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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.

307 out of 345 properties for sale in Winter Garden, FL

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Property photo
Active
StellarMLS

$725,000

4 bds | 3 ba | 2,138 sqft | built 2024
16241 Honey Harvest St, Winter Garden, FL 34787
$-2,290
Cash flow
-16.5%
Cash-on-Cash Return

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

$560,000

4 bds | 4 ba | 2,477 sqft | built 2019
9971 Beach Port Dr, Winter Garden, FL 34787
$-1,662
Cash flow
-15.5%
Cash-on-Cash Return

2.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$750,000

3 bds | 2 ba | 1,880 sqft | built 1973
711 Valencia Ct, Winter Garden, FL 34787
$-2,441
Cash flow
-17.0%
Cash-on-Cash Return

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

$525,000

4 bds | 3 ba | 1,996 sqft | built 2023
12133 Bracco St, Winter Garden, FL 34787
$-1,497
Cash flow
-14.9%
Cash-on-Cash Return

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

$1,250,000

5 bds | 5 ba | 3,878 sqft | built 2019
9845 Emerald Berry Dr, Winter Garden, FL 34787
$-4,468
Cash flow
-18.6%
Cash-on-Cash Return

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

$980,000

4 bds | 3 ba | 2,486 sqft | built 2015
8137 Pond Apple Dr, Winter Garden, FL 34787
$-3,498
Cash flow
-18.6%
Cash-on-Cash Return

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

$719,900

4 bds | 2 ba | 2,043 sqft | built 2015
15862 Citrus Grove Loop, Winter Garden, FL 34787
$-2,446
Cash flow
-17.7%
Cash-on-Cash Return

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

$574,900

4 bds | 4 ba | 2,492 sqft | built 2022
1373 Williams Rd, Winter Garden, FL 34787
$-1,290
Cash flow
-11.7%
Cash-on-Cash Return

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

$509,000

3 bds | 2 ba | 1,685 sqft | built 2020
9318 Mc Laren Aly, Winter Garden, FL 34787
$-1,484
Cash flow
-15.2%
Cash-on-Cash Return

2.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$620,000

4 bds | 4 ba | 2,472 sqft | built 2021
16484 Angel Fish Rd, Winter Garden, FL 34787
$-1,817
Cash flow
-15.3%
Cash-on-Cash Return

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

$1,100,000

5 bds | 5 ba | 3,672 sqft | built 2021
15378 Gilligan Ct, Winter Garden, FL 34787
$-3,757
Cash flow
-17.8%
Cash-on-Cash Return

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

$858,000

4 bds | 4 ba | 4,010 sqft | built 2015
15485 Sandfield Loop, Winter Garden, FL 34787
$-2,183
Cash flow
-13.3%
Cash-on-Cash Return

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

$499,000

2 bds | 1 ba | 1,056 sqft | built 1985
14330 Wabasso Loop, Winter Garden, FL 34787
$-247
Cash flow
-2.6%
Cash-on-Cash Return

5.6%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$635,000

4 bds | 4 ba | 2,441 sqft | built 2021
15358 Arcadia Bluff Loop, Winter Garden, FL 34787
$-1,657
Cash flow
-13.6%
Cash-on-Cash Return

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

$410,000

3 bds | 3 ba | 1,568 sqft | built 2019
16162 Arbor Crest Aly, Winter Garden, FL 34787
$-1,052
Cash flow
-13.4%
Cash-on-Cash Return

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

$215,000

2 bds | 2 ba | 918 sqft | built 1983
51 Windtree Ln, Winter Garden, FL 34787
$-1
Cash flow
0.0%
Cash-on-Cash Return

6.1%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$598,800

4 bds | 3 ba | 2,523 sqft | built 2006
12917 Grovehurst Ave, Winter Garden, FL 34787
$-1,561
Cash flow
-13.6%
Cash-on-Cash Return

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

$444,900

3 bds | 3 ba | 1,568 sqft | built 2023
17081 Water Spring Blvd, Winter Garden, FL 34787
$-1,241
Cash flow
-14.6%
Cash-on-Cash Return

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

$485,000

3 bds | 2 ba | 1,650 sqft | built 2005
6837 Pasturelands Pl, Winter Garden, FL 34787
$-1,137
Cash flow
-12.2%
Cash-on-Cash Return

3.3%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$325,000

2 bds | 3 ba | 1,145 sqft | built 2005
13758 Daniels Landing Cir, Winter Garden, FL 34787
$-903
Cash flow
-14.5%
Cash-on-Cash Return

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

$170,000

3 bds | 1 ba | 825 sqft | built 1950
1701 E Bay St, Winter Garden, FL 34787
$61
Cash flow
1.9%
Cash-on-Cash Return

6.6%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
StellarMLS

$925,000

5 bds | 4 ba | 3,358 sqft | built 2002
3430 Turningwind Ln, Winter Garden, FL 34787
$-2,588
Cash flow
-14.6%
Cash-on-Cash Return

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

$725,000

4 bds | 3 ba | 2,873 sqft | built 2014
459 Millwood Pl, Winter Garden, FL 34787
$-1,970
Cash flow
-14.2%
Cash-on-Cash Return

2.9%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$735,000

5 bds | 5 ba | 3,725 sqft | built 2021
3294 Hanging Tide St, Winter Garden, FL 34787
$-930
Cash flow
-6.6%
Cash-on-Cash Return

4.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$569,999

3 bds | 2 ba | 2,365 sqft | built 2006
570 Cascading Creek Ln, Winter Garden, FL 34787
$-1,434
Cash flow
-13.1%
Cash-on-Cash Return

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

$579,900

4 bds | 3 ba | 2,440 sqft | built 2022
15959 Pantuso Aly, Winter Garden, FL 34787
$-1,456
Cash flow
-13.1%
Cash-on-Cash Return

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

$275,000

2 bds | 2 ba | 1,152 sqft | built 2005
430 Southern Pecan Cir, Winter Garden, FL 34787
$-829
Cash flow
-15.7%
Cash-on-Cash Return

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

$655,000

5 bds | 4 ba | 3,439 sqft | built 2005
173 Donner Dr, Winter Garden, FL 34787
$-1,815
Cash flow
-14.5%
Cash-on-Cash Return

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

$210,000

2 bds | 1 ba | 761 sqft | built 1988
963 Stucki Ter, Winter Garden, FL 34787
$-228
Cash flow
-5.7%
Cash-on-Cash Return

4.8%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$2,480,000

5 bds | 8 ba | 5,253 sqft | built 2015
16054 Johns Lake Overlook Dr, Winter Garden, FL 34787
$-8,148
Cash flow
-17.1%
Cash-on-Cash Return

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

$894,900

6 bds | 5 ba | 3,775 sqft | built 2000
13044 Lakeshore Grove Dr, Winter Garden, FL 34787
$-2,843
Cash flow
-16.6%
Cash-on-Cash Return

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

$418,900

3 bds | 3 ba | 1,560 sqft | built 2020
6013 Blue Lily Way, Winter Garden, FL 34787
$-1,236
Cash flow
-15.4%
Cash-on-Cash Return

2.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$879,000

5 bds | 4 ba | 4,247 sqft | built 2012
408 Egret Place Dr, Winter Garden, FL 34787
$-2,047
Cash flow
-12.2%
Cash-on-Cash Return

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

$625,000

3 bds | 2 ba | 2,365 sqft | built 2005
690 Cascading Creek Ln, Winter Garden, FL 34787
$-1,491
Cash flow
-12.4%
Cash-on-Cash Return

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

$300,000

2 bds | 3 ba | 1,236 sqft | built 2005
13329 Harbor Shore Ln, Winter Garden, FL 34787
$-764
Cash flow
-13.3%
Cash-on-Cash Return

3.1%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$465,000

4 bds | 3 ba | 2,260 sqft | built 2001
343 Grand Royal Cir, Winter Garden, FL 34787
$-1,122
Cash flow
-12.6%
Cash-on-Cash Return

3.3%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$945,000

4 bds | 5 ba | 4,015 sqft | built 2005
14003 Hampshire Bay Cir, Winter Garden, FL 34787
$-2,703
Cash flow
-14.9%
Cash-on-Cash Return

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

$835,000

5 bds | 4 ba | 4,247 sqft | built 2012
15242 Heron Hideaway Cir, Winter Garden, FL 34787
$-2,330
Cash flow
-14.6%
Cash-on-Cash Return

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

$1,199,000

6 bds | 5 ba | 4,284 sqft | built 2020
8210 Topsail Pl, Winter Garden, FL 34787
$-2,927
Cash flow
-12.7%
Cash-on-Cash Return

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

$1,495,000

6 bds | 5 ba | 4,493 sqft | built 2019
10139 Austrina Oak Loop, Winter Garden, FL 34787
$-4,060
Cash flow
-14.2%
Cash-on-Cash Return

2.9%
Cap rate
0.5%
Rent to Value Ratio