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
$-17
Cash flow
-0.5%
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
$-380
Cash flow
-5.0%
Cash-on-Cash Return
5.1%
Cap rate
0.7%
Rent to Value Ratio
251 out of 289 properties for sale in Winter Park, FL
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Active
$1,695,000
4
bds
|
3
ba
|
3,472
sqft
|
built
1961
279 Rippling Ln, Winter Park, FL 32789
$-4,140
Cash flow
-12.7%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio
Active
$179,900
3
bds
|
2
ba
|
0
sqft
|
built
1974
7340 Daniel Webster Dr, Winter Park, FL 32792
$-681
Cash flow
-19.8%
Cash-on-Cash Return
1.7%
Cap rate
0.9%
Rent to Value Ratio
Active
$1,625,000
4
bds
|
4
ba
|
3,777
sqft
|
built
1992
1650 Lakehurst Ave, Winter Park, FL 32789
$-4,498
Cash flow
-14.4%
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
$-380
Cash flow
-5.0%
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
$-17
Cash flow
-0.5%
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
$-6,695
Cash flow
-16.9%
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
$-12,423
Cash flow
-22.5%
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
$-1,607
Cash flow
-9.9%
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
$-1,173
Cash flow
-9.1%
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
$-651
Cash flow
-15.1%
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
$-20,154
Cash flow
-23.4%
Cash-on-Cash Return
0.9%
Cap rate
0.2%
Rent to Value Ratio