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
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%
4916 CREEK BLUFF Lane MIDDLEBURG, FL USDA 0% Down Eligible, Beautifully refreshed 4-bedroom, 2-bathroom home located in Pine Ri...	4 beds \| 2 baths \| 2,119 sq.ft.	$339,000	Airbnb cash on cash: 9.86% Traditional cash on cash: 6.09% Airbnb Rental Income: $5300 Traditional Rental Income: $3028 Airbnb ROI: 9.86% Traditional ROI: 6.09%
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%
4015 CORMORANT Lane MIDDLEBURG, FL NEW PRICE! Enjoy resort-style living with poolside vibes, featuring a splash park, fitness...	4 beds \| 3 baths \| 2,663 sq.ft.	$446,999	Airbnb cash on cash: 6.85% Traditional cash on cash: 6.61% Airbnb Rental Income: $5300 Traditional Rental Income: $4129 Airbnb ROI: 6.85% Traditional ROI: 6.61%
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%
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.	$599,990	Airbnb cash on cash: 5.89% Traditional cash on cash: 5.59% Airbnb Rental Income: $5300 Traditional Rental Income: $4058 Airbnb ROI: 5.89% Traditional ROI: 5.59%
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.	$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.	$516,999	Airbnb cash on cash: 6.41% Traditional cash on cash: 3.9% Airbnb Rental Income: $5300 Traditional Rental Income: $3018 Airbnb ROI: 6.41% Traditional ROI: 3.9%
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%
125 CURRANT Avenue MIDDLEBURG, FL Looking for that peaceful country living and still enjoy being close to town? This is the ...	4 beds \| 2 baths \| 2,128 sq.ft.	$415,000	Airbnb cash on cash: 8.14% Traditional cash on cash: 5.86% Airbnb Rental Income: $5300 Traditional Rental Income: $3341 Airbnb ROI: 8.14% Traditional ROI: 5.86%
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%
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%
2810 RAVINES Road MIDDLEBURG, FL Beautifully maintained all-brick home in the gated community of The Ravines. This 4BR/3BA ...	4 beds \| 3 baths \| 2,451 sq.ft.	$515,000	Airbnb cash on cash: 7.06% Traditional cash on cash: 4.76% Airbnb Rental Income: $5300 Traditional Rental Income: $3118 Airbnb ROI: 7.06% Traditional ROI: 4.76%
1730 LINDA LAKES Lane MIDDLEBURG, FL No CDD! Seller may contribute toward buyer's closing costs with an acceptable offer. Welco...	4 beds \| 2 baths \| 2,172 sq.ft.	$415,000	Airbnb cash on cash: 8.83% Traditional cash on cash: 4.51% Airbnb Rental Income: $5300 Traditional Rental Income: $2549 Airbnb ROI: 8.83% Traditional ROI: 4.51%
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%
1176 ORCHARD ORIOLE Place MIDDLEBURG, FL Welcome to an exceptional opportunity in the gated Preserve at Two Creeks neighborhood, wh...	4 beds \| 3 baths \| 2,753 sq.ft.	$515,000	Airbnb cash on cash: 6.3% Traditional cash on cash: 3.62% Airbnb Rental Income: $5300 Traditional Rental Income: $2939 Airbnb ROI: 6.3% Traditional ROI: 3.62%
1229 CACTUS CUT Road MIDDLEBURG, FL Lovely 4 bedroom 2 bath home in highly south after Fox Meadow Equestrian neighborhood. For...	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%

Vacation Rentals in Middleburg

There are 35 vacation rental properties available for sale in the city of Middleburg . The median list price of Airbnb properties available for sale in Middleburg is $345,450 and the average price per square foot is $178. 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 35 Airbnb properties available for sale in Middleburg.

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

In April 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

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%

4916 CREEK BLUFF Lane

MIDDLEBURG, FL

4 beds | 2 baths | 2,119 sq.ft.

$339,000

Airbnb cash on cash: 9.86%

Traditional cash on cash: 6.09%

Airbnb Rental Income: $5300

Traditional Rental Income: $3028

Airbnb ROI: 9.86%

Traditional ROI: 6.09%

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%

4015 CORMORANT Lane

MIDDLEBURG, FL

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

$446,999

Airbnb cash on cash: 6.85%

Traditional cash on cash: 6.61%

Airbnb Rental Income: $5300

Traditional Rental Income: $4129

Airbnb ROI: 6.85%

Traditional ROI: 6.61%

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%

5012 LAUREL Street

MIDDLEBURG, FL

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

4 beds | 3 baths | 2,046 sq.ft.

$599,990

Airbnb cash on cash: 5.89%

Traditional cash on cash: 5.59%

Airbnb Rental Income: $5300

Traditional Rental Income: $4058

Airbnb ROI: 5.89%

Traditional ROI: 5.59%

4253 GREAT FALLS Loop

MIDDLEBURG, FL

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%