Set on the north side of the Dorset Green, 86 and 78 Church Street present a rare village compound in the heart of Dorset. Fully renovated with exceptional attention to detail, this refined micro-estate blends timeless New England character with sophisticated modern living. Encompassing the main residence, guest cottage, gardens, and garage, the property is both gracious in scale and intimate in feel, the quintessential “new old house” imagined to perfection. Beautifully proportioned rooms are filled with warmth and elegance. The chef’s kitchen features a walk-in pantry with prep sink and dishwasher, plus a dedicated coffee station and refrigerated drawers. The living room opens to a covered porch overlooking the Green, while the screened porch with a stone fireplace connects seamlessly to the dining room, deck, and patio for effortless indoor-outdoor living. A library hallway leads to a bright laundry room and stunning powder room. The billiards room and den offer richly layered finishes and a more intimate atmosphere. Original beams, remarkable millwork, wide-plank pine floors, two staircases, and generous hallways and landings create an effortless sense of flow throughout. The main residence includes two private primary suites, three additional guest bedrooms, marble baths, and beautifully curated gathering spaces. Outside, mature gardens, stone walls, a water feature, fire pit, and outdoor entertaining areas create a secluded retreat. A separate gym, spa, or hobby space opens directly to a tranquil zen garden. The charming three-bedroom guest cottage, complete with its own screened porch, offers ideal accommodations for guests or potential rental income. A singular offering where historic Dorset charm meets elevated village living on one of Southern Vermont’s most iconic addresses.
Active under contract
Listed by: TPW Real Estate
$2,850,000
86 Church Street, Dorset, VT 05251
5beds
6,182sqft
Single Family Residence
Built in 1840
0.8 Acres Lot
$2,748,400 Zestimate®
$461/sqft
$-- HOA
What's special
- 31 days |
- 914 |
- 42 |
Zillow last checked:
Listing updated:
Listed by:
Christiane Carroccio,
TPW Real Estate 802-366-1430
Source: PrimeMLS,MLS#: 5091786
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Heating
- Forced Air
Cooling
- Central Air
Features
- Basement: Unfinished,Interior Entry
Interior area
- Total structure area: 6,182
- Total interior livable area: 6,182 sqft
- Finished area above ground: 6,182
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Gravel
- Garage spaces: 2
Features
- Levels: Two
- Stories: 2
- Frontage length: Road frontage: 152
Lot
- Size: 0.8 Acres
- Features: Landscaped, Level
Details
- Parcel number: 18005711404
- Zoning description: res
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Greek Revival
- Property subtype: Single Family Residence
Materials
- Wood Frame, Clapboard Exterior, Wood Siding
- Foundation: Concrete
- Roof: Metal,Slate
Condition
- New construction: No
- Year built: 1840
Utilities & green energy
- Electric: 220 Volts
- Sewer: Septic Tank
- Utilities for property: Other
Community & HOA
Location
- Region: Dorset
Financial & listing details
- Price per square foot: $461/sqft
- Tax assessed value: $813,300
- Annual tax amount: $34,715
- Date on market: 5/29/2026
Estimated market value
$2,748,400
$2.61M - $2.89M
$4,358/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/29/2026 | Listed for sale | $2,850,000$461/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $813,300 |
| 2023 | -- | $813,300 |
| 2022 | -- | $813,300 +13.8% |
| 2021 | -- | $714,700 +35.1% |
| 2020 | -- | $529,000 |
| 2019 | -- | $529,000 +6.2% |
| 2018 | -- | $498,080 +20% |
| 2017 | -- | $415,010 -29.9% |
| 2016 | -- | $592,100 +9900% |
| 2015 | -- | $5,921 |
| 2014 | -- | $5,921 |
| 2013 | -- | $5,921 |
| 2012 | -- | $5,921 |
| 2011 | -- | $5,921 |
| 2010 | -- | $5,921 |
| 2009 | -- | $5,921 |
| 2008 | -- | $5,921 |
| 2007 | -- | $5,921 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 05251
Nearby schools
GreatSchools rating
- 6/10Dorset Elementary SchoolGrades: PK-8Distance: 2.9 mi
- NABurr & Burton AcademyGrades: 9-12Distance: 6.4 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Vermont
- Bennington County
- Dorset
- 05251
- 86 Church Street




