Airbnb Properties for Sale in Winter Springs, FL

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

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

Airbnb For Sale in Winter Springs, FL

Q: How many Airbnb properties are available for sale in Winter-springs?

There are 22 Airbnb properties available for sale in Winter-springs

Q: What is the average Airbnb occupancy rate in Winter-springs, FL?

In June 2026, the average Airbnb occupancy rate in Winter-springs is 39%.

Q: How to get Winter-springs, FL Airbnb data?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
710 BRIARWOOD DRIVE Winter Springs, FL MOVE-IN READY WITH NEW ROOF & HVAC SYSTEM TO BE COMPLETED PRIOR TO CLOSING. Beautifully...	4 beds \| 2 baths \| 1,769 sq.ft.	$365,000	Airbnb cash on cash: 6.1% Traditional cash on cash: 5.28% Airbnb Rental Income: $3833 Traditional Rental Income: $2724 Airbnb ROI: 6.1% Traditional ROI: 5.28%
440 BUCKSKIN COURT Winter Springs, FL **This house comes with a REDUCED RATE through the seller's preferred lender. This is a le...	4 beds \| 3 baths \| 1,922 sq.ft.	$525,000	Airbnb cash on cash: 3.78% Traditional cash on cash: 3.37% Airbnb Rental Income: $3833 Traditional Rental Income: $2804 Airbnb ROI: 3.78% Traditional ROI: 3.37%
1201 WOLVERINE TRAIL Winter Springs, FL Welcome to this charming 4-bedroom, 2-bath home tucked away in a quiet, tree-lined neighbo...	4 beds \| 2 baths \| 1,979 sq.ft.	$500,000	Airbnb cash on cash: 4.09% Traditional cash on cash: 3.93% Airbnb Rental Income: $3833 Traditional Rental Income: $2930 Airbnb ROI: 4.09% Traditional ROI: 3.93%
1320 SPOTTED SANDPIPER LOOP Winter Springs, FL Perfectly positioned in one of Winter Springs' most convenient and desirable locations, th...	4 beds \| 4 baths \| 2,359 sq.ft.	$480,000	Airbnb cash on cash: 3.61% Traditional cash on cash: 3.57% Airbnb Rental Income: $3833 Traditional Rental Income: $2986 Airbnb ROI: 3.61% Traditional ROI: 3.57%
130 SEVILLE CHASE DRIVE Winter Springs, FL Discover the perfect blend of comfort, privacy, and luxury in the sought-after gated commu...	4 beds \| 3 baths \| 2,433 sq.ft.	$739,900	Airbnb cash on cash: 1.95% Traditional cash on cash: 1.86% Airbnb Rental Income: $3833 Traditional Rental Income: $2946 Airbnb ROI: 1.95% Traditional ROI: 1.86%
424 FLATWOOD DRIVE Winter Springs, FL Excellent opportunity in desirable Tusca Oaks/Tuscawilla area. Spacious 4BR/2.5BA with fun...	4 beds \| 4 baths \| 2,164 sq.ft.	$525,000	Airbnb cash on cash: 4.17% Traditional cash on cash: 3.94% Airbnb Rental Income: $3833 Traditional Rental Income: $2889 Airbnb ROI: 4.17% Traditional ROI: 3.94%
702 GLASGOW COURT Winter Springs, FL Welcome to a beautifully updated patio home tucked away on a quiet, tree-lined cul-de-sac ...	4 beds \| 3 baths \| 1,878 sq.ft.	$313,700	Airbnb cash on cash: 6.14% Traditional cash on cash: 5.07% Airbnb Rental Income: $3833 Traditional Rental Income: $2691 Airbnb ROI: 6.14% Traditional ROI: 5.07%
1360 VIA VILLA NOVA WAY Winter Springs, FL Location, Location, Location... Don't miss out this opportunity to own a turn-key home in ...	4 beds \| 2 baths \| 2,064 sq.ft.	$539,999	Airbnb cash on cash: 4.19% Traditional cash on cash: 4.09% Airbnb Rental Income: $3833 Traditional Rental Income: $2955 Airbnb ROI: 4.19% Traditional ROI: 4.09%
114 SUNDANCE COURT Winter Springs, FL One or more photo(s) has been virtually staged. If youâve been searching for space, loca...	4 beds \| 2 baths \| 1,356 sq.ft.	$305,500	Airbnb cash on cash: 7.35% Traditional cash on cash: 5.95% Airbnb Rental Income: $3833 Traditional Rental Income: $2602 Airbnb ROI: 7.35% Traditional ROI: 5.95%
632 BLENHEIM LOOP Winter Springs, FL Good afternoon and welcome to your new 4 bedroom, 3 bathroom, and 2 car garage gated commu...	4 beds \| 3 baths \| 1,996 sq.ft.	$489,900	Airbnb cash on cash: 4.44% Traditional cash on cash: 4.31% Airbnb Rental Income: $3833 Traditional Rental Income: $2946 Airbnb ROI: 4.44% Traditional ROI: 4.31%
130 E BAHAMA ROAD Winter Springs, FL Under contract-accepting backup offers. Donât miss the opportunity to see this exception...	4 beds \| 2 baths \| 2,158 sq.ft.	$725,000	Airbnb cash on cash: 2.85% Traditional cash on cash: 2.83% Airbnb Rental Income: $3833 Traditional Rental Income: $2995 Airbnb ROI: 2.85% Traditional ROI: 2.83%
1328 ANDES DRIVE Winter Springs, FL Welcome to 1328 Andes Dr! Tile floors run throughout this well-maintained 4-bed, 2-bath in...	4 beds \| 2 baths \| 1,582 sq.ft.	$373,000	Airbnb cash on cash: 6.4% Traditional cash on cash: 4.5% Airbnb Rental Income: $3833 Traditional Rental Income: $2340 Airbnb ROI: 6.4% Traditional ROI: 4.5%
600 NORTHERN WAY #1804 Winter Springs, FL Welcome to Tuscany Place in the heart of sought after Tuscawilla! This well-maintained tow...	4 beds \| 3 baths \| 1,726 sq.ft.	$299,900	Airbnb cash on cash: 7.96% Traditional cash on cash: 5.21% Airbnb Rental Income: $3833 Traditional Rental Income: $2229 Airbnb ROI: 7.96% Traditional ROI: 5.21%
268 TAVESTOCK LOOP Winter Springs, FL New Price 268 Tavestock Loop, Winter Springs, FL 32708 Perfectly situated in the he...	4 beds \| 3 baths \| 2,415 sq.ft.	$557,900	Airbnb cash on cash: 3.5% Traditional cash on cash: 3.36% Airbnb Rental Income: $3833 Traditional Rental Income: $2933 Airbnb ROI: 3.5% Traditional ROI: 3.36%
4901 PETRA CT Winter Springs, FL Make yourself at home in this spacious, beautifully undated residence located in one of th...	4 beds \| 2 baths \| 2,644 sq.ft.	$674,900	Airbnb cash on cash: 3.15% Traditional cash on cash: 2.91% Airbnb Rental Income: $3833 Traditional Rental Income: $2856 Airbnb ROI: 3.15% Traditional ROI: 2.91%
101 MELTON DRIVE Winter Springs, FL Charming 4-Bedroom Home in the Heart of Winter Springs! Welcome to this well-positioned 4-...	4 beds \| 2 baths \| 1,212 sq.ft.	$285,000	Airbnb cash on cash: 9.22% Traditional cash on cash: 5.85% Airbnb Rental Income: $3833 Traditional Rental Income: $2101 Airbnb ROI: 9.22% Traditional ROI: 5.85%
358 BRUSHWOOD LANE Winter Springs, FL Welcome to 358 Brushwood Lane, a beautifully maintained 4-bedroom, 2-bathroom home located...	4 beds \| 2 baths \| 1,922 sq.ft.	$468,000	Airbnb cash on cash: 4.9% Traditional cash on cash: 3.95% Airbnb Rental Income: $3833 Traditional Rental Income: $2590 Airbnb ROI: 4.9% Traditional ROI: 3.95%
568 BUCKHORN DRIVE Winter Springs, FL Under contract-accepting backup offers. This is one of the few 4 bedroom Bungalows built i...	4 beds \| 3 baths \| 2,076 sq.ft.	$475,000	Airbnb cash on cash: 4.45% Traditional cash on cash: 3.98% Airbnb Rental Income: $3833 Traditional Rental Income: $2796 Airbnb ROI: 4.45% Traditional ROI: 3.98%
809 BIG BUCK CIRCLE Winter Springs, FL Welcome home to this beautifully renovated 4-bedroom, 2-bath residence offering approximat...	4 beds \| 2 baths \| 2,250 sq.ft.	$549,000	Airbnb cash on cash: 3.58% Traditional cash on cash: 3.02% Airbnb Rental Income: $3833 Traditional Rental Income: $2718 Airbnb ROI: 3.58% Traditional ROI: 3.02%
1335 SAN FELIPE COURT Winter Springs, FL Under contract-accepting backup offers. Welcome home to this move-in-ready 4-bedroom, 2-ba...	4 beds \| 2 baths \| 1,571 sq.ft.	$450,000	Airbnb cash on cash: 4.8% Traditional cash on cash: 3.7% Airbnb Rental Income: $3833 Traditional Rental Income: $2541 Airbnb ROI: 4.8% Traditional ROI: 3.7%
1326 TARFLOWER DRIVE Winter Springs, FL Welcome to 1326 Tarflower Drive, a stunning 2025-built townhome located in the highly soug...	4 beds \| 3 baths \| 1,678 sq.ft.	$430,000	Airbnb cash on cash: 4.91% Traditional cash on cash: 3.14% Airbnb Rental Income: $3833 Traditional Rental Income: $2292 Airbnb ROI: 4.91% Traditional ROI: 3.14%
1389 PONCE DE LEON BOULEVARD Winter Springs, FL LOCATION, LOCATION, LOCATION! Beautifully remodeled home in the heart of Winter Springs, c...	4 beds \| 2 baths \| 2,056 sq.ft.	$535,000	Airbnb cash on cash: 4.29% Traditional cash on cash: 3.65% Airbnb Rental Income: $3833 Traditional Rental Income: $2685 Airbnb ROI: 4.29% Traditional ROI: 3.65%

Vacation Rentals in Winter Springs

There are 22 vacation rental properties available for sale in the city of Winter Springs . The median list price of Airbnb properties available for sale in Winter Springs is $419,783 and the average price per square foot is $212. The cash on cash return on vacation rentals in Winter Springs is 2.00%. The average monthly short term rental income in Winter Springs is $1,827.

Winter Springs, FL Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 22 Airbnb properties available for sale in Winter Springs.

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

In June 2026, the average Airbnb occupancy rate in Winter Springs is 39%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Winter Springs, FL

710 BRIARWOOD DRIVE

Winter Springs, FL

4 beds | 2 baths | 1,769 sq.ft.

$365,000

Airbnb cash on cash: 6.1%

Traditional cash on cash: 5.28%

Airbnb Rental Income: $3833

Traditional Rental Income: $2724

Airbnb ROI: 6.1%

Traditional ROI: 5.28%

440 BUCKSKIN COURT

Winter Springs, FL

4 beds | 3 baths | 1,922 sq.ft.

$525,000

Airbnb cash on cash: 3.78%

Traditional cash on cash: 3.37%

Airbnb Rental Income: $3833

Traditional Rental Income: $2804

Airbnb ROI: 3.78%

Traditional ROI: 3.37%

1201 WOLVERINE TRAIL

Winter Springs, FL

4 beds | 2 baths | 1,979 sq.ft.

$500,000

Airbnb cash on cash: 4.09%

Traditional cash on cash: 3.93%

Airbnb Rental Income: $3833

Traditional Rental Income: $2930

Airbnb ROI: 4.09%

Traditional ROI: 3.93%

1320 SPOTTED SANDPIPER LOOP

Winter Springs, FL

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

$480,000

Airbnb cash on cash: 3.61%

Traditional cash on cash: 3.57%

Airbnb Rental Income: $3833

Traditional Rental Income: $2986

Airbnb ROI: 3.61%

Traditional ROI: 3.57%

130 SEVILLE CHASE DRIVE

Winter Springs, FL

4 beds | 3 baths | 2,433 sq.ft.

$739,900

Airbnb cash on cash: 1.95%

Traditional cash on cash: 1.86%

Airbnb Rental Income: $3833

Traditional Rental Income: $2946

Airbnb ROI: 1.95%

Traditional ROI: 1.86%

424 FLATWOOD DRIVE

Winter Springs, FL

4 beds | 4 baths | 2,164 sq.ft.

$525,000

Airbnb cash on cash: 4.17%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $3833

Traditional Rental Income: $2889

Airbnb ROI: 4.17%

Traditional ROI: 3.94%

702 GLASGOW COURT

Winter Springs, FL

4 beds | 3 baths | 1,878 sq.ft.

$313,700

Airbnb cash on cash: 6.14%

Traditional cash on cash: 5.07%

Airbnb Rental Income: $3833

Traditional Rental Income: $2691

Airbnb ROI: 6.14%

Traditional ROI: 5.07%

1360 VIA VILLA NOVA WAY

Winter Springs, FL

4 beds | 2 baths | 2,064 sq.ft.

$539,999

Airbnb cash on cash: 4.19%

Traditional cash on cash: 4.09%

Airbnb Rental Income: $3833

Traditional Rental Income: $2955

Airbnb ROI: 4.19%