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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.

More Info

Tax Information

  • Tax Year2026

Location

  • Building Number40
  • StreetSouth Street
  • TownMiddlebury
  • StateVT
  • Zip05753
  • CountyAddison
  • DistrictAddison Central
  • Elementary SchoolMary Hogan School
  • Junior HighMiddlebury Union Middle #3
  • High SchoolMiddlebury Senior UHSD #3
  • Flood Zone Y/NNo
  • Address40 South Street

Interior

  • Interior FeaturesBlinds, 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 Therm
  • Room 1 TypeMudroom
  • Room 1 Level1
  • FloorsCarpet, Laminate, Manufactured, Tile, Wood
  • Room 2 TypeKitchen
  • Room 2 Level1
  • Room 3 TypeDining Room
  • Room 3 Level1
  • Room 4 TypeLaundry Room
  • Room 4 Level1
  • Room 5 TypeLiving Room
  • Room 5 Level1
  • Stories2
  • Room 6 TypeFoyer
  • Room 6 Level1
  • Room 7 TypeDen
  • Room 7 Level2
  • Room 8 TypePrimary BR Suite
  • Room 8 Level2
  • Room 9 TypeBedroom
  • Room 9 Level2
  • Room 10 TypeBedroom
  • Room 10 Level3
  • Room 12 TypeBathroom Half
  • Room 12 Level1
  • Room 13 TypeBathroom Full
  • Room 13 Level2
  • Room 14 TypeBathroom Three Quarter
  • Room 14 Level2
  • Room 15 TypeBathroom Three Quarter
  • Room 15 Level3
  • Room 18 TypeExercise Room
  • Room 18 Level1
  • Room 18 DimensionsADU
  • Room 19 TypeKitchen/Living
  • Room 19 Level2
  • Room 19 DimensionsADU
  • Room 20 TypeBedroom
  • Room 20 Level2
  • Room 20 DimensionsADU
  • Room 21 TypeBedroom
  • Room 21 Level2
  • Room 21 DimensionsADU
  • Room 22 TypeBathroom Three Quarter
  • Room 22 Level2
  • Room 22 DimensionsADU

Parking

  • Parking Spaces2
  • GarageYes
  • Parking DescriptionAuto Open, Heated Garage, Driveway, Garage, Paved, Detached

Building

  • Year Built1900
  • Building ConstructionWood Frame, Board and Batten Exterior, Clapboard Exterior, Wood Siding
  • ConstructionExisting
  • Property StyleColonial
  • Bedrooms5
  • Bathroom5
  • Total Baths5
  • 3/4 Baths3
  • Half Bath1
  • Total Rooms8
  • Square Feet3,997
  • APX Unfin Below Grade1256
  • BasementBulkhead, Concrete Floor, Crawl Space, Full, Gravel, Interior Stairs, Storage Space, Sump Pump, Unfinished, Interior Access, Exterior Access
  • FoundationBrick, Concrete, Stone

Utilities

  • Heat SystemPropane, Oil, Baseboard, Blowers, Electric, Heat Pump, Hot Water, Multi Zone, Mini Split, Gas Fireplace
  • WaterMetered, Public, Purifier/Soft
  • SewerPublic
  • ElectricCircuit Breaker(s), Underground
  • UtilitiesPropane

Rooms

  • Full Bath1

Basic Information

  • MLS Number5107309
  • MLS StatusActive
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$1,250,000
  • Listing Agent NameAmey Ryan
  • Broker NameIPJ Real Estate

Property

  • Acreage0.44
  • Lot DescriptionLandscaped, Level, Mountain View, Sidewalks, Trail/Near Trail, In Town, Near Golf Course, Near Shopping, Neighborhood, Near Public Transport, Near Hospital, Near School(s)
  • AreaVT-Addison
  • DrivewayPaved
  • RoadsPaved, Public, Public Maintained Road
  • Road Frontage93

Exterior

  • Exterior FeaturesDeck, Partial Fence, Natural Shade, Outbuilding, Patio, Porch, Covered Porch, Window Screens, Double Pane Window(s), Handicap Modified
  • Exterior ColorWhite
  • RoofCorrugated, Other, Shingle, Standing Seam

Amenities

  • Accessibility Amenities1st 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
  • AmenitiesWindow AC, CO Detector, Dehumidifier
  • PricePerSqFt312.73

Other

  • SeasonalNo
  • Page700
  • Date Listed08/29/2026

Map Location

Driving Directions

Broker Reciprocity 

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 August 30, 2026 6:08 AM UTC

 

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