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 For Sale in Longwood, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
421 MEADOWRIDGE COVE Longwood, FL Welcome to this beautiful 4 bedroom 2 Â½ bath 2 STORY home in the exclusive gated communit...	4 beds \| 3 baths \| 3,048 sq.ft.	$650,000	Airbnb cash on cash: 4.29% Traditional cash on cash: 1.88% Airbnb Rental Income: $5377 Traditional Rental Income: $2828 Airbnb ROI: 4.29% Traditional ROI: 1.88%
148 WISTERIA DRIVE Longwood, FL Pro pics coming but dont wait to see this incredible home...Welcome to The Springs, one of...	4 beds \| 3 baths \| 2,662 sq.ft.	$725,000	Airbnb cash on cash: 4.15% Traditional cash on cash: 2.63% Airbnb Rental Income: $5377 Traditional Rental Income: $3263 Airbnb ROI: 4.15% Traditional ROI: 2.63%
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%
278 BLACKWATER PLACE Longwood, FL Virtually Staged. Welcome to your dream home nestled in the charming and tucked-away commu...	3 beds \| 2 baths \| 1,582 sq.ft.	$364,777	Airbnb cash on cash: 4.39% Traditional cash on cash: 3.52% Airbnb Rental Income: $3221 Traditional Rental Income: $2198 Airbnb ROI: 4.39% Traditional ROI: 3.52%
478 SABAL TRAIL CIRCLE Longwood, FL NEW PRICE: As Of 6/15 : Welcome to the desirable Sabal Point community! Located at 478 S...	4 beds \| 3 baths \| 2,529 sq.ft.	$599,500	Airbnb cash on cash: 5.24% Traditional cash on cash: 3.83% Airbnb Rental Income: $5377 Traditional Rental Income: $3502 Airbnb ROI: 5.24% Traditional ROI: 3.83%
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%
1715 SUNSET DRIVE Longwood, FL Virtually Staged. Welcome to this inviting single-story home in Longwood, offering a brigh...	3 beds \| 2 baths \| 1,344 sq.ft.	$329,900	Airbnb cash on cash: 5.9% Traditional cash on cash: 4.69% Airbnb Rental Income: $3221 Traditional Rental Income: $2119 Airbnb ROI: 5.9% Traditional ROI: 4.69%
2214 Earleaf Court Longwood, FL This stunning 4-bedroom, 3-bathroom home is nestled in a highly sought-after neighborhood,...	4 beds \| 3 baths \| 3,955 sq.ft.	$1,450,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 0.64% Airbnb Rental Income: $5377 Traditional Rental Income: $3572 Airbnb ROI: 1.17% Traditional ROI: 0.64%
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%
207 LONESOME PINE DRIVE Longwood, FL FANTASTIC OPPORTUNITY IN SWEETWATER OAKS! Nestled under a canopy of mature trees in one of...	4 beds \| 2 baths \| 1,908 sq.ft.	$559,900	Airbnb cash on cash: 5.93% Traditional cash on cash: 2.08% Airbnb Rental Income: $5377 Traditional Rental Income: $2281 Airbnb ROI: 5.93% Traditional ROI: 2.08%
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%
210 WEEPING ELM LANE Longwood, FL Rare Opportunity in Shadowood Village at The Springs! Welcome to this spacious 3-bedroom, ...	3 beds \| 2 baths \| 2,076 sq.ft.	$470,000	Airbnb cash on cash: 3.49% Traditional cash on cash: 2.41% Airbnb Rental Income: $3221 Traditional Rental Income: $2022 Airbnb ROI: 3.49% Traditional ROI: 2.41%
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%
1319 SUMMERTREE COURT Longwood, FL Welcome to 1319 Summertree Ct, a move-in ready home tucked away on a cul-de-sac in the des...	4 beds \| 3 baths \| 2,133 sq.ft.	$479,900	Airbnb cash on cash: 7.31% Traditional cash on cash: 3.82% Airbnb Rental Income: $5377 Traditional Rental Income: $2726 Airbnb ROI: 7.31% Traditional ROI: 3.82%
572 LAKE WILDMERE COVE Longwood, FL Here is your opportunity to own a true Turn Key Investment property.This almost new townho...	4 beds \| 5 baths \| 2,294 sq.ft.	$455,000	Airbnb cash on cash: 6.54% Traditional cash on cash: 3.79% Airbnb Rental Income: $5377 Traditional Rental Income: $3121 Airbnb ROI: 6.54% Traditional ROI: 3.79%
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.	$525,000	Airbnb cash on cash: 6.74% Traditional cash on cash: 5.88% Airbnb Rental Income: $5377 Traditional Rental Income: $3873 Airbnb ROI: 6.74% Traditional ROI: 5.88%
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.	$775,000	Airbnb cash on cash: 4.19% Traditional cash on cash: 3.24% Airbnb Rental Income: $5377 Traditional Rental Income: $3606 Airbnb ROI: 4.19% Traditional ROI: 3.24%
128 DELLWOOD DRIVE Longwood, FL Welcome to Winsor Manor, a well-established lakefront community centered around beautiful ...	4 beds \| 2 baths \| 1,951 sq.ft.	$415,000	Airbnb cash on cash: 9.2% Traditional cash on cash: 3.72% Airbnb Rental Income: $5377 Traditional Rental Income: $2159 Airbnb ROI: 9.2% Traditional ROI: 3.72%
1209 ROXBORO ROAD Longwood, FL Under contract-accepting backup offers. Fully Renovated Knollwood Estate \| Over $315K in U...	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%
1198 Bella Vista Cir Longwood, FL 1198 Bella Vista Cir, Longwood, FL 32779 \| Other	N/A beds \| N/A baths \| N/A	$319,990	Airbnb cash on cash: 2.41% Traditional cash on cash: 1.49% Airbnb Rental Income: $2039 Traditional Rental Income: $1232 Airbnb ROI: 2.41% Traditional ROI: 1.49%
1000 CROOKED OAK COURT Longwood, FL Virtually Staged. Updated Sweetwater Oaks! 4-bedroom, 3-bath retreat, 2,808 sq ft **open t...	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%
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.	$529,000	Airbnb cash on cash: 6.87% Traditional cash on cash: 4.53% Airbnb Rental Income: $5377 Traditional Rental Income: $3134 Airbnb ROI: 6.87% Traditional ROI: 4.53%
216 THISTLEWOOD CIRCLE Longwood, FL Under contract-accepting backup offers. Nestled within the coveted community of Sweetwater...	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%
825 E CHURCH AVE Longwood, FL Welcome to this beautifully remodeled single-family home offering 3 specious bedroom and 2...	3 beds \| 2 baths \| 1,050 sq.ft.	$336,000	Airbnb cash on cash: 5.91% Traditional cash on cash: 3.05% Airbnb Rental Income: $3221 Traditional Rental Income: $1590 Airbnb ROI: 5.91% Traditional ROI: 3.05%
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.	$468,000	Airbnb cash on cash: 8.1% Traditional cash on cash: 5.86% Airbnb Rental Income: $5377 Traditional Rental Income: $3311 Airbnb ROI: 8.1% Traditional ROI: 5.86%
936 CITRUS WOOD COURT Longwood, FL Under contract-accepting backup offers. Virtually Staged. Welcome to this beautifully upda...	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 Under contract-accepting backup offers. FANTASTIC OPPORTUNITY IN THE HEART OF LONGWOOD! TH...	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%
1562 DOWNY BIRCH LANE Longwood, FL New Price! Welcome home to this beautifully maintained END-UNIT townhome in Longwood, zone...	3 beds \| 3 baths \| 1,369 sq.ft.	$310,000	Airbnb cash on cash: 5.77% Traditional cash on cash: 3.98% Airbnb Rental Income: $3221 Traditional Rental Income: $1974 Airbnb ROI: 5.77% Traditional ROI: 3.98%
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%
425 E JESSUP AVENUE Longwood, FL Under Construction. nder Construction. Photos are virtually staged. Welcome to your dream...	3 beds \| 3 baths \| 1,835 sq.ft.	$444,990	Airbnb cash on cash: 4.24% Traditional cash on cash: 4.23% Airbnb Rental Income: $3221 Traditional Rental Income: $2487 Airbnb ROI: 4.24% Traditional ROI: 4.23%
421 E JESSUP AVENUE Longwood, FL Under Construction. Under Construction. nder Construction. Photos are virtually staged. We...	3 beds \| 3 baths \| 1,835 sq.ft.	$444,990	Airbnb cash on cash: 4.24% Traditional cash on cash: 4.23% Airbnb Rental Income: $3221 Traditional Rental Income: $2487 Airbnb ROI: 4.24% Traditional ROI: 4.23%
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.	$599,000	Airbnb cash on cash: 6.13% Traditional cash on cash: 4.26% Airbnb Rental Income: $5377 Traditional Rental Income: $3249 Airbnb ROI: 6.13% Traditional ROI: 4.26%
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%
145 STENHOUSE LANE Longwood, FL Welcome to this gorgeous 3-bedroom, 2.5-bath townhome located in the desirable Wekiva Land...	3 beds \| 3 baths \| 1,472 sq.ft.	$334,900	Airbnb cash on cash: 4.28% Traditional cash on cash: 2.63% Airbnb Rental Income: $3221 Traditional Rental Income: $1975 Airbnb ROI: 4.28% Traditional ROI: 2.63%

Vacation Rentals in Longwood

There are 72 vacation rental properties available for sale in the city of Longwood . The median list price of Airbnb properties available for sale in Longwood is $364,812 and the average price per square foot is $168. The cash on cash return on vacation rentals in Longwood is 4.00%. The average monthly short term rental income in Longwood is $3,221.

Longwood, FL Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 72 Airbnb properties available for sale in Longwood.

In 2026, the best neighborhood to buy short term rental property is Longwood.

In June 2026, the average Airbnb occupancy rate in Longwood is 53%.

Airbnb data on vacation rentals in Longwood, FL is available at Mashvisor. You can access data such as listings, real-time pricing trends, Longwood, FL market insights, guest information and booking details, seasonality trends and historical Longwood, FL Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Longwood, FL

421 MEADOWRIDGE COVE

Longwood, FL

4 beds | 3 baths | 3,048 sq.ft.

$650,000

Airbnb cash on cash: 4.29%

Traditional cash on cash: 1.88%

Airbnb Rental Income: $5377

Traditional Rental Income: $2828

Airbnb ROI: 4.29%

Traditional ROI: 1.88%

148 WISTERIA DRIVE

Longwood, FL

4 beds | 3 baths | 2,662 sq.ft.

$725,000

Airbnb cash on cash: 4.15%

Traditional cash on cash: 2.63%

Airbnb Rental Income: $5377

Traditional Rental Income: $3263

Airbnb ROI: 4.15%

Traditional ROI: 2.63%

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%

278 BLACKWATER PLACE

Longwood, FL

3 beds | 2 baths | 1,582 sq.ft.

$364,777

Airbnb cash on cash: 4.39%

Traditional cash on cash: 3.52%

Airbnb Rental Income: $3221

Traditional Rental Income: $2198

Airbnb ROI: 4.39%

Traditional ROI: 3.52%

478 SABAL TRAIL CIRCLE

Longwood, FL

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

$599,500

Airbnb cash on cash: 5.24%

Traditional cash on cash: 3.83%

Airbnb Rental Income: $5377

Traditional Rental Income: $3502

Airbnb ROI: 5.24%

Traditional ROI: 3.83%

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%

1715 SUNSET DRIVE

Longwood, FL

3 beds | 2 baths | 1,344 sq.ft.

$329,900

Airbnb cash on cash: 5.9%

Traditional cash on cash: 4.69%

Airbnb Rental Income: $3221

Traditional Rental Income: $2119

Airbnb ROI: 5.9%

Traditional ROI: 4.69%

2214 Earleaf Court

Longwood, FL

4 beds | 3 baths | 3,955 sq.ft.

$1,450,000

Airbnb cash on cash: 1.17%

Traditional cash on cash: 0.64%

Airbnb Rental Income: $5377

Traditional Rental Income: $3572

Airbnb ROI: 1.17%