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Beds/Baths

Bedrooms

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For Sale

Status

Property Type (6)

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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.

112 out of 117 properties for sale in 32789

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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

$3,150,000

6 bds | 5 ba | 4,767 sqft | built 2020
575 Palmer Ave, Winter Park, FL 32789
$-13,777
Cash flow
-22.8%
Cash-on-Cash Return

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

$3,400,000

5 bds | 6 ba | 4,296 sqft | built 2017
473 Fletcher Pl, Winter Park, FL 32789
$-15,101
Cash flow
-23.2%
Cash-on-Cash Return

0.8%
Cap rate
0.2%
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
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
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

$1,799,000

3 bds | 3 ba | 2,907 sqft | built 1953
1640 Mayfield Ave, Winter Park, FL 32789
$-5,575
Cash flow
-16.2%
Cash-on-Cash Return

2.4%
Cap rate
0.4%
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

$2,277,000

2 bds | 3 ba | 2,450 sqft | built 2007
140 E Morse Blvd, Winter Park, FL 32789
$-9,156
Cash flow
-21.0%
Cash-on-Cash Return

1.4%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,675,000

4 bds | 5 ba | 3,478 sqft | built 2003
1350 Lyndale Blvd, Winter Park, FL 32789
$-5,185
Cash flow
-16.2%
Cash-on-Cash Return

2.4%
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

$1,925,000

5 bds | 6 ba | 4,155 sqft | built 2006
1355 Hibiscus Ave, Winter Park, FL 32789
$-7,209
Cash flow
-19.5%
Cash-on-Cash Return

1.8%
Cap rate
0.3%
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

$2,700,000

5 bds | 5 ba | 3,882 sqft | built 2017
1781 Pine Ave, Winter Park, FL 32789
$-8,663
Cash flow
-16.7%
Cash-on-Cash Return

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

$365,000

2 bds | 1 ba | 1,140 sqft | built 1986
260 Killarney Bay Ct, Winter Park, FL 32789
$-678
Cash flow
-9.7%
Cash-on-Cash Return

3.9%
Cap rate
0.6%
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

$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
Property photo
Active
StellarMLS

$775,000

3 bds | 2 ba | 1,598 sqft | built 1958
1961 Winter Park Rd, Winter Park, FL 32789
$-2,753
Cash flow
-18.5%
Cash-on-Cash Return

1.9%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$2,399,000

3 bds | 4 ba | 3,440 sqft | built 2001
922 N Pennsylvania Ave, Winter Park, FL 32789
$-9,702
Cash flow
-21.1%
Cash-on-Cash Return

1.3%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
StellarMLS

$610,000

3 bds | 2 ba | 1,875 sqft | built 1960
151 N Orlando Ave, Winter Park, FL 32789
$-1,686
Cash flow
-14.4%
Cash-on-Cash Return

2.8%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$3,190,000

5 bds | 6 ba | 4,263 sqft | built 2015
1820 Englewood Rd, Winter Park, FL 32789
$-11,553
Cash flow
-18.9%
Cash-on-Cash Return

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

$950,000

4 bds | 2 ba | 2,237 sqft | built 1958
1018 Turner Rd, Winter Park, FL 32789
$-2,123
Cash flow
-11.7%
Cash-on-Cash Return

3.5%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,180,000

4 bds | 4 ba | 2,770 sqft | built 2018
2607 Lafayette Ave, Winter Park, FL 32789
$-4,094
Cash flow
-18.1%
Cash-on-Cash Return

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

$549,000

3 bds | 2 ba | 1,630 sqft | built 1950
240 Cambridge Blvd, Winter Park, FL 32789
$-1,009
Cash flow
-9.6%
Cash-on-Cash Return

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

$1,449,900

4 bds | 4 ba | 2,953 sqft | built 2004
1420 Palmer Ave, Winter Park, FL 32789
$-4,362
Cash flow
-15.7%
Cash-on-Cash Return

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

$1,599,000

5 bds | 4 ba | 4,181 sqft | built 1979
1327 Bridgeport Dr, Winter Park, FL 32789
$-5,209
Cash flow
-17.0%
Cash-on-Cash Return

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

$4,175,000

4 bds | 6 ba | 4,683 sqft | built 1954
1581 Forest Ave, Winter Park, FL 32789
$-19,537
Cash flow
-24.4%
Cash-on-Cash Return

0.5%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
StellarMLS

$924,900

3 bds | 3 ba | 1,314 sqft | built 1949
251 Glenridge Way, Winter Park, FL 32789
$-3,399
Cash flow
-19.2%
Cash-on-Cash Return

1.7%
Cap rate
0.3%
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

$2,195,000

5 bds | 4 ba | 3,558 sqft | built 2005
1361 Palmer Ave, Winter Park, FL 32789
$-8,656
Cash flow
-20.6%
Cash-on-Cash Return

1.4%
Cap rate
0.3%
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

$1,554,950

4 bds | 4 ba | 3,474 sqft | built 2008
952 Moss Ln, Winter Park, FL 32789
$-6,200
Cash flow
-20.8%
Cash-on-Cash Return

1.4%
Cap rate
0.4%
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

$1,999,000

4 bds | 3 ba | 2,674 sqft | built 1968
633 Balmoral Rd, Winter Park, FL 32789
$-6,753
Cash flow
-17.6%
Cash-on-Cash Return

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

$1,595,000

3 bds | 3 ba | 2,351 sqft | built 2013
1741 Palmer Ave, Winter Park, FL 32789
$-5,184
Cash flow
-17.0%
Cash-on-Cash Return

2.2%
Cap rate
0.4%
Rent to Value Ratio