Winter Park, FL Investment Properties for Sale
Browse homes for sale and investment properties in Winter Park, FL. Refine your search by price, property type, or more.
Best cash flowing properties in Winter Park, FL
Active
$182,000
2
bds
|
2
ba
|
840
sqft
|
built
1990
3651 N Goldenrod Rd, Winter Park, FL 32792
$4
Cash flow
0.1%
Cash-on-Cash Return
6.2%
Cap rate
0.9%
Rent to Value Ratio
Active
$399,999
2
bds
|
1
ba
|
1,000
sqft
|
built
1960
151 N Orlando Ave, Winter Park, FL 32789
$-334
Cash flow
-4.4%
Cash-on-Cash Return
5.1%
Cap rate
0.7%
Rent to Value Ratio
250 out of 288 properties for sale in Winter Park, FL
Limited Results Shown
Create a free account, or log in to reveal all property listings and enjoy the complete experience.
Active
$1,625,000
4
bds
|
4
ba
|
3,777
sqft
|
built
1992
1650 Lakehurst Ave, Winter Park, FL 32789
$-4,312
Cash flow
-13.8%
Cash-on-Cash Return
3.0%
Cap rate
0.4%
Rent to Value Ratio
Active
$399,999
2
bds
|
1
ba
|
1,000
sqft
|
built
1960
151 N Orlando Ave, Winter Park, FL 32789
$-334
Cash flow
-4.4%
Cash-on-Cash Return
5.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$182,000
2
bds
|
2
ba
|
840
sqft
|
built
1990
3651 N Goldenrod Rd, Winter Park, FL 32792
$4
Cash flow
0.1%
Cash-on-Cash Return
6.2%
Cap rate
0.9%
Rent to Value Ratio
Active
$2,070,000
6
bds
|
4
ba
|
3,554
sqft
|
built
1998
2234 Via Luna, Winter Park, FL 32789
$-6,459
Cash flow
-16.3%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio
Active
$2,875,000
8
bds
|
6
ba
|
7,000
sqft
|
built
2003
1860 Via Contessa, Winter Park, FL 32789
$-12,094
Cash flow
-21.9%
Cash-on-Cash Return
1.1%
Cap rate
0.2%
Rent to Value Ratio
Active
$849,000
4
bds
|
3
ba
|
3,902
sqft
|
built
1969
2955 Lolissa Ln, Winter Park, FL 32789
$-1,510
Cash flow
-9.3%
Cash-on-Cash Return
4.0%
Cap rate
0.6%
Rent to Value Ratio
Active
$674,000
3
bds
|
3
ba
|
2,447
sqft
|
built
1956
2612 Lafayette Ave, Winter Park, FL 32789
$-1,096
Cash flow
-8.5%
Cash-on-Cash Return
4.2%
Cap rate
0.7%
Rent to Value Ratio
Active
$225,000
2
bds
|
2
ba
|
1,018
sqft
|
built
1984
3038 Antique Oaks Cir, Winter Park, FL 32792
$-626
Cash flow
-14.5%
Cash-on-Cash Return
2.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$4,500,000
5
bds
|
9
ba
|
5,847
sqft
|
built
1957
421 Lakewood Dr, Winter Park, FL 32789
$-19,640
Cash flow
-22.8%
Cash-on-Cash Return
0.9%
Cap rate
0.2%
Rent to Value Ratio
Active
$550,000
4
bds
|
3
ba
|
1,805
sqft
|
built
1959
2627 Ambergate Rd, Winter Park, FL 32792
$-1,281
Cash flow
-12.2%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio