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.
Single-familyProperty Type
1860Year Built
6,098 sq ftLot Size
$121Price/Sq.Ft.
Listed by Lavinia Lee Brown• Four Seasons Sotheby's Int'l Realty
Listed by Nancy Jensen• Four Seasons Sotheby's Int'l Realty
Walk to store from this Village located home. Three stories of space that has been a primary residence for many years. Spacious living room with office space and four bedrooms. Home also has unfinished space in an attic that utilized. Close by is Jamaica State Park and nearby river. Also only a ten minute drive to Stratton Resort. This home is a gem and a pleasure to explore for all of the possibilities is has to offer.
Year
Property tax
Land + Additions
Assessment*
2025
$2,926 (+5.8%)
$22,000 + $100,800
$122,800
2024
$2,766 (+8.1%)
$22,000 + $100,800
$122,800
2023
$2,559 (−12.2%)
$22,000 + $100,800
$122,800
2022
$2,914 (+2.9%)
$22,000 + $100,800
$122,800
2021
$2,831 (−4.4%)
$22,000 + $100,800
$122,800
2020
$2,960 (+7.0%)
$22,000 + $100,800
$122,800
2019
$2,767 (+1.6%)
$22,000 + $100,800
$122,800
2018
$2,723 (−14.2%)
$22,000 + $100,800
$122,800
2017
$3,175 (+6.3%)
$11,100 + $153,600
$164,700
2016
$2,987 (+2.9%)
$11,100 + $153,600
$164,700
2015
$2,902 (−0.4%)
$11,100 + $153,600
$164,700
2014
$2,913
$11,100 + $153,600
$164,700
2013
$11,100 + $153,600
$164,700
Public record
Beds
3
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
6,098 Sq. Ft.
Year renovated
—
Finished Sq. Ft.
2,062
Unfinished Sq. Ft.
—
Total Sq. Ft.
2,062
Year built
1860
Style
Single Family Residential
County
Windham County
APN
32410110513
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 23, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
2/10 Heat Factor
8 days above 89° expected this year, 18 days in 30 years
3/10 Wind Factor
7% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Jamaica, VT • 05343
Average low and high temperatures (°F)
25
13
29
14
44
26
55
36
62
47
75
57
79
61
76
56
72
51
59
41
44
31
31
18
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
65/ 100
Moderate sunlight
Sunscore
There appears to be some shading by surrounding buildings, terrain, and vegetation.
6.8 hrs
3.5 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 39 Pikes Falls Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $85,000 and $550,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $85K to $550K.