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 an afternoon rest. 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 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.
Active
Listed by: IPJ Real Estate • Amey M Ryan
$1,250,000
40 South Street, Middlebury, VT 05753
4beds
3,997sqft
Single Family Residence
Built in 1900
0.44 Acres Lot
$1,187,300 Zestimate®
$313/sqft
$-- HOA
What's special
Two-car garageHandsome stone wallInviting breakfast nookBeautifully proportioned spacesDual vanitiesHome work spaceTwo mudroom entrances
- 16 days
- 1,837
- 149
Zillow last checked:
Listing updated:
Listed by:
Amey M Ryan,
IPJ Real Estate Cell:802-989-8156
Source: PrimeMLS,MLS#: 5107309
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 1
- 3/4 bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Propane, Oil, Baseboard, Blowers, Electric, Heat Pump, Hot Water, Zoned, Mini Split, Gas Fireplace
Cooling
- Other, Mini Split
Appliances
- Included: Dishwasher, Disposal, Dryer, Range Hood, Freezer, Mini Fridge, Wall Oven, Gas Range, Refrigerator, Washer, Water Heater off Boiler, Owned Water Heater, Water Heater
- Laundry: 1st Floor Laundry
Features
- Ceiling Fan(s), Dining Area, In-Law/ADU, In-Law Suite, Kitchen Island, Primary BR w/ BA, Natural Light, Soaking Tub, Indoor Storage, Vaulted Ceiling(s), Walk-In Closet(s), Walk-in Pantry, Programmable Thermostat, Pot Filler
- Flooring: Carpet, Laminate, Manufactured, Tile, Wood
- Windows: Blinds, Drapes, Skylight(s), Window Treatments, Screens, Double Pane Windows
- Basement: Bulkhead,Concrete Floor,Crawl Space,Full,Gravel,Interior Stairs,Storage Space,Sump Pump,Unfinished,Interior Access,Exterior Entry,Interior Entry
- Number of fireplaces: 2
- Fireplace features: Gas, 2 Fireplaces
Interior area
- Total structure area: 5,253
- Total interior livable area: 3,997 sqft
- Finished area above ground: 3,997
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Paved, Auto Open, Heated Garage, Driveway, Garage, Detached
- Garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- 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 Floor Laundry, Handicap Modified
Features
- Levels: Two
- Stories: 2
- Patio & porch: Patio, Porch, Covered Porch
- Exterior features: Deck, Natural Shade
- Fencing: Partial
- Has view: Yes
- View description: Mountain(s)
- Frontage length: Road frontage: 93
Lot
- Size: 0.44 Acres
- Features: Landscaped, Level, Sidewalks, Trail/Near Trail, In Town, Near Golf Course, Near Shopping, Neighborhood, Near Public Transit, Near Hospital, Near School(s)
Details
- Additional structures: Outbuilding
- Parcel number: 38712010976
- Zoning description: Residential 8
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Wood Frame, Board and Batten Exterior, Clapboard Exterior, Wood Siding
- Foundation: Brick, Concrete, Stone
- Roof: Corrugated,Other,Shingle,Standing Seam
Condition
- New construction: No
- Year built: 1900
Utilities & green energy
- Electric: Circuit Breakers, Underground
- Sewer: Public Sewer
- Utilities for property: Propane, Fiber Optic Internt Avail
Community & HOA
Community
- Security: Carbon Monoxide Detector(s)
Location
- Region: Middlebury
Financial & listing details
- Price per square foot: $313/sqft
- Tax assessed value: $463,500
- Annual tax amount: $12,354
- Date on market: 8/29/2026
- Road surface type: Paved
Estimated market value
$1,187,300
$1.13M - $1.25M
$4,187/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/29/2026 | Listed for sale | $1,250,000+171.7%$313/sqft |
Source:  PrimeMLS #5107309 Report a problem | ||
| 1/13/2017 | Sold | $460,000-3.2%$115/sqft |
Source: PrimeMLS #4505895 Report a problem | ||
| 12/13/2016 | Pending sale | $475,000$119/sqft |
Source: IPJ Real Estate #4505895 Report a problem | ||
| 9/12/2016 | Price change | $475,000-5%$119/sqft |
Source: IPJ Real Estate #4505895 Report a problem | ||
| 7/22/2016 | Listed for sale | $500,000+17%$125/sqft |
Source: IPJ Real Estate #4505895 Report a problem | ||
| 8/8/2013 | Sold | $427,500-10%$107/sqft |
Source: Public Record Report a problem | ||
| 4/27/2013 | Listed for sale | $475,000+39.7%$119/sqft |
Source: Ingrid Punderson Jackson Real Estate #4232704 Report a problem | ||
| 4/3/2003 | Sold | $340,000+47.8%$85/sqft |
Source: Public Record Report a problem | ||
| 4/17/1996 | Sold | $230,000+109.1%$58/sqft |
Source: Public Record Report a problem | ||
| 3/5/1987 | Sold | $110,000$28/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $463,500 |
| 2023 | -- | $463,500 |
| 2022 | -- | $463,500 |
| 2021 | -- | $463,500 |
| 2020 | -- | $463,500 |
| 2019 | -- | $463,500 -7.6% |
| 2018 | -- | $501,700 +26.5% |
| 2017 | -- | $396,700 |
| 2016 | -- | $396,700 +9900% |
| 2015 | -- | $3,967 |
| 2014 | -- | $3,967 |
| 2013 | -- | $3,967 |
| 2012 | -- | $3,967 |
| 2011 | -- | $3,967 |
| 2010 | -- | $3,967 |
| 2009 | -- | $3,967 |
| 2008 | -- | $3,967 |
| 2007 | -- | $3,967 |
| 2006 | -- | $3,967 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 05753
Nearby schools
Schools provided by the listing agent
- Elementary: Mary Hogan School
- Middle: Middlebury Union Middle #3
- High: Middlebury Senior UHSD #3
- District: Addison Central
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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