38

Homes for Sale in 05753

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  • /31

    $485,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    4799 Route 30, Middlebury, VT 05753

    Welcome to this charming Cape style home, situated on just over 4 acres offering plenty of space, privacy, and room to enjoy the outdoors. The first floor features a comfortable bedroom, full bathroom, spacious kitchen and dining area, and a large living room perfect for relaxing or entertaining. Just off the dining area, step outside onto the back porch, complete with an awning for added shade

    Hughes Group Team Casella Real Estate

    4799 Route 30, Middlebury, VT 05753
  • /34

    $549,000

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    922 Happy Valley Rd, Middlebury, VT 05753

    A private garden setting just minutes from the heart of Middlebury, this thoughtfully cared-for home offers an appealing combination of beauty, ease and understated elegance. Surrounded by mature hedgerows and spectacular gardens, the property feels wonderfully secluded while keeping the shops, restaurants and cultural life of Middlebury close at hand. Clean lines and a fresh, uncluttered

    Agent Photo

    Amey Ryan

    IPJ Real Estate

    922 Happy Valley Rd, Middlebury, VT 05753
  • /18

    $495,000

    • 3 Beds
    • 1.5 Baths
    • 1,764 Sq Ft

    5 Swanage Ct, Middlebury, VT 05753

    Located in the heart of Middlebury, this home has been thoughtfully updated and improved upon by the current owners, turn-key ready for its next owner.This is a ranch style home, perfect for single-floor living. With new Quartz kitchen countertops, new appliances, new kitchen sink, and new flooring, the kitchen that once was divided by a wall now generously opens up to the living room, where

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    5 Swanage Ct, Middlebury, VT 05753
  • /28

    $649,000

    • 3 Beds
    • 2.5 Baths
    • 2,496 Sq Ft

    12 Little Pond Rd, Middlebury, VT 05753

    Welcome to this delightful end-unit condo, where abundant natural light and a thoughtful layout create an inviting, comfortable home. Designed for easy living, the main level offers everything you need for day-to-day life, including a spacious primary suite with a walk-in shower (modified with grab bar and seat), generous vanity, deep linen closet, and ample wardrobe storage. A second bedroom on

    Agent Photo

    Amey Ryan

    IPJ Real Estate

    12 Little Pond Rd, Middlebury, VT 05753
  • /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
  • /52

    $1,250,000

    • 5 Beds
    • 4.5 Baths
    • 3,997 Sq Ft

    40 South St, Middlebury, VT 05753

    A remarkable Middlebury home where thoughtful craftsmanship, refined finishes, and effortless livability come together beautifully. Meticulously renovated in 2016/17, this distinctive home has been transformed into an elegant retreat designed equally well for gracious entertaining and comfortable everyday living. The main level offers beautifully proportioned spaces, including a spectacular

    Agent Photo

    Amey Ryan

    IPJ Real Estate

    40 South St, Middlebury, VT 05753
  • /32

    $279,000

    • 2 Beds
    • 1 Bath
    • 1,024 Sq Ft

    36 Seymour St Unit 1, Middlebury, VT 05753

    Welcome to 36 Seymour Street, Unit 1, a charming first floor 2-bedroom, 1-bath condo offering 1,024 square feet of comfortable living space in a convenient Middlebury location. Inside, you'll find a functional layout with a spacious kitchen and dining area, hardwood and tile flooring, and the added convenience of first-floor laundry. Two well-sized bedrooms provide flexibility for everyday

    Christopher Williams Flex Realty

    36 Seymour St Unit 1, Middlebury, VT 05753
  • /28

    $1,560,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    112 Old Church Ln, Cornwall, VT 05753

    This 3 bedroom, 2.5 bathroom home was carefully designed and curated, creating a refined sense of place in the hamlet of West Cornwall. Classic lines, a Farrow & Ball color palette, Armac Martin hardware and Old Carolina handmade brick deliver a space that is calming and comfortable. A spacious kitchen with walk-in pantry and custom cabinetry create a highly functioning gathering space for

    Kris Lippi Get Listed Realty

    112 Old Church Ln, Cornwall, VT 05753
  • /7

    $225,000

    • 2,088 Sq Ft

    51 Ossie Rd, Middlebury, VT 05753

    Exceptional redevelopment opportunity in East Middlebury for either commercial or residential uses.Bring your vision to life at 51 Ossie Road, a unique property with a long-standing history as the home of Otter East Bakery. For decades, this well-known location served as a successful food production facility, making it an excellent opportunity for entrepreneurs, investors, or business

    Duncan Harris The Kingsland Company

    51 Ossie Rd, Middlebury, VT 05753
  • /34

    $2,875,000

    • 5 Beds
    • 4.5 Baths
    • 5,687 Sq Ft

    1816 Morgan Horse Farm Rd, Weybridge, VT 05753

    The Drake House is a rare Vermont landmark, nearly two centuries in the making and thoughtfully carried forward by generations of careful stewards. Built in 1825 by Asaph Drake and his wife, this distinguished brick Federal home has long held an important place in the Middlebury area, with later connections to the Morgan Horse Farm, ownership by a Middlebury College president, and listing on the

    Wade Weathers LandVest, Inc-Burlington

    1816 Morgan Horse Farm Rd, Weybridge, VT 05753
  • /46

    $549,000

    • 4 Beds
    • 2 Baths
    • 1,992 Sq Ft

    160 Mead Ln, Middlebury, VT 05753

    This 4 bedroom, 2 bath cape is tucked into a nice, quiet Middlebury neighborhood. It's been lovingly cared for by the same family since the beginning, with many upgrades over the years including a huge primary suite over the garage. The upstairs bedrooms are all spacious and inviting, with an additional bedroom on the 1st floor. The briight living room is open to the dining room, with a glass

    Ivy Naef McEntee The Next Chapter Real Estate LLC

    160 Mead Ln, Middlebury, VT 05753
  • /32

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft

    10 Case St, Middlebury, VT 05753

    Welcome to your next home,10 Case Street, a charming 3-bedroom, 2-bath home dating back to 1840. Filled with character and warmth, this home features beautiful wood floors and the timeless appeal of an older Vermont property. Outside, there is plenty of garden space to create your own outdoor retreat, whether you envision flower gardens, vegetables, entertaining areas, or simply a peaceful place

    Nikhil Plouffe BHHS Vermont Realty Group/Middlebury

    10 Case St, Middlebury, VT 05753
  • /21

    $187,000

    $12K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    3 Woodbridge Ln Unit 3, Middlebury, VT 05753

    OPPORTUNITY IS KNOCKING! With a little sweat equity, you can unlock the potential of this 2 bedroom, 2 bath condo being sold in an estate sale "As Is." The home features two generously sized bedrooms, a comfortable living room, and a kitchen with an island that overlooks the dining area and opens to the deck. A walk-in pantry, half bath down, and full bath up add convenience. The laundry room is

    Sue Mackey BHHS Vermont Realty Group/Middlebury

    3 Woodbridge Ln Unit 3, Middlebury, VT 05753
  • /48

    $495,000

    • 2 Beds
    • 2 Baths
    • 1,472 Sq Ft

    35 N Leno Ln, Middlebury, VT 05753

    Set on 10 private acres, this charming log home offers the perfect balance of privacy, open lawn, and wooded surroundings, creating a peaceful Vermont retreat just 10 minutes from downtown Middlebury. Inside, the warm wood interior, high ceilings, and skylights fill the home with an abundance of natural light, creating a bright and inviting atmosphere throughout. The open-concept living room,

    Heather Morse Coldwell Banker Hickok and Boardman

    35 N Leno Ln, Middlebury, VT 05753
  • /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
  • /11

    $295,000

    • Land
    • 4.5 Acres
    • $65,556 per Acre

    TBD Route 7 N, Middlebury, VT 05753

    A rare opportunity to own 4.5± acres of developable land within the Town of Middlebury. This parcel offers an excellent blend of convenience, flexibility, and future potential. Not only are the utilities either at the road or already on the property but there are views to the West. This property has a strong foundation for a variety of residential development visions.

    Heather Foster-Provencher Champlain Valley Properties

    TBD Route 7 N, Middlebury, VT 05753
  • /30

    $279,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,836 Sq Ft

    76 N Forty Ln, Middlebury, VT 05753

    Welcome to this well-maintained home offering comfortable one-level living on 1.4 wooded acres in a peaceful country setting. With over 1,800 square feet of living space, this 3-bedroom, 2-bath home features a spacious layout with generously sized rooms and plenty of opportunity to make it your own. The primary suite offers a private bath and ample closet space, while the additional bedrooms

    Brittanie Caggige Vermont Real Estate Company

    76 N Forty Ln, Middlebury, VT 05753
  • /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,

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    86 Birch Dr Unit 10.7, Middlebury, VT 05753
  • /4

    $150,000

    • Land
    • 5.1 Acres
    • $29,412 per Acre

    Lot 2 Snake Mountain Rd, Weybridge, VT 05753

    Capture sweeping pastoral and mountain views from this exceptional 5.1-acre building lot on scenic Snake Mountain Road in Weybridge. Set above a broad expanse of open farmland, the property enjoys an ever-changing Vermont panorama, from lush summer fields and dramatic skies to brilliant fall foliage and distant ridgelines. A classic barn and silo add timeless rural character to the landscape,

    Jon Guyette Flat Fee Real Estate

    Lot 2 Snake Mountain Rd, Weybridge, VT 05753
  • /56

    $280,000

    $19K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    89 Court St, Middlebury, VT 05753

    This vintage farmhouse-style home is full of character and classic architectural details. Original woodwork, solid wood doors, hardwood floors, and a seasonal sleeping porch showcase the home's timeless appeal. The main level features a centrally located propane stove in the living room, a spacious kitchen, and a first-floor bedroom with ¾ bathroom. Upstairs, you'll find three additional

    Bianca Perta Coldwell Banker Hickok and Boardman

    89 Court St, Middlebury, VT 05753
  • /17

    $695,000

    • 5 Beds
    • 2.5 Baths
    • 3,827 Sq Ft

    5971 Snake Mountain Rd, Middlebury, VT 05753

    Set on 5.25 picturesque acres offering access to 1,200 acres of Snake Mountain Wildlife Management Area, this beautifully restored farmhouse offers exceptional privacy, timeless character, and breathtaking Green Mountain views. Extensively renovated while preserving its historic charm, the home seamlessly blends classic Vermont architecture with modern comfort. The welcoming foyer opens to

    Rob Foley Flat Fee Real Estate

    5971 Snake Mountain Rd, Middlebury, VT 05753
  • /49

    $650,000

    $49K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,922 Sq Ft

    464 E Main St, Middlebury, VT 05753

    Nestled along the scenic banks of the Middlebury River, this beautifully updated vintage home offers a rare combination of historic character, modern comfort, and versatile living space. The main residence features three bedrooms plus a dedicated office, providing flexibility for remote work, guests, or hobbies. Enjoy peaceful mornings and relaxing evenings in the screened porch overlooking the

    Agent Photo

    Beth Stanway

    IPJ Real Estate

    464 E Main St, Middlebury, VT 05753
  • /60

    $699,000

    $26K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,684 Sq Ft

    466 E Main St, Middlebury, VT 05753

    Picture yourself in a stunning retreat, where the gentle sound of a babbling river fills the air as you relax on your porch or savor a warm summer evening by the firepit. This classic Vermont farmhouse has been beautifully updated inside with a gorgeous custom kitchen complete with high end appliances that are a work of art. A 48" Italian gas range, Big Chill fridge and a handmade Moroccan brass

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    466 E Main St, Middlebury, VT 05753
  • /49

    $549,000

    • 5 Beds
    • 4.5 Baths
    • 3,630 Sq Ft

    21 Seminary St, Middlebury, VT 05753

    Built in 1813 by Timothy C. Strong, a Middlebury printer, 21 Seminary Street is an example of slow days from a different time. The property still boasts unique historical details like 25 inch wide pine flooring as well as the original staircase to the second floor. The home is currently setup as a single family with an apartment in the rear of the first floor, but is zoned to allow multiple

    Katrina Roberts Vermont Real Estate Company

    21 Seminary St, Middlebury, VT 05753
  • /28

    $470,000

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,916 Sq Ft

    95 Seminary Street Extension, Middlebury, VT 05753

    This updated mid-century home features new flooring and fresh interior paint. Step outside onto the new back deck, the perfect place to entertain, relax, and take in views of your own private slice of Vermont.Set on 1.1 acres, the property offers plenty of space for a vegetable garden and complements the existing perennial plantings. The spacious home is conveniently located just minutes from

    Sean Dye BHHS Vermont Realty Group/Vergennes

    95 Seminary Street Extension, Middlebury, VT 05753
  • /48

    $499,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,976 Sq Ft

    2801 Route 7 S, Middlebury, VT 05753

    Looking for somewhere truly special to call home? This exceptional property offers 2,140 square feet of beautifully finished living space with 3 bedrooms, 2 baths, and breathtaking Green Mountain views from its private backyard and expansive deck. Meticulously rebuilt from top to bottom by the builder-owner, this home delivers the quality, efficiency, and peace of mind of new construction.

    Rob Foley Flat Fee Real Estate

    2801 Route 7 S, Middlebury, VT 05753
  • /50

    $489,000

    $60K PRICE DROP
    • 1,960 Sq Ft

    2337 Vt Route 7, Middlebury, VT 05753

    Here is a delightful opportunity to own a simply versatile property that has been carefully updated over the years. What started as a single family home has been beautifully transformed to this multi-use property. The larger section of the property includes 5 private office spaces that share a conference room and a reception area as well as a full bath and small kitchenette. The total rent for

    Agent Photo

    Amey Ryan

    IPJ Real Estate

    2337 Vt Route 7, Middlebury, VT 05753
  • /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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    41 Barnes Brook Rd Unit 9.2, Middlebury, VT 05753
  • /60

    $769,900

    $49K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,876 Sq Ft

    194 S Bingham St, Cornwall, VT 05753

    NEW PRICE + UPDATED TOWN LISTER CARD. The Town of Cornwall's updated lister card reflects a value of $784,900 at 95% completion. Since that assessment, the newly finished sunroom has been completed, bringing the home to 100% completion.Set on a former orchard just minutes from downtown Middlebury in the sought-after West Cornwall Village, this custom-built home blends Vermont character, open

    Agent Photo

    Sue Walsh

    BHHS Vermont Realty Group/Middlebury

    194 S Bingham St, Cornwall, VT 05753
  • /7

    $130,000

    $20K PRICE DROP
    • Land
    • 23,522 Sq Ft
    • $240,741 per Acre

    2 Wilmar St, Middlebury, VT 05753

    BUILD THE SOLUTION. Address the high demand for residential space in Middlebury with this fully permitted & shovel-ready parcel. Whether you're envisioning modern multi-unit apartments or an eco-village, this lot is engineered for efficiency & affordability. Permitted for up to12 Bedrooms: Ideal for a high-occupancy single-family home or large-scale multi-bedroom apartment units. Substantial

    Jason Saphire www.HomeZu.com

    2 Wilmar St, Middlebury, VT 05753
  • /7

    $130,000

    $20K PRICE DROP
    • Land
    • 22,651 Sq Ft
    • $250,000 per Acre

    4 Wilmar St, Middlebury, VT 05753

    BUILD THE SOLUTION. Address the high demand for residential space in Middlebury with this fully permitted & shovel-ready parcel. Whether you're envisioning modern multi-unit apartments or an eco-village, this lot is engineered for efficiency & affordability. Permitted for up to12 Bedrooms: Ideal for a high-occupancy single-family home or large-scale multi-bedroom apartment units. Substantial

    Jason Saphire www.HomeZu.com

    4 Wilmar St, Middlebury, VT 05753
  • /22

    $699,000

    $95K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,860 Sq Ft

    812 Wooster Rd, Cornwall, VT 05753

    This house is located on 30+ beautiful acres in Cornwall. It has amazing views, especially to the east. The land is lovely with fenced area for animals and another section with a corn field (this will be returned to grass by the farmer for the 26 growing season) The deer are abundant with many herds wandering the land and neighboring fields. The house is well set back from the road and has

    January Stearns Champlain Valley Properties

    812 Wooster Rd, Cornwall, VT 05753
  • /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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    78 Brush Ln Unit 10.6, Middlebury, VT 05753
  • /43

    $479,000

    $70K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,213 Sq Ft

    35 Ossie Rd, Middlebury, VT 05753

    Spacious East Middlebury Ranch on 1.20 Acres with Mountain ViewsSet on a generous 1.20-acre lot with a beautiful Green Mountain backdrop, this inviting ranch-style home offers comfort, flexibility, and room to grow. The property includes an attached two-car garage plus a separate detached building—perfect for hobbies, a workshop, or a small business—complete with its own power supply. Home

    Roxanna Emilo Emilo Real Estate, LLC

    35 Ossie Rd, Middlebury, VT 05753
  • /7

    $550,000

    $75K PRICE DROP
    • Land
    • 7.2 Acres
    • $76,389 per Acre

    1332 Cider Mill Rd, Middlebury, VT 05753

    This location does not come along often! Sited on the east side of Cider Mill road looking towards Middlebury College and the Green Mountains, and just 2.5 miles to downtown. Over 7 acres of land has been opened up to share the incredible eastern views. There is an old farmhouse on this land that is not currently livable. It would require a complete transformation or a new owner could start

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    1332 Cider Mill Rd, Middlebury, VT 05753
  • /13

    $275,000

    $5K PRICE DROP
    • Land
    • 22 Acres
    • $12,500 per Acre

    TBD Route 74, Cornwall, VT 05753

    Discover the perfect setting to build your dream home on this beautiful 22 acre parcel, offering scenic views of the Adirondack Mountains. The lot is located in the town of Cornwall; not far from Middlebury and all the amenities the area has to offer.An approved three-bedroom, single-family wastewater permit is already in place. The land features a mix of an open meadow and a wooded section,

    Heather Foster-Provencher Champlain Valley Properties

    TBD Route 74, Cornwall, VT 05753
  • /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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    40 Brush Ln Unit 8.3B, 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 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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    39 Barnes Brook Rd Unit 9.3, Middlebury, VT 05753
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