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 52

3,177 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
Tara Golf & Country C...
$300ks
Tara Golf & Country C..., Bradenton, FL
Resale Only | Age-targeted | Built 1989 - 2006 | 1,844 homes
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
GlenLakes Country Club
$100ks - $500ks
GlenLakes Country Club, Weeki Wachee, FL
New and Resale | Age-targeted | Built 1990 - present | 1,500 homes
Palm Aire
$100ks - $800ks
Palm Aire, Sarasota, FL
Resale Only | Age-targeted | Built 1963 - 2003 | 3,752 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
5 rating (2 reviews) MiraBay
$300ks - $1Ms
MiraBay, Apollo Beach, FL
New and Resale | Age-targeted | Built 2003 - present | 1,700 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) 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
5 rating (2 reviews) Sarasota National
$300ks - $800ks
Sarasota National, Wellen Park, FL
New and Resale | Age-targeted | Built 2013 - present | 1,600 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
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Riverwood
$300ks - $800ks
Riverwood, Port Charlotte, FL
Resale Only | Age-targeted | Built 1992 - 2014 | 1,323 homes
River Strand
$200ks - $1Ms
River Strand, Bradenton, FL
Resale Only | Age-targeted | Built 2006 - 2018 | 1,260 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
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.
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 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 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
The Mainlands of Tamarac ...
$200ks - $300ks
The Mainlands of Tamarac ..., Pinellas Park, FL
Resale Only | 55+ age-restricted | Built 1969 - 1987 | 1,500 homes
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Esplanade at Lakewood Ran...
$400ks - $2Ms
Esplanade at Lakewood Ran..., Lakewood Ranch, FL
New and Resale | Age-targeted | Built 2012 - present | 1,250 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
5 rating (1 reviews) Bay Island
$200ks - $700ks
Bay Island, South Pasadena, FL
Resale Only | 55+ age-restricted | Built 1971 - 1980 | 708 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.
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
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
Boca Royale Golf & Co...
$400ks - $1Ms
Boca Royale Golf & Co..., Wellen Park, FL
New and Resale | Age-targeted | Built 1986 - present | 850 homes
Heron Creek
$300ks - $600ks
Heron Creek, North Port, FL
Resale Only | Age-targeted | Built 2000 - 2011 | 830 homes
4 rating (3 reviews) Harbour Isle
$600ks - $1Ms
Harbour Isle, Bradenton, FL
New and Resale | Age-targeted | Built 2010 - present | 686 homes
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Tidewater Preserve
$200ks - $1Ms
Tidewater Preserve, Bradenton, FL
New and Resale | Age-targeted | Built 2012 - present | 361 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
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
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.
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) Sea Towers
$100ks - $300ks
Sea Towers, St. Petersburg, FL
Resale Only | 55+ age-restricted | Built 1969 - 1973 | 800 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
Mirada
$300ks - $500ks
Mirada, San Antonio, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 858 homes
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
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
Charlotte Square Condomin...
<$100k
Charlotte Square Condomin..., Port Charlotte, FL
Resale Only | 55+ age-restricted | Built 1970 - 1979 | 272 homes
1234...5
Cypress Falls at The Woodlands 2525 DAISY DR, NORTH PORT, FL, 34289, North Port, FL 34289
$333,000

2 beds

|

2 baths

|

1,434 sq ft

|

House

2525 DAISY DR, NORTH PORT, FL, 34289
Harbour Isle 388 ARUBA CIR 201, BRADENTON, FL, 34209, Bradenton, FL 34209
$599,900

2 beds

|

2 baths

|

1,456 sq ft

|

Condo

388 ARUBA CIR 201, BRADENTON, FL, 34209
Community: Harbour Isle
Riverwood 3358 OSPREY LN, PORT CHARLOTTE, FL, 3395..., Port Charlotte, FL 33953
$374,000

2 beds

|

2 baths

|

1,617 sq ft

|

House

3358 OSPREY LN, PORT CHARLOTTE, FL, 3395...
Community: Riverwood
Heather Lake Condominiums 841 PATRICIA AVE 306, DUNEDIN, FL, 34698, Dunedin, FL 34698
$145,000

2 beds

|

2 baths

|

934 sq ft

|

Condo

841 PATRICIA AVE 306, DUNEDIN, FL, 34698
Beach Manor Villas 112 THE CORSO 112, VENICE, FL, 34285, Venice, FL 34285
$215,000

2 beds

|

1 baths

|

1,031 sq ft

|

Condo

112 THE CORSO 112, VENICE, FL, 34285
Community: Beach Manor Villas
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Kings Point 2345 GLENMORE CIR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$121,999

2 beds

|

2 baths

|

984 sq ft

|

Condo

2345 GLENMORE CIR, SUN CITY CENTER, FL, ...
Community: Kings Point
Sun City Center 2345 GLENMORE CIR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$121,999

2 beds

|

2 baths

|

984 sq ft

|

Condo

2345 GLENMORE CIR, SUN CITY CENTER, FL, ...
Community: Sun City Center
MiraBay 5413 WISHING ARCH DR, APOLLO BEACH, FL, ..., Apollo Beach, FL 33572
$774,000

3 beds

|

2 baths

|

1,964 sq ft

|

House

5413 WISHING ARCH DR, APOLLO BEACH, FL, ...
Community: MiraBay
Esplanade at Lakewood Ranch 12762 DEL CORSO LOOP, BRADENTON, FL, 342..., Bradenton, FL 34211
$999,999

3 beds

|

4 baths

|

2,807 sq ft

|

House

12762 DEL CORSO LOOP, BRADENTON, 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.
Heron Creek 1062 EAGLES FLIGHT WAY, NORTH PORT, FL, ..., North Port, FL 34287
$659,500

4 beds

|

3 baths

|

2,608 sq ft

|

House

1062 EAGLES FLIGHT WAY, NORTH PORT, FL, ...
Community: Heron Creek
Highland Lakes on Lake Tarpon 3251 MCMATH DR, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$339,900

2 beds

|

2 baths

|

1,332 sq ft

|

Villa

3251 MCMATH DR, PALM HARBOR, FL, 34684
Timber Pines 2221 TIMBER LODGE LN, SPRING HILL, FL, 3..., Spring Hill, FL 34606
$230,000

2 beds

|

2 baths

|

1,974 sq ft

|

House

2221 TIMBER LODGE LN, SPRING HILL, FL, 3...
Community: Timber Pines
Timber Oaks 8350 HIGH POINT CIR 3, PORT RICHEY, FL, ..., Port Richey, FL 34668
$185,000

2 beds

|

2 baths

|

1,372 sq ft

|

Condo

8350 HIGH POINT CIR 3, PORT RICHEY, FL, ...
Community: Timber Oaks
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Woodland Preserve 14443 COASTAL WOODLAND LN, PARRISH, FL, ..., Parrish, FL 34219
$691,990

3 beds

|

4 baths

|

2,586 sq ft

|

House

14443 COASTAL WOODLAND LN, PARRISH, FL, ...
Community: Woodland Preserve
Woodland Preserve 14444 WOODLAND PRESERVE TRL, PARRISH, FL..., Parrish, FL 34219
$681,990

3 beds

|

3 baths

|

2,490 sq ft

|

House

14444 WOODLAND PRESERVE TRL, PARRISH, FL...
Community: Woodland Preserve
Briar Patch 6531 REMUS DR, NEW PORT RICHEY, FL, 3465..., New Port Richey, FL 34653
$200,000

3 beds

|

2 baths

|

1,359 sq ft

|

Townhouse

6531 REMUS DR, NEW PORT RICHEY, FL, 3465...
Community: Briar Patch
GlenLakes Country Club 9428 APPLE DUMPLING CT, WEEKI WACHEE, FL..., Weeki Wachee, FL 34613
$385,000

3 beds

|

2 baths

|

2,090 sq ft

|

House

9428 APPLE DUMPLING CT, WEEKI WACHEE, FL...
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 Pines 2113 SPRINGMEADOW DR, SPRING HILL, FL, 3..., Spring Hill, FL 34606
$349,900

2 beds

|

2 baths

|

1,827 sq ft

|

Villa

2113 SPRINGMEADOW DR, SPRING HILL, FL, 3...
Community: Timber Pines
Esplanade at The Heights 6145 GRANDVIEW HILL CT, BRADENTON, FL, 3..., Bradenton, FL 34203
$875,000

3 beds

|

3 baths

|

2,391 sq ft

|

House

6145 GRANDVIEW HILL CT, BRADENTON, FL, 3...
Foxwood 676 LINDEN DR, ENGLEWOOD, FL, 34223, Englewood, FL 34223
$239,000

2 beds

|

2 baths

|

1,384 sq ft

|

Villa

676 LINDEN DR, ENGLEWOOD, FL, 34223
Community: Foxwood
On Top of the World Clearwater 2254 NORWEGIAN DR 6, CLEARWATER, FL, 337..., Clearwater, FL 33763
$259,000

2 beds

|

2 baths

|

1,400 sq ft

|

Condo

2254 NORWEGIAN DR 6, CLEARWATER, FL, 337...
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
On Top of the World Clearwater 2431 CANADIAN WAY 47, CLEARWATER, FL, 33..., Clearwater, FL 33763
$253,900

2 beds

|

2 baths

|

1,400 sq ft

|

Condo

2431 CANADIAN WAY 47, CLEARWATER, FL, 33...
Tampa Bay Golf and Country Club 29636 TEE SHOT DR, SAN ANTONIO, FL, 3357..., San Antonio, FL 33576
$329,999

3 beds

|

2 baths

|

1,762 sq ft

|

House

29636 TEE SHOT DR, SAN ANTONIO, FL, 3357...
On Top of the World Clearwater 2455 FINLANDIA LN 67, CLEARWATER, FL, 33..., Clearwater, FL 33763
$150,995

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

2455 FINLANDIA LN 67, CLEARWATER, FL, 33...
GlenLakes Country Club 9570 SOUTHERN BELLE DR, WEEKI WACHEE, FL..., Weeki Wachee, FL 34613
$559,000

3 beds

|

3 baths

|

2,760 sq ft

|

House

9570 SOUTHERN BELLE DR, WEEKI WACHEE, FL...
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.
Plantation Golf & Country Club 217 SOUTHAMPTON DR 286, VENICE, FL, 3429..., Venice, FL 34293
$257,000

2 beds

|

2 baths

|

1,443 sq ft

|

Villa

217 SOUTHAMPTON DR 286, VENICE, FL, 3429...
Del Webb River Reserve 13516 CANYON RIDGE RD, SPRING HILL, FL, ..., Spring Hill, FL 34610
$509,940

3 beds

|

2 baths

|

1,889 sq ft

|

House

13516 CANYON RIDGE RD, SPRING HILL, FL, ...
Royal Stewart Arms 5 GATESHEAD DR 107, DUNEDIN, FL, 34698, Dunedin, FL 34698
$394,900

2 beds

|

2 baths

|

1,175 sq ft

|

Condo

5 GATESHEAD DR 107, DUNEDIN, FL, 34698
Community: Royal Stewart Arms
Highland Lakes on Lake Tarpon 2211 LARK CIR D, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$190,000

2 beds

|

2 baths

|

1,230 sq ft

|

Condo

2211 LARK CIR D, PALM HARBOR, FL, 34684
River Strand 7121 RIVER HAMMOCK DR 306, BRADENTON, FL..., Bradenton, FL 34212
$249,000

2 beds

|

2 baths

|

1,156 sq ft

|

Condo

7121 RIVER HAMMOCK DR 306, BRADENTON, FL...
Community: River Strand
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Sun City Center 2608 NEWCOMB CT 2608, SUN CITY CENTER, F..., Sun City Center, FL 33573
$190,000

2 beds

|

2 baths

|

1,645 sq ft

|

Condo

2608 NEWCOMB CT 2608, SUN CITY CENTER, F...
Community: Sun City Center
Kings Point 2608 NEWCOMB CT 2608, SUN CITY CENTER, F..., Sun City Center, FL 33573
$190,000

2 beds

|

2 baths

|

1,645 sq ft

|

Condo

2608 NEWCOMB CT 2608, SUN CITY CENTER, F...
Community: Kings Point
Sarasota National 23952 SKYFLOWER CT, VENICE, FL, 34293, Venice, FL 34293
$420,000

2 beds

|

2 baths

|

1,568 sq ft

|

Villa

23952 SKYFLOWER CT, VENICE, FL, 34293
Community: Sarasota National
Valencia Lakes 15737 CRYSTAL WATERS DR, WIMAUMA, FL, 33..., Wimauma, FL 33598
$375,000

2 beds

|

2 baths

|

1,954 sq ft

|

House

15737 CRYSTAL WATERS DR, WIMAUMA, FL, 33...
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.
Tidewater Preserve 1030 TIDEWATER SHORES LOOP 401, BRADENTO..., Bradenton, FL 34208
$369,900

2 beds

|

2 baths

|

1,151 sq ft

|

Condo

1030 TIDEWATER SHORES LOOP 401, BRADENTO...
Community: Tidewater Preserve
Heritage Lake 4745 VICKSBURG CT, NEW PORT RICHEY, FL, ..., New Port Richey, FL 34655
$230,000

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

4745 VICKSBURG CT, NEW PORT RICHEY, FL, ...
Community: Heritage Lake
Sandpiper Golf & Country Club 664 EAGLE RUN, LAKELAND, FL, 33809, Lakeland, FL 33809
$269,000

2 beds

|

2 baths

|

1,456 sq ft

|

House

664 EAGLE RUN, LAKELAND, FL, 33809
Cresswind Lakewood Ranch 4811 HONEY DEW LN, BRADENTON, FL, 34211, Bradenton, FL 34211
$1,050,000

4 beds

|

4 baths

|

3,697 sq ft

|

House

4811 HONEY DEW LN, BRADENTON, FL, 34211
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Bayshore on The Lake Condominiums 4242 HERON WAY B323, BRADENTON, FL, 3420..., Bradenton, FL 34205
$155,000

2 beds

|

1 baths

|

1,056 sq ft

|

Condo

4242 HERON WAY B323, BRADENTON, FL, 3420...
Heritage Pines Florida 11422 HERITAGE POINT DR, HUDSON, FL, 346..., Hudson, FL 34667
$414,000

3 beds

|

2 baths

|

2,032 sq ft

|

House

11422 HERITAGE POINT DR, HUDSON, FL, 346...

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
3,177 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: Apr 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