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Prime location in The Plains for restaurant with a large stone patio, ample onsite and street parking, and adjacent residential structure. Restaurant includes 3 patron entrances with a convenient, separate tavern entrance if desired. Stunning heart of pine post & beam construction and floors in main dining area, impressive, exposed stonework throughout, vaulted ceiling with an upper landing for additional seating. Tavern area has slate and cherry floors and attractive custom heart of pine cabinetry. Current capacity is 125 people inside with an additional 60 people for outdoor dining. The outdoor space includes a generous sized stone chimney and koi pond. Offering includes 2 parcels (0.99 acres total), one parcel with a well-established restaurant and second parcel with a 3 bedroom/1 bath home. Residential structure need rehab on exterior, but in good condition inside. Excellent opportunity in Virginia horse & wine country. Minutes from Exit 31 on Route 66, 10 minutes from downtown Middleburg, and within an hour of Washington DC. Sale includes real estate only.
From Middleburg: Go south on 626 (The Plains Rd) for 8 miles to restaurant on right just past railroad tracks and Stuart Stuart St. From I-66: Take exit 31 (245) (Old Tavern Rd) to Main St (55) to left on Loudoun Av to Restaurant on left.
Source: School Digger
Public • PK - 5 • Serves this home
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Public • 6 - 8 • Serves this home
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Public • PK - 5 • Serves this home
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Public • 6 - 8 • Serves this home
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Private • PK - 12
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Source: Public Records
| Date | Event | Price |
|---|---|---|
| 12/09/2022 | Active | $1,950,000.00 |
| Street Address | Beds | Baths | Sold Date | List Price | Valuation Date | Valuation Price |
|---|---|---|---|---|---|---|
| 4035 RECTORTOWN ROAD | Listing | 3 | 2 | Oct 21, 2025 | $534,900 | Mar 21, 2024 | $1,626,601 |
| 2415 YOUNGS DRIVE | 3 | 2 | Oct 21, 2025 | $545,000 | Nov 09, 2025 | - |
| 7242 BUNKER HILL ROAD | Listing | 3 | 3 | Oct 21, 2025 | $400,000 | Mar 21, 2024 | $538,819 |
| 2315 LOOKOUT ROAD | Listing | 4 | 3 | Nov 06, 2025 | $699,900 | Mar 21, 2024 | $689,332 |
| 8887 WOODWARD ROAD | Listing | 4 | 5 | Oct 21, 2025 | $1,350,000 | May 21, 2024 | $1,399,410 |
| 6868 MOONSTONE PEONY LANE | 3 | 3 | Sep 15, 2025 | $825,140 | Nov 09, 2025 | - |
| 5281 HILLSIDE DRIVE | 5 | 4 | Oct 17, 2025 | $1,151,109 | Nov 09, 2025 | - |
| 9110 KINGSTON ROAD | 3 | 4 | Sep 14, 2025 | $899,990 | Nov 09, 2025 | - |
| 9100 KINGSTON ROAD | 3 | 5 | Sep 26, 2025 | $949,990 | Nov 09, 2025 | - |
| 5313 HILLSIDE DRIVE | 5 | 4 | Sep 22, 2025 | $1,065,000 | Nov 09, 2025 | - |
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | 2,225 | 198 | 72,547 | 335,858,263 |
| Population Density | 40 | 749 | 112 | 95 |
| People per Household | 2.4 | 2.4 | 2.7 | 2.6 |
| Median Age | 48.2 | 48 | 43.6 | 39.1 |
| Median Income | $94,069 | $104,121 | $103,098 | $66,222 |
| Average Income | $60,190 | $63,738 | $46,389 | $35,475 |
| Cost of Living Index | 97 | 98 | 109 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | 21.49°F | 21.49°F | 23.5°F | 22.6°F |
| July Avg. High Temp | 83.65°F | 83.65°F | 84.2°F | 86.2°F |
| Annual Precipitation | 43.86" | 43.86" | 43.36" | 38" |
43/100
Walk Score ®
9/100
Bike Score ®
The average walkability score in the surrounding area is Walk Score: 2/100, Transit Score: 0/100, Bike Score: 9/100.
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Upper Field, Fauquier County, VA, USA
Recreation • Entertainment
0.51 mi
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686 ft
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686 ft
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Upper Field, Fauquier County, VA, USA
Recreation • Entertainment
0.51 mi
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0 bds • 0 ba • 4,100 sqft
199 UNION STREET, OCCOQUAN, VA 22125
0 bds • 0 ba • 4,560 sqft
109 S FAIRFAX STREET, ALEXANDRIA, VA 22314
0 bds • 0 ba • 4,137 sqft
701 MADISON STREET NW, WASHINGTON, DC 20011
0 bds • 0 ba • 4,000 sqft
1201 NEW JERSEY AVENUE NW, WASHINGTON, DC 20001
0 bds • 0 ba • 3,621 sqft
337 H STREET NE, WASHINGTON, DC 20002
0 bds • 0 ba • 3,540 sqft
2245 CRAIN HIGHWAY, WALDORF, MD 20601
Source: Realty.com
4244 Loudoun Avenue, The Plains, VA 20198 is a Mixed Use, Business Opportunities, Commercial property listed for $1,950,000 The property is 4000 sq. ft with 0 bedrooms and 0 bathrooms
Realty.com has 23 photos of 4244 Loudoun Avenue.
Our records indicate that 4244 Loudoun Avenue was built in 1983.
The full address for this home is 4244 Loudoun Avenue, The Plains, VA 20198.
4244 Loudoun Avenue has been listed on Realty.com since Fri December 09, 2022
Most errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 2/100, Transit Score: 0/100, Bike Score: 9/100.
There are 2 schools assigned to this home. Check out the schools near 4244 Loudoun Avenue. W G Coleman Elementary School (Grades: PK - 5), Marshall Middle School (Grades: 6 - 8)
Listing provided courtesy of:
Ttr Sotheby's International Realty
(tel: 540-212-9993)
Listing agent:
Laura Farrell
(tel: 540-395-1680)
(#3068046)
This content last refreshed on 2025-11-09 13:40:11. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 4244 Loudoun Avenue, The Plains, VA 20198 : MLS# VAFQ2007048