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Gulfport, FL 55+ active adult communities & homes for sale - Page 76

3,341 homes near Gulfport

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3.8 rating (14 reviews) Sun City Center
$100ks - $800ks
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
$100ks - $400ks
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...
$100ks - $300ks
On Top of the World Clear..., Clearwater, FL
Resale Only | 55+ age-restricted | Built 1960 - 1993 | 4,959 homes
3 rating (2 reviews) Plantation Golf & Cou...
$300ks
Plantation Golf & Cou..., Venice, FL
Resale Only | Age-targeted | Built 1982 - 2014 | 2,600 homes
Palm Aire
$100ks - $800ks
Palm Aire, Sarasota, FL
Resale Only | Age-targeted | Built 1963 - 2003 | 3,752 homes
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Tara Golf & Country C...
$300ks
Tara Golf & Country C..., Bradenton, FL
Resale Only | Age-targeted | Built 1989 - 2006 | 1,844 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
GlenLakes Country Club
$100ks - $500ks
GlenLakes Country Club, Weeki Wachee, FL
New and Resale | Age-targeted | Built 1990 - present | 1,500 homes
5 rating (1 reviews) Highland Lakes on Lake Ta...
$100ks - $400ks
Highland Lakes on Lake Ta..., Palm Harbor, FL
Resale Only | 55+ age-restricted | Built 1977 - 1989 | 2,454 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.
5 rating (2 reviews) MiraBay
$300ks - $1Ms
MiraBay, Apollo Beach, FL
New and Resale | Age-targeted | Built 2003 - present | 1,700 homes
Riverwood
$300ks - $800ks
Riverwood, Port Charlotte, FL
Resale Only | Age-targeted | Built 1992 - 2014 | 1,323 homes
5 rating (2 reviews) Sarasota National
$300ks - $800ks
Sarasota National, Wellen Park, FL
New and Resale | Age-targeted | Built 2013 - present | 1,600 homes
5 rating (1 reviews) Timber Oaks
<$100k - $200ks
Timber Oaks, Port Richey, FL
Resale Only | 55+ age-restricted | Built 1973 - 1997 | 1,000 homes
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Questions? Call us: (727) 325-6594
River Strand
$200ks - $1Ms
River Strand, Bradenton, FL
Resale Only | Age-targeted | Built 2006 - 2018 | 1,260 homes
The Mainlands of Tamarac ...
$200ks - $300ks
The Mainlands of Tamarac ..., Pinellas Park, FL
Resale Only | 55+ age-restricted | Built 1969 - 1987 | 1,500 homes
Esplanade at Lakewood Ran...
$400ks - $2Ms
Esplanade at Lakewood Ran..., Lakewood Ranch, FL
New and Resale | Age-targeted | Built 2012 - present | 1,250 homes
Esplanade at Azario Lakew...
$300ks - $1Ms
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.
4.8 rating (23 reviews) Timber Pines
$200ks - $400ks
Timber Pines, Spring Hill, FL
Resale Only | 55+ age-restricted | Built 1982 - 1998 | 3,452 homes
4.7 rating (11 reviews) Valencia Lakes
$200ks - $700ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 homes
3.7 rating (3 reviews) Kings Gate
$200ks - $300ks
Kings Gate, Port Charlotte, FL
New and Resale | 55+ age-restricted | Built 2002 - present | 940 homes
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 homes
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Questions? Call us: (727) 325-6594
4 rating (1 reviews) Town Shores of Gulfport
$200ks - $700ks
Town Shores of Gulfport, Gulfport, FL
Resale Only | 55+ age-restricted | Built 1970 - 1981 | 1,327 homes
Cresswind Lakewood Ranch
$400ks - $700ks
Cresswind Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2018 - present | 648 homes
5 rating (1 reviews) Bay Island
$200ks - $700ks
Bay Island, South Pasadena, FL
Resale Only | 55+ age-restricted | Built 1971 - 1980 | 708 homes
Grand Opening Del Webb River Reserve
$300ks - $600ks
Del Webb River Reserve, Spring Hill, FL
New Construction | 55+ age-restricted | Built 2025 - present | 693 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 (3 reviews) Heritage Pines Florida
$200ks - $400ks
Heritage Pines Florida, Hudson, FL
Resale Only | 55+ age-restricted | Built 1999 - 2007 | 1,407 homes
Bayshore on The Lake Cond...
$100ks - $200ks
Bayshore on The Lake Cond..., Bradenton, FL
Resale Only | 55+ age-restricted | Built 1974 - 1983 | 1,010 homes
Del Webb Lakewood Ranch
$300ks - $900ks
Del Webb Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2015 - present | 1,300 homes
Heron Creek
$300ks - $600ks
Heron Creek, North Port, FL
Resale Only | Age-targeted | Built 2000 - 2011 | 830 homes
4 rating (7 reviews) Tampa Bay Golf and Countr...
$200ks - $500ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only | 55+ age-restricted | Built 1994 - 2015 | 1,336 homes
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Questions? Call us: (727) 325-6594
4 rating (3 reviews) Harbour Isle
$600ks - $1Ms
Harbour Isle, Bradenton, FL
New and Resale | Age-targeted | Built 2010 - present | 686 homes
Tidewater Preserve
$200ks - $1Ms
Tidewater Preserve, Bradenton, FL
New and Resale | Age-targeted | Built 2012 - present | 361 homes
4 rating (2 reviews) Boca Ciega Point
$200ks - $600ks
Boca Ciega Point, St. Petersburg, FL
Resale Only | 55+ age-restricted | Built 1969 - 1974 | 365 homes
The Landings
$400ks - $2Ms
The Landings, Sarasota, FL
New and Resale | Age-targeted | Built 1995 - present | 696 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.
Boca Royale Golf & Co...
$400ks - $1Ms
Boca Royale Golf & Co..., Wellen Park, FL
New and Resale | Age-targeted | Built 1986 - present | 850 homes
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
5 rating (1 reviews) Sandpiper Golf & Coun...
$100ks - $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
Lake Jovita Golf and Coun...
$400ks - $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
Grand Palm
$400ks - $1Ms
Grand Palm, Wellen Park, FL
New and Resale | Age-targeted | Built 2012 - present | 1,700 homes
5 rating (1 reviews) Sea Towers
$100ks - $300ks
Sea Towers, St. Petersburg, FL
Resale Only | 55+ age-restricted | Built 1969 - 1973 | 800 homes
1234...5
Boca Ciega Point 1 BOCA CIEGA POINT BLVD APT 215, ST PETE..., St Petersburg, FL 33708
$189,000

2 beds

|

2 baths

|

920 sq ft

|

Condo

1 BOCA CIEGA POINT BLVD APT 215, ST PETE...
Community: Boca Ciega Point
Del Webb Lakewood Ranch 16723 BLACKWATER TER, BRADENTON, FL, 342..., Bradenton, FL 34202
$590,000

2 beds

|

2 baths

|

1,879 sq ft

|

House

16723 BLACKWATER TER, BRADENTON, FL, 342...
Plantation Golf & Country Club 912 BARCLAY CT, VENICE, FL, 34293, Venice, FL 34293
$362,500

3 beds

|

2 baths

|

1,544 sq ft

|

Villa

912 BARCLAY CT, VENICE, FL, 34293
Del Webb Bexley 19183 COASTAL SHORE TER, LAND O LAKES, F..., Land O Lakes, FL 34638
$565,000

3 beds

|

2 baths

|

2,077 sq ft

|

House

19183 COASTAL SHORE TER, LAND O LAKES, F...
Community: Del Webb Bexley
Southshore Bay 16913 ANCHOR ROOT ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$425,000

3 beds

|

2 baths

|

1,761 sq ft

|

House

16913 ANCHOR ROOT ST, WIMAUMA, FL, 33598
Community: Southshore Bay
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Palma Del Mar 6322 PALMA DEL MAR BLVD S APT 1107, SAIN..., Saint Petersburg, FL 33715
$535,000

2 beds

|

2 baths

|

1,250 sq ft

|

Condo

6322 PALMA DEL MAR BLVD S APT 1107, SAIN...
Community: Palma Del Mar
GlenLakes Country Club 10155 DUFFY CIR, WEEKI WACHEE, FL, 34613, Weeki Wachee, FL 34613
$269,000

2 beds

|

3 baths

|

1,510 sq ft

|

Villa

10155 DUFFY CIR, WEEKI WACHEE, FL, 34613
Sun City Center 1643 EMERALD DUNES DR, SUN CITY CENTER, ..., Sun City Center, FL 33573
$359,000

2 beds

|

2 baths

|

1,947 sq ft

|

House

1643 EMERALD DUNES DR, SUN CITY CENTER, ...
Community: Sun City Center
Valencia Lakes 4821 GRAND BANKS DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$469,000

3 beds

|

3 baths

|

2,268 sq ft

|

House

4821 GRAND BANKS 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.
Palm Aire 6110 COUNTRY CLUB WAY 102, SARASOTA, FL,..., Sarasota, FL 34243
$260,000

2 beds

|

2 baths

|

1,400 sq ft

|

Condo

6110 COUNTRY CLUB WAY 102, SARASOTA, FL,...
Community: Palm Aire
Sun City Center 420 S BROCKFIELD DR, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$340,000

2 beds

|

2 baths

|

1,656 sq ft

|

House

420 S BROCKFIELD DR, SUN CITY CENTER, FL...
Community: Sun City Center
Spanish Main Yacht Club 730 SPANISH DR 99, LONGBOAT KEY, FL, 342..., Longboat Key, FL 34228
$369,000

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

730 SPANISH DR 99, LONGBOAT KEY, FL, 342...
VillageWalk of Sarasota 7632 QUINTO DR, SARASOTA, FL, 34238, Sarasota, FL 34238
$438,000

2 beds

|

2 baths

|

1,534 sq ft

|

Villa

7632 QUINTO DR, SARASOTA, FL, 34238
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
GlenLakes Country Club 8420 MAYBELLE DR, WEEKI WACHEE, FL, 3461..., Weeki Wachee, FL 34613
$535,000

3 beds

|

2 baths

|

2,366 sq ft

|

House

8420 MAYBELLE DR, WEEKI WACHEE, FL, 3461...
Timber Creek Condominiums 4644 RED MAPLE RD 1303, BRADENTON, FL, 3..., Bradenton, FL 34210
$249,000

2 beds

|

2 baths

|

1,617 sq ft

|

Villa

4644 RED MAPLE RD 1303, BRADENTON, FL, 3...
Whispering Sands 19 WHISPERING SANDS DR APT 805, SARASOTA..., Sarasota, FL 34242
$1,095,000

2 beds

|

2 baths

|

1,282 sq ft

|

Condo

19 WHISPERING SANDS DR APT 805, SARASOTA...
Community: Whispering Sands
Del Webb Lakewood Ranch 7327 SUMMERLAND CV, BRADENTON, FL, 34202, Bradenton, FL 34202
$1,299,990

3 beds

|

5 baths

|

2,883 sq ft

|

House

7327 SUMMERLAND CV, BRADENTON, FL, 34202
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 16227 CAPE CORAL DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$434,500

4 beds

|

3 baths

|

2,419 sq ft

|

House

16227 CAPE CORAL DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
GlenLakes Country Club 9226 PLAYERS DR, WEEKI WACHEE, FL, 34613, Weeki Wachee, FL 34613
$469,999

3 beds

|

2 baths

|

1,730 sq ft

|

House

9226 PLAYERS DR, WEEKI WACHEE, FL, 34613
GlenLakes Country Club 9021 PLAYERS DR, WEEKI WACHEE, FL, 34613, Weeki Wachee, FL 34613
$454,999

3 beds

|

2 baths

|

1,730 sq ft

|

House

9021 PLAYERS DR, WEEKI WACHEE, FL, 34613
GlenLakes Country Club 9275 PLAYERS DR, WEEKI WACHEE, FL, 34613, Weeki Wachee, FL 34613
$454,999

3 beds

|

2 baths

|

1,730 sq ft

|

House

9275 PLAYERS DR, WEEKI WACHEE, FL, 34613
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
GlenLakes Country Club 9005 PLAYERS DR, WEEKI WACHEE, FL, 34613, Weeki Wachee, FL 34613
$467,999

3 beds

|

2 baths

|

1,880 sq ft

|

House

9005 PLAYERS DR, WEEKI WACHEE, FL, 34613
Glen Oaks Ridge 3978 OVERLOOK BND # 25, SARASOTA, FL, 34..., Sarasota, FL 34232
$219,000

2 beds

|

2 baths

|

1,040 sq ft

|

Villa

3978 OVERLOOK BND # 25, SARASOTA, FL, 34...
Community: Glen Oaks Ridge
Edgewater Arms 632 EDGEWATER DR 832, DUNEDIN, FL, 34698, Dunedin, FL 34698
$419,000

2 beds

|

2 baths

|

1,620 sq ft

|

Condo

632 EDGEWATER DR 832, DUNEDIN, FL, 34698
Community: Edgewater Arms
Wellington at Seven Hills 11741 TEAPOT CT, SPRING HILL, FL, 34609, Spring Hill, FL 34609
$310,000

3 beds

|

2 baths

|

1,970 sq ft

|

House

11741 TEAPOT 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.
Boca Ciega Point 1 BOCA CIEGA POINT BLVD APT 310, ST PETE..., St Petersburg, FL 33708
$199,000

1 beds

|

1 baths

|

700 sq ft

|

Condo

1 BOCA CIEGA POINT BLVD APT 310, ST PETE...
Community: Boca Ciega Point
Valencia Ridge 32523 NEROLI ST, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$806,900

3 beds

|

3 baths

|

2,450 sq ft

|

House

32523 NEROLI ST, WESLEY CHAPEL, FL, 3354...
Community: Valencia Ridge
Pinehurst Village 1701 PINEHURST RD APT 16C, DUNEDIN, FL, ..., Dunedin, FL 34698
$179,900

2 beds

|

1 baths

|

875 sq ft

|

Villa

1701 PINEHURST RD APT 16C, DUNEDIN, FL, ...
Community: Pinehurst Village
GlenLakes Country Club 9253 PLAYERS DR, WEEKI WACHEE, FL, 34613, Weeki Wachee, FL 34613
$449,999

4 beds

|

3 baths

|

2,070 sq ft

|

House

9253 PLAYERS DR, WEEKI WACHEE, FL, 34613
GlenLakes Country Club 9195 PLAYERS DR, WEEKI WACHEE, FL, 34613, Weeki Wachee, FL 34613
$444,999

4 beds

|

3 baths

|

2,070 sq ft

|

House

9195 PLAYERS DR, WEEKI WACHEE, FL, 34613
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
GlenLakes Country Club 9210 PLAYERS DR, WEEKI WACHEE, FL, 34613, Weeki Wachee, FL 34613
$427,999

4 beds

|

2 baths

|

1,919 sq ft

|

House

9210 PLAYERS DR, WEEKI WACHEE, FL, 34613
Highland Fairways 3245 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810
$234,500

2 beds

|

2 baths

|

1,045 sq ft

|

House

3245 PRAIRIE DUNES CIR, LAKELAND, FL, 33...
Community: Highland Fairways
Highland Lakes on Lake Tarpon 946 MADRID DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$329,400

2 beds

|

2 baths

|

980 sq ft

|

Villa

946 MADRID DR, PALM HARBOR, FL, 34684
River Strand 7235 RIVER HAMMOCK DR UNIT 204, BRADENTO..., Bradenton, FL 34212
$379,999

3 beds

|

2 baths

|

1,561 sq ft

|

Condo

7235 RIVER HAMMOCK DR UNIT 204, 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.
Palma Del Mar 6158 PALMA DEL MAR BLVD S APT 306, ST PE..., St Petersburg, FL 33715
$315,000

2 beds

|

2 baths

|

1,050 sq ft

|

Condo

6158 PALMA DEL MAR BLVD S APT 306, ST PE...
Community: Palma Del Mar
Sarasota National 10209 FIDDLEWOOD DR, VENICE, FL, 34293, Venice, FL 34293
$510,000

2 beds

|

2 baths

|

1,900 sq ft

|

House

10209 FIDDLEWOOD DR, VENICE, FL, 34293
Community: Sarasota National
Bayshore on The Lake Condominiums 4189 HERON WAY # 406E, BRADENTON, FL, 34..., Bradenton, FL 34205
$79,000

1 beds

|

1 baths

|

780 sq ft

|

Condo

4189 HERON WAY # 406E, BRADENTON, FL, 34...
Esplanade at Artisan Lakes 5410 MOREY FARMS LOOP, PALMETTO, FL, 342..., Palmetto, FL 34221
$629,000

2 beds

|

3 baths

|

2,098 sq ft

|

House

5410 MOREY FARMS LOOP, PALMETTO, FL, 342...
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Plantation Golf & Country Club 585 KHYBER LN, VENICE, FL, 34293, Venice, FL 34293
$546,000

3 beds

|

3 baths

|

2,411 sq ft

|

House

585 KHYBER LN, VENICE, FL, 34293
Harbour Isle 311 COMPASS POINT DR UNIT 101, BRADENTON..., Bradenton, FL 34209
$829,000

2 beds

|

2 baths

|

1,616 sq ft

|

Condo

311 COMPASS POINT DR UNIT 101, BRADENTON...
Community: Harbour Isle

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