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.

Ruth Lake Investmata Tnvestmiaensent Pment Property for Sale in Leesburg, FL

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

Showing 267 Ruth Lake Investmata Tnvestmiaensent Pment Property listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

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

Ruth Lake Investmata Tnvestmiaensent Pment Property 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%