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: 3.68% Airbnb Rental Income: $5300 Traditional Rental Income: $2889 Airbnb ROI: 6.24% Traditional ROI: 3.68%
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: 1.62% Airbnb Rental Income: $5300 Traditional Rental Income: $2290 Airbnb ROI: 4.83% Traditional ROI: 1.62%
2415 MOON HARBOR Way MIDDLEBURG, FL POOL HOMECORNER LOTUPGRADED Welcome to this impeccably maintained home, perfectly ...	4 beds \| 2 baths \| 2,303 sq.ft.	$450,000	Airbnb cash on cash: 7.77% Traditional cash on cash: 4.97% Airbnb Rental Income: $5300 Traditional Rental Income: $3046 Airbnb ROI: 7.77% Traditional ROI: 4.97%
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: 4.67% Airbnb Rental Income: $5300 Traditional Rental Income: $2538 Airbnb ROI: 9.55% Traditional ROI: 4.67%
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: 4.2% Airbnb Rental Income: $5300 Traditional Rental Income: $2661 Airbnb ROI: 8.43% Traditional ROI: 4.2%
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.	$444,900	Airbnb cash on cash: 8.01% Traditional cash on cash: 5.27% Airbnb Rental Income: $5300 Traditional Rental Income: $3089 Airbnb ROI: 8.01% Traditional ROI: 5.27%
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.	$699,000	Airbnb cash on cash: 5.29% Traditional cash on cash: 4.59% Airbnb Rental Income: $5300 Traditional Rental Income: $3768 Airbnb ROI: 5.29% Traditional ROI: 4.59%
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: 2.92% Airbnb Rental Income: $5300 Traditional Rental Income: $2562 Airbnb ROI: 5.89% Traditional ROI: 2.92%
4665 GOPHER Street MIDDLEBURG, FL Welcome to this nearly new home offering modern design, functional space, and over an acre...	4 beds \| 3 baths \| 2,000 sq.ft.	$460,000	Airbnb cash on cash: 8.49% Traditional cash on cash: 4.56% Airbnb Rental Income: $5300 Traditional Rental Income: $2536 Airbnb ROI: 8.49% Traditional ROI: 4.56%
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: 4.72% Airbnb Rental Income: $5300 Traditional Rental Income: $2769 Airbnb ROI: 8.4% Traditional ROI: 4.72%
4949 KALMIA Street MIDDLEBURG, FL As Seen on Extreme Makeover: Home Edition! Luxury Acreage Living in Northeast Florida Disc...	4 beds \| 4 baths \| 3,324 sq.ft.	$749,000	Airbnb cash on cash: 4.39% Traditional cash on cash: 4.36% Airbnb Rental Income: $5300 Traditional Rental Income: $4210 Airbnb ROI: 4.39% Traditional ROI: 4.36%
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.	$364,900	Airbnb cash on cash: 8.96% Traditional cash on cash: 5.01% Airbnb Rental Income: $5300 Traditional Rental Income: $2874 Airbnb ROI: 8.96% Traditional ROI: 5.01%
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.	$749,000	Airbnb cash on cash: 4.76% Traditional cash on cash: 2.11% Airbnb Rental Income: $5300 Traditional Rental Income: $2380 Airbnb ROI: 4.76% Traditional ROI: 2.11%
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.	$380,000	Airbnb cash on cash: 8.57% Traditional cash on cash: 4.43% Airbnb Rental Income: $5300 Traditional Rental Income: $2753 Airbnb ROI: 8.57% Traditional ROI: 4.43%
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: 2.54% Airbnb Rental Income: $5300 Traditional Rental Income: $4063 Airbnb ROI: 2.72% Traditional ROI: 2.54%
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.	$450,000	Airbnb cash on cash: 7.69% Traditional cash on cash: 4.21% Airbnb Rental Income: $5300 Traditional Rental Income: $2760 Airbnb ROI: 7.69% Traditional ROI: 4.21%
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.	$525,000	Airbnb cash on cash: 6.3% Traditional cash on cash: 3.43% Airbnb Rental Income: $5300 Traditional Rental Income: $2821 Airbnb ROI: 6.3% Traditional ROI: 3.43%
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.	$450,000	Airbnb cash on cash: 7.43% Traditional cash on cash: 4.91% Airbnb Rental Income: $5300 Traditional Rental Income: $3163 Airbnb ROI: 7.43% Traditional ROI: 4.91%
1414 HAWKS CREST Drive MIDDLEBURG, FL Well-maintained 4BR/3BA brick home on an oversized corner lot in desirable Whisper Creek. ...	4 beds \| 3 baths \| 2,427 sq.ft.	$390,000	Airbnb cash on cash: 8.91% Traditional cash on cash: 7.91% Airbnb Rental Income: $5300 Traditional Rental Income: $3862 Airbnb ROI: 8.91% Traditional ROI: 7.91%
94 SORREL Street MIDDLEBURG, FL Welcome to 94 Sorrel Street--where modern construction meets space, efficiency, and peace ...	4 beds \| 2 baths \| 1,972 sq.ft.	$440,000	Airbnb cash on cash: 7.83% Traditional cash on cash: 6.25% Airbnb Rental Income: $5300 Traditional Rental Income: $3576 Airbnb ROI: 7.83% Traditional ROI: 6.25%
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: 3.54% Airbnb Rental Income: $5300 Traditional Rental Income: $3017 Airbnb ROI: 6.24% Traditional ROI: 3.54%
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: 3.16% Airbnb Rental Income: $5300 Traditional Rental Income: $2324 Airbnb ROI: 7.58% Traditional ROI: 3.16%
1624 SEDGWICK Drive MIDDLEBURG, FL This charming 4 bedroom, 2 bath pool home sits on a spacious half-acre lot surrounded by m...	4 beds \| 2 baths \| 2,421 sq.ft.	$427,000	Airbnb cash on cash: 8.1% Traditional cash on cash: 4.46% Airbnb Rental Income: $5300 Traditional Rental Income: $2774 Airbnb ROI: 8.1% Traditional ROI: 4.46%

Vacation Rentals in Middleburg

There are 30 vacation rental properties available for sale in the city of Middleburg . The median list price of Airbnb properties available for sale in Middleburg is $335,000 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 30 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

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: 3.68%

Airbnb Rental Income: $5300

Traditional Rental Income: $2889

Airbnb ROI: 6.24%

Traditional ROI: 3.68%

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: 1.62%

Airbnb Rental Income: $5300

Traditional Rental Income: $2290

Airbnb ROI: 4.83%

Traditional ROI: 1.62%

2415 MOON HARBOR Way

MIDDLEBURG, FL

4 beds | 2 baths | 2,303 sq.ft.

$450,000

Airbnb cash on cash: 7.77%

Traditional cash on cash: 4.97%

Airbnb Rental Income: $5300

Traditional Rental Income: $3046

Airbnb ROI: 7.77%

Traditional ROI: 4.97%

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: 4.67%

Airbnb Rental Income: $5300

Traditional Rental Income: $2538

Airbnb ROI: 9.55%

Traditional ROI: 4.67%

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: 4.2%

Airbnb Rental Income: $5300

Traditional Rental Income: $2661

Airbnb ROI: 8.43%

Traditional ROI: 4.2%

3001 NAUTILUS Road

MIDDLEBURG, FL

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

$444,900

Airbnb cash on cash: 8.01%

Traditional cash on cash: 5.27%

Airbnb Rental Income: $5300

Traditional Rental Income: $3089

Airbnb ROI: 8.01%

Traditional ROI: 5.27%

5012 LAUREL Street

MIDDLEBURG, FL

4 beds | 3 baths | 2,245 sq.ft.

$699,000

Airbnb cash on cash: 5.29%

Traditional cash on cash: 4.59%

Airbnb Rental Income: $5300

Traditional Rental Income: $3768

Airbnb ROI: 5.29%

Traditional ROI: 4.59%

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: 2.92%

Airbnb Rental Income: $5300

Traditional Rental Income: $2562

Airbnb ROI: 5.89%