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.
Pending
$1,945,000
2577 Pennybaker Ln, Keswick, VA 22947
5beds
3,559sqft
Single Family Residence
Built in 1800
84.14 Acres Lot
$1,816,700 Zestimate®
$547/sqft
$-- HOA
What's special
- 11 days
- 1,644
- 223
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
REBECCA WHITE 434-977-4006,
LORING WOODRIFF REAL ESTATE ASSOCIATES 434-977-4005,
LORING WOODRIFF 434-466-2992,
LORING WOODRIFF REAL ESTATE ASSOCIATES
Source: CAAR,MLS#: 683546
Originating MLS: Charlottesville Area Association of Realtors
Originating MLS: Charlottesville Area Association of RealtorsFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
- Main level bathrooms: 2
- Main level bedrooms: 1
Rooms
- Room types: Bathroom, Bedroom, Den, Dining Room, Family Room, Full Bath, Foyer, Great Room, Half Bath, Kitchen, Loft, Living Room, Primary Bathroom, Primary Bedroom, Mud Room, Office, Study
Primary bedroom
- Level: First
Bedroom
- Level: Second
Primary bathroom
- Level: First
Bathroom
- Level: Second
Dining room
- Level: First
Family room
- Level: First
Half bath
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Office
- Level: First
Heating
- Central, Heat Pump
Cooling
- Central Air, Ductless, Heat Pump
Appliances
- Included: Gas Range, Refrigerator
Features
- Primary Downstairs, Remodeled, Entrance Foyer, Home Office, Loft, Mud Room
- Flooring: Ceramic Tile, Hardwood, Laminate, Wood
- Windows: Insulated Windows, Screens, Vinyl
- Has basement: No
- Has fireplace: Yes
- Fireplace features: Wood Burning Stove
Interior area
- Total structure area: 3,559
- Total interior livable area: 3,559 sqft
- Finished area above ground: 2,275
- Finished area below ground: 0
Property
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck, Front Porch, Porch, Screened, Side Porch
- Exterior features: Porch
- Has view: Yes
- View description: Garden, Mountain(s), Panoramic, Rural, Trees/Woods, Water
- Has water view: Yes
- Water view: Water
Lot
- Size: 84.14 Acres
- Features: Garden, Landscaped, Native Plants, Partially Cleared, Private, Secluded, Wooded
- Topography: Mountainous,Rolling
Details
- Additional structures: Barn(s), Shed(s), Utility Building(s)
- Parcel number: 04800000005600 & 04800000005700
- Zoning description: RA Rural Area
- Horse amenities: Barn
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Stick Built
- Foundation: Block, Stone
- Roof: Metal,Other
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1800
Utilities & green energy
- Sewer: Conventional Sewer
- Water: Private, Well
- Utilities for property: Cable Available
Community & HOA
Community
- Features: Pond, Stream
- Security: Surveillance System
- Subdivision: NONE
HOA
- Has HOA: No
Location
- Region: Keswick
Financial & listing details
- Price per square foot: $547/sqft
- Tax assessed value: $676,400
- Annual tax amount: $5,736
- Date on market: 10/29/2026
- Cumulative days on market: 11 days
Estimated market value
$1,816,700
$1.73M - $1.91M
$2,531/mo
Price history
| Date | Event | Price |
|---|---|---|
| 11/5/2026 | Pending sale | $1,945,000$547/sqft |
Source:  CAAR #683546 Report a problem | ||
| 10/29/2026 | Listed for sale | $1,945,000$547/sqft |
Source: CAAR #683546 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,434 +8.2% | $676,400 +6.1% |
| 2024 | $3,174 +9.5% | $637,800 -0.9% |
| 2023 | $2,900 +10.1% | $643,600 +4.3% |
| 2022 | $2,635 +13.5% | $617,200 +6.1% |
| 2021 | $2,321 +3.7% | $581,900 +5.2% |
| 2020 | $2,237 +17.9% | $553,000 +1.1% |
| 2019 | $1,898 +10.9% | $546,800 +11.5% |
| 2018 | $1,712 +96.7% | $490,600 +8.6% |
| 2017 | $870 -42.8% | $451,600 +149.2% |
| 2016 | $1,520 +3.8% | $181,200 +1.3% |
| 2015 | $1,464 | $178,800 +0.5% |
| 2014 | -- | $177,900 +0.1% |
| 2013 | -- | $177,800 -6.8% |
| 2012 | -- | $190,700 -1.4% |
| 2011 | -- | $193,500 -1% |
| 2010 | -- | $195,500 -3.6% |
| 2009 | -- | $202,800 -3.5% |
| 2008 | -- | $210,100 -1.7% |
| 2007 | -- | $213,700 +25.6% |
| 2006 | -- | $170,100 |
| 2005 | -- | $170,100 +12.1% |
| 2004 | -- | $151,700 |
| 2003 | -- | $151,700 +16.4% |
| 2002 | -- | $130,300 |
| 2001 | -- | $130,300 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 22947
Nearby schools
Schools provided by the listing agent
- Elementary: Stony Point
- Middle: Lakeside
- High: Albemarle
Source: CAAR. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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