Real Estate Investment Properties for Sale in Lake Mary, FL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
668 PENSACOLA LANE LAKE MARY, FL Under contract-accepting backup offers. Short Sale. Looking for an affordable 4-BEDROOM ho...	4 beds \| 4 baths \| 2,146 sq.ft.	$310,000	Airbnb cash on cash: -1.59% Traditional cash on cash: 5.39% Airbnb Rental Income: $1424 Traditional Rental Income: $3033 Airbnb ROI: -1.59% Traditional ROI: 5.39%
541 STARSTONE DRIVE LAKE MARY, FL One or more photo(s) has been virtually staged. Back on the Market with Fresh and Brand Ne...	3 beds \| 2 baths \| 1,860 sq.ft.	$458,999	Airbnb cash on cash: 0.68% Traditional cash on cash: 3.51% Airbnb Rental Income: $1902 Traditional Rental Income: $2613 Airbnb ROI: 0.68% Traditional ROI: 3.51%
427 West Lakeview Avenue LAKE MARY, FL Under contract-accepting backup offers. Bring your vision to life in this well-located pro...	3 beds \| 2 baths \| 1,596 sq.ft.	$380,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 5.46% Airbnb Rental Income: $1902 Traditional Rental Income: $2486 Airbnb ROI: 2.4% Traditional ROI: 5.46%
942 BAKEWELL COURT #102 LAKE MARY, FL Under contract-accepting backup offers. Welcome to easy, LOW-MAINTENANCE LIVING in this be...	2 beds \| 2 baths \| 998 sq.ft.	$200,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 5.67% Airbnb Rental Income: $1657 Traditional Rental Income: $1910 Airbnb ROI: 1.89% Traditional ROI: 5.67%
2612 GRASSY POINT DRIVE #208 LAKE MARY, FL Gated Luxury Condominium at Lake Mary's Regency Park! NEW Kitchen, NEW appliances, NEWER d...	1 beds \| 1 baths \| 648 sq.ft.	$145,000	Airbnb cash on cash: 3.26% Traditional cash on cash: 8.09% Airbnb Rental Income: $1317 Traditional Rental Income: $1579 Airbnb ROI: 3.26% Traditional ROI: 8.09%
952 LOBELIA DRIVE LAKE MARY, FL Welcome Home to the highly desirable Fountain Parke community in Lake Mary, FL. This is a...	4 beds \| 4 baths \| 2,014 sq.ft.	$360,000	Airbnb cash on cash: -1.63% Traditional cash on cash: 4.65% Airbnb Rental Income: $1424 Traditional Rental Income: $3122 Airbnb ROI: -1.63% Traditional ROI: 4.65%
3544 Moss Pointe Place LAKE MARY, FL One or more photo(s) has been virtually staged. Buyer financing fell through, back on the ...	4 beds \| 2 baths \| 1,956 sq.ft.	$434,998	Airbnb cash on cash: 0.03% Traditional cash on cash: 3.89% Airbnb Rental Income: $1424 Traditional Rental Income: $2572 Airbnb ROI: 0.03% Traditional ROI: 3.89%
279 Main Road LAKE MARY, FL One or more photo(s) has been virtually staged. Spacious and full of charm, this two-story...	4 beds \| 3 baths \| 2,897 sq.ft.	$730,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 3.39% Airbnb Rental Income: $1424 Traditional Rental Income: $3588 Airbnb ROI: -0.41% Traditional ROI: 3.39%
110 Becket Lane LAKE MARY, FL SELLER OFFERING CONCESSION TO BUYER AT CLOSING TO COVER A 2/1 INTEREST RATE BUY DOWN. ...	2 beds \| 2 baths \| 1,234 sq.ft.	$329,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 4.68% Airbnb Rental Income: $1657 Traditional Rental Income: $2022 Airbnb ROI: 1.99% Traditional ROI: 4.68%
766 KEENELAND PIKE LAKE MARY, FL Under contract-accepting backup offers. PRICE IMPROVEMENT!!! This is your chance to own a ...	4 beds \| 4 baths \| 3,014 sq.ft.	$725,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 4.71% Airbnb Rental Income: $1424 Traditional Rental Income: $4436 Airbnb ROI: -0.38% Traditional ROI: 4.71%
104 HALLMARK COURT LAKE MARY, FL Welcome to 104 Hallmark Ct, Lake Mary, FL 32746 â a well designed 3-bedroom, 3-bathroom ...	3 beds \| 3 baths \| 2,588 sq.ft.	$499,900	Airbnb cash on cash: 0.78% Traditional cash on cash: 4.55% Airbnb Rental Income: $1902 Traditional Rental Income: $3156 Airbnb ROI: 0.78% Traditional ROI: 4.55%
220 WIMBLEDON CIRCLE LAKE MARY, FL Experience luxury living in Heathrow in a beautifully designed home blending modern sophis...	3 beds \| 3 baths \| 2,079 sq.ft.	$680,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 2.46% Airbnb Rental Income: $1902 Traditional Rental Income: $3054 Airbnb ROI: -0.16% Traditional ROI: 2.46%
126 VISTA VERDI CIRCLE #236 LAKE MARY, FL Enjoy peaceful courtyard views from your screened-in balcony in this beautifully updated 2...	2 beds \| 2 baths \| 1,242 sq.ft.	$209,500	Airbnb cash on cash: 1.47% Traditional cash on cash: 5.94% Airbnb Rental Income: $1657 Traditional Rental Income: $2080 Airbnb ROI: 1.47% Traditional ROI: 5.94%
107 VISTA VERDI CIRCLE #201 LAKE MARY, FL Under contract-accepting backup offers. This beautifully appointed 2-bedroom, 2-bath luxur...	2 beds \| 2 baths \| 1,242 sq.ft.	$179,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 5.77% Airbnb Rental Income: $1657 Traditional Rental Income: $2063 Airbnb ROI: 0.65% Traditional ROI: 5.77%
2577 GRASSY POINT DRIVE #107 LAKE MARY, FL MOVE IN NOW with most FURNITURE INCLUDED! This FIRST FLOOR WATERFRONT condo in Lake Mary ...	2 beds \| 1 baths \| 851 sq.ft.	$174,900	Airbnb cash on cash: 4.22% Traditional cash on cash: 7.9% Airbnb Rental Income: $1657 Traditional Rental Income: $1806 Airbnb ROI: 4.22% Traditional ROI: 7.9%
709 SECRET HARBOR LANE #213 LAKE MARY, FL One or more photo(s) has been virtually staged. Looking for a 2-bedroom condo with water v...	2 beds \| 2 baths \| 954 sq.ft.	$165,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 5.81% Airbnb Rental Income: $1657 Traditional Rental Income: $1955 Airbnb ROI: 0.96% Traditional ROI: 5.81%
927 SHERBOURNE CIRCLE LAKE MARY, FL Welcome to this exceptional 4-bedroom, 4-bath luxury pool home with a private office and e...	4 beds \| 4 baths \| 3,168 sq.ft.	$914,900	Airbnb cash on cash: -1.18% Traditional cash on cash: 2.79% Airbnb Rental Income: $1424 Traditional Rental Income: $4377 Airbnb ROI: -1.18% Traditional ROI: 2.79%
449 PICKFAIR TERRACE LAKE MARY, FL Under contract-accepting backup offers. Welcome to 449 Pickfair Terrace, Lake Mary, FL 327...	4 beds \| 3 baths \| 2,459 sq.ft.	$595,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 3.38% Airbnb Rental Income: $1424 Traditional Rental Income: $3226 Airbnb ROI: -0.63% Traditional ROI: 3.38%
2501 GRASSY POINT DRIVE #103 LAKE MARY, FL Preferred lender credit available. Welcome home to your updated first floor condo located ...	2 beds \| 2 baths \| 899 sq.ft.	$217,900	Airbnb cash on cash: 0.31% Traditional cash on cash: 2.54% Airbnb Rental Income: $1657 Traditional Rental Income: $1652 Airbnb ROI: 0.31% Traditional ROI: 2.54%
1274 PRINCE COURT LAKE MARY, FL Back on the market; buyer financing fell through. Welcome to 1274 Prince Courtâan elegan...	4 beds \| 3 baths \| 3,562 sq.ft.	$1,289,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 1.56% Airbnb Rental Income: $1424 Traditional Rental Income: $3969 Airbnb ROI: -0.92% Traditional ROI: 1.56%
2569 GRASSY POINT DRIVE #207 LAKE MARY, FL WATER VIEWS ~ FANTASTIC AMENITIES ~ AND FRESH UPDATES â this adorable second-floor condo...	1 beds \| 1 baths \| 648 sq.ft.	$145,000	Airbnb cash on cash: 3.37% Traditional cash on cash: 9.06% Airbnb Rental Income: $1317 Traditional Rental Income: $1698 Airbnb ROI: 3.37% Traditional ROI: 9.06%
534 WISHBONE LANE LAKE MARY, FL LOCATION LOCATION! Welcome to this exceptional CUSTOM-BUILT David Weekly home, nestled in ...	3 beds \| 3 baths \| 2,503 sq.ft.	$699,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 2.52% Airbnb Rental Income: $1902 Traditional Rental Income: $3302 Airbnb ROI: -0.41% Traditional ROI: 2.52%
1795 PIEDMONT PLACE LAKE MARY, FL **This house comes with a REDUCED RATE through the seller's preferred lender. This is a le...	4 beds \| 4 baths \| 2,187 sq.ft.	$470,000	Airbnb cash on cash: -0.74% Traditional cash on cash: 4.67% Airbnb Rental Income: $1424 Traditional Rental Income: $3376 Airbnb ROI: -0.74% Traditional ROI: 4.67%
642 WHITTINGHAM PLACE LAKE MARY, FL Welcome to your dream home in the heart of Lake Mary! This charming two-bedroom, two-bath ...	2 beds \| 2 baths \| 1,432 sq.ft.	$385,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 4.37% Airbnb Rental Income: $1657 Traditional Rental Income: $2176 Airbnb ROI: 1.64% Traditional ROI: 4.37%
4721 MESSINA DRIVE LAKE MARY, FL One or more photo(s) has been virtually staged. Discover the Epitome of Luxurious and Care...	4 beds \| 4 baths \| 2,132 sq.ft.	$425,000	Airbnb cash on cash: -1.56% Traditional cash on cash: 4.32% Airbnb Rental Income: $1424 Traditional Rental Income: $3339 Airbnb ROI: -1.56% Traditional ROI: 4.32%
940 LOBELIA DRIVE LAKE MARY, FL NEW PRICE IMPROVEMENT!! Expect to be amazed the moment you step into this luxury townhouse...	4 beds \| 4 baths \| 2,168 sq.ft.	$413,000	Airbnb cash on cash: -1.58% Traditional cash on cash: 4.87% Airbnb Rental Income: $1424 Traditional Rental Income: $3494 Airbnb ROI: -1.58% Traditional ROI: 4.87%
2592 GRASSY POINT DRIVE #106 LAKE MARY, FL Completely new in 2023 in gated Regency Park and lovingly cared for. This enclave offers a...	1 beds \| 1 baths \| 648 sq.ft.	$179,900	Airbnb cash on cash: 2.77% Traditional cash on cash: 8.35% Airbnb Rental Income: $1317 Traditional Rental Income: $1865 Airbnb ROI: 2.77% Traditional ROI: 8.35%
101 HALLMARK COURT LAKE MARY, FL Under contract-accepting backup offers. Discover refined Florida living in this brand new ...	5 beds \| 5 baths \| 4,013 sq.ft.	$1,599,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.62% Airbnb Rental Income: $null Traditional Rental Income: $7164 Airbnb ROI: N/A Traditional ROI: 3.62%
114 VISTA VERDI CIRCLE #328 LAKE MARY, FL Under contract-accepting backup offers. Welcome to the Pinnacle of Luxury Living in Lake M...	2 beds \| 2 baths \| 1,398 sq.ft.	$170,000	Airbnb cash on cash: -0.48% Traditional cash on cash: 5.89% Airbnb Rental Income: $1657 Traditional Rental Income: $2225 Airbnb ROI: -0.48% Traditional ROI: 5.89%
1187 TADSWORTH TERRACE LAKE MARY, FL One or more photo(s) has been virtually staged. Fall in Love with this Stunning Oversized ...	4 beds \| 3 baths \| 2,224 sq.ft.	$695,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 3.33% Airbnb Rental Income: $1424 Traditional Rental Income: $3643 Airbnb ROI: -0.75% Traditional ROI: 3.33%
612 STONEFIELD LOOP LAKE MARY, FL Step into this BEAUTIFULLY REFRESHED 4 BEDROOM, 3 BATHROOM HOME located in the highly desi...	4 beds \| 3 baths \| 3,130 sq.ft.	$1,175,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 1.98% Airbnb Rental Income: $1424 Traditional Rental Income: $4138 Airbnb ROI: -0.9% Traditional ROI: 1.98%
135 HERON BAY CIRCLE LAKE MARY, FL Step into this charming townhome in the exclusive, gated Heron Bay Cove neighborhood, part...	2 beds \| 3 baths \| 1,544 sq.ft.	$279,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 5.31% Airbnb Rental Income: $1657 Traditional Rental Income: $2273 Airbnb ROI: 1.2% Traditional ROI: 5.31%
628 PENSACOLA LANE LAKE MARY, FL The Buyer may qualify for the 1% down payment conventional loan . Brand New Roof 2025...	4 beds \| 4 baths \| 2,146 sq.ft.	$335,000	Airbnb cash on cash: -1.6% Traditional cash on cash: 5.11% Airbnb Rental Income: $1424 Traditional Rental Income: $3111 Airbnb ROI: -1.6% Traditional ROI: 5.11%
530 WEBSTER STREET LAKE MARY, FL Set on 1.6 peaceful acres in the highly desirable Lake Mary area, this 3-bedroom, 2-bath h...	3 beds \| 2 baths \| 1,796 sq.ft.	$505,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 3.38% Airbnb Rental Income: $1902 Traditional Rental Income: $2618 Airbnb ROI: 0.79% Traditional ROI: 3.38%
508 W PLANTATION BOULEVARD LAKE MARY, FL Welcome home to this beautifully maintained 2-bedroom, 2-bath residence located in The For...	2 beds \| 2 baths \| 1,192 sq.ft.	$220,000	Airbnb cash on cash: 2.9% Traditional cash on cash: 6.45% Airbnb Rental Income: $1657 Traditional Rental Income: $1931 Airbnb ROI: 2.9% Traditional ROI: 6.45%
1529 Farrindon Circle LAKE MARY, FL Priced to sell! This home has been well maintained and is in excellent condition, offering...	2 beds \| 2 baths \| 1,234 sq.ft.	$260,000	Airbnb cash on cash: 2.03% Traditional cash on cash: 5.48% Airbnb Rental Income: $1657 Traditional Rental Income: $2037 Airbnb ROI: 2.03% Traditional ROI: 5.48%
1715 W Lake Mary Boulevard LAKE MARY, FL Welcome to this exquisite 4 bedroom, 3 bath one story LAKEFRONT home with NO HOA, perfectl...	4 beds \| 3 baths \| 1,579 sq.ft.	$620,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 6.42% Airbnb Rental Income: $1424 Traditional Rental Income: $4567 Airbnb ROI: 0.25% Traditional ROI: 6.42%
919 BANANA LAKE ROAD LAKE MARY, FL Under contract-accepting backup offers. *ACCEPTING BACK-UP OFFERS* Live the Heathro...	4 beds \| 5 baths \| 12,842 sq.ft.	$2,500,000	Airbnb cash on cash: -1.34% Traditional cash on cash: 0.7% Airbnb Rental Income: $1424 Traditional Rental Income: $5714 Airbnb ROI: -1.34% Traditional ROI: 0.7%
300 SUN OAKS COURT LAKE MARY, FL Spacious single family home that contains 2,130 sq ft and was built in 1991. It contains ...	4 beds \| 2 baths \| 2,130 sq.ft.	$529,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 3.69% Airbnb Rental Income: $1424 Traditional Rental Income: $2955 Airbnb ROI: -0.27% Traditional ROI: 3.69%

Real Estate investment in Lake-mary, FL

There are 111 properties for sale in the city of Lake Mary . The median list price in Lake Mary is $425,000 and the average price per square foot is $205. In April 2026, the average monthly cash on cash return in Lake Mary is 4.00%. The average monthly rental income in Lake Mary is $2,437.

Lake-mary, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 111 investment properties available for sale in Lake-mary.

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

The ROI for Short-Term is higher than the Long-Term in Lake-mary with average rental income of $1,657.

Your search for investment property begins and ends here

Investment Property for Sale in Lake Mary, FL

668 PENSACOLA LANE

LAKE MARY, FL

4 beds | 4 baths | 2,146 sq.ft.

$310,000

Airbnb cash on cash: -1.59%

Traditional cash on cash: 5.39%

Airbnb Rental Income: $1424

Traditional Rental Income: $3033

Airbnb ROI: -1.59%

Traditional ROI: 5.39%

541 STARSTONE DRIVE

LAKE MARY, FL

3 beds | 2 baths | 1,860 sq.ft.

$458,999

Airbnb cash on cash: 0.68%

Traditional cash on cash: 3.51%

Airbnb Rental Income: $1902

Traditional Rental Income: $2613

Airbnb ROI: 0.68%

Traditional ROI: 3.51%

427 West Lakeview Avenue

LAKE MARY, FL

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

$380,000

Airbnb cash on cash: 2.4%

Traditional cash on cash: 5.46%

Airbnb Rental Income: $1902

Traditional Rental Income: $2486

Airbnb ROI: 2.4%

Traditional ROI: 5.46%

942 BAKEWELL COURT #102

LAKE MARY, FL

2 beds | 2 baths | 998 sq.ft.

$200,000

Airbnb cash on cash: 1.89%

Traditional cash on cash: 5.67%

Airbnb Rental Income: $1657

Traditional Rental Income: $1910

Airbnb ROI: 1.89%

Traditional ROI: 5.67%

2612 GRASSY POINT DRIVE #208

LAKE MARY, FL

1 beds | 1 baths | 648 sq.ft.

$145,000

Airbnb cash on cash: 3.26%

Traditional cash on cash: 8.09%

Airbnb Rental Income: $1317

Traditional Rental Income: $1579

Airbnb ROI: 3.26%

Traditional ROI: 8.09%

952 LOBELIA DRIVE

LAKE MARY, FL

4 beds | 4 baths | 2,014 sq.ft.

$360,000

Airbnb cash on cash: -1.63%

Traditional cash on cash: 4.65%

Airbnb Rental Income: $1424

Traditional Rental Income: $3122

Airbnb ROI: -1.63%

Traditional ROI: 4.65%

3544 Moss Pointe Place

LAKE MARY, FL

4 beds | 2 baths | 1,956 sq.ft.

$434,998

Airbnb cash on cash: 0.03%

Traditional cash on cash: 3.89%

Airbnb Rental Income: $1424

Traditional Rental Income: $2572

Airbnb ROI: 0.03%

Traditional ROI: 3.89%

279 Main Road

LAKE MARY, FL

4 beds | 3 baths | 2,897 sq.ft.

$730,000

Airbnb cash on cash: -0.41%

Traditional cash on cash: 3.39%

Airbnb Rental Income: $1424

Traditional Rental Income: $3588

Airbnb ROI: -0.41%