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Beds/Baths

Bedrooms

Bathrooms

For Sale

Status

Property Type (6)

Property Type

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Square Feet

Lot Size

Year Built

Projected Rent

Cash on Cash Return

Monthly Cash Flow

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32789 Investment Properties for Sale

Browse homes for sale and investment properties in 32789. Refine your search by price, property type, or more.

49 out of 52 properties for sale in 32789

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Property photo
Active
StellarMLS

$1,200,000

2 bds | 2 ba | 1,220 sqft | built 1971
100 S Interlachen Ave, Winter Park, FL 32789
$-5,072
Cash flow
-22.1%
Cash-on-Cash Return

1.1%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
StellarMLS

$4,650,000

4 bds | 5 ba | 4,181 sqft | built 2021
1161 Valencia Ave, Winter Park, FL 32789
$-21,525
Cash flow
-24.2%
Cash-on-Cash Return

0.6%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
StellarMLS

$829,000

4 bds | 4 ba | 3,062 sqft | built 2010
675 Overspin Dr, Winter Park, FL 32789
$-1,313
Cash flow
-8.3%
Cash-on-Cash Return

4.2%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$4,250,000

3 bds | 4 ba | 3,413 sqft | built 1951
1120 Palmer Ave, Winter Park, FL 32789
$-17,843
Cash flow
-21.9%
Cash-on-Cash Return

1.1%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
StellarMLS

$893,000

5 bds | 3 ba | 2,242 sqft | built 1957
1927 Eland Ave, Winter Park, FL 32789
$-2,908
Cash flow
-17.0%
Cash-on-Cash Return

2.2%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
StellarMLS

$6,500,000

6 bds | 6 ba | 5,759 sqft | built 1924
887 Georgia Ave, Winter Park, FL 32789
$-31,558
Cash flow
-25.3%
Cash-on-Cash Return

0.3%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
StellarMLS

$835,000

3 bds | 4 ba | 1,672 sqft | built 1977
1421 Sunset Dr, Winter Park, FL 32789
$-2,225
Cash flow
-13.9%
Cash-on-Cash Return

2.9%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$4,995,000

4 bds | 7 ba | 6,242 sqft | built 2013
1760 Via Venetia, Winter Park, FL 32789
$-21,904
Cash flow
-22.9%
Cash-on-Cash Return

0.9%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
StellarMLS

$675,000

3 bds | 3 ba | 1,951 sqft | built 1987
595 Huntington Ave, Winter Park, FL 32789
$-1,744
Cash flow
-13.5%
Cash-on-Cash Return

3.0%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$479,000

2 bds | 3 ba | 1,536 sqft | built 1986
130 Killarney Bay Ct, Winter Park, FL 32789
$-863
Cash flow
-9.4%
Cash-on-Cash Return

4.0%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$2,149,000

5 bds | 5 ba | 3,174 sqft | built 2020
1710 Oneco Ave, Winter Park, FL 32789
$-8,777
Cash flow
-21.3%
Cash-on-Cash Return

1.2%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
StellarMLS

$2,999,000

6 bds | 5 ba | 4,767 sqft | built 2020
575 Palmer Ave, Winter Park, FL 32789
$-13,003
Cash flow
-22.6%
Cash-on-Cash Return

0.9%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
StellarMLS

$725,000

4 bds | 2 ba | 1,008 sqft | built 1967
770 W Webster Ave, Winter Park, FL 32789
$-2,532
Cash flow
-18.2%
Cash-on-Cash Return

2.0%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
StellarMLS

$949,900

3 bds | 2 ba | 1,536 sqft | built 1958
2823 Wright Ave, Winter Park, FL 32789
$-3,440
Cash flow
-18.9%
Cash-on-Cash Return

1.8%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
SEF

$5,495,000

5 bds | 7 ba | 7,278 sqft | built 2008
2211 Azalea Pl, Winter Park, FL 32789
$-28,060
Cash flow
-26.6%
Cash-on-Cash Return

0.0%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
SEF

$1,095,000

4 bds | 4 ba | 2,770 sqft | built 2018
2607 Lafayette Ave, Winter Park, FL 32789
$-3,658
Cash flow
-17.4%
Cash-on-Cash Return

2.1%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,750,000

4 bds | 3 ba | 3,263 sqft | built 1968
446 Alberta Dr, Winter Park, FL 32789
$-5,735
Cash flow
-17.1%
Cash-on-Cash Return

2.2%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
StellarMLS

$2,299,000

3 bds | 4 ba | 3,440 sqft | built 2001
922 N Pennsylvania Ave, Winter Park, FL 32789
$-9,190
Cash flow
-20.9%
Cash-on-Cash Return

1.4%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
StellarMLS

$599,000

3 bds | 2 ba | 1,875 sqft | built 1960
151 N Orlando Ave, Winter Park, FL 32789
$-1,629
Cash flow
-14.2%
Cash-on-Cash Return

2.9%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$8,500,000

5 bds | 6 ba | 6,502 sqft | built 2013
1112 Preserve Point Dr, Winter Park, FL 32789
$-44,967
Cash flow
-27.6%
Cash-on-Cash Return

-0.2%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
StellarMLS

$299,999

2 bds | 1 ba | 710 sqft | built 1960
151 N Orlando Ave, Winter Park, FL 32789
$-550
Cash flow
-9.6%
Cash-on-Cash Return

3.9%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$2,455,000

4 bds | 5 ba | 3,883 sqft | built 2015
521 S Phelps Ave, Winter Park, FL 32789
$-10,666
Cash flow
-22.7%
Cash-on-Cash Return

0.9%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,445,000

3 bds | 3 ba | 2,351 sqft | built 2013
1741 Palmer Ave, Winter Park, FL 32789
$-4,416
Cash flow
-15.9%
Cash-on-Cash Return

2.5%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$409,988

3 bds | 2 ba | 1,540 sqft | built 1956
920 Gloriosa Ave, Winter Park, FL 32789
$-645
Cash flow
-8.2%
Cash-on-Cash Return

4.3%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,899,900

4 bds | 3 ba | 2,843 sqft | built 2022
1521 Chestnut Ave, Winter Park, FL 32789
$-8,272
Cash flow
-22.7%
Cash-on-Cash Return

0.9%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,888,000

5 bds | 5 ba | 3,133 sqft | built 2018
2407 Lafayette Ave, Winter Park, FL 32789
$-4,948
Cash flow
-13.7%
Cash-on-Cash Return

3.0%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$600,000

2 bds | 0 ba | 1,452 sqft | built 1947
1550 Michigan Ave, Winter Park, FL 32789
$-1,952
Cash flow
-17.0%
Cash-on-Cash Return

2.2%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,595,000

4 bds | 4 ba | 3,204 sqft | built 2016
1831 Mizell Ave, Winter Park, FL 32789
$-3,470
Cash flow
-11.4%
Cash-on-Cash Return

3.5%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$564,900

2 bds | 1 ba | 901 sqft | built 1971
100 S Interlachen Ave, Winter Park, FL 32789
$-2,731
Cash flow
-25.2%
Cash-on-Cash Return

0.3%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,999,500

4 bds | 4 ba | 3,727 sqft | built 2014
1840 Bryan Ave, Winter Park, FL 32789
$-5,587
Cash flow
-14.6%
Cash-on-Cash Return

2.8%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$479,000

2 bds | 1 ba | 954 sqft | built 1945
3601 Midiron Dr, Winter Park, FL 32789
$-1,373
Cash flow
-15.0%
Cash-on-Cash Return

2.7%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$185,000

3 bds | 2 ba | 1,149 sqft | built 1966
1695 Lee Rd, Winter Park, FL 32789
$-484
Cash flow
-13.6%
Cash-on-Cash Return

3.0%
Cap rate
1.0%
Rent to Value Ratio
Property photo
Active
StellarMLS

$2,950,000

4 bds | 3 ba | 2,663 sqft | built 1989
1020 Mayfield Ave, Winter Park, FL 32789
$-12,680
Cash flow
-22.4%
Cash-on-Cash Return

1.0%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
StellarMLS

$3,595,000

5 bds | 6 ba | 4,565 sqft | built 2016
2171 Forrest Rd, Winter Park, FL 32789
$-13,349
Cash flow
-19.4%
Cash-on-Cash Return

1.7%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
StellarMLS

$215,000

2 bds | 2 ba | 956 sqft | built 1969
2500 Lee Rd, Winter Park, FL 32789
$-371
Cash flow
-9.0%
Cash-on-Cash Return

4.1%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$2,150,000

5 bds | 5 ba | 3,851 sqft | built 1990
1560 Woodland Ave, Winter Park, FL 32789
$-8,127
Cash flow
-19.7%
Cash-on-Cash Return

1.6%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
StellarMLS

$625,000

3 bds | 3 ba | 1,890 sqft | built 1949
1360 Formosa Ave, Winter Park, FL 32789
$-2,380
Cash flow
-19.9%
Cash-on-Cash Return

1.6%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,299,000

4 bds | 4 ba | 3,014 sqft | built 1972
1600 Barcelona Way, Winter Park, FL 32789
$-2,732
Cash flow
-11.0%
Cash-on-Cash Return

3.6%
Cap rate
0.6%
Rent to Value Ratio