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Gulfport, FL 55+ active adult communities & homes for sale - Page 28

3,213 homes 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 - $400Ks
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
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.
Tara Golf & Country C...
$100Ks - $700Ks
Tara Golf & Country C..., Bradenton, FL
Resale Only | Age-targeted | Built 1989 - 2006 | 1,844 homes
Grand Palm
$200Ks - $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 - $1Ms
BeachWalk by Manasota Key, Englewood, FL
New and Resale | Age-targeted | Built 2021 - present | 1,675 homes
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Questions? Call us: (727) 325-6594
4.7 rating (11 reviews) Valencia Lakes
$200Ks - $600Ks
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
5 rating (2 reviews) Sarasota National
$300Ks - $900Ks
Sarasota National, Wellen Park, FL
New and Resale | Age-targeted | Built 2013 - present | 1,600 homes
GlenLakes Country Club
$100Ks - $600Ks
GlenLakes Country Club, Weeki Wachee, FL
New and Resale | Age-targeted | Built 1990 - present | 1,500 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.
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...
$300Ks - $2Ms
Esplanade at Azario Lakew..., Lakewood Ranch, FL
New Construction | Age-targeted | Built 2020 - present | 1,400 homes
4.7 rating (13 reviews) Heritage Springs
$300Ks - $500Ks
Heritage Springs, Trinity, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,337 homes
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
4 rating (7 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 - $300Ks
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
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.
Del Webb Catalina
$300Ks - $800Ks
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
$400Ks - $600Ks
VillageWalk of Sarasota, Sarasota, FL
Resale Only | Age-targeted | Built 2002 - 2009 | 1,177 homes
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Questions? Call us: (727) 325-6594
4.2 rating (5 reviews) Wellington at Seven Hills
$200Ks - $400Ks
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 - $600Ks
Del Webb Sunchase, Parrish, FL
New Construction | 55+ age-restricted | Built 2024 - present | 1,003 homes
5 rating (1 reviews) Timber Oaks
<$100k - $300Ks
Timber Oaks, Port Richey, FL
Resale Only | 55+ age-restricted | Built 1973 - 1997 | 1,000 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.
Del Webb BayView
$300Ks - $700Ks
Del Webb BayView, Parrish, FL
New Construction | 55+ age-restricted | Built 2020 - present | 950 homes
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
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
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
IslandWalk at West Villages 18819 LANUVIO ST, VENICE, FL, 34293, Venice, FL 34293
$379,000

2 beds

|

2 baths

|

1,443 sq ft

|

Villa

18819 LANUVIO ST, VENICE, FL, 34293
Del Webb River Reserve 13552 CANYON RIDGE RD, SPRING HILL(PASCO..., Spring Hill(pasco), FL 34610
$502,760

2 beds

|

2 baths

|

1,889 sq ft

|

House

13552 CANYON RIDGE RD, SPRING HILL(PASCO...
Del Webb River Reserve 13772 ROCKY PINE PL, SPRING HILL(PASCO),..., Spring Hill(pasco), FL 34610
$356,590

2 beds

|

2 baths

|

1,405 sq ft

|

House

13772 ROCKY PINE PL, SPRING HILL(PASCO),...
Del Webb River Reserve 13630 CANYON RIDGE RD, SPRING HILL(PASCO..., Spring Hill(pasco), FL 34610
$483,960

2 beds

|

2 baths

|

1,943 sq ft

|

House

13630 CANYON RIDGE RD, SPRING HILL(PASCO...
Del Webb River Reserve 13644 CANYON RIDGE RD, SPRING HILL(PASCO..., Spring Hill(pasco), FL 34610
$482,910

2 beds

|

2 baths

|

1,948 sq ft

|

House

13644 CANYON RIDGE RD, SPRING HILL(PASCO...
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Del Webb River Reserve 13655 CANYON RIDGE RD, SPRING HILL(PASCO..., Spring Hill(pasco), FL 34610
$451,020

2 beds

|

2 baths

|

1,889 sq ft

|

House

13655 CANYON RIDGE RD, SPRING HILL(PASCO...
Valencia Lakes 15858 AURORA LAKE CIR, WIMAUMA, FL, 3359..., Wimauma, FL 33598
$285,000

3 beds

|

2 baths

|

1,704 sq ft

|

Villa

15858 AURORA LAKE CIR, WIMAUMA, FL, 3359...
Community: Valencia Lakes
Del Webb River Reserve 13748 ROCKY PINE PL, SPRING HILL(PASCO),..., Spring Hill(pasco), FL 34610
$398,070

2 beds

|

2 baths

|

1,655 sq ft

|

House

13748 ROCKY PINE PL, SPRING HILL(PASCO),...
Del Webb River Reserve 13764 ROCKY PINE PL, SPRING HILL(PASCO),..., Spring Hill(pasco), FL 34610
$362,160

2 beds

|

2 baths

|

1,405 sq ft

|

House

13764 ROCKY PINE PL, SPRING HILL(PASCO),...
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.
Del Webb River Reserve 13647 CANYON RIDGE RD, SPRING HILL(PASCO..., Spring Hill(pasco), FL 34610
$465,660

2 beds

|

2 baths

|

1,889 sq ft

|

House

13647 CANYON RIDGE RD, SPRING HILL(PASCO...
Esplanade at Lakewood Ranch 12774 DEL CORSO LOOP, LAKEWOOD RANCH, FL..., Lakewood Ranch, FL 34211
$749,999

2 beds

|

2 baths

|

1,889 sq ft

|

House

12774 DEL CORSO LOOP, LAKEWOOD RANCH, FL...
Del Webb River Reserve 13660 CANYON RIDGE RD, SPRING HILL(PASCO..., Spring Hill(pasco), FL 34610
$499,890

2 beds

|

2 baths

|

1,889 sq ft

|

House

13660 CANYON RIDGE RD, SPRING HILL(PASCO...
Charlotte Square Condominiums 21267 GERTRUDE AVE 109, PORT CHARLOTTE, ..., Port Charlotte, FL 33952
$94,900

2 beds

|

2 baths

|

919 sq ft

|

Condo

21267 GERTRUDE AVE 109, PORT CHARLOTTE, ...
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Springwood Villas 4995 TRILLIUM CT, PINELLAS PARK, FL, 337..., Pinellas Park, FL 33782
$114,900

2 beds

|

1 baths

|

830 sq ft

|

Villa

4995 TRILLIUM CT, PINELLAS PARK, FL, 337...
Community: Springwood Villas
GlenLakes Country Club 10187 HOLLY BERRY DR, WEEKI WACHEE, FL, ..., Weeki Wachee, FL 34613
$298,000

3 beds

|

2 baths

|

1,703 sq ft

|

House

10187 HOLLY BERRY DR, WEEKI WACHEE, FL, ...
Timber Pines 6282 DARIEN WAY, SPRING HILL, FL, 34606, Spring Hill, FL 34606
$279,000

2 beds

|

2 baths

|

1,674 sq ft

|

House

6282 DARIEN WAY, SPRING HILL, FL, 34606
Community: Timber Pines
River Strand 7121 RIVER HAMMOCK DR UNIT 306, BRADENTO..., Bradenton, FL 34212
$299,000

2 beds

|

2 baths

|

1,156 sq ft

|

Condo

7121 RIVER HAMMOCK DR UNIT 306, BRADENTO...
Community: River Strand
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.
River Strand 6807 GRAND ESTUARY TRL UNIT 202, BRADENT..., Bradenton, FL 34212
$328,500

2 beds

|

2 baths

|

1,561 sq ft

|

Condo

6807 GRAND ESTUARY TRL UNIT 202, BRADENT...
Community: River Strand
Del Webb River Reserve 13693 CANYON RIDGE RD, SPRING HILL, FL, ..., Spring Hill, FL 34610
$363,880

2 beds

|

2 baths

|

1,405 sq ft

|

House

13693 CANYON RIDGE RD, SPRING HILL, FL, ...
Del Webb River Reserve 13693 CANYON RIDGE RD, SPRING HILL(PASCO..., Spring Hill(pasco), FL 34610
$363,880

2 beds

|

2 baths

|

1,405 sq ft

|

House

13693 CANYON RIDGE RD, SPRING HILL(PASCO...
Del Webb River Reserve 13639 CANYON RIDGE RD, SPRING HILL, FL, ..., Spring Hill, FL 34610
$470,780

2 beds

|

3 baths

|

2,080 sq ft

|

House

13639 CANYON RIDGE RD, SPRING HILL, FL, ...
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Del Webb River Reserve 13639 CANYON RIDGE RD, SPRING HILL(PASCO..., Spring Hill(pasco), FL 34610
$470,780

2 beds

|

3 baths

|

2,080 sq ft

|

House

13639 CANYON RIDGE RD, SPRING HILL(PASCO...
Del Webb River Reserve 13552 CANYON RIDGE RD, SPRING HILL, FL, ..., Spring Hill, FL 34610
$502,760

2 beds

|

2 baths

|

1,889 sq ft

|

House

13552 CANYON RIDGE RD, SPRING HILL, FL, ...
Del Webb River Reserve 13516 CANYON RIDGE RD, SPRING HILL, FL, ..., Spring Hill, FL 34610
$523,080

3 beds

|

2 baths

|

1,889 sq ft

|

House

13516 CANYON RIDGE RD, SPRING HILL, FL, ...
Del Webb River Reserve 13772 ROCKY PINE PL, SPRING HILL, FL, 34..., Spring Hill, FL 34610
$356,590

2 beds

|

2 baths

|

1,405 sq ft

|

House

13772 ROCKY PINE PL, SPRING HILL, FL, 34...
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.
Del Webb River Reserve 13630 CANYON RIDGE RD, SPRING HILL, FL, ..., Spring Hill, FL 34610
$483,960

2 beds

|

2 baths

|

1,943 sq ft

|

House

13630 CANYON RIDGE RD, SPRING HILL, FL, ...
Brightmore at Wellen Park 11244 BOUNDLESS TER, VENICE, FL, 34293, Venice, FL 34293
$582,000

2 beds

|

3 baths

|

1,916 sq ft

|

House

11244 BOUNDLESS TER, VENICE, FL, 34293
Del Webb River Reserve 13622 CANYON RIDGE RD, SPRING HILL(PASCO..., Spring Hill(pasco), FL 34610
$487,900

2 beds

|

3 baths

|

2,080 sq ft

|

House

13622 CANYON RIDGE RD, SPRING HILL(PASCO...
Del Webb River Reserve 13622 CANYON RIDGE RD, SPRING HILL, FL, ..., Spring Hill, FL 34610
$487,900

2 beds

|

3 baths

|

2,080 sq ft

|

House

13622 CANYON RIDGE RD, SPRING HILL, FL, ...
Del Webb River Reserve 13644 CANYON RIDGE RD, SPRING HILL, FL, ..., Spring Hill, FL 34610
$482,910

2 beds

|

2 baths

|

1,948 sq ft

|

House

13644 CANYON RIDGE RD, SPRING HILL, FL, ...
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Del Webb River Reserve 13655 CANYON RIDGE RD, SPRING HILL, FL, ..., Spring Hill, FL 34610
$451,020

2 beds

|

2 baths

|

1,889 sq ft

|

House

13655 CANYON RIDGE RD, SPRING HILL, FL, ...
Del Webb River Reserve 13748 ROCKY PINE PL, SPRING HILL, FL, 34..., Spring Hill, FL 34610
$398,070

2 beds

|

2 baths

|

1,655 sq ft

|

House

13748 ROCKY PINE PL, SPRING HILL, FL, 34...
Del Webb River Reserve 13764 ROCKY PINE PL, SPRING HILL, FL, 34..., Spring Hill, FL 34610
$362,160

2 beds

|

2 baths

|

1,405 sq ft

|

House

13764 ROCKY PINE PL, SPRING HILL, FL, 34...
Del Webb River Reserve 13647 CANYON RIDGE RD, SPRING HILL, FL, ..., Spring Hill, FL 34610
$465,660

2 beds

|

2 baths

|

1,889 sq ft

|

House

13647 CANYON RIDGE RD, SPRING HILL, FL, ...
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.
Brightmore at Wellen Park 11857 BOUNDLESS TER, VENICE, FL, 34293, Venice, FL 34293
$418,000

3 beds

|

2 baths

|

1,574 sq ft

|

Villa

11857 BOUNDLESS TER, VENICE, FL, 34293
Harmony at Lakewood Ranch 11831 MEADOWGATE PL, BRADENTON, FL, 3421..., Bradenton, FL 34211
$385,000

3 beds

|

3 baths

|

1,758 sq ft

|

Townhouse

11831 MEADOWGATE PL, BRADENTON, FL, 3421...
Del Webb River Reserve 13756 ROCKY PINE PL, SPRING HILL, FL, 34..., Spring Hill, FL 34610
$358,790

2 beds

|

2 baths

|

1,405 sq ft

|

House

13756 ROCKY PINE PL, SPRING HILL, FL, 34...
Del Webb River Reserve 13756 ROCKY PINE PL, SPRING HILL(PASCO),..., Spring Hill(pasco), FL 34610
$358,790

2 beds

|

2 baths

|

1,405 sq ft

|

House

13756 ROCKY PINE PL, SPRING HILL(PASCO),...
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Brightmore at Wellen Park 11830 BOUNDLESS TER, VENICE, FL, 34293, Venice, FL 34293
$399,000

3 beds

|

2 baths

|

1,574 sq ft

|

Villa

11830 BOUNDLESS TER, VENICE, FL, 34293
Del Webb River Reserve 13660 CANYON RIDGE RD, SPRING HILL, FL, ..., Spring Hill, FL 34610
$499,890

2 beds

|

2 baths

|

1,889 sq ft

|

House

13660 CANYON RIDGE RD, SPRING HILL, FL, ...

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