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.

Single Family Homes for Sale in Leesburg, FL

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

Showing 164 Single Family Residential 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
5552 KING JAMES AVENUE Leesburg, FL TRULY A MUST SEE SINGLE-STORY CBS HOME located in the desirable 55+ GATED COMMUNITY of Roy...	3 beds \| 2 baths \| 1,469 sq.ft.	$282,000	Airbnb cash on cash: 6.14% Traditional cash on cash: 4.04% Airbnb Rental Income: $3164 Traditional Rental Income: $1891 Airbnb ROI: 6.14% Traditional ROI: 4.04%
26822 BULL RUN Leesburg, FL Exceptional view from one of the top lots in the entire community. It is open at the rear ...	3 beds \| 2 baths \| 1,602 sq.ft.	$329,000	Airbnb cash on cash: 4.51% Traditional cash on cash: 3.21% Airbnb Rental Income: $3164 Traditional Rental Income: $2047 Airbnb ROI: 4.51% Traditional ROI: 3.21%
24112 ROBINWOOD STREET Leesburg, FL PRICE REDUCTION: ROOF 2025. HVAC 2024. The two-car Garage with TANDEM ADDITION offers Golf...	2 beds \| 2 baths \| 2,071 sq.ft.	$335,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 3.7% Airbnb Rental Income: $1980 Traditional Rental Income: $2122 Airbnb ROI: 1.74% Traditional ROI: 3.7%
4110 ARLINGTON RIDGE BOULEVARD Leesburg, FL NEW PRICE! Charming 3-Bedroom Home plus office on the 17th Hole in Arlington Ridge â Pr...	3 beds \| 2 baths \| 1,857 sq.ft.	$374,900	Airbnb cash on cash: 4.13% Traditional cash on cash: 3.49% Airbnb Rental Income: $3164 Traditional Rental Income: $2216 Airbnb ROI: 4.13% Traditional ROI: 3.49%
33651 OVERTON DRIVE Leesburg, FL Home is READY TO MOVE IN! Spacious Leesburg home with Resort-Style Pool and Dual Master S...	3 beds \| 4 baths \| 3,006 sq.ft.	$520,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 2.68% Airbnb Rental Income: $3164 Traditional Rental Income: $2377 Airbnb ROI: 2.83% Traditional ROI: 2.68%
3605 MOUNT HOPE LOOP Leesburg, FL âThis home can be purchased with NO INCOME VERIFICATIONâ Stunning Grand Cypress in Gle...	2 beds \| 2 baths \| 1,868 sq.ft.	$319,000	Airbnb cash on cash: 2.58% Traditional cash on cash: 4.08% Airbnb Rental Income: $1980 Traditional Rental Income: $1919 Airbnb ROI: 2.58% Traditional ROI: 4.08%
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.	$269,900	Airbnb cash on cash: 5.28% Traditional cash on cash: 4.17% Airbnb Rental Income: $3164 Traditional Rental Income: $2145 Airbnb ROI: 5.28% Traditional ROI: 4.17%
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.	$1,250,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 3.45% Airbnb Rental Income: $3164 Traditional Rental Income: $6189 Airbnb ROI: 0.23% Traditional ROI: 3.45%
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.	$355,000	Airbnb cash on cash: 3.76% Traditional cash on cash: 2.5% Airbnb Rental Income: $3164 Traditional Rental Income: $2016 Airbnb ROI: 3.76% Traditional ROI: 2.5%
109 N OAKLAND STREET Leesburg, FL Under contract-accepting backup offers. This charming property at 109 N Oakland Street off...	3 beds \| 2 baths \| 1,512 sq.ft.	$242,400	Airbnb cash on cash: 8.11% Traditional cash on cash: 6.91% Airbnb Rental Income: $3164 Traditional Rental Income: $2174 Airbnb ROI: 8.11% Traditional ROI: 6.91%
35043 SILVER OAK DRIVE Leesburg, FL Quiet street, fenced yard and screened pool area makes for a great home to raise your fami...	3 beds \| 3 baths \| 2,312 sq.ft.	$434,000	Airbnb cash on cash: 3.93% Traditional cash on cash: 5.3% Airbnb Rental Income: $3164 Traditional Rental Income: $3004 Airbnb ROI: 3.93% Traditional ROI: 5.3%
26939 WHITE PLAINS WAY Leesburg, FL Enjoy maintenance-free living in this spacious 2-bedroom, 2-bath villa located in the high...	2 beds \| 2 baths \| 1,631 sq.ft.	$308,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 2.98% Airbnb Rental Income: $1980 Traditional Rental Income: $2192 Airbnb ROI: 0.52% Traditional ROI: 2.98%
25501 MAUREPAS LANE Leesburg, FL RARE FIND!! EXPECT TO BE IMPRESSED!! PREMIUM LOT!! NO REAR NEIGHBORS & PANORAMIC VIEWS!...	2 beds \| 2 baths \| 2,945 sq.ft.	$529,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 1.86% Airbnb Rental Income: $1980 Traditional Rental Income: $2259 Airbnb ROI: 0.36% Traditional ROI: 1.86%
5135 AURORA DRIVE Leesburg, FL Stunning Custom Savannah/Scarsborough Model in the Sought-After Legacy of Leesburg Communi...	3 beds \| 2 baths \| 2,055 sq.ft.	$324,500	Airbnb cash on cash: 3.8% Traditional cash on cash: 3.52% Airbnb Rental Income: $3164 Traditional Rental Income: $2357 Airbnb ROI: 3.8% Traditional ROI: 3.52%
5610 KING JAMES AVENUE Leesburg, FL COMPLETELY REFRESHED - NEW ROOF JUST COMPLETED, Move-In Ready. This 3-bedroom, 2-bath Topa...	3 beds \| 2 baths \| 1,606 sq.ft.	$229,900	Airbnb cash on cash: 7.67% Traditional cash on cash: 6.01% Airbnb Rental Income: $3164 Traditional Rental Income: $2072 Airbnb ROI: 7.67% Traditional ROI: 6.01%
25800 BELLE HELENE Leesburg, FL This home sits on a Large Corner Lot in The Plantation a stunning 55 and over golf communi...	3 beds \| 2 baths \| 1,653 sq.ft.	$235,000	Airbnb cash on cash: 7.02% Traditional cash on cash: 5.33% Airbnb Rental Income: $3164 Traditional Rental Income: $2049 Airbnb ROI: 7.02% Traditional ROI: 5.33%
24215 BELLE MEDE DRIVE Leesburg, FL Prepare to be awed by this exquisite home. It is a MUST SEE! Right From the curb you will ...	2 beds \| 3 baths \| 2,755 sq.ft.	$424,900	Airbnb cash on cash: 0.75% Traditional cash on cash: 3.06% Airbnb Rental Income: $1980 Traditional Rental Income: $2392 Airbnb ROI: 0.75% Traditional ROI: 3.06%
27106 CAMERONS RUN Leesburg, FL Price Reduced! NEW ROOF! This beautifully landscaped property offers a 3-bedroom, 2-bath s...	3 beds \| 2 baths \| 2,436 sq.ft.	$429,900	Airbnb cash on cash: 3.32% Traditional cash on cash: 3.36% Airbnb Rental Income: $3164 Traditional Rental Income: $2466 Airbnb ROI: 3.32% Traditional ROI: 3.36%
21708 ROYAL ST GEORGES LANE Leesburg, FL New Improved Price!!! Royal Highlands a gated 55+ active community is ready for a new own...	3 beds \| 2 baths \| 2,253 sq.ft.	$217,000	Airbnb cash on cash: 7.12% Traditional cash on cash: 5.65% Airbnb Rental Income: $3164 Traditional Rental Income: $2132 Airbnb ROI: 7.12% Traditional ROI: 5.65%
25233 LOST OAK CIRCLE Leesburg, FL Welcome to refined Florida living in the Plantation at Leesburg, a guard-gated community w...	3 beds \| 2 baths \| 1,751 sq.ft.	$320,000	Airbnb cash on cash: 5.23% Traditional cash on cash: 4.37% Airbnb Rental Income: $3164 Traditional Rental Income: $2187 Airbnb ROI: 5.23% Traditional ROI: 4.37%
33809 SILVER PINE DRIVE Leesburg, FL *CLOSING COST ASSISTANCE GIVEN- $7000 to buyer with successful closing. You will appreciat...	3 beds \| 2 baths \| 1,509 sq.ft.	$309,900	Airbnb cash on cash: 5.72% Traditional cash on cash: 4.31% Airbnb Rental Income: $3164 Traditional Rental Income: $2011 Airbnb ROI: 5.72% Traditional ROI: 4.31%
1505 FLORADEL AVENUE Leesburg, FL Discover a quietly impressive four-bedroom, two-bath pool home designed for comfortable li...	4 beds \| 2 baths \| 1,980 sq.ft.	$330,000	Airbnb cash on cash: 10% Traditional cash on cash: 4.22% Airbnb Rental Income: $4837 Traditional Rental Income: $2049 Airbnb ROI: 10% Traditional ROI: 4.22%
32525 OAK PARK DRIVE Leesburg, FL HONEY STOP THE CAR!!! It's so gorgeous!! We're pleased to present the opportunity to acqui...	2 beds \| 3 baths \| 1,643 sq.ft.	$285,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 5.14% Airbnb Rental Income: $1980 Traditional Rental Income: $2257 Airbnb ROI: 2.18% Traditional ROI: 5.14%
35733 ROSE MOSS AVENUE Leesburg, FL Welcome to Meadow Ridge, where tranquil community living meets modern convenience! This fa...	4 beds \| 2 baths \| 1,857 sq.ft.	$349,000	Airbnb cash on cash: 9.24% Traditional cash on cash: 3.89% Airbnb Rental Income: $5065 Traditional Rental Income: $2173 Airbnb ROI: 9.24% Traditional ROI: 3.89%
1004 ROYAL OAK BOULEVARD Leesburg, FL Water Views & Resort-Style Living in a Gated Community! Enjoy the perfect blend of comfor...	2 beds \| 3 baths \| 1,288 sq.ft.	$175,000	Airbnb cash on cash: 3.94% Traditional cash on cash: 3.87% Airbnb Rental Income: $1980 Traditional Rental Income: $1449 Airbnb ROI: 3.94% Traditional ROI: 3.87%
3733 ARLINGTON RIDGE BOULEVARD Leesburg, FL Welcome to a life that feels like vacation every day. Nestled in one of Central Floridaâ...	3 beds \| 2 baths \| 1,725 sq.ft.	$390,000	Airbnb cash on cash: 3.82% Traditional cash on cash: 2.88% Airbnb Rental Income: $3164 Traditional Rental Income: $2102 Airbnb ROI: 3.82% Traditional ROI: 2.88%
10547 BURLWOOD DRIVE Leesburg, FL REDUCED FOR QUICK SALE!!! Motivated sellers!!! Practically new, well maintained, tastefull...	3 beds \| 2 baths \| 1,697 sq.ft.	$330,000	Airbnb cash on cash: 5.72% Traditional cash on cash: 5.32% Airbnb Rental Income: $3164 Traditional Rental Income: $2324 Airbnb ROI: 5.72% Traditional ROI: 5.32%
313 CRESTRUN LOOP Leesburg, FL Under contract-accepting backup offers. EXPERIENCE THE ULTIMATE IN LIVABILITY AND OUTDOOR ...	4 beds \| 4 baths \| 3,128 sq.ft.	$689,000	Airbnb cash on cash: 3.59% Traditional cash on cash: 2.23% Airbnb Rental Income: $4837 Traditional Rental Income: $2958 Airbnb ROI: 3.59% Traditional ROI: 2.23%
33830 S Haines Creek Road Leesburg, FL CALLING ALL INVESTORS: HIGH CAP RATE ON TURN KEY HOME WITH VERY LOW PROPERTY INSURANCE AND...	4 beds \| 3 baths \| 2,196 sq.ft.	$400,000	Airbnb cash on cash: 9.88% Traditional cash on cash: 6.53% Airbnb Rental Income: $5065 Traditional Rental Income: $2872 Airbnb ROI: 9.88% Traditional ROI: 6.53%
33635 JEFFERY COURT Leesburg, FL WATERFRONT !! NO HOA !! DIRECT ACCESS TO CHAIN OF LAKES !! CANAL FRONT !! CUL DE SAC L...	4 beds \| 3 baths \| 1,980 sq.ft.	$519,000	Airbnb cash on cash: 6.1% Traditional cash on cash: 1.92% Airbnb Rental Income: $5065 Traditional Rental Income: $1979 Airbnb ROI: 6.1% Traditional ROI: 1.92%
5414 ASTOR STREET Leesburg, FL Highly Motivated Seller - Charming 2BR/2BA all-tile home with cathedral ceilings and a pea...	2 beds \| 2 baths \| 1,256 sq.ft.	$225,000	Airbnb cash on cash: 3.28% Traditional cash on cash: 3.94% Airbnb Rental Income: $1980 Traditional Rental Income: $1614 Airbnb ROI: 3.28% Traditional ROI: 3.94%
4358 ANTIETAM CREEK TRAIL Leesburg, FL Under contract-accepting backup offers. 55 PLUS GATED GOLF COMMUNITY! Welcome to your new ...	3 beds \| 2 baths \| 1,776 sq.ft.	$374,900	Airbnb cash on cash: 4.26% Traditional cash on cash: 3% Airbnb Rental Income: $3164 Traditional Rental Income: $2006 Airbnb ROI: 4.26% Traditional ROI: 3%
5433 SIR CHURCHILL DRIVE Leesburg, FL $7,500 flooring allowance! Brand new roof! 2021 HVAC system! 2+ golf cart garage with air-...	3 beds \| 2 baths \| 1,995 sq.ft.	$299,900	Airbnb cash on cash: 5.84% Traditional cash on cash: 5.33% Airbnb Rental Income: $3164 Traditional Rental Income: $2303 Airbnb ROI: 5.84% Traditional ROI: 5.33%
32218 SWEET BRIAR COURT Leesburg, FL Under contract-accepting backup offers. Fantastic location in sought after 55 + Pennbrooke...	2 beds \| 2 baths \| 1,272 sq.ft.	$239,900	Airbnb cash on cash: 3.01% Traditional cash on cash: 3.49% Airbnb Rental Income: $1980 Traditional Rental Income: $1571 Airbnb ROI: 3.01% Traditional ROI: 3.49%
1549 Sterns Drive Leesburg, FL Beautifully Maintained 3-Bedroom, 2-Bath Home - Fully Furnished & Ready! Welcome to this c...	3 beds \| 2 baths \| 1,445 sq.ft.	$309,990	Airbnb cash on cash: 5.71% Traditional cash on cash: 3.98% Airbnb Rental Income: $3164 Traditional Rental Income: $1929 Airbnb ROI: 5.71% Traditional ROI: 3.98%
25300 HIBISCUS STREET Leesburg, FL Welcome to The Plantations of Leesburg, a 55+ residential community with two (2) 18 hole g...	2 beds \| 2 baths \| 1,908 sq.ft.	$259,000	Airbnb cash on cash: 3.43% Traditional cash on cash: 3.87% Airbnb Rental Income: $1980 Traditional Rental Income: $1569 Airbnb ROI: 3.43% Traditional ROI: 3.87%
840 OAKS SHORES ROAD Leesburg, FL Welcome to 840 Oaks Shores Rdâa move-in ready retreat in a quiet, gated community where ...	5 beds \| 3 baths \| 2,461 sq.ft.	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.14% Airbnb Rental Income: $null Traditional Rental Income: $2694 Airbnb ROI: N/A Traditional ROI: 3.14%
26925 WHITE PLAINS WAY Leesburg, FL This 2 bedroom, 2 bath concrete block & stucco villa with stretched 1 car garage, screened...	2 beds \| 2 baths \| 1,254 sq.ft.	$239,000	Airbnb cash on cash: 2.76% Traditional cash on cash: 4.35% Airbnb Rental Income: $1980 Traditional Rental Income: $1807 Airbnb ROI: 2.76% Traditional ROI: 4.35%
10320 BUMBLEBEE LANE Leesburg, FL RARE OPPORTUNITY â LAKE HARRIS WATERFRONT HOME WITH ACREAGE + PRIVATE IN-LAW SUITE â N...	5 beds \| 3 baths \| 2,634 sq.ft.	$649,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.61% Airbnb Rental Income: $null Traditional Rental Income: $3380 Airbnb ROI: N/A Traditional ROI: 3.61%
6419 BORG STREET Leesburg, FL Home Ready to move in with New Luxury Flooring, New Paint, New Light Fixtures, Newer Updat...	3 beds \| 2 baths \| 1,964 sq.ft.	$265,000	Airbnb cash on cash: 6.9% Traditional cash on cash: 6.69% Airbnb Rental Income: $3164 Traditional Rental Income: $2395 Airbnb ROI: 6.9% Traditional ROI: 6.69%

Your search for investment property begins and ends here

Single Family Homes for Sale in Leesburg, FL

5552 KING JAMES AVENUE

Leesburg, FL

3 beds | 2 baths | 1,469 sq.ft.

$282,000

Airbnb cash on cash: 6.14%

Traditional cash on cash: 4.04%

Airbnb Rental Income: $3164

Traditional Rental Income: $1891

Airbnb ROI: 6.14%

Traditional ROI: 4.04%

26822 BULL RUN

Leesburg, FL

3 beds | 2 baths | 1,602 sq.ft.

$329,000

Airbnb cash on cash: 4.51%

Traditional cash on cash: 3.21%

Airbnb Rental Income: $3164

Traditional Rental Income: $2047

Airbnb ROI: 4.51%

Traditional ROI: 3.21%

24112 ROBINWOOD STREET

Leesburg, FL

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

$335,000

Airbnb cash on cash: 1.74%

Traditional cash on cash: 3.7%

Airbnb Rental Income: $1980

Traditional Rental Income: $2122

Airbnb ROI: 1.74%

Traditional ROI: 3.7%

4110 ARLINGTON RIDGE BOULEVARD

Leesburg, FL

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

$374,900

Airbnb cash on cash: 4.13%

Traditional cash on cash: 3.49%

Airbnb Rental Income: $3164

Traditional Rental Income: $2216

Airbnb ROI: 4.13%

Traditional ROI: 3.49%

33651 OVERTON DRIVE

Leesburg, FL

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

$520,000

Airbnb cash on cash: 2.83%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $3164

Traditional Rental Income: $2377

Airbnb ROI: 2.83%

Traditional ROI: 2.68%

3605 MOUNT HOPE LOOP

Leesburg, FL

2 beds | 2 baths | 1,868 sq.ft.

$319,000

Airbnb cash on cash: 2.58%

Traditional cash on cash: 4.08%

Airbnb Rental Income: $1980

Traditional Rental Income: $1919

Airbnb ROI: 2.58%

Traditional ROI: 4.08%

5133 LINKS LANE

Leesburg, FL

3 beds | 2 baths | 1,701 sq.ft.

$269,900

Airbnb cash on cash: 5.28%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $3164

Traditional Rental Income: $2145

Airbnb ROI: 5.28%

Traditional ROI: 4.17%

416 HANCOCK ROAD

Leesburg, FL

3 beds | 4 baths | 3,207 sq.ft.

$1,250,000

Airbnb cash on cash: 0.23%

Traditional cash on cash: 3.45%

Airbnb Rental Income: $3164

Traditional Rental Income: $6189

Airbnb ROI: 0.23%