Homes for Sale near Middlebury Union High School

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  /42

  $1,350,000

  • 4 Beds
  • 6 Baths
  • 4,716 Sq Ft

  44 Merchants Row, Middlebury, VT 05753

  A versatile residential and commercial property right in downtown Middlebury with great views of both the town green and river for someone who wants convenient downtown living and working, while earning income from additional apartments and small businesses! The owners did major renovations on the entire building including all new wiring, plumbing, new natural gas heating system, new roof, and

  Sarah Peluso IPJ Real Estate

  44 Merchants Row, Middlebury, VT 05753
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  /34

  $595,000

  • 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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  /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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  /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
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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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  /27

  $695,000

  • 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. From the front door you enter into the living room space, with wood floors that continue throughout the home. A pellet stove heats the home, and built in

  Sarah Peluso IPJ Real Estate

  30 South St, Middlebury, VT 05753
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  /45

  $435,000

  • 2 Beds
  • 2 Baths
  • 2,114 Sq Ft

  205 Cedar Ridge Dr, Middlebury, VT 05753

  ATTENTION BUYERS! The sellers have adjusted their asking price in an effort to attract the next owner. They are HIGHLY motivated to sell before the end of 2025! Come, see, feel and experience this great house tucked in at the end of a shared/private roadway! This chalet-style, post and beam house has lovely exposed beams, large and open spaces and a fabulous deck! Pine boards grace the floors of

  Amey Ryan IPJ Real Estate

  205 Cedar Ridge Dr, 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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  /38

  $525,000

  • 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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  /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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  /42

  $469,000

  • 5 Beds
  • 2 Baths
  • 2,963 Sq Ft

  427 E Main St, Middlebury, VT 05753

  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

  Levi Doria IPJ Real Estate

  427 E Main St, Middlebury, VT 05753
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  /53

  $499,000 Open Thu 9AM - 11AM

  • 4 Beds
  • 1.5 Baths
  • 2,257 Sq Ft

  29 Middle Seymour St, Middlebury, VT 05753

  OPEN HOUSE - Thursday, Nov 6th from 9a-11a. Attention Investors, Developers, Preservationists! This property has been in the same family for generations and it's now available for it's next chapter. The former home and office of a longtime Middlebury attorney it's been on the radar for thoughtful redevelopment for a long time. It's a bit of a treasure trove as you meander through the buildings.

  Amey Ryan IPJ Real Estate

  29 Middle Seymour St, 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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  /27

  $498,500 Open Sun 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  1495 Rattlin Bridge Rd, Bridport, VT 05734

  Welcome to your Vermont retreat at 1495 Rattlin Bridge Road in scenic Bridport. This charming ranch-style home offers the perfect blend of country living and modern convenience—ideal for those seeking space, privacy, and a strong connection to nature. Set on 8.5 acres, the property features open fields and wide, scenic views, located just minutes from the eastern shore of Lake Champlain. Whether

  David White OwnerEntry.com

  1495 Rattlin Bridge Rd, Bridport, VT 05734
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  /38

  $655,000

  • 5 Beds
  • 5 Baths
  • 4,232 Sq Ft

  3958 Vermont 30, Cornwall, VT 05753

  This historic home enjoys Green Mountain views, and includes a partially finished barn- perfect for a workshop, event space or storage! The residence has hardwood floors throughout the first floor, with plenty of natural light. Enter in through the spacious foyer, with a sitting room just to the right. Ahead is the dining room with a newly updated kitchen just beyond- with an office or first

  Beth Stanway IPJ Real Estate

  3958 Vermont 30, Cornwall, VT 05753
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  /47

  $795,000

  • 2 Beds
  • 1.5 Baths
  • 1,326 Sq Ft

  8269 Route 125, Bridport, VT 05734

  Lakefront Homestead Retreat – Gardens, Pasture, and Endless Potential!Discover this rare opportunity to own a property on Lake Champlain with 475' of frontage. This property is ideal for homesteading, hobby farming, horses, or a flower/vegetable farm. Nestled on 10+acres, this property features a charming home with scenic Lake Champlain and Adirondack Mountain views, with open

  Nancy Larrow BHHS Vermont Realty Group/Vergennes

  8269 Route 125, Bridport, VT 05734
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  /32

  $470,000

  • 4 Beds
  • 2.5 Baths
  • 1,875 Sq Ft

  42 Lower Plains Rd, Middlebury, VT 05753

  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

  Beth Stanway IPJ Real Estate

  42 Lower Plains Rd, Middlebury, VT 05753
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  /29

  $460,000

  • 3 Beds
  • 2.5 Baths
  • 2,174 Sq Ft

  200 Butternut Ridge Dr, Middlebury, VT 05753

  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

  Nancy Foster Champlain Valley Properties

  200 Butternut Ridge Dr, Middlebury, VT 05753
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  /19

  $525,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,531 Sq Ft

  261 School St, Shoreham, VT 05770

  Brand new 3 bedroom 2 bath home with walkout basement on 1 acre lot in Shoreham VT. Town water and sewer. Large walk thru pantry, large island with overhang for seating, quartz countertops and stainless appliances in kitchen. Sliding door in dining area opens out onto wooden deck. Raised deck from living room overlooks woods. Large windows in master bedroom overlook woods view. Master bedroom has

  Jason Saphire www.HomeZu.com

  261 School St, Shoreham, VT 05770
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  /12

  $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 will be three bedrooms, two full bathrooms and one-half bath downstairs. There will be double doors between kitchen and dining and more. Full appliances included, stove electric, stove and more. This is the perfect new home for your family or a lovely vacation home so

  Roxanna Emilo Emilo Real Estate, LLC

  1083 Lake Dunmore Rd, Salisbury, VT 05769
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  /2

  $460,000 New Construction

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

  0 Lake Dunmore Rd, Salisbury, VT 05769

  2025 Contemporary New Build in Salisbury, VTBe the first to own this stunning new contemporary-style home in the picturesque town of Salisbury, Vermont. Foundation started soon, thoughtfully designed for comfort and style, this home offers the perfect blend of modern living and natural beauty. Builder plans include 3 spacious bedrooms, 2 full bathrooms on upper level and half bath on the

  Roxanna Emilo Emilo Real Estate, LLC

  0 Lake Dunmore Rd, Salisbury, VT 05769
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  /14

  $189,000

  • 1 Bed
  • 1 Bath
  • 780 Sq Ft

  7 East Rd, Middlebury, VT 05753

  This condo could be great...it's going to need some TLC and an infusion of money though. It has been professionally cleaned, appliances have been removed as well as most of the finished flooring. The bathroom could use a makeover and the kitchen needs a refresh. BUT, the space is perfect for the person that just wants a small space to call their own. Maybe your mom/dad need a place nearby so they

  Amey Ryan IPJ Real Estate

  7 East Rd, Middlebury, VT 05753
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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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  /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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  /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
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  /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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  /60

  $425,000

  • 3 Beds
  • 2 Baths
  • 2,161 Sq Ft

  332 Main St, Shoreham, VT 05770

  Antique charm with modern comforts. Nestled on a picturesque 1-acre lot, this classic antique home beautifully blends original details with thoughtful updates. Step inside and you’ll be greeted by warm wood floors, sun-lit living spaces, and gorgeous original finishes that showcase the home’s timeless character.The updated kitchen offers modern functionality while maintaining a welcoming,

  Heather Morse Coldwell Banker Hickok and Boardman

  332 Main St, Shoreham, VT 05770
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  /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
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  /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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  /6

  $156,000

  • Land
  • 0.43 Acre
  • $362,791 per Acre

  Lot 18 Delong Ln, Shoreham, VT 05770

  Lake Champlain Waterfront – Nearly 100 Feet of Direct Frontage!Discover the beauty and serenity of lakefront living with this rare opportunity on Lake Champlain. This private lot offers almost 100 feet of direct frontage with a walk-down and gradual path to the water—ideal for swimming, boating, and lakeside relaxation. The property previously featured a dock and mooring, offering easy access

  The Nancy Jenkins Team Nancy Jenkins Real Estate

  Lot 18 Delong Ln, Shoreham, VT 05770
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  /35

  $429,000

  • 2 Beds
  • 1.5 Baths
  • 1,884 Sq Ft

  23 Brookside Dr, Middlebury, VT 05753

  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.

  Sue Mackey BHHS Vermont Realty Group/Middlebury

  23 Brookside Dr, Middlebury, VT 05753
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  /50

  $279,900

  • 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
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  /41

  $400,000

  • 4 Beds
  • 2 Baths
  • 1,520 Sq Ft

  110 Charles Ave, Middlebury, VT 05753

  Move-in ready and nicely renovated. Welcome to this beautifully updated Middlebury home, completely renovated to the studs in 2017 with new electrical, plumbing, insulation, drywall, flooring, windows, and energy-efficient mini splits. Additional upgrades include new vinyl siding (2019–2020) and a spacious 500 sq. ft. addition, featuring a bright 16x16 Great Room—perfect for gathering and

  Donna Mathieu RE/MAX North Professionals

  110 Charles Ave, Middlebury, VT 05753
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  /59

  $659,900

  • 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
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  /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

  Levi Doria IPJ Real Estate

  LOT 4 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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  /14

  $200,000

  • Land
  • 15.1 Acres
  • $13,245 per Acre

  00 N Branch Rd, Ripton, VT 05766

  NESTLED IN THE GREEN MOUNTAINS, THIS 15.1 ACRE PARCEL IN RIPTON, VERMONT OFFERS PEACE, PRIVACY, AND NATURAL BEAUTY. Situated in an iconic mountain community - ROBERT FROST COUNTRY! This forested acreage has frontage on both North Branch Road and Barker Road with power roadside on each road. Barker Road ends shortly past this property which has about a thousand feet of frontage. Some clearing will

  Sue Mackey BHHS Vermont Realty Group/Middlebury

  00 N Branch Rd, Ripton, VT 05766
• 

  

  /30

  $189,000

  • 2 Beds
  • 1.5 Baths
  • 480 Sq Ft

  344 Hemlock Ln, Ripton, VT 05766

  Tranquil Off-Grid Cottage in Ripton, VT Escape the noise and find your serenity in this sweet off-grid cottage nestled in the woods of Ripton. Great place to hunt, fish, hike, skiing, snowshoeing, snowmobiling trails! Two miles to the village with country store, not far from the Middlebury Snowbowl and Robert Frost Cottage and Trails. A peaceful hideaway offers the perfect balance of seclusion

  Roxanna Emilo Emilo Real Estate, LLC

  344 Hemlock Ln, Ripton, VT 05766
• 

  

  /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
• 

  

  /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

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