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
2982 CHIEF RIDAUGHT Trail MIDDLEBURG, FL Unbeatable value: 2.75% Assumable Interest rate! Stop your search! This is a rare opportun...	4 beds \| 2 baths \| 1,975 sq.ft.	$325,000	Airbnb cash on cash: 8.68% Traditional cash on cash: 5.57% Airbnb Rental Income: $4214 Traditional Rental Income: $2371 Airbnb ROI: 8.68% Traditional ROI: 5.57%
721 TARA FARMS Drive MIDDLEBURG, FL Discover the perfect blend of modern comfort and Florida's natural beauty with this beauti...	4 beds \| 3 baths \| 1,863 sq.ft.	$456,000	Airbnb cash on cash: 4.61% Traditional cash on cash: 2.46% Airbnb Rental Income: $4214 Traditional Rental Income: $2405 Airbnb ROI: 4.61% Traditional ROI: 2.46%
3011 ANGORA BAY Drive MIDDLEBURG, FL Lovely like new house w/ 4 Bedrooms & 2 Baths. Located on a corner as you first enter Ango...	4 beds \| 2 baths \| 2,004 sq.ft.	$359,900	Airbnb cash on cash: 7.57% Traditional cash on cash: 4.47% Airbnb Rental Income: $4214 Traditional Rental Income: $2275 Airbnb ROI: 7.57% Traditional ROI: 4.47%
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: 4.03% Traditional cash on cash: 3.66% Airbnb Rental Income: $4214 Traditional Rental Income: $3138 Airbnb ROI: 4.03% Traditional ROI: 3.66%
2882 TUSCARORA Trail MIDDLEBURG, FL Welcome to 2882 Tuscarora Trail in Middleburg! This home offers a fantastic opportunity to...	4 beds \| 2 baths \| 1,714 sq.ft.	$310,000	Airbnb cash on cash: 8.66% Traditional cash on cash: 4.86% Airbnb Rental Income: $4214 Traditional Rental Income: $2216 Airbnb ROI: 8.66% Traditional ROI: 4.86%
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.	$625,900	Airbnb cash on cash: 3.48% Traditional cash on cash: 3.25% Airbnb Rental Income: $4214 Traditional Rental Income: $3189 Airbnb ROI: 3.48% Traditional ROI: 3.25%
1207 CAMP RIDGE Lane MIDDLEBURG, FL Nestled in the family-friendly community of Pine Ridge, 1207 Camp Ridge is a beautifully m...	4 beds \| 2 baths \| 1,896 sq.ft.	$325,000	Airbnb cash on cash: 8.05% Traditional cash on cash: 4.18% Airbnb Rental Income: $4214 Traditional Rental Income: $2141 Airbnb ROI: 8.05% Traditional ROI: 4.18%
747 SUNNY STROLL Drive MIDDLEBURG, FL Your new home awaits in the beautiful neighborhood of Kindle Wood. This bright open 4 bedr...	4 beds \| 3 baths \| 2,477 sq.ft.	$379,900	Airbnb cash on cash: 6.67% Traditional cash on cash: 5.56% Airbnb Rental Income: $4214 Traditional Rental Income: $2925 Airbnb ROI: 6.67% Traditional ROI: 5.56%
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.	$519,900	Airbnb cash on cash: 5.57% Traditional cash on cash: 4.18% Airbnb Rental Income: $4214 Traditional Rental Income: $2647 Airbnb ROI: 5.57% Traditional ROI: 4.18%
5684 MAVERICK Road MIDDLEBURG, FL Two Homes. Nearly 1.5 Acres. Fully Renovated. Welcome to the lifestyle you've been searchi...	4 beds \| 3 baths \| 2,324 sq.ft.	$460,000	Airbnb cash on cash: 5.36% Traditional cash on cash: 4.25% Airbnb Rental Income: $4214 Traditional Rental Income: $2844 Airbnb ROI: 5.36% Traditional ROI: 4.25%
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: 6.3% Traditional cash on cash: 4.22% Airbnb Rental Income: $4214 Traditional Rental Income: $2474 Airbnb ROI: 6.3% Traditional ROI: 4.22%
2916 STONEGATE Lane MIDDLEBURG, FL Meticulously maintained and move-in ready, this beautifully updated 4-bedroom, 2-bath conc...	4 beds \| 2 baths \| 1,868 sq.ft.	$339,000	Airbnb cash on cash: 8.19% Traditional cash on cash: 4.1% Airbnb Rental Income: $4214 Traditional Rental Income: $2019 Airbnb ROI: 8.19% Traditional ROI: 4.1%
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: 7.24% Traditional cash on cash: 5.88% Airbnb Rental Income: $4214 Traditional Rental Income: $2858 Airbnb ROI: 7.24% 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: 6.18% Traditional cash on cash: 4.87% Airbnb Rental Income: $4214 Traditional Rental Income: $2820 Airbnb ROI: 6.18% 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.	$475,000	Airbnb cash on cash: 5.02% Traditional cash on cash: 4.33% Airbnb Rental Income: $4214 Traditional Rental Income: $3018 Airbnb ROI: 5.02% Traditional ROI: 4.33%
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: 5.43% Traditional cash on cash: 4.99% Airbnb Rental Income: $4214 Traditional Rental Income: $3118 Airbnb ROI: 5.43% Traditional ROI: 4.99%
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.	$349,000	Airbnb cash on cash: 7.4% Traditional cash on cash: 4.93% Airbnb Rental Income: $4214 Traditional Rental Income: $2514 Airbnb ROI: 7.4% Traditional ROI: 4.93%
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: 5.74% Traditional cash on cash: 2.86% Airbnb Rental Income: $4214 Traditional Rental Income: $2245 Airbnb ROI: 5.74% 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: 5.36% Traditional cash on cash: 3.08% Airbnb Rental Income: $4214 Traditional Rental Income: $2254 Airbnb ROI: 5.36% 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: 6.07% Traditional cash on cash: 4.55% Airbnb Rental Income: $4214 Traditional Rental Income: $2709 Airbnb ROI: 6.07% 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: 5.05% Traditional cash on cash: 3.22% Airbnb Rental Income: $4214 Traditional Rental Income: $2353 Airbnb ROI: 5.05% Traditional ROI: 3.22%
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: 4.09% Traditional cash on cash: 3.35% Airbnb Rental Income: $4214 Traditional Rental Income: $2927 Airbnb ROI: 4.09% Traditional ROI: 3.35%
195 YUCCA Street MIDDLEBURG, FL Newly renovated and updated 4-bedroom, 2-bathroom home situated on over an acre of beautif...	4 beds \| 2 baths \| 2,128 sq.ft.	$279,900	Airbnb cash on cash: 9.96% Traditional cash on cash: 6.42% Airbnb Rental Income: $4214 Traditional Rental Income: $2389 Airbnb ROI: 9.96% Traditional ROI: 6.42%
3971 WHITE PELICAN Way MIDDLEBURG, FL Welcome to this beautifully maintained 4-bedroom, 2-bath one-story home in the desirable T...	4 beds \| 2 baths \| 1,822 sq.ft.	$330,000	Airbnb cash on cash: 7.92% Traditional cash on cash: 4.75% Airbnb Rental Income: $4214 Traditional Rental Income: $2340 Airbnb ROI: 7.92% Traditional ROI: 4.75%
3291 CHIMNEY Drive MIDDLEBURG, FL Welcome to this classic 4-bedroom, 2-bath brick home in the charming Villages of Fireside ...	4 beds \| 2 baths \| 2,100 sq.ft.	$355,000	Airbnb cash on cash: 8.04% Traditional cash on cash: 5.43% Airbnb Rental Income: $4214 Traditional Rental Income: $2452 Airbnb ROI: 8.04% Traditional ROI: 5.43%
1341 CAMP RIDGE Lane MIDDLEBURG, FL Spacious and beautifully designed 4-bedroom, 2-bath home featuring an open concept layout ...	4 beds \| 2 baths \| 1,843 sq.ft.	$315,000	Airbnb cash on cash: 8.64% Traditional cash on cash: 4.5% Airbnb Rental Income: $4214 Traditional Rental Income: $2094 Airbnb ROI: 8.64% Traditional ROI: 4.5%
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: 5.8% Traditional cash on cash: 3.68% Airbnb Rental Income: $4214 Traditional Rental Income: $2511 Airbnb ROI: 5.8% Traditional ROI: 3.68%
3483 LYNN Court MIDDLEBURG, FL OPEN HOUSE Sun, July 12 @ 1 - 3 PM. NEW FRESH PAINT throughout interior of home! Lakev...	4 beds \| 2 baths \| 1,882 sq.ft.	$325,000	Airbnb cash on cash: 8.31% Traditional cash on cash: 4.55% Airbnb Rental Income: $4214 Traditional Rental Income: $2173 Airbnb ROI: 8.31% Traditional ROI: 4.55%

Vacation Rentals in Middleburg

There are 56 vacation rental properties available for sale in the city of Middleburg . The median list price of Airbnb properties available for sale in Middleburg is $377,674 and the average price per square foot is $194. The cash on cash return on vacation rentals in Middleburg is 3.00%. The average monthly short term rental income in Middleburg is $1,873.

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

There are 56 Airbnb properties available for sale in Middleburg.

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

In August 2026, the average Airbnb occupancy rate in Middleburg is 25%.

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

2982 CHIEF RIDAUGHT Trail

MIDDLEBURG, FL

4 beds | 2 baths | 1,975 sq.ft.

$325,000

Airbnb cash on cash: 8.68%

Traditional cash on cash: 5.57%

Airbnb Rental Income: $4214

Traditional Rental Income: $2371

Airbnb ROI: 8.68%

Traditional ROI: 5.57%

721 TARA FARMS Drive

MIDDLEBURG, FL

4 beds | 3 baths | 1,863 sq.ft.

$456,000

Airbnb cash on cash: 4.61%

Traditional cash on cash: 2.46%

Airbnb Rental Income: $4214

Traditional Rental Income: $2405

Airbnb ROI: 4.61%

Traditional ROI: 2.46%

3011 ANGORA BAY Drive

MIDDLEBURG, FL

4 beds | 2 baths | 2,004 sq.ft.

$359,900

Airbnb cash on cash: 7.57%

Traditional cash on cash: 4.47%

Airbnb Rental Income: $4214

Traditional Rental Income: $2275

Airbnb ROI: 7.57%

Traditional ROI: 4.47%

1456 COOPERS HAWK Way

MIDDLEBURG, FL

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

$530,000

Airbnb cash on cash: 4.03%

Traditional cash on cash: 3.66%

Airbnb Rental Income: $4214

Traditional Rental Income: $3138

Airbnb ROI: 4.03%

Traditional ROI: 3.66%

2882 TUSCARORA Trail

MIDDLEBURG, FL

4 beds | 2 baths | 1,714 sq.ft.

$310,000

Airbnb cash on cash: 8.66%

Traditional cash on cash: 4.86%

Airbnb Rental Income: $4214

Traditional Rental Income: $2216

Airbnb ROI: 8.66%

Traditional ROI: 4.86%

1884 PARADISE MOORINGS Boulevard

MIDDLEBURG, FL

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

$625,900

Airbnb cash on cash: 3.48%

Traditional cash on cash: 3.25%

Airbnb Rental Income: $4214

Traditional Rental Income: $3189

Airbnb ROI: 3.48%

Traditional ROI: 3.25%

1207 CAMP RIDGE Lane

MIDDLEBURG, FL

4 beds | 2 baths | 1,896 sq.ft.

$325,000

Airbnb cash on cash: 8.05%

Traditional cash on cash: 4.18%

Airbnb Rental Income: $4214

Traditional Rental Income: $2141

Airbnb ROI: 8.05%

Traditional ROI: 4.18%

747 SUNNY STROLL Drive

MIDDLEBURG, FL

4 beds | 3 baths | 2,477 sq.ft.

$379,900

Airbnb cash on cash: 6.67%

Traditional cash on cash: 5.56%

Airbnb Rental Income: $4214

Traditional Rental Income: $2925

Airbnb ROI: 6.67%