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.

Investment Property for Sale in Leesburg, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1031 MELLATHON CIRCLE Leesburg, FL One or more photo(s) has been virtually staged. NEW PRICE! Sellers are Motivated! Exquisit...	4 beds \| 3 baths \| 2,555 sq.ft.	$875,000	Airbnb cash on cash: 4.89% Traditional cash on cash: 2.88% Airbnb Rental Income: $6787 Traditional Rental Income: $3826 Airbnb ROI: 4.89% Traditional ROI: 2.88%
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.	$271,000	Airbnb cash on cash: 5.46% Traditional cash on cash: 5.73% Airbnb Rental Income: $2870 Traditional Rental Income: $2270 Airbnb ROI: 5.46% Traditional ROI: 5.73%
2309 Angel Fish Loop Leesburg, FL 3/2/2 CBS Home where Rustic Elegance Meets Modern Comfort. Experience the perfect blend of...	3 beds \| 2 baths \| N/A	$329,000	Airbnb cash on cash: 4.67% Traditional cash on cash: 4.38% Airbnb Rental Income: $2870 Traditional Rental Income: $2115 Airbnb ROI: 4.67% Traditional ROI: 4.38%
18 WESTON ROAD Leesburg, FL PREVIOUSLY $489,000 â NOW $435,000! Reintroduced to the market at a dramatically improv...	3 beds \| 2 baths \| 2,016 sq.ft.	$435,000	Airbnb cash on cash: 3.28% Traditional cash on cash: 4.77% Airbnb Rental Income: $2870 Traditional Rental Income: $2809 Airbnb ROI: 3.28% Traditional ROI: 4.77%
7247 TREASURE ISLAND ROAD Leesburg, FL Seller offering up to $15,000 toward buyer closing costs or a permanent rate buydownâpot...	3 beds \| 2 baths \| 2,156 sq.ft.	$399,900	Airbnb cash on cash: 3.6% Traditional cash on cash: 5.61% Airbnb Rental Income: $2870 Traditional Rental Income: $2959 Airbnb ROI: 3.6% Traditional ROI: 5.61%
4967 HERON RUN CIRCLE Leesburg, FL This two bedroom,2 two bath, 1.5 car garage home with an enclosed lanai has a FULLY FENCED...	2 beds \| 2 baths \| 1,119 sq.ft.	$229,900	Airbnb cash on cash: 2.84% Traditional cash on cash: 3.95% Airbnb Rental Income: $1944 Traditional Rental Income: $1674 Airbnb ROI: 2.84% Traditional ROI: 3.95%
26868 WHITE PLAINS WAY Leesburg, FL Spectacular Golf View from the Tee Boxes to the Green and pond from 400 square ft tiled, c...	3 beds \| 2 baths \| 1,877 sq.ft.	$347,000	Airbnb cash on cash: 4.2% Traditional cash on cash: 4.25% Airbnb Rental Income: $2870 Traditional Rental Income: $2219 Airbnb ROI: 4.2% Traditional ROI: 4.25%
33651 OVERTON DRIVE Leesburg, FL Under contract-accepting backup offers. Welcome to Leesburg, the âCity of Lakes,â wher...	3 beds \| 4 baths \| 2,678 sq.ft.	$475,000	Airbnb cash on cash: 2.61% Traditional cash on cash: 9.99% Airbnb Rental Income: $2870 Traditional Rental Income: $5482 Airbnb ROI: 2.61% Traditional ROI: 9.99%
1120 WEBSTER STREET Leesburg, FL Located Just a few blocks from Downtown Leesburg (Beacon College, Restaurants, shopping), ...	6 beds \| N/A baths \| 3,382 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.41% Airbnb Rental Income: $null Traditional Rental Income: $2811 Airbnb ROI: N/A Traditional ROI: 4.41%
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.	$299,000	Airbnb cash on cash: 2.78% Traditional cash on cash: 5.91% Airbnb Rental Income: $1944 Traditional Rental Income: $2311 Airbnb ROI: 2.78% Traditional ROI: 5.91%
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: 4.77% Traditional cash on cash: 5.42% Airbnb Rental Income: $2870 Traditional Rental Income: $2367 Airbnb ROI: 4.77% Traditional ROI: 5.42%
21811 KING HENRY AVENUE Leesburg, FL Step into easy Florida living with this well-maintained Squire floor plan, where thoughtfu...	3 beds \| 2 baths \| 1,918 sq.ft.	$334,900	Airbnb cash on cash: 4.04% Traditional cash on cash: 5.01% Airbnb Rental Income: $2870 Traditional Rental Income: $2508 Airbnb ROI: 4.04% Traditional ROI: 5.01%
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.	$1,150,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 5.04% Airbnb Rental Income: $2870 Traditional Rental Income: $7481 Airbnb ROI: 0.11% Traditional ROI: 5.04%
100 E OAK TERRACE DRIVE #A2 Leesburg, FL *Seller offering $5,000 in concession* The open-concept living area seamlessly connect...	2 beds \| 2 baths \| 1,518 sq.ft.	$150,000	Airbnb cash on cash: 3.19% Traditional cash on cash: 4.7% Airbnb Rental Income: $1944 Traditional Rental Income: $1647 Airbnb ROI: 3.19% Traditional ROI: 4.7%
24357 AMBERLEAF COURT Leesburg, FL Welcome to the highly sought-after 55+ community of The Plantation at Leesburg, where reso...	3 beds \| 2 baths \| 1,837 sq.ft.	$284,900	Airbnb cash on cash: 5.1% Traditional cash on cash: 4.9% Airbnb Rental Income: $2870 Traditional Rental Income: $2149 Airbnb ROI: 5.1% Traditional ROI: 4.9%
5338 TIGERS TAIL Leesburg, FL Under contract-accepting backup offers. Assumable 2.5% loan! This delightful home in Plant...	2 beds \| 2 baths \| 1,050 sq.ft.	$230,000	Airbnb cash on cash: 3.41% Traditional cash on cash: 4.8% Airbnb Rental Income: $1944 Traditional Rental Income: $1733 Airbnb ROI: 3.41% Traditional ROI: 4.8%
25501 MAUREPAS LANE Leesburg, FL Come check out this ONE OF A KIND HOME-OPPORTUNITY for you in the sought after community o...	3 beds \| 2 baths \| 2,945 sq.ft.	$480,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 2.97% Airbnb Rental Income: $2870 Traditional Rental Income: $2519 Airbnb ROI: 2.27% Traditional ROI: 2.97%
30437 ORANGE DRIVE Leesburg, FL Welcome to this beautifully renovated 3-bedroom, 2-bathroom lakefront home with a detached...	4 beds \| 3 baths \| 2,665 sq.ft.	$800,000	Airbnb cash on cash: 5.44% Traditional cash on cash: 3.62% Airbnb Rental Income: $6787 Traditional Rental Income: $4110 Airbnb ROI: 5.44% Traditional ROI: 3.62%
500 NEWELL HILL ROAD #106D Leesburg, FL New Roof!! Welcome to this cozy and well-maintained 2-bedroom, 2-bath condo located in a ...	2 beds \| 2 baths \| 1,134 sq.ft.	$50,000	Airbnb cash on cash: 4.33% Traditional cash on cash: 10.24% Airbnb Rental Income: $1944 Traditional Rental Income: $1732 Airbnb ROI: 4.33% Traditional ROI: 10.24%
7237 HILLCREST STREET Leesburg, FL Welcome to this charming 3-bedroom, 2-bath home located in the heart of Leesburg! Situated...	3 beds \| 2 baths \| 1,342 sq.ft.	$239,990	Airbnb cash on cash: 6.79% Traditional cash on cash: 5.69% Airbnb Rental Income: $2870 Traditional Rental Income: $1953 Airbnb ROI: 6.79% Traditional ROI: 5.69%
1611 INDIAN TRAIL Leesburg, FL Investor opportunity in Leesburg, Florida. This fully rented single-family property offers...	6 beds \| N/A baths \| 1,454 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.09% Airbnb Rental Income: $null Traditional Rental Income: $2699 Airbnb ROI: N/A Traditional ROI: 5.09%
7320 MARLO ROAD Leesburg, FL Under contract-accepting backup offers. Classic Florida charm meets peaceful privacy in th...	3 beds \| 3 baths \| 2,584 sq.ft.	$325,000	Airbnb cash on cash: 5.25% Traditional cash on cash: 9.36% Airbnb Rental Income: $2870 Traditional Rental Income: $3457 Airbnb ROI: 5.25% Traditional ROI: 9.36%
25114 CRANES ROOST CIRCLE Leesburg, FL Welcome to The Plantation at Leesburg! Located in the desirable Golfview Village, this cha...	2 beds \| 2 baths \| 1,343 sq.ft.	$235,000	Airbnb cash on cash: 2.87% Traditional cash on cash: 4.79% Airbnb Rental Income: $1944 Traditional Rental Income: $1859 Airbnb ROI: 2.87% Traditional ROI: 4.79%
259 KELOU COURT Leesburg, FL MOTIVATED SELLER! Affordable 55+ Living with Co-Op Share â No Lot Rent & Resort-Style Am...	2 beds \| 2 baths \| 1,056 sq.ft.	$99,900	Airbnb cash on cash: 9.31% Traditional cash on cash: 11.02% Airbnb Rental Income: $1944 Traditional Rental Income: $1597 Airbnb ROI: 9.31% Traditional ROI: 11.02%
5712 SUMMERBROOKE COURT Leesburg, FL Welcome to waterfront living at its finest in the highly sought-after, gated community of ...	3 beds \| 3 baths \| 2,961 sq.ft.	$525,000	Airbnb cash on cash: 1.8% Traditional cash on cash: 4.21% Airbnb Rental Income: $2870 Traditional Rental Income: $3384 Airbnb ROI: 1.8% Traditional ROI: 4.21%
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: 6.42% Traditional cash on cash: 7.28% Airbnb Rental Income: $2870 Traditional Rental Income: $2395 Airbnb ROI: 6.42% Traditional ROI: 7.28%
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: 0.69% Traditional cash on cash: 4.39% Airbnb Rental Income: $1944 Traditional Rental Income: $2905 Airbnb ROI: 0.69% Traditional ROI: 4.39%
3798 ARLINGTON RIDGE BOULEVARD Leesburg, FL Under contract-accepting backup offers. Affordable guard gated golf community home. Welcom...	2 beds \| 2 baths \| 1,416 sq.ft.	$304,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 3.97% Airbnb Rental Income: $1944 Traditional Rental Income: $1998 Airbnb ROI: 1.99% Traditional ROI: 3.97%
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.	$419,900	Airbnb cash on cash: 2.88% Traditional cash on cash: 4.03% Airbnb Rental Income: $2870 Traditional Rental Income: $2656 Airbnb ROI: 2.88% Traditional ROI: 4.03%
26617 OTTER CREEK LANE Leesburg, FL Price reduced and sellers are motivated! Welcome to this beautifully maintained Oleander m...	4 beds \| 3 baths \| 2,580 sq.ft.	$515,000	Airbnb cash on cash: 8.38% Traditional cash on cash: 3.31% Airbnb Rental Income: $6787 Traditional Rental Income: $3025 Airbnb ROI: 8.38% Traditional ROI: 3.31%
12107 EAGLE POINT COURT Leesburg, FL 3/2 waterfront in Leesburg. Harris Chain access + dock. 2007 build. Not in a Flood Zone. ...	3 beds \| 2 baths \| 1,994 sq.ft.	$625,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 1.95% Airbnb Rental Income: $2870 Traditional Rental Income: $2509 Airbnb ROI: 1.43% Traditional ROI: 1.95%
21932 ROYAL ST GEORGES LANE Leesburg, FL Recently remodeled 3-bedroom home in the 55+ golf community of Royal Highlands. The rear o...	3 beds \| 2 baths \| 1,684 sq.ft.	$385,000	Airbnb cash on cash: 3.93% Traditional cash on cash: 4.39% Airbnb Rental Income: $2870 Traditional Rental Income: $2366 Airbnb ROI: 3.93% Traditional ROI: 4.39%
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: 4.51% Traditional cash on cash: 5.1% Airbnb Rental Income: $2870 Traditional Rental Income: $2382 Airbnb ROI: 4.51% Traditional ROI: 5.1%
21127 ROYAL ST GEORGES LANE Leesburg, FL Virtually Staged. Motivated Seller! Golf course views in your backyard, plus $3,500 lender...	3 beds \| 2 baths \| 1,802 sq.ft.	$344,900	Airbnb cash on cash: 3.54% Traditional cash on cash: 2.93% Airbnb Rental Income: $2870 Traditional Rental Income: $2007 Airbnb ROI: 3.54% Traditional ROI: 2.93%
27111 NOSTALGIA DRIVE Leesburg, FL Welcome to the Florida lifestyle youâve been dreaming of! This immaculate 3-bedroom, 2-b...	3 beds \| 2 baths \| 1,477 sq.ft.	$289,000	Airbnb cash on cash: 4.45% Traditional cash on cash: 4.03% Airbnb Rental Income: $2870 Traditional Rental Income: $2088 Airbnb ROI: 4.45% Traditional ROI: 4.03%
27040 CAMERONS RUN Leesburg, FL This Beautiful LIGHT AND BRIGHT "Calla II Model" Home is located on a LARGE CORNER LOT in ...	3 beds \| 2 baths \| 2,201 sq.ft.	$419,900	Airbnb cash on cash: 2.66% Traditional cash on cash: 3.75% Airbnb Rental Income: $2870 Traditional Rental Income: $2633 Airbnb ROI: 2.66% Traditional ROI: 3.75%
3514 ARLINGTON RIDGE BOULEVARD Leesburg, FL Under contract-accepting backup offers. QUICK CLOSE POSSIBLE! Affordable Custom Built Low-...	3 beds \| 2 baths \| 2,236 sq.ft.	$428,000	Airbnb cash on cash: 2.62% Traditional cash on cash: 3.78% Airbnb Rental Income: $2870 Traditional Rental Income: $2671 Airbnb ROI: 2.62% Traditional ROI: 3.78%
1004 ROYAL OAK BOULEVARD Leesburg, FL Dreaming of making the move to Florida without stretching your budget? This beautifully ma...	2 beds \| 3 baths \| 1,288 sq.ft.	$175,000	Airbnb cash on cash: 4.03% Traditional cash on cash: 6.9% Airbnb Rental Income: $1944 Traditional Rental Income: $1909 Airbnb ROI: 4.03% Traditional ROI: 6.9%
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: 8.95% Traditional cash on cash: 5.22% Airbnb Rental Income: $2870 Traditional Rental Income: $1503 Airbnb ROI: 8.95% Traditional ROI: 5.22%
615 NE COTTAGE PARK LANE Leesburg, FL Adorable one bedroom, open kitchen to living Room, Manufactured Home in the Gated Communit...	1 beds \| 1 baths \| 490 sq.ft.	$82,999	Airbnb cash on cash: 5.77% Traditional cash on cash: 7.24% Airbnb Rental Income: $1535 Traditional Rental Income: $1210 Airbnb ROI: 5.77% Traditional ROI: 7.24%

Real Estate investment in Leesburg, FL

There are 256 properties for sale in the city of Leesburg . The median list price in Leesburg is $324,806 and the average price per square foot is $190. In August 2026, the average monthly cash on cash return in Leesburg is 5.00%. The average monthly rental income in Leesburg is $1,822.

Leesburg, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 256 investment properties available for sale in Leesburg.

In 2026, the best neighborhood to buy investment property is Leesburg.

The ROI for Short-Term is higher than the Long-Term in Leesburg with average rental income of $1,992.

Your search for investment property begins and ends here

Investment Property for Sale in Leesburg, FL

1031 MELLATHON CIRCLE

Leesburg, FL

4 beds | 3 baths | 2,555 sq.ft.

$875,000

Airbnb cash on cash: 4.89%

Traditional cash on cash: 2.88%

Airbnb Rental Income: $6787

Traditional Rental Income: $3826

Airbnb ROI: 4.89%

Traditional ROI: 2.88%

5552 KING JAMES AVENUE

Leesburg, FL

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

$271,000

Airbnb cash on cash: 5.46%

Traditional cash on cash: 5.73%

Airbnb Rental Income: $2870

Traditional Rental Income: $2270

Airbnb ROI: 5.46%

Traditional ROI: 5.73%

2309 Angel Fish Loop

Leesburg, FL

3 beds | 2 baths | N/A

$329,000

Airbnb cash on cash: 4.67%

Traditional cash on cash: 4.38%

Airbnb Rental Income: $2870

Traditional Rental Income: $2115

Airbnb ROI: 4.67%

Traditional ROI: 4.38%

18 WESTON ROAD

Leesburg, FL

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

$435,000

Airbnb cash on cash: 3.28%

Traditional cash on cash: 4.77%

Airbnb Rental Income: $2870

Traditional Rental Income: $2809

Airbnb ROI: 3.28%

Traditional ROI: 4.77%

7247 TREASURE ISLAND ROAD

Leesburg, FL

3 beds | 2 baths | 2,156 sq.ft.

$399,900

Airbnb cash on cash: 3.6%

Traditional cash on cash: 5.61%

Airbnb Rental Income: $2870

Traditional Rental Income: $2959

Airbnb ROI: 3.6%

Traditional ROI: 5.61%

4967 HERON RUN CIRCLE

Leesburg, FL

2 beds | 2 baths | 1,119 sq.ft.

$229,900

Airbnb cash on cash: 2.84%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $1944

Traditional Rental Income: $1674

Airbnb ROI: 2.84%

Traditional ROI: 3.95%

26868 WHITE PLAINS WAY

Leesburg, FL

3 beds | 2 baths | 1,877 sq.ft.

$347,000

Airbnb cash on cash: 4.2%

Traditional cash on cash: 4.25%

Airbnb Rental Income: $2870

Traditional Rental Income: $2219

Airbnb ROI: 4.2%

Traditional ROI: 4.25%

33651 OVERTON DRIVE

Leesburg, FL

3 beds | 4 baths | 2,678 sq.ft.

$475,000

Airbnb cash on cash: 2.61%

Traditional cash on cash: 9.99%

Airbnb Rental Income: $2870

Traditional Rental Income: $5482

Airbnb ROI: 2.61%