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
4008 CORMORANT Lane MIDDLEBURG, FL Welcome to this spacious, well-maintained home featuring open-concept living and a large, ...	4 beds \| 4 baths \| 2,907 sq.ft.	$400,000	Airbnb cash on cash: 9.34% Traditional cash on cash: 8.52% Airbnb Rental Income: $5300 Traditional Rental Income: $3919 Airbnb ROI: 9.34% Traditional ROI: 8.52%
2016 GLITTER Court MIDDLEBURG, FL This beautiful all brick home is in the gated neighborhood of The Villages of Fireside. Th...	4 beds \| 3 baths \| 2,322 sq.ft.	$440,000	Airbnb cash on cash: 8.08% Traditional cash on cash: 5.17% Airbnb Rental Income: $5300 Traditional Rental Income: $3031 Airbnb ROI: 8.08% Traditional ROI: 5.17%
4781 GOPHER Circle MIDDLEBURG, FL Live Your Best Life at 4781 Gopher Circle, Middleburg - A Country Retreat with Endless Pos...	4 beds \| 2 baths \| 2,232 sq.ft.	$500,000	Airbnb cash on cash: 6.76% Traditional cash on cash: 2.5% Airbnb Rental Income: $5300 Traditional Rental Income: $2237 Airbnb ROI: 6.76% Traditional ROI: 2.5%
4410 TARRAGON Avenue MIDDLEBURG, FL Assumable VA Loan. Discover your perfect retreat on just over 1 acre in a peaceful, open-s...	4 beds \| 3 baths \| 2,403 sq.ft.	$539,900	Airbnb cash on cash: 6.14% Traditional cash on cash: 3.38% Airbnb Rental Income: $5300 Traditional Rental Income: $2836 Airbnb ROI: 6.14% Traditional ROI: 3.38%
3557 GRAYSON Lane MIDDLEBURG, FL No CDD fee! This charming home is located in the desirable Cameron Oaks community and offe...	4 beds \| N/A baths \| 2,213 sq.ft.	$369,000	Airbnb cash on cash: 9.46% Traditional cash on cash: 4.95% Airbnb Rental Income: $5300 Traditional Rental Income: $2664 Airbnb ROI: 9.46% Traditional ROI: 4.95%
3001 NAUTILUS Road MIDDLEBURG, FL Beautiful Luxury Brick Home in Prime Location! This 4-bedroom, 2-bath home features carpet...	4 beds \| 2 baths \| 2,913 sq.ft.	$469,000	Airbnb cash on cash: 7.55% Traditional cash on cash: 3.32% Airbnb Rental Income: $5300 Traditional Rental Income: $2374 Airbnb ROI: 7.55% Traditional ROI: 3.32%
1828 AMBERLY Drive MIDDLEBURG, FL Price recently reduced! Welcome to 1828 Amberly Drive-a stunning 4BR/3BA + loft home with ...	4 beds \| 3 baths \| 2,381 sq.ft.	$440,000	Airbnb cash on cash: 7.78% Traditional cash on cash: 4.71% Airbnb Rental Income: $5300 Traditional Rental Income: $2963 Airbnb ROI: 7.78% Traditional ROI: 4.71%
4110 SCENIC Drive MIDDLEBURG, FL Stunning Black Creek Waterfront Paradise Discover your dream home on the water with this o...	4 beds \| 3 baths \| 2,305 sq.ft.	$784,900	Airbnb cash on cash: 4.43% Traditional cash on cash: 2.27% Airbnb Rental Income: $5300 Traditional Rental Income: $2647 Airbnb ROI: 4.43% Traditional ROI: 2.27%
3770 CREEK HOLLOW Lane MIDDLEBURG, FL Tucked away in the peaceful, tree-lined community of The Ravines, known for its custom hom...	4 beds \| 2 baths \| 2,856 sq.ft.	$425,000	Airbnb cash on cash: 8.29% Traditional cash on cash: 5.46% Airbnb Rental Income: $5300 Traditional Rental Income: $3103 Airbnb ROI: 8.29% Traditional ROI: 5.46%
4253 GREAT FALLS Loop MIDDLEBURG, FL This stunning Salt water Pool home is the epitome of refined living, effortlessly combinin...	4 beds \| 2 baths \| 1,840 sq.ft.	$418,900	Airbnb cash on cash: 9.32% Traditional cash on cash: 3.88% Airbnb Rental Income: $5300 Traditional Rental Income: $2092 Airbnb ROI: 9.32% Traditional ROI: 3.88%
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.	$429,000	Airbnb cash on cash: 8.27% Traditional cash on cash: 4.03% Airbnb Rental Income: $5300 Traditional Rental Income: $2522 Airbnb ROI: 8.27% Traditional ROI: 4.03%
4634 PINE RIDGE Parkway MIDDLEBURG, FL Welcome to this beautiful 4-bedroom, 3-bathroom home perfectly situated on an oversized lo...	4 beds \| 3 baths \| 1,878 sq.ft.	$405,000	Airbnb cash on cash: 7.96% Traditional cash on cash: 3.61% Airbnb Rental Income: $5300 Traditional Rental Income: $2574 Airbnb ROI: 7.96% Traditional ROI: 3.61%
4949 KALMIA Street MIDDLEBURG, FL As Seen on Extreme Makeover: Home Edition: Luxury Acreage Living in Northeast Florida Disc...	4 beds \| N/A baths \| 3,324 sq.ft.	$824,999	Airbnb cash on cash: 3.89% Traditional cash on cash: 3.87% Airbnb Rental Income: $5300 Traditional Rental Income: $4210 Airbnb ROI: 3.89% Traditional ROI: 3.87%
3992 HIDDEN ACRES Road MIDDLEBURG, FL If you have been patiently waiting for a fully renovated and tastefully upgraded fully fen...	4 beds \| 2 baths \| 1,846 sq.ft.	$565,000	Airbnb cash on cash: 6.3% Traditional cash on cash: 2.68% Airbnb Rental Income: $5300 Traditional Rental Income: $2316 Airbnb ROI: 6.3% Traditional ROI: 2.68%
3819 EAGLE ROCK Road MIDDLEBURG, FL Single-level ranch that blends style and function in a smart, split-bedroom layout. Spacio...	4 beds \| 2 baths \| 2,408 sq.ft.	$489,999	Airbnb cash on cash: 6.47% Traditional cash on cash: 2.4% Airbnb Rental Income: $5300 Traditional Rental Income: $2365 Airbnb ROI: 6.47% Traditional ROI: 2.4%
4053 TRAIL RIDGE Road MIDDLEBURG, FL This beautifully updated home features a brand-new roof and water heater, fresh interior p...	4 beds \| 3 baths \| 2,347 sq.ft.	$374,900	Airbnb cash on cash: 8.7% Traditional cash on cash: 4.11% Airbnb Rental Income: $5300 Traditional Rental Income: $2614 Airbnb ROI: 8.7% Traditional ROI: 4.11%
3763 EAGLE ROCK Road MIDDLEBURG, FL New improved price! This spacious 4-bedroom, 2.5-bathroom home is the perfect blend of sty...	4 beds \| 2 baths \| 2,648 sq.ft.	$459,000	Airbnb cash on cash: 6.57% Traditional cash on cash: 3.1% Airbnb Rental Income: $5300 Traditional Rental Income: $2739 Airbnb ROI: 6.57% Traditional ROI: 3.1%
1866 AMBERLY Drive MIDDLEBURG, FL LUXURY GOLF CART INCLUDED WITH A FULL PRICE OFFER!!!! VA assumable loan at 4.875% with a 2...	4 beds \| 3 baths \| 1,877 sq.ft.	$470,000	Airbnb cash on cash: 7.74% Traditional cash on cash: 4.06% Airbnb Rental Income: $5300 Traditional Rental Income: $2610 Airbnb ROI: 7.74% Traditional ROI: 4.06%
4071 LAZY ACRES Road MIDDLEBURG, FL Rare opportunity for new Construction on Black Creek! Deep water access to the world right...	4 beds \| 2 baths \| 1,688 sq.ft.	$759,000	Airbnb cash on cash: 4.68% Traditional cash on cash: 1.9% Airbnb Rental Income: $5300 Traditional Rental Income: $2258 Airbnb ROI: 4.68% Traditional ROI: 1.9%
2087 HARVARD Street MIDDLEBURG, FL OPEN HOUSE 11/21 4-6pm Welcome to this versatile 4 bedroom, 2 bathroom MULTI-GENERATIONA...	4 beds \| 2 baths \| 2,448 sq.ft.	$390,000	Airbnb cash on cash: 9.6% Traditional cash on cash: 5.08% Airbnb Rental Income: $5300 Traditional Rental Income: $2573 Airbnb ROI: 9.6% Traditional ROI: 5.08%
1936 MOORINGS Circle MIDDLEBURG, FL Welcome to 1936 Moorings Circle located in the prestigious gated waterfront community, Par...	4 beds \| N/A baths \| 2,892 sq.ft.	$650,000	Airbnb cash on cash: 4.98% Traditional cash on cash: 2.37% Airbnb Rental Income: $5300 Traditional Rental Income: $2645 Airbnb ROI: 4.98% Traditional ROI: 2.37%
1827 AMBERLY Drive MIDDLEBURG, FL Beautiful ranch-style Jasper design in desirable Grey Hawk at Oakleaf! This open-concept f...	4 beds \| 2 baths \| 1,812 sq.ft.	$415,000	Airbnb cash on cash: 7.85% Traditional cash on cash: 2.49% Airbnb Rental Income: $5300 Traditional Rental Income: $2144 Airbnb ROI: 7.85% Traditional ROI: 2.49%
1728 AMBERLY Drive MIDDLEBURG, FL Move-in ready 4 bedroom, 3 full bath home in the highly desirable GreyHawk community! This...	4 beds \| 3 baths \| 2,027 sq.ft.	$375,000	Airbnb cash on cash: 9.92% Traditional cash on cash: 5.76% Airbnb Rental Income: $5300 Traditional Rental Income: $2763 Airbnb ROI: 9.92% Traditional ROI: 5.76%
4324 ROCK PIGEON Lane MIDDLEBURG, FL Welcome to your dream home in the highly desirable gated community of Two Creeks! Built in...	4 beds \| 2 baths \| 2,587 sq.ft.	$525,000	Airbnb cash on cash: 6.14% Traditional cash on cash: 2.21% Airbnb Rental Income: $5300 Traditional Rental Income: $2299 Airbnb ROI: 6.14% Traditional ROI: 2.21%
3916 CLOVERDALE Court MIDDLEBURG, FL You need to see this stunning 4-bedroom, 3 bath home with an open and inviting floor plan....	4 beds \| 3 baths \| 2,028 sq.ft.	$399,000	Airbnb cash on cash: 8.12% Traditional cash on cash: 4.06% Airbnb Rental Income: $5300 Traditional Rental Income: $2709 Airbnb ROI: 8.12% Traditional ROI: 4.06%
2867 RAVINES Road MIDDLEBURG, FL Immerse yourself in the tranquil beauty of The Ravines, a stunning water view listing comi...	4 beds \| 3 baths \| 2,469 sq.ft.	$505,000	Airbnb cash on cash: 6.58% Traditional cash on cash: 4.11% Airbnb Rental Income: $5300 Traditional Rental Income: $3060 Airbnb ROI: 6.58% Traditional ROI: 4.11%
3963 PONDSIDE Court MIDDLEBURG, FL Welcome home to this nearly new 4 bedroom, 3 bath home with a 3 car garage located on a cu...	4 beds \| 3 baths \| 2,267 sq.ft.	$445,000	Airbnb cash on cash: 7.13% Traditional cash on cash: 3.72% Airbnb Rental Income: $5300 Traditional Rental Income: $2808 Airbnb ROI: 7.13% Traditional ROI: 3.72%

Vacation Rentals in Middleburg

There are 27 vacation rental properties available for sale in the city of Middleburg . The median list price of Airbnb properties available for sale in Middleburg is $355,000 and the average price per square foot is $180. The cash on cash return on vacation rentals in Middleburg is N/A%. The average monthly short term rental income in Middleburg is $984.

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

There are 27 Airbnb properties available for sale in Middleburg.

In 2025, the best neighborhood to buy short term rental property is MIDDLEBURG.

In November 2025, 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

4008 CORMORANT Lane

MIDDLEBURG, FL

4 beds | 4 baths | 2,907 sq.ft.

$400,000

Airbnb cash on cash: 9.34%

Traditional cash on cash: 8.52%

Airbnb Rental Income: $5300

Traditional Rental Income: $3919

Airbnb ROI: 9.34%

Traditional ROI: 8.52%

2016 GLITTER Court

MIDDLEBURG, FL

4 beds | 3 baths | 2,322 sq.ft.

$440,000

Airbnb cash on cash: 8.08%

Traditional cash on cash: 5.17%

Airbnb Rental Income: $5300

Traditional Rental Income: $3031

Airbnb ROI: 8.08%

Traditional ROI: 5.17%

4781 GOPHER Circle

MIDDLEBURG, FL

4 beds | 2 baths | 2,232 sq.ft.

$500,000

Airbnb cash on cash: 6.76%

Traditional cash on cash: 2.5%

Airbnb Rental Income: $5300

Traditional Rental Income: $2237

Airbnb ROI: 6.76%

Traditional ROI: 2.5%

4410 TARRAGON Avenue

MIDDLEBURG, FL

4 beds | 3 baths | 2,403 sq.ft.

$539,900

Airbnb cash on cash: 6.14%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $5300

Traditional Rental Income: $2836

Airbnb ROI: 6.14%

Traditional ROI: 3.38%

3557 GRAYSON Lane

MIDDLEBURG, FL

4 beds | N/A baths | 2,213 sq.ft.

$369,000

Airbnb cash on cash: 9.46%

Traditional cash on cash: 4.95%

Airbnb Rental Income: $5300

Traditional Rental Income: $2664

Airbnb ROI: 9.46%

Traditional ROI: 4.95%

3001 NAUTILUS Road

MIDDLEBURG, FL

4 beds | 2 baths | 2,913 sq.ft.

$469,000

Airbnb cash on cash: 7.55%

Traditional cash on cash: 3.32%

Airbnb Rental Income: $5300

Traditional Rental Income: $2374

Airbnb ROI: 7.55%

Traditional ROI: 3.32%

1828 AMBERLY Drive

MIDDLEBURG, FL

4 beds | 3 baths | 2,381 sq.ft.

$440,000

Airbnb cash on cash: 7.78%

Traditional cash on cash: 4.71%

Airbnb Rental Income: $5300

Traditional Rental Income: $2963

Airbnb ROI: 7.78%

Traditional ROI: 4.71%

4110 SCENIC Drive

MIDDLEBURG, FL

4 beds | 3 baths | 2,305 sq.ft.

$784,900

Airbnb cash on cash: 4.43%

Traditional cash on cash: 2.27%

Airbnb Rental Income: $5300

Traditional Rental Income: $2647

Airbnb ROI: 4.43%