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Patrick Cooper
REALTOR®
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39 Pikes Falls Road, Jamaica, VT 05343

$249,000
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Active Under Contract
BEDS3 BATHS2 full SQUARE FEET2,062 MLS#5114286
STATUSActive Under Contract PROPERTY TYPEResidential - Single Family SCHOOLWindham Central

Listing Courtesy of: Four Seasons Sothebys Intl Realty
Agency Phone: 802-297-8000
Associate Name: Lavinia Lee Brown
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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.

39 Pikes Falls Road | MLS# 5114286

This single family home located at 39 Pikes Falls Road, Jamaica, VT 05343 is currently listed for sale with an asking price of $249,000. This property was built in 1860 and has 3 bedrooms and 2 full baths with 2062 sq. ft. Pikes Falls Road is located within the Windham Central school district. Search Jamaica real estate on patrickcooper.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Dirt Floor, Gravel, Partial, Interior Stairs, Unfinished, Interior Access, Basement Stairs
Cooling: None
Heating: Oil, Forced Air
Home Style: Greek Revival
Lot Size: 0.14 Acres
Roof Type: Asphalt Shingle, Slate
Stories: 2.5
Taxes: $3,733
Year Built: 1860

Amenities

Ceiling Fan
Kitchen/Dining
Lead/Stain Glass
Living/Dining
Indoor Storage
Walk-in Pantry
2nd Floor Laundry
Walkup Attic
Balcony
Covered Porch

Feature Descriptions

Baths 3/4: 1
Baths Full: 1
Color: Red
Construction: Wood Frame, Wood Siding
Days on Site: 31
Driveway: Crushed Stone, Dirt
Electric: Circuit Breaker(s)
Exterior: Wood Frame, Wood Siding
Flood Zone: No
Flooring: Tile, Wood
Foundation: Fieldstone, Stone
Lot: Sidewalks
Number of Rooms: 9
Parking: On-Site, On Street
Road Frontage: 50
Roads: Paved, Public
Sewer: 1000 Gallon, Septic
Sq. Ft. Above Grade Finished: 2062
Sq. Ft. Total Finished: 2062
Total Stories: 2.5
Water: Drilled Well, Shared
Zoning: Jamaica

Local Schools

High School: Leland Gray
Middle School: Leland Gray Union Middle/High
Elementary School: Townshend Elementary School
School District: Windham Central

Listed By / Shown By

Listed By

Agency Name: Four Seasons Sothebys Intl Realty
Agent Name: Lavinia Lee Brown
Agency Phone: 802-297-8000

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Estimated Payment

$ 937.87 per month $554.17 Principal & Interest $311.08 Property Tax $72.63 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 11/14/2026. The listing information on this page last changed on 11/14/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 11/14/2026 12:05:00 AM EST) or MLSPIN MLS (last updated Fri 11/13/2026 11:38:33 PM EST) or Prime MLS (last updated Fri 11/13/2026 2:36:24 PM EST) or MREIS (last updated Fri 11/13/2026 11:55:16 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated 2026-11-13 14:36:24

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