Homes for Sale near Middlebury Union High School

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  /59

  $1,499,000

  • 3 Beds
  • 1.5 Baths
  • 2,401 Sq Ft

  640 Orchard Dr, Bridport, VT 05734

  ONCE UPON A TIME IN BRIDPORT there was a bucolic farm on 12 acres with a home built in 1888. In the late 20th century a genius truck mechanic with skilled hands which didn't know how to stop working, moved there and fulfilled a dream. He built probably the largest and most complete truck repair garage in private hands in the whole state. Complete with crane, welding room, lathe room, giant doors

  

  Lawrence Zupan

  EXP Realty

  (802) 424-9692

  640 Orchard Dr, Bridport, VT 05734
• 

  

  

  /43

  $417,000

  • 3 Beds
  • 2 Baths
  • 1,673 Sq Ft

  86 Ossie Rd, Middlebury, VT 05753

  Quaint, village home-many recent improvements: rain gutters, Northern Bsmt system, new appliances, lilac trees on the back line, a surveyed lot and a few new doors! This home is an easy one to call home. Beautiful landscaping giving wonderful curb appeal. Raised garden bed of wildflowers makes a beautiful pollinator highway for the bees. A mature lilac tree in the backyard spreads a lovely

  Amey Ryan IPJ Real Estate

  86 Ossie Rd, Middlebury, VT 05753
• 

  

  

  /31

  $315,000

  • 3 Beds
  • 1.5 Baths
  • 1,330 Sq Ft

  82 Ossie Rd, Middlebury, VT 05753

  This 1930’s East Middlebury village home boasts a charming, livable layout, ready for new owners to come in with the vision to make the mostly cosmetic updates that would bring out its full potential. The first floor includes a nice living room with hardwood flooring open to the staircase, a small dining area, kitchen and 1⁄2 bath with a family room and small mudroom off the back of the house.

  Jill Fraga The Real Estate Company of Vermont, LLC

  82 Ossie Rd, Middlebury, VT 05753
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  /38

  $499,000

  • 4 Beds
  • 3 Baths
  • 1,760 Sq Ft

  30 Mountain View Ln, Middlebury, VT 05753

  Great house on a corner lot in a Middlebury neighborhood that's close to town! The first floor has well equipped kitchen with a large copper topped island and a spacious dining area that's perfect for entertaining. The living room opens to a bonus area that could be a den, office, playroom, etc... There is a first floor bedroom and a full bath with laundry. Upstairs you will find a primary suite

  Beth Stanway IPJ Real Estate

  30 Mountain View Ln, Middlebury, VT 05753
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  /34

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,944 Sq Ft

  394 Cider Mill Rd, Middlebury, VT 05753

  This is the location you have been waiting for! Located on one of the most desirable streets in the area, this home sits on almost three acres with beautiful green mountain views! Well maintained, there are hardwood floors throughout, and plenty of natural light. Currently there is a mudroom, kitchen, dining room, living room and office/bedroom on the first floor, with a 3/4 bath. Upstairs there

  Sarah Peluso IPJ Real Estate

  394 Cider Mill Rd, Middlebury, VT 05753
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  /27

  $630,000

  • 4 Beds
  • 2 Baths
  • 2,037 Sq Ft

  30 South St, Middlebury, VT 05753

  This classic village home is in a great location! Situated on South St., with sidewalks on both sides of the historical street as you head into town. You have no doubt driven by this home and admired its handsome Colonial facade many times. A brand new natural gas furnace is being installed! From the front door you enter into the living room space, with wood floors that continue throughout the

  Sarah Peluso IPJ Real Estate

  30 South St, Middlebury, VT 05753
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  /32

  $389,000

  • 3 Beds
  • 2 Baths
  • 2,232 Sq Ft

  118 Three Mile Bridge Rd, Middlebury, VT 05753

  This classic 1820 colonial blends historical charm with everyday practicality on a level one acre lot, featuring a welcoming circular driveway, an expansive garage, and a spacious barn. The home’s remodeled kitchen is a cook's delight, outfitted with modern appliances, ample cabinetry, and generous counter space; ideal for family gatherings or daily meal prep. The first floor offers two generous

  Levi Doria IPJ Real Estate

  118 Three Mile Bridge Rd, Middlebury, VT 05753
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  /29

  $410,000

  • 4 Beds
  • 2 Baths
  • 1,652 Sq Ft

  68 Court St, Middlebury, VT 05753

  Close to town and move-in ready! If you're in the market for a house with charm, character and convenience - you've landed in the right spot! Within walking and biking distance to local schools, healthcare, grocery stores, shopping and recreational opportunities, this home is certainly convenient. It also has some architectural flair, check out the ornate windows and interior trim! Plenty of

  Amey Ryan IPJ Real Estate

  68 Court St, Middlebury, VT 05753
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  /60

  $989,000

  • 6 Beds
  • 5 Baths
  • 4,503 Sq Ft

  91 Old Pasture Ln, Middlebury, VT 05753

  Take some time and really reflect on how you want to live in Middlebury, Vermont! This property and the house that sits here can offer you an answer. The main house has a layout conducive to all kinds of options including a first floor primary suite, several rooms that could be used for home offices and creative spaces, gathering spaces in the eat-in kitchen, generous dining room and

  Amey Ryan IPJ Real Estate

  91 Old Pasture Ln, Middlebury, VT 05753
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  /39

  $624,000

  • 3 Beds
  • 2 Baths
  • 2,084 Sq Ft

  130 Smead Rd, Salisbury, VT 05769

  Drive into this property and immediately you will feel the love and care that has gone into this charming home and grounds. Beautiful gardens, open meadows, several outbuildings and an in ground pool with fun, screened in pool house- all add to the lovely setting. Perennials and plantings welcome you up to the front porch- a classic wraparound style- perfect for enjoying a relaxing afternoon

  Sarah Peluso IPJ Real Estate

  130 Smead Rd, Salisbury, VT 05769
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  /28

  $329,000

  • 3 Beds
  • 2 Baths
  • 1,830 Sq Ft

  52 School House Hill Rd, Middlebury, VT 05753

  Discover peace, privacy, and convenience in this inviting 3-bedroom home set on 2.88 scenic acres. Tucked back from the road, this property offers a beautiful natural setting with plenty of room to spread out while still remaining just minutes from downtown Middlebury, Lake Dunmore, and the Middlebury Swimming Gorge. A new metal roof and multiple heating options ensure comfort and efficiency

  Breanna Dupuis RE/MAX North Professionals

  52 School House Hill Rd, Middlebury, VT 05753
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  /36

  $272,000

  • Land
  • 34 Acres
  • $8,000 per Acre

  4376 Vt-22a, Bridport, VT 05734

  A wonderful mixture of agricultural fields and majestic woods on this 34+/- acre lot located in the small farming community of Bridport, VT. Stunning views across Lake Champlain to the towering Adirondack Mountains in NY, Addison County Vermont is a highly sought-after area. Easy commute to Middlebury VT. 22A is a paved state maintained two lane road, no mud, dirt and dust here! Tri-town

  Curtis Trousdale

  4376 Vt-22a, Bridport, VT 05734
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  /26

  $395,000

  • Land
  • 37 Acres
  • $10,676 per Acre

  0 S Bingham St Unit 5053410, Cornwall, VT 05753

  Nature lovers take note! This 37-acre land offering is a wonderful mix of an old orchard to the west, returned back to its natural state, and a maturing woodland habitat to the east with a healthy 5-acre pond in the middle. Embrace all that the Vermont countryside has to offer and build your dream home right on your own 37-acre reserve! Whether you're a birder, angler, hunter, or conservationist,

  Christopher von Trapp Coldwell Banker Hickok and Boardman

  0 S Bingham St Unit 5053410, Cornwall, VT 05753
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  /43

  $319,000 Open Sun 10AM - 12PM

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  5 Duane Ct, Middlebury, VT 05753

  Prime location and beautifully maintained! Nestled on a manicured .2-acre lot on a dead-end road, this charming three-bedroom, one-bathroom ranch offers a perfect blend of style and functional living. All Middlebury has to offer is moments from your doorstep. The home welcomes you into a sun-drenched main living area, highlighted by hardwood floors that extend throughout the home. Updated eat-in

  Heather Morse Coldwell Banker Hickok and Boardman

  5 Duane Ct, Middlebury, VT 05753
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  /18

  $210,000

  • 4 Beds
  • 2.5 Baths
  • 2,028 Sq Ft

  3028 Vermont 22a, Shoreham, VT 05770

  Checkout this rural Vermont style cape conveniently located in the heart of Shoreham Village. Offering 4 bedrooms, 2 full baths with a two-car detached garage and plenty of open space for gardening and other outdoor activities. Connected to municipal water & sewer. Stop by and see first hand this diamond in the rough and enter for a chance to win a $100.00 gift certificate to Fire & Ice

  k. Cory Foote BHHS Vermont Realty Group/Vergennes

  3028 Vermont 22a, Shoreham, VT 05770
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  /35

  $315,000

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  2663 Watch Point Rd, Shoreham, VT 05770

  Spacious home on 3.72 acres with deeded Lake Champlain shared right of way, offering endless potential for modern updates. Features include ADA-friendly design with ramp, chair lift, and accessible first-floor bath, plus an intercom system throughout. Outdoors, enjoy a small horse barn, open land, and the natural beauty of the lake.

  Flex Realty Group Flex Realty

  2663 Watch Point Rd, Shoreham, VT 05770
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  /5

  $388,900 New Construction

  • 2 Beds
  • 1.5 Baths
  • 1,516 Sq Ft

  35 Barnes Brook Rd Unit 9.4, Middlebury, VT 05753

  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 two-bedroom townhome will be ready for occupancy in May of 2026. With energy efficiency at the forefront, each unit will

  Sarah Peluso IPJ Real Estate

  35 Barnes Brook Rd Unit 9.4, Middlebury, VT 05753
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  /8

  $165,000

  • Land
  • 2.65 Acres
  • $62,264 per Acre

  51 Crane View Dr, Salisbury, VT 05769

  Nestled in a peaceful and private setting, this spacious 2.65-acre lot comes equipped with a drilled well, septic system, and electricity—ready for you to build your ideal retreat. With minimal clearing, you could open up a beautiful view of Salisbury Pond to enjoy. Perfectly situated just minutes from Middlebury town, Middlebury College Snow Bowl, Lake Dunmore’s boating and fishing spots,

  Roxanna Emilo Emilo Real Estate, LLC

  51 Crane View Dr, Salisbury, VT 05769
• 

  

  /17

  $190,000

  • Land
  • 45.29 Acres
  • $4,195 per Acre

  LOT 4 Lincoln Rd, Ripton, VT 05766

  This 45 Acre, mostly wooded parcel with an impressive wetland complex, offers both potential for development while also providing unparalleled privacy. With access and utilities off Lincoln Road, you can cater the site to your specific needs. Whether you plan on building your dream home, crafting a secluded getaway, or preserving the landscape for future generations, this parcel in Ripton stands

  Levi Doria IPJ Real Estate

  LOT 4 Lincoln Rd, Ripton, VT 05766
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  /3

  $149,000

  • Land
  • 0.49 Acre
  • $304,082 per Acre

  TBD Middle Rd N, Middlebury, VT 05753

  In-town lots in Middlebury do not come available very often! So close to everything from this location. This great building lot has electric, public water and sewer at the street. Located across the street from the Middlebury Union Middle School. Sellers obtained a building permit from the Town of Middlebury which would need to be renewed by purchaser.

  Beth Stanway IPJ Real Estate

  TBD Middle Rd N, Middlebury, VT 05753
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  /2

  $610,000

  • 3 Beds
  • 2 Baths
  • 2,140 Sq Ft

  2801 Route 7 S, Middlebury, VT 05753

  Located just minutes from downtown Middlebury, this completely rebuilt 3-bedroom home reflects exceptional craftsmanship and thoughtful design. Reconstructed on a new poured foundation, it features a standing seam metal roof, Marvin windows, and superior insulation with spray foam weatherization. Inside, cathedral ceilings, laminate floors, and French doors invite natural light and stunning rural

  Derek Coombs Four Seasons Sotheby's Int'l Realty

  2801 Route 7 S, Middlebury, VT 05753
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  /8

  $242,000

  • Land
  • 48.4 Acres
  • $5,000 per Acre

  0 Upper Plains Rd, Salisbury, VT 05769

  Beautiful, wooded property located adjacent to the Green Mountain National Forest, with great potential for quality residential improvement! Significant paved road frontage in a quiet neighborhood- minutes from Middlebury, skiing, Lake Dunmore, and within one hour of Burlington and the international airport. This property has been under long term forest management through enrollment in the

  Robert Fields Vermont Forest and Field, Inc.

  0 Upper Plains Rd, Salisbury, VT 05769
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  /8

  $482,500 New Construction

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft

  10 Brush Ln Unit 8.1B, Middlebury, VT 05753

  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, single level unit is on the second floor, and will be ready for occupancy in January of 2026. To be built

  Sarah Peluso IPJ Real Estate

  10 Brush Ln Unit 8.1B, Middlebury, VT 05753
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  /6

  $199,000

  • Land
  • 0.6 Acre
  • $331,667 per Acre

  376 S Ridge Dr, Middlebury, VT 05753

  This lot in the popular South Ridge neighborhood is served by town water, town sewer and is build ready! The driveway has been roughed in and the utilities/services are at the edge of the building envelope. This is the only available lot in the neighborhood! The view from this house is easterly and southeasterly so you can watch the sun rise over the Green Mountains. South Ridge is a neighborhood

  Sarah Peluso IPJ Real Estate

  376 S Ridge Dr, Middlebury, VT 05753
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  /4

  $125,000

  • Land
  • 0.54 Acre
  • $231,481 per Acre

  2 Wilmar St, Middlebury, VT 05753

  What an amazing opportunity to build on this corner lot in the Town of East Middlebury! Located on the corner of Rte. 125 and Wilmar with sidewalks and utilities at the road as well as town water, this lot has a wastewater permit for a 6 bedroom home (or a duplex consisting of 2-3BR's each). Great for multi-generational living or investment. Close to stores, gas station, post office and all East

  Bonnie Gridley RE/MAX North Professionals, Middlebury

  2 Wilmar St, Middlebury, VT 05753
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  /8

  $699,500 New Construction

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft

  40 Brush Ln Unit 8.3B, Middlebury, VT 05753

  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, single-level unit is on the second floor and will be ready for occupancy in March of 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini

  Sarah Peluso IPJ Real Estate

  40 Brush Ln Unit 8.3B, Middlebury, VT 05753
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  /50

  $272,000

  • Land
  • 34 Acres
  • $8,000 per Acre

  4376 Vermont 22a, Bridport, VT 05734

  A wonderful mixture of agricultural fields and majestic woods on this 34+/- acre lot located in the small farming community of Bridport, VT. Stunning views across Lake Champlain to the towering Adirondack Mountains in NY, Addison County Vermont is a highly sought-after area. Easy commute to Middlebury VT. 22A is a paved state maintained two lane road, no mud, dirt and dust here! Tri-town

  Curtis Trousdale Preferred Properties

  4376 Vermont 22a, Bridport, VT 05734
• 

  

  /8

  $482,500 New Construction

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft

  54 Brush Ln Unit 8.4B, Middlebury, VT 05753

  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, single-level unit is on the second floor and will be ready for occupancy in April of 2026. To be built with

  Sarah Peluso IPJ Real Estate

  54 Brush Ln Unit 8.4B, Middlebury, VT 05753
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  /27

  $460,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,032 Sq Ft

  1083 Lake Dunmore Rd, Salisbury, VT 05769

  2025 New Contemporary style home in the lovely town of Salisbury, Vermont. This home has is in the process of being built. There are 4 bedrooms, two full bathrooms and one-half bath downstairs. This is the perfect new home for your family or a lovely vacation home so close to Lake Dunmore, Branberry State Park, also a great place for swimming, skiing, snow bowl in the winter month. Summer

  Roxanna Emilo Emilo Real Estate, LLC

  1083 Lake Dunmore Rd, Salisbury, VT 05769
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  /4

  $275,000

  • Land
  • 10.12 Acres
  • $27,174 per Acre

  1613 Snake Mountain Rd, Bridport, VT 05734

  10.12 acres with 60' x 90' garage which consist of two bays, 4 lifts, work bench, storage, and air compressor. Power, wood stove and oil furnace was used for heat in the past. There is a tenant living on the property in her own mobile home. Existing water and septic.

  Roxanna Emilo Emilo Real Estate, LLC

  1613 Snake Mountain Rd, Bridport, VT 05734
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  /17

  $49,000

  • Land
  • 0.1 Acre
  • $490,000 per Acre

  1488 Vermont 30, Cornwall, VT 05753

  Are you a history buff? If so, you can own this wonderful piece of Vermont history. The "Old Blacksmith Shop" in Cornwall has been apart of the Harding/Witherell families for generations. They are now ready to have the next owners take over this interesting and historical property. Located just off Route 30, the blacksmith shop is built from coursed limestone and believed to be fashioned into

  January Stearns Champlain Valley Properties

  1488 Vermont 30, Cornwall, VT 05753
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  /7

  $145,000

  • Land
  • 2.97 Acres
  • $48,822 per Acre

  TBD Forrest Rd, Bridport, VT 05734

  Tuck your new home into this beautiful meadow with a backdrop of trees as you look to the mountain views in the west! A State wastewater permit for a three bedroom home is in place. Defined by a stone wall along the road, a new home would look beautiful - and infrastructure costs very reasonable- sitting on this level portion of the lot, with potential for great views if you decide to sit further

  Sarah Peluso IPJ Real Estate

  TBD Forrest Rd, Bridport, VT 05734
• 

  

  /22

  $279,900

  • Land
  • 5.57 Acres
  • $50,251 per Acre

  634 Lincoln Rd, Ripton, VT 05766

  Ready to build your dream home? This exceptional vacant lot offers the perfect foundation with all major infrastructure already in place. The property features a drilled well, underground electrical service, and an installed septic system, saving you time and significant upfront costs. Located in a serene Vermont setting, you'll enjoy seasonal mountain views with potential for even more dramatic

  Kelly Laliberte Wallace Realty

  634 Lincoln Rd, Ripton, VT 05766
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  /18

  $220,000

  • Land
  • 51.88 Acres
  • $4,241 per Acre

  LOT 3 Lincoln Rd, Ripton, VT 05766

  Featuring over 50 acres of wooded terrain and a significant wetland complex, this property is located in the heart of Ripton and offers both natural tranquility and development potential. With convenient access to roadside electricity and an existing driveway from Lincoln Road, there are options to construct near existing utilities while preserving the more remote portion for recreational use.

  Levi Doria IPJ Real Estate

  LOT 3 Lincoln Rd, Ripton, VT 05766
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  /26

  $850,000

  • 3 Beds
  • 3 Baths
  • 1,653 Sq Ft

  70 Maple St Unit 205, Middlebury, VT 05753

  Located in the heart of Middlebury - walking distance to shopping, restaurants and events- this Marbleworks condo is what you have been looking for! Sold fully furnished, this unit has three bedrooms and three baths- room for guests and office space! The custom kitchen features cherry cabinetry, granite countertops and stainless steel appliances and has room for seating at the island counter. The

  Sarah Peluso IPJ Real Estate

  70 Maple St Unit 205, Middlebury, VT 05753
• 

  

  /41

  $327,500

  • Land
  • 10.23 Acres
  • $32,014 per Acre

  0 N Pond Rd, Salisbury, VT 05769

  This is a rare chance to acquire your own land with frontage on North Pond. You can build your own dock and immerse yourself in the natural beauty of the pond. The property features a stream that adds to its serene ambiance. While it has been logged in the past, several sugar maples remain on the site. Additionally, there is a portion of the land that offers views of Lake Dunmore. This large

  Roxanna Emilo Emilo Real Estate, LLC

  0 N Pond Rd, Salisbury, VT 05769
• 

  

  /50

  $269,900

  • 1 Bed
  • 1 Bath
  • 328 Sq Ft

  78 Way Lane Extension, Bridport, VT 05734

  Very unique opportunity to enjoy being on Lake Champlain with 115' of owned lake frontage. Amazing views of the Lake and the Adirondacks with spectacular sunsets! Hydraulic lift for the dock with pontoon-dock which is removable during the off season. 1 Car heated garage as well has a heated shed with 1/2 bath and water system and a Salem Grand Villa 42FLDL destination travel home with 3 slide

  Bonnie Gridley RE/MAX North Professionals, Middlebury

  78 Way Lane Extension, Bridport, VT 05734
• 

  

  /59

  $639,900

  • 5 Beds
  • 2.5 Baths
  • 3,712 Sq Ft

  4351 Crown Point Rd, Bridport, VT 05734

  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

  Michael O'Dowd KW Vermont

  4351 Crown Point Rd, Bridport, VT 05734
• 

  

  /13

  $280,000

  • Land
  • 22 Acres
  • $12,727 per Acre

  TBD Route 74, Cornwall, VT 05753

  Discover the perfect setting to build your dream home on this beautiful 22 acre parcel, offering scenic views of the Adirondack Mountains. The lot is located in the town of Cornwall; not far from Middlebury and all the amenities the area has to offer.An approved three-bedroom, single-family wastewater permit is already in place. The land features a mix of an open meadow and a wooded section,

  Heather Foster-Provencher Champlain Valley Properties

  TBD Route 74, Cornwall, VT 05753
• 

  

  /31

  $325,000

  • 1 Bed
  • 1 Bath
  • 516 Sq Ft

  744 Webster Rd, Shoreham, VT 05770

  Discover your own slice of paradise with this 13.95-acre lot featuring two charming log-sided park model mobile homes, perfect for a serene getaway, investment opportunity or primary residence for those that like the minimalist lifestyle. The larger unit (12' x 33') offers a cozy 1-bedroom, 3/4 bath layout with additional loft area, complete with a welcoming 6' porch. The smaller unit (12' x 18')

  Stephanie Corey Adirmont Real Estate, LLC

  744 Webster Rd, Shoreham, VT 05770

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