This historic Federalist-style home was built in 1828 as a private residence for the family of Daniel Chipman, a Charter Trustee of Middlebury College, lawyer, and U.S. Representative from Vermont. It was not until the 1970's that the home was converted to an inn, and its current owners have operated the house as a bed-and-breakfast. The house could easily be used either as a private residence or B&B. With 5,258 square feet this home includes 11 bedrooms and bathrooms, two expansive living rooms, modern kitchen, wet bar, and dining room (seats 28) complete with a historic Rumford fireplace and beehive stove. It is ideally suited for either a large family or enterprising entrepreneurs wanting a historic B&B in a fabulous location. Only minutes from the Middlebury College Breadloaf campus, hiking trails in the Breadloaf Wilderness, and skiing at Rikert Ski Touring Center and the Snowbowl - opportunities for outdoor activities are abundant. Having both historic and modern features, this home offers its future owners the best of both worlds. Presently, the owners occupy five of the eleven bedrooms, and six are used as short-term rentals. With amenities such as a separate private suite with its own entrance, zoning allowing for both residential and commercial use, a modern timber frame barn with loft, and 5.9 acres of land with many mature maple trees, all in a superb location, this one-of-a-kind gem provides its next stewards with endless opportunities.
Closed
Listed by:
Irene Poole,
Coldwell Banker Hickok and Boardman Cell:802-989-5563
Bought with: IPJ Real Estate
$850,000
1233 Route 125, Ripton, VT 05766
11beds
5,258sqft
Single Family Residence
Built in 1828
5.9 Acres Lot
$815,100 Zestimate®
$162/sqft
$1,924 Estimated rent
Home value
$815,100
Estimated sales range
Not available
$1,924/mo
Zestimate® history
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What's special
Zillow last checked: 8 hours ago
Listing updated: February 09, 2026 at 05:43am
Listed by:
Irene Poole,
Coldwell Banker Hickok and Boardman Cell:802-989-5563
Bought with:
Sarah Peluso
IPJ Real Estate
Source: PrimeMLS,MLS#: 5032042
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 11
- Bathrooms: 11
- Full bathrooms: 10
- 1/2 bathrooms: 1
Heating
- Radiator, Mini Split
Cooling
- Mini Split
Appliances
- Included: Gas Cooktop, ENERGY STAR Qualified Dishwasher, ENERGY STAR Qualified Dryer, Range Hood, Microwave, Mini Fridge, Gas Range, ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Washer, Oil Water Heater, Wine Cooler, Exhaust Fan, Vented Exhaust Fan
- Laundry: In Basement
Features
- Bar, Dining Area, Hearth, In-Law Suite, Enrgy Rtd Lite Fixture(s), Primary BR w/ BA, Natural Light, Natural Woodwork, Indoor Storage, Walk-In Closet(s), Walk-in Pantry, Wet Bar, Programmable Thermostat, Smart Thermostat
- Flooring: Hardwood, Laminate, Softwood, Tile, Vinyl Plank
- Windows: Drapes, Window Treatments, Screens, Double Pane Windows, Storm Window(s)
- Basement: Dirt,Partial,Interior Stairs,Sump Pump,Unfinished,Interior Entry
- Attic: Walk-up
- Number of fireplaces: 2
- Fireplace features: Wood Burning, 2 Fireplaces
Interior area
- Total structure area: 6,914
- Total interior livable area: 5,258 sqft
- Finished area above ground: 5,258
- Finished area below ground: 0
Property
Parking
- Total spaces: 6
- Parking features: Gravel, Parking Spaces 6+
- Garage spaces: 1
Accessibility
- Accessibility features: Handicap Modified
Features
- Levels: Two
- Stories: 2
- Exterior features: Garden, Natural Shade, Storage
- Frontage length: Road frontage: 672
Lot
- Size: 5.90 Acres
- Features: Corner Lot, Landscaped, Recreational, Trail/Near Trail, Walking Trails, Wooded, In Town, Mountain, Near Skiing, Neighborhood, Near School(s)
Details
- Additional structures: Barn(s)
- Zoning description: NBHD
- Other equipment: Standby Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Federal
- Property subtype: Single Family Residence
Materials
- Post and Beam, Timber Frame, Wood Frame, Clapboard Exterior
- Foundation: Stone
- Roof: Asphalt Shingle,Standing Seam
Condition
- New construction: No
- Year built: 1828
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: 1500+ Gallon, Concrete, Leach Field, Pumping Station, Septic Design Available, Septic Tank
- Utilities for property: Propane
Community & neighborhood
Security
- Security features: Carbon Monoxide Detector(s), HW/Batt Smoke Detector
Location
- Region: Ripton
Other
Other facts
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 2/5/2026 | Sold | $850,000-10.5%$162/sqft |
Source:  PrimeMLS #5032042 Report a problem | ||
| 9/4/2025 | Listed for sale | $950,000$181/sqft |
Source: PrimeMLS #5032042 Report a problem | ||
| 9/3/2025 | Contingent | $950,000$181/sqft |
Source: PrimeMLS #5032042 Report a problem | ||
| 8/15/2025 | Price change | $950,000-20.8%$181/sqft |
Source: PrimeMLS #5032042 Report a problem | ||
| 3/13/2025 | Listed for sale | $1,200,000+26.4%$228/sqft |
Source: PrimeMLS #5032042 Report a problem | ||
Public tax history
Tax history is unavailable.
Neighborhood: 05766
Nearby schools
GreatSchools rating
- NARipton Elementary SchoolGrades: PK-5Distance: 0.7 mi
- 6/10Middlebury Union Middle SchoolGrades: 6-8Distance: 5.9 mi
- 9/10Middlebury Senior Uhsd #3Grades: 9-12Distance: 6.6 mi
Schools provided by the listing agent
- Elementary: Ripton Elementary 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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