Middlebury, VT Homes

• 

  

  

  /14

  $220,000

  Pending

  • 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
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /42

  $420,000

  Sold Sep 12, 2025

  62 Court St, Middlebury, VT 05753

  • 3 Beds
  • 3 Baths
  • 2,352 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Below List Price
  • $179/SF
  • 15 Days On Market

  Current Estimated Value $427,833

  Last Listing Agent Amey Ryan IPJ Real Estate

  62 Court St, Middlebury, VT 05753
• 

  

  

  /35

  Est $548,645

  Not Listed For Sale

  418 E Main St, Middlebury, VT 05753

  • 3 Beds
  • 2 Baths
  • 1,780 Sq Ft
  • Built 1800

  418 E Main St, Middlebury, VT 05753

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Jill Fraga The Real Estate Company of Vermont, LLC
• 

  

  

  /20

  $237,500

  Under Contract

  • 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
• 

  

  

  /40

  $630,000

  Sold May 27, 2026

  1635 Route 74, Cornwall, VT 05753

  • 4 Beds
  • 3.5 Baths
  • 2,090 Sq Ft
  • Built 1832

  Last Sold Summary

  • 5% Above List Price
  • $301/SF
  • 3 Days On Market

  Current Estimated Value $632,531

  Last Listing Agent Beth Stanway IPJ Real Estate

  1635 Route 74, Cornwall, VT 05753
• 

  

  /26

  Est $328,365

  Not Listed For Sale

  5 Case St, Middlebury, VT 05753

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Built 1967

  5 Case St, Middlebury, VT 05753

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Heather Foster-Provencher Champlain Valley Properties
• 

  

  /6

  $499,000

  New Construction Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,938 Sq Ft

  44 Barnes Brook Rd Unit 10.1, 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

  44 Barnes Brook Rd Unit 10.1, Middlebury, VT 05753
• 

  

  /6

  $430,000

  Sold Jul 21, 2026

  14 Meadowlark Ln Unit 7.2, Middlebury, VT 05753

  • 2 Beds
  • 1.5 Baths
  • 1,538 Sq Ft
  • Built 2026

  Last Sold Summary

  • 11% Above List Price
  • $280/SF
  • 98 Days On Market

  Last Listing Agent Sarah Peluso IPJ Real Estate

  14 Meadowlark Ln Unit 7.2, Middlebury, VT 05753
• 

  

  /30

  Est $471,160

  Not Listed For Sale

  45 Ossie Rd, Middlebury, VT 05753

  • 3 Beds
  • 2 Baths
  • 2,185 Sq Ft
  • Built 1955

  45 Ossie Rd, Middlebury, VT 05753

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Beth Stanway IPJ Real Estate
• 

  

  /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
• 

  

  /38

  $491,000

  Sold Jan 22, 2026

  30 Mountain View Ln, Middlebury, VT 05753

  • 4 Beds
  • 3 Baths
  • 1,760 Sq Ft
  • Built 1991

  Last Sold Summary

  • 17% Below List Price
  • $279/SF
  • 130 Days On Market

  Current Estimated Value $530,213

  Last Listing Agent Beth Stanway IPJ Real Estate

  30 Mountain View Ln, Middlebury, VT 05753
• 

  

  /31

  Est $384,887

  Not Listed For Sale

  58 Ossie Rd, Middlebury, VT 05753

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft
  • Built 1951

  58 Ossie Rd, Middlebury, VT 05753

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Sarah Peluso IPJ Real Estate
• 

  

  /5

  $585,000

  New Construction $196K PRICE INCREASE Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,516 Sq Ft

  35 Barnes Brook Rd Unit 9.4, 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 townhome will be ready for occupancy in May of 2026. With energy efficiency at the forefront, each unit will be heated and cooled with mini split technology, with a whole-house ventilation

  

  Sarah Peluso

  IPJ Real Estate

  35 Barnes Brook Rd Unit 9.4, Middlebury, VT 05753
• 

  

  /30

  $372,500

  Sold Mar 20, 2026

  44 Lower Plains Rd, Middlebury, VT 05753

  • 6 Beds
  • 3 Baths
  • 2,415 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Above List Price
  • $154/SF
  • 5 Days On Market

  Current Estimated Value $396,850

  Last Listing Agent Elizabeth Hogan Coldwell Banker Hickok and Boardman

  44 Lower Plains Rd, Middlebury, VT 05753
• 

  

  /15

  Est $395,938

  Not Listed For Sale

  54 Ossie Rd, Middlebury, VT 05753

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft
  • Built 1949

  54 Ossie Rd, Middlebury, VT 05753

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Jason Saphire www.HomeZu.com
• 

  

  /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
• 

  

  /24

  $352,226

  Sold Oct 08, 2025

  446 Mead Ln, Middlebury, VT 05753

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1981

  Last Sold Summary

  • $314/SF
  • 9 Days On Market

  Current Estimated Value $339,203

  Last Listing Agent Nancy Foster

  446 Mead Ln, Middlebury, VT 05753
• 

  

  /20

  Est $395,546

  Not Listed For Sale

  13 Overbrook Dr, Middlebury, VT 05753

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1988

  13 Overbrook Dr, Middlebury, VT 05753

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Amey Ryan IPJ Real Estate
• 

  

  /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
• 

  

  /11

  $430,000

  Sold Apr 30, 2026

  22 Meadowlark Ln Unit 7.4, Middlebury, VT 05753

  • 2 Beds
  • 1.5 Baths
  • 1,538 Sq Ft
  • Built 2026

  Last Sold Summary

  • 26% Below List Price
  • $280/SF
  • 42 Days On Market

  Last Listing Agent Sarah Peluso IPJ Real Estate

  22 Meadowlark Ln Unit 7.4, Middlebury, VT 05753
• 

  

  /30

  Est $406,601

  Not Listed For Sale

  12 Overbrook Dr, Middlebury, VT 05753

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1988

  12 Overbrook Dr, Middlebury, VT 05753

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Courtney DeBisschop IPJ Real Estate
• 

  

  /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
• 

  

  /32

  $625,000

  Sold Sep 30, 2025

  487 Burnham Dr, Middlebury, VT 05753

  • 4 Beds
  • 2.5 Baths
  • 2,411 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Below List Price
  • $259/SF
  • 28 Days On Market

  Current Estimated Value $610,616

  Last Listing Agent Amey Ryan IPJ Real Estate

  487 Burnham Dr, Middlebury, VT 05753
• 

  

  /21

  Est $399,565

  Not Listed For Sale

  21 Danyow Dr, Middlebury, VT 05753

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1957

  21 Danyow Dr, Middlebury, VT 05753

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Roxanna Emilo Emilo Real Estate, LLC
• 

  

  /6

  $765,000

  New Construction Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,938 Sq Ft

  30 Barnes Brook Rd Unit 10.4, 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 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

  30 Barnes Brook Rd Unit 10.4, Middlebury, VT 05753
• 

  

  /16

  $625,000

  Sold Nov 14, 2025

  70 Maple St Unit 307, Middlebury, VT 05753

  • 2 Beds
  • 2 Baths
  • 1,345 Sq Ft
  • Built 2007

  Last Sold Summary

  • $465/SF
  • 15 Days On Market

  Last Listing Agent Amey Ryan IPJ Real Estate

  70 Maple St Unit 307, Middlebury, VT 05753
• 

  

  /17

  Est $449,872

  Not Listed For Sale

  276 Monroe St, Middlebury, VT 05753

  • 3 Beds
  • 2 Baths
  • 1,704 Sq Ft
  • Built 1980

  276 Monroe St, Middlebury, VT 05753

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Nancy Foster
• 

  

  /6

  $499,000

  New Construction Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,938 Sq Ft

  88 Birch Dr Unit 10.8, 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

  88 Birch Dr Unit 10.8, Middlebury, VT 05753
• 

  

  /8

  $717,700

  Sold Mar 19, 2026

  24 Brush Ln Unit 8.2B, Middlebury, VT 05753

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft
  • Built 2026

  Last Sold Summary

  • 3% Above List Price
  • $432/SF

  Last Listing Agent Sarah Peluso IPJ Real Estate

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

  

  /22

  Est $404,520

  Not Listed For Sale

  235 Rogers Rd, Middlebury, VT 05753

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1979

  235 Rogers Rd, Middlebury, VT 05753

  Last Sold Summary

  • 127 Days On Market

  Last Listing Agent Neil Mackey BHHS Vermont Realty Group/Middlebury
• 

  

  /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
• 

  

  /40

  $875,000

  Sold Nov 07, 2025

  218 S Ridge Dr Unit 8, Middlebury, VT 05753

  • 3 Beds
  • 2.5 Baths
  • 2,311 Sq Ft
  • Built 2007

  Last Sold Summary

  • 26% Above List Price
  • $379/SF
  • 3 Days On Market

  Current Estimated Value $883,316

  Last Listing Agent Amey Ryan IPJ Real Estate

  218 S Ridge Dr Unit 8, Middlebury, VT 05753
• 

  

  /39

  Est $461,202

  Not Listed For Sale

  209 Danyow Dr, Middlebury, VT 05753

  • 3 Beds
  • 1 Bath
  • 1,360 Sq Ft
  • Built 1959

  209 Danyow Dr, Middlebury, VT 05753

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Courtney DeBisschop IPJ Real Estate
• 

  

  /9

  $499,000

  New Construction $41K PRICE DROP Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,938 Sq Ft

  74 Brush Ln Unit 10.5, 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

  74 Brush Ln Unit 10.5, Middlebury, VT 05753
• 

  

  /36

  $379,000

  Sold Sep 30, 2025

  1 Overbrook Dr, Middlebury, VT 05753

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1988

  Last Sold Summary

  • $376/SF
  • 7 Days On Market

  Current Estimated Value $365,196

  Last Listing Agent Sue Mackey BHHS Vermont Realty Group/Middlebury

  1 Overbrook Dr, Middlebury, VT 05753
• 

  

  /45

  Est $501,366

  Not Listed For Sale

  23 Fairview Cir, Middlebury, VT 05753

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1984

  23 Fairview Cir, Middlebury, VT 05753

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Soren Pfeffer Central Vermont Real Estate
• 

  

  /46

  $429,000

  • 2 Beds
  • 2 Baths
  • 1,844 Sq Ft

  17 Forest Ridge Rd, Middlebury, VT 05753

  Exceptionally maintained and tastefully updated, this charming home is tucked away in the highly desirable Forest Ridge neighborhood of East Middlebury, where properties rarely come to market. Set on a private, beautifully landscaped lot with nearby access to the Green Mountain National Forest, Lake Dunmore, and Middlebury Snowbowl, this location offers endless opportunities for hiking,

  Elliot Rocheleau Flex Realty

  17 Forest Ridge Rd, Middlebury, VT 05753
• 

  

  /25

  $385,000

  Sold May 13, 2026

  17 Twin Cir, Middlebury, VT 05753

  • 2 Beds
  • 2.5 Baths
  • 1,894 Sq Ft
  • Built 1988

  Last Sold Summary

  • $203/SF
  • 6 Days On Market

  Current Estimated Value $386,239

  Last Listing Agent Heather Foster-Provencher Champlain Valley Properties

  17 Twin Cir, Middlebury, VT 05753
• 

  

  /17

  Not Listed For Sale

  74 Court St, Middlebury, VT 05753

  • 6 Beds
  • 4 Baths
  • 2,540 Sq Ft
  • Built 1920

  74 Court St, Middlebury, VT 05753

  Last Sold Summary

  • 258 Days On Market

  Last Listing Agent Courtney DeBisschop IPJ Real Estate
• 

  

  /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

Showing Results 41 - 80, Page 2 of 18