EasyStreet Realty
REALTOR ®
(407) 967-1435
Email Candido
mobile navigation links

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 407-967-1435.

4 Results

Osceola Shores Winter Park Florida Homes For Sale

Osceola Shores Pended $3,500,000

Breathtaking aerial view of a lakefront property with lush landscaping and direct access to the water at 443 Lakewood Dr, Winter Park, FL 32789
View Details 15 Photos
Charming one-story home featuring a large, well-manicured front lawn with mature trees and established landscaping at 443 Lakewood Dr, Winter Park, FL 32789
Spacious tiled back patio with white metal railing overlooking a serene lake view and mature trees at 443 Lakewood Dr, Winter Park, FL 32789
Inviting back patio with comfortable seating and stunning lake views, perfect for outdoor relaxation and entertaining at 443 Lakewood Dr, Winter Park, FL 32789
On Market For 0 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2803

  • Year Built

    1954

  • $/SqFt

    $1,249

Opportunity awaits the buyer of this gorgeous property! FANNIE HILLMAN & ASSOCIATES.

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 15 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 340 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 441 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.

  • 1

Viewing HOMES 1 to 4 of 4

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 407-967-1435 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$526,525
$429,900
133
1.5%
48.9%
86

Apopka
$533,093
$465,945
562
1.2%
49.3%
86

Belle Isle
$850,723
$692,450
26
0.0%
50.0%
71

Casselberry
$453,834
$425,000
84
2.4%
46.4%
69

Celebration
$1,392,606
$1,182,500
42
0.0%
50.0%
134

Champions Gate
$698,099
$699,995
20
0.0%
55.0%
252

Chuluota
$785,267
$600,000
18
0.0%
50.0%
47

Clermont
$575,546
$489,700
636
0.8%
49.2%
84

Gotha
$967,828
$649,990
13
0.0%
30.8%
51

Groveland
$479,118
$418,000
248
0.8%
50.8%
84

Harmony
$440,356
$413,700
66
0.0%
31.8%
94

Kissimmee
$514,668
$440,000
2323
1.5%
47.0%
101

Longwood
$746,778
$559,800
185
0.5%
55.1%
87

Maitland
$797,315
$594,000
75
0.0%
50.7%
94

Minneola
$556,480
$533,610
125
0.8%
36.8%
89

Montverde
$1,538,374
$1,100,519
49
0.0%
49.0%
135

Ocoee
$529,416
$472,990
180
2.2%
48.3%
80

Orlando
$683,396
$480,000
2690
1.6%
47.1%
80

Oviedo
$722,276
$620,000
183
1.6%
45.4%
77

Poinciana
$330,926
$314,995
260
1.2%
57.3%
132

Reunion
$1,855,955
$1,250,000
95
1.1%
48.4%
167

Saint Cloud
$550,229
$464,539
614
1.0%
69.1%
148

Sanford
$524,952
$415,000
393
1.0%
52.9%
96

Sorrento
$578,977
$457,000
109
1.8%
67.0%
86

Windermere
$2,117,654
$1,280,485
252
0.4%
42.9%
112

Winter Garden
$844,991
$692,000
581
0.5%
47.8%
86

Winter Springs
$582,008
$469,500
122
0.8%
40.2%
72

EasyStreet

Call to Schedule a Showing

(407) 967-1435

(407) 967-1435