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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.

303 out of 341 properties for sale in Winter Garden, FL

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Property photo
Active
StellarMLS

$1,895,000

5 bds | 5 ba | 4,508 sqft | built 2020
960 Civitas Way, Winter Garden, FL 34787
$-6,111
Cash flow
-16.8%
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
$-2,300
Cash flow
-17.6%
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
$-2,851
Cash flow
-15.7%
Cash-on-Cash Return

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

$519,000

3 bds | 2 ba | 1,222 sqft | built 1998
719 Stevelynn Cir, Winter Garden, FL 34787
$-1,466
Cash flow
-14.7%
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
$-2,454
Cash flow
-17.6%
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
$-630
Cash flow
-10.3%
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
$-6,963
Cash flow
-18.2%
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
$-1,446
Cash flow
-14.5%
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
$-2,547
Cash flow
-16.3%
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
$-1,430
Cash flow
-15.4%
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
$-2,037
Cash flow
-16.6%
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
$-1,211
Cash flow
-13.2%
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
$-2,218
Cash flow
-16.9%
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
$-1,153
Cash flow
-15.2%
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
$-4,674
Cash flow
-19.1%
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
$-1,287
Cash flow
-15.1%
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
$-2,190
Cash flow
-16.3%
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
$-1,451
Cash flow
-13.5%
Cash-on-Cash Return

3.2%
Cap rate
0.5%
Rent to Value Ratio
Closed
StellarMLS

$375,000

2 bds | 3 ba | 1,088 sqft | built 2005
14421 Vashons Way, Winter Garden, FL 34787
$-881
Cash flow
-12.3%
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
$-1,711
Cash flow
-15.4%
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
$-2,197
Cash flow
-16.5%
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
$-3,238
Cash flow
-18.0%
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
$-1,035
Cash flow
-10.0%
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
$-5,927
Cash flow
-18.3%
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
$-332
Cash flow
-5.8%
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
$-1,997
Cash flow
-16.0%
Cash-on-Cash Return

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

$305,000

2 bds | 2 ba | 1,216 sqft | built 2007
1469 Broken Oak Dr, Winter Garden, FL 34787
$-682
Cash flow
-11.7%
Cash-on-Cash Return

3.6%
Cap rate
0.7%
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
$-2,320
Cash flow
-16.1%
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
$-1,803
Cash flow
-16.4%
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
$-2,362
Cash flow
-13.7%
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
$-1,212
Cash flow
-11.4%
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
$-1,600
Cash flow
-11.8%
Cash-on-Cash Return

3.6%
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
$-2,575
Cash flow
-16.7%
Cash-on-Cash Return

2.4%
Cap rate
0.5%
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
$-1,109
Cash flow
-10.3%
Cash-on-Cash Return

3.9%
Cap rate
0.6%
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
$-1,254
Cash flow
-12.7%
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
$-5,159
Cash flow
-19.3%
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
$-1,344
Cash flow
-14.0%
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
$-1,872
Cash flow
-14.6%
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
$-805
Cash flow
-15.3%
Cash-on-Cash Return

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

$725,000

4 bds | 3 ba | 2,138 sqft | built 2024
16241 Honey Harvest St, Winter Garden, FL 34787
$-2,373
Cash flow
-17.1%
Cash-on-Cash Return

2.4%
Cap rate
0.3%
Rent to Value Ratio