 2025
Description: Step into history and comfort with this 3+ bedroom, 2.5-bath Colonial nestled in the heart of Middletown Springs. This beautiful home boasts timeless character with original moldings, natural pine floors, and a durable slate roof that speaks to its enduring quality. Two inviting brick fireplaces add warmth and charm to the spacious living areas, making this home as cozy as it is elegant. The property's outdoor spaces are equally impressive. Surround yourself with extensive perennial gardens, raised vegetable beds, and established blueberry and raspberry bushes--perfect for the gardening enthusiast, just needing a little TLC. A garden shed/wood shed provides additional convenience, while the attached garage offers functionality and storage. Modern updates complement the home's historic character, including fiber optic internet for seamless connectivity. Outdoor lovers will enjoy easy access to skiing at Okemo, Pico, and Killington, swimming and boating on nearby Lake St. Catherine and Lake Bomoseen, and just minutes from the extensive biking network of Slate Valley Trails. This is more than just a home--it's a lifestyle, offering a rare blend of history, beauty, and modern amenities in a picturesque Vermont setting. School choice for grades 7-12. See MLS Property & Listing Details & 43 images.

$420,000 $132 per sq.ft. Middletown Springs VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 3180  |  Acres: 0.42
Monday May 12, 2025
Description: Known as the Jonas Clark House, this 1814 Brick Georgian style home sits proudly across from the Middletown Springs Village Green. This four bedroom, two bath home features many period details including a formal entry, spacious high ceiling rooms and original woodwork throughout. Other amenities include a modern kitchen, formal dining room, living room and den. Also, there is a basement oven that was used to smoke hams! Outside, relax on the rear porch overlooking the fenced in landscaped grounds. Many possibilities and uses exist for the large attached post and beam barn. This historic property is located minutes from Slate Valley Trails (biking & hiking), Lake St. Catherine Park & Country Club, Dorset Playhouse and Manchester area. See MLS Property & Listing Details & 31 images.

$325,000 $191 per sq.ft. Monkton VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1704  |  Acres: 3
Sunday Jul 27, 2025
Description: Discover this charming 3-bedroom, 1.5-bathroom home featuring 1,704 square feet of comfortable living space. The welcoming enclosed front porch invites you to relax and watch the world go by, while beautiful wood floors add warmth and character throughout the interior. Step outside to the spacious back deck, perfect for morning coffee or evening barbecues with friends and family. Located in peaceful Monkton, this property offers the ideal balance of rural tranquility and convenient access. You'll appreciate the easy connection to the main road, making daily commutes a breeze. Bristol sits just 8 miles away for local shopping and dining, while Burlington's vibrant downtown scene awaits only 22 miles down the road. The generous lot size provides plenty of room for outdoor activities, gardening, or simply enjoying Vermont's natural beauty. This quiet neighborhood setting offers privacy without isolation, creating the perfect backdrop for your Vermont lifestyle dreams. See MLS Property & Listing Details & 29 images.

$439,000 $248 per sq.ft. Monkton VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1768  |  Acres: 10.7
Sunday Sep 7, 2025
Description: This inviting three-bedroom, two-and-a-half-bath home in Monkton is nestled on 10.7 acres, offering both privacy and convenience. Centrally located, the property provides an easy commute to Burlington, Bristol, and Middlebury. The first floor features a spacious, open-concept kitchen and dining area. There is also a generously sized living room, perfect for gathering and entertaining. A half bath and a convenient laundry room complete this level. Upstairs, the primary bedroom offers abundant space, a walk-in closet, and a private ensuite bath. Two additional bedrooms share a large full bathroom. The full basement provides plenty of room for storage. Outdoors, the 10.7 acres of primarily wooded, hilly terrain provide lots of space to explore and enjoy. See MLS Property & Listing Details & 31 images.

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