View 421 LONE PALM DRIVE Lakeland, FL MLS# L4955969
  • Virtual Tour
1 of 78
$785,000
4

Beds

2.1

Baths

3,502

Sq.Ft.

421 LONE PALM DRIVE

Lakeland, FL

Courtesy of HIGGENBOTHAM AUCTIONEERS
View 214 N CHESTNUT ROAD Lakeland, FL MLS# TB8415495
$695,000
2,975

Sq.Ft.

214 N CHESTNUT ROAD

Lakeland, FL

Courtesy of HOMESMART
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 1230 N CHESTNUT ROAD Lakeland, FL MLS# TB8468855
  • New Construction with Virtual Tour
1 of 6
$399,999
4

Beds

2.0

Baths

2,001

Sq.Ft.

1230 N CHESTNUT ROAD

Lakeland, FL

Courtesy of COLDWELL BANKER REALTY
View 2810 W 10TH STREET Lakeland, FL MLS# L4958632
  • Virtual Tour
1 of 27
$375,000
4

Beds

2.0

Baths

1,607

Sq.Ft.

2810 W 10TH STREET

Lakeland, FL

Courtesy of PORCHLIGHT HOMES LLC
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 720 SWISS DRIVE Lakeland, FL MLS# S5144871
  • Recently Listed
1 of 33
$330,000
3

Beds

2.0

Baths

1,496

Sq.Ft.

720 SWISS DRIVE

Lakeland, FL

Courtesy of LPT REALTY, LLC
View 2359/2361 CHESTNUT HILLS DRIVE Lakeland, FL MLS# O6367728
$315,000
4

Beds

2.0

Baths

1,608

Sq.Ft.

2359/2361 CHESTNUT HILLS DRIVE

Lakeland, FL

Courtesy of DALTON WADE INC
View 2550 GRESS LANE Lakeland, FL MLS# L4959290
  • Recently Listed with Virtual Tour
1 of 21
$310,000
3

Beds

2.0

Baths

1,854

Sq.Ft.

2550 GRESS LANE

Lakeland, FL

Courtesy of LA ROSA REALTY PRESTIGE
View 2493 CHESTNUT WOODS DRIVE 2495 Lakeland, FL MLS# L4958682
$309,000
4

Beds

2.0

Baths

1,820

Sq.Ft.

2493 CHESTNUT WOODS DRIVE 2495

Lakeland, FL

Courtesy of KELLER WILLIAMS REALTY SMART
View 1128 TERRY AVENUE S Lakeland, FL MLS# TB8457139
  • New Construction
1 of 20
$289,900
3

Beds

2.0

Baths

1,428

Sq.Ft.

1128 TERRY AVENUE S

Lakeland, FL

Courtesy of STAR BAY REALTY CORP.
View 1150 PLATEAU AVENUE Lakeland, FL MLS# TB8416430
$285,000
5

Beds

3.0

Baths

1,744

Sq.Ft.

1150 PLATEAU AVENUE

Lakeland, FL

Courtesy of LPT REALTY, LLC
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 749 Ponderosa DRIVE E Lakeland, FL MLS# T3513457
$280,000
3

Beds

2.0

Baths

1,416

Sq.Ft.

749 Ponderosa DRIVE E

Lakeland, FL

Courtesy of LING REALTY, LLC
View 1210 GLADYS AVENUE Lakeland, FL MLS# TB8474155
  • Recently Listed
1 of 35
$279,900
5

Beds

3.0

Baths

2,016

Sq.Ft.

1210 GLADYS AVENUE

Lakeland, FL

Courtesy of PINEYWOODS REALTY LLC
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 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 3512 SWINDELL ROAD Lakeland, FL MLS# L4959503
$265,000
3

Beds

1.1

Baths

1,064

Sq.Ft.

3512 SWINDELL ROAD

Lakeland, FL

Courtesy of 54 REALTY LLC
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 2530 CRESAP STREET Lakeland, FL MLS# L4957140
  • Virtual Tour
1 of 49
$248,900
3

Beds

2.0

Baths

1,200

Sq.Ft.

2530 CRESAP STREET

Lakeland, FL

Courtesy of LPT REALTY, LLC

About Winston

Listings in Winston, Lakeland, FL

49

Estimated median home price

$229,900
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 - 100K7
$100K - 200K9
$200K - 300K24
$300K - 400K6
$400K - 500K0
$500K - 600K1
$600K - 700K1
$700K - 800K1
$800K - 900K0
$900K - 1M0
$1M - Max0

Homes for Sale by Type in Winston, Lakeland, FL

Property TypeCount
Single Family30
Townhouse2
Condo0
Commercial1
Rental11
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home6
Farms0

(Data as of 3/2/2026)

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 3/3/2026.

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 3/3/2026.