EasyStreet Realty
REALTOR ®
(954) 439-6446
Email Al
mobile navigation links
588 Results

Winter Garden Homes For Sale & Winter Garden FL Real Estate

Home For Sale $1,200,000

View 1947 Black Lake Blvd Winter Garden FL
View Details 78 Photos
View 1947 Black Lake Blvd Winter Garden FL
View 1947 Black Lake Blvd Winter Garden FL
View 1947 Black Lake Blvd Winter Garden FL
On Market Today

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3677

  • Year Built

    2004

  • $/SqFt

    $326

Stoneybrook West - Schedule your private showing today and experience luxury living at its finest! MLS#O6215691. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $750,000

View 14707 Speer Lake Dr Winter Garden FL
View Details 27 Photos
View 14707 Speer Lake Dr Winter Garden FL
View 14707 Speer Lake Dr Winter Garden FL
View 14707 Speer Lake Dr Winter Garden FL
On Market Today

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3463

  • Year Built

    2014

  • $/SqFt

    $217

Signature Lakes - Enjoy modern upgrades and pond-view living in this delightful home! MLS#O6218395. LOKATION.

Home For Sale $730,001

View 12824 Charmed Dr Winter Garden FL
View Details 48 Photos
View 12824 Charmed Dr Winter Garden FL
View 12824 Charmed Dr Winter Garden FL
View 12824 Charmed Dr Winter Garden FL
On Market Today

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3225

  • Year Built

    2024

  • $/SqFt

    $226

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#O6219083. D R HORTON REALTY OF CENTRAL FLORIDA LLC.

Home For Sale $721,861

View 10031 Sway St Winter Garden FL
View Details 41 Photos
View 10031 Sway St Winter Garden FL
View 10031 Sway St Winter Garden FL
View 10031 Sway St Winter Garden FL
On Market Today

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2866

  • Year Built

    2024

  • $/SqFt

    $252

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#O6219075. D R HORTON REALTY OF CENTRAL FLORIDA LLC.

Home For Sale $659,900

View Details 35 Photos
On Market Today

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2558

  • Year Built

    2000

  • $/SqFt

    $258

Close to major roads, 429 expressway, Winter Garden Village, shopping, restaurants and so much more. MLS#O6217343. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $499,000

View Details 32 Photos
On Market Today

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1989

  • Year Built

    2017

  • $/SqFt

    $251

Overlook 2 - The home is located a mere rock throw from dining, shopping, and entertainment in Hamlin Town Centre with easy access to FL-429 and all of Horizon West and Orlando. Schedule your showing today! MLS#O6218844. RE/MAX TOWN CENTRE.

Home For Sale $2,650,000

View Details 70 Photos
On Market For 2 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    5749

  • Year Built

    2020

  • $/SqFt

    $461

West Lake Hancock Estates - This home exudes sophistication and elegance, offering a rare opportunity to experience the ultimate lakeside lifestyle in the Overlook at Hamlin community. MLS#O6217656. PLATINUM LUXURY REALTY LLC.

Home For Sale $1,475,000

View Details 3 Photos
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3988

  • Year Built

    2025

  • $/SqFt

    $370

Make your own selections for this brand-new custom RCB Home. MLS#O6218369. OAK AVENUE REAL ESTATE LLC.

Home For Sale $1,345,000

View Details 81 Photos
On Market For 2 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3892

  • Year Built

    2020

  • $/SqFt

    $346

You can enjoy the luxurious lifestyle that Lakeshore Preserve offers – make this home yours today! MLS#O6217704. WATSON REALTY CORP.

Home For Sale $798,999

View Details 63 Photos
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2754

  • Year Built

    2021

  • $/SqFt

    $290

Storey Grove - Don’t miss the opportunity to make this well-appointed residence your own! MLS#O6218483. COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $774,900

View Details 39 Photos
On Market For 2 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3449

  • Year Built

    2019

  • $/SqFt

    $225

Mcallister Landing - Welcome home to luxury, convenience, and modern living at its finest in this beautifully updated McCallister Landing gem. MLS#O6218064. GECKO REALTY, INC.

Home For Sale $750,000

View Details 41 Photos
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2112

  • Year Built

    2017

  • $/SqFt

    $355

*New Community park only 400 m from the house with walking/running track. Schedule your showing TODAY! MLS#O6218874. BHHS FLORIDA REALTY.

Home For Sale $649,000

View Details 36 Photos
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2093

  • Year Built

    2014

  • $/SqFt

    $310

Signature Lakes - Schedule a private tour today and discover the unparalleled lifestyle that awaits you in Winter Garden! MLS#O6218409. FOLIO REALTY LLC.

Home For Sale $615,000

View Details 25 Photos
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2258

  • Year Built

    1997

  • $/SqFt

    $272

All this with easy access to West Orange trail, 429 and leisurely bike ride to downtown Winter Garden. MLS#O6218682. WRA BUSINESS & REAL ESTATE.

Home For Sale $585,000

View Details 34 Photos
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2006

  • Year Built

    2003

  • $/SqFt

    $292

Don't miss this opportunity to own a beautifully updated home in a prime location! MLS#O6217770. RE/MAX PRIME PROPERTIES.

Home For Sale $549,900

View Details 33 Photos
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2060

  • Year Built

    2018

  • $/SqFt

    $267

MLS#O6217275. RE/MAX 200 REALTY.

Home For Sale $429,900

View Details 32 Photos
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1492

  • Year Built

    1984

  • $/SqFt

    $288

This home is ready for immediate memory making! MLS#U8247657. COLDWELL BANKER REALTY.

Pended $2,100,000

View Details 49 Photos
On Market For 4 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    4629

  • Year Built

    2015

  • $/SqFt

    $454

Schedule your showing today and embrace the extraordinary lakefront living that waits for you! MLS#O6218270. WRA BUSINESS & REAL ESTATE.

Home For Sale $1,150,000

View Details 53 Photos
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2831

  • Year Built

    2022

  • $/SqFt

    $406

A well-appointed kitchen with plenty of storage, quality finishes including plantation shutters, and a luxurious owner's retreat with a spacious customized walk-in closet. MLS#O6218297. PREMIER SOTHEBYS INT'L REALTY.

Home For Sale $999,900

View Details 26 Photos
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2822

  • Year Built

    2014

  • $/SqFt

    $354

Embrace a lifestyle of elegance and environmental stewardship in this beautifully appointed residence MLS#A4615176. JOSEPH WALTER REALTY LLC.

Home For Sale $875,000

View Details 50 Photos
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2260

  • Year Built

    2019

  • $/SqFt

    $387

Schedule your showing today and experience the luxurious lifestyle that awaits you in Oakland Park! MLS#O6217570. LAKESIDE REALTY WINDERMERE INC.

Home For Sale $840,000

View Details 40 Photos
On Market For 4 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3579

  • Year Built

    2018

  • $/SqFt

    $235

Roper Reserve - Experience the best of Winter Garden living at 1698 Highbanks Cir – where elegance and comfort meet. MLS#O6218228. MARK SPAIN REAL ESTATE.

Pended $591,975

View Details 20 Photos
On Market For 1 Day

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2502

  • Year Built

    2024

  • $/SqFt

    $237

This beautiful home is very close to Village Green Park. Schedule your appointment today! MLS#T3537237. LENNAR REALTY.

Home For Sale $325,000

View Details 25 Photos
On Market For 3 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1170

  • Year Built

    1995

  • $/SqFt

    $278

Don’t let this one get away! MLS#O6215940. WATSON REALTY CORP.

Home For Sale $930,000

View Details 51 Photos
On Market For 5 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3370

  • Year Built

    2019

  • $/SqFt

    $276

The Community amenities include a pool, club house, tennis courts, and a gym. MLS#S5107139. NUMBER 1 BROKER, LLC.

Home For Sale $899,000

View Details 24 Photos
On Market For 5 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    2801

  • Year Built

    2003

  • $/SqFt

    $321

Don't miss out! Call today! ! MLS#O6211893. SOUTHERN HERITAGE REALTY, INC.

Home For Sale $769,000

View Details 66 Photos
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2686

  • Year Built

    2018

  • $/SqFt

    $286

Convenient to Plant Street, 408, 429 HWY50/Colonial Dr. MLS#O6217598. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $749,900

View Details 51 Photos
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3031

  • Year Built

    2016

  • $/SqFt

    $247

Don’t miss the opportunity to make this dream home your own. MLS#O6217577. KELLER WILLIAMS HERITAGE REALTY.

Home For Sale $599,000

View Details 27 Photos
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2614

  • Year Built

    2017

  • $/SqFt

    $229

With easy access to SR-429, I-4 and The Florida Turnpike, commuting and travel is a breeze. MLS#O6215872. KYLIN REALTY LLC.

Home For Sale $495,000

View Details 29 Photos
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1853

  • Year Built

    2002

  • $/SqFt

    $267

This splendid home is an oasis for those who love the outdoors, as it is just a short distance to the West Orange Trail, offering 22 miles of breathtaking scenic paths ideal for cycling and strolls in the warm Florida sun. Call to see today! MLS#O6216125. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $295,000

View Details 28 Photos
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    814

  • Year Built

    1961

  • $/SqFt

    $362

Schedule your showing today and imagine yourself living in luxury and convenience! MLS#O6217641. LA ROSA REALTY LAKE NONA INC.

Home For Sale $1,250,000

View Details 86 Photos
On Market For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3012

  • Year Built

    2013

  • $/SqFt

    $415

Call to see this home before it's SOLD! MLS#O6216860. CENTURY 21 PROFESSIONAL GROUP.

Home For Sale $755,000

View Details 45 Photos
*POTENTIAL GREAT VALUE
On Market For 6 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3649

  • Year Built

    2006

  • $/SqFt

    $207

The washer and dryer do not convey. MLS#O6216098. KELLER WILLIAMS REALTY AT THE PARKS.

Home For Sale $550,000

View Details 40 Photos
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1992

  • Year Built

    2014

  • $/SqFt

    $276

Welcome to a place where luxury meets serenity—welcome to your new home. MLS#NS1081928. LPT REALTY.

Pended $275,000

View Details 25 Photos
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1020

  • Year Built

    1961

  • $/SqFt

    $270

Burchshire - Off Of Park Ave In Winter Garden!! No Hoa! ! MLS#O6217482. REALTY LYNK INC.

Home For Sale $998,500

View Details 41 Photos
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3217

  • Year Built

    2005

  • $/SqFt

    $310

Don’t miss the chance to make it your own! MLS#O6216107. HERRING REALTY ADVISORS LLC.

Home For Sale $614,500

View Details 42 Photos
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2316

  • Year Built

    2001

  • $/SqFt

    $265

MLS#O6217239. EXP REALTY LLC.

Pended $839,900

View Details 38 Photos
On Market For 6 Days

  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    3519

  • Year Built

    2003

  • $/SqFt

    $239

This home won't last long! Schedule your private showing today! MLS#G5083656. SUCCESS HOME SALES, LLC.

Home For Sale $788,000

View Details 70 Photos
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2924

  • Year Built

    2022

  • $/SqFt

    $269

Waterleigh - Schedule your showing to view this home within one of the most popular communities in Winter Garden! ! MLS#O6217096. INTOP REALTY LLC.

Home For Sale $749,900

View Details 23 Photos
On Market For 8 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3163

  • Year Built

    2015

  • $/SqFt

    $237

Don’t miss the chance to make this stunning property your own! MLS#O6216728. CHARLES RUTENBERG REALTY ORLANDO.

Home For Sale $600,000

View Details 31 Photos
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2031

  • Year Built

    2016

  • $/SqFt

    $295

This home is more than just a residence; it’s a sanctuary where every day feels like a getaway. MLS#O6216694. BHHS RESULTS REALTY.

Home For Sale $450,000

View Details 44 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1664

  • Year Built

    1990

  • $/SqFt

    $270

If you like the fishing and boat life this is your dream location. MLS#A4614830. PATRIOTIC REAL ESTATE.

Home For Sale $825,000

View Details 35 Photos
*POTENTIAL GREAT VALUE
On Market For 9 Days

  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4468

  • Year Built

    2014

  • $/SqFt

    $185

The property also includes a three-car garage, providing plenty of storage and parking space.Don't miss the opportunity to make this beautiful house your new home! Schedule a showing today! MLS#O6216136. CENTURY 21 PROFESSIONAL GROUP.

Home For Sale $519,900

View Details 16 Photos
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1647

  • Year Built

    1999

  • $/SqFt

    $316

Don't miss the opportunity to make this house your home. Schedule a showing today! MLS#O6215862. CORCORAN CONNECT LLC.

Home For Sale $2,400,000

View Details 58 Photos
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    5163

  • Year Built

    2020

  • $/SqFt

    $465

Don't waste any time and come visit this exceptional home. Your dream home awaits! MLS#O6216046. FOLIO REALTY LLC.

Home For Sale $969,000

View Details 45 Photos
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3438

  • Year Built

    2020

  • $/SqFt

    $282

Schedule your private tour today and make this dream home yours! MLS#S5106999. LPT REALTY.

Home For Sale $899,900

View Details 51 Photos
On Market For 9 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3242

  • Year Built

    2002

  • $/SqFt

    $278

Windward Cay - Schedule your private showing today and experience the best of Winter Garden living! MLS#O6216001. COLDWELL BANKER REALTY.

Home For Sale $825,000

Reduced By $25,000
View Details 74 Photos
On Market For 9 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3727

  • Year Built

    2011

  • $/SqFt

    $221

Zoned for great schools and conveniently located to the 429 and the Disney Parks. MLS#O6215809. BHHS FLORIDA REALTY.

Home For Sale $700,000

Reduced By $20,000
View Details 30 Photos
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2909

  • Year Built

    2018

  • $/SqFt

    $241

Don't miss your chance to experience the best of Winter Garden living—schedule your tour today and start making memories for years to come! MLS#O6214635. M2M REALTY.

Home For Sale $649,000

View Details 49 Photos
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2487

  • Year Built

    2018

  • $/SqFt

    $261

Whether you are looking to settle down or expand your family, this residence promises to exceed your expectations of comfortable, modern living in a vibrant community setting. MLS#O6216412. CHARLES RUTENBERG REALTY ORLANDO.

Viewing HOMES 1 to 50 of 588

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 954 439 6446 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$572,139
$449,950
110
0.9%
36.4%
64

Apopka
$518,768
$485,000
488
0.8%
38.3%
70

Belle Isle
$948,980
$779,950
22
0.0%
54.5%
60

Casselberry
$438,173
$422,450
88
4.5%
36.4%
49

Celebration
$1,389,741
$1,199,900
55
0.0%
41.8%
108

Champions Gate
$659,850
$699,480
25
0.0%
52.0%
181

Chuluota
$706,592
$587,000
24
4.2%
54.2%
54

Clermont
$564,027
$499,900
600
1.0%
42.7%
65

Gotha
$959,981
$682,000
16
0.0%
62.5%
60

Groveland
$454,813
$410,000
214
1.4%
49.1%
72

Harmony
$451,021
$434,990
49
2.0%
51.0%
90

Kissimmee
$533,759
$455,000
2022
1.0%
46.8%
88

Longwood
$749,658
$620,000
197
0.5%
47.2%
58

Maitland
$1,032,612
$743,415
76
0.0%
48.7%
56

Minneola
$562,066
$524,990
155
0.6%
21.9%
68

Montverde
$1,585,170
$1,165,296
66
0.0%
37.9%
121

Ocoee
$553,215
$499,000
119
2.5%
50.4%
59

Orlando
$689,004
$499,000
2372
1.2%
43.7%
62

Oviedo
$746,756
$624,500
181
0.6%
49.2%
46

Poinciana
$331,964
$320,900
393
1.0%
51.4%
120

Reunion
$1,549,003
$1,199,000
85
0.0%
56.5%
146

Saint Cloud
$537,144
$456,746
964
0.1%
47.4%
78

Sanford
$534,059
$433,000
371
0.0%
51.5%
71

Sorrento
$621,900
$447,500
84
0.0%
59.5%
85

Windermere
$2,271,123
$1,317,670
234
0.4%
47.0%
91

Winter Park
$1,399,069
$775,000
255
0.4%
52.9%
69

Winter Springs
$557,955
$495,000
127
0.8%
43.3%
49

EasyStreet

Call to Schedule a Showing

(954) 439-6446

(954) 439-6446