Airbnb Properties for Sale in Longwood, FL

Looking for a vacation rental investment in Longwood, FL with high ROI ?

Explore a range of newly added short-term rental homes in Longwood, FL. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb Single Family Residential For Sale in Longwood, FL

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

Showing 48 Single Family Residential 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
102 N SILVER CLUSTER COURT Longwood, FL Under contract-accepting backup offers. Welcome to 102 Silver Cluster Ct N in Longwood, a ...	3 beds \| 2 baths \| 1,166 sq.ft.	$383,000	Airbnb cash on cash: 4.63% Traditional cash on cash: 3.2% Airbnb Rental Income: $3221 Traditional Rental Income: $1980 Airbnb ROI: 4.63% Traditional ROI: 3.2%
478 SABAL TRAIL CIRCLE Longwood, FL PRICE ADJUSTMENT : Welcome to the desirable Sabal Point community! Located at 478 Sabal Tr...	4 beds \| 3 baths \| 2,529 sq.ft.	$610,000	Airbnb cash on cash: 5.13% Traditional cash on cash: 3.75% Airbnb Rental Income: $5377 Traditional Rental Income: $3502 Airbnb ROI: 5.13% Traditional ROI: 3.75%
308 SMOKERISE BOULEVARD Longwood, FL Under contract-accepting backup offers. Welcome to 308 Smokerise Blvd., tucked away on a q...	4 beds \| 2 baths \| 2,352 sq.ft.	$635,000	Airbnb cash on cash: 5.01% Traditional cash on cash: 3.46% Airbnb Rental Income: $5377 Traditional Rental Income: $3370 Airbnb ROI: 5.01% Traditional ROI: 3.46%
860 Charlotte St. Longwood, FL 4-Bed / 3.5-Bath Home Built in 2006. -needs updating, new ac.	4 beds \| 4 baths \| N/A	$449,000	Airbnb cash on cash: 7.55% Traditional cash on cash: 5.25% Airbnb Rental Income: $5377 Traditional Rental Income: $3324 Airbnb ROI: 7.55% Traditional ROI: 5.25%
2040 E TRIANGLE DRIVE Longwood, FL Beautiful opportunity in the highly desirable Longwood area, perfectly located just minute...	3 beds \| 2 baths \| 1,283 sq.ft.	$340,000	Airbnb cash on cash: 5.42% Traditional cash on cash: 3.59% Airbnb Rental Income: $3221 Traditional Rental Income: $1912 Airbnb ROI: 5.42% Traditional ROI: 3.59%
1889 RANCHLAND TRAIL Longwood, FL Welcome to this beautifully renovated 4-bedroom, 3-bathroom pool home, perfectly situated ...	4 beds \| 3 baths \| 2,333 sq.ft.	$998,900	Airbnb cash on cash: 2.92% Traditional cash on cash: 2.18% Airbnb Rental Income: $5377 Traditional Rental Income: $3601 Airbnb ROI: 2.92% Traditional ROI: 2.18%
965 BUCKSAW PLACE Longwood, FL Under contract-accepting backup offers. Welcome to this spacious 4-bedroom, 3-bath home in...	4 beds \| 3 baths \| 2,361 sq.ft.	$530,000	Airbnb cash on cash: 6.13% Traditional cash on cash: 3.36% Airbnb Rental Income: $5377 Traditional Rental Income: $2919 Airbnb ROI: 6.13% Traditional ROI: 3.36%
101 CHERRY HILL CIRCLE Longwood, FL This 4 bedrooms/3 bathrooms home is ideal for families and those who enjoy entertaining. R...	4 beds \| 3 baths \| 2,359 sq.ft.	$699,000	Airbnb cash on cash: 4.52% Traditional cash on cash: 2.49% Airbnb Rental Income: $5377 Traditional Rental Income: $2973 Airbnb ROI: 4.52% Traditional ROI: 2.49%
470 FREEMAN STREET Longwood, FL Under contract-accepting backup offers. Set on an oversized lot with Water VIEWS in the de...	4 beds \| 2 baths \| 2,261 sq.ft.	$475,000	Airbnb cash on cash: 7.44% Traditional cash on cash: 4.75% Airbnb Rental Income: $5377 Traditional Rental Income: $3094 Airbnb ROI: 7.44% Traditional ROI: 4.75%
284 ISLAND SOUND COURT Longwood, FL Step into refined elegance and effortless sophistication in this nearly new Dockside maste...	4 beds \| 3 baths \| 2,692 sq.ft.	$799,999	Airbnb cash on cash: 3.56% Traditional cash on cash: 1.67% Airbnb Rental Income: $5377 Traditional Rental Income: $2884 Airbnb ROI: 3.56% Traditional ROI: 1.67%
450 LONGMEADOW LANE Longwood, FL Excellent opportunity in Sabal Point. POOL house with two NEW HVACs. 4 bedrooms, 3.5 bathr...	4 beds \| 4 baths \| 2,623 sq.ft.	$539,000	Airbnb cash on cash: 6.54% Traditional cash on cash: 5.71% Airbnb Rental Income: $5377 Traditional Rental Income: $3873 Airbnb ROI: 6.54% Traditional ROI: 5.71%
351 W HORNBEAM DRIVE Longwood, FL Under Construction. Welcome to one of the most exciting new builds to hit Longwood's covet...	4 beds \| 3 baths \| 2,778 sq.ft.	$750,000	Airbnb cash on cash: 4.59% Traditional cash on cash: -0.34% Airbnb Rental Income: $5377 Traditional Rental Income: $850 Airbnb ROI: 4.59% Traditional ROI: -0.34%
307 COBLE DRIVE Longwood, FL Some homes just feel right the moment you walk inâ¦ and 307 Coble Drive is one of them. ...	4 beds \| 2 baths \| 1,987 sq.ft.	$475,000	Airbnb cash on cash: 7.19% Traditional cash on cash: 4.8% Airbnb Rental Income: $5377 Traditional Rental Income: $3230 Airbnb ROI: 7.19% Traditional ROI: 4.8%
495 HOWARD AVENUE Longwood, FL Under contract-accepting backup offers. Back on market! Welcome home! This stunning 4-bedr...	4 beds \| 2 baths \| 1,855 sq.ft.	$409,999	Airbnb cash on cash: 9.34% Traditional cash on cash: 4.74% Airbnb Rental Income: $5377 Traditional Rental Income: $2527 Airbnb ROI: 9.34% Traditional ROI: 4.74%
672 MOSSY BRANCH COURT Longwood, FL Completely remodeled and move-in ready, this impressive residence at 672 Mossy Branch Ct, ...	4 beds \| 3 baths \| 3,924 sq.ft.	$799,900	Airbnb cash on cash: 4.03% Traditional cash on cash: 3.11% Airbnb Rental Income: $5377 Traditional Rental Income: $3606 Airbnb ROI: 4.03% Traditional ROI: 3.11%
1209 ROXBORO ROAD Longwood, FL Fully Renovated Knollwood Estate \| Over $315K in Upgrades \| 0.70 Acre Lot Welcome to Ro...	4 beds \| 3 baths \| 3,332 sq.ft.	$775,000	Airbnb cash on cash: 4.23% Traditional cash on cash: 3.17% Airbnb Rental Income: $5377 Traditional Rental Income: $3522 Airbnb ROI: 4.23% Traditional ROI: 3.17%
1000 CROOKED OAK COURT Longwood, FL One or more photo(s) has been virtually staged. Updated Sweetwater Oaks! 4-bedroom, 3-bath...	4 beds \| 3 baths \| 2,808 sq.ft.	$599,900	Airbnb cash on cash: 5.3% Traditional cash on cash: 4.82% Airbnb Rental Income: $5377 Traditional Rental Income: $4023 Airbnb ROI: 5.3% Traditional ROI: 4.82%
3322 CANYON GRAND POINT Longwood, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Pi...	4 beds \| 3 baths \| 2,707 sq.ft.	$725,000	Airbnb cash on cash: 3.76% Traditional cash on cash: 2.44% Airbnb Rental Income: $5377 Traditional Rental Income: $3402 Airbnb ROI: 3.76% Traditional ROI: 2.44%
300 E SWEETWATER CREEK DRIVE Longwood, FL Gorgeous home in Sweetwater Oaks! 4 Bed \| 3 Bath \| 1.25 ACRES \| PRICED TO SELL ... Move-...	4 beds \| 3 baths \| 2,074 sq.ft.	$540,000	Airbnb cash on cash: 6.71% Traditional cash on cash: 4.42% Airbnb Rental Income: $5377 Traditional Rental Income: $3134 Airbnb ROI: 6.71% Traditional ROI: 4.42%
216 THISTLEWOOD CIRCLE Longwood, FL Nestled within the coveted community of Sweetwater Oaks, this exceptional lake-access resi...	4 beds \| 3 baths \| 2,272 sq.ft.	$619,900	Airbnb cash on cash: 5.12% Traditional cash on cash: 4.14% Airbnb Rental Income: $5377 Traditional Rental Income: $3722 Airbnb ROI: 5.12% Traditional ROI: 4.14%
601 FOX VALLEY DRIVE Longwood, FL Under contract-accepting backup offers. Welcome to 601 Fox Valley Drive & & PLEASE VIEW TH...	4 beds \| 2 baths \| 2,113 sq.ft.	$554,800	Airbnb cash on cash: 6.56% Traditional cash on cash: 4.59% Airbnb Rental Income: $5377 Traditional Rental Income: $3270 Airbnb ROI: 6.56% Traditional ROI: 4.59%
739 RIVERBEND BOULEVARD Longwood, FL Welcome to 739 Riverbend Blvd, a rare Sweetwater Oaks offering where space, setting, and l...	4 beds \| 2 baths \| 2,382 sq.ft.	$625,000	Airbnb cash on cash: 5.6% Traditional cash on cash: 3.8% Airbnb Rental Income: $5377 Traditional Rental Income: $3241 Airbnb ROI: 5.6% Traditional ROI: 3.8%
1707 GRANGE CIRCLE Longwood, FL Welcome to this beautifully maintained 4-bedroom, 2-bath pool home Located in a desirable ...	4 beds \| 2 baths \| 1,981 sq.ft.	$476,000	Airbnb cash on cash: 7.95% Traditional cash on cash: 5.75% Airbnb Rental Income: $5377 Traditional Rental Income: $3311 Airbnb ROI: 7.95% Traditional ROI: 5.75%
936 CITRUS WOOD COURT Longwood, FL One or more photo(s) has been virtually staged. Welcome to this beautifully updated 4-bedr...	4 beds \| 2 baths \| 1,833 sq.ft.	$474,900	Airbnb cash on cash: 7.35% Traditional cash on cash: 4.84% Airbnb Rental Income: $5377 Traditional Rental Income: $3177 Airbnb ROI: 7.35% Traditional ROI: 4.84%
96 HICKORY TREE ROAD Longwood, FL FANTASTIC OPPORTUNITY IN THE HEART OF LONGWOOD! THIS 3/2 IMPECCABLE UPDATED HOME IN THE WO...	3 beds \| 2 baths \| 1,668 sq.ft.	$450,000	Airbnb cash on cash: 3.68% Traditional cash on cash: 3.09% Airbnb Rental Income: $3221 Traditional Rental Income: $2245 Airbnb ROI: 3.68% Traditional ROI: 3.09%
147 SANDALWOOD WAY Longwood, FL Under contract-accepting backup offers. SELLER WILL CONSIDER CONCESSIONS!! Discover the po...	3 beds \| 2 baths \| 1,558 sq.ft.	$349,000	Airbnb cash on cash: 5.2% Traditional cash on cash: 4.19% Airbnb Rental Income: $3221 Traditional Rental Income: $2166 Airbnb ROI: 5.2% Traditional ROI: 4.19%
411 N WAYMAN STREET Longwood, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. We...	3 beds \| 2 baths \| 1,699 sq.ft.	$350,000	Airbnb cash on cash: 5.84% Traditional cash on cash: 4.88% Airbnb Rental Income: $3221 Traditional Rental Income: $2181 Airbnb ROI: 5.84% Traditional ROI: 4.88%
749 Seminole Ave. Longwood, FL New Roof 1 year Old,Freshly Painted, All Tiled Floors, Electrical Updated, New Microwave,S...	3 beds \| 2 baths \| 1,108 sq.ft.	$299,000	Airbnb cash on cash: 6.62% Traditional cash on cash: 4.35% Airbnb Rental Income: $3221 Traditional Rental Income: $1855 Airbnb ROI: 6.62% Traditional ROI: 4.35%
3 OLD POST ROAD Longwood, FL Nestled within the highly sought-after Markham Woods corridor, this exceptional suburban e...	4 beds \| 3 baths \| 2,834 sq.ft.	$869,000	Airbnb cash on cash: 4.11% Traditional cash on cash: 3.41% Airbnb Rental Income: $5377 Traditional Rental Income: $3723 Airbnb ROI: 4.11% Traditional ROI: 3.41%
105 CEDAR OAK TRAIL Longwood, FL Absolutely Everything Youâve Been Looking For â in the Sought-After Woodlands Communit...	4 beds \| 3 baths \| 2,212 sq.ft.	$600,000	Airbnb cash on cash: 6.11% Traditional cash on cash: 4.25% Airbnb Rental Income: $5377 Traditional Rental Income: $3249 Airbnb ROI: 6.11% Traditional ROI: 4.25%
3508 VESTAVIA WAY Longwood, FL LOCATION, LAYOUT, AND FLEXIBILITY. THIS ONE STANDS OUT. Welcome to this well-designed spli...	4 beds \| 3 baths \| 2,347 sq.ft.	$509,000	Airbnb cash on cash: 7.32% Traditional cash on cash: 4.61% Airbnb Rental Income: $5377 Traditional Rental Income: $3005 Airbnb ROI: 7.32% Traditional ROI: 4.61%
106 LONESOME PINE DRIVE Longwood, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. We...	4 beds \| 2 baths \| 2,379 sq.ft.	$655,000	Airbnb cash on cash: 5.35% Traditional cash on cash: 3.3% Airbnb Rental Income: $5377 Traditional Rental Income: $3037 Airbnb ROI: 5.35% Traditional ROI: 3.3%
105 E COTTESMORE CIRCLE Longwood, FL Sought after Wekiva home located off Hunt Club. This is a 4 bedroom, 2 bath home with an ...	4 beds \| 2 baths \| 2,244 sq.ft.	$539,000	Airbnb cash on cash: 6.57% Traditional cash on cash: 3.89% Airbnb Rental Income: $5377 Traditional Rental Income: $2945 Airbnb ROI: 6.57% Traditional ROI: 3.89%
110 HOLDERNESS DRIVE Longwood, FL Wonderful Wekiva home! Light and bright three bedroom, two bath home offering a wonderful ...	3 beds \| 2 baths \| 1,775 sq.ft.	$449,500	Airbnb cash on cash: 3.57% Traditional cash on cash: 3.03% Airbnb Rental Income: $3221 Traditional Rental Income: $2270 Airbnb ROI: 3.57% Traditional ROI: 3.03%
2165 BLUE IRIS PLACE Longwood, FL Under contract-accepting backup offers. This well-thought-out custom home is situated on a...	4 beds \| 3 baths \| 2,951 sq.ft.	$900,000	Airbnb cash on cash: 3.44% Traditional cash on cash: 2.78% Airbnb Rental Income: $5377 Traditional Rental Income: $3733 Airbnb ROI: 3.44% Traditional ROI: 2.78%
110 WHITLEY BAY LANE Longwood, FL Nestled on a quiet cul-de-sac in the highly sought-after Wekiva Cove community, 110 Whitle...	3 beds \| 2 baths \| 1,645 sq.ft.	$500,000	Airbnb cash on cash: 3.37% Traditional cash on cash: 2.71% Airbnb Rental Income: $3221 Traditional Rental Income: $2187 Airbnb ROI: 3.37% Traditional ROI: 2.71%
441 WILD OAK CIRCLE Longwood, FL Under contract-accepting backup offers. Tucked beneath a canopy of mature oaks on a quiet ...	4 beds \| 3 baths \| 2,812 sq.ft.	$770,000	Airbnb cash on cash: 4.26% Traditional cash on cash: 3.39% Airbnb Rental Income: $5377 Traditional Rental Income: $3672 Airbnb ROI: 4.26% Traditional ROI: 3.39%
247 N MOUNTS BAY COURT Longwood, FL Spacious Pool Home on a Private Corner Lot - Perfect for Entertaining!! Welcome to th...	4 beds \| 3 baths \| 2,287 sq.ft.	$560,000	Airbnb cash on cash: 6.42% Traditional cash on cash: 4.35% Airbnb Rental Income: $5377 Traditional Rental Income: $3212 Airbnb ROI: 6.42% Traditional ROI: 4.35%
313 BAHIA CIRCLE Longwood, FL One or more photo(s) has been virtually staged. Welcome to this beautifully updated home i...	4 beds \| 2 baths \| 1,812 sq.ft.	$475,000	Airbnb cash on cash: 7.84% Traditional cash on cash: 4.41% Airbnb Rental Income: $5377 Traditional Rental Income: $2767 Airbnb ROI: 7.84% Traditional ROI: 4.41%
2656 BENT HICKORY CIRCLE Longwood, FL Welcome to this one-of-a-kind retreat tucked away in the highly desirable Sabal Green comm...	3 beds \| 2 baths \| 1,897 sq.ft.	$425,000	Airbnb cash on cash: 4.08% Traditional cash on cash: 3.72% Airbnb Rental Income: $3221 Traditional Rental Income: $2352 Airbnb ROI: 4.08% Traditional ROI: 3.72%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Longwood, FL

102 N SILVER CLUSTER COURT

Longwood, FL

3 beds | 2 baths | 1,166 sq.ft.

$383,000

Airbnb cash on cash: 4.63%

Traditional cash on cash: 3.2%

Airbnb Rental Income: $3221

Traditional Rental Income: $1980

Airbnb ROI: 4.63%

Traditional ROI: 3.2%

478 SABAL TRAIL CIRCLE

Longwood, FL

4 beds | 3 baths | 2,529 sq.ft.

$610,000

Airbnb cash on cash: 5.13%

Traditional cash on cash: 3.75%

Airbnb Rental Income: $5377

Traditional Rental Income: $3502

Airbnb ROI: 5.13%

Traditional ROI: 3.75%

308 SMOKERISE BOULEVARD

Longwood, FL

4 beds | 2 baths | 2,352 sq.ft.

$635,000

Airbnb cash on cash: 5.01%

Traditional cash on cash: 3.46%

Airbnb Rental Income: $5377

Traditional Rental Income: $3370

Airbnb ROI: 5.01%

Traditional ROI: 3.46%

860 Charlotte St.

Longwood, FL

4 beds | 4 baths | N/A

$449,000

Airbnb cash on cash: 7.55%

Traditional cash on cash: 5.25%

Airbnb Rental Income: $5377

Traditional Rental Income: $3324

Airbnb ROI: 7.55%

Traditional ROI: 5.25%

2040 E TRIANGLE DRIVE

Longwood, FL

3 beds | 2 baths | 1,283 sq.ft.

$340,000

Airbnb cash on cash: 5.42%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $3221

Traditional Rental Income: $1912

Airbnb ROI: 5.42%

Traditional ROI: 3.59%

1889 RANCHLAND TRAIL

Longwood, FL

4 beds | 3 baths | 2,333 sq.ft.

$998,900

Airbnb cash on cash: 2.92%

Traditional cash on cash: 2.18%

Airbnb Rental Income: $5377

Traditional Rental Income: $3601

Airbnb ROI: 2.92%

Traditional ROI: 2.18%

965 BUCKSAW PLACE

Longwood, FL

4 beds | 3 baths | 2,361 sq.ft.

$530,000

Airbnb cash on cash: 6.13%

Traditional cash on cash: 3.36%

Airbnb Rental Income: $5377

Traditional Rental Income: $2919

Airbnb ROI: 6.13%

Traditional ROI: 3.36%

101 CHERRY HILL CIRCLE

Longwood, FL

4 beds | 3 baths | 2,359 sq.ft.

$699,000

Airbnb cash on cash: 4.52%

Traditional cash on cash: 2.49%

Airbnb Rental Income: $5377

Traditional Rental Income: $2973

Airbnb ROI: 4.52%