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5 Beds
4 Baths
3,559 sqft

$1,945,000

2577 PENNYBAKER LN, Keswick VA, 22947

Price per sqft$546.50
Built in1800
Property size3,559 sqft
Property typeResidential

Overview

Active

Listed Oct 29, 2026

Updated 5h ago

Set atop a prominent ridge in the Southwest Mountains, this estate parcel offers staggering year round views over 5 counties from 2 building sites. A house once existed at the most elevated building site (890ft in elevation), as evidenced by mature boxwoods and huge trees. While you build, live in a wonderful 2 bedroom cottage recently, cleverly converted from a barn that also enjoys staggering views. Or live in another charming, c.1800's residence on the property that is nestled in amongst mature trees and more massive boxwoods, overlooking pastoral and pond views. While the views grab you 1st, features of the land itself hold your attention, like the numerous large trees that dot the open meadows. A Virginia Frame barn provides workshop, machinery storage & livestock or equestrian potential. Bordered by land in conservation easement, absolute serenity and seclusion for decades to come are all but guaranteed. Panoramic, year-round views stretching from Wintergreen to Madison County. Just 15 minutes from town or CHO airport, all roads are paved to this property.

$12,940/mo

Est. mortgage payment based on a $1,945,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
683546

Interior Features

Bedrooms
5
Bathrooms
4
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
84.14 Acres

Other Property Details

Taxes
$5,736
Tax Frequency
Annually
View
Yes
MLS provider logo

Courtesy of REBECCA WHITE with LORING WOODRIFF REAL ESTATE ASSOCIATES
Listing Contact: 434-977-4006 

Based on information from Charlottesville Area Association of REALTORS® as of 10/30/2026. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, the Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent. Property locations as displayed on any map are best approximations only and exact locations should be independently verified. 

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