Real Estate Investment Properties for Sale in Longwood, FL

Looking for investment property in Longwood, FL with high ROI ?

Explore a variety of short-term homes & houses in Longwood, FL. Invest wisely with VRBO & Longwood, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Multi Family for Sale in Longwood, FL

Search for Multi Family for Sale in Longwood, Florida. Browse all of Mashvisor’s Multi Family listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 2 Multi Family listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
895 PASADENA AVENUE Longwood, FL Unique Large Duplex, 1 unit faces Highland St and 1 unit faces Pasadena Ave,Large Corner L...	6 beds \| N/A baths \| 2,632 sq.ft.	$510,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 6.6% Airbnb Rental Income: $1115 Traditional Rental Income: $4104 Airbnb ROI: -0.45% Traditional ROI: 6.6%
737 E CHURCH AVENUE #737 and 739 Longwood, FL Income-Producing Duplex in the Heart of Longwood. Income-producing duplex ideally located ...	4 beds \| N/A baths \| 2,542 sq.ft.	$440,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 2.94% Airbnb Rental Income: $1115 Traditional Rental Income: $2204 Airbnb ROI: -0.61% Traditional ROI: 2.94%
Other Investment Properties for Sale in Longwood
3996 RADLEY COURT #3996 Longwood , FL Light and bright 2 bedroom, 2 bath condo in the highly desirable Wekiva Hunt Club communit...	2 beds \| 2 baths \| 1,427 sq.ft.	$270,000	Airbnb cash on cash: -1.63% Traditional cash on cash: 3.27% Airbnb Rental Income: $1115 Traditional Rental Income: $1988 Airbnb ROI: -1.63% Traditional ROI: 3.27%
4102 CLUBSIDE DRIVE #4102 Longwood , FL Spacious 2-Bedroom Corner Unit in Clubside at Sabal Point â Private, Updated & Move-In R...	2 beds \| 3 baths \| 1,380 sq.ft.	$229,900	Airbnb cash on cash: -1.29% Traditional cash on cash: 4.01% Airbnb Rental Income: $1115 Traditional Rental Income: $1894 Airbnb ROI: -1.29% Traditional ROI: 4.01%
3235 WINDING PINE TRAIL Longwood , FL Life unfolds beautifully in this golf front estate in the desirable guard gated community ...	4 beds \| 6 baths \| 4,262 sq.ft.	$1,350,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 3.96% Airbnb Rental Income: $5377 Traditional Rental Income: $7787 Airbnb ROI: 1.18% Traditional ROI: 3.96%
211 FAIRWAY DRIVE #211 Longwood , FL Welcome to this charming condo located in the highly sought-after, gated community of The ...	3 beds \| 2 baths \| 1,496 sq.ft.	$187,500	Airbnb cash on cash: 7.73% Traditional cash on cash: 5.4% Airbnb Rental Income: $3221 Traditional Rental Income: $2080 Airbnb ROI: 7.73% Traditional ROI: 5.4%
204 TOMOKA TRAIL #204 Longwood , FL Stunning, Spacious Two-Story Condo in The Springs! Tucked away on the second floor of this...	2 beds \| 2 baths \| 1,599 sq.ft.	$245,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 5.25% Airbnb Rental Income: $1115 Traditional Rental Income: $2156 Airbnb ROI: -0.87% Traditional ROI: 5.25%
899 LORMANN CIRCLE Longwood , FL Welcome to your Longwood retreat. Enjoy the peace of mind that comes with no HOA! This me...	3 beds \| 2 baths \| 969 sq.ft.	$299,490	Airbnb cash on cash: 7.12% Traditional cash on cash: 4.66% Airbnb Rental Income: $3221 Traditional Rental Income: $1803 Airbnb ROI: 7.12% Traditional ROI: 4.66%
364 HOWARD BOULEVARD Longwood , FL Under contract-accepting backup offers. Welcome to this charming 3-bedroom, 2-bath home tu...	3 beds \| 2 baths \| 1,428 sq.ft.	$370,000	Airbnb cash on cash: 5.33% Traditional cash on cash: 4.26% Airbnb Rental Income: $3221 Traditional Rental Income: $2122 Airbnb ROI: 5.33% Traditional ROI: 4.26%
561 SHINING ARMOR LANE Longwood , FL Invest with success and buy through Auction.com. This bank-owned investment property is a ...	N/A beds \| N/A baths \| N/A	$358,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 2.71% Airbnb Rental Income: $2039 Traditional Rental Income: $1652 Airbnb ROI: 2.29% Traditional ROI: 2.71%
114 JUNIPER LANE Longwood , FL One or more photo(s) has been virtually staged. Quality that speaks for itself. Pride of o...	2 beds \| 2 baths \| 2,049 sq.ft.	$479,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 1.36% Airbnb Rental Income: $1115 Traditional Rental Income: $1534 Airbnb ROI: -0.41% Traditional ROI: 1.36%
153 Duncan Trl Longwood , FL Property Highlights: (2024) NEW Architectural roof + gutters/guards. (2024) Full-Home PEX ...	3 beds \| 2 baths \| 2,596 sq.ft.	$539,900	Airbnb cash on cash: 3.38% Traditional cash on cash: 3.57% Airbnb Rental Income: $3221 Traditional Rental Income: $2588 Airbnb ROI: 3.38% Traditional ROI: 3.57%
449 SPRINGWOOD COURT Longwood , FL Under contract-accepting backup offers. This beautifully updated three-bedroom, two-bath h...	3 beds \| 2 baths \| 1,075 sq.ft.	$317,500	Airbnb cash on cash: 5.99% Traditional cash on cash: 3.78% Airbnb Rental Income: $3221 Traditional Rental Income: $1834 Airbnb ROI: 5.99% Traditional ROI: 3.78%
162 DUNCAN TRAIL Longwood , FL Under contract-accepting backup offers. Step into this updated 4-bed, 2-bath home that sit...	4 beds \| 2 baths \| 1,907 sq.ft.	$450,000	Airbnb cash on cash: 8.09% Traditional cash on cash: 3.76% Airbnb Rental Income: $5377 Traditional Rental Income: $2468 Airbnb ROI: 8.09% Traditional ROI: 3.76%
230 HOWARD BOULEVARD Longwood , FL Welcome to this beautifully updated 3-bedroom, 2-bath single-family home located in the he...	3 beds \| 2 baths \| 1,173 sq.ft.	$262,000	Airbnb cash on cash: 7.54% Traditional cash on cash: 5.43% Airbnb Rental Income: $3221 Traditional Rental Income: $1973 Airbnb ROI: 7.54% Traditional ROI: 5.43%
731 CRESTBROOK LOOP Longwood , FL Welcome to 731 Crestbrook Loop in The Landings- one of Longwoodâs most desirable gated ...	3 beds \| 3 baths \| 2,140 sq.ft.	$405,000	Airbnb cash on cash: 4.26% Traditional cash on cash: 6.05% Airbnb Rental Income: $3221 Traditional Rental Income: $3173 Airbnb ROI: 4.26% Traditional ROI: 6.05%
1889 RANCHLAND TRAIL Longwood , FL Exquisite 4-Bedroom Estate with Pool on 2+ Acres in the Coveted LongwoodâLake Mary Area,...	4 beds \| 3 baths \| 2,333 sq.ft.	$989,000	Airbnb cash on cash: 2.96% Traditional cash on cash: 1.83% Airbnb Rental Income: $5377 Traditional Rental Income: $3252 Airbnb ROI: 2.96% Traditional ROI: 1.83%

Your search for investment property begins and ends here

Multi Family for Sale in Longwood, FL

895 PASADENA AVENUE

Longwood, FL

6 beds | N/A baths | 2,632 sq.ft.

$510,000

Airbnb cash on cash: -0.45%

Traditional cash on cash: 6.6%

Airbnb Rental Income: $1115

Traditional Rental Income: $4104

Airbnb ROI: -0.45%

Traditional ROI: 6.6%

737 E CHURCH AVENUE #737 and 739

Longwood, FL

4 beds | N/A baths | 2,542 sq.ft.

$440,000

Airbnb cash on cash: -0.61%

Traditional cash on cash: 2.94%

Airbnb Rental Income: $1115

Traditional Rental Income: $2204

Airbnb ROI: -0.61%

Traditional ROI: 2.94%

Other Investment Properties for Sale in Longwood

Longwood , FL

2 beds | 2 baths | 1,427 sq.ft.

$270,000

Airbnb cash on cash: -1.63%

Traditional cash on cash: 3.27%

Airbnb Rental Income: $1115

Traditional Rental Income: $1988

Airbnb ROI: -1.63%

Traditional ROI: 3.27%

Longwood , FL

2 beds | 3 baths | 1,380 sq.ft.

$229,900

Airbnb cash on cash: -1.29%

Traditional cash on cash: 4.01%

Airbnb Rental Income: $1115

Traditional Rental Income: $1894

Airbnb ROI: -1.29%

Traditional ROI: 4.01%

Longwood , FL

4 beds | 6 baths | 4,262 sq.ft.

$1,350,000

Airbnb cash on cash: 1.18%

Traditional cash on cash: 3.96%

Airbnb Rental Income: $5377

Traditional Rental Income: $7787

Airbnb ROI: 1.18%

Traditional ROI: 3.96%

Longwood , FL

3 beds | 2 baths | 1,496 sq.ft.

$187,500

Airbnb cash on cash: 7.73%

Traditional cash on cash: 5.4%

Airbnb Rental Income: $3221

Traditional Rental Income: $2080

Airbnb ROI: 7.73%

Traditional ROI: 5.4%

Longwood , FL

2 beds | 2 baths | 1,599 sq.ft.

$245,000

Airbnb cash on cash: -0.87%

Traditional cash on cash: 5.25%

Airbnb Rental Income: $1115

Traditional Rental Income: $2156

Airbnb ROI: -0.87%

Traditional ROI: 5.25%

Longwood , FL

3 beds | 2 baths | 969 sq.ft.

$299,490

Airbnb cash on cash: 7.12%

Traditional cash on cash: 4.66%

Airbnb Rental Income: $3221

Traditional Rental Income: $1803

Airbnb ROI: 7.12%

Traditional ROI: 4.66%

Longwood , FL

3 beds | 2 baths | 1,428 sq.ft.

$370,000

Airbnb cash on cash: 5.33%