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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

$2,000,000

5 bds | 5 ba | 4,030 sqft | built 2022
14501 Wabasso Loop, Winter Garden, FL 34787
$-8,408
Cash flow
-21.9%
Cash-on-Cash Return

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

$1,895,000

5 bds | 5 ba | 4,508 sqft | built 2020
960 Civitas Way, Winter Garden, FL 34787
$-5,894
Cash flow
-16.2%
Cash-on-Cash Return

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

$680,000

4 bds | 2 ba | 2,278 sqft | built 2021
13227 Spring Grove Way, Winter Garden, FL 34787
$-2,222
Cash flow
-17.0%
Cash-on-Cash Return

2.2%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$945,000

4 bds | 4 ba | 3,881 sqft | built 2005
724 Duff Dr, Winter Garden, FL 34787
$-2,743
Cash flow
-15.1%
Cash-on-Cash Return

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

$519,000

3 bds | 2 ba | 1,222 sqft | built 1998
719 Stevelynn Cir, Winter Garden, FL 34787
$-1,407
Cash flow
-14.1%
Cash-on-Cash Return

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

$728,800

4 bds | 3 ba | 2,617 sqft | built 2002
2359 Baronsmede Ct, Winter Garden, FL 34787
$-2,370
Cash flow
-17.0%
Cash-on-Cash Return

2.2%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
Beaches

$320,000

3 bds | 2 ba | 1,050 sqft | built 1970
308 Florida Ave, Winter Garden, FL 34787
$-593
Cash flow
-9.7%
Cash-on-Cash Return

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

$1,999,000

5 bds | 6 ba | 4,474 sqft | built 2015
16086 Johns Lake Overlook Dr, Winter Garden, FL 34787
$-6,735
Cash flow
-17.6%
Cash-on-Cash Return

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

$519,000

4 bds | 3 ba | 2,060 sqft | built 2016
9348 Meadow Hunt Way, Winter Garden, FL 34787
$-1,387
Cash flow
-13.9%
Cash-on-Cash Return

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

$815,000

5 bds | 4 ba | 2,840 sqft | built 2018
16124 Azure Key St, Winter Garden, FL 34787
$-2,454
Cash flow
-15.7%
Cash-on-Cash Return

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

$486,000

3 bds | 3 ba | 1,814 sqft | built 2023
13452 Sagestone Dr, Winter Garden, FL 34787
$-1,375
Cash flow
-14.8%
Cash-on-Cash Return

2.8%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$639,900

4 bds | 4 ba | 2,607 sqft | built 2013
6333 Schoolhouse Pond Rd, Winter Garden, FL 34787
$-1,964
Cash flow
-16.0%
Cash-on-Cash Return

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

$479,900

3 bds | 3 ba | 2,076 sqft | built 2020
15946 Marina Bay Dr, Winter Garden, FL 34787
$-1,156
Cash flow
-12.6%
Cash-on-Cash Return

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

$685,000

3 bds | 3 ba | 2,072 sqft | built 2023
16055 Silver Brook Way, Winter Garden, FL 34787
$-2,140
Cash flow
-16.3%
Cash-on-Cash Return

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

$394,990

3 bds | 3 ba | 1,748 sqft | built 2008
1122 Priory Cir, Winter Garden, FL 34787
$-1,108
Cash flow
-14.6%
Cash-on-Cash Return

2.8%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,275,000

4 bds | 4 ba | 4,000 sqft | built 2015
5365 Bowman Dr, Winter Garden, FL 34787
$-4,528
Cash flow
-18.5%
Cash-on-Cash Return

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

$445,000

3 bds | 1 ba | 1,160 sqft | built 1940
485 Palm St, Winter Garden, FL 34787
$-1,237
Cash flow
-14.5%
Cash-on-Cash Return

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

$699,000

5 bds | 4 ba | 3,074 sqft | built 2001
1208 Castleport Rd, Winter Garden, FL 34787
$-2,111
Cash flow
-15.8%
Cash-on-Cash Return

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

$560,000

4 bds | 3 ba | 2,042 sqft | built 2016
10172 Storey Grove Way, Winter Garden, FL 34787
$-1,387
Cash flow
-12.9%
Cash-on-Cash Return

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

$375,000

2 bds | 3 ba | 1,088 sqft | built 2005
14421 Vashons Way, Winter Garden, FL 34787
$-838
Cash flow
-11.7%
Cash-on-Cash Return

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

$580,000

3 bds | 3 ba | 2,197 sqft | built 2018
14208 Shocklach Dr, Winter Garden, FL 34787
$-1,645
Cash flow
-14.8%
Cash-on-Cash Return

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

$695,000

5 bds | 3 ba | 2,826 sqft | built 2005
14936 Masthead Landing Cir, Winter Garden, FL 34787
$-2,117
Cash flow
-15.9%
Cash-on-Cash Return

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

$938,000

6 bds | 4 ba | 4,501 sqft | built 2019
14516 Sunbridge Cir, Winter Garden, FL 34787
$-3,131
Cash flow
-17.4%
Cash-on-Cash Return

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

$540,000

4 bds | 2 ba | 1,992 sqft | built 2005
714 Home Grove Dr, Winter Garden, FL 34787
$-973
Cash flow
-9.4%
Cash-on-Cash Return

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

$1,690,000

5 bds | 5 ba | 4,258 sqft | built 2021
16768 Sanctuary Dr, Winter Garden, FL 34787
$-5,734
Cash flow
-17.7%
Cash-on-Cash Return

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

$298,900

3 bds | 2 ba | 1,453 sqft | built 2005
130 Southern Pecan Cir, Winter Garden, FL 34787
$-298
Cash flow
-5.2%
Cash-on-Cash Return

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

$649,900

4 bds | 3 ba | 2,415 sqft | built 2022
15408 Lebeau Loop, Winter Garden, FL 34787
$-1,923
Cash flow
-15.4%
Cash-on-Cash Return

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

$310,000

2 bds | 2 ba | 1,216 sqft | built 2007
1469 Broken Oak Dr, Winter Garden, FL 34787
$-673
Cash flow
-11.3%
Cash-on-Cash Return

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

$750,000

4 bds | 3 ba | 2,561 sqft | built 2018
14830 Winkfield Ct, Winter Garden, FL 34787
$-2,234
Cash flow
-15.5%
Cash-on-Cash Return

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

$575,000

3 bds | 3 ba | 2,200 sqft | built 2020
16391 Admirals Cove Ln, Winter Garden, FL 34787
$-1,737
Cash flow
-15.8%
Cash-on-Cash Return

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

$900,000

5 bds | 4 ba | 3,563 sqft | built 2007
12649 Dallington Ter, Winter Garden, FL 34787
$-2,259
Cash flow
-13.1%
Cash-on-Cash Return

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

$555,000

4 bds | 2 ba | 1,754 sqft | built 2001
1608 Victoria Way, Winter Garden, FL 34787
$-1,149
Cash flow
-10.8%
Cash-on-Cash Return

3.7%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$709,000

4 bds | 3 ba | 2,587 sqft | built 2014
14753 Snowy Egret St, Winter Garden, FL 34787
$-1,519
Cash flow
-11.2%
Cash-on-Cash Return

3.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$560,000

3 bds | 3 ba | 2,529 sqft | built 2007
309 Black Springs Ln, Winter Garden, FL 34787
$-1,045
Cash flow
-9.7%
Cash-on-Cash Return

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

$805,000

4 bds | 4 ba | 2,927 sqft | built 2023
16013 Silver Brook Way, Winter Garden, FL 34787
$-2,483
Cash flow
-16.1%
Cash-on-Cash Return

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

$515,700

4 bds | 3 ba | 1,917 sqft | built 2019
8042 Glenlloyd Ave, Winter Garden, FL 34787
$-1,195
Cash flow
-12.1%
Cash-on-Cash Return

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

$1,395,000

6 bds | 5 ba | 4,806 sqft | built 2014
7536 Green Mountain Way, Winter Garden, FL 34787
$-5,000
Cash flow
-18.7%
Cash-on-Cash Return

1.8%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$499,999

3 bds | 3 ba | 2,070 sqft | built 2020
15975 Marina Bay Dr, Winter Garden, FL 34787
$-1,287
Cash flow
-13.4%
Cash-on-Cash Return

3.1%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$669,000

4 bds | 3 ba | 2,116 sqft | built 2021
14925 Lebeau Loop, Winter Garden, FL 34787
$-1,796
Cash flow
-14.0%
Cash-on-Cash Return

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

$275,000

2 bds | 2 ba | 1,264 sqft | built 2005
417 Southern Pecan Cir, Winter Garden, FL 34787
$-774
Cash flow
-14.7%
Cash-on-Cash Return

2.8%
Cap rate
0.7%
Rent to Value Ratio