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
324 TOMATO HILL ROAD Leesburg, FL OPPORTUNITY AWAITS!! Discover this beautiful custom-designed 4-bedroom, 3-bathroom home, p...	4 beds \| 3 baths \| 2,338 sq.ft.	$649,000	Airbnb cash on cash: 4.27% Traditional cash on cash: 2.29% Airbnb Rental Income: $4837 Traditional Rental Income: $2642 Airbnb ROI: 4.27% Traditional ROI: 2.29%
500 NEWELL HILL ROAD #115A Leesburg, FL INVESTMENT OR RETIREMENT! A 55+ COMMUNITY, WITH SPACIOUS 2 BEDS, 2 BATHS CONDO SITUATED ON...	2 beds \| 2 baths \| 1,134 sq.ft.	$95,000	Airbnb cash on cash: 5.52% Traditional cash on cash: 8.57% Airbnb Rental Income: $1980 Traditional Rental Income: $1743 Airbnb ROI: 5.52% Traditional ROI: 8.57%
26953 HONEYMOON AVE Leesburg, FL Under contract-accepting backup offers. JUST REDUCED OVER $10,000!!! Welcome to Legacy, th...	3 beds \| 2 baths \| 2,147 sq.ft.	$353,000	Airbnb cash on cash: 3.93% Traditional cash on cash: 3.92% Airbnb Rental Income: $3164 Traditional Rental Income: $2442 Airbnb ROI: 3.93% Traditional ROI: 3.92%
2295 BARN WOOD COURT Leesburg, FL Nestled in a quiet cul-de-sac, this charming 3-bedroom, 2-baths ranch home offers 1,880 sq...	3 beds \| 2 baths \| 1,864 sq.ft.	$299,900	Airbnb cash on cash: 5.73% Traditional cash on cash: 4.87% Airbnb Rental Income: $3164 Traditional Rental Income: $2203 Airbnb ROI: 5.73% Traditional ROI: 4.87%
24112 ROBINWOOD STREET Leesburg, FL Welcome to 24112 Robinwood, in the Riverside Village at Plantation at Leesburg. This beaut...	2 beds \| 2 baths \| 1,781 sq.ft.	$384,900	Airbnb cash on cash: 1.82% Traditional cash on cash: 3.65% Airbnb Rental Income: $1980 Traditional Rental Income: $2122 Airbnb ROI: 1.82% Traditional ROI: 3.65%
1610 CREST AVENUE Leesburg, FL Welcome to Crest Ave! This serene neighborhood offers the advantage of NO HOA fees. This p...	3 beds \| 1 baths \| 1,164 sq.ft.	$210,000	Airbnb cash on cash: 9.91% Traditional cash on cash: 6.99% Airbnb Rental Income: $3164 Traditional Rental Income: $1867 Airbnb ROI: 9.91% Traditional ROI: 6.99%
27018 NATURE VIEW STREET Leesburg, FL Legacy of Leesburg! This homes features plantation shutters, crown molding, ceramic tile f...	2 beds \| 2 baths \| 1,485 sq.ft.	$335,000	Airbnb cash on cash: 1.77% Traditional cash on cash: 3.39% Airbnb Rental Income: $1980 Traditional Rental Income: $1970 Airbnb ROI: 1.77% Traditional ROI: 3.39%
4554 ANTIETAM CREEK TRAIL Leesburg, FL Welcome to Affordable Golf-Community Living in Highly Sought After Arlington Ridge Guard G...	3 beds \| 2 baths \| 1,803 sq.ft.	$359,900	Airbnb cash on cash: 4.9% Traditional cash on cash: 4.2% Airbnb Rental Income: $3164 Traditional Rental Income: $2212 Airbnb ROI: 4.9% Traditional ROI: 4.2%
7247 TREASURE ISLAND ROAD Leesburg, FL Back on market! This home features numerous significant upgrades, including a brand new HV...	3 beds \| 2 baths \| 2,156 sq.ft.	$380,000	Airbnb cash on cash: 4.73% Traditional cash on cash: 6.16% Airbnb Rental Income: $3164 Traditional Rental Income: $2959 Airbnb ROI: 4.73% Traditional ROI: 6.16%
25201 QUAIL CROFT PLACE Leesburg, FL One or more photo(s) has been virtually staged. NEW ROOF COMING 2024. Room to live. Wonder...	2 beds \| 3 baths \| 2,664 sq.ft.	$414,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 4.32% Airbnb Rental Income: $1980 Traditional Rental Income: $2509 Airbnb ROI: 1.62% Traditional ROI: 4.32%
27231 WHITE PLAINS WAY Leesburg, FL Welcome to your dream home in this vibrant 55+ gated community, where comfort meets conven...	2 beds \| 2 baths \| 1,306 sq.ft.	$270,000	Airbnb cash on cash: 1.19% Traditional cash on cash: 3.25% Airbnb Rental Income: $1980 Traditional Rental Income: $1988 Airbnb ROI: 1.19% Traditional ROI: 3.25%
4013 RICHMOND CROSSING Leesburg, FL Storm-Ready, 22KW Whole House Generator, Newer Home built to wind code, Low wind zone, Hig...	3 beds \| 2 baths \| 2,236 sq.ft.	$509,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 2.24% Airbnb Rental Income: $3164 Traditional Rental Income: $2372 Airbnb ROI: 2.4% Traditional ROI: 2.24%
2915 PECAN AVENUE Leesburg, FL Under contract-accepting backup offers. This is the one you've been waiting for!!! Incred...	2 beds \| 3 baths \| 1,288 sq.ft.	$188,800	Airbnb cash on cash: 4.36% Traditional cash on cash: 7.03% Airbnb Rental Income: $1980 Traditional Rental Income: $1939 Airbnb ROI: 4.36% Traditional ROI: 7.03%
4064 RIVER CREST CIRCLE Leesburg, FL Welcome home to this well maintained 3/2/2 home in The Plantation at Leesburg. This home b...	3 beds \| 2 baths \| 1,766 sq.ft.	$280,000	Airbnb cash on cash: 6.53% Traditional cash on cash: 5.86% Airbnb Rental Income: $3164 Traditional Rental Income: $2272 Airbnb ROI: 6.53% Traditional ROI: 5.86%
9916 JACKSON ROAD Leesburg, FL NEW PRICE!!! Imagine unwinding after a long day in your own private paradise! This expansi...	3 beds \| 3 baths \| 2,496 sq.ft.	$440,000	Airbnb cash on cash: 3.71% Traditional cash on cash: 5.94% Airbnb Rental Income: $3164 Traditional Rental Income: $3366 Airbnb ROI: 3.71% Traditional ROI: 5.94%
821 DUNDEE CIRCLE Leesburg, FL Significant Price Reduction by Motivated Seller ! Just reduced by $20,000 ! Tie a Big Re...	2 beds \| 2 baths \| 1,494 sq.ft.	$205,000	Airbnb cash on cash: 4.05% Traditional cash on cash: 6.82% Airbnb Rental Income: $1980 Traditional Rental Income: $2001 Airbnb ROI: 4.05% Traditional ROI: 6.82%
2122 AMOR WAY Leesburg, FL New Lower Price! Welcome to your new home! This 4 bedroom 3.5 bathroom home is centrally l...	4 beds \| 4 baths \| 3,420 sq.ft.	$379,990	Airbnb cash on cash: 8.2% Traditional cash on cash: 10.1% Airbnb Rental Income: $4837 Traditional Rental Income: $4521 Airbnb ROI: 8.2% Traditional ROI: 10.1%
1729 BIRCHWOOD CIRCLE Leesburg, FL Under contract-accepting backup offers. Discover Birchwood an ideal duplex for investors s...	6 beds \| N/A baths \| 1,932 sq.ft.	$300,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.43% Airbnb Rental Income: $null Traditional Rental Income: $2171 Airbnb ROI: N/A Traditional ROI: 5.43%
26951 White Plains Way Leesburg, FL LARGEST SQUARE FOOTAGE VILLA ON THE MARKET IN ARLINGTON RIDGE! Discover the epitome of com...	2 beds \| 2 baths \| 1,417 sq.ft.	$285,000	Airbnb cash on cash: 3.91% Traditional cash on cash: 6.1% Airbnb Rental Income: $1980 Traditional Rental Income: $2049 Airbnb ROI: 3.91% Traditional ROI: 6.1%
2803 GRIFFIN ROAD Leesburg, FL Under contract-accepting backup offers. Welcome to this promising quadruplex with a solid ...	8 beds \| N/A baths \| 3,000 sq.ft.	$480,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.21% Airbnb Rental Income: $null Traditional Rental Income: $2542 Airbnb ROI: N/A Traditional ROI: 3.21%
1011 GUNSTON STREET Leesburg, FL Now Available in Wentzels! Come see this charming Home consisting of 3 bedrooms, 2 bath, 1...	3 beds \| 2 baths \| 1,610 sq.ft.	$299,900	Airbnb cash on cash: 6.35% Traditional cash on cash: 6.03% Airbnb Rental Income: $3164 Traditional Rental Income: $2360 Airbnb ROI: 6.35% Traditional ROI: 6.03%
21524 QUEEN ANNE COURT Leesburg, FL Stunning Princess Model Home nestled on a spacious cul-de-sac lot! This is a three bedroom...	3 beds \| 2 baths \| 2,031 sq.ft.	$344,899	Airbnb cash on cash: 4.8% Traditional cash on cash: 4.87% Airbnb Rental Income: $3164 Traditional Rental Income: $2472 Airbnb ROI: 4.8% Traditional ROI: 4.87%
5310 TANGELO STREET Leesburg, FL WELCOME to your new home on sunny Tangelo Street! This finely maintained home on a quiet c...	2 beds \| 2 baths \| 1,360 sq.ft.	$269,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 4.43% Airbnb Rental Income: $1980 Traditional Rental Income: $1911 Airbnb ROI: 2.66% Traditional ROI: 4.43%
10144 SILVER BLUFF DRIVE Leesburg, FL This charming 3-bedroom, 2-bathroom residence boasts a **BRAND NEW ROOF (2024) ensuring pe...	3 beds \| 2 baths \| 1,953 sq.ft.	$385,000	Airbnb cash on cash: 4.69% Traditional cash on cash: 3.06% Airbnb Rental Income: $3164 Traditional Rental Income: $1858 Airbnb ROI: 4.69% Traditional ROI: 3.06%
5062 EL DESTINO DRIVE Leesburg, FL Outstanding one-story home with a screened porch and a beautiful and tranquil backyard wit...	3 beds \| 2 baths \| 1,021 sq.ft.	$264,000	Airbnb cash on cash: 7.06% Traditional cash on cash: 3.72% Airbnb Rental Income: $3164 Traditional Rental Income: $1616 Airbnb ROI: 7.06% Traditional ROI: 3.72%
25304 FOREST OAK COURT Leesburg, FL Welcome to this stunning, move-in ready Water Lily floor plan home, nestled on a quiet cul...	3 beds \| 2 baths \| 2,460 sq.ft.	$429,900	Airbnb cash on cash: 3.53% Traditional cash on cash: 3.27% Airbnb Rental Income: $3164 Traditional Rental Income: $2345 Airbnb ROI: 3.53% Traditional ROI: 3.27%
1025 SUSAN STREET Leesburg, FL Welcome all investors to this block home with a newer roof, spacious back yard with a tena...	2 beds \| 2 baths \| 998 sq.ft.	$165,000	Airbnb cash on cash: 7.14% Traditional cash on cash: 9.31% Airbnb Rental Income: $1980 Traditional Rental Income: $1803 Airbnb ROI: 7.14% Traditional ROI: 9.31%
6224 SUNNYSIDE DRIVE Leesburg, FL Under contract-accepting backup offers. Welcome to your dream home in the highly sought af...	4 beds \| 3 baths \| 2,393 sq.ft.	$459,900	Airbnb cash on cash: 7.45% Traditional cash on cash: 5.05% Airbnb Rental Income: $4837 Traditional Rental Income: $2809 Airbnb ROI: 7.45% Traditional ROI: 5.05%
3732 MULBERRY GROVE LOOP Leesburg, FL This home is meticulously maintained and tastefully decorated, which creates a comfortable...	2 beds \| 2 baths \| 1,970 sq.ft.	$360,000	Airbnb cash on cash: 1.79% Traditional cash on cash: 4.08% Airbnb Rental Income: $1980 Traditional Rental Income: $2233 Airbnb ROI: 1.79% Traditional ROI: 4.08%
11300 Lake Eustis Drive Leesburg, FL Are you searching for a home near the lake that offers privacy? This 3-bedroom, 2-bathroom...	3 beds \| 2 baths \| 1,966 sq.ft.	$410,500	Airbnb cash on cash: 4.28% Traditional cash on cash: 4.48% Airbnb Rental Income: $3164 Traditional Rental Income: $2525 Airbnb ROI: 4.28% Traditional ROI: 4.48%
5532 GREAT EGRET DRIVE Leesburg, FL Under contract-accepting backup offers. $5,000.00 SELLER ASSIST IN CLOSING COST IF CLOSED ...	3 beds \| 3 baths \| 1,805 sq.ft.	$352,000	Airbnb cash on cash: 4.82% Traditional cash on cash: 5.3% Airbnb Rental Income: $3164 Traditional Rental Income: $2606 Airbnb ROI: 4.82% Traditional ROI: 5.3%
25114 MERIWEATHER ROAD Leesburg, FL Beautiful Views come with this very clean home. This very nice home has lots of potential ...	2 beds \| 3 baths \| 1,974 sq.ft.	$355,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 4.75% Airbnb Rental Income: $1980 Traditional Rental Income: $2508 Airbnb ROI: 1.61% Traditional ROI: 4.75%
21945 KING HENRY AVE Leesburg, FL This is a home you need to see in person to really appreciate it!!! Sellers are motivated!...	2 beds \| 2 baths \| 1,168 sq.ft.	$249,900	Airbnb cash on cash: 3.34% Traditional cash on cash: 4.69% Airbnb Rental Income: $1980 Traditional Rental Income: $1780 Airbnb ROI: 3.34% Traditional ROI: 4.69%
24029 PEEKSKILL STREET Leesburg, FL This stunning home is truly a masterpiece, offering a perfect blend of comfort, style, and...	3 beds \| 3 baths \| 2,095 sq.ft.	$388,000	Airbnb cash on cash: 3.83% Traditional cash on cash: 4.21% Airbnb Rental Income: $3164 Traditional Rental Income: $2585 Airbnb ROI: 3.83% Traditional ROI: 4.21%
12442 BLUE HERON WAY Leesburg, FL Iâm excited to present this one of a kind home situated on a Lake Eustis canal, nestled ...	3 beds \| 2 baths \| 1,613 sq.ft.	$425,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 3.8% Airbnb Rental Income: $3164 Traditional Rental Income: $2448 Airbnb ROI: 3.8% Traditional ROI: 3.8%
24548 MADEWOOD AVENUE Leesburg, FL CHECK OUT the new FRESH interior neutral paint to bring a BRIGHTER interior LOOK! This be...	2 beds \| 3 baths \| 2,553 sq.ft.	$424,900	Airbnb cash on cash: 1.15% Traditional cash on cash: 3.85% Airbnb Rental Income: $1980 Traditional Rental Income: $2539 Airbnb ROI: 1.15% Traditional ROI: 3.85%
5610 KING JAMES AVENUE Leesburg, FL Gated Community Charming home, Customized Topaz model has 2 bedrooms, 2 baths and a media ...	2 beds \| 2 baths \| 1,606 sq.ft.	$289,900	Airbnb cash on cash: 2.71% Traditional cash on cash: 4.95% Airbnb Rental Income: $1980 Traditional Rental Income: $2072 Airbnb ROI: 2.71% Traditional ROI: 4.95%
5546 TANGELO STREET Leesburg, FL Welcome Home! Get ready to explore this beautifully maintained pool home situated on a cor...	2 beds \| 2 baths \| 1,679 sq.ft.	$330,000	Airbnb cash on cash: 1.95% Traditional cash on cash: 4.5% Airbnb Rental Income: $1980 Traditional Rental Income: $2254 Airbnb ROI: 1.95% Traditional ROI: 4.5%
33413 FAIRWAY ROAD Leesburg, FL Short Sale. Because of job transfer, sellers absolutely must move! Don't miss this lovely ...	4 beds \| 3 baths \| 2,760 sq.ft.	$419,000	Airbnb cash on cash: 7.76% Traditional cash on cash: 4.89% Airbnb Rental Income: $5065 Traditional Rental Income: $2902 Airbnb ROI: 7.76% Traditional ROI: 4.89%
16 EASTER ROSS COURT Leesburg, FL Welcome to this charming 2 bed, 2 bath home sitting on a premium lot with a WATER VIEW! Th...	2 beds \| 2 baths \| 1,418 sq.ft.	$225,000	Airbnb cash on cash: 3.39% Traditional cash on cash: 5.48% Airbnb Rental Income: $1980 Traditional Rental Income: $1906 Airbnb ROI: 3.39% Traditional ROI: 5.48%

Real Estate investment in Leesburg, FL

There are 291 properties for sale in the city of Leesburg . The median list price in Leesburg is $310,000 and the average price per square foot is $168. In December 2024, the average monthly cash on cash return in Leesburg is 5.00%. The average monthly rental income in Leesburg is $2,091.

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

There are 291 investment properties available for sale in Leesburg.

In 2024, 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 $3,164.

Your search for investment property begins and ends here

Investment Property for Sale in Leesburg, FL

324 TOMATO HILL ROAD

Leesburg, FL

4 beds | 3 baths | 2,338 sq.ft.

$649,000

Airbnb cash on cash: 4.27%

Traditional cash on cash: 2.29%

Airbnb Rental Income: $4837

Traditional Rental Income: $2642

Airbnb ROI: 4.27%

Traditional ROI: 2.29%

500 NEWELL HILL ROAD #115A

Leesburg, FL

2 beds | 2 baths | 1,134 sq.ft.

$95,000

Airbnb cash on cash: 5.52%

Traditional cash on cash: 8.57%

Airbnb Rental Income: $1980

Traditional Rental Income: $1743

Airbnb ROI: 5.52%

Traditional ROI: 8.57%

26953 HONEYMOON AVE

Leesburg, FL

3 beds | 2 baths | 2,147 sq.ft.

$353,000

Airbnb cash on cash: 3.93%

Traditional cash on cash: 3.92%

Airbnb Rental Income: $3164

Traditional Rental Income: $2442

Airbnb ROI: 3.93%

Traditional ROI: 3.92%

2295 BARN WOOD COURT

Leesburg, FL

3 beds | 2 baths | 1,864 sq.ft.

$299,900

Airbnb cash on cash: 5.73%

Traditional cash on cash: 4.87%

Airbnb Rental Income: $3164

Traditional Rental Income: $2203

Airbnb ROI: 5.73%

Traditional ROI: 4.87%

24112 ROBINWOOD STREET

Leesburg, FL

2 beds | 2 baths | 1,781 sq.ft.

$384,900

Airbnb cash on cash: 1.82%

Traditional cash on cash: 3.65%

Airbnb Rental Income: $1980

Traditional Rental Income: $2122

Airbnb ROI: 1.82%

Traditional ROI: 3.65%

1610 CREST AVENUE

Leesburg, FL

3 beds | 1 baths | 1,164 sq.ft.

$210,000

Airbnb cash on cash: 9.91%

Traditional cash on cash: 6.99%

Airbnb Rental Income: $3164

Traditional Rental Income: $1867

Airbnb ROI: 9.91%

Traditional ROI: 6.99%

27018 NATURE VIEW STREET

Leesburg, FL

2 beds | 2 baths | 1,485 sq.ft.

$335,000

Airbnb cash on cash: 1.77%

Traditional cash on cash: 3.39%

Airbnb Rental Income: $1980

Traditional Rental Income: $1970

Airbnb ROI: 1.77%

Traditional ROI: 3.39%

4554 ANTIETAM CREEK TRAIL

Leesburg, FL

3 beds | 2 baths | 1,803 sq.ft.

$359,900

Airbnb cash on cash: 4.9%

Traditional cash on cash: 4.2%

Airbnb Rental Income: $3164

Traditional Rental Income: $2212

Airbnb ROI: 4.9%