Monkton Real Estate

Welcome to Monkton, a charming town nestled in the heart of Addison County, Vermont. With its picturesque landscapes and tight-knit community, Monkton offers a peaceful retreat from the hustle and bustle of city life.

Monkton is known for its stunning natural beauty, with rolling hills, lush forests, and meandering streams dotting the landscape. Outdoor enthusiasts will find plenty to explore, from hiking and biking trails to fishing and kayaking spots. In the fall, the foliage transforms the town into a kaleidoscope of vibrant colors, making it a perfect time for scenic drives and leisurely strolls.

The town of Monkton has a rich history dating back to its founding in the early 19th century. Today, it maintains a strong sense of community, with local events and festivals that bring residents together throughout the year. The town also boasts top-rated schools, making it an ideal place for families looking to settle down.

Whether you're searching for a cozy cabin in the woods or a spacious family home with a sprawling yard, Monkton has a diverse range of real estate options to suit every taste and budget. Come discover the beauty and tranquility of Monkton – the perfect place to call home in Addison County, Vermont.

Newest Listings in Monkton

$699,000

3 Beds ⋅ 2 Baths ⋅ 5115531 MLS

Set high on a five acre parcel, this expansive Monkton home offers more than 3,800 square feet of finished living space, extraordinary natural light, and a collection of amenities rarely found in one property. The home’s magnificent additions feature soaring ceilings, hardwood flooring, and generous open spaces designed for gathering, relaxing, and taking in the surrounding landscape. Three solar trackers provide exceptional energy efficiency and dramatically reduced electric costs, supporting a lifestyle that is both comfortable and sustainable. Inside, the layout includes multiple bedrooms across two levels, a game room, hot tub room, and an infrared sauna, along with extensive finished basement spaces ideal for hobbies, fitness, or flexible living. The outdoor environment is equally impressive, with an inground pool, mini-basketball court, wide lawns. If you still need more room, the 3,000 square feet plus garage space, high bay space suitable for vehicles, equipment, or workshop use, plus more than 1,800 square feet above the garage ready for future expansion. This upper level offers remarkable potential for a studio, office suite, or a fully realized in law apartment. With its combination of scale, craftsmanship, energy independence, and recreational amenities, this property delivers a rare opportunity to enjoy Vermont living at its most spacious and inspired.

386 Bristol Rd, Monkton

$495,000

2 Beds ⋅ 2 Baths ⋅ 5113897 MLS

Tucked into 9 acres and situated on the corner of the lot, is this well maintained and upgraded cedar sided contemporary. The home is currently set-up to meets the needs of the present homeowner and her in home business, but offers diverse flexibility and easy conversion for the next owner. The first level has beautiful hardwood floors, large windows that offer natural lighting and a lovely view of the private yard and pretty gardens. The living room has is an attractive brick hearth with a woodstove and access to both the deck for grilling and entertaining, and to the 12 X 13 screened porch. The kitchen is presently set up as a commercial kitchen and is used for the owner’s in-home business, but could easily be converted back for residential usage. Originally the second floor of the home was unfinished, so the home was design for the primary bedroom to be on the first floor. This space is now used as an office space. The upstairs space is an all-in-one apartment style living space for the owner. It hosts the primary kitchen, with Granite Counters and a 5 burner gas stove, a separate space with the primary bedroom and living area, a 6 X 14 walk in closet, and a huge bathroom. The bathroom is complete with custom lighting, a wonderful soaking tub and separate shower. If desired, this space could be divided into two very large bedrooms. Don’t forget all the extras, a mini split on each floor, window awnings, a one car garage with a level two car charging system, and a garden shed. The Town of Monkton has so much to offer, an elementary school in town, a recreation center with a dog park, sports fields, basketball and Pickleball courts. There is a new Town Center and a library. It is an ideal location for commuting to either Burlington or Middlebury – only 30 minutes to either town.

42 Meader Rd, Monkton

$600,000

5113390 MLS

RARE COMMERCIAL AND RESIDENTIAL OPPORTUNITY! Welcome to 1599 Monkton Road, a unique property combining residential flexibility with substantial commercial potential in a highly desirable location situated between Burlington & Middlebury. Additionally, comes with agricultural zoning for even more potential uses, as the previous owners had horses on property. Set on 8.08 acres, the property features an 1820 Colonial currently configured for multi-family rentals, plus an expansive shop previously utilized as a high-end woodworking production facility. The shop offers approximately 5,000 sq. ft. of space & coveted 3-phase power with 4 separate heating zones, creating an exciting opportunity for a workshop, studio, production facility, storage, home-based business or other commercial pursuits, subject to applicable zoning & approvals. Ample on-site parking exists with no lack of space, 388' of frontage along a paved public road, cable internet & separate utilities throughout the various spaces further enhance the property's versatility and investment potential. The residential dwelling provides additional flexibility for owner occupancy, employee housing, conventional rental income streams, or multi-generational living, while the surrounding acreage offers mountain views, mature shade, a stream & room to expand your vision. The upgrades list is long, highlighted by a metal roof, drilled well, new septics, updated heating units, blown insulation & natural Vermont surroundings. Whether you're an entrepreneur searching for space to operate your business or agricultural endeavors, an investor looking for multiple potential income streams or a buyer seeking a true live/work compound, 1599 Monkton Road offers a combination of acreage, infrastructure & flexibility that is increasingly difficult to find. Bring your business, your ideas & your vision! This is one you don't want to miss!

1599 Monkton Rd, Monkton

$825,000

4 Beds ⋅ 4 Baths ⋅ 5112851 MLS

Tucked away on 5 private acres, on the Charlotte side of Monkton is this immaculately maintained and updated colonial home. Surrounded by woods and meadows, this home offers wonderful spaces for both indoor and outdoor living. You need to see it to experience what a special place this is. The first floor is open concept living with ceramic tile and the gleaming warmth of hardwood Cherry floors. The chef’s kitchen is appointed with top of the line stainless appliances, soapstone counters and a granite island. A pantry, abundant cabinets, custom interior slides, glides and racks offer ease and access to all your kitchen gadgets and utensils. Off the kitchen is access to the expansive entertainment deck that includes the custom pool that is both inground and and above grade, a new 4 person hot tub with lounge spot, barbeque area, and custom lighting. Also convenient to the kitchen is the dining room which flows to the oversized living room, with a gas fireplace and access to the balcony, perfect for watching the amazing sunsets. An additional room can be used for an office/den. The entire second floor repeats the custom appointments and gleaming cherry floors. The huge primary suite has a mini-split a/c unit, a bathroom with jetted tub, oversized walk-in shower and double sinks. A 10 X 12 walk-in closet more than accommodates the apparel of 2! There are two additional bedrooms on this floor. and another bath. The basement level has storage galore, a workout room with a sauna, huge family room and a ¾ bath. Use the additional space in the utility room for a workshop with double door access to the back yard. Additionally, there is a 4 bay pole barn with power, separate covered equipment storage and a 2 car garage with upstairs storage. Conveniently located within 30 minutes of both Middlebury or Burlington.

91 Dart Hill Rd, Monkton

$439,000

2 Beds ⋅ 1 Baths ⋅ 5111525 MLS

Beautifully located on an elevated flat meadow nestled between two rock ledges, this log home in Monkton has been with the same family since it was constructed in 1977. Built along 9 acres of the ridge, the land offers special elements like a stone staircase winding up through the woods taking you to a lily pond - a stunning spot to rest, play, or just enjoy the wildlife. Along the northern end of the property, you'll see raised garden beds and a broad field, perfect for gardening or strolls through the mowed path along the ridge. This field and access to the pond can be viewed from the expansive deck as well as the screened porch on the west side of the home. Once you step inside, it is as if you have gone back in time as you take in the large stone hearth fireplace, vaulted log ceiling and unique character of the home's construction. The warm and rich interior showcases an open living, kitchen and dining room with a live edge kitchen counter top and rustic touches everywhere you look. A bathroom with washer and dryer as well as a corner bedroom complete the first floor. Upstairs in the loft, you'll find a second bedroom space comprised of two rooms that are open to the lower level, as well as access to the second floor addition. That space has its own exterior access and includes two separate rooms, great for storage, an office, or crafting! Nearby you can experience The Little Hogback Community Forest in Monkton, comprising 115 acres of conserved land, or take a hike through Ravens Ridge Natural area, a 363 acre nature preserve. Whether you are considering a vacation home in Vermont, or wish to have a rustic log residence within easy commuting distance to both Burlington and Middlebury, this property offers a unique and affordable opportunity!

1318 Boro Hill Rd, Monkton

$965,000

4 Beds ⋅ 4 Baths ⋅ 5110076 MLS

Almost 8 incredible acres in Monkton with an impeccably maintained, sprawling California ranch, 33'x100' barn, sugarhouse, sugar woods, orchard and pond. Lovingly referred to as “Paradise,” this special property combines a beautifully updated home with an incredible Vermont setting you truly have to see for yourself. The home features extensive updates, gleaming hardwood floors, a large open kitchen with breakfast nook, two living rooms, and an attached garage with mudroom and separate grand entry. An enclosed porch off the living room leads to a covered porch and balcony overlooking the beautiful grounds, while a custom stone patio provides another wonderful place to enjoy the setting. An additional primary suite or studio upstairs offers flexibility, and the full unfinished walkout basement provides even more potential. The acreage is just as impressive, with a large barn featuring stalls and a workshop, sugarhouse and sugar woods, established gardens, orchard, pond and additional sheds. The possibilities are endless for homesteaders, outdoor enthusiasts, horses and animals, farming, hobbies, or even a family compound. Nearly 8 acres with so much already in place. Come experience “Paradise” for yourself.

2367 Hollow Rd, Monkton

$435,000

1 Beds ⋅ 1 Baths ⋅ 5103091 MLS

Nestled at the foot of Burrough Hill, this adorable 1-level ranch is ready for you to call it HOME! Built in 2009, this home offers just over 1,000 finished square feet. Enter into to a large mudroom...a must in VT, with convenient laundry and utility sink. Easy maintenance laminate flooring throughout. Only one bedroom, BUT the HUGE walk-in closet could easily be converted to a 2nd bedroom, and the septic is permitted for THREE! Cute galley kitchen with matching white appliances and a great pantry. Full, unfinished, dry basement with egress door, that is also plumbed for a 2nd bath. Amazing 3-car garage (with it's own Loo…that is plumbed for a FULL bath!) means plenty of storage and workshop space! Home sits on a roomy 2-acre lot with berry bushes and incredible views, especially during foliage season! Cute garden shed/chicken coop too!

150 Piney Woods Rd, Monkton

$339,900

3 Beds ⋅ 2 Baths ⋅ 5102896 MLS

Discover the potential in this quaint farmhouse has sited on 1.2 beautiful acres. Featuring 2–3 bedrooms, this cozy home offers a flexible layout and plenty of country charm. The property is a gardener’s dream, with abundant established gardens, plus blueberry and raspberry bushes ready to enjoy. Some of the updates this seller has completed include the 3/4 bath was renovated with a large tile shower, heat pump added, metal roof installed, and the exterior painted. The solar was added for value and efficiency, while the peaceful acreage provides space to relax, grow, and make the property your own. The home needs cosmetic updates, making it a great opportunity for buyers looking to add personal touches and build equity.

504 Hardscrabble Rd, Monkton

$150,000

5102483 MLS

Owner financing options. Discover the perfect setting for your next home or investment opportunity! Ideally located just minutes from the Village of Hinesburg, this 1.2-acre homesite offers the best of country living with the convenience of nearby shops, restaurants, schools, and amenities. The property includes an approved wastewater permit for a 6 bedroom duplex style residence, making it an excellent opportunity for an owner-occupied home with rental income potential or a full investment property. The seller is flexible regarding septic installation details, offering added convenience as you plan and build. Investors, expand your portfolio by combining this offering with Lot #3, available with an approved wastewater permit for an additional 6 bedroom duplex style building. Whether you're looking to build your dream home, generate rental income, or create a multi property investment, this property offers an exceptional combination of location, flexibility, and long-term potential.

339 Monkton Rdg, Monkton

$150,000

5102482 MLS

Owner financing opstions. Discover the perfect setting for your next home or investment opportunity! Ideally located just minutes from the Village of Hinesburg, this 1.2-acre homesite offers the best of country living with the convenience of nearby shops, restaurants, schools, and amenities. The property includes an approved wastewater permit for a 6 bedroom duplex style residence, making it an excellent opportunity for an owner-occupied home with rental income potential or a full investment property. The seller is flexible regarding septic installation details, offering added convenience as you plan and build. Investors, expand your portfolio by combining this offering with Lot #4 available with an approved wastewater permit for an additional 6 bedroom duplex style building. Whether you're looking to build your dream home, generate rental income, or create a multi property investment, this property offers an exceptional combination of location, flexibility, and long-term potential.

339 Monkton Rdg, Monkton

$629,900

5102481 MLS

Owner financing options. Discover the perfect blend of country living and investment potential with this duplex situated on 1.2 acres. Whether you're looking for an owner occupied property with rental income or a solid addition to your investment portfolio, this versatile property delivers. The larger unit features four spacious bedrooms and two full bathrooms, combining classic Vermont charm with thoughtful updates. Inside, you'll find a updated kitchen, a mix of hardwood, softwood flooring, built-in cabinetry, storage nooks, first-floor laundry, and a practical mudroom entry. Relax on the front porch with a view of Cedar Lake, or enjoy the privacy of the rear porch. An additional storage area provides even more functionality. The second unit is currently occupied and offers two bedrooms, a full bathroom with the potential to add a half bath, first-floor laundry, inviting front and rear porches, and charming wide-board flooring that complements the home's character. Located just minutes from Hinesburg Village, this property offers the tranquility of a country setting while remaining close to local amenities, schools, restaurants, and recreation. For builders and developers, this property is part of a four-lot subdivision that also includes two separately available, fully approved building lots. Each lot is approved for a two-unit dwelling with up to six bedrooms per lot. See MLS #5102482 and #5102483 for additional information. (Building lots are offered separately.)

339 Monkton Rdg, Monkton

$565,000

3 Beds ⋅ 2 Baths ⋅ 5098457 MLS

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.

295 Church Rd, Monkton

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Monkton Real Estate

Newest Listings in Monkton

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