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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 407-485-1814.

13 Results

Winding Bay Winter Garden Florida Homes For Sale

Winding Bay For Sale $599,999

Charming two-story home with gray and white exterior, lush landscaping, and inviting front porch at 15444 Lebeau Loop, Winter Garden, FL 34787
View Details 34 Photos
Beautiful two-story home featuring a cozy front porch, well-maintained lawn, and modern design at 15444 Lebeau Loop, Winter Garden, FL 34787
Inviting front porch with a cozy egg chair, white door with glass insert, and address numbers at 15444 Lebeau Loop, Winter Garden, FL 34787
Bright, open kitchen with stainless steel appliances, quartz countertops, and a large center island with seating at 15444 Lebeau Loop, Winter Garden, FL 34787
On Market Today

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2404

  • Year Built

    2024

  • $/SqFt

    $250

Low HOA. Schedule your private showing today. KELLER WILLIAMS ELITE PARTNERS III REALTY.

Winding Bay For Sale $670,000

Charming two-story home with a well-maintained lawn and inviting front porch with white stairs and railing at 15408 Lebeau Loop, Winter Garden, FL 34787
View Details 36 Photos
Aerial view of community pool area surrounded by lush greenery, featuring a cabana, sun loungers, and palm trees at 15408 Lebeau Loop, Winter Garden, FL 34787
Stylish entryway with a black accent wall, vertical wooden slats, shoe storage, and a decorative arched mirror at 15408 Lebeau Loop, Winter Garden, FL 34787
Open-concept living room featuring a white sofa, modern décor, and seamless transition to the kitchen area at 15408 Lebeau Loop, Winter Garden, FL 34787
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2415

  • Year Built

    2022

  • $/SqFt

    $277

This is the one! Tour today! REDFIN CORPORATION.

Winding Bay For Sale $685,000

Charming two-story home with blue accents, a welcoming front porch, and a brick driveway leading to a two-car garage at 14925 Lebeau Loop, Winter Garden, FL 34787
View Details 34 Photos
Corner-lot home with two-car garage, brick driveway, and landscaped yard at 14925 Lebeau Loop, Winter Garden, FL 34787
Bright hallway with decorative lighting, shiplap accent wall, and wood-look tile flooring at 14925 Lebeau Loop, Winter Garden, FL 34787
Modern, open kitchen with stainless steel appliances, a kitchen island with seating, and a view of the dining area at 14925 Lebeau Loop, Winter Garden, FL 34787
On Market For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2116

  • Year Built

    2021

  • $/SqFt

    $324

Don’t miss your opportunity to live in one of Central Florida’s most sought-after areas! PREFERRED REAL ESTATE BROKERS.

Winding Bay For Sale $1,100,000

Two-story home with stone accents, a paved driveway, manicured lawn and a two car garage under a blue sky at 15378 Gilligan Ct, Winter Garden, FL 34787
View Details 67 Photos
Charming two-story home featuring stone accents, manicured landscaping, and a brick paved drive leading to the garage at 15378 Gilligan Ct, Winter Garden, FL 34787
Side exterior showcasing the well-maintained lawn and landscaping, and a partial view of the stone detailing at 15378 Gilligan Ct, Winter Garden, FL 34787
Relaxing screened-in pool area with a slide, a waterfall, and a hot tub, perfect for outdoor enjoyment at 15378 Gilligan Ct, Winter Garden, FL 34787
On Market For 16 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3672

  • Year Built

    2021

  • $/SqFt

    $300

Schedule your private tour today before it’s gone! REDFIN CORPORATION.

Winding Bay For Sale $579,900

Charming two-story home with blue accents, landscaped yard, and covered front porch entrance at 15959 Pantuso Aly, Winter Garden, FL 34787
View Details 61 Photos
Charming two-story home with landscaped yard and walkway leading to covered front porch at 15959 Pantuso Aly, Winter Garden, FL 34787
Inviting front porch with seating area leading to front door of home at 15959 Pantuso Aly, Winter Garden, FL 34787
Bright, open kitchen with an island, modern lighting, stainless appliances, and breakfast bar seating at 15959 Pantuso Aly, Winter Garden, FL 34787
On Market For 24 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2440

  • Year Built

    2022

  • $/SqFt

    $238

Offered at $579,900 – schedule your private tour today! COLDWELL BANKER REALTY.

Winding Bay For Sale $1,050,000

Reduced By $50,000

Charming two-story home with a stone facade, attached two-car garage, and beautifully landscaped front yard at 10699 Petrillo Way, Winter Garden, FL 34787
View Details 38 Photos
Modern kitchen with white cabinets, a large center island, pendant lighting, and stainless steel appliances at 10699 Petrillo Way, Winter Garden, FL 34787
Bright kitchen featuring a large island with barstool seating, alongside an adjacent dining area and staircase at 10699 Petrillo Way, Winter Garden, FL 34787
Spacious kitchen with sleek white cabinets, a center island, stylish backsplash, and modern appliances at 10699 Petrillo Way, Winter Garden, FL 34787
On Market For 33 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3670

  • Year Built

    2021

  • $/SqFt

    $286

Don't miss your chance to own a slice of paradise in Winter Garden—where luxury meets lifestyle in the most enchanting way. DOUGLAS ELLIMAN.

Winding Bay For Sale $810,000

Reduced By $15,000

Beautiful two-story home featuring a manicured lawn, two-car garage, and inviting architecture at 15313 Lebeau Loop, Winter Garden, FL 34787
View Details 64 Photos
Charming home with a well-manicured lawn, tasteful landscaping, and a welcoming front porch at 15313 Lebeau Loop, Winter Garden, FL 34787
Inviting single-Gathering home with attractive landscaping and a cozy front porch at 15313 Lebeau Loop, Winter Garden, FL 34787
Attractive two-story home with a manicured lawn, gray two-car garage doors, and covered porch at 15313 Lebeau Loop, Winter Garden, FL 34787
On Market For 57 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2545

  • Year Built

    2021

  • $/SqFt

    $318

EXP REALTY LLC.

Winding Bay For Sale $970,000

Reduced By $19,000

Charming two-story home with a brick driveway, covered porch, and manicured landscaping at 10732 Petrillo Way, Winter Garden, FL 34787
View Details 45 Photos
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
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 79 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4014

  • Year Built

    2020

  • $/SqFt

    $242

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

Winding Bay Pended $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 109 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 $595,000

Reduced By $35,000

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 133 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1972

  • Year Built

    2024

  • $/SqFt

    $302

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 $679,000

Reduced By $91,000

Beautiful two-story home with gray exterior, white columns, and a two-car garage at 15155 Mayberry Dr, Winter Garden, FL 34787
View Details 35 Photos
Well-maintained backyard featuring a spacious lawn and a patio with outdoor seating and a manicured landscape at 15155 Mayberry Dr, Winter Garden, FL 34787
Covered patio with brick flooring features outdoor seating overlooking a serene lake and community landscape at 15155 Mayberry Dr, Winter Garden, FL 34787
Modern kitchen features a large center island with seating, white cabinets, and stainless steel appliances at 15155 Mayberry Dr, Winter Garden, FL 34787
On Market For 145 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2571

  • Year Built

    2022

  • $/SqFt

    $264

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 $1,110,000

Reduced By $89,999

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 267 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    4025

  • Year Built

    2022

  • $/SqFt

    $276

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

Winding Bay Pended $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 225 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 13 of 13

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 407-485-1814 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$489,894
$437,500
149
2.0%
55.0%
82

Apopka
$528,378
$470,975
566
1.6%
49.6%
90

Belle Isle
$866,169
$654,946
20
0.0%
35.0%
70

Casselberry
$431,925
$420,000
103
1.9%
53.4%
67

Celebration
$1,337,627
$1,070,000
45
0.0%
53.3%
98

Champions Gate
$724,328
$719,000
17
0.0%
47.1%
304

Chuluota
$805,614
$689,000
29
0.0%
44.8%
50

Clermont
$579,470
$494,999
749
0.7%
50.9%
78

Gotha
$1,090,055
$719,495
14
0.0%
57.1%
74

Groveland
$481,076
$407,000
281
1.1%
61.2%
91

Harmony
$440,107
$419,900
75
0.0%
40.0%
100

Kissimmee
$518,592
$445,000
2415
1.8%
50.3%
104

Longwood
$739,167
$540,000
227
1.3%
53.3%
73

Maitland
$1,022,765
$604,950
96
2.1%
49.0%
82

Minneola
$566,691
$549,900
143
0.7%
36.4%
77

Montverde
$1,589,337
$1,090,942
51
0.0%
45.1%
118

Ocoee
$534,228
$489,999
181
1.1%
51.9%
79

Orlando
$692,404
$500,000
3104
1.6%
50.5%
81

Oviedo
$709,857
$612,500
226
0.4%
52.7%
69

Poinciana
$325,752
$314,445
294
1.4%
52.0%
122

Reunion
$1,860,796
$1,099,999
107
2.8%
57.0%
164

Saint Cloud
$638,774
$495,388
56
3.6%
58.9%
268

Sanford
$529,236
$423,995
394
0.8%
50.8%
95

Sorrento
$605,230
$459,333
105
1.0%
52.4%
89

Windermere
$2,130,228
$1,285,000
287
0.3%
47.4%
101

Winter Park
$1,271,529
$749,000
321
0.3%
51.1%
89

Winter Springs
$627,845
$489,900
153
0.7%
50.3%
73

EasyStreet

Call to Schedule a Showing

(407) 485-1814

(407) 485-1814