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Winter Garden Homes For Sale & Winter Garden FL Real Estate

Home For Sale $4,500,000

View 15614 Espalier Way Winter Garden FL
View Details 4 Photos
View 15614 Espalier Way Winter Garden FL
View 15614 Espalier Way Winter Garden FL
View 15614 Espalier Way Winter Garden FL
*POTENTIAL GREAT VALUE
On Market Today

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6601

  • Year Built

    2022

  • $/SqFt

    $682

Signature Lakes - This is your must-have dream home Florida Lifestyle. TOO BEAUTIFUL TO MISS OUT! MLS#O6258701. WRA BUSINESS & REAL ESTATE.

Home For Sale $674,500

View 8066 Bowery Dr Winter Garden FL
View Details 36 Photos
View 8066 Bowery Dr Winter Garden FL
View 8066 Bowery Dr Winter Garden FL
View 8066 Bowery Dr Winter Garden FL
On Market Today

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2579

  • Year Built

    2017

  • $/SqFt

    $262

Located close to major highways, shopping, dining, and just minutes from Disney World, this home offers both convenience and a touch of magic. MLS#O6258863. CT HOMES REALTY CORPORATION.

Home For Sale $620,000

View 523 Cascading Creek Ln Winter Garden FL
View Details 32 Photos
View 523 Cascading Creek Ln Winter Garden FL
View 523 Cascading Creek Ln Winter Garden FL
View 523 Cascading Creek Ln Winter Garden FL
On Market Today

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2365

  • Year Built

    2006

  • $/SqFt

    $262

Black Lake Park - Don’t miss the chance to experience this wonderful property—schedule your showing today! MLS#O6258652. PRISTINE INTERNATIONAL REALTY LLC.

Home For Sale $570,000

View 5027 Lake Hamlin Trl Winter Garden FL
View Details 27 Photos
View 5027 Lake Hamlin Trl Winter Garden FL
View 5027 Lake Hamlin Trl Winter Garden FL
View 5027 Lake Hamlin Trl Winter Garden FL
On Market Today

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2038

  • Year Built

    2023

  • $/SqFt

    $280

Don't miss out on your chance to live in this amazing community, call for a showing today! MLS#O6258989. EXP REALTY LLC.

Home For Sale $465,000

View Details 31 Photos
On Market Today

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1444

  • Year Built

    1993

  • $/SqFt

    $322

Selling agent has some ownership in the property. MLS#O6258709. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $1,199,995

View Details 43 Photos
On Market For 2 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3752

  • Year Built

    2019

  • $/SqFt

    $320

Contact us today to schedule your private tour and experience the ultimate in luxury living at Hawksmoor. MLS#G5089035. LA ROSA RTY WINTER GARDEN LLC.

Home For Sale $789,000

View Details 33 Photos
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2170

  • Year Built

    2019

  • $/SqFt

    $364

Lakeshore Preserve - The Community Has A Large Lake And A Very Nice Clubhouse With A Full Gymnasium. MLS#O6244193. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $605,000

View Details 50 Photos
On Market For 2 Days

  • Bedrooms

    6

  • Full Bath(s)

    3

  • Sq. Ft.

    2714

  • Year Built

    2013

  • $/SqFt

    $223

Don't delay, make this your home today! MLS#S5115885. NUMBER 1 BROKER, LLC.

Home For Sale $770,000

View Details 30 Photos
*POTENTIAL GREAT VALUE
On Market For 4 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3673

  • Year Built

    2001

  • $/SqFt

    $210

The community is guard gated, a 24 hour security person in place, with lake access, a recreation building, fitness center, clubhouse, play ground, tennis, and golf course. MLS#O6258370. AUTHENTIC REAL ESTATE TEAM.

Home For Sale $290,000

View Details 27 Photos
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1260

  • Year Built

    2004

  • $/SqFt

    $230

Don’t miss out—schedule a showing. MLS#O6258323. EXP REALTY LLC.

Pended $2,495,000

View Details 78 Photos
*POTENTIAL GREAT VALUE
On Market For 5 Days

  • Bedrooms

    7

  • Full Bath(s)

    5

  • Sq. Ft.

    6289

  • Year Built

    2021

  • $/SqFt

    $397

Waterside is located close by to the 429, turnpike, Winter Garden Village and Hamlin for excellent shopping MLS#O6258253. WENDY MORRIS REALTY.

Home For Sale $1,150,000

View Details 58 Photos
On Market For 5 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    2282

  • Year Built

    2023

  • $/SqFt

    $504

Schedule your private tour today and experience all that this extraordinary property has to offer! MLS#S5115673. CHAMPIONSGATE REALTY.

Home For Sale $605,000

View Details 23 Photos
On Market For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2004

  • Year Built

    2016

  • $/SqFt

    $302

Ideally located just five minutes from the 429, this property combines sophistication, comfort, and convenience in a highly sought-after neighborhood. MLS#O6257200. BEST HOMES, LLC..

Home For Sale $579,900

View Details 22 Photos
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2114

  • Year Built

    2023

  • $/SqFt

    $274

Your "happily ever after" starts here! MLS#O6257998. TALENT REALTY SOLUTIONS.

Home For Sale $529,900

View Details 63 Photos
On Market For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1838

  • Year Built

    2018

  • $/SqFt

    $288

Watermark - With its prime location near highways, shopping, restaurants and top-rated schools, this home is perfect. Schedule your showing today! MLS#O6256926. REALTY ONE GROUP MVP.

Home For Sale $903,875

View Details 10 Photos
On Market For 6 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3871

  • Year Built

    2024

  • $/SqFt

    $233

Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind. MLS#O6257219. MERITAGE HOMES OF FL REALTY.

Home For Sale $875,000

View Details 60 Photos
*POTENTIAL GREAT VALUE
On Market For 6 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4258

  • Year Built

    2019

  • $/SqFt

    $205

Please click the video walk through tour! MLS#O6257520. BHHS FLORIDA REALTY.

Pended $600,000

View Details 61 Photos
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2441

  • Year Built

    2018

  • $/SqFt

    $246

Summerlake - Don’t miss your chance to make it yours! MLS#O6257773. SERHANT.

Home For Sale $544,900

View Details 30 Photos
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2098

  • Year Built

    2004

  • $/SqFt

    $260

Live the downtown Winter Garden lifestyle enoying the breweries, restaurants, shops, theatre, markets, and all the character of Plant Street! MLS#O6257937. MOFFATT.

Home For Sale $524,900

View Details 40 Photos
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2138

  • Year Built

    2017

  • $/SqFt

    $246

Location is key being close to Winter Garden Village, Downtown Winter Garden as well as easy access to Walt Disney World, Downtown Orlando & The Orlando international Airport that are all accessible via 408, 429 & Turnpike. Schedule your private showing today! MLS#O6257947. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $2,200,000

View Details 78 Photos
On Market For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3296

  • Year Built

    2017

  • $/SqFt

    $667

Summerlake - Whether you're swimming, sunbathing, cooking, or simply taking in the view, this Lake Hancock home’s thoughtful design and high-end upgrades—including plantation shutters, blackout blinds, motorized screen, security features, and luxury finishes—create an exquisite personal retreat tailored for relaxation and luxury. MLS#O6257850. CORCORAN PREMIER REALTY.

Home For Sale $1,850,000

View Details 63 Photos
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3388

  • Year Built

    2015

  • $/SqFt

    $546

West Lake Hancock Estates - As you stroll through this remarkable house, let your emotions take flight, for here, in this extraordinary LAKEFRONT abode, dreams come to life, and life itself takes on a new, exhilarating dimension. MLS#O6257099. PRISTINE INTERNATIONAL REALTY LLC.

Home For Sale $809,685

View Details 1 Photo
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2950

  • Year Built

    2024

  • $/SqFt

    $274

Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind. MLS#O6257224. MERITAGE HOMES OF FL REALTY.

Home For Sale $800,000

View Details 65 Photos
On Market For 7 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3492

  • Year Built

    2001

  • $/SqFt

    $229

Come visit your next home to BLOOM in! MLS#O6254355. BLOOM HOME GROUP REALTY LLC.

Home For Sale $595,000

View Details 39 Photos
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2342

  • Year Built

    2015

  • $/SqFt

    $254

Overlook 2 - Landscape maintenance is included in HOA fee .Seller will Credit buyer $5000 at closing. MLS#O6257414. CENTURY 21 CARIOTI.

Home For Sale $587,000

View Details 43 Photos
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1992

  • Year Built

    2005

  • $/SqFt

    $295

Please call or text Agent 2 before any showing. MLS#S5115534. CAISSA REALTY INVESTMENT INC.

Pended $549,900

View Details 30 Photos
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1952

  • Year Built

    2014

  • $/SqFt

    $282

West Lake Hancock Estates - Don’t miss the opportunity to make this remarkable home yours! *Professional Photos coming soon* MLS#O6256190. KELLER WILLIAMS REALTY AT THE LAKES.

Home For Sale $520,000

View Details 40 Photos
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1904

  • Year Built

    2017

  • $/SqFt

    $273

This home truly blends luxury with convenience, ready to welcome you home every evening with a view! MLS#V4939385. LPT REALTY LLC.

Home For Sale $2,175,000

View Details 85 Photos
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4276

  • Year Built

    2020

  • $/SqFt

    $509

Lakeshore Preserve - Please watch the video in the link, it's STUNNING. MLS#O6257188. BHHS FLORIDA REALTY.

Home For Sale $669,000

View Details 51 Photos
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2455

  • Year Built

    2000

  • $/SqFt

    $273

This captivating home blends luxury and location—schedule your private tour today! MLS#O6257471. SOUTHERN PRESTIGE REALTY INC.

Pended $1,875,000

View Details 90 Photos
On Market For 7 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4020

  • Year Built

    2023

  • $/SqFt

    $466

Oakland Park - Skip the stress of building and make this exceptional property your own! MLS#O6256408. RE/MAX PRIME PROPERTIES.

Pended $658,810

View Details 41 Photos
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2787

  • Year Built

    2024

  • $/SqFt

    $236

Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries. * MLS#O6256661. D R HORTON REALTY OF CENTRAL FLORIDA LLC.

Home For Sale $546,040

View Details 1 Photo
On Market For 10 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1985

  • Year Built

    2024

  • $/SqFt

    $275

* Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind. MLS#O6251521. MERITAGE HOMES OF FL REALTY.

Home For Sale $537,080

View Details 1 Photo
On Market For 10 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1788

  • Year Built

    2024

  • $/SqFt

    $300

* Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind. MLS#O6251520. MERITAGE HOMES OF FL REALTY.

Home For Sale $1,250,000

View Details 34 Photos
On Market For 12 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2332

  • Year Built

    1920

  • $/SqFt

    $536

Don’t miss this rare opportunity to own a piece of Winter Garden history! MLS#O6256141. DENIZ REALTY PARTNERS LLC.

Home For Sale $1,200,000

View Details 14 Photos
On Market For 13 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2965

  • Year Built

    2025

  • $/SqFt

    $405

Bring your golf cart and enjoy the small-town charm of living in Winter Garden. MLS#O6256295. Q BOUTIQUE SPECIALTY REALTY INC.

Home For Sale $930,000

View Details 55 Photos
On Market For 13 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4084

  • Year Built

    2013

  • $/SqFt

    $228

Johns Lake Pointe - This is a MUST-SEE home that defines luxury living—don’t miss the chance to make it yours! MLS#O6255689. UNITED SHARES REAL ESTATE LLC.

Home For Sale $897,730

View Details 12 Photos
On Market For 13 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4340

  • Year Built

    2025

  • $/SqFt

    $207

Contact us to schedule a showing today and start envisioning the possibilities in this wonderful Winter Garden abode. MLS#O6256240. KELLER WILLIAMS ADVANTAGE REALTY.

Home For Sale $639,900

View Details 50 Photos
On Market For 13 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2477

  • Year Built

    2016

  • $/SqFt

    $258

HOA includes use of the clubhouse and lawn maintenance. Excellent investment! Immediate occupancy. MLS#O6255960. RIO HOMES AND INVESTMENTS LLC.

Home For Sale $535,000

View Details 53 Photos
On Market For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1990

  • Year Built

    2018

  • $/SqFt

    $269

Schedule your tour today and discover why this property offers the best of Winter Garden living. MLS#OM689051. NEXTHOME VISION REALTY.

Home For Sale $534,900

View Details 100 Photos
On Market For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1856

  • Year Built

    2000

  • $/SqFt

    $288

Brandy Creek - Schedule your tour today to see the charm and potential this home has to offer! MLS#O6255742. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $499,988

View Details 12 Photos
On Market For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1794

  • Year Built

    2017

  • $/SqFt

    $279

Summerlake - Come and schedule your showing today. MLS#O6254321. ARION REALTY.

Home For Sale $680,000

View Details 54 Photos
*POTENTIAL GREAT VALUE
On Market For 14 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3157

  • Year Built

    2015

  • $/SqFt

    $215

Overlook 2 - Schedule your showing today to make this stunning home yours! MLS#O6255707. NOVA REAL ESTATE SERVICES INC.

Pended $665,000

View Details 42 Photos
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2298

  • Year Built

    2017

  • $/SqFt

    $289

Summerlake - Don’t miss the opportunity to call this exceptional property your own! MLS#O6255332. SERHANT.

Home For Sale $650,000

View Details 67 Photos
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2128

  • Year Built

    2006

  • $/SqFt

    $305

Whether you're looking for a cozy family retreat or a home that can accommodate guests with ease, this property is sure to impress. MLS#O6255957. EQUITYPRO LLC.

Home For Sale $625,000

Reduced By $15,000
View Details 24 Photos
On Market For 14 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2683

  • Year Built

    2007

  • $/SqFt

    $233

Carriage Pointe - This is an incredible opportunity to own a thoughtfully upgraded home in Winter Garden—don’t wait to make it yours! MLS#O6255830. COLDWELL BANKER REALTY.

Pended $550,000

View Details 19 Photos
On Market For 13 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1588

  • Year Built

    1973

  • $/SqFt

    $346

Bring your vision and make this property your own! MLS#O6255501. HOMEVEST REALTY.

Pended $1,295,000

View Details 55 Photos
On Market For 13 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3985

  • Year Built

    2019

  • $/SqFt

    $325

West Lake Hancock Estates - Discover the perfect blend of elegance and everyday comfort at 7455 John Hancock Drive MLS#O6255309. ON ME REALTY.

Home For Sale $850,000

View Details 21 Photos
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2935

  • Year Built

    2018

  • $/SqFt

    $290

Watermark - Schedule your visit now and come see what your new home could be like! MLS#O6255272. WRA BUSINESS & REAL ESTATE.

Home For Sale $690,811

View Details 31 Photos
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2743

  • Year Built

    2024

  • $/SqFt

    $252

With unbeatable amenities, a sought-after location and an array of luxurious home designs to choose from, this community is the perfect place to call home. MLS#O6253244. K HOVNANIAN FLORIDA REALTY.

Viewing HOMES 1 to 50 of 589

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 386-801-4854 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$538,005
$446,995
124
0.8%
47.6%
87

Apopka
$529,229
$478,672
556
1.4%
47.8%
82

Belle Isle
$724,529
$549,900
27
0.0%
48.1%
73

Casselberry
$438,295
$399,000
76
3.9%
51.3%
77

Celebration
$1,343,665
$1,198,000
55
0.0%
49.1%
120

Champions Gate
$657,025
$699,999
23
0.0%
56.5%
225

Chuluota
$738,248
$513,500
27
0.0%
51.9%
65

Clermont
$564,613
$499,900
649
0.3%
52.9%
84

Gotha
$1,033,417
$695,000
21
0.0%
38.1%
75

Groveland
$481,033
$412,500
196
0.5%
62.2%
91

Harmony
$431,806
$419,900
55
0.0%
36.4%
101

Kissimmee
$510,517
$439,950
2155
1.6%
49.6%
103

Longwood
$745,278
$579,950
192
0.5%
61.5%
85

Maitland
$819,048
$625,000
75
0.0%
60.0%
94

Minneola
$550,913
$526,995
136
0.7%
34.6%
105

Montverde
$1,484,294
$1,090,052
88
0.0%
44.3%
124

Ocoee
$544,231
$495,495
156
1.3%
48.1%
76

Orlando
$668,957
$480,000
2546
1.3%
49.1%
79

Oviedo
$746,397
$629,500
176
1.1%
54.5%
76

Poinciana
$335,752
$322,590
264
0.8%
62.9%
149

Reunion
$1,605,566
$1,195,000
85
3.5%
44.7%
142

Saint Cloud
$533,874
$460,000
993
0.3%
54.0%
93

Sanford
$521,140
$415,000
407
1.2%
52.6%
86

Sorrento
$568,297
$435,990
115
0.9%
37.4%
72

Windermere
$2,056,119
$1,250,000
238
0.0%
49.6%
109

Winter Park
$1,240,842
$695,000
251
0.8%
53.0%
96

Winter Springs
$554,428
$460,000
117
1.7%
65.0%
81

EasyStreet

Call to Schedule a Showing

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