Homes for Sale near Middlebury Union Middle School

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  /41

  $1,250,000

  • 6 Beds
  • 5 Baths
  • 5,600 Sq Ft

  1276 Swinton Rd, Bridport, VT 05734

  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

  

  Amey Ryan

  IPJ Real Estate

  1276 Swinton Rd, Bridport, VT 05734
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  Explore Middlebury Union Middle School

• 

  

  

  /50

  $489,000

  $60K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 1,960 Sq Ft

  2337 Vt Route 7, Middlebury, VT 05753

  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

  

  Amey Ryan

  IPJ Real Estate

  2337 Vt Route 7, Middlebury, VT 05753
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  /40

  $325,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  215 School St, Shoreham, VT 05770

  Built in 1795 for Oliver Howe, this historical home was restored by Jeremiah B. Parker in the early 2000s. Much of the historical detail was preserved, while updating systems, electrical and plumbing. Historical information is attached to the listing. An energy audit was done at the time, and recommended work was done to increase efficiency. A new heating system was installed in 2023 by the

  

  Sarah Peluso

  IPJ Real Estate

  215 School St, Shoreham, VT 05770
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  /44

  $299,000

  $50K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,285 Sq Ft

  1703 Crown Point Rd, Bridport, VT 05734

  Enjoy the best of Vermont living with Green Mountain views to the east and Adirondack views to the west. Drive through Bridport and you’ll see why people love calling this area home...working farms, apple orchards, open fields, wooded back roads, and beautiful lake views all around. It’s the kind of small town where neighbors wave and life moves at a comfortable pace. Owned by the same family for

  

  Amey Ryan

  IPJ Real Estate

  1703 Crown Point Rd, Bridport, VT 05734
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  /60

  $699,000

  $26K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,684 Sq Ft

  466 E Main St, Middlebury, VT 05753

  Picture yourself in a stunning retreat, where the gentle sound of a babbling river fills the air as you relax on your porch or savor a warm summer evening by the firepit. This classic Vermont farmhouse has been beautifully updated inside with a gorgeous custom kitchen complete with high end appliances that are a work of art. A 48" Italian gas range, Big Chill fridge and a handmade Moroccan brass

  

  Sarah Peluso

  IPJ Real Estate

  466 E Main St, Middlebury, VT 05753
• 

  

  /19

  $215,000

  $5K PRICE DROP

  • Land
  • 51.73 Acres
  • $4,156 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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  /54

  $675,000

  • 4 Beds
  • 4 Baths
  • 4,590 Sq Ft

  1001 Maple St, Salisbury, VT 05769

  Some homes simply hold a lot of life. With 4 bedrooms, 4 baths and 4,590 finished square feet on 1.3 acres, this distinctive Salisbury Village home has room to gather, retreat, create and begin its next chapter.Inside, generations of character meet thoughtful improvements. Wide plank floors, built in features and an old parlor door speak to the home’s past, while replacement windows,

  

  Sue Walsh

  BHHS Vermont Realty Group/Middlebury

  1001 Maple St, Salisbury, VT 05769
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  /60

  $759,900

  $59K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,876 Sq Ft

  194 S Bingham St, Cornwall, VT 05753

  NOW $759,900. Five acres, 2,876 finished square feet, 3 bedrooms, 3 baths, Adirondack views and an oversized 28x40 garage and workshop, just 10 minutes from Middlebury.Set on a former orchard in West Cornwall Village, this custom built home offers a combination that is increasingly difficult to find this close to Middlebury: generous living space, usable acreage, a substantial garage and

  

  Sue Walsh

  BHHS Vermont Realty Group/Middlebury

  194 S Bingham St, Cornwall, VT 05753
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  /24

  $149,000

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  881 Orchard Dr, Bridport, VT 05734

  Offering abundant possibilities, this five-acre property features a three-bedroom, two-bath mobile home ready for its next owner. Renovate the existing home or start fresh the property is priced to sell. The attached two-car garage provides convenient parking and generous space for tools, outdoor equipment, or a workshop. The expansive lot offers plenty of room for gardening, recreation, or

  

  Levi Doria

  IPJ Real Estate

  881 Orchard Dr, Bridport, VT 05734
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  /7

  $145,000

  $43K PRICE DROP

  • 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
• 

  

  /12

  $155,000

  • Land
  • 7.5 Acres
  • $20,667 per Acre

  1497 Middle Rd, Bridport, VT 05734

  Your Forever Home Starts Here. Sometimes a change in someone else's plans creates the perfect opportunity for yours. This exceptional 7.5-acre property offers more than just beautiful land—it gives you a head start on building the home you've always imagined. The current owners have already completed much of the groundwork, including multiple building plan options, preliminary site preparation,

  

  Amey Ryan

  IPJ Real Estate

  1497 Middle Rd, Bridport, VT 05734
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  /7

  $550,000

  $75K PRICE DROP

  • Land
  • 7.2 Acres
  • $76,389 per Acre

  1332 Cider Mill Rd, Middlebury, VT 05753

  This location does not come along often! Sited on the east side of Cider Mill road looking towards Middlebury College and the Green Mountains, and just 2.5 miles to downtown. Over 7 acres of land has been opened up to share the incredible eastern views. There is an old farmhouse on this land that is not currently livable. It would require a complete transformation or a new owner could start

  

  Sarah Peluso

  IPJ Real Estate

  1332 Cider Mill Rd, Middlebury, VT 05753
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  /30

  $1,680,000

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  148 Old Church Ln, Cornwall, VT 05753

  This exquisite farmhouse style home was thoughtfully designed and incorporated into the hamlet of West Cornwall. The wrap around porch welcomes you, and the separate two car garage is under construction. Meticulously crafted from the highest quality materials, the residence enjoys a sense of place in the surrounding pastoral landscape. The house is sited facing west to a common green, surrounded

  

  Sarah Peluso

  IPJ Real Estate

  148 Old Church Ln, Cornwall, VT 05753
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  /8

  $585,000

  New Construction

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

  39 Barnes Brook Rd Unit 9.3, 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 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

  

  Sarah Peluso

  IPJ Real Estate

  39 Barnes Brook Rd Unit 9.3, Middlebury, VT 05753
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  /8

  $388,900

  New Construction

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

  41 Barnes Brook Rd Unit 9.2, 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 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

  

  Sarah Peluso

  IPJ Real Estate

  41 Barnes Brook Rd Unit 9.2, Middlebury, VT 05753
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  /6

  $499,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,938 Sq Ft

  86 Birch Dr Unit 10.7, 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 duplex will be ready for occupancy in the fall of 2026. To be built with energy efficiency at the forefront,

  

  Sarah Peluso

  IPJ Real Estate

  86 Birch Dr Unit 10.7, Middlebury, VT 05753
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  /33

  $455,000

  New Construction $245K PRICE DROP

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

  40 Brush Ln Unit 8.3B, 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 March of 2026. To be built with

  

  Sarah Peluso

  IPJ Real Estate

  40 Brush Ln Unit 8.3B, Middlebury, VT 05753
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  /9

  $765,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,938 Sq Ft

  78 Brush Ln Unit 10.6, 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 duplex will be ready for occupancy in the fall of 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini split technology, with a whole-house

  

  Sarah Peluso

  IPJ Real Estate

  78 Brush Ln Unit 10.6, Middlebury, VT 05753
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  /46

  $429,000

  • 2 Beds
  • 2 Baths
  • 1,844 Sq Ft

  17 Forest Ridge Rd, Middlebury, VT 05753

  Exceptionally maintained and tastefully updated, this charming home is tucked away in the highly desirable Forest Ridge neighborhood of East Middlebury, where properties rarely come to market. Set on a private, beautifully landscaped lot with nearby access to the Green Mountain National Forest, Lake Dunmore, and Middlebury Snowbowl, this location offers endless opportunities for hiking,

  Elliot Rocheleau Flex Realty

  17 Forest Ridge Rd, Middlebury, VT 05753
• 

  

  /23

  $125,000

  • Land
  • 2 Acres
  • $62,500 per Acre

  3145 Richville Rd, Shoreham, VT 05770

  This two-acre parcel is set up and ready for you to get right to work next sugaring season. The property features a large, functional sugar house that includes a main boiling room, an extra room for supplies, and an attached woodshed to keep your wood dry. The sugaring arch stays with the property, though you will need to bring your own generator. Everything is already in place for a 200-tap

  Heather Morse Coldwell Banker Hickok and Boardman

  3145 Richville Rd, Shoreham, VT 05770
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  /55

  $379,000

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

  118 Three Mile Bridge Rd, Middlebury, VT 05753

  Set on a picturesque 1.1-acre corner lot with a country feel, this beautifully maintained 1800s home offers the perfect blend of historic character, thoughtful updates, and exceptional versatility. The spacious, renovated eat-in kitchen serves as the heart of the home, featuring custom cabinetry, stainless-steel appliances, and plenty of room for gathering. The first floor also offers a generous

  Brittany Comeau Coldwell Banker Hickok and Boardman

  118 Three Mile Bridge Rd, Middlebury, VT 05753
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  /7

  $120,000

  $30K PRICE DROP

  • Land
  • 23,522 Sq Ft
  • $222,222 per Acre

  2 Wilmar St, Middlebury, VT 05753

  The choice is yours! Build a new single-family residence or construct a multi-unit apartment building with up to twelve (12) bedrooms. Looking for offsetting income? Then consider including an accessory living unit as part of your plans. Either way, this permitted building lot is ready for construction and can satisfy your specific needs utilizing a municipal water supply and an in-ground

  Jason Saphire www.HomeZu.com

  2 Wilmar St, Middlebury, VT 05753
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  /60

  $579,000

  $39K PRICE DROP

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

  4351 Crown Point Rd, Bridport, VT 05734

  **OWNER FINANCING AT FAVORABLE RATES POSSIBLE** Move In This Fall ! 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

  Michael O'Dowd KW Vermont

  4351 Crown Point Rd, Bridport, VT 05734
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  /7

  $229,000

  • Land
  • 65.6 Acres
  • $3,491 per Acre

  TBD Hemenway, Bridport, VT 05734

  This 65-acre wooded property in Bridport provides ample space and privacy with mature trees surrounding a level building area. Designed for a four-bedroom home, the lot offers potential westerly views and abundant natural light. The site includes an approved state wastewater permit and roadside electric, facilitating a smooth construction process. Enjoy the balance of privacy and convenience with

  Michael Johnston Coldwell Banker Hickok and Boardman

  TBD Hemenway, Bridport, VT 05734
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  /32

  $274,000

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,024 Sq Ft

  36 Seymour St Unit 1, Middlebury, VT 05753

  NEW PRICE! MOTIVATED SELLER! TAKE A LOOK TODAY! You could be all in for under $2k/ month to live in the heart of Middlebury! This is with the estimations of $43/mo. for insurance, $278/mo. for taxes, $160/mo. for the HOA and then your mortgage payment with 20% down. Welcome to 36 Seymour Street, Unit 1, a charming first floor 2-bedroom, 1-bath condo offering 1,024 square feet of comfortable

  Christopher Williams Flex Realty

  36 Seymour St Unit 1, Middlebury, VT 05753
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  /7

  $225,000

  • 2,088 Sq Ft

  51 Ossie Rd, Middlebury, VT 05753

  Exceptional redevelopment opportunity in East Middlebury for either commercial or residential uses.Bring your vision to life at 51 Ossie Road, a unique property with a long-standing history as the home of Otter East Bakery. For decades, this well-known location served as a successful food production facility, making it an excellent opportunity for entrepreneurs, investors, or business

  Duncan Harris The Kingsland Company

  51 Ossie Rd, Middlebury, VT 05753
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  /46

  $539,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,992 Sq Ft

  160 Mead Ln, Middlebury, VT 05753

  This 4 bedroom, 2 bath cape is tucked into a nice, quiet Middlebury neighborhood. It's been lovingly cared for by the same family since the beginning, with many upgrades over the years including a huge primary suite over the garage. The upstairs bedrooms are all spacious and inviting, with an additional bedroom on the 1st floor. The briight living room is open to the dining room, with a glass

  Ivy Naef McEntee The Next Chapter Real Estate LLC

  160 Mead Ln, Middlebury, VT 05753
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  /43

  $479,000

  $70K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,213 Sq Ft

  35 Ossie Rd, Middlebury, VT 05753

  Spacious East Middlebury Ranch on 1.20 Acres with Mountain ViewsSet on a generous 1.20-acre lot with a beautiful Green Mountain backdrop, this inviting ranch-style home offers comfort, flexibility, and room to grow. The property includes an attached two-car garage plus a separate detached building—perfect for hobbies, a workshop, or a small business—complete with its own power supply. Home

  Roxanna Emilo Emilo Real Estate, LLC

  35 Ossie Rd, Middlebury, VT 05753
• 

  

  /31

  $485,000

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  4799 Route 30, Middlebury, VT 05753

  Welcome to this charming Cape style home, situated on just over 4 acres offering plenty of space, privacy, and room to enjoy the outdoors. The first floor features a comfortable bedroom, full bathroom, spacious kitchen and dining area, and a large living room perfect for relaxing or entertaining. Just off the dining area, step outside onto the back porch, complete with an awning for added shade

  Hughes Group Team Casella Real Estate

  4799 Route 30, Middlebury, VT 05753
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  /48

  $499,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,976 Sq Ft

  2801 Route 7 S, Middlebury, VT 05753

  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.

  Rob Foley Flat Fee Real Estate

  2801 Route 7 S, Middlebury, VT 05753
• 

  

  /11

  $475,000

  New Construction $24K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,228 Sq Ft

  38 Martha's Way, Salisbury, VT 05769

  NEW 2026 CONTEMPORARY RANCH – SALISBURY, VTBe the first to own this thoughtfully designed new construction home located in the picturesque town of Salisbury, Vermont. The property features 3 bedrooms, on the main floor and 2 full baths. Open concept kitchen and dining area and appliance package included: electric stove, refrigerator, dishwasher, and microwave.Buyer may select finishes

  Roxanna Emilo Emilo Real Estate, LLC

  38 Martha's Way, Salisbury, VT 05769
• 

  

  /16

  $199,000

  • Land
  • 15.1 Acres
  • $13,179 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
• 

  

  /21

  $173,000

  $26K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  3 Woodbridge Ln Unit 3, Middlebury, VT 05753

  OPPORTUNITY IS KNOCKING! With a little sweat equity, you can unlock the potential of this 2 bedroom, 2 bath condo being sold in an estate sale "As Is." The home features two generously sized bedrooms, a comfortable living room, and a kitchen with an island that overlooks the dining area and opens to the deck. A walk-in pantry, half bath down, and full bath up add convenience. The laundry room is

  Sue Mackey BHHS Vermont Realty Group/Middlebury

  3 Woodbridge Ln Unit 3, Middlebury, VT 05753
• 

  

  /34

  $2,875,000

  • 5 Beds
  • 4.5 Baths
  • 5,687 Sq Ft

  1816 Morgan Horse Farm Rd, Weybridge, VT 05753

  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

  Wade Weathers LandVest, Inc-Burlington

  1816 Morgan Horse Farm Rd, Weybridge, VT 05753
• 

  

  /30

  $279,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft

  76 N Forty Ln, Middlebury, VT 05753

  Welcome to this well-maintained home offering comfortable one-level living on 1.4 wooded acres in a peaceful country setting. With over 1,800 square feet of living space, this 3-bedroom, 2-bath home features a spacious layout with generously sized rooms and plenty of opportunity to make it your own. The primary suite offers a private bath and ample closet space, while the additional bedrooms

  Brittanie Caggige Vermont Real Estate Company

  76 N Forty Ln, Middlebury, VT 05753
• 

  

  /8

  $190,000

  $52K PRICE DROP

  • Land
  • 48.4 Acres
  • $3,926 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
• 

  

  /11

  $295,000

  • Land
  • 4.5 Acres
  • $65,556 per Acre

  TBD Route 7 N, Middlebury, VT 05753

  A rare opportunity to own 4.5± acres of developable land within the Town of Middlebury. This parcel offers an excellent blend of convenience, flexibility, and future potential. Not only are the utilities either at the road or already on the property but there are views to the West. This property has a strong foundation for a variety of residential development visions.

  Heather Foster-Provencher Champlain Valley Properties

  TBD Route 7 N, Middlebury, VT 05753
• 

  

  /7

  $120,000

  $30K PRICE DROP

  • Land
  • 22,651 Sq Ft
  • $230,769 per Acre

  4 Wilmar St, Middlebury, VT 05753

  The choice is yours! Build a new single-family residence or construct a multi-unit apartment building with up to twelve (12) bedrooms. Looking for offsetting income? Then consider including an accessory living unit as part of your plans. Either way, this permitted building lot is ready for construction and can satisfy your specific needs utilizing a municipal water supply and an in-ground

  Jason Saphire www.HomeZu.com

  4 Wilmar St, Middlebury, VT 05753
• 

  

  /10

  $899,000

  • Land
  • 118.2 Acres
  • $7,606 per Acre

  0 Middle Rd Unit 5072769, Salisbury, VT 05769

  118.20 Acres of Prime Agricultural Land with Exceptional Mountain ViewsUnlock the possibilities of this remarkable 118.20-acre parcel, offering a blend of open land, natural beauty, and endless potential. Perfect for agricultural or recreational pursuits, the property features expansive fields framed by sweeping mountain views, creating an inspiring backdrop for any vision.A picturesque

  Roxanna Emilo Emilo Real Estate, LLC

  0 Middle Rd Unit 5072769, Salisbury, VT 05769
• 

  

  /31

  $850,000

  • 3 Beds
  • 2.5 Baths
  • 2,720 Sq Ft

  1153 Webster Rd, Shoreham, VT 05770

  Authentic, understated, and deeply connected to its setting. Built as the personal residence of the founders of Connor Homes, this private Shoreham property offers a rare connection to one of Vermont’s most respected names in traditional New England architecture. Set on 13.75 acres of meadow, gardens, and mature trees, the four-bedroom residence reflects the firm’s signature attention to

  Dia Jenks LandVest, Inc/Woodstock

  1153 Webster Rd, Shoreham, VT 05770

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