228 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 15530 KINNOW MANDARIN LANE Winter Garden, FL MLS# O6456320
  • Recently Listed with Virtual Tour
1 of 57
$650,000
3

Beds

2.1

Baths

2,579

Sq.Ft.

15530 KINNOW MANDARIN LANE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 5531 MYRTLE PINE LANE Winter Garden, FL MLS# O6456000
  • Recently Listed with Virtual Tour
1 of 25
OPEN HOUSE: Saturday 11/14 12:00 PM - 2:00 PM
$599,000
4

Beds

2.1

Baths

2,703

Sq.Ft.

5531 MYRTLE PINE LANE

Winter Garden, FL

Courtesy of LOKATION
View 505 N BOYD STREET Winter Garden, FL MLS# O6450850
  • Recently Listed with Virtual Tour
1 of 98
$618,000
3

Beds

2.0

Baths

1,542

Sq.Ft.

505 N BOYD STREET

Winter Garden, FL

Courtesy of PALMS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 12834 SUNSET WALK DRIVE Winter Garden, FL MLS# O6455809
  • Recently Listed with Virtual Tour
1 of 9
$636,947
4

Beds

4.0

Baths

2,447

Sq.Ft.

12834 SUNSET WALK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 12818 SUNSET WALK DRIVE Winter Garden, FL MLS# O6455882
  • Recently Listed with Virtual Tour
1 of 9
$659,008
4

Beds

4.0

Baths

1,930

Sq.Ft.

12818 SUNSET WALK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 15162 FLANNAN STREET Winter Garden, FL MLS# O6455901
  • Recently Listed with Virtual Tour
1 of 10
$702,570
5

Beds

4.0

Baths

2,686

Sq.Ft.

15162 FLANNAN STREET

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 645 AUTUMN OAKS LOOP Winter Garden, FL MLS# O6455873
  • Recently Listed with Virtual Tour
1 of 23
$599,900
4

Beds

2.1

Baths

2,410

Sq.Ft.

645 AUTUMN OAKS LOOP

Winter Garden, FL

Courtesy of INVESTOR'S REAL ESTATE LLC
View 704 CATERPILLAR RUN Winter Garden, FL MLS# O6448901
  • Recently Listed with Virtual Tour
1 of 47
$675,000
4

Beds

3.0

Baths

3,027

Sq.Ft.

704 CATERPILLAR RUN

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 1414 PORTMOOR WAY Winter Garden, FL MLS# O6455589
  • Recently Listed with Virtual Tour
1 of 75
$640,000
4

Beds

2.1

Baths

2,603

Sq.Ft.

1414 PORTMOOR WAY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 14844 BLACK CHERRY TRAIL Winter Garden, FL MLS# A4712296
  • Recently Listed with Virtual Tour
1 of 51
$620,000
4

Beds

3.1

Baths

2,698

Sq.Ft.

14844 BLACK CHERRY TRAIL

Winter Garden, FL

Courtesy of NORTH 2 SOUTH REALTY INTERNATIONAL INC
View 925 BUTTER OAKS COURT Winter Garden, FL MLS# O6455077
  • Recently Listed with Virtual Tour
1 of 53
$619,000
3

Beds

2.1

Baths

2,031

Sq.Ft.

925 BUTTER OAKS COURT

Winter Garden, FL

Courtesy of SOUTHERN HERITAGE REALTY, INC
View 15530 SUNQUAT DR Winter Garden, FL MLS# O6455496
  • Recently Listed with Virtual Tour
1 of 45
$599,999
4

Beds

3.1

Baths

2,466

Sq.Ft.

15530 SUNQUAT DR

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 12818 SUNSET WALK Winter Garden, FL MLS# O6455470
  • Recently Listed with Virtual Tour
1 of 7
$659,008
4

Beds

3.0

Baths

1,930

Sq.Ft.

12818 SUNSET WALK

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 15543 KINNOW MANDARIN LANE Winter Garden, FL MLS# O6454543
  • Recently Listed with Virtual Tour
1 of 56
$648,000
3

Beds

2.1

Baths

2,612

Sq.Ft.

15543 KINNOW MANDARIN LANE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 1370 PORTMOOR WAY Winter Garden, FL MLS# O6452715
$755,000
5

Beds

4.0

Baths

2,861

Sq.Ft.

1370 PORTMOOR WAY

Winter Garden, FL

Courtesy of GRANDE REALTY GROUP LLC
View 13900 LANYARD WAY Winter Garden, FL MLS# O6454639
  • Recently Listed with Virtual Tour
1 of 19
$769,650
5

Beds

5.0

Baths

3,687

Sq.Ft.

13900 LANYARD WAY

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 12542 ENCORE AT OVATION WAY Winter Garden, FL MLS# S5159070
  • Recently Listed with Virtual Tour
1 of 47
$669,000
4

Beds

3.1

Baths

2,807

Sq.Ft.

12542 ENCORE AT OVATION WAY

Winter Garden, FL

Courtesy of APEXPRO PROPERTY SOLUTIONS LLC
View 6129 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5119730
$748,018
4

Beds

3.0

Baths

2,235

Sq.Ft.

6129 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8154 COMMON TEAL COURT Winter Garden, FL MLS# O6454215
  • Recently Listed with Virtual Tour
1 of 29
$645,000
4

Beds

3.0

Baths

2,274

Sq.Ft.

8154 COMMON TEAL COURT

Winter Garden, FL

Courtesy of LUXE HUNTER REAL ESTATE
View 480 W PLANT STREET Winter Garden, FL MLS# O6453345
  • Recently Listed with Virtual Tour
1 of 66
$785,000
2

Beds

2.1

Baths

1,886

Sq.Ft.

480 W PLANT STREET

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC

About Winter Garden

The balance between reverence for yesterday and vibrant growth is reflected in the Winter Garden slogan, "A City with a Future…Preserving Its Past."  Walking down historic Plant Street or catching a glimpse of landmark buildings like Tanner Hall immediately creates an image of small-town life at its finest in the heart of this quaint Main Street community. At the same time, redevelopment and growth are evident at every turn.  Antique stores, ice cream shops, and charming cafés combine with dynamic new businesses and residential development.  Covering approximately 17 square miles, Winter Garden offers access to the West Orange Trail for biking or jogging in a naturally beautiful setting.  Other amenities include large parks, a public boat ramp on Lake Apopka, and recreational complexes for tennis, swimming, and sports play.  This vast area once covered by citrus groves is rapidly transforming into a suburban environment that preserves the friendly, intimate spirit of yesterday.  Residents enjoy easy access to Highway 50, the East West Expressway, and the Florida Turnpike.

Listings in Winter Garden, FL

943

Estimated median home price

$609,481
Winter Garden FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Garden, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Garden, FL.

Homes for Sale by Price in Winter Garden, FL

Price Count
$0 - 100K 2
$100K - 200K 36
$200K - 300K 73
$300K - 400K 67
$400K - 500K 142
$500K - 600K 148
$600K - 700K 114
$700K - 800K 104
$800K - 900K 99
$900K - 1M 54
$1M - Max 104

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 644
Townhouse 141
Condo 118
Commercial 5
Rental 244
Lots and Land 27
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 1
Farms 0

(Data as of 11/10/2026)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 11/11/2026.