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AnaSofia Hansen
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40 South Street, Middlebury, VT 05753

$1,250,000
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BEDS5 BATHS4 full 1 partial SQUARE FEET3,997 MLS#5107309
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLAddison Central

Listing Courtesy of: IPJ Real Estate
Agency Contact: Cell: 802-989-8156
Associate Name: Amey Ryan
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Property Description

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, 3/4 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.

40 South Street | MLS# 5107309

This single family home located at 40 South Street, Middlebury, VT 05753 is currently listed for sale with an asking price of $1,250,000. This property was built in 1900 and has 5 bedrooms and 4 full and 1 partial baths with 3997 sq. ft. South Street is located within the Addison Central school district. Search Middlebury real estate on anasofia.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Bulkhead, Concrete Floor, Crawl Space, Full, Gravel, Interior Stairs, Storage Space, Sump Pump, Unfinished, Interior Access, Exterior Access
Basement: Yes
Cooling: Other, Mini Split
Fenced: Yes
Garage: 2
Heating: Propane, Oil, Baseboard, Blowers, Electric, Heat Pump, H
Home Style: Colonial
Lot Size: 0.44 Acres
Roof Type: Corrugated, Other, Shingle, Standing Seam
Stories: 2.0
Taxes: $12,354
Year Built: 1900

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 Closet
Walk-in Pantry
Window Treatment
Programmable Thermostat
1st Floor Laundry
Pot Filler
Deck
Partial Fence 
Natural Shade
Outbuilding
Patio
Porch
Covered Porch
Window Screens
Double Pane Window(s)
Handicap Modified

Feature Descriptions

Accessibility: 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 Floor Laundry
Appliances: Dishwasher, Disposal, Dryer, Range Hood, Freezer, Mini Fridge, Wall Oven, Gas Range, Refrigerator, Washer, Water Heater off Boiler, Owned Water Heater, Water Heater
Baths 1/2: 1
Baths 3/4: 3
Baths Full: 1
Color: White
Construction: Wood Frame, Board and Batten Exterior, Clapboard Exterior, Wood Siding
Days on Site: 13
Driveway: Paved
Electric: Circuit Breaker(s), Underground
Equipment: Window AC, CO Detector, Dehumidifier
Exterior: Wood Frame, Board and Batten Exterior, Clapboard Ext
Flood Zone: No
Flooring: Carpet, Laminate, Manufactured, Tile, Wood
Foundation: Brick, Concrete, Stone
Lot: Landscaped, Level, Mountain View, Sidewalks, Trail/Near Trail, In Town, Near Golf Course, Near Shopping, Neighborhood, Near Public Transport, Near Hospital, Near School(s)
Number of Rooms: 8
Parking: Auto Open, Heated Garage, Driveway, Garage, Paved, Detached
Road Frontage: 93
Roads: Paved, Public, Public Maintained Road
Sewer: Public
Sq. Ft. Above Grade Finished: 3997
Sq. Ft. Total Finished: 3997
Total Stories: 2
Water: Metered, Public, Purifier/Soft
Zoning: Residential 8

Room Sizes

Exercise Room: ADU Level - 1
Kitchen/Living: ADU Level - 2
Bedroom: ADU Level - 2

Local Schools

High School: Middlebury Senior UHSD #3
Middle School: Middlebury Union Middle #3
Elementary School: Mary Hogan School
School District: Addison Central

Listed By / Shown By

Listed By

Agency Name: IPJ Real Estate
Agency Contact: Cell: 802-989-8156
Agent Name: Amey Ryan

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Estimated Payment

$ 4,176.04 per month $2,781.96 Principal & Interest $1,029.50 Property Tax $364.58 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/12/2026. The listing information on this page last changed on 09/12/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 09/12/2026 12:03:08 AM EST) or MLSPIN MLS (last updated Fri 09/11/2026 11:38:40 PM EST) or Prime MLS (last updated Fri 09/11/2026 11:33:19 PM EST) or MREIS (last updated Fri 09/11/2026 11:55:16 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated 2026-09-11 23:33:19

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