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
1219 GLENCREST Drive LAKE MARY, FL Experience carefree luxury in in this Mediterranean home located in Devon Green. Built in ...	3 beds \| 3 baths \| 2,354 sq.ft.	$699,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 1.71% Airbnb Rental Income: $4548 Traditional Rental Income: $2695 Airbnb ROI: 3.1% Traditional ROI: 1.71%
2516 GRASSY POINT Drive #306 LAKE MARY, FL - Good-Looking and Affordable, Third-Floor LAKERONT One-Bedroom, One-Bath Condo in a Build...	1 beds \| 1 baths \| 701 sq.ft.	$137,000	Airbnb cash on cash: 9.29% Traditional cash on cash: 6.8% Airbnb Rental Income: $2470 Traditional Rental Income: $1542 Airbnb ROI: 9.29% Traditional ROI: 6.8%
3913 MESSINA Drive LAKE MARY, FL Move-in-ready luxury elevator townhome in the guard-gated community of Fountain Parke, now...	4 beds \| 5 baths \| 2,388 sq.ft.	$469,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 5.76% Airbnb Rental Income: $1797 Traditional Rental Income: $3961 Airbnb ROI: -0.28% Traditional ROI: 5.76%
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: 8.59% Traditional cash on cash: 5.46% Airbnb Rental Income: $4548 Traditional Rental Income: $2486 Airbnb ROI: 8.59% Traditional ROI: 5.46%
720 TOMLINSON Terrace LAKE MARY, FL Virtually Staged. A private pool, a NEW ROOF and more than 2,000 square feet in the heart ...	4 beds \| 2 baths \| 2,039 sq.ft.	$437,900	Airbnb cash on cash: 0.65% Traditional cash on cash: 4.5% Airbnb Rental Income: $1797 Traditional Rental Income: $2888 Airbnb ROI: 0.65% Traditional ROI: 4.5%
538 QUEENSBRIDGE Drive LAKE MARY, FL Located in an established Lake Mary neighborhood and zoned for highly rated schools, this ...	4 beds \| 2 baths \| 1,543 sq.ft.	$399,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 3.83% Airbnb Rental Income: $1797 Traditional Rental Income: $2294 Airbnb ROI: 1.2% Traditional ROI: 3.83%
302 OAK LEAF Circle LAKE MARY, FL Welcome to this beautifully updated 4-bedroom, 3-bath pool home situated on a spacious cor...	4 beds \| 3 baths \| 2,227 sq.ft.	$569,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 4.1% Airbnb Rental Income: $1797 Traditional Rental Income: $3266 Airbnb ROI: 0.42% Traditional ROI: 4.1%
182 HERON BAY Circle LAKE MARY, FL Rare lake view opportunity in Heron Cove, one of Lake Mary's most sought after communities...	2 beds \| 3 baths \| 1,618 sq.ft.	$349,900	Airbnb cash on cash: 1.38% Traditional cash on cash: 3.53% Airbnb Rental Income: $1872 Traditional Rental Income: $2077 Airbnb ROI: 1.38% Traditional ROI: 3.53%
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.	$630,000	Airbnb cash on cash: 3.38% Traditional cash on cash: 2.45% Airbnb Rental Income: $4548 Traditional Rental Income: $3054 Airbnb ROI: 3.38% Traditional ROI: 2.45%
933 BRUTUS Terrace LAKE MARY, FL If easy living appeals to you, look no further! This spacious 3 level town home offers man...	3 beds \| 4 baths \| 1,989 sq.ft.	$433,500	Airbnb cash on cash: 5.7% Traditional cash on cash: 4.04% Airbnb Rental Income: $4548 Traditional Rental Income: $2924 Airbnb ROI: 5.7% Traditional ROI: 4.04%
103 VISTA VERDI Circle #229 LAKE MARY, FL Discover exceptional comfort, privacy, and convenience in this remarkably spacious condomi...	2 beds \| 2 baths \| 1,242 sq.ft.	$155,900	Airbnb cash on cash: -2.49% Traditional cash on cash: 1.71% Airbnb Rental Income: $1872 Traditional Rental Income: $1997 Airbnb ROI: -2.49% Traditional ROI: 1.71%
300 SPRUCEWOOD Road LAKE MARY, FL Virtually Staged. 300 Sprucewood Rd is a 2-story Lake Mary single-family home built in 199...	3 beds \| 3 baths \| 2,834 sq.ft.	$620,000	Airbnb cash on cash: 4.2% Traditional cash on cash: 4.75% Airbnb Rental Income: $4548 Traditional Rental Income: $3919 Airbnb ROI: 4.2% Traditional ROI: 4.75%
179 VILLA DI ESTE Terrace #201 LAKE MARY, FL This beautiful 2-bedroom, 2-bath split-floor-plan condo is located on the gated side of th...	2 beds \| 2 baths \| 1,182 sq.ft.	$199,900	Airbnb cash on cash: 2.75% Traditional cash on cash: 8% Airbnb Rental Income: $1872 Traditional Rental Income: $2368 Airbnb ROI: 2.75% Traditional ROI: 8%
434 SILVER DEW Street LAKE MARY, FL Looking for lots of lawn space in a golf club community home? Look no further than this be...	4 beds \| 5 baths \| 2,345 sq.ft.	$768,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 2.14% Airbnb Rental Income: $1797 Traditional Rental Income: $3156 Airbnb ROI: -0.45% Traditional ROI: 2.14%
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.	$209,900	Airbnb cash on cash: 1.26% Traditional cash on cash: 2.67% Airbnb Rental Income: $1872 Traditional Rental Income: $1652 Airbnb ROI: 1.26% Traditional ROI: 2.67%
1274 PRINCE Court LAKE MARY, FL Exceptional Value - Newly Priced Below Appraised Value. Seller Motivated. Welcome to 1274 ...	4 beds \| 3 baths \| 3,562 sq.ft.	$1,180,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 1.65% Airbnb Rental Income: $1797 Traditional Rental Income: $3969 Airbnb ROI: -0.78% Traditional ROI: 1.65%
4624 MESSINA Drive LAKE MARY, FL Virtually Staged. Nestled in the heart of Lake Mary, this extraordinary 3-story townhome a...	4 beds \| 4 baths \| 2,028 sq.ft.	$379,900	Airbnb cash on cash: -0.7% Traditional cash on cash: 3.45% Airbnb Rental Income: $1797 Traditional Rental Income: $2787 Airbnb ROI: -0.7% Traditional ROI: 3.45%
718 BIRGHAM Place LAKE MARY, FL Virtually Staged. Welcome to this well maintained 3-bedroom, 2-bath home in the highly des...	3 beds \| 2 baths \| 1,616 sq.ft.	$385,000	Airbnb cash on cash: 7.46% Traditional cash on cash: 4.17% Airbnb Rental Income: $4548 Traditional Rental Income: $2413 Airbnb ROI: 7.46% Traditional ROI: 4.17%
1250 E LANGLEY Court LAKE MARY, FL This Beautiful Custom Built Pool Home is located on a Quiet Cul-De-Sac, and Prime Corner L...	2 beds \| 3 baths \| 2,008 sq.ft.	$569,000	Airbnb cash on cash: 0.18% Traditional cash on cash: 2.89% Airbnb Rental Income: $1872 Traditional Rental Income: $2810 Airbnb ROI: 0.18% Traditional ROI: 2.89%
112 E PLANTATION Boulevard LAKE MARY, FL Welcome to The Forest, a desirable gated 55+ community in the heart of Lake Mary! Enjoy ad...	2 beds \| 2 baths \| 1,470 sq.ft.	$250,000	Airbnb cash on cash: 2.87% Traditional cash on cash: 5.22% Airbnb Rental Income: $1872 Traditional Rental Income: $1926 Airbnb ROI: 2.87% Traditional ROI: 5.22%
418 WOLDUNN Circle LAKE MARY, FL Elegant Custom Pool Home in Woldunn on a Beautifully Landscaped 0.36-Acre Lot with Spa and...	4 beds \| 3 baths \| 2,724 sq.ft.	$799,999	Airbnb cash on cash: -0.19% Traditional cash on cash: 2.66% Airbnb Rental Income: $1797 Traditional Rental Income: $3431 Airbnb ROI: -0.19% Traditional ROI: 2.66%
624 PENSACOLA Lane LAKE MARY, FL Absolutely Stunning Lake Mary Townhome - New Roof (2025) & Move-In Ready! Welcome to this ...	3 beds \| 4 baths \| 2,278 sq.ft.	$359,900	Airbnb cash on cash: 6.87% Traditional cash on cash: 5.41% Airbnb Rental Income: $4548 Traditional Rental Income: $3106 Airbnb ROI: 6.87% Traditional ROI: 5.41%
940 LOBELIA Drive LAKE MARY, FL One or more of the photo(s) have been virtually staged. NEW PRICE IMPROVEMENT!! Welcome to...	4 beds \| 4 baths \| 2,168 sq.ft.	$390,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 5.21% Airbnb Rental Income: $1797 Traditional Rental Income: $3494 Airbnb ROI: -0.77% Traditional ROI: 5.21%
543 WISHBONE Lane LAKE MARY, FL Prepare to be impressed from the moment you enter the gates of Griffin Park, one of Lake M...	3 beds \| 3 baths \| 2,776 sq.ft.	$684,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 1.6% Airbnb Rental Income: $4548 Traditional Rental Income: $2814 Airbnb ROI: 2.83% Traditional ROI: 1.6%
143 VILLA DI ESTE Terrace #205 LAKE MARY, FL Property features a 3/2 and a two-car garage. Natural light comes into the living/dining r...	3 beds \| 2 baths \| 1,731 sq.ft.	$260,000	Airbnb cash on cash: 8.65% Traditional cash on cash: 4.5% Airbnb Rental Income: $4548 Traditional Rental Income: $2583 Airbnb ROI: 8.65% Traditional ROI: 4.5%
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.	$205,000	Airbnb cash on cash: 4.1% Traditional cash on cash: 6.98% Airbnb Rental Income: $1872 Traditional Rental Income: $1931 Airbnb ROI: 4.1% Traditional ROI: 6.98%
711 SUGAR BAY Way #115 LAKE MARY, FL Enjoy easy access with First-Floor convenience in Regency Park, Lake Mary, FL. The unit is...	2 beds \| 2 baths \| 912 sq.ft.	$178,500	Airbnb cash on cash: 1.77% Traditional cash on cash: 2.8% Airbnb Rental Income: $1872 Traditional Rental Income: $1545 Airbnb ROI: 1.77% Traditional ROI: 2.8%
1715 W LAKE MARY Boulevard LAKE MARY, FL estate investment property with garage 22' x 22' multi million dollar neighboring properti...	4 beds \| 3 baths \| 3,000 sq.ft.	$608,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 6.54% Airbnb Rental Income: $1797 Traditional Rental Income: $4567 Airbnb ROI: 0.8% Traditional ROI: 6.54%
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...	4 beds \| 2 baths \| 2,130 sq.ft.	$499,900	Airbnb cash on cash: 0.44% Traditional cash on cash: 3.96% Airbnb Rental Income: $1797 Traditional Rental Income: $2955 Airbnb ROI: 0.44% Traditional ROI: 3.96%
595 Silvergate Loop LAKE MARY, FL Do you have the vision to restore this four bedroom pool home back to its original shine? ...	3 beds \| 3 baths \| 2,040 sq.ft.	$350,000	Airbnb cash on cash: 8.16% Traditional cash on cash: 5.38% Airbnb Rental Income: $4548 Traditional Rental Income: $2690 Airbnb ROI: 8.16% Traditional ROI: 5.38%
1351 VIA MARKHAM Court LAKE MARY, FL Virtually Staged. Under Construction. Introducing a rare opportunity to own a landmark new...	5 beds \| 5 baths \| 5,117 sq.ft.	$2,695,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.45% Airbnb Rental Income: $null Traditional Rental Income: $6396 Airbnb ROI: N/A Traditional ROI: 1.45%
502 TIMBERLANE Court LAKE MARY, FL Welcome to The Forest, a true hidden gem tucked away in the heart of Lake Mary. This light...	2 beds \| 2 baths \| 1,212 sq.ft.	$219,000	Airbnb cash on cash: 3.65% Traditional cash on cash: 6.24% Airbnb Rental Income: $1872 Traditional Rental Income: $1910 Airbnb ROI: 3.65% Traditional ROI: 6.24%
106 CARLI Court #106 LAKE MARY, FL READY FOR IMMEDIATE OCCUPANCY AND YOU CAN LIVE IN THE HEART OF LAKE MARY! Located in deman...	2 beds \| 2 baths \| 1,260 sq.ft.	$274,999	Airbnb cash on cash: 0.51% Traditional cash on cash: 3.47% Airbnb Rental Income: $1872 Traditional Rental Income: $2137 Airbnb ROI: 0.51% Traditional ROI: 3.47%
132 VISTA VERDI Circle #136 LAKE MARY, FL MOTIVATED SELLER, BRING ALL OFFERS!! Cozy and UPDATED, FIRST FLOOR 2 bedroom, 2 bathroom c...	2 beds \| 2 baths \| 1,242 sq.ft.	$179,900	Airbnb cash on cash: 5.29% Traditional cash on cash: 9.19% Airbnb Rental Income: $1872 Traditional Rental Income: $2039 Airbnb ROI: 5.29% Traditional ROI: 9.19%
635 CHOCKTAW Street LAKE MARY, FL RESORT-STYLE POOL LIVING ON TIMACUAN GOLF COURSE Experience Florida resort-style living in...	4 beds \| 3 baths \| 2,780 sq.ft.	$750,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 3.58% Airbnb Rental Income: $1797 Traditional Rental Income: $3851 Airbnb ROI: -0.06% Traditional ROI: 3.58%

Real Estate investment in Lake-mary, FL

There are 106 properties for sale in the city of Lake Mary . The median list price in Lake Mary is $559,665 and the average price per square foot is $267. In September 2026, the average monthly cash on cash return in Lake Mary is 4.00%. The average monthly rental income in Lake Mary is $2,424.

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

There are 106 investment properties available for sale in Lake-mary.

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

The ROI for Long-Term is higher than the Short-Term in Lake-mary with average rental income of $2,424.

Your search for investment property begins and ends here

Investment Property for Sale in Lake Mary, FL

1219 GLENCREST Drive

LAKE MARY, FL

3 beds | 3 baths | 2,354 sq.ft.

$699,000

Airbnb cash on cash: 3.1%

Traditional cash on cash: 1.71%

Airbnb Rental Income: $4548

Traditional Rental Income: $2695

Airbnb ROI: 3.1%

Traditional ROI: 1.71%

2516 GRASSY POINT Drive #306

LAKE MARY, FL

1 beds | 1 baths | 701 sq.ft.

$137,000

Airbnb cash on cash: 9.29%

Traditional cash on cash: 6.8%

Airbnb Rental Income: $2470

Traditional Rental Income: $1542

Airbnb ROI: 9.29%

Traditional ROI: 6.8%

3913 MESSINA Drive

LAKE MARY, FL

4 beds | 5 baths | 2,388 sq.ft.

$469,000

Airbnb cash on cash: -0.28%

Traditional cash on cash: 5.76%

Airbnb Rental Income: $1797

Traditional Rental Income: $3961

Airbnb ROI: -0.28%

Traditional ROI: 5.76%

427 West Lakeview Avenue

LAKE MARY, FL

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

$380,000

Airbnb cash on cash: 8.59%

Traditional cash on cash: 5.46%

Airbnb Rental Income: $4548

Traditional Rental Income: $2486

Airbnb ROI: 8.59%

Traditional ROI: 5.46%

720 TOMLINSON Terrace

LAKE MARY, FL

4 beds | 2 baths | 2,039 sq.ft.

$437,900

Airbnb cash on cash: 0.65%

Traditional cash on cash: 4.5%

Airbnb Rental Income: $1797

Traditional Rental Income: $2888

Airbnb ROI: 0.65%

Traditional ROI: 4.5%

538 QUEENSBRIDGE Drive

LAKE MARY, FL

4 beds | 2 baths | 1,543 sq.ft.

$399,000

Airbnb cash on cash: 1.2%

Traditional cash on cash: 3.83%

Airbnb Rental Income: $1797

Traditional Rental Income: $2294

Airbnb ROI: 1.2%

Traditional ROI: 3.83%

302 OAK LEAF Circle

LAKE MARY, FL

4 beds | 3 baths | 2,227 sq.ft.

$569,000

Airbnb cash on cash: 0.42%

Traditional cash on cash: 4.1%

Airbnb Rental Income: $1797

Traditional Rental Income: $3266

Airbnb ROI: 0.42%

Traditional ROI: 4.1%

182 HERON BAY Circle

LAKE MARY, FL

2 beds | 3 baths | 1,618 sq.ft.

$349,900

Airbnb cash on cash: 1.38%

Traditional cash on cash: 3.53%

Airbnb Rental Income: $1872

Traditional Rental Income: $2077

Airbnb ROI: 1.38%