View 2920 CRUTCHFIELD ROAD Lakeland, FL MLS# O6382271
$275,000
3

Beds

2.0

Baths

1,804

Sq.Ft.

2920 CRUTCHFIELD ROAD

Lakeland, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View 1929 W HIGHLAND STREET Lakeland, FL MLS# TB8475177
$199,999
3

Beds

1.0

Baths

879

Sq.Ft.

1929 W HIGHLAND STREET

Lakeland, FL

Courtesy of LPT REALTY, LLC
View 1210 GLADYS AVENUE Lakeland, FL MLS# TB8474155
$275,000
5

Beds

3.0

Baths

2,016

Sq.Ft.

1210 GLADYS AVENUE

Lakeland, FL

Courtesy of PINEYWOODS REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 2215 EMMA STREET Lakeland, FL MLS# TB8472737
  • Virtual Tour
1 of 19
$190,000
3

Beds

2.0

Baths

984

Sq.Ft.

2215 EMMA STREET

Lakeland, FL

Courtesy of LPT REALTY, LLC
View 2493 CHESTNUT WOODS DRIVE 2495 Lakeland, FL MLS# L4958682
$299,000
4

Beds

2.0

Baths

1,820

Sq.Ft.

2493 CHESTNUT WOODS DRIVE 2495

Lakeland, FL

Courtesy of KELLER WILLIAMS REALTY SMART
View 1049 PLATEAU AVENUE Lakeland, FL MLS# L4958607
  • Virtual Tour
1 of 17
$220,000
3

Beds

2.0

Baths

1,580

Sq.Ft.

1049 PLATEAU AVENUE

Lakeland, FL

Courtesy of REMAX EXPERTS
View 3519 COLLEEN DRIVE Lakeland, FL MLS# TB8457876
  • Virtual Tour
1 of 23
$260,000
3

Beds

1.1

Baths

1,234

Sq.Ft.

3519 COLLEEN DRIVE

Lakeland, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 2359/2361 CHESTNUT HILLS DRIVE Lakeland, FL MLS# O6367728
$325,000
4

Beds

2.0

Baths

1,608

Sq.Ft.

2359/2361 CHESTNUT HILLS DRIVE

Lakeland, FL

Courtesy of DALTON WADE INC
View 632 SWISS DRIVE Lakeland, FL MLS# TB8454223
  • Virtual Tour
1 of 54
$245,000
3

Beds

2.0

Baths

1,400

Sq.Ft.

632 SWISS DRIVE

Lakeland, FL

Courtesy of RE/MAX REALTY UNLIMITED
View 916 NASHVILLE ROAD Lakeland, FL MLS# L4957555
$55,000
Studio

Beds

0.0

Baths

916 NASHVILLE ROAD

Lakeland, FL

Courtesy of KELLER WILLIAMS REALTY SMART
View 2120 DILLE STREET Lakeland, FL MLS# O6358026
  • Virtual Tour
1 of 39
$180,000
2

Beds

1.0

Baths

794

Sq.Ft.

2120 DILLE STREET

Lakeland, FL

Courtesy of LA ROSA REALTY CW PROPERTIES L
View 2464 CHESTNUT WOODS DRIVE Lakeland, FL MLS# O6357086
$283,900
4

Beds

2.0

Baths

1,664

Sq.Ft.

2464 CHESTNUT WOODS DRIVE

Lakeland, FL

Courtesy of SUPERIOR REALTY GROUP, LLC.
View OLD TAMPA HWY HIGHWAY Lakeland, FL MLS# L4956681
$27,500
Studio

Beds

0.0

Baths

OLD TAMPA HWY HIGHWAY

Lakeland, FL

Courtesy of LIVE FLORIDA REALTY
View 2705 NEW TAMPA HIGHWAY Lakeland, FL MLS# L4956652
$349,000
Studio

Beds

0.0

Baths

2705 NEW TAMPA HIGHWAY

Lakeland, FL

Courtesy of EXP REALTY LLC
View 639 HOWARD AVENUE Lakeland, FL MLS# TB8431851
  • Virtual Tour
1 of 63
$550,000
4

Beds

2.1

Baths

2,617

Sq.Ft.

639 HOWARD AVENUE

Lakeland, FL

Courtesy of LPT REALTY, LLC
View 515 TWIN LAKES CIRCLE Lakeland, FL MLS# G5102267
  • New Construction with Virtual Tour
1 of 67
$265,000
4

Beds

2.0

Baths

1,612

Sq.Ft.

515 TWIN LAKES CIRCLE

Lakeland, FL

Courtesy of LIST NOW REALTY, LLC
View 904 SOUTHERN AVENUE Lakeland, FL MLS# TB8421469
$229,900
2

Beds

1.0

Baths

837

Sq.Ft.

904 SOUTHERN AVENUE

Lakeland, FL

Courtesy of BOARDWALK REALTY ASSOCIATES, LLC
View 1111 S TERRY AVENUE Lakeland, FL MLS# TB8420827
$125,000
2

Beds

1.0

Baths

624

Sq.Ft.

1111 S TERRY AVENUE

Lakeland, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 0 Frontage Road Lakeland, FL MLS# 1215830
$700,500
Studio

Beds

0.0

Baths

0 Frontage Road

Lakeland, FL

View 2119 W PATTERSON STREET Lakeland, FL MLS# P4935554
$235,000
4

Beds

1.0

Baths

1,090

Sq.Ft.

2119 W PATTERSON STREET

Lakeland, FL

Courtesy of HUT REALTY, LLC

About Winston

Listings in Winston, Lakeland, FL

45

Estimated median home price

$237,000
Winston, Lakeland Real Estate

Search Winston, Florida Real Estate Listings & New Homes for Sale in Winston, FL. Find Winston Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in Winston, Lakeland, FL

PriceCount
$0 - 100K9
$100K - 200K6
$200K - 300K21
$300K - 400K5
$400K - 500K1
$500K - 600K1
$600K - 700K0
$700K - 800K2
$800K - 900K0
$900K - 1M0
$1M - Max0

Homes for Sale by Type in Winston, Lakeland, FL

Property TypeCount
Single Family24
Townhouse1
Condo0
Commercial1
Rental6
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home5
Farms0

(Data as of 4/25/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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.

Data is updated as of 4/26/2026.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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.

Data is updated as of 4/26/2026.

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.

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 4/26/2026.