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.
Best cash flowing properties in Winter Garden, FL

Active

$425,000
3
bds
|
3
ba
|
1,369
sqft
|
built
2002
1415 Sherbourne St, Winter Garden, FL 34787
$-1,026
Cash flow
-12.6%
Cash-on-Cash Return
3.4%
Cap rate
0.6%
Rent to Value Ratio

Active

$532,000
3
bds
|
3
ba
|
2,014
sqft
|
built
2020
9432 Komika Ln, Winter Garden, FL 34787
$-1,050
Cash flow
-10.3%
Cash-on-Cash Return
3.9%
Cap rate
0.7%
Rent to Value Ratio
307 out of 345 properties for sale in Winter Garden, FL
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Active

$600,000
4
bds
|
4
ba
|
2,290
sqft
|
built
2021
15929 Moonlight Bay St, Winter Garden, FL 34787
$-1,668
Cash flow
-14.5%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio

Active

$949,900
4
bds
|
4
ba
|
2,683
sqft
|
built
2022
908 Tilden Oaks Trl, Winter Garden, FL 34787
$-2,878
Cash flow
-15.8%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio

Active

$614,875
4
bds
|
3
ba
|
2,717
sqft
|
built
2006
14522 Old Thicket Trce, Winter Garden, FL 34787
$-1,927
Cash flow
-16.4%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$860,000
4
bds
|
4
ba
|
2,935
sqft
|
built
2020
15079 Guava Bay Dr, Winter Garden, FL 34787
$-2,677
Cash flow
-16.2%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$639,000
4
bds
|
3
ba
|
3,311
sqft
|
built
2007
207 Black Springs Ln, Winter Garden, FL 34787
$-1,953
Cash flow
-15.9%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio

Active

$699,000
4
bds
|
3
ba
|
2,569
sqft
|
built
2016
14517 Black Lake Preserve St, Winter Garden, FL 34787
$-2,232
Cash flow
-16.7%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,050,000
5
bds
|
5
ba
|
3,670
sqft
|
built
2021
10699 Petrillo Way, Winter Garden, FL 34787
$-3,349
Cash flow
-16.6%
Cash-on-Cash Return
2.5%
Cap rate
0.4%
Rent to Value Ratio

Active

$605,000
4
bds
|
3
ba
|
2,240
sqft
|
built
2005
14314 Pleach St, Winter Garden, FL 34787
$-1,784
Cash flow
-15.4%
Cash-on-Cash Return
2.7%
Cap rate
0.5%
Rent to Value Ratio

Active

$699,900
4
bds
|
3
ba
|
2,600
sqft
|
built
2018
15849 Sweet Lemon Way, Winter Garden, FL 34787
$-2,357
Cash flow
-17.6%
Cash-on-Cash Return
2.2%
Cap rate
0.5%
Rent to Value Ratio

Active

$634,900
4
bds
|
4
ba
|
2,292
sqft
|
built
2023
16043 Scarpetta St, Winter Garden, FL 34787
$-2,448
Cash flow
-20.1%
Cash-on-Cash Return
1.7%
Cap rate
0.5%
Rent to Value Ratio

Active

$899,900
3
bds
|
3
ba
|
3,450
sqft
|
built
1989
14037 Fairway Willow Ln, Winter Garden, FL 34787
$-3,102
Cash flow
-18.0%
Cash-on-Cash Return
2.1%
Cap rate
0.4%
Rent to Value Ratio

Active

$1,699,999
6
bds
|
5
ba
|
3,922
sqft
|
built
2013
11630 Flynn Ct, Winter Garden, FL 34787
$-6,529
Cash flow
-20.0%
Cash-on-Cash Return
1.7%
Cap rate
0.3%
Rent to Value Ratio

Active

$415,000
3
bds
|
3
ba
|
1,748
sqft
|
built
2015
14867 Driftwater Dr, Winter Garden, FL 34787
$-1,188
Cash flow
-14.9%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$550,000
3
bds
|
3
ba
|
2,250
sqft
|
built
2018
16137 Azure Key St, Winter Garden, FL 34787
$-1,388
Cash flow
-13.2%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$555,000
3
bds
|
4
ba
|
2,228
sqft
|
built
2015
5711 Hamlin Groves Trl, Winter Garden, FL 34787
$-1,779
Cash flow
-16.7%
Cash-on-Cash Return
2.4%
Cap rate
0.6%
Rent to Value Ratio

Active

$400,000
3
bds
|
3
ba
|
1,568
sqft
|
built
2018
16518 Brook Springs Aly, Winter Garden, FL 34787
$-1,117
Cash flow
-14.6%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$514,999
3
bds
|
3
ba
|
1,950
sqft
|
built
2017
14131 Lakeview Park Rd, Winter Garden, FL 34787
$-1,383
Cash flow
-14.0%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio

Active

$880,000
5
bds
|
4
ba
|
3,663
sqft
|
built
2000
1125 English Garden Ln, Winter Garden, FL 34787
$-2,029
Cash flow
-12.0%
Cash-on-Cash Return
3.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$730,000
5
bds
|
3
ba
|
3,410
sqft
|
built
2004
13716 Fox Glove St, Winter Garden, FL 34787
$-2,051
Cash flow
-14.7%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio

Active

$549,000
3
bds
|
3
ba
|
2,067
sqft
|
built
2006
6632 Pasturelands Pl, Winter Garden, FL 34787
$-2,156
Cash flow
-20.5%
Cash-on-Cash Return
1.6%
Cap rate
0.5%
Rent to Value Ratio

Active

$680,000
4
bds
|
3
ba
|
2,469
sqft
|
built
2017
15349 Murcott Harvest Loop, Winter Garden, FL 34787
$-2,117
Cash flow
-16.2%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$500,000
4
bds
|
3
ba
|
1,696
sqft
|
built
2019
15060 Stuttgart Aly, Winter Garden, FL 34787
$-1,290
Cash flow
-13.5%
Cash-on-Cash Return
3.2%
Cap rate
0.6%
Rent to Value Ratio

Pending

$698,000
4
bds
|
4
ba
|
2,714
sqft
|
built
2015
7837 Bostonian Dr, Winter Garden, FL 34787
$-1,898
Cash flow
-14.2%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio

Active

$899,990
4
bds
|
4
ba
|
3,267
sqft
|
built
2019
10170 Atwater Bay Dr, Winter Garden, FL 34787
$-3,042
Cash flow
-17.6%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
Rent to Value Ratio

Active

$480,000
3
bds
|
2
ba
|
1,689
sqft
|
built
2020
9456 Komika Ln, Winter Garden, FL 34787
$-1,237
Cash flow
-13.4%
Cash-on-Cash Return
3.2%
Cap rate
0.6%
Rent to Value Ratio

Active

$439,000
3
bds
|
3
ba
|
1,844
sqft
|
built
2019
15237 Sunrise Grove Ct, Winter Garden, FL 34787
$-1,143
Cash flow
-13.6%
Cash-on-Cash Return
3.2%
Cap rate
0.6%
Rent to Value Ratio

Active

$665,000
5
bds
|
3
ba
|
2,668
sqft
|
built
2014
8111 Pacific Loon St, Winter Garden, FL 34787
$-1,896
Cash flow
-14.9%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio

Active

$600,000
4
bds
|
2
ba
|
2,128
sqft
|
built
2006
18 Cooledge St, Winter Garden, FL 34787
$-1,476
Cash flow
-12.8%
Cash-on-Cash Return
3.3%
Cap rate
0.5%
Rent to Value Ratio

Active

$453,000
3
bds
|
3
ba
|
1,814
sqft
|
built
2020
16261 Admirals Cove Ln, Winter Garden, FL 34787
$-1,210
Cash flow
-13.9%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$599,000
3
bds
|
3
ba
|
2,346
sqft
|
built
2023
12067 Eastmoor Dr, Winter Garden, FL 34787
$-1,804
Cash flow
-15.7%
Cash-on-Cash Return
2.7%
Cap rate
0.5%
Rent to Value Ratio

Active

$729,900
5
bds
|
3
ba
|
2,853
sqft
|
built
2020
16238 Misty Hills Ave, Winter Garden, FL 34787
$-2,026
Cash flow
-14.5%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio

Active

$559,000
3
bds
|
3
ba
|
1,661
sqft
|
built
2023
4994 Citrus Leaf Blvd, Winter Garden, FL 34787
$-1,540
Cash flow
-14.4%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio

Active

$855,000
5
bds
|
4
ba
|
4,620
sqft
|
built
2020
3259 Buoy Cir, Winter Garden, FL 34787
$-2,645
Cash flow
-16.1%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio

Active

$425,000
3
bds
|
3
ba
|
1,369
sqft
|
built
2002
1415 Sherbourne St, Winter Garden, FL 34787
$-1,026
Cash flow
-12.6%
Cash-on-Cash Return
3.4%
Cap rate
0.6%
Rent to Value Ratio

Active

$850,000
4
bds
|
3
ba
|
2,636
sqft
|
built
1960
426 N Boyd St, Winter Garden, FL 34787
$-2,057
Cash flow
-12.6%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio

Active

$470,000
3
bds
|
3
ba
|
1,881
sqft
|
built
2019
11162 Hanlon Terrace Aly, Winter Garden, FL 34787
$-1,267
Cash flow
-14.1%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio

Active

$532,000
3
bds
|
3
ba
|
2,014
sqft
|
built
2020
9432 Komika Ln, Winter Garden, FL 34787
$-1,050
Cash flow
-10.3%
Cash-on-Cash Return
3.9%
Cap rate
0.7%
Rent to Value Ratio

Active

$429,900
3
bds
|
3
ba
|
1,560
sqft
|
built
2021
6165 Juneberry Way, Winter Garden, FL 34787
$-1,357
Cash flow
-16.5%
Cash-on-Cash Return
2.5%
Cap rate
0.6%
Rent to Value Ratio

Active

$1,145,000
4
bds
|
4
ba
|
3,255
sqft
|
built
2018
16675 Otterchase Ln, Winter Garden, FL 34787
$-3,585
Cash flow
-16.3%
Cash-on-Cash Return
2.5%
Cap rate
0.4%
Rent to Value Ratio

Active

$1,290,000
4
bds
|
5
ba
|
4,299
sqft
|
built
2017
1675 Amsel Falls Park Ter, Winter Garden, FL 34787
$-4,559
Cash flow
-18.4%
Cash-on-Cash Return
2.0%
Cap rate
0.4%
Rent to Value Ratio