Middlebury, VT Homes

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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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  /21

  $2,500 per month

  • 2 Beds
  • 1 Bath
  • 1,595 Sq Ft
  • Apartment for Rent

  45 Court St Unit A, Middlebury, VT 05753

  Spacious downtown 2-Bedroom Apartment w/bonus room.Are you looking for a cozy and convenient place to call home in historic Middlebury? Look no further! This second-floor, 2-bedroom, 1-bath apartment is waiting for you at 45 Court.(across from Kinney Drugs).Located in the heart of Middlebury, you're just a short walk away from the vibrant downtown scene. Enjoy local shops, restaurants,

  Ray Fortier KW Vermont

  45 Court St Unit A, Middlebury, VT 05753
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  /26

  $220,000 Sold Jul 25, 2025

  • 1,122 Sq Ft
  • $196/SF
  • 60 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1989

  11 Ledgewood Ct, Middlebury, VT 05753

  Springtime 2025 in Vermont... Welcome to Middlebury and this totally refreshed 3 bedroom with new carpeting, paint and a thorough cleaning. Open kitchen, dining, good natural light and access to the large elevated deck.. This unit has a full basement with laundry. Great as your home, to share with roommates and a strong rental potential. Pass the covered bridge on the way this neighborhood

  The Signature Realty Group Signature Properties of Vermont

  11 Ledgewood Ct, Middlebury, VT 05753
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  /29

  Est $600,753 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,398 Sq Ft

  6 Nedde Ln, Middlebury, VT 05753

  6 Nedde Ln, Middlebury, VT 05753
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  /26

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft

  385 E Main St, Middlebury, VT 05753

  This circa-1900 farmhouse was lovingly restored by a previous owner. Quality materials & craftsmanship like the restored staircase, fir side-entry door, maple cabinetry & wood floors enhance charming historic details throughout, including low windows, wrap-around porch, and original floors. Quality vinyl siding, energy-efficient windows, newer chimneys and roofs, and well-maintained systems make

  Sarah Peluso IPJ Real Estate

  385 E Main St, Middlebury, VT 05753
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  /19

  $3,500 per month

  • 3 Beds
  • 1.5 Baths
  • 2,100 Sq Ft
  • House for Rent

  45 Bakery Ln, Middlebury, VT 05753

  Welcome to The Annex, a charming three-bedroom, two-bathroom guest house in the heart of Middlebury, Vermont. This exceptional property offers a central location, within walking distance to downtown, Middlebury College, Porter hospital, and restaurants. Situated on a private 1.3-acre estate next to the owner's historic brick colonial, The Annex provides a tranquil living experience with a

  Ray Fortier KW Vermont

  45 Bakery Ln, Middlebury, VT 05753
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  /32

  $215,000 Sold Jul 17, 2025

  • 1,122 Sq Ft
  • $192/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1981

  10 Woodbridge Ln, Middlebury, VT 05753

  Welcome to 10 Woodbridge Lane—a well-maintained, move-in-ready 3-bedroom, 1-bathroom condo offering comfort, space, and convenience in the heart of Middlebury. The main level features a bright and airy living room, a dedicated dining area, and a spacious kitchen with ample cabinet storage—perfect for everyday living and entertaining. Upstairs, you’ll find three comfortable bedrooms and a full

  Ali Sater Element Real Estate

  10 Woodbridge Ln, Middlebury, VT 05753
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  /28

  Not Listed For Sale

  • 9 Beds
  • 2.5 Baths
  • 5,428 Sq Ft

  51 Seminary Street Extension, Middlebury, VT 05753

  51 Seminary Street Extension, Middlebury, VT 05753
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  /42

  $499,000

  • 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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  /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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  /15

  Est $226,487 Not Listed For Sale

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

  9 Woodbridge Ln, Middlebury, VT 05753

  9 Woodbridge Ln, Middlebury, VT 05753
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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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  /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
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  /30

  Est $333,017 Not Listed For Sale

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

  85 Court St, Middlebury, VT 05753

  85 Court St, Middlebury, VT 05753
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  /51

  $679,000

  • 4 Beds
  • 3 Baths
  • 2,930 Sq Ft

  719 Washington Street Extension, Middlebury, VT 05753

  THIS HOME WILL BE FRESHLY PAINTED ON THE EXTERIOR PRIOR TO CLOSING! This historical home is located on three lovely acres of land, just over a mile from downtown Middlebury! A circular drive greets you as you drive to the home, and the three bay detached garage offers room for vehicles and equipment! Enter in and find a renovated kitchen, with quartz countertops and stainless steel appliances. A

  Sarah Peluso IPJ Real Estate

  719 Washington Street Extension, 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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  /40

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,915 Sq Ft

  78 Ossie Rd, Middlebury, VT 05753

  78 Ossie Rd, Middlebury, VT 05753
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  /34

  $775,000

  • 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 over 5 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 are

  Sarah Peluso IPJ Real Estate

  394 Cider Mill Rd, 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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  /21

  Est $458,071 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,525 Sq Ft

  1249 Cady Rd, Middlebury, VT 05753

  1249 Cady Rd, Middlebury, VT 05753
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  /60

  $1,255,000

  • 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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  /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
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  /16

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft

  131 Lindale Cir, Middlebury, VT 05753

  131 Lindale Cir, Middlebury, VT 05753
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  /32

  $635,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,166 Sq Ft

  487 Burnham Dr, Middlebury, VT 05753

  Delightful and cheery, this cape style home in "The Woodlands" has an ideal layout with wonderful flow. With all the spaces you need on the main living level including a home office, mudroom entryway, family room, living room, dining room, renovated kitchen, laundry and the primary bedroom suite (with a private full bath and a walk in closet) PLUS the screened porch allowing you to enjoy the

  Amey Ryan IPJ Real Estate

  487 Burnham Dr, Middlebury, VT 05753
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  /6

  $145,000 Sold Jun 30, 2025

  • Land
  • 7 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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  /30

  Est $696,868 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 2,172 Sq Ft

  19 N Bingham St, Middlebury, VT 05753

  19 N Bingham St, Middlebury, VT 05753
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  /49

  $1,149,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,615 Sq Ft

  3 Chipman Heights, Middlebury, VT 05753

  Welcome to Chipman Hill! This is your opportunity to own a home in a coveted Middlebury neighborhood. Walk to town, schools, and the Trail Around Middlebury. The home has been completely updated by the current owners, and is ready for you to enjoy. The kitchen has custom cabinetry and granite counter tops. There are great built-ins as well as an eating area. The dining room has enough room for a

  Beth Stanway IPJ Real Estate

  3 Chipman Heights, 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
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  /25

  Est $204,293 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,122 Sq Ft

  23 Woodbridge Ln, Middlebury, VT 05753

  23 Woodbridge Ln, Middlebury, VT 05753
• 

  

  /31

  $695,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,788 Sq Ft

  72 Juniper Ln, Middlebury, VT 05753

  What a spot! Located close to town, this home is in a private setting with over two acres of open meadow, looking east to the mountains beyond. Walls of glass face the view on both levels! The open concept living/dining/kitchen has hardwood floors and a wood stove to keep things cozy in the colder months. The kitchen has a walk in pantry and a peninsula for casual meals. This space faces east to

  Sarah Peluso IPJ Real Estate

  72 Juniper 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
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  /40

  Est $509,423 Not Listed For Sale

  • Studio
  • 2 Baths
  • 2,988 Sq Ft

  1836 Munger St, Middlebury, VT 05753

  1836 Munger St, Middlebury, VT 05753
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  /35

  $495,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,780 Sq Ft

  418 E Main St, Middlebury, VT 05753

  This 1800’s farmhouse was tastefully renovated from the studs up in 2016, retaining much of the original charm while benefitting from all new systems including wiring, plumbing and heating inside! Upon entering from the covered back porch, you’ll immediately appreciate the thoughtful layout and aesthetic of the kitchen, which opens into the dining area and living room, anchored by a gas-fireplace

  Jill Fraga The Real Estate Company of Vermont, LLC

  418 E Main St, 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
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  /40

  Est $453,505 Not Listed For Sale

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

  1903 Quaker Village Rd, Middlebury, VT 05753

  1903 Quaker Village Rd, Middlebury, VT 05753
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  /51

  $649,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,796 Sq Ft

  24 Oak Dr, Middlebury, VT 05753

  Move in ready saltbox on a corner lot in the wonderful Woodlands neighborhood. This well maintained three bedroom home sits on 1.24 private acres with a mix of open yard and woods. The main level has hardwood floors, an oversized living room/dining room, a den, an updated kitchen, 3/4 bath and an amazing four season sunroom. The kitchen - recently renovated - has plenty of cabinet space and

  Beth Stanway IPJ Real Estate

  24 Oak Dr, Middlebury, VT 05753
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  /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
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  /32

  Est $402,255 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,690 Sq Ft

  156 Terrace Heights, Middlebury, VT 05753

  156 Terrace Heights, Middlebury, VT 05753
• 

  

  /40

  $675,000

  • 5 Beds
  • 3.5 Baths
  • 3,160 Sq Ft

  103 Court St, Middlebury, VT 05753

  Opportunity Knocks in the conveniently located 5 bedroom home in Middlebury! The property is set back off the road on 2.4 acres with a partially fenced in yard and a deck that faces west. Have you ever wanted to have your own business at home and raise your family too, all in the same space? This home presents a multitude of opportunity; Multi-generational living, Home business or rent out the

  Bonnie Gridley RE/MAX North Professionals, Middlebury

  103 Court St, Middlebury, VT 05753
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  /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

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