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55+ Homes for Sale in Kissimmee

by Ryan Erisman | Updated: February 7, 2024

Located just south of Orlando, Kissimmee is consistently listed among the best places to retire.

To get a better sense of what the real estate market is like in Kissimmee, take a look at some of the 55+ homes currently on the market below.

Also, two of our featured communities are in Kissimmee, and both are worth a closer look:

Solivita is an award-winning retirement community in Central Florida’s attraction zone. No matter where you live within this lush gated 55-plus community in Kissimmee, you can easily walk, bike or drive your golf cart to indoor and outdoor dining venues, state-of-the-art spa and fitness complexes, pickleball or tennis courts, and other facilities for sports and games.

With two stunning championship golf courses, intimate neighborhood centers, softball field, miles of green space for walking and biking, and too many classes and clubs to count, you will have many ways to enjoy the Solivita life.

Home prices start in the $200k's.

Learn More About Solivita

Four Seasons at Orlando is a gated community of 557 single-family homes located in Kissimmee, Florida, just south of Orlando. Amenities here include a 14,000-square-foot clubhouse with a state-of-the-art fitness center and an arts and crafts room, as well as an outdoor swimming pool, pickleball courts, and access to the 18-hole Mystic Dunes Golf Club. 

There are 7 floorplans that range in size from 1,428 to 2,328 square feet. Prices start in the $400k’s.

Learn More About Four Seasons at Orlando
162 TALL PINES PASS KISSIMMEE FL 34759
New Listing - 5 days on site
1 / 56
$325,000
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
2,038
SQFT
162 TALL PINES PASS
KISSIMMEE, FL 34759
SOLIVITA - PHASE IIB Subdivision
813 GLENDORA ROAD KISSIMMEE FL 34759
New Listing - 5 days on site
1 / 63
$499,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,454
SQFT
813 GLENDORA ROAD
KISSIMMEE, FL 34759
SOLIVITA PH 02D Subdivision
1381 DEL MAR DRIVE KISSIMMEE FL 34759
New Listing - 2 weeks on site
1 / 22
$340,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,002
SQFT
1381 DEL MAR DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH 7G - UNIT 1 Subdivision
531 VILLA PARK ROAD KISSIMMEE FL 34759
New Listing - 2 weeks on site
1 / 63
$399,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,307
SQFT
531 VILLA PARK ROAD
KISSIMMEE, FL 34759
SOLIVITA PH 7B2 Subdivision
2101 ANTILLES CLUB DRIVE KISSIMMEE FL 34747
New Listing - 3 weeks on site
1 / 49
$725,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,360
SQFT
2101 ANTILLES CLUB DRIVE
KISSIMMEE, FL 34747
FOUR SEASONS AT ORLANDO PH 1 Subdivision
314 LAKE CASSIDY DRIVE KISSIMMEE FL 34759
New Listing - 3 weeks on site
1 / 60
$279,000
Single Family Residence For Sale
Pending
2
BEDS
2
TOTAL BATHS
1,842
SQFT
314 LAKE CASSIDY DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH 01 Subdivision
537 VILLA PARK ROAD KISSIMMEE FL 34759
New Listing - 3 weeks on site
1 / 68
$489,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,394
SQFT
537 VILLA PARK ROAD
KISSIMMEE, FL 34759
SOLIVITA PH 7B2 Subdivision
447 VILLA PARK ROAD KISSIMMEE FL 34759
1 / 52
$439,900
Single Family Residence For Sale
Active
2
BEDS
3
TOTAL BATHS
2,108
SQFT
447 VILLA PARK ROAD
KISSIMMEE, FL 34759
SOLIVITA PH 7B2 Subdivision
972 LADERA RANCH ROAD KISSIMMEE FL 34759
1 / 52
$450,000
Single Family Residence For Sale
Pending
3
BEDS
3
TOTAL BATHS
2,318
SQFT
972 LADERA RANCH ROAD
KISSIMMEE, FL 34759
SOLIVITA PH 7E UNIT 2 Subdivision
116 GLENDALE COURT KISSIMMEE FL 34759
Price Change - yesterday
1 / 29
$319,000
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
1,655
SQFT
116 GLENDALE COURT
KISSIMMEE, FL 34759
SOLIVITA PH 07A Subdivision
432 GRAND CANAL DRIVE KISSIMMEE FL 34759
1 / 59
$262,550
Single Family Residence For Sale
Pending
2
BEDS
2
TOTAL BATHS
1,507
SQFT
432 GRAND CANAL DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH 03A Subdivision
7637 SAND PIERRE COURT KISSIMMEE FL 34747
1 / 48
$445,000
Townhouse For Sale
Active
2
BEDS
2
TOTAL BATHS
1,557
SQFT
7637 SAND PIERRE COURT
KISSIMMEE, FL 34747
FOUR SEASONS AT ORLANDO PB 3B & 4A Subdivision
172 ACADIA DRIVE KISSIMMEE FL 34759
Price Change - a week ago
1 / 51
$254,900
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
1,392
SQFT
172 ACADIA DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH 04B Subdivision
334 BELL TOWER CROSSING KISSIMMEE FL 34759
1 / 46
$325,000
Single Family Residence For Sale
Pending
2
BEDS
2
TOTAL BATHS
1,467
SQFT
334 BELL TOWER CROSSING
KISSIMMEE, FL 34759
SOLIVITA PH 04B Subdivision
305 ROCK SPRINGS DRIVE KISSIMMEE FL 34759
1 / 63
$499,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,454
SQFT
305 ROCK SPRINGS DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH I Subdivision
711 SAN JOAQUIN ROAD KISSIMMEE FL 34759
Price Change - 3 weeks ago
1 / 41
$380,000
Single Family Residence For Sale
Active
2
BEDS
3
TOTAL BATHS
2,028
SQFT
711 SAN JOAQUIN ROAD
KISSIMMEE, FL 34759
SOLIVITA PH 7G-UN 2 Subdivision
308 BEACON AVENUE KISSIMMEE FL 34759
1 / 51
$320,000
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
2,038
SQFT
308 BEACON AVENUE
KISSIMMEE, FL 34759
SOLIVITA PH IIA Subdivision
572 PRESIDO PARK PLACE KISSIMMEE FL 34759
1 / 74
$285,000
Single Family Residence For Sale
Pending
2
BEDS
2
TOTAL BATHS
1,515
SQFT
572 PRESIDO PARK PLACE
KISSIMMEE, FL 34759
SOLIVITA PH 7D Subdivision
3810 VIA MAZZINI COURT KISSIMMEE FL 34759
Price Change - 3 weeks ago
1 / 92
$725,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
3,064
SQFT
3810 VIA MAZZINI COURT
KISSIMMEE, FL 34759
SOLIVITA-PHASE 5H-UN 3 Subdivision
795 AVIARA LANE KISSIMMEE FL 34759
Price Change - 2 weeks ago
1 / 55
$459,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,427
SQFT
795 AVIARA LANE
KISSIMMEE, FL 34759
SOLIVITA PH 7E UN 2 Subdivision
217 LAKE CASSIDY DRIVE KISSIMMEE FL 34759
Price Change - 4 weeks ago
1 / 65
$420,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
2,201
SQFT
217 LAKE CASSIDY DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH 01 Subdivision
801 GLENDORA ROAD KISSIMMEE FL 34759
1 / 76
$574,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
2,719
SQFT
801 GLENDORA ROAD
KISSIMMEE, FL 34759
SOLIVITA PH 02D Subdivision
1989 SPRING SHOWER CIRCLE KISSIMMEE FL 34744
Open House Sat, Mar 21, 10 AM
1 / 63
$425,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
2,087
SQFT
1989 SPRING SHOWER CIRCLE
KISSIMMEE, FL 34744
TOHOQUA RESERVE Subdivision
1998 KEY BAY TRAIL 524 KISSIMMEE FL 34747
1 / 48
$395,000
Townhouse For Sale
Active
2
BEDS
2
TOTAL BATHS
1,583
SQFT
1998 KEY BAY TRAIL 524
KISSIMMEE, FL 34747
FOUR SEASONS AT ORLANDO PH 4B Subdivision
2825 PALM TREE DRIVE KISSIMMEE FL 34759
1 / 63
$339,000
Townhouse For Sale
Pending
2
BEDS
2
TOTAL BATHS
1,839
SQFT
2825 PALM TREE DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH 5F Subdivision
405 BALBOA DRIVE KISSIMMEE FL 34759
1 / 54
$375,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,350
SQFT
405 BALBOA DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH 02A Subdivision
729 GLENDORA DRIVE KISSIMMEE FL 34759
Price Change - 3 weeks ago
1 / 56
$438,900
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,325
SQFT
729 GLENDORA DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH 02D Subdivision
2316 PALM TREE DRIVE KISSIMMEE FL 34759
Price Change - 6 days ago
1 / 61
$304,000
Townhouse For Sale
Active
2
BEDS
2
TOTAL BATHS
1,539
SQFT
2316 PALM TREE DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH 05F Subdivision
699 GLENDORA ROAD KISSIMMEE FL 34759
Price Change - 3 weeks ago
1 / 56
$449,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,450
SQFT
699 GLENDORA ROAD
KISSIMMEE, FL 34759
SOLIVITA PH 02D Subdivision
677 VIA CORSO COURT KISSIMMEE FL 34759
Open House Sat, Mar 21, 12 PM
1 / 68
$489,900
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,235
SQFT
677 VIA CORSO COURT
KISSIMMEE, FL 34759
SOLIVITA PH 1-F UN 2 Subdivision
1974 SPRING SHOWER CIRCLE KISSIMMEE FL 34744
1 / 27
$463,999
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,175
SQFT
1974 SPRING SHOWER CIRCLE
KISSIMMEE, FL 34744
TOHOQUA PH 5A Subdivision
7661 SAND PIERRE COURT KISSIMMEE FL 34747
Price Change - 3 weeks ago
1 / 94
$424,900
Townhouse For Sale
Active
2
BEDS
2
TOTAL BATHS
1,437
SQFT
7661 SAND PIERRE COURT
KISSIMMEE, FL 34747
FOUR SEASONS AT ORLANDO PB 3B & 4A Subdivision
591 HIGHLANDS HAMMOCK DRIVE KISSIMMEE FL 34759
Price Change - 4 weeks ago
1 / 52
$389,500
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
2,078
SQFT
591 HIGHLANDS HAMMOCK DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH 02B Subdivision
601 GRAND CANAL DRIVE KISSIMMEE FL 34759
1 / 30
$239,239
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
1,258
SQFT
601 GRAND CANAL DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH 03B Subdivision
1192 VIA GALUPPI STREET KISSIMMEE FL 34759
1 / 26
$370,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,723
SQFT
1192 VIA GALUPPI STREET
KISSIMMEE, FL 34759
SOLIVITA PH 5D Subdivision
193 TORINO LANE KISSIMMEE FL 34759
1 / 69
$438,900
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
2,068
SQFT
193 TORINO LANE
KISSIMMEE, FL 34759
SOLIVITA PH 01E Subdivision
2160 ANTILLES CLUB DRIVE KISSIMMEE FL 34747
1 / 30
$379,990
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
1,778
SQFT
2160 ANTILLES CLUB DRIVE
KISSIMMEE, FL 34747
FOUR SEASONS AT ORLANDO PH 1 Subdivision
543 VIA VITALE COURT KISSIMMEE FL 34759
Price Change - 2 weeks ago
1 / 89
$425,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,235
SQFT
543 VIA VITALE COURT
KISSIMMEE, FL 34759
SOLIVITA PH 1C Subdivision
2074 FLORA PASS PLACE KISSIMMEE FL 34747
Price Change - 6 days ago
1 / 60
$615,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
2,130
SQFT
2074 FLORA PASS PLACE
KISSIMMEE, FL 34747
FOUR SEASONS AT ORLANDO PH 2 Subdivision
 KISSIMMEE FL 34759
1 / 80
$288,500
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
1,289
SQFT

KISSIMMEE, FL 34759
SOLIVITA-PH 5E-S Subdivision
7632 SAND PIERRE COURT KISSIMMEE FL 34747
1 / 26
$280,000
Townhouse For Sale
Active
2
BEDS
2
TOTAL BATHS
1,437
SQFT
7632 SAND PIERRE COURT
KISSIMMEE, FL 34747
FOUR SEASONS AT ORLANDO PB 3B & 4A Subdivision
1901 SPRING SHOWER CIR KISSIMMEE FL 34744
Short Sale
1 / 79
$340,000
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
1,559
SQFT
1901 SPRING SHOWER CIR
KISSIMMEE, FL 34744
TOHOQUA PH 5B Subdivision
189 GRAND CANAL DRIVE KISSIMMEE FL 34759
Short Sale
1 / 27
$240,000
Single Family Residence For Sale
Pending
2
BEDS
2
TOTAL BATHS
1,240
SQFT
189 GRAND CANAL DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH 03A Subdivision
1991 KEY BAY TRAIL KISSIMMEE FL 34747
1 / 45
$296,901
Townhouse For Sale
Active
2
BEDS
2
TOTAL BATHS
1,437
SQFT
1991 KEY BAY TRAIL
KISSIMMEE, FL 34747
FOUR SEASONS AT ORLANDO PH 4B Subdivision
3775 VIA MAZZINI COURT KISSIMMEE FL 34759
1 / 64
$499,900
Single Family Residence For Sale
Pending
4
BEDS
3
TOTAL BATHS
2,495
SQFT
3775 VIA MAZZINI COURT
KISSIMMEE, FL 34759
SOLIVITA PH 5H UN 1 Subdivision
157 SAND PIPER DRIVE KISSIMMEE FL 34759
1 / 42
$324,990
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,267
SQFT
157 SAND PIPER DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH IIB Subdivision
141 LEMON GROVE DRIVE KISSIMMEE FL 34759
1 / 77
$659,900
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
2,917
SQFT
141 LEMON GROVE DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH 07C Subdivision
504 MILLIFIORA LANE KISSIMMEE FL 34759
Price Change - 4 weeks ago
1 / 60
$235,000
Single Family Residence For Sale
Pending
2
BEDS
2
TOTAL BATHS
1,512
SQFT
504 MILLIFIORA LANE
KISSIMMEE, FL 34759
SOLIVITA Subdivision
542 VITERRA CT KISSIMMEE FL 34759
1 / 56
$440,000
Single Family Residence For Sale
Pending
3
BEDS
3
TOTAL BATHS
2,312
SQFT
542 VITERRA CT
KISSIMMEE, FL 34759
SOLIVITA PH 04A Subdivision
525 GENOA DRIVE KISSIMMEE FL 34759
1 / 93
$450,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,325
SQFT
525 GENOA DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH 06A Subdivision
313 SANTA BARBARA LANE KISSIMMEE FL 34759
1 / 57
$449,900
Single Family Residence For Sale
Active
2
BEDS
3
TOTAL BATHS
2,343
SQFT
313 SANTA BARBARA LANE
KISSIMMEE, FL 34759
SOLIVITA PH 07B2 Subdivision
346 TREVISO DRIVE KISSIMMEE FL 34759
1 / 98
$659,000
Single Family Residence For Sale
Pending
3
BEDS
3
TOTAL BATHS
2,871
SQFT
346 TREVISO DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH 1F UN 1 Subdivision
201 LARGO DRIVE KISSIMMEE FL 34759
1 / 61
$414,900
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
2,419
SQFT
201 LARGO DRIVE
KISSIMMEE, FL 34759
SOLIVITA Subdivision
726 IRVINE RANCH ROAD KISSIMMEE FL 34759
Price Change - a week ago
1 / 52
$449,900
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,427
SQFT
726 IRVINE RANCH ROAD
KISSIMMEE, FL 34759
SOLIVITA PH 7E UN 1 Subdivision
7748 FOUR SEASONS BOULEVARD KISSIMMEE FL 34747
Price Change - 5 days ago
1 / 70
$699,950
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,754
SQFT
7748 FOUR SEASONS BOULEVARD
KISSIMMEE, FL 34747
FOUR SEASONS AT ORLANDO PB 3B & 4A Subdivision
619 TAPATIO LANE KISSIMMEE FL 34759
1 / 36
$540,000
Single Family Residence For Sale
Active
5
BEDS
5
TOTAL BATHS
2,881
SQFT
619 TAPATIO LANE
KISSIMMEE, FL 34759
SOLIVITA PH 07C Subdivision
159 VENTANA DRIVE KISSIMMEE FL 34759
1 / 46
$325,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,813
SQFT
159 VENTANA DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH 02C Subdivision
2448 PALM TREE DRIVE KISSIMMEE FL 34759
Price Change - a week ago
1 / 54
$299,900
Townhouse For Sale
Active
3
BEDS
2
TOTAL BATHS
1,539
SQFT
2448 PALM TREE DRIVE
KISSIMMEE, FL 34759
SOLIVITA PH 5F Subdivision
729 SAN RAPHAEL STREET KISSIMMEE FL 34759
Price Change - 2 weeks ago
1 / 47
$504,900
Single Family Residence For Sale
Pending
4
BEDS
4
TOTAL BATHS
2,616
SQFT
729 SAN RAPHAEL STREET
KISSIMMEE, FL 34759
SOLIVITA PH 07C Subdivision

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