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.

Multi Family for Sale in Leesburg, FL

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

Showing 4 Multi Family 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
2114 WAITMAN Leesburg, FL Welcome Home! Step into this stunning, newly built townhouse featuring 3 spacious bedroom...	3 beds \| 2 baths \| 1,600 sq.ft.	$275,000	Airbnb cash on cash: 7.98% Traditional cash on cash: 5.45% Airbnb Rental Income: $3164 Traditional Rental Income: $1792 Airbnb ROI: 7.98% Traditional ROI: 5.45%
2112 WAITMAN Leesburg, FL Welcome Home! Step into this stunning, newly built townhouse featuring 3 spacious bedroom...	3 beds \| 2 baths \| 1,586 sq.ft.	$275,000	Airbnb cash on cash: 7.98% Traditional cash on cash: 6.39% Airbnb Rental Income: $3164 Traditional Rental Income: $2035 Airbnb ROI: 7.98% Traditional ROI: 6.39%
202 FERNWOOD STREET Leesburg, FL Donât miss this incredible opportunity to own a beautifully renovated townhouse (single ...	2 beds \| 2 baths \| 1,045 sq.ft.	$210,000	Airbnb cash on cash: 9.88% Traditional cash on cash: 5.06% Airbnb Rental Income: $3164 Traditional Rental Income: $1488 Airbnb ROI: 9.88% Traditional ROI: 5.06%
2108 & 2110 SOUTH STREET Leesburg, FL Under Construction. Come see this Brand new Income producing property! Built to last and w...	6 beds \| N/A baths \| 2,622 sq.ft.	$510,000	Airbnb cash on cash: 6.68% Traditional cash on cash: 6.47% Airbnb Rental Income: $4837 Traditional Rental Income: $3743 Airbnb ROI: 6.68% Traditional ROI: 6.47%
Other Investment Properties for Sale in Leesburg
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%
18 WESTON ROAD Leesburg , FL One or more photo(s) has been virtually staged. WATERFRONT RETREAT MEETS MODERN ELEGANCE â...	3 beds \| 2 baths \| 2,016 sq.ft.	$469,500	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%
33651 OVERTON DRIVE Leesburg , FL Spacious Leesburg home with Resort-Style Pool and Dual Master Suites, with no HOA! Discov...	3 beds \| 4 baths \| 3,006 sq.ft.	$530,000	Airbnb cash on cash: 2.76% Traditional cash on cash: 2.62% Airbnb Rental Income: $3164 Traditional Rental Income: $2377 Airbnb ROI: 2.76% Traditional ROI: 2.62%
33719 OVERTON DRIVE Leesburg , FL WATERFRONT POOL HOME WITH NO HOA. Imagine stepping into your own slice of paradise in the ...	4 beds \| 3 baths \| 2,340 sq.ft.	$437,500	Airbnb cash on cash: 7.83% Traditional cash on cash: 7.11% Airbnb Rental Income: $5065 Traditional Rental Income: $3737 Airbnb ROI: 7.83% Traditional ROI: 7.11%
3605 MOUNT HOPE LOOP Leesburg , FL Stunning Grand Cypress in Glendale Village â a beautifully maintained lawn-care communit...	2 beds \| 2 baths \| 1,868 sq.ft.	$334,900	Airbnb cash on cash: 2.48% Traditional cash on cash: 3.93% Airbnb Rental Income: $1980 Traditional Rental Income: $1919 Airbnb ROI: 2.48% Traditional ROI: 3.93%
5133 LINKS LANE Leesburg , FL Welcome home to this lovely 3 Bed 2 Bath home in your Gated, Golf Community of Royal Highl...	3 beds \| 2 baths \| 1,701 sq.ft.	$305,000	Airbnb cash on cash: 4.97% Traditional cash on cash: 3.92% Airbnb Rental Income: $3164 Traditional Rental Income: $2145 Airbnb ROI: 4.97% Traditional ROI: 3.92%
543 COTTAGE PARK LANE Leesburg , FL Under contract-accepting backup offers. Own this beautifully maintained cottage style home...	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.	$379,000	Airbnb cash on cash: 3.59% Traditional cash on cash: 2.37% Airbnb Rental Income: $3164 Traditional Rental Income: $2016 Airbnb ROI: 3.59% Traditional ROI: 2.37%
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.	$320,000	Airbnb cash on cash: 4.88% Traditional cash on cash: 4.2% Airbnb Rental Income: $3164 Traditional Rental Income: $2244 Airbnb ROI: 4.88% Traditional ROI: 4.2%
4553 BELLE GROVE Leesburg , FL Under contract-accepting backup offers. A VA assumable mortgage at just 2.8% makes this ho...	2 beds \| 2 baths \| 1,420 sq.ft.	$198,000	Airbnb cash on cash: 4.3% Traditional cash on cash: 6.48% Airbnb Rental Income: $1980 Traditional Rental Income: $1871 Airbnb ROI: 4.3% Traditional ROI: 6.48%

Your search for investment property begins and ends here

Multi Family for Sale in Leesburg, FL

2114 WAITMAN

Leesburg, FL

3 beds | 2 baths | 1,600 sq.ft.

$275,000

Airbnb cash on cash: 7.98%

Traditional cash on cash: 5.45%

Airbnb Rental Income: $3164

Traditional Rental Income: $1792

Airbnb ROI: 7.98%

Traditional ROI: 5.45%

2112 WAITMAN

Leesburg, FL

3 beds | 2 baths | 1,586 sq.ft.

$275,000

Airbnb cash on cash: 7.98%

Traditional cash on cash: 6.39%

Airbnb Rental Income: $3164

Traditional Rental Income: $2035

Airbnb ROI: 7.98%

Traditional ROI: 6.39%

202 FERNWOOD STREET

Leesburg, FL

2 beds | 2 baths | 1,045 sq.ft.

$210,000

Airbnb cash on cash: 9.88%

Traditional cash on cash: 5.06%

Airbnb Rental Income: $3164

Traditional Rental Income: $1488

Airbnb ROI: 9.88%

Traditional ROI: 5.06%

2108 & 2110 SOUTH STREET

Leesburg, FL

6 beds | N/A baths | 2,622 sq.ft.

$510,000

Airbnb cash on cash: 6.68%

Traditional cash on cash: 6.47%

Airbnb Rental Income: $4837

Traditional Rental Income: $3743

Airbnb ROI: 6.68%

Traditional ROI: 6.47%

Other Investment Properties for Sale in Leesburg

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

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

$469,500

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

3 beds | 4 baths | 3,006 sq.ft.

$530,000

Airbnb cash on cash: 2.76%

Traditional cash on cash: 2.62%

Airbnb Rental Income: $3164

Traditional Rental Income: $2377

Airbnb ROI: 2.76%

Traditional ROI: 2.62%

Leesburg , FL

4 beds | 3 baths | 2,340 sq.ft.