Step into a piece of Jamaica Village history. Once home to the F.E. Smith Dry Goods, Ready-Made Clothing, and Grocery Store, this distinctive red-and-white building blends Greek Revival presence with Vermont farmhouse character and now serves as a year-round residence filled with history and personality. The classic façade features full-width double-decker porches, white picket railing, and bold corner pilasters. Inside, this C. 1860 building’s commercial past lives on in a dramatic great room with original built-in storefront shelving and drawer banks once used to display dry goods. Now a unique library, studio and sitting area, the space features wide-plank wood floors, exposed beams, and natural light from the original storefront windows and door. A vintage interior sash window adds another unexpected architectural detail. The kitchen features sage cabinetry, granite tile counters, a pot rack, sunny breakfast area, and walk-in pantry. A cozy living and dining room offers a comfortable gathering space, while upstairs bedrooms retain original wide pine floors and vintage details. Both bathrooms have been updated, and the oil tank, on-demand hot water heater, pressure tank, and well pump have all been recently replaced. Garden beds and a painted harlequin porch floor add personality outside, while the covered porch invite you to enjoy morning coffee and the rhythm of village life. A rare opportunity to own a property with a story to tell and the potential to make it your own. Buyers who appreciate historic homes and are comfortable with a project will find opportunities to build on its existing character.
Active
Listed by: Four Seasons Sotheby's Int'l Realty • Lavinia Lee Brown • 802-297-8000
$249,000
39 Pikes Falls Road, Jamaica, VT 05343
3beds
2,062sqft
Single Family Residence
Built in 1860
6,098 Square Feet Lot
$-- Zestimate®
$121/sqft
$-- HOA
What's special
Vermont farmhouse characterSunny breakfast areaVintage interior sash windowGreek revival presenceWide-plank wood floorsBold corner pilastersFull-width double-decker porches
- 20 days
- 4,538
- 662
Zillow last checked:
Listing updated:
Listed by:
Lavinia Lee Brown,
Four Seasons Sotheby's Int'l Realty 802-297-8000,
Nancy Jensen,
Four Seasons Sotheby's Int'l Realty
Source: PrimeMLS,MLS#: 5114286
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 3/4 bathrooms: 1
Heating
- Oil, Forced Air
Cooling
- None
Appliances
- Laundry: 2nd Floor Laundry
Features
- Ceiling Fan(s), Kitchen/Dining, Lead/Stain Glass, Living/Dining, Indoor Storage, Walk-in Pantry
- Flooring: Tile, Wood
- Basement: Dirt Floor,Gravel,Partial,Interior Stairs,Unfinished,Interior Access,Basement Stairs,Interior Entry
- Attic: Walk-up
Interior area
- Total structure area: 3,104
- Total interior livable area: 2,062 sqft
- Finished area above ground: 2,062
- Finished area below ground: 0
Property
Parking
- Parking features: Crushed Stone, Dirt, On Site, On Street
- Has uncovered spaces: Yes
Features
- Levels: 2.5
- Stories: 2.5
- Patio & porch: Covered Porch
- Exterior features: Balcony
- Frontage length: Road frontage: 50
Lot
- Size: 6,098 Square Feet
- Features: Sidewalks
Details
- Parcel number: 32410110513
- Zoning description: Jamaica
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Greek Revival
- Property subtype: Single Family Residence
Materials
- Wood Frame, Wood Siding
- Foundation: Fieldstone, Stone
- Roof: Asphalt Shingle,Slate
Condition
- New construction: No
- Year built: 1860
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: 1000 Gallon, Septic Tank
- Utilities for property: Cable
Community & HOA
Location
- Region: Jamaica
Financial & listing details
- Price per square foot: $121/sqft
- Tax assessed value: $122,800
- Annual tax amount: $3,733
- Date on market: 10/14/2026
- Exclusions: Sold unfurnished. See SPIR regarding appliances.
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 10/14/2026 | Listed for sale | $249,000+77.9%$121/sqft |
Source: | ||
| 7/31/2020 | Sold | $140,000-6.7%$68/sqft |
Source: | ||
| 5/15/2020 | Listed for sale | $150,000$73/sqft |
Source: Four Seasons Sotheby's Int'l Realty #4805171 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $122,800 |
| 2023 | -- | $122,800 |
| 2022 | -- | $122,800 |
| 2021 | -- | $122,800 |
| 2020 | -- | $122,800 |
| 2019 | -- | $122,800 |
| 2018 | -- | $122,800 -25.4% |
| 2017 | -- | $164,700 |
| 2016 | -- | $164,700 +9900% |
| 2015 | -- | $1,647 |
| 2014 | -- | $1,647 |
| 2013 | -- | $1,647 |
| 2012 | -- | $1,647 |
| 2011 | -- | $1,647 |
| 2010 | -- | $1,647 |
| 2009 | -- | $1,647 -0.3% |
| 2008 | -- | $1,652 +98.3% |
| 2007 | -- | $833 |
| 2006 | -- | $833 |
| 2003 | $990 | $833 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 05343
Nearby schools
Schools provided by the listing agent
- Elementary: Townshend Elementary School
- Middle: Leland Gray Union Middle/High
- High: Leland Gray
- District: Windham Central
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.




