Real Estate Investment Properties for Sale in Lady Lake, FL

Looking for investment property in Lady Lake, FL with high ROI ?

Explore a variety of short-term homes & houses in Lady Lake, FL. Invest wisely with VRBO & Lady Lake, 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 Lady Lake, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
564 DOWLING CIRCLE Lady Lake, FL Under contract-accepting backup offers. Discover your Florida oasis in this impeccably upd...	4 beds \| 3 baths \| 2,700 sq.ft.	$469,500	Airbnb cash on cash: 6.32% Traditional cash on cash: 4% Airbnb Rental Income: $4837 Traditional Rental Income: $2819 Airbnb ROI: 6.32% Traditional ROI: 4%
507 DOWLING CIRCLE Lady Lake, FL 3 Bed \| 2 Bath \| 3 Car Garage \| Golf Course Community \| Oversized Lot ***PRICE IMPROVEM...	3 beds \| 2 baths \| 2,063 sq.ft.	$450,000	Airbnb cash on cash: 2.97% Traditional cash on cash: 4.1% Airbnb Rental Income: $2547 Traditional Rental Income: $2408 Airbnb ROI: 2.97% Traditional ROI: 4.1%
923 APRIL HILLS BOULEVARD Lady Lake, FL One or more photo(s) has been virtually staged. Love where you liveâinside and out! This...	3 beds \| 1 baths \| 1,000 sq.ft.	$216,999	Airbnb cash on cash: 6.63% Traditional cash on cash: 4.43% Airbnb Rental Income: $2547 Traditional Rental Income: $1481 Airbnb ROI: 6.63% Traditional ROI: 4.43%
413 FIRST DRIVE Lady Lake, FL Charming 2-Bedroom Home on a Spacious Lot No HOA! Welcome to 413 1st Dr, Lady Lake, F...	2 beds \| 2 baths \| 832 sq.ft.	$230,000	Airbnb cash on cash: 3.77% Traditional cash on cash: 5% Airbnb Rental Income: $1737 Traditional Rental Income: $1526 Airbnb ROI: 3.77% Traditional ROI: 5%
5311 SADDLEBACK COURT Lady Lake, FL One or more photo(s) has been virtually staged. Short Sale. This is a shortsale, needs thi...	3 beds \| 2 baths \| 2,256 sq.ft.	$399,950	Airbnb cash on cash: 2.07% Traditional cash on cash: 4.21% Airbnb Rental Income: $2547 Traditional Rental Income: $2734 Airbnb ROI: 2.07% Traditional ROI: 4.21%
341 CONCH KEY LANE Lady Lake, FL Key West Style Homes Only! This one is a show stopper! As soon as you step in, you'll not...	3 beds \| 2 baths \| 1,596 sq.ft.	$424,900	Airbnb cash on cash: 2.13% Traditional cash on cash: 2.56% Airbnb Rental Income: $2547 Traditional Rental Income: $2103 Airbnb ROI: 2.13% Traditional ROI: 2.56%
1161 DEL TORO DRIVE Lady Lake, FL NO BOND!!! Welcome to your dream home! This beautiful 2 bedroom, 2 bath gem is located ju...	2 beds \| 2 baths \| 1,144 sq.ft.	$239,500	Airbnb cash on cash: 2.5% Traditional cash on cash: 4.09% Airbnb Rental Income: $1737 Traditional Rental Income: $1618 Airbnb ROI: 2.5% Traditional ROI: 4.09%
40140 PALM STREET Lady Lake, FL Move-in Ready! Upgrades & Updates Throughout! Welcome to this beautifully remodeled POO...	3 beds \| 2 baths \| 1,534 sq.ft.	$325,000	Airbnb cash on cash: 3.92% Traditional cash on cash: 4.5% Airbnb Rental Income: $2547 Traditional Rental Income: $2111 Airbnb ROI: 3.92% Traditional ROI: 4.5%
5528 CITATION COURT Lady Lake, FL Welcome to this stunning and meticulously maintained home in one of the areaâs most desi...	4 beds \| 3 baths \| 3,639 sq.ft.	$699,900	Airbnb cash on cash: 3.51% Traditional cash on cash: 2.4% Airbnb Rental Income: $4837 Traditional Rental Income: $3121 Airbnb ROI: 3.51% Traditional ROI: 2.4%
998 HIBISCUS STREET Lady Lake, FL Welcome to 998 Hibiscus Street, Lady Lake, a beautifully remodeled home that is move-in re...	3 beds \| 2 baths \| 1,000 sq.ft.	$226,900	Airbnb cash on cash: 5.93% Traditional cash on cash: 4.52% Airbnb Rental Income: $2547 Traditional Rental Income: $1630 Airbnb ROI: 5.93% Traditional ROI: 4.52%
7373 CIRCLE DRIVE Lady Lake, FL Experience the rare opportunity to own a home on one of the last majestic private islands....	3 beds \| 2 baths \| 2,416 sq.ft.	$725,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 2.56% Airbnb Rental Income: $2547 Traditional Rental Income: $2902 Airbnb ROI: 1.13% Traditional ROI: 2.56%
515 LOMA PASEO DRIVE Lady Lake, FL Amazing 3/2 Expanded Vera Cruz in the Village of La Reynalda NO Bond, No CDD. Roof 2020, H...	3 beds \| 2 baths \| 2,322 sq.ft.	$550,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 2.53% Airbnb Rental Income: $2547 Traditional Rental Income: $2528 Airbnb ROI: 1.37% Traditional ROI: 2.53%
39023 GRIFFIN LANDING Lady Lake, FL Experience refined living in this exquisitely updated residence, perfectly positioned on o...	3 beds \| 3 baths \| 2,833 sq.ft.	$564,900	Airbnb cash on cash: 0.8% Traditional cash on cash: 1.3% Airbnb Rental Income: $2547 Traditional Rental Income: $2194 Airbnb ROI: 0.8% Traditional ROI: 1.3%
111 E MCCLENDON STREET Lady Lake, FL Charming 1925 Historic Home on an Oversized Corner Lot in Lady Lake Discover this beaut...	2 beds \| 2 baths \| 840 sq.ft.	$255,000	Airbnb cash on cash: 3.24% Traditional cash on cash: 4.88% Airbnb Rental Income: $1737 Traditional Rental Income: $1652 Airbnb ROI: 3.24% Traditional ROI: 4.88%
4435 LEMON STREET Lady Lake, FL Motivated Seller, Incentives Available! Charming Home in Lady Lake, FL. This delightful th...	3 beds \| 2 baths \| 1,439 sq.ft.	$296,000	Airbnb cash on cash: 4.41% Traditional cash on cash: 4.56% Airbnb Rental Income: $2547 Traditional Rental Income: $1974 Airbnb ROI: 4.41% Traditional ROI: 4.56%
1052 SUGAR LOAF KEY LOOP Lady Lake, FL One or more photo(s) has been virtually staged. Discover the perfect blend of Key West cha...	3 beds \| 2 baths \| 1,815 sq.ft.	$495,000	Airbnb cash on cash: 1.84% Traditional cash on cash: 1.85% Airbnb Rental Income: $2547 Traditional Rental Income: $1936 Airbnb ROI: 1.84% Traditional ROI: 1.85%
347 CONCH KEY LANE Lady Lake, FL Under contract-accepting backup offers. Experience a slice of paradise in Central Florida ...	3 beds \| 2 baths \| 1,616 sq.ft.	$340,000	Airbnb cash on cash: 2.96% Traditional cash on cash: 3.75% Airbnb Rental Income: $2547 Traditional Rental Income: $2185 Airbnb ROI: 2.96% Traditional ROI: 3.75%
1727 HILTON HEAD BOULEVARD Lady Lake, FL Welcome to this COMPLETELY UPDATED home in Orange Blossom, The Villages. There is no bond,...	2 beds \| 2 baths \| 1,180 sq.ft.	$210,000	Airbnb cash on cash: 3.66% Traditional cash on cash: 8.87% Airbnb Rental Income: $1737 Traditional Rental Income: $2295 Airbnb ROI: 3.66% Traditional ROI: 8.87%
38748 LAKEVIEW WALK Lady Lake, FL *PRICED TO SELL* Welcome to 38748 Lakeview Walk, Lady Lake, FL! This beautifully maint...	3 beds \| 3 baths \| 2,471 sq.ft.	$410,000	Airbnb cash on cash: 2.38% Traditional cash on cash: 4.1% Airbnb Rental Income: $2547 Traditional Rental Income: $2593 Airbnb ROI: 2.38% Traditional ROI: 4.1%
8333 COUNTY ROAD 109A-1 Lady Lake, FL Look no further! THE GORGEOUS HOME AND SPACIOUS PROPERTY YOU'VE DREAMED OF IS HERE! Situat...	3 beds \| 2 baths \| 1,904 sq.ft.	$334,900	Airbnb cash on cash: 4.52% Traditional cash on cash: 5.43% Airbnb Rental Income: $2547 Traditional Rental Income: $2218 Airbnb ROI: 4.52% Traditional ROI: 5.43%
39500 HILLRISE LANE Lady Lake, FL WELCOME HOME to this stunning Canary Model Pool Home located in the highly desirable, trul...	4 beds \| 3 baths \| 2,544 sq.ft.	$649,500	Airbnb cash on cash: 4.01% Traditional cash on cash: 2.89% Airbnb Rental Income: $4837 Traditional Rental Income: $3163 Airbnb ROI: 4.01% Traditional ROI: 2.89%
5011 GRIFFIN VIEW DRIVE Lady Lake, FL Come take a look at this Excellent Opportunity to own 13 acres in rural Lady Lake. This 4...	4 beds \| 2 baths \| 2,034 sq.ft.	$525,000	Airbnb cash on cash: 6.14% Traditional cash on cash: 3.42% Airbnb Rental Income: $4837 Traditional Rental Income: $2508 Airbnb ROI: 6.14% Traditional ROI: 3.42%
1715 LILLY LANE Lady Lake, FL Under contract-accepting backup offers. NO BOND! Must see, one of a kind, updated home on ...	2 beds \| 2 baths \| 1,756 sq.ft.	$259,000	Airbnb cash on cash: 2.26% Traditional cash on cash: 5.54% Airbnb Rental Income: $1737 Traditional Rental Income: $2060 Airbnb ROI: 2.26% Traditional ROI: 5.54%
4235 DOVE VALLEY LANE Lady Lake, FL Welcome to 4235 Dove Valley Lane, a stunning 10.5-acre property in the gorgeous town of La...	3 beds \| 2 baths \| 1,456 sq.ft.	$525,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 3.09% Airbnb Rental Income: $2547 Traditional Rental Income: $2245 Airbnb ROI: 2.45% Traditional ROI: 3.09%
1239 PADGETT CIRCLE Lady Lake, FL Welcome Home! This charming and updated 3-bedroom, 2-bath home on a spacious 0.32-acre fen...	3 beds \| 2 baths \| 1,000 sq.ft.	$265,000	Airbnb cash on cash: 5.36% Traditional cash on cash: 3.9% Airbnb Rental Income: $2547 Traditional Rental Income: $1567 Airbnb ROI: 5.36% Traditional ROI: 3.9%
706 JASON DRIVE Lady Lake, FL This is a rare opportunity to own a beautiful site-built 3 Bedroom, 2 Bath home in the ori...	3 beds \| 2 baths \| 1,611 sq.ft.	$344,000	Airbnb cash on cash: 2.74% Traditional cash on cash: 3.18% Airbnb Rental Income: $2547 Traditional Rental Income: $2077 Airbnb ROI: 2.74% Traditional ROI: 3.18%
1717 LILLY LANE Lady Lake, FL MOTIVATED SELLER - BRING ALL OFFERS!! Welcome to this charming golf course home in The Vil...	2 beds \| 2 baths \| 1,856 sq.ft.	$255,000	Airbnb cash on cash: 2.87% Traditional cash on cash: 5.85% Airbnb Rental Income: $1737 Traditional Rental Income: $1976 Airbnb ROI: 2.87% Traditional ROI: 5.85%
913 JACARANDA DRIVE Lady Lake, FL Must see! This 2 bedroom/ 1 Bathroom sits on a huge corner lot and has a NEW ROOF, NEW WI...	2 beds \| 1 baths \| 1,175 sq.ft.	$213,900	Airbnb cash on cash: 3.51% Traditional cash on cash: 4.89% Airbnb Rental Income: $1737 Traditional Rental Income: $1538 Airbnb ROI: 3.51% Traditional ROI: 4.89%
326 WOODLAND TRAIL Lady Lake, FL Welcome to your dream home! This beautifully updated 3-bedroom, 2-bathroom gem seamlessly ...	3 beds \| 2 baths \| 1,593 sq.ft.	$322,200	Airbnb cash on cash: 4.05% Traditional cash on cash: 4.39% Airbnb Rental Income: $2547 Traditional Rental Income: $2037 Airbnb ROI: 4.05% Traditional ROI: 4.39%
632 DELGADO AVENUE Lady Lake, FL DREAM POOL HOME in the Village of Rio Grande, Villa De La Mesa South! Stunningly UPGRADE...	2 beds \| 2 baths \| 1,139 sq.ft.	$399,900	Airbnb cash on cash: 1.34% Traditional cash on cash: 3.04% Airbnb Rental Income: $1737 Traditional Rental Income: $1896 Airbnb ROI: 1.34% Traditional ROI: 3.04%
40050 DARLINGTON AVENUE Lady Lake, FL Tucked away on a quiet cul-de-sac in the prestigious Windsor Green neighborhood, this 2023...	5 beds \| 3 baths \| 3,392 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.58% Airbnb Rental Income: $null Traditional Rental Income: $3461 Airbnb ROI: N/A Traditional ROI: 1.58%
144 COSTA MESA DRIVE Lady Lake, FL NEW PRICE Come check out this fantastic home in The Village of La Zamora!! This home is a...	3 beds \| 2 baths \| 2,046 sq.ft.	$349,900	Airbnb cash on cash: 2.14% Traditional cash on cash: 3.56% Airbnb Rental Income: $2547 Traditional Rental Income: $2400 Airbnb ROI: 2.14% Traditional ROI: 3.56%
528 VALENCIA PLACE Lady Lake, FL Welcome home to this tastefully upgraded 2 bedroom, 2 bathroom home in the premier 55+ com...	2 beds \| 2 baths \| 1,175 sq.ft.	$270,000	Airbnb cash on cash: 1.87% Traditional cash on cash: 3.29% Airbnb Rental Income: $1737 Traditional Rental Income: $1619 Airbnb ROI: 1.87% Traditional ROI: 3.29%
37149 GRAYS AIRPORT Lady Lake, FL Experience the ideal combination of contemporary updates and rural tranquility with this r...	3 beds \| 2 baths \| 1,350 sq.ft.	$539,900	Airbnb cash on cash: 1.91% Traditional cash on cash: 1.65% Airbnb Rental Income: $2547 Traditional Rental Income: $1802 Airbnb ROI: 1.91% Traditional ROI: 1.65%
5235 ISLAND TERRACE COURT Lady Lake, FL Elegant 3-Bed, 2.5-Bath Pool Home with Office in Harbor Hills Welcome to this beautifu...	3 beds \| 3 baths \| 2,446 sq.ft.	$599,900	Airbnb cash on cash: 1.25% Traditional cash on cash: 3% Airbnb Rental Income: $2547 Traditional Rental Income: $2917 Airbnb ROI: 1.25% Traditional ROI: 3%
6008 APEX WAY Lady Lake, FL Experience luxury living in this impeccably upgraded 4 bed + Office + Bonus Room + 3 bath ...	4 beds \| 3 baths \| 3,432 sq.ft.	$749,500	Airbnb cash on cash: 3% Traditional cash on cash: 1.88% Airbnb Rental Income: $4837 Traditional Rental Income: $3056 Airbnb ROI: 3% Traditional ROI: 1.88%
6036 TOPSAIL ROAD Lady Lake, FL Welcome to your dream villa in the beautiful gated community of Harbor Hills! This beauti...	3 beds \| 2 baths \| 2,181 sq.ft.	$425,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 3.74% Airbnb Rental Income: $2547 Traditional Rental Income: $2448 Airbnb ROI: 2.45% Traditional ROI: 3.74%
983 FIESTA KEY CIRCLE Lady Lake, FL One or more photo(s) has been virtually staged. Welcome to your new single-story home in G...	3 beds \| 2 baths \| 1,898 sq.ft.	$329,990	Airbnb cash on cash: 3.48% Traditional cash on cash: 4.39% Airbnb Rental Income: $2547 Traditional Rental Income: $2216 Airbnb ROI: 3.48% Traditional ROI: 4.39%
985 FIESTA KEY CIRCLE Lady Lake, FL One or more photo(s) has been virtually staged. pacious Glenwood Model in Gated Green Key ...	3 beds \| 3 baths \| 2,035 sq.ft.	$334,990	Airbnb cash on cash: 3.41% Traditional cash on cash: 5.24% Airbnb Rental Income: $2547 Traditional Rental Income: $2510 Airbnb ROI: 3.41% Traditional ROI: 5.24%
7706 COUNTY ROAD 109D Lady Lake, FL Welcome to this spacious 3-bedroom, 2-bathroom golf-course view home boasting 2,128 sq ft ...	3 beds \| 2 baths \| 2,128 sq.ft.	$255,000	Airbnb cash on cash: 6.3% Traditional cash on cash: 7.66% Airbnb Rental Income: $2547 Traditional Rental Income: $2262 Airbnb ROI: 6.3% Traditional ROI: 7.66%

Real Estate investment in Lady-lake, FL

There are 95 properties for sale in the city of Lady Lake . The median list price in Lady Lake is $339,500 and the average price per square foot is $191. In November 2025, the average monthly cash on cash return in Lady Lake is 4.00%. The average monthly rental income in Lady Lake is $2,037.

Lady-lake, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 95 investment properties available for sale in Lady-lake.

In 2025, the best neighborhood to buy investment property is Lady Lake.

The ROI for Long-Term is higher than the Short-Term in Lady-lake with average rental income of $2,037.

Your search for investment property begins and ends here

Investment Property for Sale in Lady Lake, FL

564 DOWLING CIRCLE

Lady Lake, FL

4 beds | 3 baths | 2,700 sq.ft.

$469,500

Airbnb cash on cash: 6.32%

Traditional cash on cash: 4%

Airbnb Rental Income: $4837

Traditional Rental Income: $2819

Airbnb ROI: 6.32%

Traditional ROI: 4%

507 DOWLING CIRCLE

Lady Lake, FL

3 beds | 2 baths | 2,063 sq.ft.

$450,000

Airbnb cash on cash: 2.97%

Traditional cash on cash: 4.1%

Airbnb Rental Income: $2547

Traditional Rental Income: $2408

Airbnb ROI: 2.97%

Traditional ROI: 4.1%

923 APRIL HILLS BOULEVARD

Lady Lake, FL

3 beds | 1 baths | 1,000 sq.ft.

$216,999

Airbnb cash on cash: 6.63%

Traditional cash on cash: 4.43%

Airbnb Rental Income: $2547

Traditional Rental Income: $1481

Airbnb ROI: 6.63%

Traditional ROI: 4.43%

413 FIRST DRIVE

Lady Lake, FL

2 beds | 2 baths | 832 sq.ft.

$230,000

Airbnb cash on cash: 3.77%

Traditional cash on cash: 5%

Airbnb Rental Income: $1737

Traditional Rental Income: $1526

Airbnb ROI: 3.77%

Traditional ROI: 5%

5311 SADDLEBACK COURT

Lady Lake, FL

3 beds | 2 baths | 2,256 sq.ft.

$399,950

Airbnb cash on cash: 2.07%

Traditional cash on cash: 4.21%

Airbnb Rental Income: $2547

Traditional Rental Income: $2734

Airbnb ROI: 2.07%

Traditional ROI: 4.21%

341 CONCH KEY LANE

Lady Lake, FL

3 beds | 2 baths | 1,596 sq.ft.

$424,900

Airbnb cash on cash: 2.13%

Traditional cash on cash: 2.56%

Airbnb Rental Income: $2547

Traditional Rental Income: $2103

Airbnb ROI: 2.13%

Traditional ROI: 2.56%

1161 DEL TORO DRIVE

Lady Lake, FL

2 beds | 2 baths | 1,144 sq.ft.

$239,500

Airbnb cash on cash: 2.5%

Traditional cash on cash: 4.09%

Airbnb Rental Income: $1737

Traditional Rental Income: $1618

Airbnb ROI: 2.5%

Traditional ROI: 4.09%

40140 PALM STREET

Lady Lake, FL

3 beds | 2 baths | 1,534 sq.ft.

$325,000

Airbnb cash on cash: 3.92%

Traditional cash on cash: 4.5%

Airbnb Rental Income: $2547

Traditional Rental Income: $2111

Airbnb ROI: 3.92%