40 South Street Middlebury, VT $ 1,250,000
40 South Street
$ 1,250,000
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40 South Street

Middlebury, VT, 05753
$ 1,250,000
Bedrooms5 Baths4.1 Sq 3,997

Monthly Estimate*

$ 7,893

Listed by Amey Ryan, IPJ Real Estate, 802-388-4242, amey@middvermontrealestate.com
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Single Family Home for sale in Middlebury, VT

for $1,250,000 with 5 bedrooms and 4 full baths, 1 half bath. This 3,997 square foot home was built in 1900 on a lot size of 0.44.

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 dining room with custom built-in shelving, a generous living room with gas fireplace, and a sophisticated eat-in kitchen centered around a large island with seating. Quality details include a six-burner gas range, pot filler, two mudroom entrances, home work space and an inviting breakfast nook. Upstairs, the serene primary suite is a true delight, featuring a private porch with views toward the Green Mountains, an idyllic spot to welcome the sunrise. A walk-in closet and beautifully appointed custom-tile bath complete the suite, with dual vanities, a spacious walk-in shower, and luxurious soaking tub. Also on this level are a second bedroom, ¾ bath, and charming den with a cozy trundle bed, perfect for guests or an afternoon escape. The third floor reveals yet another generously sized bedroom with its own private bath, offering flexibility and privacy for family or guests. The two-car garage adds another dimension to the property. Beyond vehicle storage, the main level includes a finished area ideal for a home gym, while the upper level offers a private two-bedroom guest suite with its own bathroom and second kitchen, perfect for extended stays, visitors, or additional living space. Outside, a handsome stone wall , pergola and beautiful patio create an inviting covered outdoor living area, while the expansive, level lawn provides ample room for games, entertaining, or simply enjoying the privacy of the fenced grounds. All of this, just a stroll from Middlebury’s celebrated shops, restaurants, and college sport courts/fields. Timeless character meets exceptional craftsmanship.

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Single Family Active

Price

$ 1,250,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Colonial

Lot Size

0.44

Year Built

1900

Town/City

Middlebury

County/Region

Addison

MLS | Web ID

5107309

Features
Interior
Basement Description Bulkhead Concrete Floor Crawl Space Full Gravel Interior Stairs Storage Space Sump Pump Unfinished Interior Access Exterior Access
Interior Amenities Blinds Ceiling Fan Dining Area Draperies Gas Fireplace 2 Fireplaces In-Law/ADU In-Law Suite Kitchen Island Primary BR w/ BA Natural Light Skylight Soaking Tub Indoor Storage Vaulted Ceiling Walk-in C
Basement Yes
Flooring Carpet Laminate Manufactured Tile Wood
Beds 5
Total Rooms 8
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General
Road Frontage Yes
Sewer Public
Heating Propane Oil Baseboard Blowers Electric Heat Pump Hot Water Multi Zone Mini Split Gas Fireplace
Cooling Other Mini Split
Utilities Propane
Possession At Closing
Roof Corrugated Other Shingle Standing Seam
Appliances Dishwasher Disposal Dryer Range Hood Freezer Mini Fridge Wall Oven Gas Range Refrigerator Washer Water Heater off Boiler Owned Water Heater Water Heater
Garage Yes
Flood Zone No
Zoning Residential 8
3/4 Baths 3
Full Baths 1
Half Baths 1
Bathrooms 5
Year Built 1900
Electric Circuit Breaker(s) Underground
Style Colonial
Stories Count 2
Type Single Family
Property Condition Existing
Assessment Amount 463500
Accessibility Features 1st Floor 1/2 Bathroom 1st Floor Hrd Surfce Flr Bathroom w/Roll-in Shower Bathroom w/Step-in Shower Bathroom w/Tub Hard Surface Flooring Multi-Level w/Lift Paved Parking Zero-Step Entry Ramp 1st Floo
Tax Year 2026
Status Detail 0
Covenants No
Construction Materials Wood Frame Board and Batten Exterior Clapboard Exterior Wood Siding
Directions From Route 30 in Middlebury turn onto South Street. House will be on your right. Sign on property.
High School Middlebury Senior UHSD #3
City Middlebury
Other Equipment Window AC CO Detector Dehumidifier
School District Addison Central
Seasonal No
Elementary School Mary Hogan School
Middle School Middlebury Union Middle #3
DOM 0
Price Per Sq Ft Total AG 312.73
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Exterior
Lot Features Landscaped Level Mountain View Sidewalks Trail/Near Trail In Town Near Golf Course Near Shopping Neighborhood Near Public Transport Near Hospital Near School(s)
Exterior Amenities Deck Partial Fence Natural Shade Outbuilding Patio Porch Covered Porch Window Screens Double Pane Window(s) Handicap Modified
Driveway Paved
Lot Size Area 0.44
Water Source Metered Public Purifier/Soft
Parking Features Auto Open Heated Garage Driveway Garage Paved Detached
Garage Capacity 2
Foundation Brick Concrete Stone
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* Excluded Features
List By
Amey Ryan

Listing Agent

Ipj Real Estate

Broker

(802) 388-4242

Phone

amey@middvermontrealestate.com

Email

Affordability Calculator

$7,893
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Monthly Principal & Interest
$7,893
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
1784215 Elementary School
448930 Middle School
Middlebury Senior UHSD #3 High School High School
Pricing History
DatePricePrice ChangeDescription
8/29/2026$1,250,000 Listed Price

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40 South Street, Middlebury, VT, 05753 is a Single Family Home for sale at $1,250,000 with 3,997 sqft and a lot size of 0.44. 40 South Street has 5 bedrooms, 4.1 baths, and was built in 1900. The property's zip code is 05753 which is in Middlebury, VT