Airbnb Properties for Sale in Leesburg, FL

Looking for a vacation rental investment in Leesburg, FL with high ROI ?

Explore a range of newly added short-term rental homes in Leesburg, FL. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Leesburg, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1108 BIRCHWOOD Court Leesburg, FL Seller also selling four other duplexes (can be purchased as a package deal) 1713 Birchwoo...	4 beds \| 2 baths \| 1,540 sq.ft.	$289,000	Airbnb cash on cash: 5.24% Traditional cash on cash: 2.33% Airbnb Rental Income: $2708 Traditional Rental Income: $1276 Airbnb ROI: 5.24% Traditional ROI: 2.33%
1807 HIGH Street Leesburg, FL This is a true gem with unmatched potential! Located in the heart of Leesburg, Florida, th...	3 beds \| 2 baths \| 1,343 sq.ft.	$238,000	Airbnb cash on cash: 7.27% Traditional cash on cash: 7.11% Airbnb Rental Income: $2708 Traditional Rental Income: $2032 Airbnb ROI: 7.27% Traditional ROI: 7.11%
7237 HILLCREST Street Leesburg, FL BACK ON THE MARKET - ANOTHER OPPORTUNITY TO MAKE THIS HOME YOURS! Discover the possibi...	3 beds \| 2 baths \| 1,342 sq.ft.	$227,000	Airbnb cash on cash: 6.59% Traditional cash on cash: 6.06% Airbnb Rental Income: $2708 Traditional Rental Income: $1953 Airbnb ROI: 6.59% Traditional ROI: 6.06%
24907 CRANES ROOST Circle Leesburg, FL EXCEPTIONALLY UPDATED GOLF-COURSE HOME IN PLANTATION AT LEESBURG! Beautifully remodeled an...	3 beds \| 2 baths \| 1,848 sq.ft.	$365,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 3.56% Airbnb Rental Income: $2708 Traditional Rental Income: $1986 Airbnb ROI: 3.8% Traditional ROI: 3.56%
26617 OTTER CREEK Lane Leesburg, FL NEW PRICE!! Price reduced and sellers are motivated! Welcome to this beautifully maintaine...	4 beds \| 3 baths \| 2,580 sq.ft.	$492,500	Airbnb cash on cash: 4.79% Traditional cash on cash: 3.5% Airbnb Rental Income: $4567 Traditional Rental Income: $3025 Airbnb ROI: 4.79% Traditional ROI: 3.5%
3550 HUNTSVILLE Lane Leesburg, FL Welcome to this beautifully updated and well-maintained Custom Islander Model Home! Major ...	3 beds \| 2 baths \| 1,838 sq.ft.	$374,900	Airbnb cash on cash: 4.07% Traditional cash on cash: 3.97% Airbnb Rental Income: $2708 Traditional Rental Income: $2032 Airbnb ROI: 4.07% Traditional ROI: 3.97%
4431 NOTTOWAY Drive Leesburg, FL PRICE REDUCTION!!!! Welcome to 4431 Nottoway Drive, a spacious 3-bedroom, 2-bath home with...	3 beds \| 2 baths \| 1,751 sq.ft.	$249,000	Airbnb cash on cash: 5.36% Traditional cash on cash: 5.14% Airbnb Rental Income: $2708 Traditional Rental Income: $2017 Airbnb ROI: 5.36% Traditional ROI: 5.14%
27134 NOSTALGIA Drive Leesburg, FL ROOF TO BE REPLACED PRIOR TO CLOSING! Welcome to resort-style living in this beautifully u...	3 beds \| 2 baths \| 1,601 sq.ft.	$299,900	Airbnb cash on cash: 3.69% Traditional cash on cash: 3.28% Airbnb Rental Income: $2708 Traditional Rental Income: $1950 Airbnb ROI: 3.69% Traditional ROI: 3.28%
1406 PEMBROOK Drive Leesburg, FL Rare find solid block 3-bedroom 1 bath, well established neighborhood in the heart of Lees...	3 beds \| 1 baths \| 912 sq.ft.	$197,500	Airbnb cash on cash: 8.23% Traditional cash on cash: 5.22% Airbnb Rental Income: $2708 Traditional Rental Income: $1503 Airbnb ROI: 8.23% Traditional ROI: 5.22%
165 SAGO PALM Drive Leesburg, FL Experience the perfect blend of modern design, comfort, and natural beauty in this immacul...	3 beds \| 2 baths \| 1,188 sq.ft.	$249,900	Airbnb cash on cash: 4.38% Traditional cash on cash: 3.42% Airbnb Rental Income: $2708 Traditional Rental Income: $1840 Airbnb ROI: 4.38% Traditional ROI: 3.42%
25121 MERIWEATHER Road Leesburg, FL FULLY FURNISHED, MOVE-IN READY & READY FOR THE FLORIDA 55+ LIFESTYLE! Welcome home to The ...	3 beds \| 2 baths \| 1,761 sq.ft.	$336,000	Airbnb cash on cash: 3.39% Traditional cash on cash: 2.97% Airbnb Rental Income: $2708 Traditional Rental Income: $1937 Airbnb ROI: 3.39% Traditional ROI: 2.97%
500 N 13TH Street Leesburg, FL Virtually Staged. Prime Downtown Leesburg Investment & Lifestyle Opportunity! This beautif...	3 beds \| 2 baths \| 1,170 sq.ft.	$269,000	Airbnb cash on cash: 5.87% Traditional cash on cash: 5% Airbnb Rental Income: $2708 Traditional Rental Income: $1848 Airbnb ROI: 5.87% Traditional ROI: 5%
815 GRAND VISTA Trail Leesburg, FL This very well-maintained, 3-bedroom, 2-full-bath, 1,538-sq.-ft. home is located in a prem...	3 beds \| 2 baths \| 1,538 sq.ft.	$259,900	Airbnb cash on cash: 4.55% Traditional cash on cash: 4.45% Airbnb Rental Income: $2708 Traditional Rental Income: $2044 Airbnb ROI: 4.55% Traditional ROI: 4.45%
30380 ARMENIA Road Leesburg, FL Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly desira...	3 beds \| 2 baths \| 1,645 sq.ft.	$315,000	Airbnb cash on cash: 4.29% Traditional cash on cash: 4.18% Airbnb Rental Income: $2708 Traditional Rental Income: $2034 Airbnb ROI: 4.29% Traditional ROI: 4.18%
3871 BRANT Place Leesburg, FL WHY WAIT FOR NEW CONSTRUCTION WHEN YOU CAN MOVE RIGHT IN? Built in 2021, this beautifully ...	4 beds \| 2 baths \| 1,867 sq.ft.	$305,000	Airbnb cash on cash: 9.76% Traditional cash on cash: 5.06% Airbnb Rental Income: $4567 Traditional Rental Income: $2266 Airbnb ROI: 9.76% Traditional ROI: 5.06%
201 N E Street Leesburg, FL This 1940s bungalow-style 3 bedrooms and 1-bathroom single-family home feature a solid con...	3 beds \| 1 baths \| 1,488 sq.ft.	$190,000	Airbnb cash on cash: 8.86% Traditional cash on cash: 7.49% Airbnb Rental Income: $2708 Traditional Rental Income: $1820 Airbnb ROI: 8.86% Traditional ROI: 7.49%
204 LOUIS Street Leesburg, FL 8.1% NET INCOME AT ASKING - $2900 GROSS PER MONTH - Amazing investment opportunity that in...	N/A beds \| N/A baths \| 1,840 sq.ft.	$345,000	Airbnb cash on cash: 9.15% Traditional cash on cash: 6.55% Airbnb Rental Income: $4567 Traditional Rental Income: $2773 Airbnb ROI: 9.15% Traditional ROI: 6.55%
1713 BIRCHWOOD Circle Leesburg, FL Seller also selling four other duplexes (can be purchased as a package deal) 1715 Birchwoo...	4 beds \| 2 baths \| 1,540 sq.ft.	$289,000	Airbnb cash on cash: 5.43% Traditional cash on cash: 2.48% Airbnb Rental Income: $2708 Traditional Rental Income: $1264 Airbnb ROI: 5.43% Traditional ROI: 2.48%
1715 BIRCHWOOD Circle Leesburg, FL Seller also selling four other duplexes (can be purchased as a package deal) 1713 Birchwoo...	4 beds \| 2 baths \| 1,540 sq.ft.	$289,000	Airbnb cash on cash: 5.24% Traditional cash on cash: 2.29% Airbnb Rental Income: $2708 Traditional Rental Income: $1264 Airbnb ROI: 5.24% Traditional ROI: 2.29%
1717 BIRCHWOOD Circle Leesburg, FL Seller also selling four other duplexes (can be purchased as a package deal) 1713 Birchwoo...	4 beds \| 2 baths \| 1,540 sq.ft.	$289,000	Airbnb cash on cash: 5.24% Traditional cash on cash: 2.33% Airbnb Rental Income: $2708 Traditional Rental Income: $1276 Airbnb ROI: 5.24% Traditional ROI: 2.33%
907 NEBRASKA Street Leesburg, FL Seller also selling four other duplexes (can be purchased as a package deal) 1108 Birchwoo...	3 beds \| 2 baths \| 1,168 sq.ft.	$250,000	Airbnb cash on cash: 6.62% Traditional cash on cash: 2.74% Airbnb Rental Income: $2708 Traditional Rental Income: $1153 Airbnb ROI: 6.62% Traditional ROI: 2.74%
2451 SPRING BREEZE Drive Leesburg, FL Welcome to 2451 Spring Breeze Drive in the desirable Seasons at Hillside community of Lees...	4 beds \| 2 baths \| 1,921 sq.ft.	$349,999	Airbnb cash on cash: 8.35% Traditional cash on cash: 4.94% Airbnb Rental Income: $4567 Traditional Rental Income: $2498 Airbnb ROI: 8.35% Traditional ROI: 4.94%
2536 AUTUMN STREAM Drive Leesburg, FL Motivated Sellers! Exceptional value for this beautifully maintained 4-bedroom, 2-bathroom...	4 beds \| 2 baths \| 1,921 sq.ft.	$339,900	Airbnb cash on cash: 8.45% Traditional cash on cash: 5.16% Airbnb Rental Income: $4567 Traditional Rental Income: $2565 Airbnb ROI: 8.45% Traditional ROI: 5.16%
5401 AURORA Drive Leesburg, FL Welcome to this beautifully maintained Carlisle model in the sought-after gated community ...	3 beds \| 2 baths \| 1,621 sq.ft.	$298,800	Airbnb cash on cash: 4.21% Traditional cash on cash: 3.69% Airbnb Rental Income: $2708 Traditional Rental Income: $1923 Airbnb ROI: 4.21% Traditional ROI: 3.69%
4258 JAMES RIVER Circle Leesburg, FL Welcome to easy Florida living in Arlington Ridge! Built in 2019, this spacious OLEANDER m...	4 beds \| 3 baths \| 2,524 sq.ft.	$462,900	Airbnb cash on cash: 5.88% Traditional cash on cash: 3.97% Airbnb Rental Income: $4567 Traditional Rental Income: $2792 Airbnb ROI: 5.88% Traditional ROI: 3.97%
816 WOODLAND Avenue Leesburg, FL EXTENSIVELY RENOVATED WITH APPROXIMATELY $108,000 IN ESTIMATED REPLACEMENT COSTS FOR UPGRA...	3 beds \| 2 baths \| 1,034 sq.ft.	$225,000	Airbnb cash on cash: 7.5% Traditional cash on cash: 5.67% Airbnb Rental Income: $2708 Traditional Rental Income: $1677 Airbnb ROI: 7.5% Traditional ROI: 5.67%
2993 POPLAR Avenue Leesburg, FL IMPROVED PRICE! RARE 3-BEDROOM VILLA WITH BEAUTIFUL SUNSET VIEWS OVER OPEN PASTURES! Disco...	3 beds \| 2 baths \| 1,418 sq.ft.	$185,000	Airbnb cash on cash: 7.5% Traditional cash on cash: 5.62% Airbnb Rental Income: $2708 Traditional Rental Income: $1737 Airbnb ROI: 7.5% Traditional ROI: 5.62%
2505 VELMA Terrace Leesburg, FL Imagine 2505 Velma Ter, a residence where new flooring throughout the home and fresh inter...	3 beds \| 1 baths \| 1,118 sq.ft.	$182,000	Airbnb cash on cash: 9.09% Traditional cash on cash: 6% Airbnb Rental Income: $2708 Traditional Rental Income: $1534 Airbnb ROI: 9.09% Traditional ROI: 6%
4905 KELSO Street Leesburg, FL One or more photo(s) has been virtually staged. DON'T MISS OUT ON THIS GREAT HOUSE FOR THI...	3 beds \| 2 baths \| 1,571 sq.ft.	$269,000	Airbnb cash on cash: 5% Traditional cash on cash: 4.43% Airbnb Rental Income: $2708 Traditional Rental Income: $1923 Airbnb ROI: 5% Traditional ROI: 4.43%
5304 TREASURE VIEW Way Leesburg, FL Enjoy comfortable Florida living in this thoughtfully updated Balmoral model located in th...	3 beds \| 2 baths \| 1,641 sq.ft.	$315,000	Airbnb cash on cash: 3.81% Traditional cash on cash: 3.59% Airbnb Rental Income: $2708 Traditional Rental Income: $2001 Airbnb ROI: 3.81% Traditional ROI: 3.59%
2544 AUTUMN STREAM Drive Leesburg, FL Low HOA, No CDD. This beautifully upgraded 4-bedroom, 2-bath home offers the perfect blend...	4 beds \| 2 baths \| 1,879 sq.ft.	$389,990	Airbnb cash on cash: 8.36% Traditional cash on cash: 4.66% Airbnb Rental Income: $4567 Traditional Rental Income: $2262 Airbnb ROI: 8.36% Traditional ROI: 4.66%
2000 SOUTH Street Leesburg, FL Welcome home to this charming 3-bedroom, 1-bath block home offering 1,454 square feet of c...	3 beds \| 1 baths \| 1,454 sq.ft.	$199,900	Airbnb cash on cash: 8.93% Traditional cash on cash: 8.32% Airbnb Rental Income: $2708 Traditional Rental Income: $1951 Airbnb ROI: 8.93% Traditional ROI: 8.32%
2947 TANGERINE Court Leesburg, FL Welcome to this inviting 3-bedroom, 2-bath villa located in the gated community of Royal O...	3 beds \| 2 baths \| 1,250 sq.ft.	$179,995	Airbnb cash on cash: 9.29% Traditional cash on cash: 7.33% Airbnb Rental Income: $2708 Traditional Rental Income: $1732 Airbnb ROI: 9.29% Traditional ROI: 7.33%
8592 OAKSTONE Circle Leesburg, FL Set within Oakstone Farms, this beautifully designed home places you in the heart of one o...	4 beds \| 2 baths \| 1,989 sq.ft.	$342,990	Airbnb cash on cash: 9.86% Traditional cash on cash: 5.74% Airbnb Rental Income: $4567 Traditional Rental Income: $2288 Airbnb ROI: 9.86% Traditional ROI: 5.74%
3526 FORSTER Avenue Leesburg, FL Modern Comfort Meets Florida Living in Lake Denham Welcome home to this beautifully mainta...	3 beds \| 2 baths \| 1,607 sq.ft.	$289,900	Airbnb cash on cash: 4.82% Traditional cash on cash: 4.73% Airbnb Rental Income: $2708 Traditional Rental Income: $2042 Airbnb ROI: 4.82% Traditional ROI: 4.73%
5731 HIAWASSEE Road Leesburg, FL Virtually Staged. The Bradley model ON A CORNER LOT offers a thoughtfully designed single-...	4 beds \| 2 baths \| 1,625 sq.ft.	$363,990	Airbnb cash on cash: 8.86% Traditional cash on cash: 4.44% Airbnb Rental Income: $4567 Traditional Rental Income: $2105 Airbnb ROI: 8.86% Traditional ROI: 4.44%
5715 HIAWASSEE Road Leesburg, FL Virtually Staged. *$10,000 Seller's concessions toward buyer's closing Costs* The Mulb...	4 beds \| 3 baths \| 1,938 sq.ft.	$344,250	Airbnb cash on cash: 9.42% Traditional cash on cash: 5.92% Airbnb Rental Income: $4567 Traditional Rental Income: $2485 Airbnb ROI: 9.42% Traditional ROI: 5.92%
5727 HIAWASSEE Road Leesburg, FL Virtually Staged. The Auburndale model offers comfortable single-story living with 9'4" ce...	3 beds \| 2 baths \| 1,407 sq.ft.	$299,990	Airbnb cash on cash: 5.5% Traditional cash on cash: 5.15% Airbnb Rental Income: $2708 Traditional Rental Income: $1969 Airbnb ROI: 5.5% Traditional ROI: 5.15%
6213 SANDERS GROVE Circle Leesburg, FL Virtually Staged. Welcome to the Bradley, a beautifully designed single-story home located...	4 beds \| 2 baths \| 1,625 sq.ft.	$327,595	Airbnb cash on cash: 9.94% Traditional cash on cash: 4.84% Airbnb Rental Income: $4567 Traditional Rental Income: $2045 Airbnb ROI: 9.94% Traditional ROI: 4.84%
6209 SANDERS GROVE Circle Leesburg, FL Virtually Staged. Heritage- The Cottages of Sanders Groves is a 55+ active adult gated com...	4 beds \| 2 baths \| 1,758 sq.ft.	$338,445	Airbnb cash on cash: 9.6% Traditional cash on cash: 4.85% Airbnb Rental Income: $4567 Traditional Rental Income: $2107 Airbnb ROI: 9.6% Traditional ROI: 4.85%

Vacation Rentals in Leesburg

There are 95 vacation rental properties available for sale in the city of Leesburg . The median list price of Airbnb properties available for sale in Leesburg is $315,557 and the average price per square foot is $196. The cash on cash return on vacation rentals in Leesburg is 3.00%. The average monthly short term rental income in Leesburg is $1,992.

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

There are 95 Airbnb properties available for sale in Leesburg.

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

In November 2026, the average Airbnb occupancy rate in Leesburg is 29%.

Airbnb data on vacation rentals in Leesburg, FL is available at Mashvisor. You can access data such as listings, real-time pricing trends, Leesburg, FL market insights, guest information and booking details, seasonality trends and historical Leesburg, FL Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Leesburg, FL

1108 BIRCHWOOD Court

Leesburg, FL

4 beds | 2 baths | 1,540 sq.ft.

$289,000

Airbnb cash on cash: 5.24%

Traditional cash on cash: 2.33%

Airbnb Rental Income: $2708

Traditional Rental Income: $1276

Airbnb ROI: 5.24%

Traditional ROI: 2.33%

1807 HIGH Street

Leesburg, FL

3 beds | 2 baths | 1,343 sq.ft.

$238,000

Airbnb cash on cash: 7.27%

Traditional cash on cash: 7.11%

Airbnb Rental Income: $2708

Traditional Rental Income: $2032

Airbnb ROI: 7.27%

Traditional ROI: 7.11%

7237 HILLCREST Street

Leesburg, FL

3 beds | 2 baths | 1,342 sq.ft.

$227,000

Airbnb cash on cash: 6.59%

Traditional cash on cash: 6.06%

Airbnb Rental Income: $2708

Traditional Rental Income: $1953

Airbnb ROI: 6.59%

Traditional ROI: 6.06%

24907 CRANES ROOST Circle

Leesburg, FL

3 beds | 2 baths | 1,848 sq.ft.

$365,000

Airbnb cash on cash: 3.8%

Traditional cash on cash: 3.56%

Airbnb Rental Income: $2708

Traditional Rental Income: $1986

Airbnb ROI: 3.8%

Traditional ROI: 3.56%

26617 OTTER CREEK Lane

Leesburg, FL

4 beds | 3 baths | 2,580 sq.ft.

$492,500

Airbnb cash on cash: 4.79%

Traditional cash on cash: 3.5%

Airbnb Rental Income: $4567

Traditional Rental Income: $3025

Airbnb ROI: 4.79%

Traditional ROI: 3.5%

3550 HUNTSVILLE Lane

Leesburg, FL

3 beds | 2 baths | 1,838 sq.ft.

$374,900

Airbnb cash on cash: 4.07%

Traditional cash on cash: 3.97%

Airbnb Rental Income: $2708

Traditional Rental Income: $2032

Airbnb ROI: 4.07%

Traditional ROI: 3.97%

4431 NOTTOWAY Drive

Leesburg, FL

3 beds | 2 baths | 1,751 sq.ft.

$249,000

Airbnb cash on cash: 5.36%

Traditional cash on cash: 5.14%

Airbnb Rental Income: $2708

Traditional Rental Income: $2017

Airbnb ROI: 5.36%

Traditional ROI: 5.14%

27134 NOSTALGIA Drive

Leesburg, FL

3 beds | 2 baths | 1,601 sq.ft.

$299,900

Airbnb cash on cash: 3.69%

Traditional cash on cash: 3.28%

Airbnb Rental Income: $2708

Traditional Rental Income: $1950

Airbnb ROI: 3.69%