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Gulfport, FL 55+ active adult communities & homes for sale - Page 40

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
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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
Plantation Golf & Country Club 461 WEXFORD CIR 91, VENICE, FL, 34293, Venice, FL 34293
$324,900

2 beds

|

2 baths

|

1,319 sq ft

|

Villa

461 WEXFORD CIR 91, VENICE, FL, 34293
Valencia del Sol 15513 SANTA POLA DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$350,000

2 beds

|

2 baths

|

1,489 sq ft

|

House

15513 SANTA POLA DR, WIMAUMA, FL, 33598
Community: Valencia del Sol
Sun City Center 1619 BROOKTON GREEN DR, SUN CITY CENTER,..., Sun City Center, FL 33573
$333,000

2 beds

|

2 baths

|

1,678 sq ft

|

House

1619 BROOKTON GREEN DR, SUN CITY CENTER,...
Community: Sun City Center
Palma Del Mar 6372 PALMA DEL MAR BLVD S APT 601, ST PE..., St Petersburg, FL 33715
$599,900

2 beds

|

2 baths

|

1,250 sq ft

|

Condo

6372 PALMA DEL MAR BLVD S APT 601, ST PE...
Community: Palma Del Mar
Sarasota National 10209 FIDDLEWOOD DR, VENICE, FL, 34293, Venice, FL 34293
$530,000

2 beds

|

2 baths

|

1,900 sq ft

|

House

10209 FIDDLEWOOD DR, VENICE, FL, 34293
Community: Sarasota National
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Vendome Village 8445 CALAIS, PINELLAS PARK, FL, 33781, Pinellas Park, FL 33781
$130,000

2 beds

|

2 baths

|

1,109 sq ft

|

Villa

8445 CALAIS, PINELLAS PARK, FL, 33781
Community: Vendome Village
Esplanade at Lakewood Ranch 13334 TORRESINA TER, BRADENTON, FL, 3421..., Bradenton, FL 34211
$498,800

2 beds

|

2 baths

|

1,684 sq ft

|

House

13334 TORRESINA TER, BRADENTON, FL, 3421...
The Mainlands of Tamarac By The Gulf 9154 42ND LN N # 5, PINELLAS PARK, FL, 3..., Pinellas Park, FL 33782
$400,000

2 beds

|

2 baths

|

1,776 sq ft

|

House

9154 42ND LN N # 5, PINELLAS PARK, FL, 3...
Park Forest 115 PARK FOREST BLVD, ENGLEWOOD, FL, 342..., Englewood, FL 34223
$279,000

2 beds

|

2 baths

|

1,392 sq ft

|

House

115 PARK FOREST BLVD, ENGLEWOOD, FL, 342...
Community: Park Forest
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.
Town Shores of Gulfport 6060 SHORE BLVD 203, GULFPORT, FL, 33707, Gulfport, FL 33707
$449,000

2 beds

|

2 baths

|

1,255 sq ft

|

Condo

6060 SHORE BLVD 203, GULFPORT, FL, 33707
Briar Patch 6520 THICKET TRL, NEW PORT RICHEY, FL, 3..., New Port Richey, FL 34653
$269,000

2 beds

|

2 baths

|

1,359 sq ft

|

Townhouse

6520 THICKET TRL, NEW PORT RICHEY, FL, 3...
Community: Briar Patch
Terrace Park of Five Towns 5969 TERRACE PARK DR N UNIT 305, ST PETE..., St Petersburg, FL 33709
$115,000

2 beds

|

2 baths

|

915 sq ft

|

Condo

5969 TERRACE PARK DR N UNIT 305, ST PETE...
Cypress Falls at The Woodlands 2444 DAISY DR, NORTH PORT, FL, 34289, North Port, FL 34289
$295,000

2 beds

|

2 baths

|

1,572 sq ft

|

Villa

2444 DAISY DR, NORTH PORT, FL, 34289
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Park Forest 425 CYPRESS FOREST DR, ENGLEWOOD, FL, 34..., Englewood, FL 34223
$394,000

3 beds

|

2 baths

|

2,309 sq ft

|

House

425 CYPRESS FOREST DR, ENGLEWOOD, FL, 34...
Community: Park Forest
Tara Golf & Country Club 6507 STONE RIVER RD 302, BRADENTON, FL, ..., Bradenton, FL 34203
$175,000

2 beds

|

2 baths

|

1,042 sq ft

|

Condo

6507 STONE RIVER RD 302, BRADENTON, FL, ...
Sun City Center 627 FORT DUQUESNA DR, SUN CITY CENTER, F..., Sun City Center, FL 33573
$360,000

3 beds

|

2 baths

|

1,971 sq ft

|

House

627 FORT DUQUESNA DR, SUN CITY CENTER, F...
Community: Sun City Center
Lake Jovita Golf and Country Club 13353 CARNOUSTIE CIR, DADE CITY, FL, 335..., Dade City, FL 33525
$1,395,000

6 beds

|

4 baths

|

4,572 sq ft

|

House

13353 CARNOUSTIE CIR, DADE CITY, FL, 335...
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.
Sun City Center 2305 E DEL WEBB BLVD, SUN CITY CENTER, F..., Sun City Center, FL 33573
$279,000

2 beds

|

2 baths

|

1,830 sq ft

|

House

2305 E DEL WEBB BLVD, SUN CITY CENTER, F...
Community: Sun City Center
Lake Jovita Golf and Country Club 13922 CARRYBACK DR, DADE CITY, FL, 33525, Dade City, FL 33525
$1,450,000

3 beds

|

4 baths

|

3,174 sq ft

|

House

13922 CARRYBACK DR, DADE CITY, FL, 33525
Lake Jovita Golf and Country Club 12615 EASTPOINTE DR, DADE CITY, FL, 3352..., Dade City, FL 33525
$437,500

3 beds

|

2 baths

|

1,722 sq ft

|

House

12615 EASTPOINTE DR, DADE CITY, FL, 3352...
Lake Jovita Golf and Country Club 13805 CARRYBACK DR, DADE CITY, FL, 33525, Dade City, FL 33525
$1,399,000

3 beds

|

4 baths

|

3,201 sq ft

|

House

13805 CARRYBACK DR, DADE CITY, FL, 33525
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Sea Towers 4725 COVE CIR APT 810, SAINT PETERSBURG,..., Saint Petersburg, FL 33708
$240,000

2 beds

|

2 baths

|

1,040 sq ft

|

Condo

4725 COVE CIR APT 810, SAINT PETERSBURG,...
Community: Sea Towers
Wellington at Seven Hills 332 MCINTOSH CT, SPRING HILL, FL, 34609, Spring Hill, FL 34609
$410,000

3 beds

|

2 baths

|

2,004 sq ft

|

House

332 MCINTOSH CT, SPRING HILL, FL, 34609
Summertree 11150 PARADISE POINT WAY, NEW PORT RICHE..., New Port Richey, FL 34654
$319,900

3 beds

|

2 baths

|

1,558 sq ft

|

House

11150 PARADISE POINT WAY, NEW PORT RICHE...
Community: Summertree
Wellington at Seven Hills 412 MISTWOOD CT, SPRING HILL, FL, 34609, Spring Hill, FL 34609
$309,900

2 beds

|

2 baths

|

1,619 sq ft

|

House

412 MISTWOOD CT, SPRING HILL, FL, 34609
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.
On Top of the World Clearwater 2402 ECUADORIAN WAY 10, CLEARWATER, FL, ..., Clearwater, FL 33763
$228,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

2402 ECUADORIAN WAY 10, CLEARWATER, FL, ...
Heritage Lake 4916 TROON LN, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34655
$268,345

2 beds

|

2 baths

|

1,309 sq ft

|

Condo

4916 TROON LN, NEW PORT RICHEY, FL, 3465...
Community: Heritage Lake
Plantation Golf & Country Club 420 WEXFORD CIR # 124, VENICE, FL, 34293, Venice, FL 34293
$265,000

3 beds

|

2 baths

|

1,439 sq ft

|

Villa

420 WEXFORD CIR # 124, VENICE, FL, 34293
Esplanade at The Heights 5458 SUMMIT GLN, BRADENTON, FL, 34203, Bradenton, FL 34203
$630,000

4 beds

|

4 baths

|

3,057 sq ft

|

House

5458 SUMMIT GLN, BRADENTON, FL, 34203
The Mainlands of Tamarac By The Gulf 10052 45TH WAY, PINELLAS PARK, FL, 33782, Pinellas Park, FL 33782
$249,500

2 beds

|

2 baths

|

890 sq ft

|

House

10052 45TH WAY, PINELLAS PARK, FL, 33782
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Lake Tippecanoe 4606 TIPPECANOE TRL 119, SARASOTA, FL, 3..., Sarasota, FL 34233
$170,000

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

4606 TIPPECANOE TRL 119, SARASOTA, FL, 3...
Community: Lake Tippecanoe
Lake Jovita Golf and Country Club 13247 THOROUGHBRED DR, DADE CITY, FL, 33..., Dade City, FL 33525
$760,000

4 beds

|

2 baths

|

2,179 sq ft

|

House

13247 THOROUGHBRED DR, DADE CITY, FL, 33...
Lake Jovita Golf and Country Club 34411 SAHALEE LOOP, DADE CITY, FL, 33525, Dade City, FL 33525
$749,900

3 beds

|

3 baths

|

2,777 sq ft

|

House

34411 SAHALEE LOOP, DADE CITY, FL, 33525
Valencia Lakes 5006 RUBY FLATS DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$579,000

3 beds

|

2 baths

|

2,180 sq ft

|

House

5006 RUBY FLATS 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.
Lake Jovita Golf and Country Club 12717 EASTPOINTE DR, DADE CITY, FL, 3352..., Dade City, FL 33525
$424,900

4 beds

|

2 baths

|

2,057 sq ft

|

House

12717 EASTPOINTE DR, DADE CITY, FL, 3352...
Tara Golf & Country Club 6834 FAIRVIEW TER # 6834, BRADENTON, FL,..., Bradenton, FL 34203
$289,900

2 beds

|

2 baths

|

1,346 sq ft

|

Condo

6834 FAIRVIEW TER # 6834, BRADENTON, FL,...
Tidewater Preserve 5510 TIDEWATER PRESERVE BLVD, BRADENTON,..., Bradenton, FL 34208
$1,549,000

3 beds

|

4 baths

|

3,945 sq ft

|

House

5510 TIDEWATER PRESERVE BLVD, BRADENTON,...
Community: Tidewater Preserve
Highland Fairways 2259 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$284,000

3 beds

|

2 baths

|

1,665 sq ft

|

House

2259 GRAND CYPRESS DR, LAKELAND, FL, 338...
Community: Highland Fairways
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Highland Fairways 3175 PEBBLE BEND DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$154,900

2 beds

|

2 baths

|

1,456 sq ft

|

Manufactured Home

3175 PEBBLE BEND DR, LAKELAND, FL, 33810
Community: Highland Fairways
GlenLakes Country Club 8472 MAYBELLE DR, WEEKI WACHEE, FL, 3461..., Weeki Wachee, FL 34613
$399,900

2 beds

|

2 baths

|

1,915 sq ft

|

House

8472 MAYBELLE DR, WEEKI WACHEE, FL, 3461...

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