not an image

Call us at (727) 325-6594 to learn more about active adult communities in Gulfport

Gulfport, FL 55+ active adult communities & homes for sale - Page 53

2,707 homes near Gulfport

Sort by:

Relevance

Relevance

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
5 rating (2 reviews) MiraBay
$300ks - $1Ms
MiraBay, Apollo Beach, FL
New and Resale | Age-targeted | Built 2003 - present | 1,700 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
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
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
GlenLakes Country Club
$100ks - $500ks
GlenLakes Country Club, Weeki Wachee, FL
New and Resale | Age-targeted | Built 1990 - present | 1,500 homes
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 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
3 rating (2 reviews) Plantation Golf & Cou...
$300ks
Plantation Golf & Cou..., Venice, FL
Resale Only | Age-targeted | Built 1982 - 2014 | 2,600 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 (1 reviews) Timber Oaks
<$100k - $200ks
Timber Oaks, Port Richey, FL
Resale Only | 55+ age-restricted | Built 1973 - 1997 | 1,000 homes
Palm Aire
$100ks - $800ks
Palm Aire, Sarasota, FL
Resale Only | Age-targeted | Built 1963 - 2003 | 3,752 homes
Esplanade at Azario Lakew...
$300ks - $1Ms
Esplanade at Azario Lakew..., Lakewood Ranch, FL
New Construction | Age-targeted | Built 2020 - present | 1,400 homes
Tara Golf & Country C...
$300ks
Tara Golf & Country C..., Bradenton, FL
Resale Only | Age-targeted | Built 1989 - 2006 | 1,844 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
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
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
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) The Mainlands of Tamarac ...
$200ks - $300ks
The Mainlands of Tamarac ..., Pinellas Park, FL
Resale Only | 55+ age-restricted | Built 1969 - 1987 | 1,500 homes
4 rating (4 reviews) Kings Gate
$200ks - $300ks
Kings Gate, Port Charlotte, FL
New and Resale | 55+ age-restricted | Built 2002 - present | 940 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
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.
Esplanade at Artisan Lake...
$400ks - $500ks
Esplanade at Artisan Lake..., Palmetto, FL
New and Resale | Age-targeted | Built 2013 - present | 800 homes
Riverwood
$300ks - $800ks
Riverwood, Port Charlotte, FL
Resale Only | Age-targeted | Built 1992 - 2014 | 1,323 homes
5 rating (1 reviews) Bay Island
$200ks - $700ks
Bay Island, South Pasadena, FL
Resale Only | 55+ age-restricted | Built 1971 - 1980 | 708 homes
Tidewater Preserve
$200ks - $1Ms
Tidewater Preserve, Bradenton, FL
New and Resale | Age-targeted | Built 2012 - present | 361 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
Esplanade at Lakewood Ran...
$400ks - $2Ms
Esplanade at Lakewood Ran..., Lakewood Ranch, FL
New and Resale | Age-targeted | Built 2012 - present | 1,250 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
River Strand
$200ks - $1Ms
River Strand, Bradenton, FL
Resale Only | Age-targeted | Built 2006 - 2018 | 1,260 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 (2 reviews) Sarasota National
$300ks - $800ks
Sarasota National, Wellen Park, FL
New and Resale | Age-targeted | Built 2013 - present | 1,600 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.
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 homes
Palma Del Mar
$200ks - $500ks
Palma Del Mar, St. Petersburg, FL
Resale Only | Age-targeted | Built 1979 - 1981 | 140 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
1 rating (1 reviews) Silverthorn
$200ks - $800ks
Silverthorn, Brooksville, FL
Resale Only | Age-targeted | Built 1997 - 2011 | 801 homes
Esplanade at Wellen Park
$400ks - $1Ms
Esplanade at Wellen Park, Englewood, FL
New Construction | Age-targeted | Built 2025 - present | 877 homes
Heron Creek
$300ks - $600ks
Heron Creek, North Port, FL
Resale Only | Age-targeted | Built 2000 - 2011 | 830 homes
5 rating (1 reviews) Sea Towers
$100ks - $300ks
Sea Towers, St. Petersburg, FL
Resale Only | 55+ age-restricted | Built 1969 - 1973 | 800 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
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
The Landings
$400ks - $2Ms
The Landings, Sarasota, FL
New and Resale | Age-targeted | Built 1995 - present | 696 homes
4 rating (3 reviews) Harbour Isle
$600ks - $1Ms
Harbour Isle, Bradenton, FL
New and Resale | Age-targeted | Built 2010 - present | 686 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.
1234...5
On Top of the World Clearwater 2296 MONACO LN 16, CLEARWATER, FL, 33763, Clearwater, FL 33763
$260,000

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

2296 MONACO LN 16, CLEARWATER, FL, 33763
Palm Aire 7742 EAGLE CREEK DR 7524, SARASOTA, FL, ..., Sarasota, FL 34243
$218,000

2 beds

|

2 baths

|

983 sq ft

|

Condo

7742 EAGLE CREEK DR 7524, SARASOTA, FL, ...
Community: Palm Aire
Tara Golf & Country Club 6342 GRAND OAK CIR 204, BRADENTON, FL, 3..., Bradenton, FL 34203
$299,000

2 beds

|

2 baths

|

1,346 sq ft

|

Condo

6342 GRAND OAK CIR 204, BRADENTON, FL, 3...
On Top of the World Clearwater 2428 COLUMBIA DR 72, CLEARWATER, FL, 337..., Clearwater, FL 33763
$159,900

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

2428 COLUMBIA DR 72, CLEARWATER, FL, 337...
Sun City Center 1420 EMERALD DUNES DR, SUN CITY CENTER, ..., Sun City Center, FL 33573
$399,000

3 beds

|

2 baths

|

2,482 sq ft

|

Condo

1420 EMERALD DUNES DR, SUN CITY CENTER, ...
Community: Sun City Center
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Burgundy Condominiums 202 47TH AVENUE DR 332, BRADENTON, FL, 3..., Bradenton, FL 34207
$69,900

1 beds

|

1 baths

|

725 sq ft

|

Condo

202 47TH AVENUE DR 332, BRADENTON, FL, 3...
Sandpiper Golf & Country Club 6087 SEAGULL LN, LAKELAND, FL, 33809, Lakeland, FL 33809
$299,000

3 beds

|

2 baths

|

1,899 sq ft

|

House

6087 SEAGULL LN, LAKELAND, FL, 33809
The Mainlands of Tamarac By The Gulf 4488 100TH AVE, PINELLAS PARK, FL, 33782, Pinellas Park, FL 33782
$324,500

2 beds

|

2 baths

|

1,276 sq ft

|

House

4488 100TH AVE, PINELLAS PARK, FL, 33782
Hammock Preserve on Palmer Ranch 12457 GOLDEN SAGE RD, SARASOTA, FL, 3423..., Sarasota, FL 34238
$1,090,000

5 beds

|

4 baths

|

3,189 sq ft

|

House

12457 GOLDEN SAGE RD, SARASOTA, FL, 3423...
Southshore Bay 17335 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598
$395,900

3 beds

|

3 baths

|

2,145 sq ft

|

House

17335 HOLLY WELL AVE, WIMAUMA, FL, 33598
Community: Southshore Bay
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 8333 OCEAN TIDES CV, PARRISH, FL, 34219, Parrish, FL 34219
$399,900

3 beds

|

2 baths

|

1,648 sq ft

|

House

8333 OCEAN TIDES CV, PARRISH, FL, 34219
Community: Del Webb BayView
Harmony at Lakewood Ranch 12204 TRAILHEAD DR, BRADENTON, FL, 34211, Bradenton, FL 34211
$330,000

3 beds

|

3 baths

|

1,633 sq ft

|

Townhouse

12204 TRAILHEAD DR, BRADENTON, FL, 34211
Beacon Lakes 4028 DAVIT DR 4028, NEW PORT RICHEY, FL,..., New Port Richey, FL 34652
$150,000

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

4028 DAVIT DR 4028, NEW PORT RICHEY, FL,...
Community: Beacon Lakes
Timber Oaks 11604 VERSAILLES LN, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$200,000

2 beds

|

2 baths

|

1,239 sq ft

|

House

11604 VERSAILLES LN, PORT RICHEY, FL, 34...
Community: Timber Oaks
Plaza De Flores on Palmer Ranch 4264 CENTRAL SARASOTA PKWY 117, SARASOTA..., Sarasota, FL 34238
$299,900

3 beds

|

2 baths

|

1,319 sq ft

|

Condo

4264 CENTRAL SARASOTA PKWY 117, SARASOTA...
Foxwood 665 FOXWOOD BLVD, ENGLEWOOD, FL, 34223, Englewood, FL 34223
$249,900

2 beds

|

2 baths

|

1,390 sq ft

|

Villa

665 FOXWOOD BLVD, ENGLEWOOD, FL, 34223
Community: Foxwood
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Lake James 7826 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$399,900

2 beds

|

2 baths

|

1,788 sq ft

|

House

7826 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
Mirada 10162 ECHO DOCK LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$277,000

2 beds

|

2 baths

|

1,614 sq ft

|

Villa

10162 ECHO DOCK LOOP, SAN ANTONIO, FL, 3...
Community: Mirada
Pine Ridge at Palm Harbor 1725 PINE RIDGE WAY C, PALM HARBOR, FL, ..., Palm Harbor, FL 34684
$295,000

2 beds

|

2 baths

|

1,350 sq ft

|

Villa

1725 PINE RIDGE WAY C, PALM HARBOR, FL, ...
Swifton Villas 2826 SWIFTON DR 114, SARASOTA, FL, 34231, Sarasota, FL 34231
$144,900

1 beds

|

1 baths

|

672 sq ft

|

Condo

2826 SWIFTON DR 114, SARASOTA, FL, 34231
Community: Swifton Villas
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 Lakewood Ranch 17203 CORINNA PL, LAKEWOOD RANCH, FL, 34..., Lakewood Ranch, FL 34202
$1,299,000

4 beds

|

4 baths

|

3,668 sq ft

|

House

17203 CORINNA PL, LAKEWOOD RANCH, FL, 34...
The Mainlands of Tamarac By The Gulf 9620 44TH ST, PINELLAS PARK, FL, 33782, Pinellas Park, FL 33782
$260,000

2 beds

|

2 baths

|

1,061 sq ft

|

House

9620 44TH ST, PINELLAS PARK, FL, 33782
Tidewater Preserve 1264 RIVERSCAPE ST B, BRADENTON, FL, 342..., Bradenton, FL 34208
$532,000

3 beds

|

2 baths

|

1,748 sq ft

|

Condo

1264 RIVERSCAPE ST B, BRADENTON, FL, 342...
Community: Tidewater Preserve
Tampa Bay Golf and Country Club 10133 COLLAR DR, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$450,000

3 beds

|

2 baths

|

2,500 sq ft

|

House

10133 COLLAR DR, SAN ANTONIO, FL, 33576
Brightmore at Wellen Park 11343 BOUNDLESS TER, VENICE, FL, 34293, Venice, FL 34293
$639,900

2 beds

|

3 baths

|

1,916 sq ft

|

House

11343 BOUNDLESS TER, VENICE, FL, 34293
The Isles at Lakewood Ranch 7982 REDONDA LOOP, BRADENTON, FL, 34202, Bradenton, FL 34202
$1,285,000

3 beds

|

4 baths

|

2,517 sq ft

|

House

7982 REDONDA LOOP, BRADENTON, FL, 34202
Oak Forrest Condominiums 1515 FORREST NELSON BLVD O104, PORT CHAR..., Port Charlotte, FL 33952
$114,999

2 beds

|

2 baths

|

899 sq ft

|

Condo

1515 FORREST NELSON BLVD O104, PORT CHAR...
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Timber Greens 9326 PALM HAVEN CT, NEW PORT RICHEY, FL,..., New Port Richey, FL 34655
$309,000

2 beds

|

2 baths

|

1,672 sq ft

|

Villa

9326 PALM HAVEN CT, NEW PORT RICHEY, FL,...
Community: Timber Greens
Del Webb Lakewood Ranch 17725 NORTHWOOD PL, BRADENTON, FL, 34202, Bradenton, FL 34202
$499,900

2 beds

|

2 baths

|

1,405 sq ft

|

House

17725 NORTHWOOD PL, BRADENTON, FL, 34202
Timber Oaks 8708 BENTON DR, PORT RICHEY, FL, 34668, Port Richey, FL 34668
$244,250

2 beds

|

2 baths

|

1,112 sq ft

|

House

8708 BENTON DR, PORT RICHEY, FL, 34668
Community: Timber Oaks
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.
Sea Towers 4725 COVE CIR 104, ST PETERSBURG, FL, 33..., St Petersburg, FL 33708
$157,000

1 beds

|

1 baths

|

815 sq ft

|

Condo

4725 COVE CIR 104, ST PETERSBURG, FL, 33...
Community: Sea Towers
Edgewater Arms 634 EDGEWATER DR 848, DUNEDIN, FL, 34698, Dunedin, FL 34698
$499,000

2 beds

|

2 baths

|

1,465 sq ft

|

Condo

634 EDGEWATER DR 848, DUNEDIN, FL, 34698
Community: Edgewater Arms
Plantation Golf & Country Club 414 CERROMAR CIR 249, VENICE, FL, 34293, Venice, FL 34293
$210,000

2 beds

|

2 baths

|

1,110 sq ft

|

Condo

414 CERROMAR CIR 249, VENICE, FL, 34293
Whispering Sands 19 WHISPERING SANDS DR 201, SARASOTA, FL..., Sarasota, FL 34242
$899,000

2 beds

|

2 baths

|

1,464 sq ft

|

Condo

19 WHISPERING SANDS DR 201, SARASOTA, FL...
Community: Whispering Sands
Harbour Isle 391 ARUBA CIR 401, BRADENTON, FL, 34209, Bradenton, FL 34209
$655,000

2 beds

|

2 baths

|

1,456 sq ft

|

Condo

391 ARUBA CIR 401, BRADENTON, FL, 34209
Community: Harbour Isle
Edgewater Arms 634 EDGEWATER DR 744, DUNEDIN, FL, 34698, Dunedin, FL 34698
$1,060,000

3 beds

|

3 baths

|

2,330 sq ft

|

Condo

634 EDGEWATER DR 744, DUNEDIN, FL, 34698
Community: Edgewater Arms
Southshore Bay 17245 STAR BANKS ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$390,000

3 beds

|

3 baths

|

2,128 sq ft

|

House

17245 STAR BANKS ST, WIMAUMA, FL, 33598
Community: Southshore Bay
Sarasota National 10042 CROOKED CREEK DR 102, VENICE, FL, ..., Venice, FL 34293
$299,900

2 beds

|

2 baths

|

1,379 sq ft

|

Condo

10042 CROOKED CREEK DR 102, VENICE, FL, ...
Community: Sarasota National
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Palm Aire 7193 W COUNTRY CLUB DR 237, SARASOTA, FL..., Sarasota, FL 34243
$244,900

2 beds

|

2 baths

|

909 sq ft

|

Condo

7193 W COUNTRY CLUB DR 237, SARASOTA, FL...
Community: Palm Aire
Siesta Harbor 1257 S PORTOFINO DR 307, SARASOTA, FL, 3..., Sarasota, FL 34242
$419,900

2 beds

|

2 baths

|

929 sq ft

|

Condo

1257 S PORTOFINO DR 307, SARASOTA, FL, 3...
Community: Siesta Harbor
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.

Frequently Asked Questions


Want more information about active adult communities around Gulfport?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Gulfport?

Call us: (727) 325-6594
2,707 homes
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Jul 14, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top