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 38

3,190 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
GlenLakes Country Club
$100ks - $500ks
GlenLakes Country Club, Weeki Wachee, FL
New and Resale | Age-targeted | Built 1990 - present | 1,500 homes
5 rating (2 reviews) MiraBay
$300ks - $1Ms
MiraBay, Apollo Beach, FL
New and Resale | Age-targeted | Built 2003 - present | 1,700 homes
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
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
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
5 rating (1 reviews) Timber Oaks
<$100k - $200ks
Timber Oaks, Port Richey, FL
Resale Only | 55+ age-restricted | Built 1973 - 1997 | 1,000 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
Tara Golf & Country C...
$300ks
Tara Golf & Country C..., Bradenton, FL
Resale Only | Age-targeted | Built 1989 - 2006 | 1,844 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 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
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
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
Palm Aire
$100ks - $800ks
Palm Aire, Sarasota, FL
Resale Only | Age-targeted | Built 1963 - 2003 | 3,752 homes
1 rating (1 reviews) Silverthorn
$200ks - $800ks
Silverthorn, Brooksville, FL
Resale Only | Age-targeted | Built 1997 - 2011 | 801 homes
3 rating (2 reviews) Plantation Golf & Cou...
$300ks
Plantation Golf & Cou..., Venice, FL
Resale Only | Age-targeted | Built 1982 - 2014 | 2,600 homes
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 homes
Esplanade at Azario Lakew...
$300ks - $1Ms
Esplanade at Azario Lakew..., Lakewood Ranch, FL
New Construction | Age-targeted | Built 2020 - present | 1,400 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 (2 reviews) Boca Ciega Point
$200ks - $600ks
Boca Ciega Point, St. Petersburg, FL
Resale Only | 55+ age-restricted | Built 1969 - 1974 | 365 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.
Heritage Lake
$100ks - $200ks
Heritage Lake, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1981 - 1994 | 932 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
Tidewater Preserve
$200ks - $1Ms
Tidewater Preserve, Bradenton, FL
New and Resale | Age-targeted | Built 2012 - present | 361 homes
Esplanade at Artisan Lake...
$400ks - $500ks
Esplanade at Artisan Lake..., Palmetto, FL
New and Resale | Age-targeted | Built 2013 - present | 800 homes
River Strand
$200ks - $1Ms
River Strand, Bradenton, FL
Resale Only | Age-targeted | Built 2006 - 2018 | 1,260 homes
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 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
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
5 rating (1 reviews) Bay Island
$200ks - $700ks
Bay Island, South Pasadena, FL
Resale Only | 55+ age-restricted | Built 1971 - 1980 | 708 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 (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.
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
4.5 rating (2 reviews) The Groves Golf and Count...
$200ks - $500ks
The Groves Golf and Count..., Land O'Lakes, FL
Resale Only | 55+ age-restricted | Built 2000 - 2007 | 754 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 Wellen Park
$400ks - $1Ms
Esplanade at Wellen Park, Englewood, FL
New Construction | Age-targeted | Built 2025 - present | 877 homes
Cresswind Lakewood Ranch
$400ks - $700ks
Cresswind Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2018 - present | 648 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
5 rating (1 reviews) Sea Towers
$100ks - $300ks
Sea Towers, St. Petersburg, FL
Resale Only | 55+ age-restricted | Built 1969 - 1973 | 800 homes
Palma Del Mar
$200ks - $500ks
Palma Del Mar, St. Petersburg, FL
Resale Only | Age-targeted | Built 1979 - 1981 | 140 homes
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
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
3.5 rating (2 reviews) Timber Greens
$200ks - $300ks
Timber Greens, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1994 - 2004 | 783 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
Cindy Certified
11898 MANDALA CT, VENICE, FL, 34293, Venice, FL 34293
$380,812

2 beds

|

2 baths

|

1,501 sq ft

|

Villa

11898 MANDALA CT, VENICE, FL, 34293
Cindy Certified
11904 MANDALA CT, VENICE, FL, 34293, Venice, FL 34293
$381,812

2 beds

|

2 baths

|

1,501 sq ft

|

Villa

11904 MANDALA CT, VENICE, FL, 34293
GlenLakes Country Club 9419 NEW ORLEANS DR, WEEKI WACHEE, FL, 3..., Weeki Wachee, FL 34613
$299,000

3 beds

|

2 baths

|

1,793 sq ft

|

House

9419 NEW ORLEANS DR, WEEKI WACHEE, FL, 3...
On Top of the World Clearwater 2462 BRAZILIA DR 70, CLEARWATER, FL, 337..., Clearwater, FL 33763
$105,000

2 beds

|

1 baths

|

1,100 sq ft

|

Condo

2462 BRAZILIA DR 70, CLEARWATER, FL, 337...
Del Webb BayView 9024 BARRIER COAST TRL, PARRISH, FL, 342..., Parrish, FL 34219
$675,000

3 beds

|

3 baths

|

2,075 sq ft

|

House

9024 BARRIER COAST TRL, PARRISH, FL, 342...
Community: Del Webb BayView
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Silverthorn 14425 STERLING RUN, BROOKSVILLE, FL, 346..., Brooksville, FL 34609
$309,000

2 beds

|

2 baths

|

1,958 sq ft

|

House

14425 STERLING RUN, BROOKSVILLE, FL, 346...
Community: Silverthorn
Silverthorn 14425 STERLING RUN, SPRING HILL, FL, 346..., Spring Hill, FL 34609
$309,000

2 beds

|

2 baths

|

1,958 sq ft

|

House

14425 STERLING RUN, SPRING HILL, FL, 346...
Community: Silverthorn
Highland Lakes on Lake Tarpon 1529 E DORCHESTER DR, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684
$438,900

3 beds

|

2 baths

|

1,475 sq ft

|

House

1529 E DORCHESTER DR, PALM HARBOR, FL, 3...
Esplanade at Azario Lakewood Ranch 16637 BERGAMO PL, BRADENTON, FL, 34211, Bradenton, FL 34211
$319,000

3 beds

|

3 baths

|

1,373 sq ft

|

Townhouse

16637 BERGAMO PL, BRADENTON, FL, 34211
Edgewater Arms 622 EDGEWATER DR 823, DUNEDIN, FL, 34698, Dunedin, FL 34698
$750,000

3 beds

|

2 baths

|

2,030 sq ft

|

Condo

622 EDGEWATER DR 823, DUNEDIN, FL, 34698
Community: Edgewater Arms
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.
Cindy Certified
10907 44TH AVE, PALMETTO, FL, 34221, Palmetto, FL 34221
$321,990

3 beds

|

2 baths

|

1,328 sq ft

|

House

10907 44TH AVE, PALMETTO, FL, 34221
Cindy Certified
10908 44TH AVE, PALMETTO, FL, 34221, Palmetto, FL 34221
$317,000

3 beds

|

2 baths

|

1,328 sq ft

|

House

10908 44TH AVE, PALMETTO, FL, 34221
GlenLakes Country Club 9443 BURNAM DR, WEEKI WACHEE, FL, 34613, Weeki Wachee, FL 34613
$229,000

2 beds

|

2 baths

|

1,402 sq ft

|

Villa

9443 BURNAM DR, WEEKI WACHEE, FL, 34613
Spanish Main Yacht Club 602 SPANISH DR 115, LONGBOAT KEY, FL, 34..., Longboat Key, FL 34228
$359,900

2 beds

|

2 baths

|

1,427 sq ft

|

Condo

602 SPANISH DR 115, LONGBOAT KEY, FL, 34...
Hammock Preserve on Palmer Ranch 12716 IRIS BLOSSOM RD, SARASOTA, FL, 342..., Sarasota, FL 34238
$297,000

3 beds

|

3 baths

|

1,464 sq ft

|

Townhouse

12716 IRIS BLOSSOM RD, SARASOTA, FL, 342...
Valencia del Sol 4838 SEVILLA SHORES DR, WIMAUMA, FL, 335..., Wimauma, FL 33598
$509,000

3 beds

|

3 baths

|

2,252 sq ft

|

House

4838 SEVILLA SHORES DR, WIMAUMA, FL, 335...
Community: Valencia del Sol
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Hammock Preserve on Palmer Ranch 12712 IRIS BLOSSOM RD, SARASOTA, FL, 342..., Sarasota, FL 34238
$304,990

3 beds

|

3 baths

|

1,464 sq ft

|

Townhouse

12712 IRIS BLOSSOM RD, SARASOTA, FL, 342...
Palm Aire 7461 W COUNTRY CLUB DR 402, SARASOTA, FL..., Sarasota, FL 34243
$155,000

2 beds

|

2 baths

|

1,090 sq ft

|

Condo

7461 W COUNTRY CLUB DR 402, SARASOTA, FL...
Community: Palm Aire
Hammock Preserve on Palmer Ranch 12720 IRIS BLOSSOM RD, SARASOTA, FL, 342..., Sarasota, FL 34238
$314,990

3 beds

|

3 baths

|

1,463 sq ft

|

Townhouse

12720 IRIS BLOSSOM RD, SARASOTA, FL, 342...
Hammock Preserve on Palmer Ranch 12708 IRIS BLOSSOM RD, SARASOTA, FL, 342..., Sarasota, FL 34238
$304,990

3 beds

|

3 baths

|

1,464 sq ft

|

Townhouse

12708 IRIS BLOSSOM RD, SARASOTA, FL, 342...
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.
GlenLakes Country Club 8987 MISSISSIPPI RUN, WEEKI WACHEE, FL, ..., Weeki Wachee, FL 34613
$429,900

4 beds

|

3 baths

|

2,181 sq ft

|

House

8987 MISSISSIPPI RUN, WEEKI WACHEE, FL, ...
Sun City Center 1050 REGAL MANOR WAY, SUN CITY CENTER, F..., Sun City Center, FL 33573
$285,000

2 beds

|

2 baths

|

1,412 sq ft

|

House

1050 REGAL MANOR WAY, SUN CITY CENTER, F...
Community: Sun City Center
Sun City Center 2027 NEW BEDFORD DR, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$395,000

3 beds

|

2 baths

|

2,370 sq ft

|

House

2027 NEW BEDFORD DR, SUN CITY CENTER, FL...
Community: Sun City Center
Cindy Certified
3040 BELCHER RD, DUNEDIN, FL, 34698, Dunedin, FL 34698
$449,000

3 beds

|

2 baths

|

1,563 sq ft

|

House

3040 BELCHER RD, DUNEDIN, FL, 34698
Wellington at Seven Hills 11407 LEEDS DR, SPRING HILL, FL, 34609, Spring Hill, FL 34609
$385,000

4 beds

|

3 baths

|

2,319 sq ft

|

House

11407 LEEDS DR, SPRING HILL, FL, 34609
Somerset Bay 4628 KONA CIR, SPRING HILL, FL, 34608, Spring Hill, FL 34608
$279,070

3 beds

|

2 baths

|

1,328 sq ft

|

House

4628 KONA CIR, SPRING HILL, FL, 34608
Community: Somerset Bay
Esplanade at Artisan Lakes 11014 WICKER PARK PL, PALMETTO, FL, 3422..., Palmetto, FL 34221
$589,900

3 beds

|

3 baths

|

2,256 sq ft

|

House

11014 WICKER PARK PL, PALMETTO, FL, 3422...
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Kings Point 2611 LANCASTER DR 33, SUN CITY CENTER, F..., Sun City Center, FL 33573
$180,900

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

2611 LANCASTER DR 33, SUN CITY CENTER, F...
Community: Kings Point
Sun City Center 2611 LANCASTER DR 33, SUN CITY CENTER, F..., Sun City Center, FL 33573
$180,900

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

2611 LANCASTER DR 33, SUN CITY CENTER, F...
Community: Sun City Center
Somerset Bay 4064 KONA CIR, SPRING HILL, FL, 34608, Spring Hill, FL 34608
$258,070

3 beds

|

2 baths

|

1,223 sq ft

|

House

4064 KONA CIR, SPRING HILL, FL, 34608
Community: Somerset 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.
Palm Aire 5813 MERION WAY 5813, SARASOTA, FL, 3424..., Sarasota, FL 34243
$327,900

2 beds

|

2 baths

|

1,984 sq ft

|

Condo

5813 MERION WAY 5813, SARASOTA, FL, 3424...
Community: Palm Aire
Wellington at Seven Hills 306 BARRINGTON CT, SPRING HILL, FL, 3460..., Spring Hill, FL 34609
$299,500

3 beds

|

2 baths

|

2,004 sq ft

|

House

306 BARRINGTON CT, SPRING HILL, FL, 3460...
BeachWalk by Manasota Key 29248 CORAL HARBOUR DR, ENGLEWOOD, FL, 3..., Englewood, FL 34223
$749,000

3 beds

|

3 baths

|

2,106 sq ft

|

House

29248 CORAL HARBOUR DR, ENGLEWOOD, FL, 3...
Cindy Certified
23356 ROUNTREE AVE, PORT CHARLOTTE, FL, ..., Port Charlotte, FL 33980
$309,990

4 beds

|

2 baths

|

1,593 sq ft

|

House

23356 ROUNTREE AVE, PORT CHARLOTTE, FL, ...
Venice Woodlands 293 DAYLILY BLVD, NOKOMIS, FL, 34275, Nokomis, FL 34275
$546,000

4 beds

|

3 baths

|

2,333 sq ft

|

House

293 DAYLILY BLVD, NOKOMIS, FL, 34275
Community: Venice Woodlands
Cindy Certified
13513 FLAT WOODS TER, BRADENTON, FL, 342..., Bradenton, FL 34211
$499,900

3 beds

|

2 baths

|

1,674 sq ft

|

House

13513 FLAT WOODS TER, BRADENTON, FL, 342...
Esplanade at Lakewood Ranch 5007 SERATA DR, BRADENTON, FL, 34211, Bradenton, FL 34211
$635,000

3 beds

|

2 baths

|

1,912 sq ft

|

House

5007 SERATA DR, BRADENTON, FL, 34211
Park Place Estates 24120 GREEN HERON DR 6, PUNTA GORDA, FL,..., Punta Gorda, FL 33980
$217,000

2 beds

|

2 baths

|

1,458 sq ft

|

Villa

24120 GREEN HERON DR 6, PUNTA GORDA, FL,...
Community: Park Place Estates
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Plantation Golf & Country Club 433 CERROMAR LN 341, VENICE, FL, 34293, Venice, FL 34293
$249,900

2 beds

|

2 baths

|

1,002 sq ft

|

Condo

433 CERROMAR LN 341, VENICE, FL, 34293
Cindy Certified
9210 52ND AVE, PALMETTO, FL, 34221, Palmetto, FL 34221
$480,000

3 beds

|

2 baths

|

1,718 sq ft

|

House

9210 52ND AVE, PALMETTO, FL, 34221
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 optout@55places.com. 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
3,190 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: Aug 29, 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