39 Pikes Falls Road Jamaica, VT - Image 139 Pikes Falls Road Jamaica, VT - Image 239 Pikes Falls Road Jamaica, VT - Image 339 Pikes Falls Road Jamaica, VT - Image 439 Pikes Falls Road Jamaica, VT - Image 539 Pikes Falls Road Jamaica, VT - Image 639 Pikes Falls Road Jamaica, VT - Image 739 Pikes Falls Road Jamaica, VT - Image 839 Pikes Falls Road Jamaica, VT - Image 939 Pikes Falls Road Jamaica, VT - Image 1039 Pikes Falls Road Jamaica, VT - Image 1139 Pikes Falls Road Jamaica, VT - Image 1239 Pikes Falls Road Jamaica, VT - Image 1339 Pikes Falls Road Jamaica, VT - Image 1439 Pikes Falls Road Jamaica, VT - Image 1539 Pikes Falls Road Jamaica, VT - Image 1639 Pikes Falls Road Jamaica, VT - Image 1739 Pikes Falls Road Jamaica, VT - Image 1839 Pikes Falls Road Jamaica, VT - Image 1939 Pikes Falls Road Jamaica, VT - Image 2039 Pikes Falls Road Jamaica, VT - Image 2139 Pikes Falls Road Jamaica, VT - Image 2239 Pikes Falls Road Jamaica, VT - Image 2339 Pikes Falls Road Jamaica, VT - Image 2439 Pikes Falls Road Jamaica, VT - Image 2539 Pikes Falls Road Jamaica, VT - Image 2639 Pikes Falls Road Jamaica, VT - Image 2739 Pikes Falls Road Jamaica, VT - Image 2839 Pikes Falls Road Jamaica, VT - Image 2939 Pikes Falls Road Jamaica, VT - Image 3039 Pikes Falls Road Jamaica, VT - Image 3139 Pikes Falls Road Jamaica, VT - Image 3239 Pikes Falls Road Jamaica, VT - Image 3339 Pikes Falls Road Jamaica, VT - Image 3439 Pikes Falls Road Jamaica, VT - Image 3539 Pikes Falls Road Jamaica, VT - Image 3639 Pikes Falls Road Jamaica, VT - Image 3739 Pikes Falls Road Jamaica, VT - Image 3839 Pikes Falls Road Jamaica, VT - Image 3939 Pikes Falls Road Jamaica, VT - Image 4039 Pikes Falls Road Jamaica, VT - Image 4139 Pikes Falls Road Jamaica, VT - Image 42

$249,000

3 Beds 2 Baths 2,062 SQFT 0.14 Acres
Type: Single Family

39 Pikes Falls Road
Jamaica, VT 05343

MLS#: 5114286
Chris Bernier
Chris Bernier
Churchill Properties
Principal Broker/Owner
Phone: 978.578.5013
Office: 833.668.4649
Presented by: Lavinia Lee Brown with Four Seasons Sotheby's Int'l Realty;

Property Description

 

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.


 

Interior Features

Bedrooms

Beds3

Other Interior Features

InternetCable Internet
Total Finished Area2,062 sqft
Basement Access TypeInterior
BasementYes
Basement DescriptionDirt Floor, Gravel, Partial, Interior Stairs, Unfinished, Interior Access, Basement Stairs
FlooringTile, Wood
Interior AmenitiesCeiling Fan, Kitchen/Dining, Lead/Stain Glass, Living/Dining, Indoor Storage, Walk-in Pantry, 2nd Floor Laundry, Walkup Attic

Other Rooms

Room 1 Level1
Rooms: Level 2Level 2: Bedroom, Level 2: Full Bathroom, Level 2: Kitchen/Dining, Level 2: Living/Dining, Level 2: Office/Study
Rooms: Level 1Level 1: Bedroom, Level 1: 3/4 Bathroom, Level 1: Great Room, Level 1: Laundry Room, Level 1: Office/Study
Room 9 TypeOffice/Study
Room 9 Level2
Room 8 TypeBedroom
Room 8 Level2
Room 7 TypeBedroom
Room 7 Level2
Room 6 TypeKitchen/Dining
Room 6 Level2
Room 5 TypeLiving/Dining
Room 5 Level2
Room 4 TypeBedroom
Room 4 Level1
Room 3 TypeBathroom Three Quarter
Room 3 Level1
Room 2 TypeOffice/Study
Room 2 Level1
Room 11 TypeLaundry Room
Room 11 Level1
Room 10 TypeBathroom Full
Room 10 Level2
Room 1 TypeGreat Room
Total Rooms9

General

3/4 Baths1
Assessment Amount$122,800
Bathrooms2
CityJamaica
Construction MaterialsWood Frame, Wood Siding
CoolingNone
CovenantsUnknown
DOM3
DirectionsIn Jamaica village turn on Pikes Falls Road, 3rd property on left.
Documents AvailableDeed, Other, Property Disclosure, Tax Map
EasementsYes
ElectricCircuit Breaker(s)
Electric CompanyGreen Mtn Power
Elementary SchoolTownshend Elementary School
ExclusionsSold unfurnished. See SPIR regarding appliances.
Flood ZoneNo
Full Baths1
GarageNo
Half Baths0
HeatingOil, Forced Air
High SchoolLeland Gray
Last Updated10/14/2026 22:46:36
Middle SchoolLeland Gray Union Middle/High
PossessionAt Closing
Possible UseOther, Residential
Price Per Sq Ft Total AG$121
Property ClassResidential
Property ConditionExisting
Road FrontageYes
RoofAsphalt Shingle, Slate
School DistrictWindham Central
SeasonalNo
Sewer1000 Gallon, Septic
Status Detail0
Stories Count2.5
StyleGreek Revival
Tax Annual Amount$2,606
Tax Year2026
TypeSingle Family
UtilitiesCable
Year Built1860
ZoningJamaica

Exterior

ColorRed
DrivewayCrushed Stone, Dirt
Exterior AmenitiesBalcony, Covered Porch
Foundation Fieldstone, Stone
Lot FeaturesSidewalks
Lot Size Area0 sqft
Lot Size Square Feet6098
Parking FeaturesOn-Site, On Street
Road Frontage Length50 sqft
Road Frontage TypePaved, Public
SurveyedUnknown
Water SourceDrilled Well, Shared

Additional Details

Price History

Schools 

Middle School Leland Gray Union Middle/High
High School Leland Gray High School
Elementary School Townshend Elementary School

  

Similar Properties

$249,000

3 Beds 2 Baths 2,062 SQFT 0.14 Acres
Type: Single Family

39 Pikes Falls Road
Jamaica, VT 05343

MLS#: 5114286
Chris Bernier
Chris Bernier
Churchill Properties
Principal Broker/Owner
Phone: 978.578.5013
Office: 833.668.4649