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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2030 WAYFARE Lane MIDDLEBURG, FL Discover the perfect blend of space, privacy, and opportunity at 2030 Wayfare Ln. Situated...	4 beds \| 3 baths \| 2,184 sq.ft.	$559,000	Airbnb cash on cash: 6.24% Traditional cash on cash: 3.93% Airbnb Rental Income: $5300 Traditional Rental Income: $3020 Airbnb ROI: 6.24% Traditional ROI: 3.93%
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.	$550,000	Airbnb cash on cash: 5.61% Traditional cash on cash: 3.49% Airbnb Rental Income: $5300 Traditional Rental Income: $3138 Airbnb ROI: 5.61% Traditional ROI: 3.49%
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.	$648,000	Airbnb cash on cash: 4.83% Traditional cash on cash: 3.11% Airbnb Rental Income: $5300 Traditional Rental Income: $3189 Airbnb ROI: 4.83% Traditional ROI: 3.11%
3024 LONGLEAF RANCH Circle MIDDLEBURG, FL Welcome to 3024 Longleaf Ranch Circle, a beautifully maintained home located in the desira...	4 beds \| 2 baths \| 1,728 sq.ft.	$425,000	Airbnb cash on cash: 8.12% Traditional cash on cash: 2.83% Airbnb Rental Income: $5300 Traditional Rental Income: $2121 Airbnb ROI: 8.12% Traditional ROI: 2.83%
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.	$1,399,900	Airbnb cash on cash: 1.29% Traditional cash on cash: 1.29% Airbnb Rental Income: $5300 Traditional Rental Income: $4226 Airbnb ROI: 1.29% Traditional ROI: 1.29%
4505 RANCH PINES Way MIDDLEBURG, FL Welcome to 4505 Ranch Pines Way-where space, privacy, and comfort come together in the hea...	4 beds \| 2 baths \| 1,867 sq.ft.	$389,000	Airbnb cash on cash: 9.4% Traditional cash on cash: 3.41% Airbnb Rental Income: $5300 Traditional Rental Income: $2043 Airbnb ROI: 9.4% Traditional ROI: 3.41%
2971 TUSCARORA Trail MIDDLEBURG, FL Welcome to this beautifully maintained home in the desirable community of Ridaught Landing...	4 beds \| 2 baths \| 1,770 sq.ft.	$369,000	Airbnb cash on cash: 9.55% Traditional cash on cash: 5.5% Airbnb Rental Income: $5300 Traditional Rental Income: $2825 Airbnb ROI: 9.55% Traditional ROI: 5.5%
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%
3001 NAUTILUS Road MIDDLEBURG, FL Welcome home to this beautiful brick residence tucked away in a quiet cul-de-sac in a sere...	4 beds \| 2 baths \| 2,913 sq.ft.	$419,000	Airbnb cash on cash: 8.15% Traditional cash on cash: 5.25% Airbnb Rental Income: $5300 Traditional Rental Income: $3089 Airbnb ROI: 8.15% Traditional ROI: 5.25%
5012 LAUREL Street MIDDLEBURG, FL Tranquil, private oasis built in 2024! Drive through the gated front to this custom home t...	4 beds \| 3 baths \| 2,245 sq.ft.	$689,900	Airbnb cash on cash: 5.37% Traditional cash on cash: 4.92% Airbnb Rental Income: $5300 Traditional Rental Income: $3938 Airbnb ROI: 5.37% Traditional ROI: 4.92%
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.	$597,490	Airbnb cash on cash: 5.92% Traditional cash on cash: 5.62% Airbnb Rental Income: $5300 Traditional Rental Income: $4058 Airbnb ROI: 5.92% Traditional ROI: 5.62%
1847 AMBERLY Drive MIDDLEBURG, FL Assumable VA loan at 3.375%! Smarter living starts here in this beautifully maintained, en...	4 beds \| 3 baths \| 2,075 sq.ft.	$423,000	Airbnb cash on cash: 8.4% Traditional cash on cash: 4.95% Airbnb Rental Income: $5300 Traditional Rental Income: $2858 Airbnb ROI: 8.4% Traditional ROI: 4.95%
4053 TRAIL RIDGE Road MIDDLEBURG, FL SPECIAL FINANCING - LOW FIXED INTEREST RATE OPPORTUNITIES WITH FULL PRICE OFFER, THROUGH P...	4 beds \| 3 baths \| 2,347 sq.ft.	$359,900	Airbnb cash on cash: 9.1% Traditional cash on cash: 5% Airbnb Rental Income: $5300 Traditional Rental Income: $2843 Airbnb ROI: 9.1% Traditional ROI: 5%
1285 HATCHER Road MIDDLEBURG, FL 5.64-Acre Multi-Parcel Opportunity in Middleburg-Home + 3 Vacant Lots'' A rare offering in...	4 beds \| 3 baths \| 3,506 sq.ft.	$965,000	Airbnb cash on cash: 2.72% Traditional cash on cash: 2.62% Airbnb Rental Income: $5300 Traditional Rental Income: $4142 Airbnb ROI: 2.72% Traditional ROI: 2.62%
1724 AUSTIN LAKE Way MIDDLEBURG, FL Almost new 4-bedroom, 3-bath lakefront home with a 2-car garage in the gated Linda Lakes c...	4 beds \| 3 baths \| 2,112 sq.ft.	$439,000	Airbnb cash on cash: 7.91% Traditional cash on cash: 4.48% Airbnb Rental Income: $5300 Traditional Rental Income: $2820 Airbnb ROI: 7.91% Traditional ROI: 4.48%
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.	$516,899	Airbnb cash on cash: 6.41% Traditional cash on cash: 3.91% Airbnb Rental Income: $5300 Traditional Rental Income: $3018 Airbnb ROI: 6.41% Traditional ROI: 3.91%
3243 FIRESIDE Drive MIDDLEBURG, FL Tucked beneath mature trees in Villages of Fireside, this private brick pool home sits on ...	4 beds \| 2 baths \| 2,112 sq.ft.	$485,000	Airbnb cash on cash: 7.09% Traditional cash on cash: 4.36% Airbnb Rental Income: $5300 Traditional Rental Income: $2989 Airbnb ROI: 7.09% Traditional ROI: 4.36%
3852 HEATHERBROOK Place MIDDLEBURG, FL Where space, style and design come together. Four bedrooms and three baths an open kitchen...	4 beds \| 3 baths \| 2,654 sq.ft.	$480,000	Airbnb cash on cash: 6.24% Traditional cash on cash: 3.82% Airbnb Rental Income: $5300 Traditional Rental Income: $3143 Airbnb ROI: 6.24% Traditional ROI: 3.82%
1795 HIDEAWAY HILL Court MIDDLEBURG, FL Beautifully maintained 4-bedroom, 2-bath home with a desirable split-bedroom floor plan. F...	4 beds \| 2 baths \| 2,465 sq.ft.	$460,000	Airbnb cash on cash: 7.58% Traditional cash on cash: 4.12% Airbnb Rental Income: $5300 Traditional Rental Income: $2737 Airbnb ROI: 7.58% Traditional ROI: 4.12%
3986 COUNTRY MEADOWS Drive MIDDLEBURG, FL Welcome to this charming home located on Country Meadows Dr in Middleburg. This delightful...	4 beds \| 2 baths \| 1,759 sq.ft.	$379,000	Airbnb cash on cash: 9.7% Traditional cash on cash: 5.63% Airbnb Rental Income: $5300 Traditional Rental Income: $2782 Airbnb ROI: 9.7% Traditional ROI: 5.63%
1233 ORCHARD ORIOLE Place MIDDLEBURG, FL Welcome home to this spacious 4 bedroom, 3 bath property in the gated Preserve at Two Cree...	4 beds \| 3 baths \| 3,636 sq.ft.	$590,000	Airbnb cash on cash: 5.12% Traditional cash on cash: 3.94% Airbnb Rental Income: $5300 Traditional Rental Income: $3576 Airbnb ROI: 5.12% Traditional ROI: 3.94%
2567 HORSESHOE BEND Road MIDDLEBURG, FL Impressive custom built home on one acre. Turn into the grand circular driveway with plent...	4 beds \| 3 baths \| 2,731 sq.ft.	$585,000	Airbnb cash on cash: 6.09% Traditional cash on cash: 4.71% Airbnb Rental Income: $5300 Traditional Rental Income: $3479 Airbnb ROI: 6.09% Traditional ROI: 4.71%
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.	$505,000	Airbnb cash on cash: 7.22% Traditional cash on cash: 4.87% Airbnb Rental Income: $5300 Traditional Rental Income: $3118 Airbnb ROI: 7.22% Traditional ROI: 4.87%
2725 RAVINE HILL Drive MIDDLEBURG, FL Well maintained two story home with fenced backyard overlooking a pond. Ceramic tile and l...	4 beds \| 3 baths \| 2,280 sq.ft.	$369,000	Airbnb cash on cash: 9.56% Traditional cash on cash: 4.61% Airbnb Rental Income: $5300 Traditional Rental Income: $2514 Airbnb ROI: 9.56% Traditional ROI: 4.61%
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.	$430,000	Airbnb cash on cash: 7.52% Traditional cash on cash: 2.6% Airbnb Rental Income: $5300 Traditional Rental Income: $2245 Airbnb ROI: 7.52% Traditional ROI: 2.6%
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.	$525,000	Airbnb cash on cash: 6.91% Traditional cash on cash: 2.89% Airbnb Rental Income: $5300 Traditional Rental Income: $2254 Airbnb ROI: 6.91% Traditional ROI: 2.89%
4207 CHERRY LAKE Lane MIDDLEBURG, FL Welcome to this beautifully maintained, like new home offering 4 bedrooms and 3 bathrooms,...	4 beds \| 3 baths \| 2,505 sq.ft.	$450,000	Airbnb cash on cash: 7.91% Traditional cash on cash: 4.3% Airbnb Rental Income: $5300 Traditional Rental Income: $2709 Airbnb ROI: 7.91% Traditional ROI: 4.3%
4555 Tarragon Ave 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.	$575,000	Airbnb cash on cash: 6.68% Traditional cash on cash: 3.19% Airbnb Rental Income: $5300 Traditional Rental Income: $2353 Airbnb ROI: 6.68% Traditional ROI: 3.19%
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.	$499,000	Airbnb cash on cash: 7.27% Traditional cash on cash: 5.49% Airbnb Rental Income: $5300 Traditional Rental Income: $3398 Airbnb ROI: 7.27% Traditional ROI: 5.49%
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.	$585,000	Airbnb cash on cash: 5.66% Traditional cash on cash: 3.28% Airbnb Rental Income: $5300 Traditional Rental Income: $2927 Airbnb ROI: 5.66% Traditional ROI: 3.28%

Vacation Rentals in Middleburg

There are 37 vacation rental properties available for sale in the city of Middleburg . The median list price of Airbnb properties available for sale in Middleburg is $339,900 and the average price per square foot is $172. 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 37 Airbnb properties available for sale in Middleburg.

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

In May 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

2030 WAYFARE Lane

MIDDLEBURG, FL

4 beds | 3 baths | 2,184 sq.ft.

$559,000

Airbnb cash on cash: 6.24%

Traditional cash on cash: 3.93%

Airbnb Rental Income: $5300

Traditional Rental Income: $3020

Airbnb ROI: 6.24%

Traditional ROI: 3.93%

1456 COOPERS HAWK Way

MIDDLEBURG, FL

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

$550,000

Airbnb cash on cash: 5.61%

Traditional cash on cash: 3.49%

Airbnb Rental Income: $5300

Traditional Rental Income: $3138

Airbnb ROI: 5.61%

Traditional ROI: 3.49%

1884 PARADISE MOORINGS Boulevard

MIDDLEBURG, FL

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

$648,000

Airbnb cash on cash: 4.83%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $5300

Traditional Rental Income: $3189

Airbnb ROI: 4.83%

Traditional ROI: 3.11%

3024 LONGLEAF RANCH Circle

MIDDLEBURG, FL

4 beds | 2 baths | 1,728 sq.ft.

$425,000

Airbnb cash on cash: 8.12%

Traditional cash on cash: 2.83%

Airbnb Rental Income: $5300

Traditional Rental Income: $2121

Airbnb ROI: 8.12%

Traditional ROI: 2.83%

1703 PELICAN Place

MIDDLEBURG, FL

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

$1,399,900

Airbnb cash on cash: 1.29%

Traditional cash on cash: 1.29%

Airbnb Rental Income: $5300

Traditional Rental Income: $4226

Airbnb ROI: 1.29%

Traditional ROI: 1.29%

4505 RANCH PINES Way

MIDDLEBURG, FL

4 beds | 2 baths | 1,867 sq.ft.

$389,000

Airbnb cash on cash: 9.4%

Traditional cash on cash: 3.41%

Airbnb Rental Income: $5300

Traditional Rental Income: $2043

Airbnb ROI: 9.4%

Traditional ROI: 3.41%

2971 TUSCARORA Trail

MIDDLEBURG, FL

4 beds | 2 baths | 1,770 sq.ft.

$369,000

Airbnb cash on cash: 9.55%

Traditional cash on cash: 5.5%

Airbnb Rental Income: $5300

Traditional Rental Income: $2825

Airbnb ROI: 9.55%

Traditional ROI: 5.5%

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%