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 45

3,341 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
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
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
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
Want to learn more about 55+ communities in Gulfport? 55places can help!
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
Want to learn more about 55+ communities in Gulfport? 55places can help!
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
Bay Island 7400 SUN ISLAND DR 806, SOUTH PASADENA, ..., South Pasadena, FL 33707
$420,000

2 beds

|

2 baths

|

1,325 sq ft

|

Condo

7400 SUN ISLAND DR 806, SOUTH PASADENA, ...
Community: Bay Island
Del Webb Lakewood Ranch 18115 LITTLETON PL, BRADENTON, FL, 34202, Bradenton, FL 34202
$1,099,000

3 beds

|

5 baths

|

2,875 sq ft

|

House

18115 LITTLETON PL, BRADENTON, FL, 34202
Heritage Lake 9451 ROCKBRIDGE CIR, NEW PORT RICHEY, FL..., New Port Richey, FL 34655
$204,900

2 beds

|

2 baths

|

1,515 sq ft

|

Condo

9451 ROCKBRIDGE CIR, NEW PORT RICHEY, FL...
Community: Heritage Lake
Charlotte Square Condominiums 21260 BRINSON AVE 211, PORT CHARLOTTE, F..., Port Charlotte, FL 33952
$122,900

2 beds

|

2 baths

|

919 sq ft

|

Condo

21260 BRINSON AVE 211, PORT CHARLOTTE, F...
Cortez Villas Condominiums 3802 42ND STREET CT W # 31, BRADENTON, F..., Bradenton, FL 34205
$179,777

2 beds

|

2 baths

|

1,015 sq ft

|

Condo

3802 42ND STREET CT W # 31, BRADENTON, F...
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
The Mainlands of Tamarac By The Gulf 9235 35TH WAY 6, PINELLAS PARK, FL, 3378..., Pinellas Park, FL 33782
$370,000

2 beds

|

2 baths

|

1,794 sq ft

|

House

9235 35TH WAY 6, PINELLAS PARK, FL, 3378...
Boca Royale Golf & Country Club 26813 WEISKOPF DR, ENGLEWOOD, FL, 34223, Englewood, FL 34223
$724,500

3 beds

|

3 baths

|

2,064 sq ft

|

House

26813 WEISKOPF DR, ENGLEWOOD, FL, 34223
Heritage Lake 4636 PORTLAND MANOR DR, NEW PORT RICHEY,..., New Port Richey, FL 34655
$270,000

2 beds

|

2 baths

|

1,552 sq ft

|

House

4636 PORTLAND MANOR DR, NEW PORT RICHEY,...
Community: Heritage Lake
Plaza De Flores on Palmer Ranch 4260 CENTRAL SARASOTA PKWY APT 213, SARA..., Sarasota, FL 34238
$250,000

2 beds

|

2 baths

|

957 sq ft

|

Condo

4260 CENTRAL SARASOTA PKWY APT 213, SARA...
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.
Sandpiper Golf & Country Club 550 EAGLE RUN, LAKELAND, FL, 33809, Lakeland, FL 33809
$319,000

2 beds

|

2 baths

|

1,627 sq ft

|

House

550 EAGLE RUN, LAKELAND, FL, 33809
Carillon Lakes 3413 WATERLUTE WAY, LAKELAND, FL, 33811, Lakeland, FL 33811
$275,000

3 beds

|

2 baths

|

1,811 sq ft

|

House

3413 WATERLUTE WAY, LAKELAND, FL, 33811
Community: Carillon Lakes
Del Webb BayView 10735 SPRING TIDE WAY, PARRISH, FL, 3421..., Parrish, FL 34219
$738,000

3 beds

|

3 baths

|

2,122 sq ft

|

House

10735 SPRING TIDE WAY, PARRISH, FL, 3421...
Community: Del Webb BayView
Heritage Springs 1201 DUSTAN PL, TRINITY, FL, 34655, Trinity, FL 34655
$389,900

3 beds

|

2 baths

|

2,032 sq ft

|

House

1201 DUSTAN PL, TRINITY, FL, 34655
Community: Heritage Springs
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Angeline 16808 FORGE SURF ST, LAND O LAKES, FL, 3..., Land O Lakes, FL 34638
$254,700

2 beds

|

2 baths

|

1,405 sq ft

|

Villa

16808 FORGE SURF ST, LAND O LAKES, FL, 3...
Community: Angeline
Oakhurst 4217 OAKHURST CIR 3023, SARASOTA, FL, 34..., Sarasota, FL 34233
$275,000

2 beds

|

2 baths

|

1,765 sq ft

|

Villa

4217 OAKHURST CIR 3023, SARASOTA, FL, 34...
Community: Oakhurst
Pinehurst Village 1701 PINEHURST RD 3E, DUNEDIN, FL, 34698, Dunedin, FL 34698
$137,000

1 beds

|

1 baths

|

645 sq ft

|

Villa

1701 PINEHURST RD 3E, DUNEDIN, FL, 34698
Community: Pinehurst Village
Silver Lakes 6323 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$415,000

3 beds

|

3 baths

|

1,902 sq ft

|

House

6323 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver 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.
Burgundy Condominiums 304 47TH AVENUE DR 112, BRADENTON, FL, 3..., Bradenton, FL 34207
$90,000

1 beds

|

1 baths

|

725 sq ft

|

Condo

304 47TH AVENUE DR 112, BRADENTON, FL, 3...
On Top of the World Clearwater 2294 BELGIAN LN 14, CLEARWATER, FL, 3376..., Clearwater, FL 33763
$239,000

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

2294 BELGIAN LN 14, CLEARWATER, FL, 3376...
Terrace Park of Five Towns 5501 80TH ST N UNIT 505, SAINT PETERSBUR..., Saint Petersburg, FL 33709
$114,990

2 beds

|

2 baths

|

1,125 sq ft

|

Condo

5501 80TH ST N UNIT 505, SAINT PETERSBUR...
Sun City Center 1717 DANBURY DR, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$379,900

2 beds

|

2 baths

|

1,603 sq ft

|

House

1717 DANBURY DR, SUN CITY CENTER, FL, 33...
Community: Sun City Center
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Sun City Center 2016 E VIEW DR, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573
$415,000

2 beds

|

2 baths

|

2,213 sq ft

|

House

2016 E VIEW DR, SUN CITY CENTER, FL, 335...
Community: Sun City Center
The Isles on Palmer Ranch 1749 BURGOS DR, SARASOTA, FL, 34238, Sarasota, FL 34238
$389,000

3 beds

|

3 baths

|

1,672 sq ft

|

Townhouse

1749 BURGOS DR, SARASOTA, FL, 34238
Southshore Falls 5808 HIDDEN FALLS LN, APOLLO BEACH, FL, ..., Apollo Beach, FL 33572
$319,900

3 beds

|

2 baths

|

1,663 sq ft

|

House

5808 HIDDEN FALLS LN, APOLLO BEACH, FL, ...
Community: Southshore Falls
Cypress Falls at The Woodlands 1393 KELP CT, NORTH PORT, FL, 34289, North Port, FL 34289
$284,000

2 beds

|

2 baths

|

1,426 sq ft

|

Villa

1393 KELP CT, NORTH PORT, FL, 34289
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 APT 804, ST PETERSBURG, FL..., St Petersburg, FL 33708
$225,000

1 beds

|

1 baths

|

815 sq ft

|

Condo

4725 COVE CIR APT 804, ST PETERSBURG, FL...
Community: Sea Towers
Esplanade at Lakewood Ranch 5020 SAVONA RUN, LAKEWOOD RANCH, FL, 342..., Lakewood Ranch, FL 34211
$480,000

2 beds

|

2 baths

|

1,700 sq ft

|

House

5020 SAVONA RUN, LAKEWOOD RANCH, FL, 342...
Cypress Falls at The Woodlands 2860 ARUGULA DR, NORTH PORT, FL, 34289, North Port, FL 34289
$284,000

2 beds

|

2 baths

|

1,363 sq ft

|

Villa

2860 ARUGULA DR, NORTH PORT, FL, 34289
The Mainlands of Tamarac By The Gulf 9128 39TH WAY, PINELLAS PARK, FL, 33782, Pinellas Park, FL 33782
$299,900

2 beds

|

2 baths

|

1,776 sq ft

|

Condo

9128 39TH WAY, PINELLAS PARK, FL, 33782
Caribbean Villas 1523 LAKESIDE DR 15, VENICE, FL, 34293, Venice, FL 34293
$175,000

2 beds

|

2 baths

|

1,195 sq ft

|

Villa

1523 LAKESIDE DR 15, VENICE, FL, 34293
Community: Caribbean Villas
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Southshore Bay 17109 STAR BANKS ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$609,999

4 beds

|

3 baths

|

2,805 sq ft

|

House

17109 STAR BANKS ST, WIMAUMA, FL, 33598
Community: Southshore Bay
GlenLakes Country Club 9298 GRAND CYPRESS DR, WEEKI WACHEE, FL,..., Weeki Wachee, FL 34613
$538,000

3 beds

|

3 baths

|

2,632 sq ft

|

House

9298 GRAND CYPRESS DR, WEEKI WACHEE, FL,...
Sea Towers 4775 COVE CIR APT 203, ST PETERSBURG, FL..., St Petersburg, FL 33708
$299,000

2 beds

|

2 baths

|

1,050 sq ft

|

Condo

4775 COVE CIR APT 203, ST PETERSBURG, FL...
Community: Sea Towers
Tara Golf & Country Club 7520 MARSH ORCHID CIR, BRADENTON, FL, 34..., Bradenton, FL 34203
$249,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

7520 MARSH ORCHID CIR, BRADENTON, FL, 34...
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.
MiraBay 320 IBISVIEW LN, APOLLO BEACH, FL, 33572, Apollo Beach, FL 33572
$300,000

3 beds

|

2 baths

|

1,946 sq ft

|

Townhouse

320 IBISVIEW LN, APOLLO BEACH, FL, 33572
Community: MiraBay
Hammock Preserve on Palmer Ranch 1655 E BAY ST, SARASOTA, FL, 34238, Sarasota, FL 34238
$392,340

3 beds

|

3 baths

|

1,758 sq ft

|

Townhouse

1655 E BAY ST, SARASOTA, FL, 34238
Hammock Preserve on Palmer Ranch 1639 E BAY ST, SARASOTA, FL, 34238, Sarasota, FL 34238
$369,000

3 beds

|

3 baths

|

1,673 sq ft

|

Townhouse

1639 E BAY ST, SARASOTA, FL, 34238
Hammock Preserve on Palmer Ranch 1635 E BAY ST, SARASOTA, FL, 34238, Sarasota, FL 34238
$371,880

3 beds

|

3 baths

|

1,673 sq ft

|

Townhouse

1635 E BAY ST, SARASOTA, FL, 34238
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Hammock Preserve on Palmer Ranch 1651 E BAY ST, SARASOTA, FL, 34238, Sarasota, FL 34238
$369,380

3 beds

|

3 baths

|

1,673 sq ft

|

Townhouse

1651 E BAY ST, SARASOTA, FL, 34238
Hammock Preserve on Palmer Ranch 1647 E BAY ST, SARASOTA, FL, 34238, Sarasota, FL 34238
$369,380

3 beds

|

3 baths

|

1,673 sq ft

|

Townhouse

1647 E BAY ST, SARASOTA, FL, 34238

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
3,341 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: Feb 26, 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