View 2039 SHANNON LAKES BOULEVARD Kissimmee, FL MLS# O6324279
$200,000
4

Beds

2.0

Baths

1,842

Sq.Ft.

2039 SHANNON LAKES BOULEVARD

Kissimmee, FL

Courtesy of CENTRAL TOWER PROPERTIES
View 2355 WATER VIEW LOOP Kissimmee, FL MLS# TB8478675
$239,000
2

Beds

2.0

Baths

1,000

Sq.Ft.

2355 WATER VIEW LOOP

Kissimmee, FL

Courtesy of JACK KELLER INC
View 2174 CYPRESS BAY BOULEVARD Kissimmee, FL MLS# S5138613
$265,000
3

Beds

2.0

Baths

1,177

Sq.Ft.

2174 CYPRESS BAY BOULEVARD

Kissimmee, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 2364 WATER VIEW LOOP Kissimmee, FL MLS# S5143505
$274,998
3

Beds

2.0

Baths

1,177

Sq.Ft.

2364 WATER VIEW LOOP

Kissimmee, FL

Courtesy of LA ROSA REALTY LLC
View 2102 CYPRESS BAY BOULEVARD Kissimmee, FL MLS# O6251886
$280,000
3

Beds

2.1

Baths

1,824

Sq.Ft.

2102 CYPRESS BAY BOULEVARD

Kissimmee, FL

Courtesy of LPT REALTY, LLC
View 2026 CYPRESS BAY BOULEVARD Kissimmee, FL MLS# O6365680
$280,000
3

Beds

2.1

Baths

1,382

Sq.Ft.

2026 CYPRESS BAY BOULEVARD

Kissimmee, FL

Courtesy of MARVIEW INTERNATIONAL REALTY LLC
View 2329 WATER VIEW LOOP Kissimmee, FL MLS# O6377909
$289,000
3

Beds

2.1

Baths

1,460

Sq.Ft.

2329 WATER VIEW LOOP

Kissimmee, FL

Courtesy of FIGLOFT INC
View 2024 CYPRESS BAY BOULEVARD Kissimmee, FL MLS# S5145498
$298,999
3

Beds

2.1

Baths

1,807

Sq.Ft.

2024 CYPRESS BAY BOULEVARD

Kissimmee, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2018 CYPRESS BAY BOULEVARD Kissimmee, FL MLS# O6373358
$300,000
3

Beds

2.1

Baths

1,824

Sq.Ft.

2018 CYPRESS BAY BOULEVARD

Kissimmee, FL

Courtesy of EXP REALTY LLC
View 2104 MALLARD CREEK CIRCLE Kissimmee, FL MLS# V4947581
$309,000
4

Beds

2.0

Baths

1,952

Sq.Ft.

2104 MALLARD CREEK CIRCLE

Kissimmee, FL

Courtesy of GLORY INTL. REAL ESTATE CO
View 2056 CYPRESS BAY BLVD Kissimmee, FL MLS# O6382412
$310,000
3

Beds

2.1

Baths

1,807

Sq.Ft.

2056 CYPRESS BAY BLVD

Kissimmee, FL

Courtesy of MARKET CONNECT REALTY LLC
View 2048 CYPRESS BAY BOULEVARD Kissimmee, FL MLS# O6386580
$312,000
3

Beds

2.1

Baths

1,807

Sq.Ft.

2048 CYPRESS BAY BOULEVARD

Kissimmee, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2239 SANTA LUCIA STREET Kissimmee, FL MLS# O6337080
$320,497
3

Beds

2.0

Baths

1,059

Sq.Ft.

2239 SANTA LUCIA STREET

Kissimmee, FL

Courtesy of EXP REALTY LLC
View 1861 HOUSTON STREET Kissimmee, FL MLS# O6372051
$325,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

1861 HOUSTON STREET

Kissimmee, FL

Courtesy of FLORIDA PRESTIGIOUS HOMES INC
View 2405 WEYMOUTH COURT Kissimmee, FL MLS# O6389794
$325,000
3

Beds

2.0

Baths

1,211

Sq.Ft.

2405 WEYMOUTH COURT

Kissimmee, FL

Courtesy of ODRY VARGAS REALTY GROUP
View 2411 CONDADO COURT Kissimmee, FL MLS# O6374772
$330,900
3

Beds

2.0

Baths

1,392

Sq.Ft.

2411 CONDADO COURT

Kissimmee, FL

Courtesy of 1ST LEGACY REALTY, LLC
View 2317 SANTA LUCIA STREET Kissimmee, FL MLS# S5144244
$339,900
3

Beds

2.0

Baths

1,192

Sq.Ft.

2317 SANTA LUCIA STREET

Kissimmee, FL

Courtesy of LA ROSA REALTY LLC
View 2103 DERRINGER COURT Kissimmee, FL MLS# O6384641
$339,900
3

Beds

2.0

Baths

1,622

Sq.Ft.

2103 DERRINGER COURT

Kissimmee, FL

Courtesy of PARTNERSHIP REALTY INC.
View 1809 EDINBURGH STREET Kissimmee, FL MLS# S5140885
$344,999
3

Beds

2.0

Baths

1,308

Sq.Ft.

1809 EDINBURGH STREET

Kissimmee, FL

Courtesy of MCKINNEY REALTY CO
View 2384 FLAMINGO LAKES DRIVE Kissimmee, FL MLS# O6361641
$348,500
3

Beds

2.0

Baths

1,198

Sq.Ft.

2384 FLAMINGO LAKES DRIVE

Kissimmee, FL

Courtesy of ORLANDO REGIONAL REALTY

About Lakeside

Listings in Lakeside, Kissimmee, FL

36

Estimated median home price

$342,450
Lakeside, Kissimmee Real Estate

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

Homes for Sale by Price in Lakeside, Kissimmee, FL

PriceCount
$0 - 100K0
$100K - 200K1
$200K - 300K8
$300K - 400K25
$400K - 500K1
$500K - 600K0
$600K - 700K0
$700K - 800K0
$800K - 900K0
$900K - 1M0
$1M - Max1

Homes for Sale by Type in Lakeside, Kissimmee, FL

Property TypeCount
Single Family19
Townhouse16
Condo0
Commercial1
Rental25
Lots and Land0
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/3/2026)

Information deemed reliable but not guaranteed.

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 4/3/2026.