View 2355 WATER VIEW LOOP Kissimmee, FL MLS# TB8478675
  • Recently Listed with Virtual Tour
1 of 12
$239,000
2

Beds

2.0

Baths

1,000

Sq.Ft.

2355 WATER VIEW LOOP

Kissimmee, FL

Courtesy of JACK KELLER INC
View 2400 WINCHESTER BOULEVARD Kissimmee, FL MLS# S5144236
  • Recently Listed with Virtual Tour
1 of 32
$414,900
3

Beds

2.0

Baths

1,405

Sq.Ft.

2400 WINCHESTER BOULEVARD

Kissimmee, FL

Courtesy of AVANTI WAY REALTY LLC
View 2317 SANTA LUCIA STREET Kissimmee, FL MLS# S5144244
  • Recently Listed with Virtual Tour
1 of 30
$349,900
3

Beds

2.0

Baths

1,192

Sq.Ft.

2317 SANTA LUCIA STREET

Kissimmee, FL

Courtesy of LA ROSA REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 2415 BLACK POWDER LANE Kissimmee, FL MLS# O6382066
  • Recently Listed with Virtual Tour
1 of 31
OPEN HOUSE: Sunday 2/22 12:00 PM - 2:00 PM
$415,000
4

Beds

2.0

Baths

1,802

Sq.Ft.

2415 BLACK POWDER LANE

Kissimmee, FL

Courtesy of LPT REALTY, LLC
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 2364 WATER VIEW LOOP Kissimmee, FL MLS# S5143505
  • Recently Listed with Virtual Tour
1 of 55
$275,000
3

Beds

2.0

Baths

1,177

Sq.Ft.

2364 WATER VIEW LOOP

Kissimmee, FL

Courtesy of LA ROSA REALTY LLC
View 2329 WATER VIEW LOOP Kissimmee, FL MLS# O6377909
  • Recently Listed with Virtual Tour
1 of 19
$289,000
3

Beds

2.1

Baths

1,460

Sq.Ft.

2329 WATER VIEW LOOP

Kissimmee, FL

Courtesy of FIGLOFT INC
View 2426 TIMOTHY LANE Kissimmee, FL MLS# O6377132
  • Virtual Tour
1 of 36
$398,900
4

Beds

3.0

Baths

1,822

Sq.Ft.

2426 TIMOTHY LANE

Kissimmee, FL

Courtesy of ATRIUM REALTY, LLC
View 2450 SHELBY CIRCLE Kissimmee, FL MLS# S5142485
  • Virtual Tour
1 of 37
$380,000
3

Beds

2.0

Baths

1,782

Sq.Ft.

2450 SHELBY CIRCLE

Kissimmee, FL

Courtesy of THE FIRM RE
View 2108 JESSA DRIVE Kissimmee, FL MLS# S5142231
  • Virtual Tour
1 of 36
$320,000
3

Beds

2.0

Baths

1,284

Sq.Ft.

2108 JESSA DRIVE

Kissimmee, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 2421 QUEENSWOOD CIRCLE Kissimmee, FL MLS# S5142308
$389,900
3

Beds

2.0

Baths

1,500

Sq.Ft.

2421 QUEENSWOOD CIRCLE

Kissimmee, FL

Courtesy of SIGNATURE INTERNATIONAL REAL E
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 2411 CONDADO COURT Kissimmee, FL MLS# O6374772
$338,900
3

Beds

2.0

Baths

1,392

Sq.Ft.

2411 CONDADO COURT

Kissimmee, FL

Courtesy of 1ST LEGACY REALTY, LLC
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 2026 CYPRESS BAY BOULEVARD Kissimmee, FL MLS# O6365680
$285,000
3

Beds

2.1

Baths

1,382

Sq.Ft.

2026 CYPRESS BAY BOULEVARD

Kissimmee, FL

Courtesy of MARVIEW INTERNATIONAL REALTY LLC
View 1900 ONYX CT. Kissimmee, FL MLS# O6365563
$390,000
4

Beds

2.1

Baths

2,590

Sq.Ft.

1900 ONYX CT.

Kissimmee, FL

Courtesy of LPT REALTY, LLC
View 2416 MORGAN POINT BOULEVARD Kissimmee, FL MLS# R4910312
$380,000
3

Beds

2.0

Baths

1,486

Sq.Ft.

2416 MORGAN POINT BOULEVARD

Kissimmee, FL

Courtesy of ZAINS REALTY, LLC
View 2225 SANTA LUCIA STREET Kissimmee, FL MLS# O6362817
$370,000
4

Beds

2.0

Baths

1,577

Sq.Ft.

2225 SANTA LUCIA STREET

Kissimmee, FL

Courtesy of NATIONAL REAL ESTATE
View 2346 QUEENSWOOD CIRCLE Kissimmee, FL MLS# O6362794
$335,000
3

Beds

2.0

Baths

1,484

Sq.Ft.

2346 QUEENSWOOD CIRCLE

Kissimmee, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2404 SHELBY CIRCLE Kissimmee, FL MLS# O6363598
  • Virtual Tour
1 of 31
$359,900
3

Beds

2.0

Baths

1,272

Sq.Ft.

2404 SHELBY CIRCLE

Kissimmee, FL

Courtesy of INNOVATIVE REALTY, LLC

About Lakeside Estates

Listings in Lakeside Estates, Kissimmee, FL

29

Estimated median home price

$349,900
Lakeside Estates, Kissimmee Real Estate

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

Homes for Sale by Price in Lakeside Estates, Kissimmee, FL

PriceCount
$0 - 100K0
$100K - 200K1
$200K - 300K7
$300K - 400K19
$400K - 500K2
$500K - 600K0
$600K - 700K0
$700K - 800K0
$800K - 900K0
$900K - 1M0
$1M - Max0

Homes for Sale by Type in Lakeside Estates, Kissimmee, FL

Property TypeCount
Single Family20
Townhouse9
Condo0
Commercial0
Rental21
Lots and Land0
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 2/20/2026)

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 2/21/2026.