Homes for Sale in 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

Sarah Peluso

IPJ Real Estate

466 E Main St, Middlebury, VT 05753
/45
$679,000

$20K 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

Beth Stanway

IPJ Real Estate

464 E Main St, Middlebury, VT 05753
/60
$1,100,000
- 4 Beds
- 5 Baths
- 2,804 Sq Ft
1844 Halladay Rd, Middlebury, VT 05753

The classic Vermont farmhouse is on the market! This iconic property also enjoys classic Vermont mountain views- both of the Adirondacks and the Green mountains- that will complete the package. Nestled onto the landscape, the residence is perched up off the road looking west over conserved land to the Adirondacks. This property calls to you with its wrap around porch and handsome details, to come

Sarah Peluso

IPJ Real Estate

1844 Halladay Rd, Middlebury, VT 05753
/50
$529,000

$20K 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

Amey Ryan

IPJ Real Estate

2337 Vt Route 7, Middlebury, VT 05753
/35
$399,000

$74K PRICE INCREASE
- 3 Beds
- 1 Bath
- 1,724 Sq Ft
26 and 28 Kings Row, Middlebury, VT 05753

Tucked away at the end of Kings Row, this thoughtfully designed one-level home offers privacy, convenience, and Vermont village charm. Set on a quiet town maintained cul-de-sac, the property feels peaceful and private while still offering public utilities and easy access to East Middlebury amenities.Inside, the practical single-level layout, hardwood flooring, and comfortable flow create a

Levi Doria

IPJ Real Estate

26 and 28 Kings Row, Middlebury, VT 05753
/20
$237,500
- 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
/60
$775,000

$44K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,876 Sq Ft
194 S Bingham St, Cornwall, VT 05753

Set on a former orchard just minutes from downtown Middlebury in the sought after West Cornwall Village, this custom-built Cornwall home blends Vermont character, open land, and thoughtful craftsmanship in a setting that feels both peaceful and connected. Designed and built with pride by the owner (a professional carpenter), this home was carefully created to embrace the surrounding landscape,

Sue Walsh

BHHS Vermont Realty Group/Middlebury

194 S Bingham St, Cornwall, VT 05753
/7
$595,000

$30K PRICE DROP
- Land
- 7.2 Acres
- $82,639 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

Sarah Peluso

IPJ Real Estate

1332 Cider Mill Rd, Middlebury, VT 05753
/14
$220,000
- 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
/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
/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
/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
/5
$388,900

New Construction
- 2 Beds
- 1.5 Baths
- 1,516 Sq Ft
35 Barnes Brook Rd Unit 9.4, 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 May of 2026. With energy efficiency at the forefront, each unit will

Sarah Peluso

IPJ Real Estate

35 Barnes Brook Rd Unit 9.4, 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,

Sarah Peluso

IPJ Real Estate

86 Birch Dr Unit 10.7, Middlebury, 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

Sarah Peluso

IPJ Real Estate

40 Brush Ln Unit 8.3B, 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
/7
$150,000
- Land
- 23,522 Sq Ft
- $277,778 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
/25
$499,000
- 3 Beds
- 2 Baths
- 1,933 Sq Ft
149 Rogers Rd, Middlebury, VT 05753

Charming 3-bedroom home located in Middlebury. This well-maintained property is both bright and functional with a layout that has comfortable living spaces, good-sized bedrooms, storage and even a bonus room. The sunny level backyard is perfect for gardening, outdoor play and entertaining. There is also a handy shed for your lawn equipment or extra storage. Located close to schools and offering

Heather Foster-Provencher Champlain Valley Properties

149 Rogers Rd, 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
/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
/59
$995,000
- 1 Bed
- 1 Bath
- 1,932 Sq Ft
225 Piper Ridge, Weybridge, VT 05753

Set gracefully along a quiet ridgeline in the picturesque village of Weybridge, Vermont—just minutes from Middlebury College and the vibrant charm of downtown Middlebury—this exceptional custom residence offers a rare balance of seclusion, intention, and refined simplicity. Designed and built by its current owners with extraordinary care, this one-bedroom home with a separate studio is a true

Mary Palmer Four Seasons Sotheby's Int'l Realty

225 Piper Ridge, Weybridge, VT 05753
/30
$299,000
- 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
/34
$3,195,000
- 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
/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
/7
$150,000
- Land
- 22,651 Sq Ft
- $288,462 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
/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
/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
$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
/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
/28
$489,000

$16K PRICE DROP
- 3 Beds
- 2 Baths
- 1,916 Sq Ft
95 Seminary Street Extension, Middlebury, VT 05753

OPEN HOUSE JULY 19TH from 1 to 3PM! Buyer Brokers honored. 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.

Sean Dye BHHS Vermont Realty Group/Vergennes

95 Seminary Street Extension, Middlebury, VT 05753
/56
$299,000
- 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 3⁄4 bathroom. Upstairs, you'll find three additional

Bianca Perta Coldwell Banker Hickok and Boardman

89 Court St, Middlebury, VT 05753

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