Refine Search
Sort by
$489,000
3 Beds 2 Baths 5090864 MLS
OPEN HOUSE JULY 19TH from 1 to 3PM! Buyer Brokers honored. 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.

95 Seminary Street Extension, Middlebury

$1,799,000
4 Beds 5 Baths 5090783 MLS
Dreams really do come true! This is a rare opportunity to own a practically brand-new custom home showcasing exceptional craftsmanship, premium materials, and breathtaking Lake Champlain waterfront living. Set on approximately 10 private acres with 308 feet of shoreline, this remarkable property offers the perfect blend of luxury, comfort, and recreation. Designed for gathering and entertaining, the spacious home features 4 bedrooms, 4.5 baths, and over 1,700 square feet of beautifully finished lower-level living space with radiant heat. The stunning great room is anchored by a massive hearth, creating a warm and inviting centerpiece for the home. Expansive west- and south-facing Trex decks and a charming waterfront cabana (generator powered) provide the perfect setting to relax, entertain, and take in unforgettable sunsets over the lake. Built with quality and efficiency in mind, the home includes closed-cell insulation throughout, top-of-the-line Marvin windows, maple flooring, individually controlled blinds, an air exchanger, whole-house generator, and low-maintenance siding and trim. The heated three-car garage features an epoxy floor for a polished and functional finish. Car enthusiasts, hobbyists, and outdoor adventurers will appreciate the impressive 40' x 60' Lester metal building, just three years old, complete with a foundation, metal roof, water, power, and a drive-on four-post car lift. A floating boat dock with jet ski ramp completes this extraordinary waterfront property, making it easy to embrace the very best of lakefront living. This home is being sold furnished, including the spa pool!

4362 Lake St, Bridport

$1,250,000
6 Beds 5 Baths 5090626 MLS
Set on 40 private acres with sweeping views in every direction, this property offers a front-row seat to Vermont’s natural beauty from open pastoral fields to the Green Mountains and Adirondacks. The south-facing orientation fills the home with natural light throughout the day, while both sunrises and sunsets become part of everyday life. Designed for comfortable living and easy flow, the home offers the flexibility and space today’s buyers are looking for. The first-floor primary suite features a walk-in closet, laundry room, and a spacious bath with both a jetted tub and separate shower. A nearby office provides a quiet work-from-home space or could easily serve as a den or reading room. The heart of the home is the large kitchen and dining area with cherry cabinetry, generous counter space, and a center island ideal for gathering. The living room opens directly into a bright sunroom with access to the wraparound deck, overlooking the in-ground pool, outdoor fireplace and established gardens. The basement is partially finished with several storage rooms, a wine cellar a family room space and all of the utilites. Above the attached three-car garage is a well-appointed in-law or guest suite complete with a living room, bedroom, full bath, and kitchenette. A separate detached building adds even more versatility, offering a workshop, additional garage bay, half bath, separate heating system, and two finished rooms above which are perfect for a home business, studio, gym, or recreation space. The classic red Vermont barn provides additional storage or space for small animals and a whole house generator gives you all the backup you might need! Despite the peaceful setting and exceptional privacy, the property remains conveniently located and is 15 minutes to Middlebury or Vergennes and about an hour to Burlington.

1276 Swinton Rd, Bridport

$499,000
3 Beds 2 Baths 5090473 MLS
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.

2801 Rte 7 S, Middlebury

$1,650,000
3 Beds 4 Baths 5090364 MLS
Experience the essence of Vermont living on this totally private property tucked away at the end of Primrose Lane in Ferrisburgh. The 24-acre landscape is an enchanting mixture of verdant fields and woodlands. Over 100 acres of conserved land (no houses allowed) surround the property on two sides, while the other two sides are protected by deep woods that are part of the 24 acres. A quarter-mile driveway welcomes you to a world of mature landscaped gardens, private walking trails, a pole barn, a clay tennis court, and a writing cabin. A charming patio abuts an artesian well, which perpetually delivers pristine water over a sculpted stone fountainhead leading to two spring-fed ponds, one of which is 14 feet deep for swimming. At the heart of the property sits a beautifully crafted Huntington Homes cottage-style house. Expansive windows frame breathtaking views in every season, seamlessly connecting the indoors with the surrounding natural beauty. The home offers a first-floor primary bedroom, inviting open-concept living and dining areas, and a cozy library with a two-sided wood-burning fireplace, ideal for quiet evenings. The crown jewel of the home is the stunning screened porch—an idyllic setting for morning coffee, summer dinners, or simply soaking in the peaceful Vermont countryside. Adding even more value and flexibility, the property includes two income-producing opportunities: an Airbnb-ready detached seasonal guest cabin brimming with charm and character, and an 864-square-foot accessory dwelling unit above the garage with private access, ideal for guests, extended family, or additional rental income. Minutes from Vergennes and Middlebury for dining and charm; Burlington is 30 mins north for UVM and airport access; Lake Champlain is just 15 mins. More than a home, this is a lifestyle - a rare opportunity to own a very private Vermont retreat where comfort, natural beauty, and endless possibilities come together.

235 Primrose Ln, Ferrisburgh

$589,000
2 Beds 1 Baths 5090171 MLS
Escape to the shores of Lake Champlain with this charming lakefront cottage! Offering breathtaking lake and mountain views, this inviting 2-bedroom, 1-bath home is the perfect opportunity to enjoy waterfront living in a peaceful and scenic setting. Whether you’re looking for a year-round residence, seasonal escape, or vacation retreat, this property offers comfort, charm, and direct access to one of Vermont’s most beautiful destinations. Inside, you’ll find warm natural woodwork, abundant sunlight, and an open-concept layout designed for easy living and entertaining. The spacious living area flows seamlessly into the kitchen and dining space, while large windows bring in natural light and showcase the surrounding scenery. The enclosed porch is the perfect place to relax with your morning coffee while taking in panoramic lake and mountain views. Step outside to the back deck, ideal for summer gatherings, outdoor dining, or simply enjoying peaceful evenings by the water. Direct lake access allows for boating, kayaking, paddleboarding, fishing, swimming, and endless outdoor recreation right from your own property. Located in Addison, this property offers easy access to nearby Vergennes with its charming downtown, local restaurants, cafes, boutiques, and community events. Enjoy nearby hiking, biking, marinas, and recreation throughout the Champlain Valley. Approximately an hour away to Burlington, providing convenient access International Airport, UVM Medical Center, shopping, dining, and entertainment while still allowing you to enjoy the tranquility of lakeside Vermont living.

106 Potash Bay Rd, Addison

$3,195,000
5 Beds 5 Baths 5090134 MLS
The Drake House is a rare Vermont landmark, nearly two centuries in the making and thoughtfully carried forward by generations of careful stewards. Built in 1825 by Asaph Drake and his wife, this distinguished brick Federal home has long held an important place in the Middlebury area, with later connections to the Morgan Horse Farm, ownership by a Middlebury College president, and listing on the National Register of Historic Places. Most recently purchased in 2023, the 5,030-square-foot home has been meticulously modernized for contemporary living while preserving the character, craftsmanship, and soul that make it irreplaceable. Light-drenched interiors feature original pumpkin pine floors, historic brickwork, marble accents, reclaimed oak flooring, a restored archway, and elevated updates throughout, including a custom kitchen with coffered ceilings, walnut island, Fisher & Paykel dishwasher, and black enamel AGA propane range. Surrounded by approximately 650 acres of conserved land just five minutes from Middlebury village, the property feels deeply private while remaining closely connected to the landscape, with gardens, a pond, outdoor living spaces, and access to the MALT system’s 18-mile trail network. Inside, gracious gathering spaces, a parlor with fireplace and beehive/pizza oven, a serene primary wing with office and cedar sauna, and a wine cellar create a home that is both historic and deeply livable. A post-and-beam barn/garage with guest apartment, additional barn, and second driveway complete this beautifully renewed Federal-era retreat, ready for its next chapter.

1816 Morgan Horse Farm Rd, Weybridge

$599,990
5 Beds 3 Baths 5090108 MLS
Just In Time For Summer ! Welcome To 4351 Crown Point Road in the Town of Bridport. This West Addison County gem offers buyers the best of both worlds - a home consisting of an 1850s farmhouse retaining all of those well-loved period features, as well as a large modern 1990s contemporary addition. This ensures just the right blend of charm and updated conveniences, for the everyday modern lifestyle. Boasting in excess of 3700 SQFT of finished living space, the 1st floor offers the right balance of open spaces and separation including an office, living room, family room, sunroom, & convenient 1/2 bath. Upstairs you'll find 4 bedrooms plus a 5th bonus room, all are of a good proportion. The primary bedroom suite has vaulted ceilings, its own bathroom as well as a spacious balcony - ideal for  relaxing on and savoring those southwesterly views! The addition was architecturally designed to house space for a spiral staircase leading from the bedroom hallway directly into the family room, this final step awaits the next family to complete when time and focus allows! All the important aspects of the house have been taken care of, from the solid standing seam roof to the immaculate siding and trim work. The modern heating & cooling systems include 4 zones, radiant heat in the majority of the 1st floor, 4 AC heat pumps, and the major benefit of (owned) solar panels. Outside enjoy 4 magical acres, with garden shed & convenient canvas carport. Peaceful setting, yet located close to Middlebury, Addison Central School District, & easy access to NY.

4351 Crown Point Rd, Bridport

$634,700
5 Beds 2 Baths 5090077 MLS
Beautiful Federal farmhouse set on a scenic 2 acre level lot with breathtaking views of the Green Mountains, including Brandon Gap as a stunning focal point. This home blends timeless antique character with thoughtful updates. Tasteful landscaping with mature trees and established shrubbery surrounds the property, while the paved circular driveway, small barn, and oversized two car garage with loft and rear storage offer excellent space for hobbies, animals, or equipment. The remodeled kitchen is filled with warmth and character, featuring detailed trim work, attractive recessed lighting and light fixtures, natural beadboard-style wood ceilings, antique style farm sink, glass front kitchen cabinetry with detailed trim inlay, granite countertops with bar seating, very useful pantry, and a specialty Elmira Antique propane range with modern conveniences, food warming compartment, abundant amount of burners and style! A propane stove adds to the charm, while the nearby utility and laundry room includes an additional wash basin and access to the screened side porch. The remodeled dining room has finished wood walls and ceilings along with more spectacular long range views. The living room has a bay window, glass front wood stove, and sweeping views of the mountains and rolling fields. A spacious first floor primary bedroom with en suite bathroom, office nook with bookshelves, and first-floor laundry provide convenient one level living. Upstairs has four bedrooms filled with natural light, along with a separate back entry leading to storage space and a bonus room ideal for a recreation area, fitness room, or hangout space. Antique details, solid craftsmanship, incredible views, and a peaceful rural setting make this special Vermont property truly one of a kind. Peaceful and private, yet conveniently located just minutes to Middlebury and Brandon for dining, shopping, community events, the arts, hiking, lakes, and ski areas.

358 S Main St, Whiting

$529,000
5089982 MLS
Here is a delightful opportunity to own a simply versatile property that has been carefully updated over the years. What started as a single family home has been beautifully transformed to this multi-use property. The larger section of the property includes 5 private office spaces that share a conference room and a reception area as well as a full bath and small kitchenette. The total rent for three of these office spaces currently brings in $1200 and could be even more if rents were adjusted for market rates and the two, currently empty, other offices were rented. There are two furnished studio apartments, one on each level. The 1st floor apartment is currently rented for $1150/month and is heated with both a Rinnai heater and a heated and cooled with a heat pump. It includes a dishwasher, electric stove, stacked laundry and a 3/4 bath. This unit shares a door with one of the aforementioned office spaces so it's possible you could "capture" that room for this apartment space. The second floor unit is a true studio space with a Rinnai heater, heat pump, electric stove, fridge and 3/4 bath and rents for $1400/month. There is additional income potential - rent the 2 bay garage or add that space to one of the apartment rentals and increase the rent. The property is landscaped and has an existing sign for business name display. The parking surface is paved and this property is very tidy!

2337 Vt Route 7, Middlebury

$419,000
4 Beds 2 Baths 5089527 MLS
Set on 8 open acres at the corner of a peaceful country setting, this classic Vermont farmhouse offers space, functionality, and room to enjoy the outdoors. The house was relocated to its current setting and placed on a newer foundation, blending historic character with thoughtful updates throughout. Inside, you’ll find many original details that add warmth and charm to the home, including original trim, wood built-ins, old doors, exposed brick, and wood beams. The first floor offers a spacious and practical layout with a large kitchen, open living and dining area, office or den space, a ¾ bath, and a convenient laundry area. Upstairs, you’ll find four oversized bedrooms along with a full bathroom. The basement provides excellent utility and storage space and includes convenient walk-out access to the backyard. Outside, the property features a beautifully landscaped above-ground pool surrounded by a large deck, creating the perfect setup for summer gatherings and relaxing evenings at home. A partially fenced-in yard offers great space for pets, gardening, or outdoor enjoyment. The property has a newer boiler and hot water heater, along with a septic system installed within the last six years. Additional improvements in the last three years include extensive landscaping, the above-ground pool with deck, a new oil tank, and a newly constructed two-car garage that is already in place and ready for finishing exterior touches. With open land, country views, and plenty of space both inside and out, this property offers a wonderful opportunity to enjoy Vermont living while still making it your own. Conveniently located just 25 minutes to Middlebury and only 3 minutes to Lake Champlain.

75 Stevens Orchard Rd, Orwell

$390,000
6 Beds 3 Baths 5089488 MLS
In town, there is one undeniable property that immediately catches your eye and captures your imagination. Located at 28 West Street, this spectacular, once-in-a-lifetime Bristol Village home offers an extraordinary blend of historic grandeur, massive scale, and a rare live-and-work opportunity. Sitting proud on a gorgeous, 0.51-acre lot, this property puts you a stone's throw from the vibrant downtown shops and restaurants, and gives you a front-row seat to Bristol’s legendary Fourth of July parade. Spanning over 3,300 square feet, the residence is rich with architectural character, showcasing beautiful original trim and a cozy wood fireplace that anchors the living space. With six generous bedrooms and three bathrooms, the floor plan offers an abundance of space and flexibility. The home has been thoughtfully maintained where it counts, featuring a dry basement, a Buderus boiler, a brand-new septic system installed in 2021, and has been rewired with a newer electrical panel. For those who need extra space for vehicles, hobbies, or storage, the property includes an oversized, detached two-car garage complete with an unfinished second level. What truly sets this village gem apart is its flexible zoning, which allows for mixed-use options including professional offices and commercial space. Whether you dream of launching a boutique business from home or keeping your work and residential life seamless, this layout provides the ultimate template for a live-and-work lifestyle. The ideal buyer is someone ready to embrace a rewarding project; while the home boasts incredible bones and a commanding presence, it is ready for cosmetic updates, offering the perfect canvas to bring your personal touch and design vision to every room. Opportunities of this scale, location, and versatility rarely hit the market in Bristol Village—bring your ideas and revive this local icon into your dream masterpiece.

28 West St, Bristol

$679,000
5 Beds 5 Baths 5088782 MLS
Perfect for anyone looking for an in-law suite, this home has a first-floor primary suite that is very spacious- giving its occupants a private space separate from the main house, including its own laundry room and office space! The generously sized mudroom entry and walk-in pantry separate this from the open concept kitchen/dining/living rooms. Flooded with natural light, the custom kitchen features granite countertops and cherry cabinetry! Sliding glass doors open up from the dining area to the expansive back deck! The soapstone wood stove in the living room sits on a custom-built stone hearth and can heat up this main level. The family room has pocket doors that can close it off from the rest of the main floor for added privacy. Upstairs are four more bedrooms and two baths! Loads of windows to enjoy the view out the back- a lovely, flat 1.73-acre parcel with stone walls, trees, lots of open space and established gardens, huge deck, pool, and plenty of sun! The partially finished basement has a large recreation room, workout room, workshop, play space, full bath AND plenty of storage. Located in East Middlebury village, down the street from the Waybury Inn, library and playground. Head up the mountain for great skiing, hiking and biking- or walk down the street to the Middlebury River to take a dip or go fishing! Less than 10 minutes into the village of Middlebury, where you'll find great restaurants, shopping, and events at Middlebury College. This house offers all of the space that you have been looking for, at the end of the road for a private setting- what more do you need?!

29 Kings Row, Middlebury

$549,000
3 Beds 3 Baths 5088601 MLS
Hidden among 20+ wooded acres, this one-of-a-kind 3-bedroom, 3-bath home is back on the market and ready for its next chapter. Set well off the road with its own private pond, open meadow, and forest surroundings, the property offers the kind of peace and privacy that’s getting harder to find. Inside, the home embraces its wonderfully untraditional layout with soaring ceilings, oversized windows, and cozy corners that make you want to slow down and stay awhile. The sun-filled kitchen—with skylights overhead and views of hummingbird feeders just outside—feels connected to nature in every season. Upstairs, the loft captures breathtaking tree-level views, especially in the fall. The finished walkout lower level offers generous space for guests, hobbies, or simply spreading out and enjoying the quiet. Outside, wildlife wanders freely, summer evenings glow with fireflies, and you can ramble your way up the ridge bordering state forest land. A detached oversized heated garage adds even more potential for a workshop, studio, guest space, or game room. All this just 10 minutes from Lake Champlain. Whether you’ve been searching for a full-time home or a private Vermont escape, this property delivers space, character, and a setting that’s hard to forget. Appointment only — no drive-bys please.

170 Needham Hill Rd, Orwell

$388,900
2 Beds 2 Baths 5088391 MLS
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"

41 Barnes Brook Rd Unit 9.2, Middlebury

$775,000
3 Beds 3 Baths 5088246 MLS
Set on a former orchard just minutes from downtown Middlebury in the sought after West Cornwall Village, this custom-built Cornwall home blends Vermont character, open land, and thoughtful craftsmanship in a setting that feels both peaceful and connected. Designed and built with pride by the owner (a professional carpenter), this home was carefully created to embrace the surrounding landscape, unforgettable sunsets, and Adirondack mountain views while offering the comfort of modern systems and flexible living spaces. Mature apple trees, cedar privacy plantings, open lawn, berry patches, and neighboring conserved farmland create a beautiful natural setting with frequent wildlife sightings, and wide-open skies. Inside, farmhouse-inspired warmth meets everyday functionality (with an eat-in kitchen featuring induction cooking and Bosch appliances) and multiple flexible living and dining areas. A bright newly finished sunroom is lined with oversized windows, warmed by a new gas fireplace and enhanced by a heat pump. Just off the kitchen, the 3-season side entry with a pellet stove offers a comfortable flex space ideal for relaxing on a brisk fall day, gathering to watch football, enjoying morning coffee, or creating a practical everyday retreat. The finished lower level offers cozy lounge space with a wood stove and New Hampshire stone accents. The oversized 28x40 garage/workshop with upper storage provide exceptional space for hobbies, equipment, or future possibilities. Enjoy the best of Addison County living just minutes to downtown Middlebury, Middlebury College, dining, shopping, trails, skiing, golfing, and Lake Champlain access. A rare blend of privacy, usable land, and location.

194 S Bingham St, Cornwall

$359,900
2 Beds 2 Baths 5087754 MLS
Discover this stunning end-unit condominium nestled in one of Middlebury's most charming neighborhoods — where thoughtful updates, effortless living, and a peaceful natural setting come together beautifully. The main level is designed for ease and comfort, featuring an open-concept living and dining area bathed in natural light from expansive windows and sliding doors. Step outside onto your private deck to enjoy the fresh Vermont air, whether basking in the sun or relaxing in the shade beneath a retractable awning. A cozy gas stove anchors the living space, creating a warm and inviting atmosphere year-round. The bright, well-appointed kitchen offers stainless steel appliances, a gas range, and generous counter space — perfect for both everyday meals and entertaining guests. Two spacious bedrooms and a full bathroom complete the main floor, all with no stairs, making for truly convenient single-level living. Downstairs, a finished bonus room provides endless possibilities complemented by an additional ¾ bathroom, in-unit laundry, and abundant storage and workspace. Recent updates include beautiful hardwood floors, fresh paint, and more. Outside, enjoy serene views overlooking a lush lawn framed by mature trees, a detached garage for added convenience, and wonderful outdoor space to call your own. Ideally situated close to downtown Middlebury, top-rated schools, shopping, and world-class outdoor recreation — this one truly has it all. Schedule your showing today!

31 Evergreen Ln, Middlebury

$105,000
5086977 MLS
Located just off Vermont Route 116 on Hewitt Road in Bristol, this 3.5-acre parcel presents an excellent opportunity for commercial development within the town’s Commercial zoning district. The property features a mature privacy hedge along the road frontage, creating natural screening, while the remainder of the site is level and open - ideal for efficient site planning and construction. Electrical service is available close by, further simplifying the development process. The current owners had secured state and local permits, including a wastewater (WW) permit supporting a commercial building designed for up to 10 employees (150 gallons per day allocation), as well as a land use permit and town zoning approval for the development of a contractor yard. Plans allowed for 2,600 square-foot building accommodating two tenant businesses, with up to 0.95 acres of impervious surface. This extensive preliminary work provides a strong foundation for your own streamlined development process.

Tbd Hewitt Rd, Bristol

$400,000
4 Beds 2 Baths 5086871 MLS
This inviting home offers a bright, comfortable layout designed for easy everyday living. The main level flows naturally between the kitchen, dining and living spaces, creating a welcoming environment for gatherings or quiet evenings at home. The updated kitchen blends the convenience of modern living with the charm and character of an older home. Upstairs, a large full bath serves the bedroom level, providing both space and functionality. Outside, the fenced-in backyard is ideal for pets, play or gardening. The garage adds valuable storage and parking. Set on a small, manageable lot the property offers quick access to town amenities and is just a short drive to the Middlebury Snow Bowl. The location is ideal for commuting to Rutland or Burlington as well. The sidewalks in front of the house make it easy to enjoy a morning walk or an evening stroll. This home delivers comfort, practicality, and a great location.

442 E Main St, Middlebury

$799,000
5086714 MLS
Rare turnkey multi unit investment opportunity along Vermont’s scenic Route 100 corridor. This versatile 3,874 SF (4,954 total) property functions as two fully independent residences connected by a breezeway - with options for 1 or 2 more apartments —ideal for short-term rentals, co-living, group housing, or owner-occupied income generation such as a home office. The property offers 16 rooms including 9–10 bedrooms and 3.5 baths, offering strong capacity for rental optimization and multiple revenue streams. Previously operated as a licensed Level 3 assisted living facility, the property features infrastructure suited for commercial or institutional use, including a sprinkler system, backup generator, and high-speed internet. Extensively updated since 2022, improvements include new roof, boiler, flooring, fresh interior paint, and updated appliances —minimizing near-term capital expenditures. The main residence offers 4 bedrooms, 1.5 baths, a large kitchen, formal dining room, living room, enclosed porch, deck, and oversized laundry/storage area. The auxiliary residence includes a first-floor suite with accessible bath and common living space and 2-3 bedrooms, plus a separate 3-bedroom second-floor apartment with full bath, kitchenette, recreation room, and deck. A 1,080 SF walk-up attic provides significant upside potential—ideal for a future primary suite or additional rental unit (subject to approvals). Situated on a level 1-acre lot with mountain views and parking for 10+ vehicles, the property sits directly across from Hancock Town Green and within walking distance to village amenities—enhancing guest appeal and tenant demand. Located within 20-40 minutes of Sugarbush, Mad River Glen, Pico, and Killington, this property is well-positioned for year-round rental income driven by skiing, golfing, hiking, and seasonal tourism. Ideal for investors seeking a flexible, income-producing asset with immediate usability and long-term upside.

919 A Rte 100, Hancock

$769,000
3 Beds 3 Baths 5086597 MLS
Nestled in a picturesque, pastoral landscape, this classic farmstead is the perfect setting for your Vermont dream! The property includes a potential building lot across the road with apple & pear trees, and site work showing it could support a 5 bedroom home. Think guest house, family member moving next door- many possibilities! The centerpiece of the property is the 1890s farmhouse that has been meticulously cared for and updated, with a new roof in 2024, updated electric panel and most windows replaced. Weatherization was completed to the home after an energy audit in 2022- including increased basement and attic insulation. A reverse osmosis system was installed for drinking water, and a 10kw solar panel system was added that offsets the power to the property. Enter in through the welcoming, covered front porch entry and wood floors and trim take you throughout the light filled rooms. The country kitchen has a walk in pantry and plenty of storage, and opens up to a sitting area with a wood stove for cozy days. A previous porch was finished off to a large sunroom and mudroom with radiant heat and looks out to the attached deck and the view beyond. The large living room and formal dining room are nearby- along with a first floor laundry room and powder room. The second level has three bedrooms, an office and a full bath- the third floor could be a guest suite or bonus room with its own full bath. Several barns are on the property- one with 7 standing horse stalls, 2 box stalls and two open stalls. Attached to this barn is a former creamery. Amazing butter was created in this structure for 23 years, so 150 amp power, water and floor drains are in this space- consisting of three rooms used for this process. Currently the acreage is enrolled in the current use program to provide tax savings. If you are looking for a serene, country setting for your new home, complete with the land and barns to incorporate into your lifestyle- this might just be the place!

194 Old Sawmill Rd, Orwell

$749,900
5086081 MLS
Rare three-unit multi-family property in scenic Monkton, Vermont set on 3.94 private acres. This well-maintained investment offers a rare blend of rental income and rural charm, with spacious surroundings, ample parking, and strong tenant appeal. Each unit provides comfortable living space with its own unique character, making it ideal for owner-occupants or investors seeking steady cash flow. Set on a peaceful country road surrounded by meadows and mountains, this property combines a desirable rural setting while being just minutes from Hinesburg, 30 minutes from Burlington and 20 minutes from Middlebury. Recent updates include complete bathroom renovations, exterior paint, back deck, walk in closet, and a newer septic tank with risers. Whether you’re expanding your investment portfolio or seeking to live in one unit while renting the others, this property offers flexibility and financial reward in a beautiful Addison County setting.

179 Rotax Rd, Monkton

$935,900
4 Beds 3 Baths 5085942 MLS
Mt. Philo views, a first-floor primary suite, owned solar and 3.8 private acres define this beautifully maintained North Ferrisburgh home. Enjoy stunning mountain views, extensive perennial gardens and peaceful outdoor living from the covered front porch, spacious rear deck with new Trex decking or bright interior living spaces. The chef's kitchen features granite countertops, maple cabinetry, a live-edge wood breakfast bar and stainless steel appliances including a gas convection oven. It opens to a sunny breakfast area and formal dining room. The vaulted living room is filled with natural light and anchored by a gas fireplace, hardwood floors and a balcony overlook. The first-floor primary suite offers two walk-in closets and an ensuite bath with a double vanity, tiled shower and jetted tub. A first-floor home office, three additional bedrooms and a generous bonus room provide room for work, guests or hobbies. The lower level with garden windows offers excellent potential for a recreation room, gym, media room or additional living space. Outside, enjoy a young apple, pear and plum orchard, mature elderberry bushes, a private fenced backyard and room to garden, play or relax. The chicken coop easily converts back to a garden shed. Energy-efficient owned solar and mini splits provide year-round comfort. Just 2 miles from Mt. Philo State Park with an easy commute to Burlington, Williston, Vergennes and Middlebury. 3D tour available!

55 Braeside Pl, Ferrisburgh

$450,000
3 Beds 2 Baths 5085698 MLS
Turn up the excitement—this is the one you’ve been waiting for! Welcome to a stunning, low-maintenance one year old home on charming Little Brook Lane, where modern design meets peaceful mountain views in a private community setting. From the moment you arrive, you’ll love the spacious 2-car garage with extra room for storage—perfect for all your gear and more. Step inside and experience the seamless transition from the garage into a bright, open living space designed for both relaxation and entertaining. The show-stopping kitchen features sleek quartz countertops, a wall oven, and a deep farmhouse sink—equal parts style and function. Down the hall, discover three well-appointed bedrooms, including a sun-filled primary suite at the end of the corridor, complete with a generous en-suite bath. A full main bathroom with tub, dedicated laundry area, and a convenient mudroom entrance add to the home’s smart layout. ????: basement access provides even more storage potential! Outside, unwind on your private deck or welcoming porch—ideal for soaking in those serene surroundings. Modern comfort, thoughtful design, and unbeatable charm—this home truly has it all. Don’t miss your chance to make it yours!

47 Little Brook Ln, Bristol

$725,000
5 Beds 4 Baths 5085665 MLS
This 1830s Vermont farmhouse pairs understated luxury with an easy, welcoming feel—an elegant country retreat that works beautifully for both real life and long weekends from the city. Set on Maple Street with Vermont Land Trust-protected Sunset views of the Adirondack Mountains, it’s been on the Addison County maps as “Bacon Farm,” for almost 200 years. The home’s vernacular Italianate architecture has been lovingly restored and blends original character with a polished, modern layout. The west-facing open plan living room is designed for year-round comfort and style, anchored by a substantial brick hearth with a soapstone woodstove, afternoon light and sunset hues, and opening directly to a broad deck overlooking the pool and fields. This space flows seamlessly into a vaulted, island-centered open-plan kitchen and dining room with double ovens and timeless finishes. All 5 bedrooms have been elegantly refinished, including an ADA accessible suite on the ground floor. Outdoors, the grounds feel like a private, low-key estate: gently sloping established perennial gardens and landscaping in the English-style, mature shade trees, and an in-ground swimming pool positioned to capture long views and evening light on this 6.5 acre property. The 3-story, approx. 3,000 sqft post-and-beam barn is a standout feature: originally a 19th-century sheep barn and carriage house, it has undergone structural stabilization and could be developed as a guest house, studio, gym or event space - offering a level of possibility rarely found in a turnkey country property. Location is a major part of the appeal. While feeling like a truly pastoral rural life, it is only 3 miles from the charming small city of Vergennes, with its historic downtown and award-winning restaurants. Middlebury with its internationally renowned liberal arts college is 12 miles away. Burlington, the largest city in Vermont is 45 minutes way. There is also a direct train to Penn Station in NY. Hi speed-wifi onsite.

2442 Maple St, Waltham

$1,365,000
5 Baths 5085625 MLS
Positioned in the vibrant heart of Bristol Vermont, this iconic former high school presents an exceptionally rare opportunity to acquire a fully leased, income-producing asset with both commercial use and residential zoning, offering multiple avenues for future value and flexibility. Assets of this scale, history, and versatility especially at an approachable price point are rarely brought to market. Steeped in heritage, the property has served the community since the early 1800s, evolving from its origins as a schoolhouse to Bristol High School and now the well-known Bristol Suites. Today, it is meticulously maintained and fully occupied, delivering immediate and stable income from day one. More than just a building, this is a true community hub. A diverse tenant mix including a chiropractor, skin care boutique, forest conservation office, yoga studio, fitness facility, and more drives consistent daily activity and creates a resilient, multi-industry income stream that supports long-term stability. The upper levels are currently configured as professional office suites and open studio spaces, while the lower level is anchored by a popular local gym, reinforcing visibility and steady use. Beyond its current income-producing profile, the property offers meaningful long-term optionality. With residential zoning in place, a future owner may explore conversion to apartments, a mixed-use redevelopment, or even repositioning the property as a distinctive single-family residence, subject to applicable permits and approvals. Its historic character, generous scale, central village location, and flexible interior layout create a compelling foundation for a one-of-a-kind private home or legacy estate. This is not just an investment, it is a scarce legacy asset with built-in income, community integration, residential potential, and meaningful upside in the Bristol, Vermont real estate market.

14 School St, Bristol

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .