Below you can view all the homes for sale in the Osceola Shores subdivision located in Winter Park Florida. Listings in Osceola Shores are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Osceola Shores, give us a call at 407-278-2057.

3 Results

Osceola Shores Winter Park Florida Homes For Sale

Osceola Shores For Sale $2,500,000

Stately two-story home featuring columns, a landscaped yard, and a brick walkway at 450 Lakewood Dr, Winter Park, FL 32789
View Details 87 Photos
Stunning two-story home with a grand entrance, featuring a beautifully landscaped front yard and second story balcony at 450 Lakewood Dr, Winter Park, FL 32789
Enjoy outdoor living on this covered patio, with views of the pool and lush landscaping at 450 Lakewood Dr, Winter Park, FL 32789
Backyard pool with fountain and spa, complemented by the home's architecture at 450 Lakewood Dr, Winter Park, FL 32789
On Market For 33 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4676

  • Year Built

    2000

  • $/SqFt

    $535

Home has natural gas for the newer tankless water heater, pool heater, cooktop and the outdoor firepit. Roof new 2020. CHARLES RUTENBERG REALTY ORLANDO.

Osceola Shores Pended $4,500,000

Reduced By $995,000

Luxury home with circular driveway and two-car garage at 421 Lakewood Dr, Winter Park, FL 32789
View Details 41 Photos
Luxury home with circular driveway and two-car garage at 421 Lakewood Dr, Winter Park, FL 32789
Luxury home with pool and lake view at 421 Lakewood Dr, Winter Park, FL 32789
Resort-style pool with spa and expansive patio at 421 Lakewood Dr, Winter Park, FL 32789
On Market For 291 Days

  • Bedrooms

    5

  • Full Bath(s)

    7

  • Sq. Ft.

    5847

  • Year Built

    1957

  • $/SqFt

    $770

All within walking distance to downtown Winter Park and famed Park Avenue… PREMIER SOTHEBY'S INTL. REALTY.

Osceola Shores Pended $1,600,000

Reduced By $300,000

Two-story light blue modern home with a metal roof and driveway at 281 Brewer Ave, Winter Park, FL 32789
View Details 60 Photos
Modern two-story home with gray paver driveway and landscaped entry at 281 Brewer Ave, Winter Park, FL 32789
Contemporary house with metal roof, paver driveway, and landscaping at 281 Brewer Ave, Winter Park, FL 32789
Two-story home showcasing a metal roof and paver driveway at 281 Brewer Ave, Winter Park, FL 32789
*POTENTIAL GREAT VALUE
On Market For 458 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4029

  • Year Built

    2022

  • $/SqFt

    $397

Home comes with a ONE-YEAR BUILDERS WARRANTY! Schedule a private tour today! KELLER WILLIAMS REALTY AT THE PARKS.

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Viewing HOMES 1 to 3 of 3

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-278-2057 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$535,826
$439,000
128
1.6%
50.8%
85

Apopka
$531,265
$460,000
563
1.2%
51.2%
92

Belle Isle
$810,958
$649,993
25
0.0%
44.0%
65

Casselberry
$453,265
$438,500
93
2.2%
48.4%
66

Celebration
$1,391,624
$1,175,000
49
0.0%
49.0%
117

Champions Gate
$686,299
$699,990
21
0.0%
52.4%
256

Chuluota
$816,296
$674,900
25
0.0%
48.0%
43

Clermont
$573,624
$494,901
692
0.7%
50.9%
84

Gotha
$1,116,879
$735,000
11
0.0%
36.4%
60

Groveland
$477,918
$410,577
262
0.8%
51.5%
82

Harmony
$440,063
$419,900
74
0.0%
28.4%
89

Kissimmee
$514,313
$439,990
2391
1.7%
48.0%
104

Longwood
$761,527
$569,500
189
1.6%
49.7%
81

Maitland
$876,691
$639,000
76
2.6%
50.0%
91

Minneola
$554,491
$534,613
130
0.8%
38.5%
93

Montverde
$1,455,437
$1,106,322
56
0.0%
42.9%
126

Ocoee
$524,413
$465,000
179
1.7%
57.0%
81

Orlando
$687,135
$490,000
2826
1.6%
47.4%
81

Oviedo
$719,104
$648,750
182
1.1%
44.0%
81

Poinciana
$328,113
$314,945
266
0.8%
59.4%
128

Reunion
$1,830,416
$1,182,500
106
0.9%
48.1%
159

Saint Cloud
$562,562
$471,000
534
1.1%
72.7%
162

Sanford
$521,268
$415,990
382
1.0%
54.7%
98

Sorrento
$589,943
$463,615
112
1.8%
64.3%
87

Windermere
$2,166,954
$1,349,000
275
0.4%
45.8%
108

Winter Garden
$854,145
$699,000
597
0.5%
50.9%
86

Winter Springs
$576,619
$470,000
123
0.0%
44.7%
76

EasyStreet

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(407) 278-2057