Homes for Sale in 05753

/31
$549,000

$146K PRICE DROP
- 4 Beds
- 2 Baths
- 2,037 Sq Ft
30 South St, Middlebury, VT 05753

This classic village home is in a great location! Situated on South St., with sidewalks on both sides of the historical street as you head into town. You have no doubt driven by this home and admired its handsome Colonial facade many times. A brand new natural gas boiler has been installed! From the front door you enter into the living room space, with wood floors that continue throughout the

Sarah Peluso

IPJ Real Estate

30 South St, Middlebury, VT 05753
/50
$549,000
- 2 Beds
- 3 Baths
- 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 privately rented office spaces that share a conference room and a reception area as well as a full bath and small kitchenette. The total

Amey Ryan

IPJ Real Estate

2337 Vt Route 7, Middlebury, VT 05753
/60
$725,000
- 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
/27
$379,000
- 2 Beds
- 1 Bath
- 1,008 Sq Ft
4 Overbrook Dr, Middlebury, VT 05753

One level living is easy in this renovated condo! You will appreciate the updated wood floors throughout the entire unit. Natural light abounds in the open concept kitchen/living/dining area, and a new mini split is handy for both heat and air conditioning! The roomy kitchen has beautiful new quartz countertops, and newer appliances. A large pantry closet could house a stackable washer/dryer unit

Sarah Peluso

IPJ Real Estate

4 Overbrook Dr, 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 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 take a look inside! The adjacent barn is part

Sarah Peluso

IPJ Real Estate

1844 Halladay 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
/13
$595,000

$30K PRICE DROP
- 5 Beds
- 1.5 Baths
- 2,236 Sq Ft
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
/29
$324,900
- 3 Beds
- 1 Bath
- 1,724 Sq Ft
26 Kings Row, Middlebury, VT 05753

This thoughtfully designed one-level home is tucked away in East Middlebury, offering tranquility and privacy while keeping you close to the convenience and amenities of downtown living. Located at the end of Kings Row, the property feels like a private retreat, an oasis removed from the bustle of Middlebury, yet still benefits from public utilities and local access. Hardwood floors run

Levi Doria

IPJ Real Estate

26 Kings Row, Middlebury, VT 05753
/37
$595,000
- 5 Beds
- 3.5 Baths
- 3,116 Sq Ft
458 E Main St, Middlebury, VT 05753

1840 Village Home. This great multi-generational or multi-family home has four bedrooms in the main house, an eat-in kitchen with pantry/laundry room, formal dining room, large family room with gas burning soapstone stove, office/craft room, music room/den and 3.5 baths. One bedroom apartment has large living room, walk-in closet, and full kitchen and bath. Ideal as a mother-in-law residence or

Beth Stanway

IPJ Real Estate

458 E Main St, Middlebury, VT 05753
/51
$775,000

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

Price Improvement! The sellers are ready for their next chapter and have thoughtfully repositioned this special property to invite its next owners home. 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

Sue Walsh

BHHS Vermont Realty Group/Middlebury

194 S Bingham St, Cornwall, 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
/33
$699,500

New Construction
- 3 Beds
- 2 Baths
- 1,660 Sq Ft
40 Brush Ln Unit 8.3B, 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, single-level unit is on the second floor and will be ready for occupancy in March of 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini

Sarah Peluso

IPJ Real Estate

40 Brush Ln Unit 8.3B, 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
/9
$540,000

New Construction
- 3 Beds
- 2.5 Baths
- 1,938 Sq Ft
74 Brush Ln Unit 10.5, Middlebury, VT 05753

Special pricing for qualified buyers! Down payment and closing cost assistance of up to $42k may be available for qualified households. 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

Sarah Peluso

IPJ Real Estate

74 Brush Ln Unit 10.5, 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
/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
$549,000
- 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
/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
/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
/30
$419,000

$30K PRICE DROP
- 4 Beds
- 2 Baths
- 1,815 Sq Ft
442 E Main St, Middlebury, VT 05753

This inviting home offers a bright, comfortable layout designed for easy everyday living. The main level flows naturally between the kitchen, dining and living spaces, creating a welcoming environment for gatherings or quiet evenings at home. The updated kitchen blends the convenience of modern living with the charm and character of an older home. Upstairs, a large full bath serves the bedroom

Heather Foster-Provencher Champlain Valley Properties

442 E Main 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
/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
$489,000

$16K 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

Sean Dye BHHS Vermont Realty Group/Vergennes

95 Seminary Street Extension, 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
/20
$79,500
- 3 Beds
- 1 Bath
- 924 Sq Ft
62 Lindale Cir, Middlebury, VT 05753

Affordable living in Middlebury Mobile Home Park. This home was originally a three-bedroom and has been thoughtfully converted to a two-bedroom, creating a spacious primary bedroom. Accessibility features include a walk-in shower and a ramp for easy entry. Significant upgrades completed in 2019 include new windows, siding, hot water tank, oil tank, and additional improvements.The property

Roxanna Emilo Emilo Real Estate, LLC

62 Lindale Cir, Middlebury, VT 05753

Vermont Addison County Middlebury 05753

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