Airbnb Properties for Sale in Middleburg, FL

Looking for a vacation rental investment in Middleburg, FL with high ROI ?

Explore a range of newly added short-term rental homes in Middleburg, FL. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Middleburg, FL

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1456 COOPERS HAWK Way MIDDLEBURG, FL Welcome home to a spacious, light-filled home located on a quiet dead-end street, perfect ...	4 beds \| 3 baths \| 2,753 sq.ft.	$530,000	Airbnb cash on cash: 5.86% Traditional cash on cash: 3.66% Airbnb Rental Income: $5300 Traditional Rental Income: $3138 Airbnb ROI: 5.86% Traditional ROI: 3.66%
1884 PARADISE MOORINGS Boulevard MIDDLEBURG, FL Welcome to this beautifully maintained home located in Paradise Moorings a gated waterfron...	4 beds \| 3 baths \| 3,516 sq.ft.	$630,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 3.23% Airbnb Rental Income: $5300 Traditional Rental Income: $3189 Airbnb ROI: 4.99% Traditional ROI: 3.23%
3860 MAGNOLIA Street MIDDLEBURG, FL 235 FEET OF WATERFRONT FOOTAGE! 1.933 ACRES ON BLACK CREEK! HOUSE PAD X FLOOD ZONE NEW MET...	4 beds \| 3 baths \| 2,510 sq.ft.	$629,000	Airbnb cash on cash: 5.62% Traditional cash on cash: 4.79% Airbnb Rental Income: $5300 Traditional Rental Income: $3741 Airbnb ROI: 5.62% Traditional ROI: 4.79%
1703 PELICAN Place MIDDLEBURG, FL Experience the best of waterfront living on beautiful Doctors Lake in this fully renovated...	4 beds \| 3 baths \| 2,659 sq.ft.	$1,325,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 1.47% Airbnb Rental Income: $5300 Traditional Rental Income: $4226 Airbnb ROI: 1.47% Traditional ROI: 1.47%
2817 CAMEL Circle MIDDLEBURG, FL This charming 3-year-old country home sits on 1.53 serene acres, offering the perfect mix ...	4 beds \| 3 baths \| 2,081 sq.ft.	$529,900	Airbnb cash on cash: 7.28% Traditional cash on cash: 4.09% Airbnb Rental Income: $5300 Traditional Rental Income: $2647 Airbnb ROI: 7.28% Traditional ROI: 4.09%
817 SUNNY STROLL Drive MIDDLEBURG, FL Welcome to 817 Sunny Stroll in the heart of Middleburg. This beautifully maintained home o...	4 beds \| 3 baths \| 2,508 sq.ft.	$395,000	Airbnb cash on cash: 8.43% Traditional cash on cash: 7.46% Airbnb Rental Income: $5300 Traditional Rental Income: $3869 Airbnb ROI: 8.43% Traditional ROI: 7.46%
3906 HEATHERBROOK Place MIDDLEBURG, FL Welcome to GreyHawk ! This beautiful two-story home offers 4 bedrooms, 2.5 bathrooms, thou...	4 beds \| 3 baths \| 2,491 sq.ft.	$435,000	Airbnb cash on cash: 8.53% Traditional cash on cash: 4.22% Airbnb Rental Income: $5300 Traditional Rental Income: $2474 Airbnb ROI: 8.53% Traditional ROI: 4.22%
3832 GREAT FALLS Loop MIDDLEBURG, FL BACK ON THE MARKET-Buyer financing fell through! This beautifully maintained 4-bedroom, 3-...	4 beds \| 3 baths \| 2,058 sq.ft.	$349,900	Airbnb cash on cash: 9.9% Traditional cash on cash: 4.2% Airbnb Rental Income: $5300 Traditional Rental Income: $2352 Airbnb ROI: 9.9% Traditional ROI: 4.2%
187 SORREL Street MIDDLEBURG, FL Welcome home to this two-story 4 bedroom, 3 bathroom home with 9' ceilings, located on 1.2...	4 beds \| 3 baths \| 2,046 sq.ft.	$575,000	Airbnb cash on cash: 6.19% Traditional cash on cash: 5.87% Airbnb Rental Income: $5300 Traditional Rental Income: $4058 Airbnb ROI: 6.19% Traditional ROI: 5.87%
1847 AMBERLY Drive MIDDLEBURG, FL PRICE IMPROVEMENT! SHORT SALE PENDING APPROVAL. Offered at $365,000, this newer 4-bedroom,...	4 beds \| 3 baths \| 2,075 sq.ft.	$365,000	Airbnb cash on cash: 9.88% Traditional cash on cash: 5.88% Airbnb Rental Income: $5300 Traditional Rental Income: $2858 Airbnb ROI: 9.88% Traditional ROI: 5.88%
1724 AUSTIN LAKE Way MIDDLEBURG, FL Welcome home to this well maintained newer home located in a gated community with serene l...	4 beds \| 3 baths \| 2,112 sq.ft.	$410,000	Airbnb cash on cash: 8.53% Traditional cash on cash: 4.87% Airbnb Rental Income: $5300 Traditional Rental Income: $2820 Airbnb ROI: 8.53% Traditional ROI: 4.87%
4660 SADDLEHORN Trail MIDDLEBURG, FL Waterfront!!!Beautiful 4-bedroom, 2-bath brick lakefront home situated on 1.24 acre lot on...	4 beds \| 2 baths \| 2,268 sq.ft.	$499,975	Airbnb cash on cash: 6.66% Traditional cash on cash: 4.07% Airbnb Rental Income: $5300 Traditional Rental Income: $3018 Airbnb ROI: 6.66% Traditional ROI: 4.07%
1233 ORCHARD ORIOLE Place MIDDLEBURG, FL Gated Preserve at Two Creeks home with over 3,600 square feet, 4 bedrooms, bonus room, 3-c...	4 beds \| 3 baths \| 3,636 sq.ft.	$575,000	Airbnb cash on cash: 5.28% Traditional cash on cash: 4.06% Airbnb Rental Income: $5300 Traditional Rental Income: $3576 Airbnb ROI: 5.28% Traditional ROI: 4.06%
2810 RAVINES Road MIDDLEBURG, FL MOTIVATED SELLER! Beautifully maintained all-brick home in the gated community of The Ravi...	4 beds \| 3 baths \| 2,451 sq.ft.	$495,000	Airbnb cash on cash: 7.38% Traditional cash on cash: 4.99% Airbnb Rental Income: $5300 Traditional Rental Income: $3118 Airbnb ROI: 7.38% Traditional ROI: 4.99%
3841 HEATHERBROOK Place MIDDLEBURG, FL Welcome to luxury living in the highly sought after Grey Hawk community in Jacksonville. T...	4 beds \| 2 baths \| 2,268 sq.ft.	$400,000	Airbnb cash on cash: 8.15% Traditional cash on cash: 2.86% Airbnb Rental Income: $5300 Traditional Rental Income: $2245 Airbnb ROI: 8.15% Traditional ROI: 2.86%
1229 CACTUS CUT Road MIDDLEBURG, FL Lovely 4 bedroom 2 bath home in highly sought after Fox Meadow Equestrian neighborhood. Fo...	4 beds \| 2 baths \| 2,194 sq.ft.	$499,900	Airbnb cash on cash: 7.3% Traditional cash on cash: 3.08% Airbnb Rental Income: $5300 Traditional Rental Income: $2254 Airbnb ROI: 7.3% Traditional ROI: 3.08%
4207 CHERRY LAKE Lane MIDDLEBURG, FL **Price Reduced*Welcome to this beautifully maintained, like-new home located in the d...	4 beds \| 3 baths \| 2,505 sq.ft.	$430,000	Airbnb cash on cash: 8.32% Traditional cash on cash: 4.55% Airbnb Rental Income: $5300 Traditional Rental Income: $2709 Airbnb ROI: 8.32% Traditional ROI: 4.55%
4555 TARRAGON Avenue MIDDLEBURG, FL Custom built and well loved home with abundant wildlife that abuts Bull Creek! Open living...	4 beds \| 2 baths \| 2,183 sq.ft.	$569,999	Airbnb cash on cash: 6.75% Traditional cash on cash: 3.22% Airbnb Rental Income: $5300 Traditional Rental Income: $2353 Airbnb ROI: 6.75% Traditional ROI: 3.22%
2954 RAVINES Road MIDDLEBURG, FL If you are looking for a Large Lot on a Wooded Nature Lot where you'll constantly see DEER...	4 beds \| 3 baths \| 3,532 sq.ft.	$479,000	Airbnb cash on cash: 7.61% Traditional cash on cash: 5.76% Airbnb Rental Income: $5300 Traditional Rental Income: $3398 Airbnb ROI: 7.61% Traditional ROI: 5.76%
1509 LAKE FOXMEADOW Road MIDDLEBURG, FL Rarely available nearly-new estate (built 2023) situated on a full-acre pond-front lot in ...	4 beds \| 3 baths \| 2,437 sq.ft.	$575,000	Airbnb cash on cash: 5.77% Traditional cash on cash: 3.35% Airbnb Rental Income: $5300 Traditional Rental Income: $2927 Airbnb ROI: 5.77% Traditional ROI: 3.35%
2448 MOON HARBOR Way MIDDLEBURG, FL POOL HOMEWATERFRONT** Fall in love with this charming and cozy, well maintained 4 bed/...	4 beds \| 2 baths \| 2,250 sq.ft.	$430,000	Airbnb cash on cash: 8.63% Traditional cash on cash: 5.7% Airbnb Rental Income: $5300 Traditional Rental Income: $3046 Airbnb ROI: 8.63% Traditional ROI: 5.7%
3921 CLOVERDALE Court MIDDLEBURG, FL Beautifully cared for 2022 Lennar Home This 4 bedroom home offers 3 full baths, a screen...	4 beds \| 3 baths \| 2,028 sq.ft.	$410,000	Airbnb cash on cash: 8.15% Traditional cash on cash: 3.68% Airbnb Rental Income: $5300 Traditional Rental Income: $2511 Airbnb ROI: 8.15% Traditional ROI: 3.68%
3732 CREEK HOLLOW MIDDLEBURG, FL Welcome to this charming home in The Ravines with 24 hour manned gated community, located ...	4 beds \| 4 baths \| 2,520 sq.ft.	$525,000	Airbnb cash on cash: 6.56% Traditional cash on cash: 4.42% Airbnb Rental Income: $5300 Traditional Rental Income: $3178 Airbnb ROI: 6.56% Traditional ROI: 4.42%
2775 RAVINES Road MIDDLEBURG, FL Experience everyday comfort and practicality at 2775 Ravines Rd, where a partial flooring ...	4 beds \| 3 baths \| 2,292 sq.ft.	$502,000	Airbnb cash on cash: 7.1% Traditional cash on cash: 4.15% Airbnb Rental Income: $5300 Traditional Rental Income: $2843 Airbnb ROI: 7.1% Traditional ROI: 4.15%
3093 NAUTILUS Road MIDDLEBURG, FL Beautiful All Brick Home with Saltwater Pool in Doctors Landing Welcome to this well maint...	4 beds \| 3 baths \| 2,252 sq.ft.	$514,900	Airbnb cash on cash: 6.54% Traditional cash on cash: 4.3% Airbnb Rental Income: $5300 Traditional Rental Income: $3151 Airbnb ROI: 6.54% Traditional ROI: 4.3%
3034 NAUTILUS Road MIDDLEBURG, FL Welcome to 3034 Nautilus Road, one of the few pool homes available at this price point nea...	4 beds \| 2 baths \| 2,067 sq.ft.	$445,000	Airbnb cash on cash: 8.36% Traditional cash on cash: 4.83% Airbnb Rental Income: $5300 Traditional Rental Income: $2756 Airbnb ROI: 8.36% Traditional ROI: 4.83%
1322 WARBLER Way MIDDLEBURG, FL Discover the perfect haven for your family in this exquisite 4-bedroom, 3.5-bathroom home,...	4 beds \| 4 baths \| 2,806 sq.ft.	$535,000	Airbnb cash on cash: 5.95% Traditional cash on cash: 5.32% Airbnb Rental Income: $5300 Traditional Rental Income: $3913 Airbnb ROI: 5.95% Traditional ROI: 5.32%

Vacation Rentals in Middleburg

There are 34 vacation rental properties available for sale in the city of Middleburg . The median list price of Airbnb properties available for sale in Middleburg is $388,799 and the average price per square foot is $200. The cash on cash return on vacation rentals in Middleburg is 1.00%. The average monthly short term rental income in Middleburg is $984.

Middleburg, FL Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 34 Airbnb properties available for sale in Middleburg.

In 2026, the best neighborhood to buy short term rental property is MIDDLEBURG.

In June 2026, the average Airbnb occupancy rate in Middleburg is 22%.

Airbnb data on vacation rentals in Middleburg, FL is available at Mashvisor. You can access data such as listings, real-time pricing trends, Middleburg, FL market insights, guest information and booking details, seasonality trends and historical Middleburg, FL Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Middleburg, FL

1456 COOPERS HAWK Way

MIDDLEBURG, FL

4 beds | 3 baths | 2,753 sq.ft.

$530,000

Airbnb cash on cash: 5.86%

Traditional cash on cash: 3.66%

Airbnb Rental Income: $5300

Traditional Rental Income: $3138

Airbnb ROI: 5.86%

Traditional ROI: 3.66%

1884 PARADISE MOORINGS Boulevard

MIDDLEBURG, FL

4 beds | 3 baths | 3,516 sq.ft.

$630,000

Airbnb cash on cash: 4.99%

Traditional cash on cash: 3.23%

Airbnb Rental Income: $5300

Traditional Rental Income: $3189

Airbnb ROI: 4.99%

Traditional ROI: 3.23%

3860 MAGNOLIA Street

MIDDLEBURG, FL

4 beds | 3 baths | 2,510 sq.ft.

$629,000

Airbnb cash on cash: 5.62%

Traditional cash on cash: 4.79%

Airbnb Rental Income: $5300

Traditional Rental Income: $3741

Airbnb ROI: 5.62%

Traditional ROI: 4.79%

1703 PELICAN Place

MIDDLEBURG, FL

4 beds | 3 baths | 2,659 sq.ft.

$1,325,000

Airbnb cash on cash: 1.47%

Traditional cash on cash: 1.47%

Airbnb Rental Income: $5300

Traditional Rental Income: $4226

Airbnb ROI: 1.47%

Traditional ROI: 1.47%

2817 CAMEL Circle

MIDDLEBURG, FL

4 beds | 3 baths | 2,081 sq.ft.

$529,900

Airbnb cash on cash: 7.28%

Traditional cash on cash: 4.09%

Airbnb Rental Income: $5300

Traditional Rental Income: $2647

Airbnb ROI: 7.28%

Traditional ROI: 4.09%

817 SUNNY STROLL Drive

MIDDLEBURG, FL

4 beds | 3 baths | 2,508 sq.ft.

$395,000

Airbnb cash on cash: 8.43%

Traditional cash on cash: 7.46%

Airbnb Rental Income: $5300

Traditional Rental Income: $3869

Airbnb ROI: 8.43%

Traditional ROI: 7.46%

3906 HEATHERBROOK Place

MIDDLEBURG, FL

4 beds | 3 baths | 2,491 sq.ft.

$435,000

Airbnb cash on cash: 8.53%

Traditional cash on cash: 4.22%

Airbnb Rental Income: $5300

Traditional Rental Income: $2474

Airbnb ROI: 8.53%

Traditional ROI: 4.22%

3832 GREAT FALLS Loop

MIDDLEBURG, FL

4 beds | 3 baths | 2,058 sq.ft.

$349,900

Airbnb cash on cash: 9.9%

Traditional cash on cash: 4.2%

Airbnb Rental Income: $5300

Traditional Rental Income: $2352

Airbnb ROI: 9.9%