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Gulfport, FL 55+ active adult communities & homes for sale

169 communities near Gulfport

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Town Shores of Gulfport
$100Ks - $500Ks
Town Shores of Gulfport, Gulfport, FL
Resale Only | 55+ age-restricted | Built 1970 - 1981 | 1,327 homes
3.8 rating (14 reviews) Sun City Center
<$100k - $500Ks
Sun City Center, Sun City Center, FL
Resale Only | 55+ age-restricted | Built 1961 - 2018 | 9,500 homes
4.4 rating (14 reviews) Kings Point
<$100k - $300Ks
Kings Point, Sun City Center, FL
Resale Only | 55+ age-restricted | Built 1973 - 2015 | 5,277 homes
3.4 rating (12 reviews) On Top of the World Clear...
<$100k - $300Ks
On Top of the World Clear..., Clearwater, FL
Resale Only | 55+ age-restricted | Built 1960 - 1993 | 4,959 homes
Palm Aire
$100Ks - $1Ms
Palm Aire, Sarasota, FL
Resale Only | Age-targeted | Built 1963 - 2003 | 3,752 homes
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4.8 rating (22 reviews) Timber Pines
$100Ks - $500Ks
Timber Pines, Spring Hill, FL
Resale Only | 55+ age-restricted | Built 1982 - 1998 | 3,452 homes
3 rating (2 reviews) Plantation Golf & Cou...
$100Ks - $1Ms
Plantation Golf & Cou..., Venice, FL
Resale Only | Age-targeted | Built 1982 - 2014 | 2,600 homes
5 rating (1 reviews) Highland Lakes on Lake Ta...
<$100k - $500Ks
Highland Lakes on Lake Ta..., Palm Harbor, FL
Resale Only | 55+ age-restricted | Built 1977 - 1989 | 2,454 homes
4.2 rating (5 reviews) IslandWalk at West Villag...
$300Ks - $1Ms
IslandWalk at West Villag..., Wellen Park, FL
Resale Only | Age-targeted | Built 2005 - 2021 | 1,869 homes
Tara Golf & Country C...
$100Ks - $700Ks
Tara Golf & Country C..., Bradenton, FL
Resale Only | Age-targeted | Built 1989 - 2006 | 1,844 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Grand Palm
$300Ks - $1Ms
Grand Palm, Wellen Park, FL
New and Resale | Age-targeted | Built 2012 - present | 1,700 homes
5 rating (2 reviews) MiraBay
$200Ks - $2Ms
MiraBay, Apollo Beach, FL
New and Resale | Age-targeted | Built 2003 - present | 1,700 homes
BeachWalk by Manasota Key
$300Ks - $900Ks
BeachWalk by Manasota Key, Englewood, FL
New and Resale | Age-targeted | Built 2021 - present | 1,675 homes
4.7 rating (11 reviews) Valencia Lakes
$200Ks - $900Ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 homes
5 rating (1 reviews) Cypress Lakes
$100Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
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5 rating (2 reviews) Sarasota National
$300Ks - $1Ms
Sarasota National, Wellen Park, FL
New and Resale | Age-targeted | Built 2013 - present | 1,600 homes
GlenLakes Country Club
$200Ks - $600Ks
GlenLakes Country Club, Weeki Wachee, FL
New and Resale | Age-targeted | Built 1990 - present | 1,500 homes
The Mainlands of Tamarac ...
$100Ks - $400Ks
The Mainlands of Tamarac ..., Pinellas Park, FL
Resale Only | 55+ age-restricted | Built 1969 - 1987 | 1,500 homes
4.7 rating (3 reviews) Heritage Pines Florida
$200Ks - $400Ks
Heritage Pines Florida, Hudson, FL
Resale Only | 55+ age-restricted | Built 1999 - 2007 | 1,407 homes
Esplanade at Azario Lakew...
$200Ks - $2Ms
Esplanade at Azario Lakew..., Lakewood Ranch, FL
New Construction | Age-targeted | Built 2020 - present | 1,400 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
4.7 rating (13 reviews) Heritage Springs
$300Ks - $400Ks
Heritage Springs, Trinity, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,337 homes
3.8 rating (6 reviews) Tampa Bay Golf and Countr...
$200Ks - $400Ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only | 55+ age-restricted | Built 1994 - 2015 | 1,336 homes
Terrace Park of Five Town...
<$100k - $200Ks
Terrace Park of Five Town..., St. Petersburg, FL
Resale Only | 55+ age-restricted | Built 1972 - 1987 | 1,328 homes
Riverwood
$200Ks - $1Ms
Riverwood, Port Charlotte, FL
Resale Only | Age-targeted | Built 1992 - 2014 | 1,323 homes
Del Webb Lakewood Ranch
$400Ks - $1Ms
Del Webb Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2015 - present | 1,300 homes
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Questions? Call us: (727) 325-6594
Del Webb Catalina
$300Ks - $900Ks
Del Webb Catalina, Lakewood Ranch, FL
New Construction | 55+ age-restricted | Built 2023 - present | 1,300 homes
River Strand
$200Ks - $1Ms
River Strand, Bradenton, FL
Resale Only | Age-targeted | Built 2006 - 2018 | 1,260 homes
Esplanade at Lakewood Ran...
$300Ks - $1Ms
Esplanade at Lakewood Ran..., Lakewood Ranch, FL
New and Resale | Age-targeted | Built 2012 - present | 1,250 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $400Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
5 rating (1 reviews) VillageWalk of Sarasota
$300Ks - $700Ks
VillageWalk of Sarasota, Sarasota, FL
Resale Only | Age-targeted | Built 2002 - 2009 | 1,177 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
4.2 rating (5 reviews) Wellington at Seven Hills
$200Ks - $300Ks
Wellington at Seven Hills, Spring Hill, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 1,108 homes
Bayshore on The Lake Cond...
<$100k
Bayshore on The Lake Cond..., Bradenton, FL
Resale Only | 55+ age-restricted | Built 1974 - 1983 | 1,010 homes
Grand Opening Del Webb Sunchase
$300Ks - $500Ks
Del Webb Sunchase, Parrish, FL
New Construction | 55+ age-restricted | Built 2024 - present | 1,003 homes
Timber Oaks
<$100k - $300Ks
Timber Oaks, Port Richey, FL
Resale Only | 55+ age-restricted | Built 1973 - 1997 | 1,000 homes
Del Webb BayView
$300Ks - $700Ks
Del Webb BayView, Parrish, FL
New Construction | 55+ age-restricted | Built 2020 - present | 950 homes
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
3.7 rating (3 reviews) Kings Gate
$200Ks - $400Ks
Kings Gate, Port Charlotte, FL
New and Resale | 55+ age-restricted | Built 2002 - present | 940 homes
Heritage Lake
$100Ks - $300Ks
Heritage Lake, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1981 - 1994 | 932 homes
Lake Jovita Golf and Coun...
$300Ks - $1Ms
Lake Jovita Golf and Coun..., Dade City, FL
New and Resale | Age-targeted | Built 1999 - present | 875 homes
Esplanade at Wiregrass Ra...
$400Ks - $1Ms
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 868 homes
4.9 rating (8 reviews) Southshore Falls
$200Ks - $500Ks
Southshore Falls, Apollo Beach, FL
Resale Only | 55+ age-restricted | Built 2004 - 2016 | 866 homes
Timber Greens 9626 WOODHOLLOW CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$379,900

2 beds

|

2 baths

|

1,679 sq ft

|

Villa

9626 WOODHOLLOW CT, NEW PORT RICHEY, FL,...
Community: Timber Greens
Silverthorn 5688 LEGEND HILLS LN, SPRING HILL, FL, 3..., Spring Hill, FL 34609
$569,000

3 beds

|

2 baths

|

1,984 sq ft

|

House

5688 LEGEND HILLS LN, SPRING HILL, FL, 3...
Community: Silverthorn
Tara Golf & Country Club 6501 STONE RIVER RD 209, BRADENTON, FL, ..., Bradenton, FL 34203
$175,000

2 beds

|

2 baths

|

1,042 sq ft

|

Condo

6501 STONE RIVER RD 209, BRADENTON, FL, ...
Casa Del Mar Condominiums 6177 SUN BLVD APT 108, ST PETERSBURG, FL..., St Petersburg, FL 33715
$399,000

2 beds

|

2 baths

|

890 sq ft

|

Condo

6177 SUN BLVD APT 108, ST PETERSBURG, FL...
River Strand 8205 GRAND ESTUARY TRL UNIT 404, BRADENT..., Bradenton, FL 34212
$260,000

2 beds

|

2 baths

|

1,121 sq ft

|

Condo

8205 GRAND ESTUARY TRL UNIT 404, BRADENT...
Community: River Strand
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Foxwood Lake Estates 5026 FOXWOOD BLVD, LAKELAND, FL, 33810, Lakeland, FL 33810
$200,000

2 beds

|

2 baths

|

1,456 sq ft

|

Manufactured Home

5026 FOXWOOD BLVD, LAKELAND, FL, 33810
Plantation Golf & Country Club 240 CERROMAR WAY 42, VENICE, FL, 34293, Venice, FL 34293
$240,000

3 beds

|

2 baths

|

1,487 sq ft

|

Villa

240 CERROMAR WAY 42, VENICE, FL, 34293
Riverwood 14029 WILLOW GLEN CT 101, PORT CHARLOTTE..., Port Charlotte, FL 33953
$275,000

2 beds

|

2 baths

|

1,327 sq ft

|

Condo

14029 WILLOW GLEN CT 101, PORT CHARLOTTE...
Community: Riverwood
Valencia Lakes 16130 AMETHYST KEY DR, WIMAUMA, FL, 3359..., Wimauma, FL 33598
$299,900

2 beds

|

2 baths

|

1,496 sq ft

|

Villa

16130 AMETHYST KEY DR, WIMAUMA, FL, 3359...
Community: Valencia Lakes
Fair Winds Village 107 CLIPPER WAY # 107, NOKOMIS, FL, 3427..., Nokomis, FL 34275
$419,000

2 beds

|

2 baths

|

1,214 sq ft

|

Villa

107 CLIPPER WAY # 107, NOKOMIS, FL, 3427...
Community: Fair Winds Village
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Bayshore on The Lake Condominiums 4111 HERON WAY # 103, BRADENTON, FL, 342..., Bradenton, FL 34205
$135,000

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

4111 HERON WAY # 103, BRADENTON, FL, 342...
Kings Gate 24504 BUCKINGHAM WAY, PUNTA GORDA, FL, 3..., Punta Gorda, FL 33980
$389,450

3 beds

|

2 baths

|

2,095 sq ft

|

House

24504 BUCKINGHAM WAY, PUNTA GORDA, FL, 3...
Community: Kings Gate
Bayshore on The Lake Condominiums 3072 LAKE BAYSHORE DR O- 119, BRADENTON,..., Bradenton, FL 34205
$149,900

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

3072 LAKE BAYSHORE DR O- 119, BRADENTON,...
Kings Point 401 DORCHESTER PL 58, SUN CITY CENTER, F..., Sun City Center, FL 33573
$123,900

2 beds

|

2 baths

|

984 sq ft

|

Condo

401 DORCHESTER PL 58, SUN CITY CENTER, F...
Community: Kings Point
Sun City Center 401 DORCHESTER PL 58, SUN CITY CENTER, F..., Sun City Center, FL 33573
$123,900

2 beds

|

2 baths

|

984 sq ft

|

Condo

401 DORCHESTER PL 58, SUN CITY CENTER, F...
Community: Sun City Center
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Casa Del Mar Condominiums 6145 SUN BLVD APT 506, ST PETERSBURG, FL..., St Petersburg, FL 33715
$469,950

2 beds

|

2 baths

|

1,030 sq ft

|

Condo

6145 SUN BLVD APT 506, ST PETERSBURG, FL...
Lake Jovita Golf and Country Club 13744 CARRYBACK DR, DADE CITY, FL, 33525, Dade City, FL 33525
$1,267,000

3 beds

|

4 baths

|

3,202 sq ft

|

House

13744 CARRYBACK DR, DADE CITY, FL, 33525
GlenLakes Country Club 9426 MISSISSIPPI RUN, WEEKI WACHEE, FL, ..., Weeki Wachee, FL 34613
$239,000

2 beds

|

2 baths

|

1,378 sq ft

|

House

9426 MISSISSIPPI RUN, WEEKI WACHEE, FL, ...
Lake Jovita Golf and Country Club 13302 TRAILING MOSS DR, DADE CITY, FL, 3..., Dade City, FL 33525
$860,000

4 beds

|

3 baths

|

2,632 sq ft

|

House

13302 TRAILING MOSS DR, DADE CITY, FL, 3...
Heritage Lake 4719 CAVENDISH DR, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655
$298,900

2 beds

|

2 baths

|

1,646 sq ft

|

House

4719 CAVENDISH DR, NEW PORT RICHEY, FL, ...
Community: Heritage Lake
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Village Plaza 3540 HISPANIA PL 214, SARASOTA, FL, 3423..., Sarasota, FL 34232
$167,500

2 beds

|

1 baths

|

857 sq ft

|

Condo

3540 HISPANIA PL 214, SARASOTA, FL, 3423...
Community: Village Plaza
Heritage Pines Florida 18861 WATER LILY LN, HUDSON, FL, 34667, Hudson, FL 34667
$285,000

3 beds

|

2 baths

|

1,360 sq ft

|

House

18861 WATER LILY LN, HUDSON, FL, 34667
Oak Forrest Condominiums 1515 FORREST NELSON BLVD P107, PORT CHAR..., Port Charlotte, FL 33952
$133,000

1 beds

|

1 baths

|

689 sq ft

|

Condo

1515 FORREST NELSON BLVD P107, PORT CHAR...
On Top of the World Clearwater 2433 BRAZILIA DR APT 43, CLEARWATER, FL,..., Clearwater, FL 33763
$159,900

2 beds

|

1 baths

|

1,100 sq ft

|

Condo

2433 BRAZILIA DR APT 43, CLEARWATER, FL,...
Heron Creek 5112 WHITE IBIS DR, NORTH PORT, FL, 3428..., North Port, FL 34287
$589,900

3 beds

|

2 baths

|

2,291 sq ft

|

House

5112 WHITE IBIS DR, NORTH PORT, FL, 3428...
Community: Heron Creek
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
River Strand 428 GRAND PRESERVE CV, BRADENTON, FL, 34..., Bradenton, FL 34212
$695,000

4 beds

|

3 baths

|

2,680 sq ft

|

House

428 GRAND PRESERVE CV, BRADENTON, FL, 34...
Community: River Strand
Bay Island 7700 SUN ISLAND DR 107, SOUTH PASADENA, ..., South Pasadena, FL 33707
$349,999

1 beds

|

2 baths

|

940 sq ft

|

Condo

7700 SUN ISLAND DR 107, SOUTH PASADENA, ...
Community: Bay Island
On Top of the World Clearwater 2260 COSTA RICAN DR 26, CLEARWATER, FL, ..., Clearwater, FL 33763
$175,900

2 beds

|

2 baths

|

1,400 sq ft

|

Condo

2260 COSTA RICAN DR 26, CLEARWATER, FL, ...
Terrace Park of Five Towns 5660 80TH ST N UNIT A208, ST PETERSBURG,..., St Petersburg, FL 33709
$199,900

2 beds

|

2 baths

|

1,245 sq ft

|

Condo

5660 80TH ST N UNIT A208, ST PETERSBURG,...
On Top of the World Clearwater 2341 HAITIAN DR 49, CLEARWATER, FL, 3376..., Clearwater, FL 33763
$172,000

2 beds

|

2 baths

|

1,400 sq ft

|

Condo

2341 HAITIAN DR 49, CLEARWATER, FL, 3376...
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Valencia Lakes 15911 COBBLE MILL DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$350,000

3 beds

|

2 baths

|

1,868 sq ft

|

House

15911 COBBLE MILL DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
Del Webb Bexley 19652 SHIP WHEEL WAY, LAND O LAKES, FL, ..., Land O Lakes, FL 34638
$564,900

3 beds

|

2 baths

|

2,062 sq ft

|

House

19652 SHIP WHEEL WAY, LAND O LAKES, FL, ...
Community: Del Webb Bexley
Woodside Terrace 7205 WOOD CREEK DR 16, SARASOTA, FL, 342..., Sarasota, FL 34231
$295,000

2 beds

|

2 baths

|

1,340 sq ft

|

Villa

7205 WOOD CREEK DR 16, SARASOTA, FL, 342...
Community: Woodside Terrace
Town Shores of Gulfport 5955 30TH AVE 114, GULFPORT, FL, 33707, Gulfport, FL 33707
$239,900

2 beds

|

2 baths

|

1,170 sq ft

|

Condo

5955 30TH AVE 114, GULFPORT, FL, 33707
Caribbean Villas 728 CARIBBEAN CIR 25, VENICE, FL, 34293, Venice, FL 34293
$159,900

1 beds

|

1 baths

|

943 sq ft

|

Condo

728 CARIBBEAN CIR 25, VENICE, FL, 34293
Community: Caribbean Villas
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Sun City Center 1360 EMERALD DUNES DR, SUN CITY CENTER, ..., Sun City Center, FL 33573
$470,000

3 beds

|

2 baths

|

2,482 sq ft

|

Condo

1360 EMERALD DUNES DR, SUN CITY CENTER, ...
Community: Sun City Center
The Mainlands of Tamarac By The Gulf 10040 38TH WAY, PINELLAS PARK, FL, 33782, Pinellas Park, FL 33782
$239,900

2 beds

|

1 baths

|

864 sq ft

|

House

10040 38TH WAY, PINELLAS PARK, FL, 33782
Sun City Center 920 VILLEROY GREENS DR, SUN CITY CENTER,..., Sun City Center, FL 33573
$230,000

2 beds

|

2 baths

|

1,757 sq ft

|

Condo

920 VILLEROY GREENS DR, SUN CITY CENTER,...
Community: Sun City Center
Kings Point 920 VILLEROY GREENS DR, SUN CITY CENTER,..., Sun City Center, FL 33573
$230,000

2 beds

|

2 baths

|

1,757 sq ft

|

Condo

920 VILLEROY GREENS DR, SUN CITY CENTER,...
Community: Kings Point
Palm Aire 5604 DORAL DR, SARASOTA, FL, 34243, Sarasota, FL 34243
$374,900

2 beds

|

2 baths

|

1,672 sq ft

|

Villa

5604 DORAL DR, SARASOTA, FL, 34243
Community: Palm Aire

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169 communities near Gulfport
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