Real Estate Investment Properties for Sale in Leesburg, FL

Looking for investment property in Leesburg, FL with high ROI ?

Explore a variety of short-term homes & houses in Leesburg, FL. Invest wisely with VRBO & Leesburg, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Condos for Sale in Leesburg, FL

Search for Condo for Sale in Leesburg, Florida. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 3 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
911 BEVERLY HARBORS DRIVE #16 Leesburg, FL One or more photo(s) has been virtually staged. MOTIVATED SELLER SAYS BRING US AN OFFER W...	3 beds \| 2 baths \| 1,908 sq.ft.	$259,900	Airbnb cash on cash: 5.4% Traditional cash on cash: 4.84% Airbnb Rental Income: $3164 Traditional Rental Income: $2310 Airbnb ROI: 5.4% Traditional ROI: 4.84%
804 MCKENZIE LANE Unit N/A Leesburg, FL FRESH! 3 bed 2 bath newly updated condo in the highly sought-after Oaks of Leesburg commun...	3 beds \| 2 baths \| 1,501 sq.ft.	$229,000	Airbnb cash on cash: 7.65% Traditional cash on cash: 5.49% Airbnb Rental Income: $3164 Traditional Rental Income: $1979 Airbnb ROI: 7.65% Traditional ROI: 5.49%
500 NEWELL HILL ROAD #106A Leesburg, FL Like New! First Floor! New Roof! Great find for primary home, investment or snowbird escap...	2 beds \| 2 baths \| 1,134 sq.ft.	$135,000	Airbnb cash on cash: 9.3% Traditional cash on cash: 10.02% Airbnb Rental Income: $1980 Traditional Rental Income: $1554 Airbnb ROI: 9.3% Traditional ROI: 10.02%
Other Investment Properties for Sale in Leesburg
25523 MAUREPAS LANE Leesburg , FL Under contract-accepting backup offers. Expect to Be Charmed! Welcome to the classic Pando...	3 beds \| 3 baths \| 2,675 sq.ft.	$399,800	Airbnb cash on cash: 3.84% Traditional cash on cash: 4.75% Airbnb Rental Income: $3164 Traditional Rental Income: $2788 Airbnb ROI: 3.84% Traditional ROI: 4.75%
26822 BULL RUN Leesburg , FL LOCATION, LOCATION! Just steps away from the clubhouse and pool, this exquisite 3-bedroom,...	3 beds \| 2 baths \| 1,599 sq.ft.	$339,000	Airbnb cash on cash: 4.4% Traditional cash on cash: 3.14% Airbnb Rental Income: $3164 Traditional Rental Income: $2047 Airbnb ROI: 4.4% Traditional ROI: 3.14%
24112 ROBINWOOD STREET Leesburg , FL MOTIVATED SELLERS. ROOF 2025. HVAC 2024. WINDOWS 2024. The two-car Garage with a TANDEM AD...	2 beds \| 2 baths \| 2,071 sq.ft.	$359,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 3.88% Airbnb Rental Income: $1980 Traditional Rental Income: $2122 Airbnb ROI: 1.92% Traditional ROI: 3.88%
18 WESTON ROAD Leesburg , FL WATERFRONT RETREAT MEETS ENERGY EFFICIENCY! Welcome to 18 Weston Rd, where modern comfo...	3 beds \| 2 baths \| 2,016 sq.ft.	$469,990	Airbnb cash on cash: 3.5% Traditional cash on cash: 4.32% Airbnb Rental Income: $3164 Traditional Rental Income: $2809 Airbnb ROI: 3.5% Traditional ROI: 4.32%
4110 ARLINGTON RIDGE BOULEVARD Leesburg , FL Charming 4-Bedroom Home on the 17th Hole in Arlington Ridge â Privacy, Upgrades & Resort...	4 beds \| 2 baths \| 1,857 sq.ft.	$389,900	Airbnb cash on cash: 7.88% Traditional cash on cash: 3.43% Airbnb Rental Income: $4837 Traditional Rental Income: $2216 Airbnb ROI: 7.88% Traditional ROI: 3.43%
543 COTTAGE PARK LANE Leesburg , FL Own this beautifully maintained cottage style home perfect for snowbirds or full-time resi...	2 beds \| 1 baths \| 788 sq.ft.	$170,000	Airbnb cash on cash: 4.97% Traditional cash on cash: 5.09% Airbnb Rental Income: $1980 Traditional Rental Income: $1480 Airbnb ROI: 4.97% Traditional ROI: 5.09%
416 HANCOCK ROAD Leesburg , FL 9-acre LAKEFRONT DREAM HOME ON LAKE GRIFFIN with NEW CUSTOM SCREENED IN $250K BOATHOUSE wi...	3 beds \| 4 baths \| 3,207 sq.ft.	$1,350,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 3.12% Airbnb Rental Income: $3164 Traditional Rental Income: $6189 Airbnb ROI: 0.14% Traditional ROI: 3.12%
3533 HUNTSVILLE LANE Leesburg , FL Popular Bird of Paradise Model in Prime Cul-de-Sac Location! Nestled in a quiet cul-de-sa...	2 beds \| 2 baths \| 2,426 sq.ft.	$344,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 3.49% Airbnb Rental Income: $1980 Traditional Rental Income: $2200 Airbnb ROI: 1.2% Traditional ROI: 3.49%
4949 SAWGRASS LAKE CIRCLE Leesburg , FL Spacious and updated home offering 2,158 sq. ft. of comfortable living in the highly desir...	3 beds \| 3 baths \| 2,133 sq.ft.	$349,900	Airbnb cash on cash: 4.98% Traditional cash on cash: 6.07% Airbnb Rental Income: $3164 Traditional Rental Income: $2807 Airbnb ROI: 4.98% Traditional ROI: 6.07%
27327 ROANOKE DRIVE Leesburg , FL Welcome to this stunning 3-bedroom, 2-bath residence nestled in a vibrant active 55+ commu...	3 beds \| 2 baths \| 1,712 sq.ft.	$395,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 2.24% Airbnb Rental Income: $3164 Traditional Rental Income: $2016 Airbnb ROI: 3.4% Traditional ROI: 2.24%
26951 WHITE PLAINS WAY Leesburg , FL Complete central heat and air replaced Sept. 2025, Affordable Modern 2 bedroom, 2 bath, Ma...	2 beds \| 2 baths \| 1,418 sq.ft.	$260,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 4.85% Airbnb Rental Income: $1980 Traditional Rental Income: $2049 Airbnb ROI: 2.45% Traditional ROI: 4.85%
5318 FANTASY WAY Leesburg , FL Looking for a home thatâs been truly cared for and thoughtfully updated? This charming 3...	3 beds \| 2 baths \| 2,182 sq.ft.	$340,000	Airbnb cash on cash: 4.54% Traditional cash on cash: 3.9% Airbnb Rental Income: $3164 Traditional Rental Income: $2244 Airbnb ROI: 4.54% Traditional ROI: 3.9%
4553 BELLE GROVE Leesburg , FL A VA assumable mortgage at just 2.8% makes this home an even more appealing opportunity. W...	2 beds \| 2 baths \| 1,420 sq.ft.	$230,000	Airbnb cash on cash: 3.58% Traditional cash on cash: 5.46% Airbnb Rental Income: $1980 Traditional Rental Income: $1871 Airbnb ROI: 3.58% Traditional ROI: 5.46%
4513 ANTIETAM CREEK TRAIL Leesburg , FL Expect to be impressed! Welcome to 4513 Antietam Creek Trail, a 3 bedroom-3 bath home with...	3 beds \| 3 baths \| 2,138 sq.ft.	$444,900	Airbnb cash on cash: 2.73% Traditional cash on cash: 3.13% Airbnb Rental Income: $3164 Traditional Rental Income: $2615 Airbnb ROI: 2.73% Traditional ROI: 3.13%
109 N OAKLAND STREET Leesburg , FL This charming property at 109 N Oakland Street offers a prime location just steps from his...	3 beds \| 2 baths \| 1,512 sq.ft.	$249,900	Airbnb cash on cash: 7.84% Traditional cash on cash: 6.68% Airbnb Rental Income: $3164 Traditional Rental Income: $2174 Airbnb ROI: 7.84% Traditional ROI: 6.68%

Your search for investment property begins and ends here

Condos for Sale in Leesburg, FL

911 BEVERLY HARBORS DRIVE #16

Leesburg, FL

3 beds | 2 baths | 1,908 sq.ft.

$259,900

Airbnb cash on cash: 5.4%

Traditional cash on cash: 4.84%

Airbnb Rental Income: $3164

Traditional Rental Income: $2310

Airbnb ROI: 5.4%

Traditional ROI: 4.84%

804 MCKENZIE LANE Unit N/A

Leesburg, FL

3 beds | 2 baths | 1,501 sq.ft.

$229,000

Airbnb cash on cash: 7.65%

Traditional cash on cash: 5.49%

Airbnb Rental Income: $3164

Traditional Rental Income: $1979

Airbnb ROI: 7.65%

Traditional ROI: 5.49%

500 NEWELL HILL ROAD #106A

Leesburg, FL

2 beds | 2 baths | 1,134 sq.ft.

$135,000

Airbnb cash on cash: 9.3%

Traditional cash on cash: 10.02%

Airbnb Rental Income: $1980

Traditional Rental Income: $1554

Airbnb ROI: 9.3%

Traditional ROI: 10.02%

Other Investment Properties for Sale in Leesburg

Leesburg , FL

3 beds | 3 baths | 2,675 sq.ft.

$399,800

Airbnb cash on cash: 3.84%

Traditional cash on cash: 4.75%

Airbnb Rental Income: $3164

Traditional Rental Income: $2788

Airbnb ROI: 3.84%

Traditional ROI: 4.75%

Leesburg , FL

3 beds | 2 baths | 1,599 sq.ft.

$339,000

Airbnb cash on cash: 4.4%

Traditional cash on cash: 3.14%

Airbnb Rental Income: $3164

Traditional Rental Income: $2047

Airbnb ROI: 4.4%

Traditional ROI: 3.14%

Leesburg , FL

2 beds | 2 baths | 2,071 sq.ft.

$359,000

Airbnb cash on cash: 1.92%

Traditional cash on cash: 3.88%

Airbnb Rental Income: $1980

Traditional Rental Income: $2122

Airbnb ROI: 1.92%

Traditional ROI: 3.88%

Leesburg , FL

3 beds | 2 baths | 2,016 sq.ft.

$469,990

Airbnb cash on cash: 3.5%

Traditional cash on cash: 4.32%

Airbnb Rental Income: $3164

Traditional Rental Income: $2809

Airbnb ROI: 3.5%

Traditional ROI: 4.32%

Leesburg , FL

4 beds | 2 baths | 1,857 sq.ft.

$389,900

Airbnb cash on cash: 7.88%

Traditional cash on cash: 3.43%

Airbnb Rental Income: $4837

Traditional Rental Income: $2216

Airbnb ROI: 7.88%

Traditional ROI: 3.43%

Leesburg , FL

2 beds | 1 baths | 788 sq.ft.

$170,000