Below you can view all the homes for sale in the Winding Bay subdivision located in Winter Garden Florida. Listings in Winding Bay 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 Winding Bay, give us a call at 407-278-2057.

9 Results

Winding Bay Winter Garden Florida Homes For Sale

Winding Bay For Sale $975,000

Reduced By $14,000

Aerial view of a two-story home with a manicured lawn in a lakeside community with solar panels on several houses at 10732 Petrillo Way, Winter Garden, FL 34787
View Details 45 Photos
Charming front exterior of a two-story home with a two-car garage, and a well-manicured lawn with an American flag at 10732 Petrillo Way, Winter Garden, FL 34787
Screened in pool with a hot tub, stone decking, and a lush green backyard at 10732 Petrillo Way, Winter Garden, FL 34787
Screened lanai features a pool, hot tub, ceiling fan, and an outdoor seating area at 10732 Petrillo Way, Winter Garden, FL 34787
On Market For 20 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4014

  • Year Built

    2020

  • $/SqFt

    $243

This home has room for all and is priced to sell - schedule your private tour today! POHAKU REALTY LLC.

Winding Bay For Sale $1,160,000

Reduced By $39,000

Beautiful two-story home with stone facade, three-car garage, and well-maintained landscaping at 10699 Petrillo Way, Winter Garden, FL 34787
View Details 48 Photos
Charming two-story home with stone accents, gray exterior, and well-manicured front lawn at 10699 Petrillo Way, Winter Garden, FL 34787
Inviting foyer with light wood floors, a front door with glass, and an elegant mirror at 10699 Petrillo Way, Winter Garden, FL 34787
Bright bedroom with large windows, ceiling fan, neutral carpet, and a spacious closet at 10699 Petrillo Way, Winter Garden, FL 34787
On Market For 31 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3670

  • Year Built

    2021

  • $/SqFt

    $316

This is an exceptional opportunity you won’t want to miss! REAL BROKER, LLC.

Winding Bay For Sale $545,000

Charming two-story home with a covered front porch and nicely landscaped front yard at 15052 Mayberry Dr, Winter Garden, FL 34787
View Details 14 Photos
Spacious kitchen features a large island, stainless steel appliances, and wood-look flooring at 15052 Mayberry Dr, Winter Garden, FL 34787
Modern kitchen with a large center island, stainless steel appliances, and bright white cabinetry at 15052 Mayberry Dr, Winter Garden, FL 34787
Open-concept kitchen flows into the living area, stainless appliances and large island at 15052 Mayberry Dr, Winter Garden, FL 34787
On Market For 44 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2152

  • Year Built

    2020

  • $/SqFt

    $253

Schedule your private tour today and discover the perfect blend of modern luxury, comfort, and convenience! AGENT TRUST REALTY CORPORATION.

Winding Bay For Sale $750,000

Charming single-story home featuring a red front door, a two-car garage, and meticulously landscaped front yard at 15491 Lebeau Loop, Winter Garden, FL 34787
View Details 44 Photos
Charming single-story home with blue siding, a two-car garage, and landscaped front yard at 15491 Lebeau Loop, Winter Garden, FL 34787
Assorted flooring and cabinet samples displaying material and color options available for kitchen and bathroom upgrades at 15491 Lebeau Loop, Winter Garden, FL 34787
Single-story home with a two-car garage and a brick-paved driveway complemented by well-maintained landscaping at 15491 Lebeau Loop, Winter Garden, FL 34787
On Market For 53 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2117

  • Year Built

    2025

  • $/SqFt

    $354

Call today to schedule a tour! OLYMPUS EXECUTIVE REALTY INC.

Winding Bay Pended $1,125,000

Beautiful two-story home with a three car garage and well maintained landscaping with a pond view at 15312 Gilligan Ct, Winter Garden, FL 34787
View Details 67 Photos
Aerial view of a private pool and spa enclosed in a screened enclosure with an attractive fence at 15312 Gilligan Ct, Winter Garden, FL 34787
A covered patio overlooks the luxurious pool and spa area, offering a relaxing outdoor oasis at 15312 Gilligan Ct, Winter Garden, FL 34787
Cozy living room features a seamless transition to the outdoor screened pool and patio area at 15312 Gilligan Ct, Winter Garden, FL 34787
On Market For 51 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3652

  • Year Built

    2020

  • $/SqFt

    $308

Don’t miss your opportunity to own this beautiful piece of paradise in Winter Garden! REAL BROKER, LLC.

Winding Bay For Sale $610,000

Reduced By $20,000

Two-story craftsman style home with front porch and landscaping at 15450 Lebeau Loop, Winter Garden, FL 34787
View Details 47 Photos
Two-story craftsman style home with front porch and landscaping at 15450 Lebeau Loop, Winter Garden, FL 34787
Aerial view of community with several homes at 15450 Lebeau Loop, Winter Garden, FL 34787
Aerial view of a home's backyard and surrounding houses at 15450 Lebeau Loop, Winter Garden, FL 34787
On Market For 75 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1972

  • Year Built

    2024

  • $/SqFt

    $309

Don’t miss out on this wonderful home in one of Winter Garden’s best communities. Schedule your tour today! ROBERT SLACK LLC.

Winding Bay For Sale $750,000

Reduced By $20,000

Beautiful two-story home with gray exterior, white columns, and a two-car garage at 15155 Mayberry Dr, Winter Garden, FL 34787
View Details 45 Photos
Aerial view showing home's location in a quiet residential neighborhood near a lake at 15155 Mayberry Dr, Winter Garden, FL 34787
Aerial view showcasing the home's private backyard and community location at 15155 Mayberry Dr, Winter Garden, FL 34787
Aerial view highlighting the property's convenient access to main roads and nearby amenities at 15155 Mayberry Dr, Winter Garden, FL 34787
On Market For 87 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2571

  • Year Built

    2022

  • $/SqFt

    $292

Don’t miss the chance to make this nearly new, beautiful home yours. Schedule a tour today! CHARLES RUTENBERG REALTY ORLANDO.

Winding Bay For Sale $1,165,000

Reduced By $34,999

Two-story house with gray siding and two-car garage at 10472 Petrillo Way, Winter Garden, FL 34787
View Details 38 Photos
Screened pool and spa with lounge chairs at 10472 Petrillo Way, Winter Garden, FL 34787
Modern kitchen with island and stainless steel appliances at 10472 Petrillo Way, Winter Garden, FL 34787
Spacious living room featuring hardwood floors, a cozy seating area, and access to the backyard at 10472 Petrillo Way, Winter Garden, FL 34787
On Market For 208 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    4025

  • Year Built

    2022

  • $/SqFt

    $289

Schedule your private showing today and experience the pinnacle of Florida living. EXP REALTY LLC.

Winding Bay For Sale $550,000

Reduced By $49,999

Two-story Craftsman style home with gray siding and a stone facade at 16019 Micelli Dr, Winter Garden, FL 34787
View Details 15 Photos
Attached two-car garage with white panel door and paver driveway at 16019 Micelli Dr, Winter Garden, FL 34787
Brick paver patio and partially fenced backyard with shed at 16019 Micelli Dr, Winter Garden, FL 34787
Spacious kitchen with dark cabinets, granite counters, and stainless steel appliances at 16019 Micelli Dr, Winter Garden, FL 34787
*POTENTIAL GREAT VALUE
On Market For 172 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2794

  • Year Built

    2022

  • $/SqFt

    $197

Schedule a tour today and experience it for yourself. KYLIN PROPERTY MANAGEMENT LLC.

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Viewing HOMES 1 to 9 of 9

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
$535,782
$442,500
126
1.6%
50.0%
86

Apopka
$524,597
$460,000
542
1.3%
49.8%
91

Belle Isle
$824,571
$639,996
26
0.0%
46.2%
66

Casselberry
$460,703
$439,950
90
2.2%
50.0%
71

Celebration
$1,377,568
$1,127,000
52
0.0%
44.2%
112

Champions Gate
$682,831
$687,495
22
0.0%
50.0%
252

Chuluota
$841,246
$679,900
26
0.0%
42.3%
41

Clermont
$577,627
$499,000
703
0.9%
50.5%
84

Gotha
$985,746
$637,445
14
0.0%
35.7%
56

Groveland
$485,281
$412,490
254
0.8%
50.8%
84

Harmony
$445,187
$423,400
71
0.0%
28.2%
81

Kissimmee
$517,509
$442,950
2380
1.6%
48.0%
104

Longwood
$776,758
$575,000
193
1.6%
49.2%
77

Maitland
$841,256
$624,000
75
2.7%
49.3%
92

Minneola
$561,416
$535,000
130
0.8%
40.0%
95

Montverde
$1,517,739
$1,112,124
57
0.0%
40.4%
128

Ocoee
$525,970
$465,000
181
1.7%
58.0%
82

Orlando
$685,108
$495,000
2853
1.6%
48.0%
81

Oviedo
$727,043
$649,450
186
1.1%
43.0%
80

Poinciana
$328,972
$314,990
260
0.4%
60.4%
131

Reunion
$1,823,494
$1,175,000
107
0.9%
49.5%
161

Saint Cloud
$565,975
$469,990
501
1.2%
73.7%
166

Sanford
$523,853
$415,000
379
1.1%
55.1%
100

Sorrento
$617,759
$479,990
109
0.9%
61.5%
88

Windermere
$2,125,722
$1,295,922
277
0.4%
46.6%
105

Winter Park
$1,277,778
$729,900
287
0.3%
44.9%
81

Winter Springs
$564,731
$472,000
116
0.0%
47.4%
78

EasyStreet

Call to Schedule a Showing

(407) 278-2057

(407) 278-2057