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 Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential for Sale in Leesburg, FL

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

Showing 267 Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory 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: 4.95% Airbnb Rental Income: $3164 Traditional Rental Income: $2133 Airbnb ROI: 6.14% Traditional ROI: 4.95%
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 \| 1,337 sq.ft.	$329,000	Airbnb cash on cash: 5.46% Traditional cash on cash: 3.35% Airbnb Rental Income: $3164 Traditional Rental Income: $1796 Airbnb ROI: 5.46% Traditional ROI: 3.35%
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: 3.84% Airbnb Rental Income: $3164 Traditional Rental Income: $2242 Airbnb ROI: 4.51% Traditional ROI: 3.84%
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: 1.93% Traditional cash on cash: 4.98% Airbnb Rental Income: $1980 Traditional Rental Income: $2420 Airbnb ROI: 1.93% Traditional ROI: 4.98%
26954 WHITE PLAINS WAY Leesburg, FL Under contract-accepting backup offers. ENJOY THE MAINTENANCE-FREE LIFESTYLE, CONVENIENT G...	2 beds \| 2 baths \| 1,376 sq.ft.	$266,000	Airbnb cash on cash: 1.91% Traditional cash on cash: 1.19% Airbnb Rental Income: $1980 Traditional Rental Income: $1282 Airbnb ROI: 1.91% Traditional ROI: 1.19%
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: 4.26% Traditional cash on cash: 4.11% Airbnb Rental Income: $3164 Traditional Rental Income: $2392 Airbnb ROI: 4.26% Traditional ROI: 4.11%
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: 9.81% Airbnb Rental Income: $3164 Traditional Rental Income: $5843 Airbnb ROI: 2.83% Traditional ROI: 9.81%
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: 2.65% Traditional cash on cash: 5.06% Airbnb Rental Income: $1980 Traditional Rental Income: $2185 Airbnb ROI: 2.65% Traditional ROI: 5.06%
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: 5.74% Traditional cash on cash: 5.14% Airbnb Rental Income: $3164 Traditional Rental Income: $2297 Airbnb ROI: 5.74% Traditional ROI: 5.14%
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.	$339,900	Airbnb cash on cash: 4.74% Traditional cash on cash: 3.58% Airbnb Rental Income: $3164 Traditional Rental Income: $2079 Airbnb ROI: 4.74% Traditional ROI: 3.58%
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: 3.54% Airbnb Rental Income: $3164 Traditional Rental Income: $6288 Airbnb ROI: 0.23% Traditional ROI: 3.54%
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: 3.89% Traditional cash on cash: 3.64% Airbnb Rental Income: $3164 Traditional Rental Income: $2364 Airbnb ROI: 3.89% Traditional ROI: 3.64%
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: 7.96% Airbnb Rental Income: $3164 Traditional Rental Income: $2414 Airbnb ROI: 8.11% Traditional ROI: 7.96%
31631 BROADWATER AVENUE Leesburg, FL Welcome to your next chapter in one of Leesburg's most desirable residential pockets, wher...	4 beds \| 2 baths \| 2,140 sq.ft.	$344,999	Airbnb cash on cash: 9.43% Traditional cash on cash: 3.59% Airbnb Rental Income: $4837 Traditional Rental Income: $1948 Airbnb ROI: 9.43% Traditional ROI: 3.59%
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: 3.94% Traditional cash on cash: 5.9% Airbnb Rental Income: $3164 Traditional Rental Income: $3242 Airbnb ROI: 3.94% Traditional ROI: 5.9%
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: 0.55% Traditional cash on cash: 3.71% Airbnb Rental Income: $1980 Traditional Rental Income: $2378 Airbnb ROI: 0.55% Traditional ROI: 3.71%
4919 LONG MEADOW DRIVE Leesburg, FL Under contract-accepting backup offers. Stunning Golf Course Home Perfect for Entertaining...	2 beds \| 3 baths \| 2,693 sq.ft.	$399,800	Airbnb cash on cash: 1.05% Traditional cash on cash: 0.57% Airbnb Rental Income: $1980 Traditional Rental Income: $1282 Airbnb ROI: 1.05% Traditional ROI: 0.57%
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: 0.47% Traditional cash on cash: 2.4% Airbnb Rental Income: $1980 Traditional Rental Income: $2417 Airbnb ROI: 0.47% Traditional ROI: 2.4%
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.	$72,500	Airbnb cash on cash: 3.2% Traditional cash on cash: 5.04% Airbnb Rental Income: $1980 Traditional Rental Income: $1593 Airbnb ROI: 3.2% Traditional ROI: 5.04%
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: 5.2% Airbnb Rental Income: $null Traditional Rental Income: $2740 Airbnb ROI: N/A Traditional ROI: 5.2%
7320 MARLO ROAD Leesburg, FL Classic Florida charm meets peaceful privacy in this spacious 3-bedroom, 3-bath home offer...	3 beds \| 3 baths \| 2,584 sq.ft.	$325,000	Airbnb cash on cash: 6.05% Traditional cash on cash: 8.73% Airbnb Rental Income: $3164 Traditional Rental Income: $3267 Airbnb ROI: 6.05% Traditional ROI: 8.73%
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: 4.09% Traditional cash on cash: 3.92% Airbnb Rental Income: $3164 Traditional Rental Income: $2395 Airbnb ROI: 4.09% Traditional ROI: 3.92%
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: 8.04% Traditional cash on cash: 7.33% Airbnb Rental Income: $3164 Traditional Rental Income: $2294 Airbnb ROI: 8.04% Traditional ROI: 7.33%
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: 9.62% Traditional cash on cash: 10.18% Airbnb Rental Income: $1980 Traditional Rental Income: $1515 Airbnb ROI: 9.62% Traditional ROI: 10.18%
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: 7.52% Traditional cash on cash: 6.97% Airbnb Rental Income: $3164 Traditional Rental Income: $2326 Airbnb ROI: 7.52% Traditional ROI: 6.97%
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: 0.77% Traditional cash on cash: 4.15% Airbnb Rental Income: $1980 Traditional Rental Income: $2809 Airbnb ROI: 0.77% Traditional ROI: 4.15%
33817 SECRET HILL DRIVE Leesburg, FL NO HOA with room to park your boat/RV! Welcome to a home that effortlessly combines style,...	3 beds \| 2 baths \| 1,610 sq.ft.	$315,000	Airbnb cash on cash: 6.7% Traditional cash on cash: 4.05% Airbnb Rental Income: $3164 Traditional Rental Income: $1663 Airbnb ROI: 6.7% Traditional ROI: 4.05%
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: 3.4% Traditional cash on cash: 3.92% Airbnb Rental Income: $3164 Traditional Rental Income: $2660 Airbnb ROI: 3.4% Traditional ROI: 3.92%
26617 OTTER CREEK LANE Leesburg, FL Beautifully maintained 4/3 with an office, brand new roof (1/2026) and whole house generat...	4 beds \| 3 baths \| 2,580 sq.ft.	$560,000	Airbnb cash on cash: 4.58% Traditional cash on cash: 2.55% Airbnb Rental Income: $4837 Traditional Rental Income: $2780 Airbnb ROI: 4.58% Traditional ROI: 2.55%
215 FERNWOOD STREET Leesburg, FL Fully remodeled 3BR/2BA half duplex on a quiet street in Leesburg. Renovated in 2022 with ...	3 beds \| 2 baths \| 1,369 sq.ft.	$219,900	Airbnb cash on cash: 9.3% Traditional cash on cash: 5.54% Airbnb Rental Income: $3164 Traditional Rental Income: $1663 Airbnb ROI: 9.3% Traditional ROI: 5.54%
33710 LINDA LANE Leesburg, FL One or more photo(s) has been virtually staged. Beautiful Pool Home on Linda Lane! This sp...	3 beds \| 3 baths \| 2,395 sq.ft.	$380,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 6.6% Airbnb Rental Income: $3164 Traditional Rental Income: $3262 Airbnb ROI: 4.31% Traditional ROI: 6.6%
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: 7.52% Traditional cash on cash: 9.44% Airbnb Rental Income: $3164 Traditional Rental Income: $2842 Airbnb ROI: 7.52% Traditional ROI: 9.44%
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: 5.32% Traditional cash on cash: 4.96% Airbnb Rental Income: $3164 Traditional Rental Income: $2337 Airbnb ROI: 5.32% Traditional ROI: 4.96%
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: 6.15% Traditional cash on cash: 5.24% Airbnb Rental Income: $3164 Traditional Rental Income: $2182 Airbnb ROI: 6.15% Traditional ROI: 5.24%
11408 HUGGINS STREET Leesburg, FL Welcome to this charming 2-bedroom, 1-bath home set on a generous .46-acre lot, offering t...	2 beds \| 1 baths \| 780 sq.ft.	$183,000	Airbnb cash on cash: 6.14% Traditional cash on cash: 5.11% Airbnb Rental Income: $1980 Traditional Rental Income: $1282 Airbnb ROI: 6.14% Traditional ROI: 5.11%
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: 4.84% Airbnb Rental Income: $1980 Traditional Rental Income: $2175 Airbnb ROI: 2.18% Traditional ROI: 4.84%
5036 EL DESTINO DRIVE Leesburg, FL PRICED TO SELL JUST REDUCED $8,000 This lovely home on an oversized lot comes with ne...	3 beds \| 2 baths \| 1,791 sq.ft.	$265,000	Airbnb cash on cash: 6.22% Traditional cash on cash: 4.55% Airbnb Rental Income: $3164 Traditional Rental Income: $2030 Airbnb ROI: 6.22% Traditional ROI: 4.55%
32804 OAK PARK DRIVE Leesburg, FL Welcome to the good life in Pennbrooke Fairwaysâone of Central Floridaâs most sought-a...	2 beds \| 2 baths \| 1,260 sq.ft.	$257,000	Airbnb cash on cash: 1.98% Traditional cash on cash: 3.11% Airbnb Rental Income: $1980 Traditional Rental Income: $1735 Airbnb ROI: 1.98% Traditional ROI: 3.11%
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: 9.85% Traditional cash on cash: 4.72% Airbnb Rental Income: $5065 Traditional Rental Income: $2352 Airbnb ROI: 9.85% Traditional ROI: 4.72%

Your search for investment property begins and ends here

Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential 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: 4.95%

Airbnb Rental Income: $3164

Traditional Rental Income: $2133

Airbnb ROI: 6.14%

Traditional ROI: 4.95%

2309 Angel Fish Loop

Leesburg, FL

3 beds | 2 baths | 1,337 sq.ft.

$329,000

Airbnb cash on cash: 5.46%

Traditional cash on cash: 3.35%

Airbnb Rental Income: $3164

Traditional Rental Income: $1796

Airbnb ROI: 5.46%

Traditional ROI: 3.35%

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: 3.84%

Airbnb Rental Income: $3164

Traditional Rental Income: $2242

Airbnb ROI: 4.51%

Traditional ROI: 3.84%

24112 ROBINWOOD STREET

Leesburg, FL

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

$335,000

Airbnb cash on cash: 1.93%

Traditional cash on cash: 4.98%

Airbnb Rental Income: $1980

Traditional Rental Income: $2420

Airbnb ROI: 1.93%

Traditional ROI: 4.98%

26954 WHITE PLAINS WAY

Leesburg, FL

2 beds | 2 baths | 1,376 sq.ft.

$266,000

Airbnb cash on cash: 1.91%

Traditional cash on cash: 1.19%

Airbnb Rental Income: $1980

Traditional Rental Income: $1282

Airbnb ROI: 1.91%

Traditional ROI: 1.19%

4110 ARLINGTON RIDGE BOULEVARD

Leesburg, FL

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

$374,900

Airbnb cash on cash: 4.26%

Traditional cash on cash: 4.11%

Airbnb Rental Income: $3164

Traditional Rental Income: $2392

Airbnb ROI: 4.26%

Traditional ROI: 4.11%

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: 9.81%

Airbnb Rental Income: $3164

Traditional Rental Income: $5843

Airbnb ROI: 2.83%

Traditional ROI: 9.81%

3605 MOUNT HOPE LOOP

Leesburg, FL

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

$319,000

Airbnb cash on cash: 2.65%

Traditional cash on cash: 5.06%

Airbnb Rental Income: $1980

Traditional Rental Income: $2185

Airbnb ROI: 2.65%