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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.

304 out of 342 properties for sale in Winter Garden, FL

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Property photo
Active
StellarMLS

$565,000

3 bds | 3 ba | 2,196 sqft | built 2018
14214 Shocklach Dr, Winter Garden, FL 34787
$-1,221
Cash flow
-11.3%
Cash-on-Cash Return

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

$875,000

4 bds | 4 ba | 2,799 sqft | built 2017
15672 Shorebird Ln, Winter Garden, FL 34787
$-2,036
Cash flow
-12.1%
Cash-on-Cash Return

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

$814,900

5 bds | 4 ba | 4,258 sqft | built 2013
15165 Heron Hideaway Cir, Winter Garden, FL 34787
$-2,081
Cash flow
-13.3%
Cash-on-Cash Return

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

$249,990

3 bds | 2 ba | 984 sqft | built 1994
1324 Eagle Ln, Winter Garden, FL 34787
$-348
Cash flow
-7.3%
Cash-on-Cash Return

4.5%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$584,900

4 bds | 3 ba | 2,038 sqft | built 2023
5374 Lake Virginia St, Winter Garden, FL 34787
$-1,691
Cash flow
-15.1%
Cash-on-Cash Return

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

$990,000

5 bds | 4 ba | 3,718 sqft | built 2008
1910 Lake Roberts Landing Dr, Winter Garden, FL 34787
$-1,524
Cash flow
-8.0%
Cash-on-Cash Return

4.3%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$735,000

5 bds | 4 ba | 2,900 sqft | built 2022
4535 Gliding Wave St, Winter Garden, FL 34787
$-2,375
Cash flow
-16.9%
Cash-on-Cash Return

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

$1,240,000

5 bds | 5 ba | 3,881 sqft | built 2020
15732 Shorebird Ln, Winter Garden, FL 34787
$-3,081
Cash flow
-13.0%
Cash-on-Cash Return

3.2%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$685,900

4 bds | 3 ba | 2,350 sqft | built 2020
13557 Parkfield Way, Winter Garden, FL 34787
$-1,997
Cash flow
-15.2%
Cash-on-Cash Return

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

$598,000

4 bds | 3 ba | 2,107 sqft | built 2022
14436 Topaghan Way, Winter Garden, FL 34787
$-1,536
Cash flow
-13.4%
Cash-on-Cash Return

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

$1,024,999

5 bds | 4 ba | 3,849 sqft | built 2018
9573 Meadow Hunt Way, Winter Garden, FL 34787
$-2,458
Cash flow
-12.5%
Cash-on-Cash Return

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

$425,000

3 bds | 3 ba | 1,568 sqft | built 2023
12043 Holystone St, Winter Garden, FL 34787
$-1,228
Cash flow
-15.1%
Cash-on-Cash Return

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

$400,000

3 bds | 3 ba | 1,626 sqft | built 2020
16521 Prairie School Dr, Winter Garden, FL 34787
$-827
Cash flow
-10.8%
Cash-on-Cash Return

3.7%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$824,900

4 bds | 4 ba | 3,436 sqft | built 2021
11120 Robert Frost Dr, Winter Garden, FL 34787
$-2,154
Cash flow
-13.6%
Cash-on-Cash Return

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

$2,875,000

5 bds | 7 ba | 5,604 sqft | built 2019
15138 Shonan Gold Dr, Winter Garden, FL 34787
$-11,208
Cash flow
-20.3%
Cash-on-Cash Return

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

$2,950,000

9 bds | 6 ba | 7,505 sqft | built 2003
4230 Rex Dr, Winter Garden, FL 34787
$-11,102
Cash flow
-19.6%
Cash-on-Cash Return

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

$950,000

4 bds | 4 ba | 2,831 sqft | built 2022
931 Kylee Aly, Winter Garden, FL 34787
$-2,478
Cash flow
-13.6%
Cash-on-Cash Return

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

$455,000

3 bds | 3 ba | 1,754 sqft | built 2017
15508 Blackbead St, Winter Garden, FL 34787
$-1,270
Cash flow
-14.6%
Cash-on-Cash Return

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

$999,000

4 bds | 3 ba | 2,751 sqft | built 2005
526 First Cape Coral Dr, Winter Garden, FL 34787
$-1,513
Cash flow
-7.9%
Cash-on-Cash Return

4.3%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,499,000

7 bds | 5 ba | 5,613 sqft | built 2016
16669 Varone Cove Ct, Winter Garden, FL 34787
$-4,191
Cash flow
-14.6%
Cash-on-Cash Return

2.8%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$354,500

3 bds | 3 ba | 1,544 sqft | built 2010
1604 Scarlet Oak Loop, Winter Garden, FL 34787
$-680
Cash flow
-10.0%
Cash-on-Cash Return

3.8%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$639,000

4 bds | 4 ba | 2,700 sqft | built 2016
15043 Pigeon Plum Ln, Winter Garden, FL 34787
$-1,990
Cash flow
-16.2%
Cash-on-Cash Return

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

$250,000

2 bds | 2 ba | 1,152 sqft | built 2005
130 Southern Pecan Cir, Winter Garden, FL 34787
$-149
Cash flow
-3.1%
Cash-on-Cash Return

5.4%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$499,000

3 bds | 2 ba | 1,788 sqft | built 2023
11141 Green Citron Aly, Winter Garden, FL 34787
$-1,338
Cash flow
-14.0%
Cash-on-Cash Return

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

$1,100,000

3 bds | 2 ba | 1,269 sqft | built 1979
14415 Lake Huckleberry Ln, Winter Garden, FL 34787
$-3,543
Cash flow
-16.8%
Cash-on-Cash Return

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

$525,000

3 bds | 2 ba | 1,689 sqft | built 2023
16626 Point Rock Dr, Winter Garden, FL 34787
$-1,393
Cash flow
-13.8%
Cash-on-Cash Return

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

$999,999

5 bds | 4 ba | 3,301 sqft | built 2022
14429 Wabasso Loop, Winter Garden, FL 34787
$-2,049
Cash flow
-10.7%
Cash-on-Cash Return

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

$760,000

4 bds | 4 ba | 2,910 sqft | built 2015
8729 Eden Cove Dr, Winter Garden, FL 34787
$-2,211
Cash flow
-15.2%
Cash-on-Cash Return

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

$699,900

5 bds | 3 ba | 3,013 sqft | built 2017
8060 Bowery Dr, Winter Garden, FL 34787
$-1,915
Cash flow
-14.3%
Cash-on-Cash Return

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

$709,000

4 bds | 3 ba | 1,579 sqft | built 1956
322 Apopka St, Winter Garden, FL 34787
$-1,970
Cash flow
-14.5%
Cash-on-Cash Return

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

$679,000

3 bds | 3 ba | 2,571 sqft | built 2022
15155 Mayberry Dr, Winter Garden, FL 34787
$-1,201
Cash flow
-9.2%
Cash-on-Cash Return

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

$350,000

3 bds | 3 ba | 1,699 sqft | built 2007
1473 Broken Oak Dr, Winter Garden, FL 34787
$-456
Cash flow
-6.8%
Cash-on-Cash Return

4.6%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$549,000

5 bds | 3 ba | 2,212 sqft | built 2009
1030 Bending Oak Trl, Winter Garden, FL 34787
$-1,284
Cash flow
-12.2%
Cash-on-Cash Return

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

$724,900

4 bds | 3 ba | 3,022 sqft | built 2006
2510 Black Lake Blvd, Winter Garden, FL 34787
$-1,618
Cash flow
-11.6%
Cash-on-Cash Return

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

$610,000

4 bds | 3 ba | 2,319 sqft | built 2005
1005 Chase Dr, Winter Garden, FL 34787
$-1,783
Cash flow
-15.3%
Cash-on-Cash Return

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

$765,000

4 bds | 5 ba | 2,920 sqft | built 2021
3359 Hanging Tide St, Winter Garden, FL 34787
$-1,776
Cash flow
-12.1%
Cash-on-Cash Return

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

$650,000

4 bds | 3 ba | 2,410 sqft | built 2017
6275 Hamlin Reserve Blvd, Winter Garden, FL 34787
$-1,386
Cash flow
-11.1%
Cash-on-Cash Return

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

$740,000

5 bds | 4 ba | 3,673 sqft | built 2001
1349 Castleport Rd, Winter Garden, FL 34787
$-1,893
Cash flow
-13.3%
Cash-on-Cash Return

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

$582,500

3 bds | 2 ba | 2,175 sqft | built 2021
3286 Hanging Tide St, Winter Garden, FL 34787
$-1,510
Cash flow
-13.5%
Cash-on-Cash Return

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

$770,000

4 bds | 4 ba | 2,935 sqft | built 2018
14739 Glade Hill Park Way, Winter Garden, FL 34787
$-1,677
Cash flow
-11.4%
Cash-on-Cash Return

3.5%
Cap rate
0.6%
Rent to Value Ratio