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Beds/Baths

Bedrooms

Bathrooms

For Sale

Status

Property Type (6)

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Year Built

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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.

116 out of 123 properties for sale in 32789

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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

$950,000

3 bds | 3 ba | 2,456 sqft | built 1955
915 Garden Dr, Winter Park, FL 32789
$-2,302
Cash flow
-12.6%
Cash-on-Cash Return

3.2%
Cap rate
0.5%
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

$415,000

2 bds | 2 ba | 1,148 sqft | built 1969
690 Osceola Ave, Winter Park, FL 32789
$-380
Cash flow
-4.8%
Cash-on-Cash Return

5.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$625,000

3 bds | 2 ba | 1,842 sqft | built 1952
2812 Woodside Ave, Winter Park, FL 32789
$-1,430
Cash flow
-11.9%
Cash-on-Cash Return

3.4%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$550,000

4 bds | 2 ba | 1,718 sqft | built 1955
240 Orange Terrace Dr, Winter Park, FL 32789
$-1,127
Cash flow
-10.7%
Cash-on-Cash Return

3.7%
Cap rate
0.6%
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

$495,000

3 bds | 2 ba | 1,440 sqft | built 1959
2821 Chantilly Ave, Winter Park, FL 32789
$-668
Cash flow
-7.0%
Cash-on-Cash Return

4.5%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$2,199,999

4 bds | 5 ba | 3,314 sqft | built 2021
1752 Chestnut Ave, Winter Park, FL 32789
$-7,182
Cash flow
-17.0%
Cash-on-Cash Return

2.2%
Cap rate
0.4%
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

$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

$990,000

4 bds | 4 ba | 2,173 sqft | built 1925
208 Brewer Ave, Winter Park, FL 32789
$-2,283
Cash flow
-12.0%
Cash-on-Cash Return

3.4%
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

$2,200,000

5 bds | 5 ba | 3,174 sqft | built 2020
1710 Oneco Ave, Winter Park, FL 32789
$-9,038
Cash flow
-21.4%
Cash-on-Cash Return

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

$680,000

3 bds | 4 ba | 1,984 sqft | built 1985
1620 Howell Branch Rd, Winter Park, FL 32789
$-1,532
Cash flow
-11.8%
Cash-on-Cash Return

3.4%
Cap rate
0.5%
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

$1,050,000

4 bds | 4 ba | 2,826 sqft | built 2001
512 Clarendon Ave, Winter Park, FL 32789
$-3,322
Cash flow
-16.5%
Cash-on-Cash Return

2.4%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$369,000

2 bds | 1 ba | 1,028 sqft | built 1940
1516 Pinewood Dr, Winter Park, FL 32789
$-917
Cash flow
-13.0%
Cash-on-Cash Return

3.2%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,700,000

3 bds | 4 ba | 2,964 sqft | built 2017
1270 Arlington Pl, Winter Park, FL 32789
$-4,357
Cash flow
-13.4%
Cash-on-Cash Return

3.1%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$169,900

3 bds | 2 ba | 1,149 sqft | built 1966
1695 Lee Rd, Winter Park, FL 32789
$-307
Cash flow
-9.4%
Cash-on-Cash Return

4.0%
Cap rate
1.1%
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
StellarMLS

$3,899,000

4 bds | 5 ba | 3,658 sqft | built 2003
1742 Temple Dr, Winter Park, FL 32789
$-14,775
Cash flow
-19.8%
Cash-on-Cash Return

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

$1,300,000

3 bds | 4 ba | 3,363 sqft | built 2015
800 Hamilton Place Ct, Winter Park, FL 32789
$-2,743
Cash flow
-11.0%
Cash-on-Cash Return

3.6%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SEF

$6,180,000

5 bds | 7 ba | 7,278 sqft | built 2008
2211 Azalea Pl, Winter Park, FL 32789
$-31,569
Cash flow
-26.7%
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

$1,976,000

5 bds | 5 ba | 3,533 sqft | built 2018
617 Worthington Dr, Winter Park, FL 32789
$-5,835
Cash flow
-15.4%
Cash-on-Cash Return

2.6%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$2,800,000

5 bds | 6 ba | 4,469 sqft | built 2016
1341 Place Picardy, Winter Park, FL 32789
$-9,617
Cash flow
-17.9%
Cash-on-Cash Return

2.0%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,660,000

4 bds | 5 ba | 3,478 sqft | built 2003
1350 Lyndale Blvd, Winter Park, FL 32789
$-5,108
Cash flow
-16.1%
Cash-on-Cash Return

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

$575,000

3 bds | 2 ba | 1,771 sqft | built 1954
212 Blossom Ln, Winter Park, FL 32789
$-1,049
Cash flow
-9.5%
Cash-on-Cash Return

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

$1,825,000

4 bds | 3 ba | 3,263 sqft | built 1968
446 Alberta Dr, Winter Park, FL 32789
$-6,299
Cash flow
-18.0%
Cash-on-Cash Return

2.1%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
StellarMLS

$700,000

3 bds | 2 ba | 1,442 sqft | built 1956
2190 Temple Dr, Winter Park, FL 32789
$-1,999
Cash flow
-14.9%
Cash-on-Cash Return

2.7%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$365,000

3 bds | 2 ba | 1,235 sqft | built 1992
1117 Park Green Pl, Winter Park, FL 32789
$-964
Cash flow
-13.8%
Cash-on-Cash Return

3.0%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$2,497,000

5 bds | 5 ba | 3,882 sqft | built 2017
1781 Pine Ave, Winter Park, FL 32789
$-7,623
Cash flow
-15.9%
Cash-on-Cash Return

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

$3,499,999

5 bds | 6 ba | 4,955 sqft | built 2017
1761 Legion Dr, Winter Park, FL 32789
$-15,772
Cash flow
-23.5%
Cash-on-Cash Return

0.7%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
StellarMLS

$345,000

2 bds | 1 ba | 1,140 sqft | built 1986
260 Killarney Bay Ct, Winter Park, FL 32789
$-575
Cash flow
-8.7%
Cash-on-Cash Return

4.1%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,425,000

4 bds | 4 ba | 3,349 sqft | built 2014
2401 Lafayette Ave, Winter Park, FL 32789
$-4,568
Cash flow
-16.7%
Cash-on-Cash Return

2.3%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$635,000

2 bds | 1 ba | 789 sqft | built 1953
1339 Orchid Ave, Winter Park, FL 32789
$-1,965
Cash flow
-16.1%
Cash-on-Cash Return

2.4%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
StellarMLS

$2,749,000

3 bds | 3 ba | 2,143 sqft | built 2008
140 E Morse Blvd, Winter Park, FL 32789
$-13,421
Cash flow
-25.5%
Cash-on-Cash Return

0.3%
Cap rate
0.3%
Rent to Value Ratio