Middlebury, VT Homes

• 

  

  

  /40

  Est $595,093 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,240 Sq Ft

  640 Sheep Farm Rd, Middlebury, VT 05753

  640 Sheep Farm Rd, Middlebury, VT 05753
• 

  

  

  /35

  $594,000

  • 3 Beds
  • 2 Baths
  • 988 Sq Ft

  1 East Rd, Middlebury, VT 05753

  Welcome to this beautifully maintained home, with open concept living, flooded with natural light! This home is designed for comfort flexibilty and modern living. A recently remodeled kitchen features newer appliances,granite countertops, and ample cabinetry. The laundry room is conveniently located right off the kitchen.The first level has 2 bedrooms and a full bath. The finished lower level

  Denise Ozanne 802 For you Realty, LLC

  1 East Rd, 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
• 

  

  

  /6

  Est $232,977 Not Listed For Sale

  609 Cave Rd, Middlebury, VT 05753

  609 Cave Rd, Middlebury, VT 05753
• 

  

  

  /36

  $549,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,695 Sq Ft

  249 Fields Rd, Middlebury, VT 05753

  Welcome to this beautifully crafted, 3-bedroom, 3-bath single-family home nestled in one of Middlebury's most sought-after neighborhoods. Built in 2016, this move-in ready gem offers a perfect blend of comfort, style, and energy efficiency. Step inside to an open floor plan featuring hardwood floors, 9' ceilings, and sun-filled spaces throughout. The gourmet kitchen is a chef's dream with granite

  Michael Johnston Coldwell Banker Hickok and Boardman

  249 Fields Rd, 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
• 

  

  /40

  Est $830,990 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,863 Sq Ft

  4310 Snake Mountain Rd, Middlebury, VT 05753

  4310 Snake Mountain Rd, Middlebury, VT 05753
• 

  

  /17

  $228,000

  • 2 Beds
  • 1 Bath
  • 1,122 Sq Ft

  11 Woodbridge Ln, Middlebury, VT 05753

  The Summer of 2025 in Vermont... Welcome to Middlebury and this totally renovated 2 bedroom, 1 bath townhome. Fresh, modern and contemporary finishes come to mind upon entering this unit. You would never know the townhome was tenant occupied with pride of ownership still beaming throughout. Features include: LVP flooring throughout, fresh colors, an open kitchen with loads of cabinetry and an

  Laurence Rutherford Signature Properties of Vermont

  11 Woodbridge Ln, Middlebury, VT 05753
• 

  

  /43

  $665,000 Sold Jun 09, 2025

  • 3,072 Sq Ft
  • $216/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2007

  70 Fields Rd, Middlebury, VT 05753

  Bright and sunny days ahead for you in this two-story village home. The simple elegance of a home with the right rooms in the right places! A semi-formal dining room space for large gatherings around the table, a delightful living room where you cozy up near the gas fireplace (it's as easy as flipping a light switch!) and a large eat-in kitchen adjacent to a more casual sitting area lets

  Amey Ryan IPJ Real Estate

  70 Fields Rd, Middlebury, VT 05753
• 

  

  /35

  Est $345,007 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  4 School House Hill Rd, Middlebury, VT 05753

  4 School House Hill Rd, Middlebury, VT 05753
• 

  

  /23

  $495,000

  • 3 Beds
  • 2 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 2-car garage is now a 1-car oversized garage because the laundry area and a den were created out of part of the old

  Nancy Foster Champlain Valley Properties

  200 Butternut Ridge Dr, Middlebury, VT 05753
• 

  

  /18

  $137,500 Sold Jun 06, 2025

  • Land
  • 4.20 Acres
  • $32,738 per Acre

  • 3 Days On Market

  795B Lower Foote St, Middlebury, VT 05753

  This is a very interesting parcel of land. It is in a very nice location, with mountain views and easy access to all that Middlebury has to offer. It has a large older barn on it. It has not been used for dairy for years--it has been used for storage. It has both town water and sewer!! One could get rid of the barn and have a wonderful building lot, or maybe someone would like to come up

  Nancy Foster Champlain Valley Properties

  795B Lower Foote St, Middlebury, VT 05753
• 

  

  /40

  Est $534,663 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
• 

  

  /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
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  /45

  $511,000 Sold May 30, 2025

  • 1,400 Sq Ft
  • $365/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1984

  23 Fairview Cir, Middlebury, VT 05753

  Wonderful family home on quiet cul de sac in great neighborhood. House has nice front porch as well as private rear deck overlooking large, level back yard. 2 bedrooms and full bath downstairs as well as 2 BR's and 2nd 3/4 bath upstairs. 4 heat pump mini-split heads so LR and 3 BR's all have heat and AC that can be controlled individually. Extra storage space above garage could be finished

  Soren Pfeffer Central Vermont Real Estate

  23 Fairview Cir, Middlebury, VT 05753
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  /39

  Est $372,325 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
• 

  

  /22

  $699,000

  • 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
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  /24

  $395,000 Sold May 30, 2025

  • 1,400 Sq Ft
  • $282/SF
  • 47 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2007

  9 Elizabeth Ct, Middlebury, VT 05753

  This lovely light filled condo is in an over 55 community. It is nicely set-up for growing older with everything on one floor, and even includes an attached garage. There are 2 bedrooms, 2 baths, and a sunny office/library, as well as large living area with propane stove. There are walking paths and easy access to all the wonderful features found in a small college town in Vermont. You have

  Nancy Foster Champlain Valley Properties

  9 Elizabeth Ct, Middlebury, VT 05753
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  /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
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  /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
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  /49

  $85,000 Sold May 21, 2025

  • 924 Sq Ft
  • $92/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  118 Lindale Cir, Middlebury, VT 05753

  Nestled in a peaceful Middlebury community, this charming mobile home offers comfort and convenience in a welcoming setting. Step inside to find a spacious living area with beautiful hardwood floors, where a cozy pellet stove adds warmth on chilly Vermont evenings. The open kitchen provides plenty of space to cook and gather, flowing seamlessly into the living and dining areas. The primary

  Flex Realty Group Flex Realty

  118 Lindale Cir, Middlebury, VT 05753
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  /26

  Est $354,382 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  5 Case St, Middlebury, VT 05753

  5 Case St, Middlebury, VT 05753
• 

  

  /37

  $350,000

  • 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
• 

  

  /60

  $666,546 Sold May 16, 2025

  • 2,895 Sq Ft
  • $230/SF
  • 3 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1791

  1491 Route 30, Middlebury, VT 05753

  Welcome to Windfall Orchard! A charming country retreat with established orchard including heirloom apple, pear and plum varieties and stunning mountain views. Nestled on a picturesque 3.2-acre lot, this enchanting property also boasts an established vegetable gardens, offering potential for your own homegrown harvest. This spacious 4-bedroom residence features a first-floor primary bedroom and

  Beth Stanway IPJ Real Estate

  1491 Route 30, Middlebury, VT 05753
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  /30

  Est $430,850 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

  $185,000

  • Land
  • 3.00 Acres
  • $61,667 per Acre

  TBD Washington St, Middlebury, VT 05753

  Three acres, close to town, ready for you to build your new home! The Sellers will provide a State wastewater permit prior to closing that shows this lot is permitted for a four bedroom dwelling. Located just a mile from downtown Middlebury, this could be the perfect spot for you to make your dream a reality! A mixture of open land and some woods, the current cleared area would provide a nice

  Sarah Peluso IPJ Real Estate

  TBD Washington St, Middlebury, VT 05753
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  /42

  $385,000 Sold Apr 30, 2025

  • 2,030 Sq Ft
  • $190/SF
  • 78 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1900

  73 N Pleasant St, Middlebury, VT 05753

  Terrific opportunity to own this spacious 5 bedroom 2 bath close to downtown Middlebury home. First floor mudroom is a dream for these snowy days with access to the kitchen and the fenced in backyard. New laundry room with bath on the first floor. Newly painted kitchen with updated appliances including a 5 burner stainless steel gas stove, microwave, dishwasher and disposal. The large living

  Sarah Peluso IPJ Real Estate

  73 N Pleasant St, Middlebury, VT 05753
• 

  

  /31

  Est $370,921 Not Listed For Sale

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

  58 Ossie Rd, Middlebury, VT 05753

  58 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
• 

  

  /25

  $490,000 Sold Apr 01, 2025

  • 2,500 Sq Ft
  • $196/SF
  • 65 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  1676 Case St, Middlebury, VT 05753

  This well-maintained home has lovely mountain views and 10 acres of open land which would be nice for growing anything (it has good soil!) or for pasturing whatever animals you might like. The major bonus of the property is the approximately 1000 Sq.Ft of finished heated space in the garage. There is even a 3/4 bath and a place to cook in this space. It has had a variety of uses over the

  Nancy Foster Champlain Valley Properties

  1676 Case St, Middlebury, VT 05753
• 

  

  /15

  Est $391,767 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
  • 0.54 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
• 

  

  /22

  $365,000 Sold Mar 31, 2025

  • 1,772 Sq Ft
  • $206/SF
  • 70 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1975

  98 Peterson Terrace, Middlebury, VT 05753

  This spacious 3-bedroom ranch is in an in-town location that is walkable to all Middlebury public schools, shopping, and the trail around Middlebury. There is a nice yard for gardening, pets, or anything you might like. Some of the other nice features of this home are a large kitchen with lots of counter space, a spacious mud room and laundry room, 3 nice bedrooms plus an office, another office

  Nancy Foster Champlain Valley Properties

  98 Peterson Terrace, Middlebury, VT 05753
• 

  

  /38

  Est $398,217 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
• 

  

  /19

  $449,900

  • 3 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  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
• 

  

  /21

  $342,500 Sold Mar 28, 2025

  • 1,016 Sq Ft
  • $337/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1988

  26 Overbrook Dr, Middlebury, VT 05753

  OFFER DEADLINE - Please submit your offer by noon on February 12th to be considered by the Seller!What a darling two bedroom, single level condo unit right in the heart of Middlebury. Move right into this space and enjoy many upgrades to the unit in the last few years. New windows throughout (vinyl, double pane, tilt-in for easy cleaning) and slider to a lovely deck were installed in 2018. In

  Amey Ryan IPJ Real Estate

  26 Overbrook Dr, Middlebury, VT 05753
• 

  

  /17

  Est $395,727 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  1 Overbrook Dr, Middlebury, VT 05753

  1 Overbrook Dr, Middlebury, VT 05753
• 

  

  /10

  $499,999

  • Land
  • 49 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
• 

  

  /29

  $466,000 Sold Mar 27, 2025

  • 1,261 Sq Ft
  • $370/SF
  • 8 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1968

  1282 Painter Rd, Middlebury, VT 05753

  This sweet home is ready for you to move right in! Located just a couple miles outside of downtown Middlebury, on just under an acre of land with lovely views of the Green Mountains. When you drive up you will notice the well cared for property boasts a standing seam roof, newer windows and fiber cement siding- all low maintenance! Inside you will be delighted by the custom, eat in kitchen with

  Sarah Peluso IPJ Real Estate

  1282 Painter Rd, Middlebury, VT 05753
• 

  

  /30

  Est $386,737 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,772 Sq Ft

  37 Danyow Dr, Middlebury, VT 05753

  37 Danyow Dr, Middlebury, VT 05753

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