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
2016 GLITTER Court MIDDLEBURG, FL This beautiful all brick home is in the gated neighborhood of The Villages of Fireside on ...	4 beds \| 3 baths \| 2,322 sq.ft.	$425,000	Airbnb cash on cash: 8.39% Traditional cash on cash: 5.39% Airbnb Rental Income: $5300 Traditional Rental Income: $3031 Airbnb ROI: 8.39% Traditional ROI: 5.39%
3642 MEADOWGREEN Lane MIDDLEBURG, FL COME AND CLAIM YOUR DREAM HOME FEATURING AN OVERSIZ FAMILY ROOM WITH SEPARATE LIVING AND D...	4 beds \| 2 baths \| 2,572 sq.ft.	$409,850	Airbnb cash on cash: 9.2% Traditional cash on cash: 4.34% Airbnb Rental Income: $5300 Traditional Rental Income: $2359 Airbnb ROI: 9.2% Traditional ROI: 4.34%
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.	$510,000	Airbnb cash on cash: 6.5% Traditional cash on cash: 3.58% Airbnb Rental Income: $5300 Traditional Rental Income: $2836 Airbnb ROI: 6.5% Traditional ROI: 3.58%
4015 CORMORANT Lane MIDDLEBURG, FL RUN INTO THIS Well-designed 2014 home offering generous space, a 3-car garage, and peacefu...	4 beds \| 3 baths \| 2,663 sq.ft.	$458,900	Airbnb cash on cash: 6.65% Traditional cash on cash: 3.8% Airbnb Rental Income: $5300 Traditional Rental Income: $3006 Airbnb ROI: 6.65% Traditional ROI: 3.8%
3557 GRAYSON Lane MIDDLEBURG, FL No CDD fee! This charming home is located in the desirable Cameron Oaks community and offe...	4 beds \| 2 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.	$449,900	Airbnb cash on cash: 7.91% Traditional cash on cash: 3.51% Airbnb Rental Income: $5300 Traditional Rental Income: $2374 Airbnb ROI: 7.91% Traditional ROI: 3.51%
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.	$779,000	Airbnb cash on cash: 4.47% Traditional cash on cash: 2.3% Airbnb Rental Income: $5300 Traditional Rental Income: $2647 Airbnb ROI: 4.47% Traditional ROI: 2.3%
5012 LAUREL Street MIDDLEBURG, FL Gated private oasis built in 2024! This custom home sits on a partially cleared 5-acre lot...	4 beds \| 3 baths \| 2,245 sq.ft.	$750,000	Airbnb cash on cash: 4.87% Traditional cash on cash: 2.48% Airbnb Rental Income: $5300 Traditional Rental Income: $2559 Airbnb ROI: 4.87% Traditional ROI: 2.48%
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.	$426,000	Airbnb cash on cash: 8.34% Traditional cash on cash: 4.06% Airbnb Rental Income: $5300 Traditional Rental Income: $2522 Airbnb ROI: 8.34% Traditional ROI: 4.06%
3900 SKIPPER Road MIDDLEBURG, FL MOTIVATED SELLERS! HUGE Price Improvement! YOUR country escape awaits! Welcome Home to thi...	4 beds \| 2 baths \| 2,263 sq.ft.	$489,000	Airbnb cash on cash: 7.12% Traditional cash on cash: 5.31% Airbnb Rental Income: $5300 Traditional Rental Income: $3401 Airbnb ROI: 7.12% Traditional ROI: 5.31%
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.	$364,900	Airbnb cash on cash: 8.96% Traditional cash on cash: 4.25% Airbnb Rental Income: $5300 Traditional Rental Income: $2614 Airbnb ROI: 8.96% Traditional ROI: 4.25%
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%
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.	$515,000	Airbnb cash on cash: 6.27% Traditional cash on cash: 2.27% Airbnb Rental Income: $5300 Traditional Rental Income: $2299 Airbnb ROI: 6.27% Traditional ROI: 2.27%
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.	$499,000	Airbnb cash on cash: 6.67% Traditional cash on cash: 4.17% Airbnb Rental Income: $5300 Traditional Rental Income: $3060 Airbnb ROI: 6.67% Traditional ROI: 4.17%
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%
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.	$975,000	Airbnb cash on cash: 2.67% Traditional cash on cash: 2% Airbnb Rental Income: $5300 Traditional Rental Income: $3618 Airbnb ROI: 2.67% Traditional ROI: 2%
1724 AUSTIN LAKE Way MIDDLEBURG, FL Experience effortless living in this beautifully maintained Seda Custom Home, located in o...	4 beds \| 3 baths \| 2,112 sq.ft.	$464,900	Airbnb cash on cash: 7.42% Traditional cash on cash: 4.23% Airbnb Rental Income: $5300 Traditional Rental Income: $2840 Airbnb ROI: 7.42% Traditional ROI: 4.23%
1479 LAKE FOXMEADOW Road MIDDLEBURG, FL Welcome to Your New Home!!! Come enjoy a unique community with newer homes on larger lots!...	4 beds \| 3 baths \| 2,470 sq.ft.	$629,495	Airbnb cash on cash: 4.83% Traditional cash on cash: 2.49% Airbnb Rental Income: $5300 Traditional Rental Income: $2851 Airbnb ROI: 4.83% Traditional ROI: 2.49%
1465 TROPICAL PINE Cove MIDDLEBURG, FL Located in the desirable Pine Ridge Plantation community of Middleburg, this 2020 built fo...	4 beds \| 3 baths \| 2,060 sq.ft.	$385,900	Airbnb cash on cash: 8.53% Traditional cash on cash: 4.42% Airbnb Rental Income: $5300 Traditional Rental Income: $2739 Airbnb ROI: 8.53% Traditional ROI: 4.42%

Vacation Rentals in Middleburg

There are 22 vacation rental properties available for sale in the city of Middleburg . The median list price of Airbnb properties available for sale in Middleburg is $340,000 and the average price per square foot is $176. 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 22 Airbnb properties available for sale in Middleburg.

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

In January 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

2016 GLITTER Court

MIDDLEBURG, FL

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

$425,000

Airbnb cash on cash: 8.39%

Traditional cash on cash: 5.39%

Airbnb Rental Income: $5300

Traditional Rental Income: $3031

Airbnb ROI: 8.39%

Traditional ROI: 5.39%

3642 MEADOWGREEN Lane

MIDDLEBURG, FL

4 beds | 2 baths | 2,572 sq.ft.

$409,850

Airbnb cash on cash: 9.2%

Traditional cash on cash: 4.34%

Airbnb Rental Income: $5300

Traditional Rental Income: $2359

Airbnb ROI: 9.2%

Traditional ROI: 4.34%

4410 TARRAGON Avenue

MIDDLEBURG, FL

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

$510,000

Airbnb cash on cash: 6.5%

Traditional cash on cash: 3.58%

Airbnb Rental Income: $5300

Traditional Rental Income: $2836

Airbnb ROI: 6.5%

Traditional ROI: 3.58%

4015 CORMORANT Lane

MIDDLEBURG, FL

4 beds | 3 baths | 2,663 sq.ft.

$458,900

Airbnb cash on cash: 6.65%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $5300

Traditional Rental Income: $3006

Airbnb ROI: 6.65%

Traditional ROI: 3.8%

3557 GRAYSON Lane

MIDDLEBURG, FL

4 beds | 2 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.

$449,900

Airbnb cash on cash: 7.91%

Traditional cash on cash: 3.51%

Airbnb Rental Income: $5300

Traditional Rental Income: $2374

Airbnb ROI: 7.91%

Traditional ROI: 3.51%

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.

$779,000

Airbnb cash on cash: 4.47%

Traditional cash on cash: 2.3%

Airbnb Rental Income: $5300

Traditional Rental Income: $2647

Airbnb ROI: 4.47%