Middlebury, VT Homes

• 

  

  

  /19

  $435,000 Sold Aug 29, 2025

  • 1,584 Sq Ft
  • $275/SF
  • 94 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1998

  915 Lower Foote St, Middlebury, VT 05753

  If you are looking for a property with spectacular long range mountain views look no further! This well maintained, L-shaped ranch style home has a lot to offer. It was recently updated with new siding and sliding door that opens onto your deck. It has an open floor plan that is filled with natural light The kitchen/dining/ living area is great for entertaining. Your guests can sit up to the

  Nancy Larrow BHHS Vermont Realty Group/Vergennes

  915 Lower Foote St, Middlebury, VT 05753
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• 

  

  

  /6

  Est $276,336 Not Listed For Sale

  609 Cave Rd, Middlebury, VT 05753

  609 Cave Rd, Middlebury, VT 05753
• 

  

  

  /45

  $494,700

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

  205 Cedar Ridge Dr, Middlebury, VT 05753

  Tucked in at the end of a shared/private roadway is this chalet-style, post and beam house with lovely exposed beams, large and open spaces and a fabulous deck! Pine boards grace the floors of this home giving it a warm and inviting feeling along with a little bit of rustic charm. Constructed with stress skin panels, well-placed windows and a centrally located wood stove this 1977 house is

  Amey Ryan IPJ Real Estate

  205 Cedar Ridge Dr, Middlebury, VT 05753
• 

  

  

  /7

  $425,000 Sold Aug 28, 2025

  • 1,516 Sq Ft
  • $280/SF
  • 6 Days On Market

  • 2 Beds
  • 1.5 Baths

  37 Stonecrop Rd, 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 the summer of 2025. To be built with energy efficiency at the

  Sarah Peluso IPJ Real Estate

  37 Stonecrop Rd, Middlebury, VT 05753
• 

  

  

  /26

  Est $503,982 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,039 Sq Ft

  3345 Quaker Village Rd, Middlebury, VT 05753

  3345 Quaker Village Rd, Middlebury, VT 05753
• 

  

  /53

  $1,495,000

  • 5 Beds
  • 4.5 Baths
  • 3,571 Sq Ft

  1691 N Bingham St, Middlebury, VT 05753

  A rare opportunity to enter the next phase of life on this estate-like property in Cornwall. With incredible westerly views across fields, the Lemon Fair and out to the Adirondack High Peaks, the location will simply take your breath away. The original house has been transformed over the years with an eye towards entertaining and allowing for spacious rooms and great lines of sight as two houses

  Amey Ryan IPJ Real Estate

  1691 N Bingham St, Middlebury, VT 05753
• 

  

  /7

  $425,000 Sold Aug 25, 2025

  • 1,516 Sq Ft
  • $280/SF
  • 0 Days On Market

  • 2 Beds
  • 1.5 Baths

  45 Stonecrop Rd, 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 the summer of 2025. 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

  45 Stonecrop Rd, Middlebury, VT 05753
• 

  

  /40

  Est $876,380 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  4310 Snake Mountain Rd, Middlebury, VT 05753

  4310 Snake Mountain Rd, Middlebury, VT 05753
• 

  

  /40

  $655,000

  • 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
• 

  

  /7

  $425,000 Sold Aug 25, 2025

  • 1,516 Sq Ft
  • $280/SF
  • 18 Days On Market

  • 2 Beds
  • 1.5 Baths

  39 Stonecrop Rd, 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 the summer of 2025. To be built with energy efficiency at the

  Sarah Peluso IPJ Real Estate

  39 Stonecrop Rd, Middlebury, VT 05753
• 

  

  /40

  Est $622,036 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,622 Sq Ft

  2 Lower Plains Rd, Middlebury, VT 05753

  2 Lower Plains Rd, Middlebury, VT 05753
• 

  

  /32

  $499,000

  • 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
• 

  

  /35

  $516,000 Sold Aug 22, 2025

  • 1,780 Sq Ft
  • $290/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1800

  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
• 

  

  /25

  Est $439,200 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,815 Sq Ft

  442 E Main St, Middlebury, VT 05753

  442 E Main St, Middlebury, VT 05753
• 

  

  /41

  $450,000

  • 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
• 

  

  /7

  $425,000 Sold Aug 22, 2025

  • 1,516 Sq Ft
  • $280/SF
  • 1 Day On Market

  • 2 Beds
  • 1.5 Baths

  47 Stonecrop Rd, 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 the summer of 2025. To be built with energy efficiency at the

  Sarah Peluso IPJ Real Estate

  47 Stonecrop Rd, Middlebury, VT 05753
• 

  

  /39

  Est $394,721 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  436 E Main St, Middlebury, VT 05753

  436 E Main St, Middlebury, VT 05753
• 

  

  /15

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,190 Sq Ft

  5 Evergreen Ln, Middlebury, VT 05753

  Sit on your covered front porch and enjoy westerly views of the sunsets! Walk in from this entry, and enjoy the open layout of the main level. Beautiful hardwood floors throughout the lower and upper level. The living room leads back to a dining room with built in cabinetry. The kitchen has granite countertops, and is open to a sitting area/breakfast nook next to the bay window. A door that leads

  Beth Stanway IPJ Real Estate

  5 Evergreen Ln, Middlebury, VT 05753
• 

  

  /35

  $305,000 Sold Aug 14, 2025

  • 1,584 Sq Ft
  • $193/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1999

  24 School House Hill Rd, Middlebury, VT 05753

  Spacious and updated! This 3-bedroom double-wide with an addition that includes a half bath and private entrance sits on a back road minutes from the heart of Middlebury. The sellers have done updates like new floors, new roof and painting. Additionally, the heating system is on the newer side, and the septic has recently been inspected. Come in through the mudroom/laundry area and this space

  Heather Morse Coldwell Banker Hickok and Boardman

  24 School House Hill Rd, Middlebury, VT 05753
• 

  

  /29

  Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,304 Sq Ft

  426 E Main St, Middlebury, VT 05753

  426 E Main St, Middlebury, VT 05753
• 

  

  /29

  $485,000

  • 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 which will have a new 1-car

  Nancy Foster Champlain Valley Properties

  200 Butternut Ridge Dr, Middlebury, VT 05753
• 

  

  /44

  $460,000 Sold Aug 12, 2025

  • 1,500 Sq Ft
  • $307/SF
  • 2 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1967

  37 School House Hill Rd, Middlebury, VT 05753

  Take advantage of this beautifully updated 4-bedroom ranch that perfectly blends modern finishes with classic charm! Located on a spacious 1-acre lot in the lovely town of Middlebury, this move-in ready, one-level home was thoughtfully renovated throughout. Just inside, the bright & inviting living room includes a gas fireplace with a full white stone surround creating a striking focal point.

  The Malley Group KW Vermont

  37 School House Hill Rd, Middlebury, VT 05753
• 

  

  /26

  Est $317,422 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  5 Case St, Middlebury, VT 05753

  5 Case St, Middlebury, VT 05753
• 

  

  /40

  $275,000

  • 4 Beds
  • 2 Baths
  • 2,128 Sq Ft

  1726 Munger St, Middlebury, VT 05753

  You'll have to get your thinking cap on but once you see the views to the West from this property you'll be glad you did. A classic Vermont farmhouse in need of a total renovation/restoration OR a viable building lot with a State of VT wastewater permit in place for a new septic system. Town subdivision has been approved by the Town of Middlebury (had been part of the adjacent farm where they

  Amey Ryan IPJ Real Estate

  1726 Munger St, Middlebury, VT 05753
• 

  

  /30

  $413,000 Sold Aug 08, 2025

  • 2,185 Sq Ft
  • $189/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  45 Ossie Rd, Middlebury, VT 05753

  Lovely ranch home on over half an acre in East Middlebury. This three bedroom two bath home has everything you need on one level. Large Primary bedroom with attached bath, sunny kitchen that looks out to the back yard. A very large mud room off the two car garage - with a murphy bed for summer overflow sleeping! Dining area with built ins. A large living room with fireplace and built in book

  Beth Stanway IPJ Real Estate

  45 Ossie Rd, Middlebury, VT 05753
• 

  

  /30

  Est $438,377 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  86 Ossie Rd, Middlebury, VT 05753

  86 Ossie Rd, Middlebury, VT 05753
• 

  

  /6

  $139,000

  • Land
  • 0.46 Acre
  • $302,174 per Acre

  Lot 1C Daisy Ln, Middlebury, VT 05753

  Not finding what you're looking for in a house? Ever thought of just building exactly what you want? Find a right-sized house and build it here in East Middlebury! The flat lot is part of a small neighborhood and right next to Brown Field (a ball field). You'd be within close proximity to the Waybury Inn Restaurant & Pub, library, tennis courts, playground and miles of biking and hiking nearby.

  Amey Ryan IPJ Real Estate

  Lot 1C Daisy Ln, Middlebury, VT 05753
• 

  

  /49

  $1,149,000 Sold Aug 04, 2025

  • 2,615 Sq Ft
  • $439/SF
  • 1 Day On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1976

  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
• 

  

  /31

  Est $408,670 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft

  58 Ossie Rd, Middlebury, VT 05753

  58 Ossie Rd, Middlebury, VT 05753
• 

  

  /37

  $325,000

  • 3 Beds
  • 3 Baths
  • 1,740 Sq Ft

  53 High St Unit 3, Middlebury, VT 05753

  Investment Opportunity!! What was once a barn in the early 1900's is now 2 apartments. This property could be converted back to a singe family or remain as is for multi-generational living. It could also be used as a rental or think big and start over and build your dream home. Inside you will find 2 one bedroom apartments and stairs to the top floor which needs renovation. Wonderful views

  Bonnie Gridley RE/MAX North Professionals, Middlebury

  53 High St Unit 3, Middlebury, VT 05753
• 

  

  /51

  $620,000 Sold Jul 31, 2025

  • 2,796 Sq Ft
  • $222/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  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
• 

  

  /15

  Est $400,957 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft

  54 Ossie Rd, Middlebury, VT 05753

  54 Ossie Rd, Middlebury, VT 05753
• 

  

  /4

  $139,000

  • Land
  • 0.52 Acre
  • $267,308 per Acre

  4 Wilmar St, Middlebury, VT 05753

  What an amazing opportunity to build on this lot in the Town of East Middlebury! Located on Wilmar St with sidewalks and utilities at the road as well as town water, this lot has a wastewater permit for a 6 bedroom home, or a duplex consisting or 2-3BR's each. Great for multi-generational living or investment. Close to stores, gas station, post office and all East Middlebury amenities. This is a

  Bonnie Gridley RE/MAX North Professionals, Middlebury

  4 Wilmar St, Middlebury, VT 05753
• 

  

  /31

  $540,000 Sold Jul 31, 2025

  • 3,788 Sq Ft
  • $143/SF
  • 44 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1967

  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
• 

  

  /38

  Est $438,075 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,694 Sq Ft

  46 Ossie Rd, Middlebury, VT 05753

  46 Ossie Rd, Middlebury, VT 05753
• 

  

  /4

  $139,000

  • Land
  • 0.54 Acre
  • $257,407 per Acre

  2 Wilmar St, Middlebury, VT 05753

  What an amazing opportunity to build on this corner lot in the Town of East Middlebury! Located on the corner of Rte. 125 and Wilmar with sidewalks and utilities at the road as well as town water, this lot has a wastewater permit for a 6 bedroom home (or a duplex consisting of 2-3BR's each). Great for multi-generational living or investment. Close to stores, gas station, post office and all East

  Bonnie Gridley RE/MAX North Professionals, Middlebury

  2 Wilmar St, Middlebury, VT 05753
• 

  

  /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
• 

  

  /30

  Est $402,565 Not Listed For Sale

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

  12 Overbrook Dr, Middlebury, VT 05753

  12 Overbrook Dr, Middlebury, VT 05753
• 

  

  /10

  $499,999

  • Land
  • 49.1 Acres
  • $10,183 per Acre

  TBD West St, Cornwall, VT 05753

  Your Vermont dream starts here! Just minutes from downtown Middlebury, this private 49-acre lot is the perfect canvas for your new home or family retreat. With over 3,000 feet of frontage on Rt 125 and West Street, the land features rolling fields, peaceful woods, and sweeping Adirondack Mountain views. Imagine creating trails, gardens, or orchards, all while enjoying the beauty of abundant

  Michael Johnston Coldwell Banker Hickok and Boardman

  TBD West St, Cornwall, VT 05753
• 

  

  /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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