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. |
$3,899,900 |
Airbnb cash on cash: -1.04%
|
23375 POTTS MILL RoadMIDDLEBURG, VAMAJOR PRICE REDUCTION This idyllic property combines sophisticated modern design with prac... |
2 beds | 3 baths | 1,831 sq.ft. |
$1,399,999 |
Airbnb cash on cash: -0.2%
|
105 Reed StMIDDLEBURG, VAA truly enchanting 4-bedroom, 4.5-bath residence nestled in the heart of Middleburg, this ... |
4 beds | 4 baths | 4,489 sq.ft. |
$1,975,000 |
Airbnb cash on cash: -0.38%
|
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. |
$449,900 |
Airbnb cash on cash: 2.52%
|
38386 Little River TpkeMIDDLEBURG, VAWelcome home to Woodland Farm: a legacy equestrian estate in the heart of Loudoun County. ... |
5 beds | 4 baths | 4,893 sq.ft. |
$2,695,000 |
Airbnb cash on cash: -1.45%
|
400 Martingale Ridge DrMIDDLEBURG, 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: -1.18%
|
4 Foxtrot Knoll LnMIDDLEBURG, 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: -1.04%
|
505 Martingale Ridge DrMIDDLEBURG, 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: -1.52%
|
208 Chestnut StMIDDLEBURG, 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: 0.15%
|
37291 Seabiscuit Park PlMIDDLEBURG, VAStunning custom-built offering over 10,000 sq. ft. across three levels, combining exceptio... |
5 beds | 5 baths | 8,199 sq.ft. |
$3,875,000 |
Airbnb cash on cash: -1%
|
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: -0.64%
|
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: -1.7%
|
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: -1.48%
|
1 Foxtrot Knoll LnMIDDLEBURG, VANestled within the prestigious Residences at Salamander, this newly constructed, custom-ex... |
4 beds | 4 baths | 3,882 sq.ft. |
$5,500,000 |
Airbnb cash on cash: -1.61%
|
Seabiscuit Park PlMIDDLEBURG, VACarrington Homes at Banbury Cross Reserve is a unique community of 3-4 acre homesites in p... |
4 beds | 4 baths | 5,374 sq.ft. |
$2,695,000 |
Airbnb cash on cash: -0.21%
|
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 StMIDDLEBURG, VACirca 1938, this storybook stone and frame residence is beautifully nestled in the heart o... |
3 beds | 2 baths | 2,240 sq.ft. |
$1,625,000 |
Airbnb cash on cash: 0.19%
|
23559 Parsons RdMIDDLEBURG, VACanterwood presents a rare and compelling offering just moments from the heart of Middlebu... |
4 beds | 3 baths | 4,832 sq.ft. |
$2,700,000 |
Airbnb cash on cash: -0.4%
|
36006 Little River TpkeMIDDLEBURG, VA36006 Little River Tpke, MIDDLEBURG, VA 20117 | Single Family Residential |
3 beds | 3 baths | 2,792 sq.ft. |
$1,395,000 |
Airbnb cash on cash: 0.17%
|
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: -0.87%
|
20962 Beaverdam Bridge RdMIDDLEBURG, VA20962 Beaverdam Bridge Rd, MIDDLEBURG, VA 20117 | Other |
N/A beds | N/A baths | N/A |
$874,000 |
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 |
$849,000 |
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
|
34520 Atoka Chase LnMIDDLEBURG, VASpecial home and property set in Virginia's famed Hunt Country just west of Middleburg, th... |
3 beds | 2 baths | 2,946 sq.ft. |
$2,700,000 |
Airbnb cash on cash: -0.44%
|
6428 John S Mosby HwyMIDDLEBURG, VAAlso know as 1548 Weston Lane. Charming stucco cottage beautifully renovated from top to b... |
4 beds | 3 baths | 2,608 sq.ft. |
$795,000 |
Airbnb cash on cash: 1.89%
|
406 E Washington StMIDDLEBURG, VA406 E Washington St, MIDDLEBURG, VA 20117 | Single Family Residential |
3 beds | 2 baths | 3,956 sq.ft. |
$1,950,000 |
Airbnb cash on cash: -0.4%
|
36190 Turkey Roost RdMIDDLEBURG, VA36190 Turkey Roost Rd, MIDDLEBURG, VA 20117 | Single Family Residential |
4 beds | 4 baths | 4,499 sq.ft. |
$2,850,000 |
Airbnb cash on cash: -0.87%
|
12 Orange DrMIDDLEBURG, VA12 Orange Dr, MIDDLEBURG, VA 20117 | Townhouse |
4 beds | 4 baths | 4,158 sq.ft. |
$1,445,000 |
Airbnb cash on cash: 0.05%
|
107 WalnutMIDDLEBURG, VATucked beneath mature shade trees in the heart of Middleburg, this five-bedroom farmhouse ... |
5 beds | 3 baths | 2,358 sq.ft. |
$948,800 |
Airbnb cash on cash: -1.29%
|
Real Estate investment in Middleburg, VA
There are 30 properties for sale in the city of Middleburg . The median list price in Middleburg is $843,335 and the average price per square foot is $401. In July 2026, the average monthly cash on cash return in Middleburg is N/A%. The average monthly rental income in Middleburg is $3,077.