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Gulfport, FL 55+ active adult communities & homes for sale - Page 59

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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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
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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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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
Esplanade at Azario Lakewood Ranch 14911 CONTENTA LOOP, BRADENTON, FL, 3421..., Bradenton, FL 34211
$1,648,521

3 beds

|

3 baths

|

3,145 sq ft

|

House

14911 CONTENTA LOOP, BRADENTON, FL, 3421...
Charlotte Square Condominiums 2437 HARBOR BLVD APT 210, PORT CHARLOTTE..., Port Charlotte, FL 33952
$79,000

1 beds

|

1 baths

|

672 sq ft

|

Condo

2437 HARBOR BLVD APT 210, PORT CHARLOTTE...
Lakeshore Village 3861 WILSHIRE CIR 115, SARASOTA, FL, 342..., Sarasota, FL 34238
$449,000

3 beds

|

2 baths

|

1,990 sq ft

|

Villa

3861 WILSHIRE CIR 115, SARASOTA, FL, 342...
Community: Lakeshore Village
Perico Bay Club 1216 SPOONBILL LANDINGS CIR, BRADENTON, ..., Bradenton, FL 34209
$349,000

2 beds

|

2 baths

|

1,334 sq ft

|

Villa

1216 SPOONBILL LANDINGS CIR, BRADENTON, ...
Community: Perico Bay Club
Lakeshore Village 4033 WILSHIRE CIR 139, SARASOTA, FL, 342..., Sarasota, FL 34238
$429,900

2 beds

|

2 baths

|

2,024 sq ft

|

Condo

4033 WILSHIRE CIR 139, SARASOTA, FL, 342...
Community: Lakeshore Village
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Harbour Isle 391 ARUBA CIR UNIT 101, BRADENTON, FL, 3..., Bradenton, FL 34209
$645,000

2 beds

|

2 baths

|

1,456 sq ft

|

Condo

391 ARUBA CIR UNIT 101, BRADENTON, FL, 3...
Community: Harbour Isle
Grand Palm 13145 STEINHATCHEE LOOP, VENICE, FL, 342..., Venice, FL 34293
$674,900

3 beds

|

2 baths

|

2,003 sq ft

|

House

13145 STEINHATCHEE LOOP, VENICE, FL, 342...
Community: Grand Palm
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,...
Bayshore on The Lake Condominiums 4133 HERON WAY E202, BRADENTON, FL, 3420..., Bradenton, FL 34205
$119,000

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

4133 HERON WAY E202, BRADENTON, FL, 3420...
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.
Southshore Bay 17319 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598
$332,000

2 beds

|

2 baths

|

1,614 sq ft

|

Villa

17319 HOLLY WELL AVE, WIMAUMA, FL, 33598
Community: Southshore Bay
Highland Lakes on Lake Tarpon 2336 MALCOLM DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$359,900

2 beds

|

2 baths

|

1,288 sq ft

|

House

2336 MALCOLM DR, PALM HARBOR, FL, 34684
Heron Creek 4820 WHISPERING OAKS DR, NORTH PORT, FL,..., North Port, FL 34287
$349,900

2 beds

|

2 baths

|

1,340 sq ft

|

Villa

4820 WHISPERING OAKS DR, NORTH PORT, FL,...
Community: Heron Creek
Sun City Center 1811 BEDFORD LN 153, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$109,900

2 beds

|

2 baths

|

960 sq ft

|

Villa

1811 BEDFORD LN 153, SUN CITY CENTER, FL...
Community: Sun City Center
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Kings Point 1811 BEDFORD LN 153, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$109,900

2 beds

|

2 baths

|

960 sq ft

|

Villa

1811 BEDFORD LN 153, SUN CITY CENTER, FL...
Community: Kings Point
Esplanade at Lakewood Ranch 13514 MESSINA LOOP 102, BRADENTON, FL, 3..., Bradenton, FL 34211
$519,000

3 beds

|

3 baths

|

2,184 sq ft

|

Condo

13514 MESSINA LOOP 102, BRADENTON, FL, 3...
Palm Aire 7845 EAGLE CREEK DR, SARASOTA, FL, 34243, Sarasota, FL 34243
$250,000

2 beds

|

2 baths

|

983 sq ft

|

Condo

7845 EAGLE CREEK DR, SARASOTA, FL, 34243
Community: Palm Aire
Valencia Lakes 15852 COBBLE MILL DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$319,900

2 beds

|

2 baths

|

1,442 sq ft

|

House

15852 COBBLE MILL DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
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.
Palma Del Mar 6268 PALMA DEL MAR BLVD S APT 215, ST PE..., St Petersburg, FL 33715
$410,000

2 beds

|

2 baths

|

890 sq ft

|

Condo

6268 PALMA DEL MAR BLVD S APT 215, ST PE...
Community: Palma Del Mar
Timber Pines 7107 POND VIEW CT, SPRING HILL, FL, 3460..., Spring Hill, FL 34606
$340,000

3 beds

|

2 baths

|

1,848 sq ft

|

House

7107 POND VIEW CT, SPRING HILL, FL, 3460...
Community: Timber Pines
Lake Jovita Golf and Country Club 13444 TRAILING MOSS DR, DADE CITY, FL, 3..., Dade City, FL 33525
$850,000

4 beds

|

3 baths

|

2,685 sq ft

|

House

13444 TRAILING MOSS DR, DADE CITY, FL, 3...
Sun City Center 804 MCCALLISTER AVE, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$257,000

2 beds

|

2 baths

|

1,559 sq ft

|

Condo

804 MCCALLISTER AVE, SUN CITY CENTER, FL...
Community: Sun City Center
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Kings Point 804 MCCALLISTER AVE, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$257,000

2 beds

|

2 baths

|

1,559 sq ft

|

Condo

804 MCCALLISTER AVE, SUN CITY CENTER, FL...
Community: Kings Point
Silverthorn 5110 CHAMPIONSHIP CUP LN, BROOKSVILLE, F..., Brooksville, FL 34609
$420,000

4 beds

|

3 baths

|

2,306 sq ft

|

House

5110 CHAMPIONSHIP CUP LN, BROOKSVILLE, F...
Community: Silverthorn
Boca Royale Golf & Country Club 26636 IRWIN DR, ENGLEWOOD, FL, 34223, Englewood, FL 34223
$575,000

3 beds

|

2 baths

|

2,289 sq ft

|

House

26636 IRWIN DR, ENGLEWOOD, FL, 34223
Highland Lakes on Lake Tarpon 1109 TARTAN DR C, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$289,000

2 beds

|

2 baths

|

1,280 sq ft

|

Villa

1109 TARTAN DR C, PALM HARBOR, FL, 34684
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.
Boca Royale Golf & Country Club 20 SAINT CROIX WAY, ENGLEWOOD, FL, 34223, Englewood, FL 34223
$849,500

3 beds

|

3 baths

|

2,865 sq ft

|

House

20 SAINT CROIX WAY, ENGLEWOOD, FL, 34223
Esplanade at Lakewood Ranch 13608 MESSINA LOOP 201, BRADENTON, FL, 3..., Bradenton, FL 34211
$390,000

2 beds

|

2 baths

|

Condo

13608 MESSINA LOOP 201, BRADENTON, FL, 3...
Timber Pines 7360 CLEARMEADOW DR, SPRING HILL, FL, 34..., Spring Hill, FL 34606
$399,999

2 beds

|

2 baths

|

2,020 sq ft

|

House

7360 CLEARMEADOW DR, SPRING HILL, FL, 34...
Community: Timber Pines
Del Webb Lakewood Ranch 17148 HAMPTON FALLS TER, BRADENTON, FL, ..., Bradenton, FL 34202
$678,000

2 beds

|

2 baths

|

1,894 sq ft

|

House

17148 HAMPTON FALLS TER, BRADENTON, FL, ...
Foxwood Lake Estates 4910 LOCH NESS DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$200,000

2 beds

|

2 baths

|

1,404 sq ft

|

Manufactured Home

4910 LOCH NESS DR, LAKELAND, FL, 33810
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Lake Jovita Golf and Country Club 12322 EASTPOINTE DR, DADE CITY, FL, 3352..., Dade City, FL 33525
$399,000

2 beds

|

2 baths

|

1,822 sq ft

|

House

12322 EASTPOINTE DR, DADE CITY, FL, 3352...
Highland Lakes on Lake Tarpon 3499 CEDAR LN, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$310,000

2 beds

|

2 baths

|

1,230 sq ft

|

Villa

3499 CEDAR LN, PALM HARBOR, FL, 34684
Sun City Center 1809 HAVERFORD AVE, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$264,900

2 beds

|

2 baths

|

1,402 sq ft

|

House

1809 HAVERFORD AVE, SUN CITY CENTER, FL,...
Community: Sun City Center
Heritage Pines Florida 11647 WHEATFIELD LOOP, HUDSON, FL, 34667, Hudson, FL 34667
$310,000

2 beds

|

2 baths

|

1,585 sq ft

|

House

11647 WHEATFIELD LOOP, HUDSON, FL, 34667
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.
Heritage Lake 4635 GAZEBO CT, NEW PORT RICHEY, FL, 346..., New Port Richey, FL 34655
$280,000

2 beds

|

2 baths

|

1,646 sq ft

|

House

4635 GAZEBO CT, NEW PORT RICHEY, FL, 346...
Community: Heritage Lake
Sun City Center 1322 NEW BEDFORD DR, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$208,000

2 beds

|

2 baths

|

984 sq ft

|

Condo

1322 NEW BEDFORD DR, SUN CITY CENTER, FL...
Community: Sun City Center
Heritage Pines Florida 11408 ALDEN CT, HUDSON, FL, 34667, Hudson, FL 34667
$325,000

3 beds

|

2 baths

|

1,963 sq ft

|

House

11408 ALDEN CT, HUDSON, FL, 34667
Heritage Pines Florida 11125 SUN TREE RD, HUDSON, FL, 34667, Hudson, FL 34667
$215,000

2 beds

|

2 baths

|

1,238 sq ft

|

House

11125 SUN TREE RD, HUDSON, FL, 34667
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Heritage Pines Florida 18861 WATER LILY LN, HUDSON, FL, 34667, Hudson, FL 34667
$282,000

3 beds

|

2 baths

|

1,360 sq ft

|

House

18861 WATER LILY LN, HUDSON, FL, 34667
Palm Aire 5633 AVISTA DR # 5634, SARASOTA, FL, 342..., Sarasota, FL 34243
$279,900

2 beds

|

2 baths

|

1,248 sq ft

|

Condo

5633 AVISTA DR # 5634, SARASOTA, FL, 342...
Community: Palm Aire

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