Middlebury, VT Homes

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  /28

  Est $529,323 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,740 Sq Ft

  31 Foster Cir, Middlebury, VT 05753

  31 Foster Cir, Middlebury, VT 05753
• 

  

  

  /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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  /28

  $364,500 Sold Jul 15, 2025

  • 1,150 Sq Ft
  • $317/SF
  • 52 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1880

  41 Court St, Middlebury, VT 05753

  Sweet cape with easy access to everything that the wonderful town of Middlebury offers! This house has a good sized living room, first floor bedroom, kitchen and full bath on the main floor. Upstairs are three more rooms PLUS a large landing spot that might be a perfect office or play space. The enclosed porch faces south and is a big enough space for a table and chairs, flower pots or another

  Amey Ryan IPJ Real Estate

  41 Court St, Middlebury, VT 05753
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  /26

  Est $382,958 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  98 Danyow Dr, Middlebury, VT 05753

  98 Danyow Dr, Middlebury, VT 05753
• 

  

  

  /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
• 

  

  /60

  $650,000 Sold Jul 10, 2025

  • 1,664 Sq Ft
  • $391/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2001

  120 Foote St, Middlebury, VT 05753

  Looking for tranquility, privacy and the convenience of being close to town? This property has it all! Located on 10 acres just 1 mile from the center of Middlebury sits this extremely well maintained 3 bedroom, 2.5 bath home. A large mudroom attaching a three bay garage with workshop to the main house allows convenient access, while the main entrance opens from a very large front porch to an

  Flex Realty Group Flex Realty

  120 Foote St, Middlebury, VT 05753
• 

  

  /17

  Est $422,323 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,704 Sq Ft

  276 Monroe St, Middlebury, VT 05753

  276 Monroe St, Middlebury, VT 05753
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  /6

  $388,900 New Construction

  • 2 Beds
  • 1.5 Baths
  • 1,538 Sq Ft

  14 Meadowlark Ln Unit 7.2, 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, garden entrance townhome will be ready for occupancy in February 2026. To be built with energy efficiency at

  Sarah Peluso IPJ Real Estate

  14 Meadowlark Ln Unit 7.2, Middlebury, VT 05753
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  /49

  $740,000 Sold Jul 09, 2025

  • 2,640 Sq Ft
  • $280/SF
  • 84 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1920

  49 South St, Middlebury, VT 05753

  Just a short stroll from the center of Middlebury, this spacious home is close to the hospital, Middlebury College, golf course, shopping, restaurants, and more. It offers three floors of living space, including five bedrooms, an office, eat-in kitchen, formal dining room, large living room with fireplace, and a bright, south-facing sunroom. Step out onto the spacious back deck with views of the

  Amey Ryan IPJ Real Estate

  49 South St, Middlebury, VT 05753
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  /39

  Est $468,237 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,360 Sq Ft

  209 Danyow Dr, Middlebury, VT 05753

  209 Danyow Dr, Middlebury, VT 05753
• 

  

  /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 May 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

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

  $375,000 Sold Jul 02, 2025

  • 1,986 Sq Ft
  • $189/SF
  • 61 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1900

  795 Lower Foote St, Middlebury, VT 05753

  This home is currently a 2-family rental, but has been a single-family residence in the past. Converting it back would not be difficult. It could also work well as a home that has an extra unit for extended family. There are 2 kitchens and 2 washer and dryer hook ups, but new owner could take out a kitchen if not needed. The tenants are both planning to be out by July1, 2025. The house has

  Nancy Foster Champlain Valley Properties

  795 Lower Foote St, Middlebury, VT 05753
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  /24

  Est $456,449 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,092 Sq Ft

  5 Swanage Ct, Middlebury, VT 05753

  5 Swanage Ct, Middlebury, VT 05753
• 

  

  /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. To be built with energy efficiency at the forefront, each

  Sarah Peluso IPJ Real Estate

  35 Barnes Brook Rd Unit 9.4, Middlebury, VT 05753
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  /29

  $520,000 Sold Jun 30, 2025

  • 2,152 Sq Ft
  • $242/SF
  • 29 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1940

  21 Short Shannon St, Middlebury, VT 05753

  Highly desirable Middlebury location, which backs up to the Middlebury College campus property, is an easy stroll into downtown for dinner, events or to see a movie! Sitting on a bit of a knoll off the road, the house is nicely sited with a lovely back yard with a stone patio, room for gardens and flowers and a perfect place to enjoy the outdoors. On the main living level, the eat-in kitchen is

  Amey Ryan IPJ Real Estate

  21 Short Shannon St, Middlebury, VT 05753
• 

  

  /14

  Est $372,521 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  18 Twin Cir, Middlebury, VT 05753

  18 Twin Cir, Middlebury, VT 05753
• 

  

  /11

  $388,900 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,538 Sq Ft

  22 Meadowlark Ln Unit 7.4, 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, garden entrance townhome will be ready for occupancy in February 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini-split technology, with a

  Sarah Peluso IPJ Real Estate

  22 Meadowlark Ln Unit 7.4, Middlebury, VT 05753
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  /6

  $145,000 Sold Jun 30, 2025

  • Land
  • 6.8 Acres
  • $21,324 per Acre

  • 7 Days On Market

  TBD Cobble Rd, New Haven, VT 05472

  This is a lovely lot in a very nice location. Close to Middlebury and Bristol, and an easy commute both north and south. There are views of the Green Mountains and potential views of the Adirondacks. Live in a quiet spot on a dirt road, but with a very easy connection to a paved road. State septic permit for a 2-bedroom house in place.

  Nancy Foster Champlain Valley Properties

  TBD Cobble Rd, New Haven, VT 05472
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  /27

  Est $367,421 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  3 Twin Cir, Middlebury, VT 05753

  3 Twin Cir, Middlebury, VT 05753
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  /16

  $625,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,345 Sq Ft

  70 Maple St Unit 307, Middlebury, VT 05753

  Live simply in this third floor condo facing the east and overlooking the Marble Works, town and to Chipman Hill! This two bedroom condo has a fireplace (propane), a large open kitchen/dining/living room space and a balcony where you can relax and enjoy the outdoors! The primary bathroom has been upgraded with a sleek walk in shower with glass doors and new flooring in the closet. The second

  Amey Ryan IPJ Real Estate

  70 Maple St Unit 307, Middlebury, VT 05753
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  /24

  $542,000 Sold Jun 26, 2025

  • 1,598 Sq Ft
  • $339/SF
  • 0 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1970

  10 Gorham Ln, Middlebury, VT 05753

  This lovely home is in one of Middlebury's most desirable neighborhoods. It is in walking distance to both Middlebury College and to downtown. The living room, kitchen, primary bathroom and family room have been beautifully remodeled. There is a new roof that was put on about 6 months ago. Energy saving updates included a mini-split for cooling and heating on the main floor and a heat-pump

  Nancy Foster Champlain Valley Properties

  10 Gorham Ln, Middlebury, VT 05753
• 

  /2

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,737 Sq Ft

  193 Washington Street Extension, Middlebury, VT 05753

  193 Washington Street Extension, Middlebury, VT 05753
• 

  

  /24

  $352,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  446 Mead Ln, Middlebury, VT 05753

  This very well-maintained home is located on a beautiful private one and a quarter acre lot. This property is in a nice neighborhood, a short drive into the village of Middlebury, and an easy commute both north and south. The home is cooled and heated with 3 mini-splits. The wood stove keeps the house toasty of the coldest days of winter and there is an additional monitor heater. The walk-out

  Nancy Foster Champlain Valley Properties

  446 Mead Ln, Middlebury, VT 05753
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  /31

  $327,000 Sold Jun 26, 2025

  • 1,432 Sq Ft
  • $228/SF
  • 11 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1990

  35 Twin Circles Unit 35, Middlebury, VT 05753

  Life should be easy! Make it easy on yourself in this well designed townhouse! Just a few steps away from the parking area in front of the unit, you are greeted by the lovely plantings and flowers near the front door and covered entry porch. One step up from the porch and you're into the house where you'll find an eat-in kitchen with plenty of light, cupboards and counter space. In addition to

  Amey Ryan IPJ Real Estate

  35 Twin Circles Unit 35, Middlebury, VT 05753
• 

  

  /20

  Est $358,751 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,424 Sq Ft

  78 Seminary Street Extension, Middlebury, VT 05753

  78 Seminary Street Extension, Middlebury, VT 05753
• 

  

  /22

  $699,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,345 Sq Ft

  70 Maple St Unit 108, Middlebury, VT 05753

  The best of the best! This first floor Marble Works condo was updated and renovated in 2018 by Silver Maple Construction for the current owners. Their thoughtful and tasteful improvements are highlighted throughout. The flat surface Dekton (Trillium pattern) countertops in the kitchen is a luxurious finish and complements the Hubbardton Forge lighting fixtures seamlessly. The newer gas

  Amey Ryan IPJ Real Estate

  70 Maple St Unit 108, Middlebury, VT 05753
• 

  

  /17

  $423,400 Sold Jun 26, 2025

  • 1,400 Sq Ft
  • $302/SF
  • 58 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2005

  810 Lower Foote St, Middlebury, VT 05753

  This well-maintained ranch was built as a retirement home with everything you need on one floor. There are wide doorways, and an open living, dining/kitchen area. And there is even a ramp in the garage for easy access to the home. It is a short distance to everything in Middlebury, as well as East Middlebury, and to Rt 7 for commuting North or South. The very spacious basement has room for

  Nancy Foster Champlain Valley Properties

  810 Lower Foote St, Middlebury, VT 05753
• 

  

  /9

  Est $489,869 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,956 Sq Ft

  15 Brookside Dr, Middlebury, VT 05753

  15 Brookside Dr, Middlebury, VT 05753
• 

  

  /9

  $430,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,019 Sq Ft

  53 Stonecrop Rd, Middlebury, VT 05753

  This price is for qualified buyers! Inquire with your agent to see if you qualify and are able to purchase at this price. This unit is also available at the market price of $655,000. 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, end unit

  Sarah Peluso IPJ Real Estate

  53 Stonecrop Rd, Middlebury, VT 05753
• 

  

  /41

  $328,000 Sold Jun 20, 2025

  • 1,942 Sq Ft
  • $169/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1991

  13 Stonegate Dr, Middlebury, VT 05753

  Come view this home in the heart of Middlebury with a yard, deck, covered porch and your own 1 car garage - Welcome to 13 Stonegate Drive! This 2 bedroom, 1 bathroom home has all the convenience that a ranch can provide with an open kitchen and living room space, 2 bedrooms on opposite sides, and a center hallway full bathroom. BUT there's more! An additional family room and not one, but TWO,

  Katrina Roberts Vermont Real Estate Company

  13 Stonegate Dr, Middlebury, VT 05753
• 

  

  /29

  Est $467,857 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  433 Buttolph Dr, Middlebury, VT 05753

  433 Buttolph Dr, Middlebury, VT 05753
• 

  

  /6

  $482,500 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,019 Sq Ft

  10 Meadowlark Ln, 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, garden entrance townhome will be ready for occupancy in February 2026. To be built with energy efficiency

  Sarah Peluso IPJ Real Estate

  10 Meadowlark Ln, Middlebury, VT 05753
• 

  

  /33

  $806,000 Sold Jun 18, 2025

  • 2,154 Sq Ft
  • $374/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1933

  292 Chipman Park, Middlebury, VT 05753

  What a location! Walk to town, the College, schools, Trail around Middlebury, and even the hospital. The classic colonial has been tastefully updated by the current owners, and is ready for you to enjoy. A new roof was put on two years ago, mini splits for A/C are throughout the home, and the kitchen has new appliances, and beautiful quartz countertops. A large mudroom will house all of your

  Sarah Peluso IPJ Real Estate

  292 Chipman Park, Middlebury, VT 05753
• 

  

  /8

  Est $266,824 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,526 Sq Ft

  11 Willard St, Middlebury, VT 05753

  11 Willard St, Middlebury, VT 05753
• 

  

  /8

  $699,500 Under Contract

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

  24 Brush Ln Unit 8.2B, 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 January 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

  24 Brush Ln Unit 8.2B, Middlebury, VT 05753
• 

  

  /40

  $459,872 Sold Jun 17, 2025

  • 1,380 Sq Ft
  • $333/SF
  • 46 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1963

  503 Weybridge St, Middlebury, VT 05753

  If your boxes are: Easily accessible to town, nearby recreation opportunities, single level living, attached garage, flat yard, basement storage and easy layout - then schedule your appointment today! This house is as easy as it gets with nice hardwood floors, an open kitchen/dining area and laundry on the first floor. Come right into the kitchen from the garage with your grocery and shopping

  Amey Ryan IPJ Real Estate

  503 Weybridge St, Middlebury, VT 05753
• 

  

  /38

  Est $537,048 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,169 Sq Ft

  49 Seymour St, Middlebury, VT 05753

  49 Seymour St, Middlebury, VT 05753
• 

  

  /6

  $482,500 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,019 Sq Ft

  30 Meadowlark Ln Unit 7.6, 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, garden entrance townhome will be ready for occupancy in February 2026. To be built with energy efficiency

  Sarah Peluso IPJ Real Estate

  30 Meadowlark Ln Unit 7.6, Middlebury, VT 05753
• 

  

  /60

  $747,000 Sold Jun 16, 2025

  • 2,683 Sq Ft
  • $278/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2003

  200 Painter Hills Rd, Middlebury, VT 05753

  Tucked away in a serene country neighborhood, this beautifully maintained 3-bedroom, 2.5-bath raised ranch sits atop a gentle hill on 0.7 acres. A long private driveway leads to this peaceful oasis just minutes from downtown Middlebury, Middlebury College, and Porter Medical Center. Step into the welcoming mudroom and ascend to the open-concept living space where the kitchen, dining, and living

  Alicia Fleming Prime Real Estate

  200 Painter Hills Rd, Middlebury, VT 05753
• 

  

  /39

  Est $826,112 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,053 Sq Ft

  364 Weybridge St, Middlebury, VT 05753

  364 Weybridge St, Middlebury, VT 05753

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