An 1850s one room school has been artfully repurposed as a delightful country home that is at the head of its class. On a picturesque country road a few miles south of Sperryville, the Old School House has an enviable location near the Shenandoah National Park with easy access to Sperryville and A+ views across one of the loveliest landscapes in Rappahannock County. The Old Jenkins Hollow School has been added to and altered throughout the years and is now a quirky rambling and comfortable country home full of character and creativity. The schoolhouse building is reincarnated as a large living room with soaring ceilings, a fireplace and plenty of windows and glass doors to drink in the spectacular views. A half round window in the gable end allows southern light to splash throughout the room. The kitchen is connected to the living room via a large dining room with a south facing bay window overlooking the front terrace, lovely gardens and the mountains beyond. The kitchen features a long center island, a six-burner gas range, ceramic tiled counters and plenty of storage. On one side, the kitchen opens to a cheerful sunroom and on the other side there is a large screened porch, perfect for al fresco dining. The master suite on the main floor is a spacious room with a cathedral ceiling, gas burning fireplace and lots of natural light. The master bath includes a soaking tub and a steam shower. There is also an office/den currently in use as a media room. It has a skylight, separate access to the rear deck, a bay window with window seat and its own bathroom. On the upper level, there are two more bedrooms, another full bathroom, and an office space. The home features broadband internet. When it is time for recess, you will delight in the outdoor environment created on 10.1 excellent acres. The home is surrounded by ornamental gardens, old stone walls, flowering trees and shrubs. Towering pines and an impressive maple tree shade the outdoor terraces, decks and porches. When school is out, there is a 36 foot x 18 foot pool with screen gazebo for summer fun. The rolling lawns around the house are laced with shade trees and interesting plantings. A small stream fed by springs creates a delightful little lily pond, home to a wonderful chorus of bull frogs. The property includes a detached 2-car garage. The Old School House has easy access to many of the popular attractions in Culpeper, Charlottesville, Madison and Warrenton. Close by is the village of Sperryville that has become the new, thriving heart of Rappahannock County. Before and After, a premier coffee shop; breweries including Pen Druid Brewing and Hopkins AleWorks; Galleries including Haley Fine Art and Thornton River Art; RPK, a wood-fired pizza kitchen along with an excellent Corner Store; Happy Camper, an outdoor gear and lifestyle shop; Stonewall Abbey Wellness and Yoga; and Three Blacksmiths Restaurant are some of the many attractions. Sperryville is also home to the Hair Gallery, multiple restaurants, Copper Fox Distillery, and a 9-hole golf course.
Single-familyProperty Type
1850Year Built
10.13 acresLot Size
$377Est. Price/Sq.Ft.
2 car garageParking
Listed by Cheri Woodard• Cheri Woodard Realty
•540-987-8500 (broker)
•cw@cheriwoodard.com (broker)
Bought with Kerry Shannon• Pearson Smith Realty, LLC
A TREAT FOR THE EYE. Remodeled1850's schoolhouse w/ additions. Big living room (the school) Dining Room is lovely hyphen to a warm and pleasing kitchen w/ sun room & screened porch. Big bedrooms; master (offers fireplace & exotic spa style bath. Watch a game on the kitchen porch TV, walk to national park trail, relax in the pool cabana or reflect quietly by the lily pond. BROADBAND internet!!
Outdoor Living Structures: Porch(es), Screened, Terrace, Patio(s)
Pets Allowed: Yes
Pet Restrictions: No Pet Restrictions
Roof: Shingle
Structure Type: Detached
Other Structures: Garage(s), Office/Studio
Exterior Information
Extensive Hardscape, Outbuilding(s), Stone Retaining Walls
Pool Information
Personal Pool
In Ground, Vinyl
Lot Information
Lot Features: Landscaping, Pond, Secluded, Trees/Wooded
Has Water View
Tidal Water: No
Land Information
Land Assessed Value: $262,000
Above Grade Information
Finished Sq.Ft.: 3,120
Finished Sq.Ft. Source: Assessor
Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor
Financial
Tax Information
County Tax: $3,683
Tax Assessed Value: $549,800
Tax Year: 2020
Tax Annual Amount: $4,013
Assessments Information
Year Assessed: 2020
Lease Information
Lease Considered: No
Utilities
Utilities Information
Broadband
Central Air
Cooling Type: Ceiling Fan(s), Central A/C
Cooling Fuel: Electric
Heat Pump(s), Baseboard - Electric
Heating Fuel: Propane - Leased
Hot Water: Electric
Sewer Septic: On Site Septic, Septic < # of BR
Water Source: Well
Municipal Trash: No
Location
School Information
School District Name: RAPPAHANNOCK COUNTY PUBLIC SCHOOLS
School District Source: Listing Agent
Location Information
Outside City Limits
Directions: From Main Street Sperryville, head SE for . 7 mi. Turn right onto FT Valley Road then continue for about 2 miles. Turn right onto Rolling Road, continue for . 6 mi, and the driveway will be on your right. By Appointment only. Sign on property.
Location Type: Near National Park
Public facts
Beds: 3
Baths: 3.5
Sq. Ft.: 3,120
Stories: 2.0
Lot Size: 10.13 acres
Style: Single Family Residential
Year Built: 1850
Year Renovated: —
County: Rappahannock County
APN: 48 15
Home facts updated by county records on Jun 24, 2026
Around this home
Schools
Rappahannock County Elementary School
Public PreK-7 • Assigned • 7.0mi
6/10
Rappahannock County High School
Public 8-12 • Assigned • 6.5mi
5/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
5/10 Fire Factor
3% chance of being in a wildfire in next 30 years
5/10 Heat Factor
7 days above 104° expected this year, 18 days in 30 years
2/10 Wind Factor
1% chance of strong winds in next 30 years
1/10 Air Factor
0 unhealthy days expected this year, 0 days in 30 years
Provided by First Street
Historical weather
Sperryville, VA • 22740
Average low and high temperatures (°F)
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64
39
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47
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71
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63
78
60
71
48
60
40
46
30
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Sun exposure
In this area, properties receive around 8.9 hours in
June and 4 hours in December, placing it below the
U.S. average for solar exposure.
8.9 hrs
4 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$1.12M – $1.35M
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