Real Estate Investment Properties for Sale in Middleburg, VA
Looking for investment property in Middleburg, VA with high ROI ?
Explore a variety of short-term homes & houses in Middleburg, VA. Invest wisely with VRBO & Middleburg, VA Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Middleburg, VA
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
34642 Atoka Chase LnMIDDLEBURG, VABeautifully situated on 11+ acres with view of Blue Ridge, this quality custom 3 Bdrm, 2.... |
5 beds | 4 baths | 3,344 sq.ft. |
$4,395,000 |
Airbnb cash on cash: N/A
|
105 REED StreetMIDDLEBURG, VAA truly enchanting 4-bedroom, 4.5-bath residence nestled in the heart of Middleburg, this ... |
4 beds | 5 baths | 4,489 sq.ft. |
$2,100,000 |
Airbnb cash on cash: -0.72%
|
22282 St Louis RdMIDDLEBURG, VADiscover the hidden gem nestled in the heart of hunt and horse country! This charming 2-be... |
2 beds | 1 baths | 772 sq.ft. |
$469,000 |
Airbnb cash on cash: 0.52%
|
St. Louis RdMIDDLEBURG, VAFor sale are three spectacular agricultural/residential building lots, sold as a package, ... |
4 beds | 3 baths | 4,250 sq.ft. |
$2,045,000 |
Airbnb cash on cash: -0.2%
|
400 MARTINGALE RIDGE DriveMIDDLEBURG, VA**To-be Built** Situated adjacent to the acclaimed Salamander Middleburg in the historic t... |
2 beds | 2 baths | 3,963 sq.ft. |
$2,700,000 |
Airbnb cash on cash: -1.51%
|
4 FOXTROT KNOLL LaneMIDDLEBURG, VAElegant Stables Hunt Box Premiere at the Residences at Salamander - Ready for immediate de... |
4 beds | 4 baths | 5,120 sq.ft. |
$3,550,000 |
Airbnb cash on cash: -1.22%
|
505 MARTINGALE RIDGE DriveMIDDLEBURG, VAElegant Vineyard Hunt Box at the Residences at Salamander completed and ready for move-in ... |
5 beds | 5 baths | 3,993 sq.ft. |
$2,950,000 |
Airbnb cash on cash: N/A
|
208 CHESTNUT StreetMIDDLEBURG, VALOCATION, LOCATION, LOCATION-- 208 Chestnut Street - where comfort, community, and charact... |
2 beds | 2 baths | 2,522 sq.ft. |
$1,100,000 |
Airbnb cash on cash: -0.65%
|
37291 SEABISCUIT PARK PlaceMIDDLEBURG, VAStunning custom-built offering over 10,000 sq. ft. across three levels, combining exceptio... |
5 beds | 7 baths | 8,199 sq.ft. |
$3,875,000 |
Airbnb cash on cash: N/A
|
35162 Notre Dame LnMIDDLEBURG, VA35162 Notre Dame Ln, MIDDLEBURG, VA 20117 | Single Family Residential |
4 beds | 3 baths | 7,167 sq.ft. |
$2,289,000 |
Airbnb cash on cash: -0.92%
|
38793 Chelten LnMIDDLEBURG, VA38793 Chelten Ln, MIDDLEBURG, VA 20117 | Single Family Residential |
5 beds | 8 baths | 16,667 sq.ft. |
$4,995,000 |
Airbnb cash on cash: N/A
|
606 Martingale Ridge DrMIDDLEBURG, VA606 Martingale Ridge Dr, MIDDLEBURG, VA 20117 | Single Family Residential |
4 beds | 4 baths | 3,907 sq.ft. |
$3,359,000 |
Airbnb cash on cash: -1.68%
|
1 FOXTROT KNOLL LaneMIDDLEBURG, VANestled within the prestigious Residences at Salamander, this newly constructed, custom-ex... |
4 beds | 6 baths | 3,882 sq.ft. |
$5,500,000 |
Airbnb cash on cash: -1.73%
|
22244 SAM FRED RoadMIDDLEBURG, VAWelcome to 22244 Sam Fred Rd, Middleburg, VA an Active Working Farm. Nestled in the heart ... |
3 beds | 3 baths | 3,226 sq.ft. |
$1,550,000 |
Airbnb cash on cash: -0.22%
|
Seabiscuit Park PlMIDDLEBURG, VASeabiscuit Park Pl, MIDDLEBURG, VA 20117 | Single Family Residential |
4 beds | 4 baths | 5,374 sq.ft. |
$2,695,000 |
Airbnb cash on cash: -1.14%
|
Lot 3 Little River TpkeMIDDLEBURG, VALot 3 Little River Tpke, MIDDLEBURG, VA 20117 | Other |
N/A beds | N/A baths | N/A |
$1,289,990 |
Airbnb cash on cash: N/A
|
700 W WASHINGTON StreetMIDDLEBURG, VACirca 1938, this storybook stone and frame residence is beautifully nestled in the heart o... |
3 beds | 3 baths | 2,240 sq.ft. |
$1,690,000 |
Airbnb cash on cash: -0.15%
|
12 STONEWALL CTMIDDLEBURG, VAPrivate Condo community within walking distance to shopping, dining and entertainment in... |
2 beds | 3 baths | N/A |
$499,900 |
Airbnb cash on cash: -0.37%
|
23559 PARSONS RoadMIDDLEBURG, VACanterwood presents a rare and compelling offering just moments from the heart of Middlebu... |
4 beds | 5 baths | 4,832 sq.ft. |
$2,900,000 |
Airbnb cash on cash: -0.67%
|
36006 Little River TpkeMIDDLEBURG, VA36006 Little River Tpke, MIDDLEBURG, VA 20117 | Single Family Residential |
3 beds | 3 baths | 2,762 sq.ft. |
$1,550,000 |
Airbnb cash on cash: -0.36%
|
23333 Four Chimneys LnMIDDLEBURG, VA23333 Four Chimneys Ln, MIDDLEBURG, VA 20117 | Single Family Residential |
4 beds | 6 baths | 6,287 sq.ft. |
$2,850,000 |
Airbnb cash on cash: -1.1%
|
20962 Beaverdam Bridge RdMIDDLEBURG, VA20962 Beaverdam Bridge Rd, MIDDLEBURG, VA 20117 | Other |
N/A beds | N/A baths | N/A |
$949,000 |
Airbnb cash on cash: N/A
|
20958 Beaverdam Bridge RdMIDDLEBURG, VA20958 Beaverdam Bridge Rd, MIDDLEBURG, VA 20117 | Other |
N/A beds | N/A baths | N/A |
$949,000 |
Airbnb cash on cash: N/A
|
LOT B - Chestnut StMIDDLEBURG, VALOT B - Chestnut St, MIDDLEBURG, VA 20117 | Other |
N/A beds | N/A baths | N/A |
$549,500 |
Airbnb cash on cash: N/A
|
23084 Affirmed Park CtMIDDLEBURG, VA23084 Affirmed Park Ct, MIDDLEBURG, VA 20117 | Single Family Residential |
4 beds | 4 baths | 6,142 sq.ft. |
$2,845,000 |
Airbnb cash on cash: -1.18%
|
Real Estate investment in Middleburg, VA
There are 25 properties for sale in the city of Middleburg . The median list price in Middleburg is $349,000 and the average price per square foot is $167. In May 2026, the average monthly cash on cash return in Middleburg is N/A%. The average monthly rental income in Middleburg is $2,913.