Homes for Sale near Middlebury Union Middle School

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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
• 

  Explore Middlebury Union Middle School

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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
• 

  

  

  /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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  /45

  $679,000

  $20K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,922 Sq Ft

  464 E Main St, Middlebury, VT 05753

  Nestled along the scenic banks of the Middlebury River, this beautifully updated vintage home offers a rare combination of historic character, modern comfort, and versatile living space. The main residence features three bedrooms plus a dedicated office, providing flexibility for remote work, guests, or hobbies. Enjoy peaceful mornings and relaxing evenings in the screened porch overlooking the

  

  Beth Stanway

  IPJ Real Estate

  464 E Main St, Middlebury, VT 05753
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  /60

  $1,100,000

  • 4 Beds
  • 5 Baths
  • 2,804 Sq Ft

  1844 Halladay Rd, Middlebury, VT 05753

  The classic Vermont farmhouse is on the market! This iconic property also enjoys classic Vermont mountain views- both of the Adirondacks and the Green mountains- that will complete the package. Nestled onto the landscape, the residence is perched up off the road looking west over conserved land to the Adirondacks. This property calls to you with its wrap around porch and handsome details, to come

  

  Sarah Peluso

  IPJ Real Estate

  1844 Halladay Rd, Middlebury, VT 05753
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  /50

  $529,000

  $20K PRICE DROP

  • 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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  /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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  /14

  $220,000

  • Land
  • 9.8 Acres
  • $22,449 per Acre

  TBD Route 7 S, Middlebury, VT 05753

  Great piece of land in a great location! Secluded when you go up the old road/driveway. Easy access to Rutland or Burlington. Close to everything Middlebury has to offer including stores, restaurants and Middlebury College.

  

  Beth Stanway

  IPJ Real Estate

  TBD Route 7 S, Middlebury, VT 05753
• 

  

  /19

  $220,000

  • Land
  • 51.73 Acres
  • $4,253 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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  /20

  $237,500

  • 3 Beds
  • 1 Bath
  • 1,122 Sq Ft

  11 Ledgewood Ct, Middlebury, VT 05753

  Welcome to this well-maintained 3-bedroom, 1-bath condominium in beautiful Middlebury, Vermont. This location is ideal for easy access to local shops, restaurants and parks and offers low-maintenance living. Inside, you'll find a bright, functional layout featuring newer carpeting, new kitchen appliances, and a new washer & dryer creating a fresh and inviting space to call home. The three

  

  Beth Stanway

  IPJ Real Estate

  11 Ledgewood Ct, Middlebury, VT 05753
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  /60

  $775,000

  $44K PRICE DROP

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

  194 S Bingham St, Cornwall, VT 05753

  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,

  

  Sue Walsh

  BHHS Vermont Realty Group/Middlebury

  194 S Bingham St, Cornwall, VT 05753
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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
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  /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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  /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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  /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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  /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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  /21

  $198,500

  • 1 Bed
  • 478 Sq Ft

  564 Eagles Nest Rd, Ripton, VT 05443

  Escape to your own private woodland retreat where rejuvenation and adventure await. Tucked away on more than 11 acres bordering the Green Mountain National Forest, this recently renovated off-grid, cabin offers the opportunity to disconnect from the hustle and immerse yourself in nature. Renovated in 2022, the cabin has been fully insulated and features a cozy wood stove to keep the space warm on

  Jill Fraga The Real Estate Company of Vermont, LLC

  564 Eagles Nest Rd, Ripton, VT 05443
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  /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

  $150,000

  • Land
  • 23,522 Sq Ft
  • $277,778 per Acre

  2 Wilmar St, Middlebury, VT 05753

  BUILD THE SOLUTION. Address the high demand for residential space in Middlebury with this fully permitted & shovel-ready parcel. Whether you're envisioning modern multi-unit apartments or an eco-village, this lot is engineered for efficiency & affordability. Permitted for up to12 Bedrooms: Ideal for a high-occupancy single-family home or large-scale multi-bedroom apartment units. Substantial

  Jason Saphire www.HomeZu.com

  2 Wilmar St, Middlebury, VT 05753
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  /60

  $599,990

  $18K PRICE DROP

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

  4351 Crown Point Rd, Bridport, VT 05734

  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

  Michael O'Dowd KW Vermont

  4351 Crown Point Rd, Bridport, VT 05734
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  /26

  $499,000

  Open Sat 9AM - 11AM

  • 3 Beds
  • 2 Baths
  • 1,933 Sq Ft

  149 Rogers Rd, Middlebury, VT 05753

  Charming 3-bedroom home with a NEW roof located in Middlebury. This well-maintained property is both bright and functional with a layout that has comfortable living spaces, good-sized bedrooms, storage and even a bonus room. The sunny level backyard is perfect for gardening, outdoor play and entertaining. There is also a handy shed for your lawn equipment or extra storage. Located close to

  Heather Foster-Provencher Champlain Valley Properties

  149 Rogers Rd, Middlebury, VT 05753
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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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  /58

  $525,000

  • 4 Beds
  • 2.5 Baths
  • 2,432 Sq Ft

  280 Main St, Shoreham, VT 05770

  This charming Shoreham home is full of original character and modern comfort. Set on a fully-fenced one-acre lot, the property offers plenty of space for outdoor enjoyment. Hardwood floors welcome you at the entry and continue throughout. The heart of the home is the spacious kitchen with ample built-in cabinets, flowing seamlessly into the main family room with a cozy fireplace and views of the

  Heather Morse Coldwell Banker Hickok and Boardman

  280 Main St, Shoreham, VT 05770
• 

  

  /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
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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
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  /59

  $995,000

  • 1 Bed
  • 1 Bath
  • 1,932 Sq Ft

  225 Piper Ridge, Weybridge, VT 05753

  Set gracefully along a quiet ridgeline in the picturesque village of Weybridge, Vermont—just minutes from Middlebury College and the vibrant charm of downtown Middlebury—this exceptional custom residence offers a rare balance of seclusion, intention, and refined simplicity. Designed and built by its current owners with extraordinary care, this one-bedroom home with a separate studio is a true

  Mary Palmer Four Seasons Sotheby's Int'l Realty

  225 Piper Ridge, Weybridge, VT 05753
• 

  

  /6

  $425,000

  New Construction $74K PRICE DROP

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

  38 Martha's Way, Salisbury, VT 05769

  NEW 2026 CONTEMPORARY RANCH – SALISBURY, VT ( To Be Built) Be the first to own this thoughtfully designed new construction home located in the picturesque town of Salisbury, Vermont. This contemporary ranch will offer modern comfort, quality craftsmanship, and close proximity to some of the area’s most desirable outdoor destinations.The property features 3 bedrooms, 2 bedrooms on the main

  Roxanna Emilo Emilo Real Estate, LLC

  38 Martha's Way, Salisbury, VT 05769
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  /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
• 

  

  /30

  $299,000

  • 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
• 

  

  /34

  $3,195,000

  • 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
• 

  

  /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

  $150,000

  • Land
  • 22,651 Sq Ft
  • $288,462 per Acre

  4 Wilmar St, Middlebury, VT 05753

  BUILD THE SOLUTION. Address the high demand for residential space in Middlebury with this fully permitted & shovel-ready parcel. Whether you're envisioning modern multi-unit apartments or an eco-village, this lot is engineered for efficiency & affordability. Permitted for up to12 Bedrooms: Ideal for a high-occupancy single-family home or large-scale multi-bedroom apartment units. Substantial

  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
• 

  

  /49

  $239,000

  $41K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 328 Sq Ft

  78 Way Lane Extension, Bridport, VT 05734

  Gone Fishing!!!!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

  Bonnie Gridley RE/MAX North Professionals, Middlebury

  78 Way Lane Extension, Bridport, VT 05734
• 

  

  /13

  $275,000

  $5K PRICE DROP

  • Land
  • 22 Acres
  • $12,500 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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