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.

Condos for Sale in Longwood, FL

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

Showing 20 Condo 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
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.	$225,000	Airbnb cash on cash: -1.38% Traditional cash on cash: 4.04% Airbnb Rental Income: $1115 Traditional Rental Income: $1894 Airbnb ROI: -1.38% Traditional ROI: 4.04%
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%
117 CROWN POINT CIR #5L Longwood, FL Welcome to Crown Point by the Springs in desirable Longwood. This charming ground-floor on...	1 beds \| 1 baths \| 728 sq.ft.	$135,000	Airbnb cash on cash: 4.29% Traditional cash on cash: 6.57% Airbnb Rental Income: $1304 Traditional Rental Income: $1193 Airbnb ROI: 4.29% Traditional ROI: 6.57%
108 Crown Oaks Way Longwood, FL Great Opportunity to Experience the Ultimate Private Executive Retreat! Do you want to liv...	1 beds \| 1 baths \| 877 sq.ft.	$125,000	Airbnb cash on cash: -2.73% Traditional cash on cash: 0.62% Airbnb Rental Income: $1304 Traditional Rental Income: $1348 Airbnb ROI: -2.73% Traditional ROI: 0.62%
470 S PIN OAK PLACE #312 Longwood, FL Bright, Updated Condo with Pond Views in A-Rated Seminole County School District! Welcome...	1 beds \| 1 baths \| 823 sq.ft.	$175,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 3.42% Airbnb Rental Income: $1304 Traditional Rental Income: $1352 Airbnb ROI: 0.69% Traditional ROI: 3.42%
152 SPRINGWOOD CIRCLE #B Longwood, FL Updated and spacious condo on FIRST LEVEL close to community pool and laundry. 2 Bedrooms...	2 beds \| 1 baths \| 1,020 sq.ft.	$164,900	Airbnb cash on cash: 1.97% Traditional cash on cash: 6.88% Airbnb Rental Income: $1115 Traditional Rental Income: $1512 Airbnb ROI: 1.97% Traditional ROI: 6.88%
420 SUMMIT RIDGE PLACE #200 Longwood, FL **This property qualifies for a closing cost credit up to $3,700 through the Sellerâs pr...	3 beds \| 2 baths \| 1,586 sq.ft.	$239,000	Airbnb cash on cash: 5.6% Traditional cash on cash: 4.03% Airbnb Rental Income: $3221 Traditional Rental Income: $2141 Airbnb ROI: 5.6% Traditional ROI: 4.03%
421 SUMMIT RIDGE PLACE #209 Longwood, FL Almost 1000 square foot condo which has a feel like a townhome as you enter on first floor...	1 beds \| 1 baths \| 948 sq.ft.	$195,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 4.31% Airbnb Rental Income: $1304 Traditional Rental Income: $1505 Airbnb ROI: 1.03% Traditional ROI: 4.31%
129 SPRINGWOOD CIRCLE #D Longwood, FL Under contract-accepting backup offers. Huge price reduction for quick sale. Seller need t...	1 beds \| 1 baths \| 768 sq.ft.	$100,000	Airbnb cash on cash: 5.85% Traditional cash on cash: 11.2% Airbnb Rental Income: $1304 Traditional Rental Income: $1418 Airbnb ROI: 5.85% Traditional ROI: 11.2%
230 W SABAL PALM PLACE Longwood, FL Welcome to the highly sought after, wonderfully located community of San Marco Villas in t...	3 beds \| 2 baths \| 1,484 sq.ft.	$225,000	Airbnb cash on cash: 7.58% Traditional cash on cash: 5.63% Airbnb Rental Income: $3221 Traditional Rental Income: $2079 Airbnb ROI: 7.58% Traditional ROI: 5.63%
1924 ST. ANDREWS PLACE Longwood, FL One or more photo(s) has been virtually staged. SHOW-STOPPING views in this beautiful GOLF...	3 beds \| 3 baths \| 1,313 sq.ft.	$324,000	Airbnb cash on cash: 4.46% Traditional cash on cash: 2.55% Airbnb Rental Income: $3221 Traditional Rental Income: $1912 Airbnb ROI: 4.46% Traditional ROI: 2.55%
7102 OLYMPIA COURT #7102 Longwood, FL Welcome home! Discover a beautifully remodeled condominium in one of Longwoodâs most de...	2 beds \| 3 baths \| 1,365 sq.ft.	$265,000	Airbnb cash on cash: 0.81% Traditional cash on cash: 5.38% Airbnb Rental Income: $1115 Traditional Rental Income: $1883 Airbnb ROI: 0.81% Traditional ROI: 5.38%
490 N PIN OAK PLACE #216 Longwood, FL Welcome to this beautifully maintained 2-bedroom, 2-bath condo in the desirable community ...	2 beds \| 2 baths \| 1,110 sq.ft.	$195,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 5.73% Airbnb Rental Income: $1115 Traditional Rental Income: $1854 Airbnb ROI: -0.28% Traditional ROI: 5.73%
205 CROWN OAKS WAY #205 Longwood, FL One or more photo(s) has been virtually staged. Welcome to Your Peaceful Retreat in 'The S...	2 beds \| 2 baths \| 1,119 sq.ft.	$125,000	Airbnb cash on cash: 0.57% Traditional cash on cash: 8.54% Airbnb Rental Income: $1115 Traditional Rental Income: $1700 Airbnb ROI: 0.57% Traditional ROI: 8.54%
1209 CLUBSIDE DRIVE #1209 Longwood, FL Welcome to 1209 Clubside Dr, a beautifully maintained and well-appointed second-floor cond...	2 beds \| 3 baths \| 1,365 sq.ft.	$199,999	Airbnb cash on cash: -1.58% Traditional cash on cash: 4% Airbnb Rental Income: $1115 Traditional Rental Income: $1800 Airbnb ROI: -1.58% Traditional ROI: 4%
356 GOLFSIDE COVE #28 Longwood, FL Welcome to this charming villa-styled condo over looking the golf course in the Desirable ...	2 beds \| 3 baths \| 1,290 sq.ft.	$249,900	Airbnb cash on cash: -1.04% Traditional cash on cash: 3.46% Airbnb Rental Income: $1115 Traditional Rental Income: $1803 Airbnb ROI: -1.04% Traditional ROI: 3.46%
200 W SABAL PALM PLACE #200 Longwood, FL Tucked inside a quiet pocket of Sabal Point, this light-filled two-bedroom, two-bath home ...	2 beds \| 2 baths \| 1,191 sq.ft.	$220,000	Airbnb cash on cash: 1.91% Traditional cash on cash: 6.46% Airbnb Rental Income: $1115 Traditional Rental Income: $1689 Airbnb ROI: 1.91% Traditional ROI: 6.46%
260 Crown Oaks Way #260 Longwood, FL 260 Crown Oaks Way #260, Longwood, FL 32779 \| Condo/Coop	1 beds \| 1 baths \| 921 sq.ft.	$128,000	Airbnb cash on cash: -3.11% Traditional cash on cash: -1.17% Airbnb Rental Income: $1304 Traditional Rental Income: $1137 Airbnb ROI: -3.11% Traditional ROI: -1.17%
111 Crown Oaks Way #111 Longwood, FL 111 Crown Oaks Way #111, Longwood, FL 32779 \| Condo/Coop	2 beds \| 2 baths \| 1,119 sq.ft.	$138,800	Airbnb cash on cash: -5.99% Traditional cash on cash: -0.95% Airbnb Rental Income: $1115 Traditional Rental Income: $1411 Airbnb ROI: -5.99% Traditional ROI: -0.95%

Your search for investment property begins and ends here

Condos for Sale in Longwood, FL

3996 RADLEY COURT #3996

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%

4102 CLUBSIDE DRIVE #4102

Longwood, FL

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

$225,000

Airbnb cash on cash: -1.38%

Traditional cash on cash: 4.04%

Airbnb Rental Income: $1115

Traditional Rental Income: $1894

Airbnb ROI: -1.38%

Traditional ROI: 4.04%

211 FAIRWAY DRIVE #211

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%

117 CROWN POINT CIR #5L

Longwood, FL

1 beds | 1 baths | 728 sq.ft.

$135,000

Airbnb cash on cash: 4.29%

Traditional cash on cash: 6.57%

Airbnb Rental Income: $1304

Traditional Rental Income: $1193

Airbnb ROI: 4.29%

Traditional ROI: 6.57%

108 Crown Oaks Way

Longwood, FL

1 beds | 1 baths | 877 sq.ft.

$125,000

Airbnb cash on cash: -2.73%

Traditional cash on cash: 0.62%

Airbnb Rental Income: $1304

Traditional Rental Income: $1348

Airbnb ROI: -2.73%

Traditional ROI: 0.62%

470 S PIN OAK PLACE #312

Longwood, FL

1 beds | 1 baths | 823 sq.ft.

$175,000

Airbnb cash on cash: 0.69%

Traditional cash on cash: 3.42%

Airbnb Rental Income: $1304

Traditional Rental Income: $1352

Airbnb ROI: 0.69%

Traditional ROI: 3.42%

152 SPRINGWOOD CIRCLE #B

Longwood, FL

2 beds | 1 baths | 1,020 sq.ft.

$164,900

Airbnb cash on cash: 1.97%

Traditional cash on cash: 6.88%

Airbnb Rental Income: $1115

Traditional Rental Income: $1512

Airbnb ROI: 1.97%

Traditional ROI: 6.88%

420 SUMMIT RIDGE PLACE #200

Longwood, FL

3 beds | 2 baths | 1,586 sq.ft.

$239,000

Airbnb cash on cash: 5.6%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $3221

Traditional Rental Income: $2141

Airbnb ROI: 5.6%