Winter Park Investment Analysis

Investment Property in Winter Park, FL

Winter Park, FL Real Estate Investment Performance

PROPERTY SALE PRICE

$ 549,950

Median

2,104

Avg/Sq.ft.
CASH ON CASH RETURN

3.00%

Traditional

5.00%

Airbnb
NUMBER OF PROPERTIES

162

Investment

3

Airbnb

229

Traditional

46%

Airbnb occupancy rate

Winter Park, FL Properties Rental Prices

Predict Short-Term Rental Revenue

Want to host your STR property on Airbnb?
Our Airbnb calculator is a free tool to calculate how much can you make on Airbnb.

Airbnb Calculator

Investment Properties for Sale in Winter Park, FL

Investment Properties for Sale
$119,999
MLS O6170646
Winter Park
Condo/Coop
1 beds 1 baths 785 sq.ft.
CAP RATE Trad. 8.61% Airbnb 10.38%
Investment Properties for Sale
$400,000
MLS O6188964
Winter Park
Single Family Residential
4 beds 2 baths 1,328 sq.ft.
CAP RATE Trad. 4.99% Airbnb 8.95%
Investment Properties for Sale
$299,900
MLS V4935397
Winter Park
Townhouse
3 beds 2 baths 1,284 sq.ft.
CAP RATE Trad. 4.00% Airbnb 8.84%
Investment Properties for Sale
$250,000
MLS O6183352
Winter Park
Condo/Coop
2 beds 2 baths 1,281 sq.ft.
CAP RATE Trad. 6.50% Airbnb 8.78%
Investment Properties for Sale
$375,000
MLS C7491066
Winter Park
Single Family Residential
4 beds 2 baths 1,800 sq.ft.
CAP RATE Trad. 6.10% Airbnb 8.67%
Investment Properties for Sale
$380,000
MLS O6175578
Winter Park
Single Family Residential
4 beds 2 baths 1,609 sq.ft.
CAP RATE Trad. 5.38% Airbnb 8.66%
Investment Properties for Sale
$399,900
MLS O6182187
Winter Park
Single Family Residential
4 beds 2 baths 1,605 sq.ft.
CAP RATE Trad. 5.48% Airbnb 8.57%
Investment Properties for Sale
$229,999
MLS O6145955
Winter Park
Condo/Coop
3 beds 2 baths 1,149 sq.ft.
CAP RATE Trad. 3.79% Airbnb 8.64%

Single Family Houses for Sale in Winter Park, FL

Investment Properties for Sale
$400,000
MLS O6188964
Winter Park
Single Family Residential
4 beds 2 baths 1,328 sq.ft.
CAP RATE Trad. 4.99% Airbnb 8.95%
Investment Properties for Sale
$375,000
MLS C7491066
Winter Park
Single Family Residential
4 beds 2 baths 1,800 sq.ft.
CAP RATE Trad. 6.10% Airbnb 8.67%
Investment Properties for Sale
$380,000
MLS O6175578
Winter Park
Single Family Residential
4 beds 2 baths 1,609 sq.ft.
CAP RATE Trad. 5.38% Airbnb 8.66%
Investment Properties for Sale
$399,900
MLS O6182187
Winter Park
Single Family Residential
4 beds 2 baths 1,605 sq.ft.
CAP RATE Trad. 5.48% Airbnb 8.57%
Investment Properties for Sale
$350,000
MLS O6192913
Winter Park
Single Family Residential
3 beds 1 baths 1,152 sq.ft.
CAP RATE Trad. 4.22% Airbnb 8.14%
Investment Properties for Sale
$369,000
MLS O6165035
Winter Park
Single Family Residential
3 beds 2 baths 1,242 sq.ft.
CAP RATE Trad. 4.46% Airbnb 7.73%
Investment Properties for Sale
$435,000
MLS S5100154
Winter Park
Single Family Residential
4 beds 2 baths 1,694 sq.ft.
CAP RATE Trad. 5.06% Airbnb 7.64%
Investment Properties for Sale
$437,500
MLS O6186742
Winter Park
Single Family Residential
4 beds 2 baths 1,570 sq.ft.
CAP RATE Trad. 3.86% Airbnb 7.62%

Condos for Sale in Winter Park, FL

Investment Properties for Sale
$119,999
MLS O6170646
Winter Park
Condo/Coop
1 beds 1 baths 785 sq.ft.
CAP RATE Trad. 8.61% Airbnb 10.38%
Investment Properties for Sale
$250,000
MLS O6183352
Winter Park
Condo/Coop
2 beds 2 baths 1,281 sq.ft.
CAP RATE Trad. 6.50% Airbnb 8.78%
Investment Properties for Sale
$229,999
MLS O6145955
Winter Park
Condo/Coop
3 beds 2 baths 1,149 sq.ft.
CAP RATE Trad. 3.79% Airbnb 8.64%
Investment Properties for Sale
$145,000
MLS O6190233
Winter Park
Condo/Coop
2 beds 2 baths 1,036 sq.ft.
CAP RATE Trad. 3.68% Airbnb 8.31%
Investment Properties for Sale
$145,000
MLS O6186770
Winter Park
Condo/Coop
2 beds 3 baths 1,079 sq.ft.
CAP RATE Trad. 5.55% Airbnb 8.26%
Investment Properties for Sale
$106,000
MLS O6193589
Winter Park
Condo/Coop
1 beds 1 baths 809 sq.ft.
CAP RATE Trad. 6.35% Airbnb 8.23%
Investment Properties for Sale
$270,000
MLS O6172814
Winter Park
Condo/Coop
2 beds 2 baths 1,037 sq.ft.
CAP RATE Trad. 5.13% Airbnb 7.70%
Investment Properties for Sale
$170,000
MLS O6179012
Winter Park
Condo/Coop
2 beds 2 baths 1,018 sq.ft.
CAP RATE Trad. 1.83% Airbnb 6.64%

Townhouses for Sale in Winter Park, FL

Investment Properties for Sale
$299,900
MLS V4935397
Winter Park
Townhouse
3 beds 2 baths 1,284 sq.ft.
CAP RATE Trad. 4.00% Airbnb 8.84%
Investment Properties for Sale
$345,000
MLS O6174612
Winter Park
Townhouse
3 beds 2 baths 1,114 sq.ft.
CAP RATE Trad. 3.78% Airbnb 8.17%
Investment Properties for Sale
$280,000
MLS O6195269
Winter Park
Townhouse
2 beds 2 baths 1,016 sq.ft.
CAP RATE Trad. 5.16% Airbnb 7.43%
Investment Properties for Sale
$354,750
MLS O6183129
Winter Park
Townhouse
3 beds 3 baths 1,408 sq.ft.
CAP RATE Trad. 4.23% Airbnb 7.12%
Investment Properties for Sale
$350,000
MLS O6194158
Winter Park
Townhouse
3 beds 2 baths 1,282 sq.ft.
CAP RATE Trad. 3.36% Airbnb 6.11%
Investment Properties for Sale
$385,000
MLS O6163963
Winter Park
Townhouse
3 beds 3 baths 1,787 sq.ft.
CAP RATE Trad. 2.78% Airbnb 4.77%
Investment Properties for Sale
$385,000
MLS O6162990
Winter Park
Townhouse
3 beds 3 baths 1,872 sq.ft.
CAP RATE Trad. 2.85% Airbnb 4.64%
Investment Properties for Sale
$320,000
MLS O6196797
Winter Park
Townhouse
2 beds 3 baths 1,550 sq.ft.
CAP RATE Trad. 4.18% Airbnb 4.54%

Popular Blog Posts

Popular Airbnb Topics

Looking for
Airbnb Analytics?

Gain vacation rental insights of any US market with our Airbnb data analytics

Best Short Term Rental Markets

Find great vacation rentals for sale in the top performing markets

Short Term Rentals For Sale

Airbnb Vacation Rentals in Winter Park, FL

Beautiful Downtown Winter Park
$111 per night Airbnb occupancy rate 90%
Townhouse 1 · 2 · 3
Rental Income: $3,034 per month
5
195
As close as you can stay to Rollins College!
$327 per night Airbnb occupancy rate 46%
Villa 2 · 2 · 5
Rental Income: $4,633 per month
5
34
Luxury Home in Downtown Winter Park
$544 per night Airbnb occupancy rate 24%
House 2 · 2 · 4
Rental Income: $3,917 per month
5
3

Real Estate Investment Analysis - Other Cities in florida

City Name Property price Cash on cash return Rental Income No. of Properties Airbnb Occupancy Rate
Median traditional Airbnb traditional Airbnb
SILVER SPRINGS $239,900 7% 6% $1,895 $2,608 21 66%
Orlando $399,500 4% 4% $2,277 $2,849 2,873 66%
LAKE ALFRED $353,600 5% 4% $2,188 $2,483 47 64%
BELLEAIR BEACH $1,195,000 2% 1% $4,644 $5,419 25 64%
Bradenton $430,000 4% 3% $2,836 $2,270 1,291 63%
Altamonte Springs $231,900 4% 3% $1,866 $2,397 139 60%
Beverly Hills $303,750 4% 4% $1,935 $2,177 225 60%
Panacea $347,000 4% 3% $2,115 $2,880 16 59%
Mary Esther $372,500 4% 5% $2,160 $3,147 58 59%
FLORAL CITY $272,450 5% 4% $1,940 $3,096 28 57%
Sopchoppy $231,500 7% 8% $2,028 $3,294 22 55%
Astor $295,000 4% 5% $1,928 $2,127 15 54%
Port Charlotte $370,450 4% 4% $2,312 $2,678 1,306 53%
INGLIS $435,000 3% 4% $1,864 $2,197 17 51%
Eastpoint $1,254,000 1% 1% $2,837 $2,790 105 51%
Yankeetown $359,000 3% 6% $1,807 $2,343 13 50%
Panama City Beach $479,000 2% 3% $2,330 $3,285 905 50%
Santa Rosa Beach $1,100,000 2% 3% $3,690 $5,129 475 48%
Laurel Hill $329,900 6% 11% $2,113 $5,061 35 46%
Lanark Village $141,000 8% 6% $1,422 $1,925 14 41%
View all florida cities

Vacation Rentals for Sale in florida

Your search for investment property begins and ends here

Use analytics to find lucrative traditional or Airbnb properties in a matter of minutes.

No more spreadsheets, no more searching.