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Beds/Baths

Bedrooms

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For Sale

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Property Type (6)

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Winter Garden, FL Investment Properties for Sale

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

306 out of 344 properties for sale in Winter Garden, FL

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Property photo
Active
StellarMLS

$509,000

3 bds | 2 ba | 1,685 sqft | built 2020
16892 Hypatia Aly, Winter Garden, FL 34787
$-1,375
Cash flow
-14.1%
Cash-on-Cash Return

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

$435,000

3 bds | 3 ba | 1,792 sqft | built 2020
16217 Prairie School Dr, Winter Garden, FL 34787
$-1,239
Cash flow
-14.9%
Cash-on-Cash Return

2.9%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$609,000

4 bds | 4 ba | 2,474 sqft | built 2023
16554 Point Rock Dr, Winter Garden, FL 34787
$-1,910
Cash flow
-16.4%
Cash-on-Cash Return

2.5%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$340,000

3 bds | 3 ba | 1,558 sqft | built 2006
509 Westpoint Garden Cir, Winter Garden, FL 34787
$-574
Cash flow
-8.8%
Cash-on-Cash Return

4.3%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$660,000

4 bds | 3 ba | 2,741 sqft | built 2021
3330 Hanging Tide St, Winter Garden, FL 34787
$-2,176
Cash flow
-17.2%
Cash-on-Cash Return

2.3%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$719,900

5 bds | 3 ba | 2,715 sqft | built 2020
3235 Buoy Cir, Winter Garden, FL 34787
$-2,207
Cash flow
-16.0%
Cash-on-Cash Return

2.6%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,550,000

6 bds | 5 ba | 5,340 sqft | built 2020
3399 Buoy Cir, Winter Garden, FL 34787
$-5,931
Cash flow
-20.0%
Cash-on-Cash Return

1.7%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$890,000

4 bds | 4 ba | 3,424 sqft | built 2019
9870 Summerlake Groves St, Winter Garden, FL 34787
$-3,009
Cash flow
-17.6%
Cash-on-Cash Return

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

$240,000

2 bds | 2 ba | 930 sqft | built 1988
318 Douglas Way, Winter Garden, FL 34787
$-753
Cash flow
-16.4%
Cash-on-Cash Return

2.5%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$759,000

4 bds | 3 ba | 2,931 sqft | built 2023
18339 Oliver Twist Way, Winter Garden, FL 34787
$-2,349
Cash flow
-16.1%
Cash-on-Cash Return

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

$715,000

6 bds | 4 ba | 3,700 sqft | built 2017
7331 Twilight Bay Dr, Winter Garden, FL 34787
$-1,840
Cash flow
-13.4%
Cash-on-Cash Return

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

$499,000

3 bds | 2 ba | 1,324 sqft | built 1960
375 N Boyd St, Winter Garden, FL 34787
$-1,162
Cash flow
-12.1%
Cash-on-Cash Return

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

$799,000

4 bds | 4 ba | 2,545 sqft | built 2021
15313 Lebeau Loop, Winter Garden, FL 34787
$-1,847
Cash flow
-12.1%
Cash-on-Cash Return

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

$1,283,000

4 bds | 3 ba | 2,517 sqft | built 1999
11400 Lovers Ln, Winter Garden, FL 34787
$-3,411
Cash flow
-13.9%
Cash-on-Cash Return

3.1%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$359,998

3 bds | 2 ba | 1,300 sqft | built 1996
271 Daniels Pointe Dr, Winter Garden, FL 34787
$-821
Cash flow
-11.9%
Cash-on-Cash Return

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

$585,000

6 bds | 3 ba | 2,714 sqft | built 2013
15707 Signature Dr, Winter Garden, FL 34787
$-1,755
Cash flow
-15.7%
Cash-on-Cash Return

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

$570,000

4 bds | 2 ba | 2,178 sqft | built 2003
309 Lake Amberleigh Dr, Winter Garden, FL 34787
$-869
Cash flow
-8.0%
Cash-on-Cash Return

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

$750,000

4 bds | 3 ba | 2,354 sqft | built 2005
921 Westcliffe Dr, Winter Garden, FL 34787
$-2,543
Cash flow
-17.7%
Cash-on-Cash Return

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

$1,100,000

4 bds | 4 ba | 2,755 sqft | built 2020
8289 Topsail Pl, Winter Garden, FL 34787
$-3,555
Cash flow
-16.9%
Cash-on-Cash Return

2.4%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$752,900

5 bds | 3 ba | 3,048 sqft | built 2013
563 Copperdale Ave, Winter Garden, FL 34787
$-1,917
Cash flow
-13.3%
Cash-on-Cash Return

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

$425,000

3 bds | 3 ba | 1,636 sqft | built 2023
10684 Words Dr Dr, Winter Garden, FL 34787
n/a
Cash flow
n/a
Cash-on-Cash Return

n/a
Cap rate
n/a
Rent to Value Ratio
Property photo
Active
StellarMLS

$2,075,000

5 bds | 6 ba | 5,441 sqft | built 2016
1224 Union Club Dr, Winter Garden, FL 34787
$-6,247
Cash flow
-15.7%
Cash-on-Cash Return

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

$1,699,999

4 bds | 4 ba | 3,487 sqft | built 2020
7031 Billie Ct, Winter Garden, FL 34787
$-6,445
Cash flow
-19.8%
Cash-on-Cash Return

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

$849,475

5 bds | 4 ba | 3,093 sqft | built 2019
16412 Olive Hill Dr, Winter Garden, FL 34787
$-2,410
Cash flow
-14.8%
Cash-on-Cash Return

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

$1,074,000

4 bds | 3 ba | 3,772 sqft | built 2021
16975 Wingspread Loop, Winter Garden, FL 34787
$-3,533
Cash flow
-17.2%
Cash-on-Cash Return

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

$2,390,000

7 bds | 7 ba | 5,283 sqft | built 2016
16689 Broadwater Ave, Winter Garden, FL 34787
$-9,465
Cash flow
-20.7%
Cash-on-Cash Return

1.5%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
StellarMLS

$819,000

5 bds | 4 ba | 3,766 sqft | built 2007
2107 Rickover Pl, Winter Garden, FL 34787
$-1,977
Cash flow
-12.6%
Cash-on-Cash Return

3.4%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$785,000

5 bds | 3 ba | 3,082 sqft | built 2004
13722 Fox Glove St, Winter Garden, FL 34787
$-2,475
Cash flow
-16.4%
Cash-on-Cash Return

2.5%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$549,000

4 bds | 3 ba | 2,072 sqft | built 2015
9330 Meadow Hunt Way, Winter Garden, FL 34787
$-1,274
Cash flow
-12.1%
Cash-on-Cash Return

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

$465,000

3 bds | 2 ba | 1,703 sqft | built 2003
14645 Tullamore Loop, Winter Garden, FL 34787
$-1,003
Cash flow
-11.3%
Cash-on-Cash Return

3.7%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$449,900

3 bds | 3 ba | 1,626 sqft | built 2019
9790 Amber Chestnut Way, Winter Garden, FL 34787
$-1,525
Cash flow
-17.7%
Cash-on-Cash Return

2.2%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$899,000

4 bds | 5 ba | 2,741 sqft | built 2021
3375 Hanging Tide St, Winter Garden, FL 34787
$-2,928
Cash flow
-17.0%
Cash-on-Cash Return

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

$1,325,000

4 bds | 3 ba | 3,654 sqft | built 1980
703 Valencia Shores Dr, Winter Garden, FL 34787
$-4,260
Cash flow
-16.8%
Cash-on-Cash Return

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

$1,125,000

5 bds | 5 ba | 4,475 sqft | built 2015
16003 Tangerine Blossom Way, Winter Garden, FL 34787
$-3,826
Cash flow
-17.7%
Cash-on-Cash Return

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

$224,900

3 bds | 2 ba | 1,156 sqft | built 1987
1270 Westside Dr, Winter Garden, FL 34787
$-72
Cash flow
-1.7%
Cash-on-Cash Return

5.9%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
StellarMLS

$438,000

3 bds | 3 ba | 1,568 sqft | built 2019
16180 Arbor Crest Aly, Winter Garden, FL 34787
$-1,314
Cash flow
-15.7%
Cash-on-Cash Return

2.7%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$849,000

4 bds | 5 ba | 3,871 sqft | built 2015
2015 Sandy Garden Ln, Winter Garden, FL 34787
$-2,325
Cash flow
-14.3%
Cash-on-Cash Return

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

$529,988

3 bds | 3 ba | 2,345 sqft | built 2021
17055 Wynford Ln, Winter Garden, FL 34787
$-1,323
Cash flow
-13.0%
Cash-on-Cash Return

3.3%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$615,000

4 bds | 4 ba | 2,725 sqft | built 2022
14418 Bayuk Way, Winter Garden, FL 34787
$-1,665
Cash flow
-14.1%
Cash-on-Cash Return

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

$724,900

4 bds | 4 ba | 2,935 sqft | built 2018
14661 Glade Hill Park Way, Winter Garden, FL 34787
$-2,063
Cash flow
-14.8%
Cash-on-Cash Return

2.9%
Cap rate
0.5%
Rent to Value Ratio