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 48

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
Del Webb Explore North River Ranch 12509 ADOBE ST, PARRISH, FL, 34219, Parrish, FL 34219
$393,040

2 beds

|

2 baths

|

1,579 sq ft

|

Halfplex

12509 ADOBE ST, PARRISH, FL, 34219
On Top of the World Clearwater 2021 AUSTRALIA WAY 59, CLEARWATER, FL, 3..., Clearwater, FL 33763
$149,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

2021 AUSTRALIA WAY 59, CLEARWATER, FL, 3...
BeachWalk by Manasota Key 10362 BLUE RUNNER DR, ENGLEWOOD, FL, 342..., Englewood, FL 34223
$799,000

2 beds

|

3 baths

|

2,116 sq ft

|

House

10362 BLUE RUNNER DR, ENGLEWOOD, FL, 342...
Tidewater Preserve 1256 TYNE LN, BRADENTON, FL, 34208, Bradenton, FL 34208
$1,290,000

3 beds

|

5 baths

|

3,460 sq ft

|

House

1256 TYNE LN, BRADENTON, FL, 34208
Community: Tidewater Preserve
Cindy Certified
12055 AMICA LOOP, VENICE, FL, 34293, Venice, FL 34293
$340,000

2 beds

|

2 baths

|

1,568 sq ft

|

Villa

12055 AMICA LOOP, VENICE, FL, 34293
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Cindy Certified
13897 BLYTHEWOOD DR, SPRING HILL, FL, 34..., Spring Hill, FL 34609
$419,900

4 beds

|

3 baths

|

2,528 sq ft

|

House

13897 BLYTHEWOOD DR, SPRING HILL, FL, 34...
Palma Del Mar 6219 PALMA DEL MAR BLVD 504, ST PETERSBU..., St Petersburg, FL 33715
$359,900

2 beds

|

2 baths

|

1,050 sq ft

|

Condo

6219 PALMA DEL MAR BLVD 504, ST PETERSBU...
Community: Palma Del Mar
Heritage Pines Florida 18208 BRELAND DR, HUDSON, FL, 34667, Hudson, FL 34667
$249,900

3 beds

|

2 baths

|

1,878 sq ft

|

House

18208 BRELAND DR, HUDSON, FL, 34667
Cindy Certified
12210 KINGSLEY TRL, PARRISH, FL, 34219, Parrish, FL 34219
$354,900

4 beds

|

2 baths

|

1,828 sq ft

|

House

12210 KINGSLEY TRL, PARRISH, FL, 34219
Lake Jovita Golf and Country Club 13128 PALMILLA CIR, DADE CITY, FL, 33525, Dade City, FL 33525
$459,900

2 beds

|

2 baths

|

1,783 sq ft

|

House

13128 PALMILLA CIR, DADE CITY, FL, 33525
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.
Briar Patch 4557 GLEN HOLW, NEW PORT RICHEY, FL, 346..., New Port Richey, FL 34653
$179,900

2 beds

|

2 baths

|

964 sq ft

|

Villa

4557 GLEN HOLW, NEW PORT RICHEY, FL, 346...
Community: Briar Patch
GlenLakes Country Club 9182 TARLETON CIR, WEEKI WACHEE, FL, 346..., Weeki Wachee, FL 34613
$450,000

3 beds

|

2 baths

|

2,418 sq ft

|

House

9182 TARLETON CIR, WEEKI WACHEE, FL, 346...
Valencia Ridge 3380 MALTA AVE, WESLEY CHAPEL, FL, 33543, Wesley Chapel, FL 33543
$551,900

3 beds

|

3 baths

|

1,954 sq ft

|

House

3380 MALTA AVE, WESLEY CHAPEL, FL, 33543
Community: Valencia Ridge
Palm Aire 7461 W COUNTRY CLUB DR 203, SARASOTA, FL..., Sarasota, FL 34243
$250,000

2 beds

|

2 baths

|

1,090 sq ft

|

Condo

7461 W COUNTRY CLUB DR 203, SARASOTA, FL...
Community: Palm Aire
Harbour Isle 258 SAPPHIRE LAKE DR 202, BRADENTON, FL,..., Bradenton, FL 34209
$995,000

3 beds

|

2 baths

|

2,072 sq ft

|

Condo

258 SAPPHIRE LAKE DR 202, BRADENTON, FL,...
Community: Harbour Isle
Paradise Shores 5267 81ST ST 26, ST PETERSBURG, FL, 3370..., St Petersburg, FL 33709
$105,000

2 beds

|

2 baths

|

1,110 sq ft

|

Condo

5267 81ST ST 26, ST PETERSBURG, FL, 3370...
Community: Paradise Shores
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Timber Oaks 8225 SAN FELIPE CT, PORT RICHEY, FL, 346..., Port Richey, FL 34668
$269,800

2 beds

|

2 baths

|

1,560 sq ft

|

House

8225 SAN FELIPE CT, PORT RICHEY, FL, 346...
Community: Timber Oaks
Lake Jovita Golf and Country Club 13327 CARNOUSTIE CIR, DADE CITY, FL, 335..., Dade City, FL 33525
$1,350,000

3 beds

|

4 baths

|

3,331 sq ft

|

House

13327 CARNOUSTIE CIR, DADE CITY, FL, 335...
Del Webb Explore North River Ranch 11320 CLAY AVE, PARRISH, FL, 34219, Parrish, FL 34219
$547,960

2 beds

|

2 baths

|

1,889 sq ft

|

House

11320 CLAY AVE, PARRISH, FL, 34219
Del Webb Explore North River Ranch 12506 ADOBE ST, PARRISH, FL, 34219, Parrish, FL 34219
$381,420

2 beds

|

2 baths

|

1,579 sq ft

|

Halfplex

12506 ADOBE ST, PARRISH, FL, 34219
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 Explore North River Ranch 11316 CLAY AVE, PARRISH, FL, 34219, Parrish, FL 34219
$548,560

2 beds

|

2 baths

|

1,943 sq ft

|

House

11316 CLAY AVE, PARRISH, FL, 34219
Del Webb Explore North River Ranch 12510 ADOBE ST, PARRISH, FL, 34219, Parrish, FL 34219
$386,400

2 beds

|

2 baths

|

1,579 sq ft

|

Halfplex

12510 ADOBE ST, PARRISH, FL, 34219
Cindy Certified
20151 SUSAN AVE, PORT CHARLOTTE, FL, 339..., Port Charlotte, FL 33952
$344,990

4 beds

|

2 baths

|

1,808 sq ft

|

House

20151 SUSAN AVE, PORT CHARLOTTE, FL, 339...
Cindy Certified
1720 VERDE DR, CLEARWATER, FL, 33765, Clearwater, FL 33765
$649,000

3 beds

|

3 baths

|

2,234 sq ft

|

House

1720 VERDE DR, CLEARWATER, FL, 33765
Boca Ciega Point 582 BOCA CIEGA POINT BLVD, ST PETERSBURG..., St Petersburg, FL 33708
$475,000

2 beds

|

2 baths

|

1,650 sq ft

|

Villa

582 BOCA CIEGA POINT BLVD, ST PETERSBURG...
Community: Boca Ciega Point
Sun City Center 1616 BENTWOOD DR, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$269,900

2 beds

|

2 baths

|

1,756 sq ft

|

House

1616 BENTWOOD DR, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Boca Royale Golf & Country Club 84 CAYMAN ISLES BLVD, ENGLEWOOD, FL, 342..., Englewood, FL 34223
$649,000

2 beds

|

3 baths

|

2,083 sq ft

|

House

84 CAYMAN ISLES BLVD, ENGLEWOOD, FL, 342...
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Sun City Center 2240 W DEL WEBB BLVD 163, SUN CITY CENTE..., Sun City Center, FL 33573
$329,000

2 beds

|

2 baths

|

1,560 sq ft

|

House

2240 W DEL WEBB BLVD 163, SUN CITY CENTE...
Community: Sun City Center
Bayshore on The Lake Condominiums 3915 LAKE BAYSHORE DR 306, BRADENTON, FL..., Bradenton, FL 34205
$85,000

2 beds

|

1 baths

|

912 sq ft

|

Condo

3915 LAKE BAYSHORE DR 306, BRADENTON, FL...
Tara Golf & Country Club 7660 SWEETBAY CIR, BRADENTON, FL, 34203, Bradenton, FL 34203
$249,500

2 beds

|

2 baths

|

1,409 sq ft

|

Townhouse

7660 SWEETBAY CIR, BRADENTON, FL, 34203
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.
Timber Oaks 10520 SPRINGWOOD DR, PORT RICHEY, FL, 34..., Port Richey, FL 34668
$239,900

2 beds

|

2 baths

|

1,218 sq ft

|

House

10520 SPRINGWOOD DR, PORT RICHEY, FL, 34...
Community: Timber Oaks
Sandpiper Golf & Country Club 6380 EGRET DR 6, LAKELAND, FL, 33809, Lakeland, FL 33809
$275,000

2 beds

|

2 baths

|

1,326 sq ft

|

Villa

6380 EGRET DR 6, LAKELAND, FL, 33809
Cindy Certified
17522 NECTAR FLUME DR, LAND O LAKES, FL,..., Land O Lakes, FL 34638
$309,000

3 beds

|

3 baths

|

1,666 sq ft

|

Townhouse

17522 NECTAR FLUME DR, LAND O LAKES, FL,...
Siesta Harbor 1215 S PORTOFINO DR 406, SARASOTA, FL, 3..., Sarasota, FL 34242
$424,900

2 beds

|

2 baths

|

929 sq ft

|

Condo

1215 S PORTOFINO DR 406, SARASOTA, FL, 3...
Community: Siesta Harbor
Lake Jovita Golf and Country Club 34530 HEAVENLY LN, DADE CITY, FL, 33525, Dade City, FL 33525
$799,900

3 beds

|

3 baths

|

2,685 sq ft

|

House

34530 HEAVENLY LN, DADE CITY, FL, 33525
Sun City Center 1027 BLUEWATER DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$235,000

2 beds

|

2 baths

|

1,756 sq ft

|

House

1027 BLUEWATER DR, SUN CITY CENTER, FL, ...
Community: Sun City Center
Cindy Certified
30175 IMPERATI BLVD, WESLEY CHAPEL, FL, ..., Wesley Chapel, FL 33543
$599,999

2 beds

|

2 baths

|

1,923 sq ft

|

House

30175 IMPERATI BLVD, WESLEY CHAPEL, FL, ...
Cindy Certified
12574 HOURGLASS WAY, DADE CITY, FL, 3352..., Dade City, FL 33525
$359,000

4 beds

|

2 baths

|

1,840 sq ft

|

House

12574 HOURGLASS WAY, DADE CITY, FL, 3352...
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Cindy Certified
13518 SHELLMORE AVE, PALMETTO, FL, 34221, Palmetto, FL 34221
$339,000

4 beds

|

2 baths

|

1,607 sq ft

|

House

13518 SHELLMORE AVE, PALMETTO, FL, 34221
Boca Ciega Point 574 BOCA CIEGA POINT BLVD 2205, ST PETER..., St Petersburg, FL 33708
$544,900

2 beds

|

2 baths

|

1,650 sq ft

|

Villa

574 BOCA CIEGA POINT BLVD 2205, ST PETER...
Community: Boca Ciega Point
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