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 42

3,213 homes near Gulfport

Sort by:

Relevance

Relevance

Town Shores of Gulfport
$100Ks - $500Ks
Town Shores of Gulfport, Gulfport, FL
Resale Only | 55+ age-restricted | Built 1970 - 1981 | 1,327 homes
3.8 rating (14 reviews) Sun City Center
<$100k - $500Ks
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
<$100k - $300Ks
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...
<$100k - $300Ks
On Top of the World Clear..., Clearwater, FL
Resale Only | 55+ age-restricted | Built 1960 - 1993 | 4,959 homes
Palm Aire
$100Ks - $1Ms
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
4.8 rating (22 reviews) Timber Pines
$100Ks - $400Ks
Timber Pines, Spring Hill, FL
Resale Only | 55+ age-restricted | Built 1982 - 1998 | 3,452 homes
3 rating (2 reviews) Plantation Golf & Cou...
$100Ks - $1Ms
Plantation Golf & Cou..., Venice, FL
Resale Only | Age-targeted | Built 1982 - 2014 | 2,600 homes
5 rating (1 reviews) Highland Lakes on Lake Ta...
<$100k - $500Ks
Highland Lakes on Lake Ta..., Palm Harbor, FL
Resale Only | 55+ age-restricted | Built 1977 - 1989 | 2,454 homes
4.2 rating (5 reviews) IslandWalk at West Villag...
$300Ks - $1Ms
IslandWalk at West Villag..., Wellen Park, FL
Resale Only | Age-targeted | Built 2005 - 2021 | 1,869 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.
Tara Golf & Country C...
$100Ks - $700Ks
Tara Golf & Country C..., Bradenton, FL
Resale Only | Age-targeted | Built 1989 - 2006 | 1,844 homes
Grand Palm
$200Ks - $1Ms
Grand Palm, Wellen Park, FL
New and Resale | Age-targeted | Built 2012 - present | 1,700 homes
5 rating (2 reviews) MiraBay
$200Ks - $2Ms
MiraBay, Apollo Beach, FL
New and Resale | Age-targeted | Built 2003 - present | 1,700 homes
BeachWalk by Manasota Key
$300Ks - $1Ms
BeachWalk by Manasota Key, Englewood, FL
New and Resale | Age-targeted | Built 2021 - present | 1,675 homes
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
4.7 rating (11 reviews) Valencia Lakes
$200Ks - $600Ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 homes
5 rating (1 reviews) Cypress Lakes
$100Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
5 rating (2 reviews) Sarasota National
$300Ks - $900Ks
Sarasota National, Wellen Park, FL
New and Resale | Age-targeted | Built 2013 - present | 1,600 homes
GlenLakes Country Club
$100Ks - $600Ks
GlenLakes Country Club, Weeki Wachee, FL
New and Resale | Age-targeted | Built 1990 - present | 1,500 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.
The Mainlands of Tamarac ...
$100Ks - $400Ks
The Mainlands of Tamarac ..., Pinellas Park, FL
Resale Only | 55+ age-restricted | Built 1969 - 1987 | 1,500 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
Esplanade at Azario Lakew...
$300Ks - $2Ms
Esplanade at Azario Lakew..., Lakewood Ranch, FL
New Construction | Age-targeted | Built 2020 - present | 1,400 homes
4.7 rating (13 reviews) Heritage Springs
$300Ks - $500Ks
Heritage Springs, Trinity, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,337 homes
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
4 rating (7 reviews) Tampa Bay Golf and Countr...
$200Ks - $400Ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only | 55+ age-restricted | Built 1994 - 2015 | 1,336 homes
Terrace Park of Five Town...
<$100k - $300Ks
Terrace Park of Five Town..., St. Petersburg, FL
Resale Only | 55+ age-restricted | Built 1972 - 1987 | 1,328 homes
Riverwood
$200Ks - $1Ms
Riverwood, Port Charlotte, FL
Resale Only | Age-targeted | Built 1992 - 2014 | 1,323 homes
Del Webb Lakewood Ranch
$400Ks - $1Ms
Del Webb Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2015 - present | 1,300 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.
Del Webb Catalina
$300Ks - $800Ks
Del Webb Catalina, Lakewood Ranch, FL
New Construction | 55+ age-restricted | Built 2023 - present | 1,300 homes
River Strand
$200Ks - $1Ms
River Strand, Bradenton, FL
Resale Only | Age-targeted | Built 2006 - 2018 | 1,260 homes
Esplanade at Lakewood Ran...
$300Ks - $1Ms
Esplanade at Lakewood Ran..., Lakewood Ranch, FL
New and Resale | Age-targeted | Built 2012 - present | 1,250 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $400Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
5 rating (1 reviews) VillageWalk of Sarasota
$400Ks - $600Ks
VillageWalk of Sarasota, Sarasota, FL
Resale Only | Age-targeted | Built 2002 - 2009 | 1,177 homes
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
4.2 rating (5 reviews) Wellington at Seven Hills
$200Ks - $400Ks
Wellington at Seven Hills, Spring Hill, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 1,108 homes
Bayshore on The Lake Cond...
<$100k
Bayshore on The Lake Cond..., Bradenton, FL
Resale Only | 55+ age-restricted | Built 1974 - 1983 | 1,010 homes
Grand Opening Del Webb Sunchase
$300Ks - $600Ks
Del Webb Sunchase, Parrish, FL
New Construction | 55+ age-restricted | Built 2024 - present | 1,003 homes
5 rating (1 reviews) Timber Oaks
<$100k - $300Ks
Timber Oaks, Port Richey, FL
Resale Only | 55+ age-restricted | Built 1973 - 1997 | 1,000 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.
Del Webb BayView
$300Ks - $700Ks
Del Webb BayView, Parrish, FL
New Construction | 55+ age-restricted | Built 2020 - present | 950 homes
3.7 rating (3 reviews) Kings Gate
$200Ks - $400Ks
Kings Gate, Port Charlotte, FL
New and Resale | 55+ age-restricted | Built 2002 - present | 940 homes
Heritage Lake
$100Ks - $300Ks
Heritage Lake, New Port Richey, FL
Resale Only | 55+ age-restricted | Built 1981 - 1994 | 932 homes
Lake Jovita Golf and Coun...
$300Ks - $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
Esplanade at Wiregrass Ra...
$400Ks - $1Ms
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 868 homes
4.9 rating (8 reviews) Southshore Falls
$200Ks - $500Ks
Southshore Falls, Apollo Beach, FL
Resale Only | 55+ age-restricted | Built 2004 - 2016 | 866 homes
Wellington at Seven Hills 11158 HEATHROW AVE, SPRING HILL, FL, 346..., Spring Hill, FL 34609
$251,500

2 beds

|

2 baths

|

1,514 sq ft

|

House

11158 HEATHROW AVE, SPRING HILL, FL, 346...
Del Webb BayView 10419 WYNWARD WAY, PARRISH, FL, 34219, Parrish, FL 34219
$559,922

2 beds

|

2 baths

|

1,948 sq ft

|

House

10419 WYNWARD WAY, PARRISH, FL, 34219
Community: Del Webb BayView
Sarasota National 10059 CROOKED CREEK DR 102, VENICE, FL, ..., Venice, FL 34293
$375,000

2 beds

|

2 baths

|

1,379 sq ft

|

Condo

10059 CROOKED CREEK DR 102, VENICE, FL, ...
Community: Sarasota National
Foxwood Lake Estates 4969 FOXWOOD LAKE DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$185,000

2 beds

|

2 baths

|

1,456 sq ft

|

Manufactured Home

4969 FOXWOOD LAKE DR, LAKELAND, FL, 3381...
MiraBay 5307 WISHING ARCH DR, APOLLO BEACH, FL, ..., Apollo Beach, FL 33572
$974,000

4 beds

|

4 baths

|

3,052 sq ft

|

House

5307 WISHING ARCH DR, APOLLO BEACH, FL, ...
Community: MiraBay
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Woodside Terrace 7151 WOOD CREEK DR 205, SARASOTA, FL, 34..., Sarasota, FL 34231
$275,000

2 beds

|

2 baths

|

1,281 sq ft

|

Condo

7151 WOOD CREEK DR 205, SARASOTA, FL, 34...
Community: Woodside Terrace
Boca Ciega Point 642 BOCA CIEGA POINT BLVD S, ST PETERSBU..., St Petersburg, FL 33708
$533,000

2 beds

|

2 baths

|

1,400 sq ft

|

Villa

642 BOCA CIEGA POINT BLVD S, ST PETERSBU...
Community: Boca Ciega Point
Timber Pines 7343 WILLOW BROOK DR, SPRING HILL, FL, 3..., Spring Hill, FL 34606
$249,000

2 beds

|

2 baths

|

1,089 sq ft

|

Villa

7343 WILLOW BROOK DR, SPRING HILL, FL, 3...
Community: Timber Pines
Del Webb BayView 10434 SPRING TIDE WAY, PARRISH, FL, 3421..., Parrish, FL 34219
$379,000

2 beds

|

2 baths

|

1,405 sq ft

|

House

10434 SPRING TIDE WAY, PARRISH, FL, 3421...
Community: Del Webb BayView
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.
Sun City Center 2016 NEW BEDFORD DR, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$369,500

3 beds

|

2 baths

|

2,366 sq ft

|

House

2016 NEW BEDFORD DR, SUN CITY CENTER, FL...
Community: Sun City Center
Burgundy Condominiums 102 46TH AVENUE TER W APT 402, BRADENTON..., Bradenton, FL 34207
$109,500

1 beds

|

1 baths

|

725 sq ft

|

Condo

102 46TH AVENUE TER W APT 402, BRADENTON...
Harbour Isle 229 SAPPHIRE LAKE DR 101, BRADENTON, FL,..., Bradenton, FL 34209
$899,000

2 beds

|

2 baths

|

1,616 sq ft

|

Condo

229 SAPPHIRE LAKE DR 101, BRADENTON, FL,...
Community: Harbour Isle
Cortez Villas Condominiums 3802 42ND STREET CT W # 31, BRADENTON, F..., Bradenton, FL 34205
$196,000

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
Boca Ciega Point 334 BOCA CIEGA POINT BLVD # 606, ST PETE..., St Petersburg, FL 33708
$525,000

2 beds

|

2 baths

|

1,800 sq ft

|

Condo

334 BOCA CIEGA POINT BLVD # 606, ST PETE...
Community: Boca Ciega Point
Bellacina by Casey Key 15152 CUZCORRO CT, NOKOMIS, FL, 34275, Nokomis, FL 34275
$320,000

3 beds

|

3 baths

|

1,373 sq ft

|

Townhouse

15152 CUZCORRO CT, NOKOMIS, FL, 34275
Casa Del Mar Condominiums 6279 SUN BLVD APT 503, ST PETERSBURG, FL..., St Petersburg, FL 33715
$265,000

1 beds

|

2 baths

|

790 sq ft

|

Condo

6279 SUN BLVD APT 503, ST PETERSBURG, FL...
Plantation Golf & Country Club 433 CERROMAR LN UNIT 541, VENICE, FL, 34..., Venice, FL 34293
$235,000

2 beds

|

2 baths

|

1,002 sq ft

|

Condo

433 CERROMAR LN UNIT 541, VENICE, 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.
The Mainlands of Tamarac By The Gulf 10171 45TH WAY, PINELLAS PARK, FL, 33782, Pinellas Park, FL 33782
$247,500

2 beds

|

2 baths

|

1,215 sq ft

|

House

10171 45TH WAY, PINELLAS PARK, FL, 33782
Sun City Center 2608 NEWCOMB CT, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$197,000

2 beds

|

2 baths

|

1,235 sq ft

|

Villa

2608 NEWCOMB CT, SUN CITY CENTER, FL, 33...
Community: Sun City Center
Kings Point 2608 NEWCOMB CT, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$197,000

2 beds

|

2 baths

|

1,235 sq ft

|

Villa

2608 NEWCOMB CT, SUN CITY CENTER, FL, 33...
Community: Kings Point
Terrace Park of Five Towns 7951 58TH AVE N UNIT 208, ST PETERSBURG,..., St Petersburg, FL 33709
$174,900

2 beds

|

2 baths

|

1,135 sq ft

|

Condo

7951 58TH AVE N UNIT 208, ST PETERSBURG,...
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
On Top of the World Clearwater 2434 AUSTRALIA WAY 42, CLEARWATER, FL, 3..., Clearwater, FL 33763
$149,900

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

2434 AUSTRALIA WAY 42, CLEARWATER, FL, 3...
Esplanade at Wiregrass Ranch 4795 FRECCIA LOOP, WESLEY CHAPEL, FL, 33..., Wesley Chapel, FL 33543
$850,000

3 beds

|

3 baths

|

3,087 sq ft

|

House

4795 FRECCIA LOOP, WESLEY CHAPEL, FL, 33...
GlenLakes Country Club 9276 LAKE CYPRESS LOOP, WEEKI WACHEE, FL..., Weeki Wachee, FL 34613
$560,000

3 beds

|

3 baths

|

2,914 sq ft

|

House

9276 LAKE CYPRESS LOOP, WEEKI WACHEE, FL...
Harbour Isle 343 COMPASS POINT DR UNIT 201, BRADENTON..., Bradenton, FL 34209
$790,000

2 beds

|

2 baths

|

2,002 sq ft

|

Condo

343 COMPASS POINT DR UNIT 201, BRADENTON...
Community: Harbour Isle
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.
Pine Ridge at Palm Harbor 2687 PINE RIDGE WAY F2, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$144,900

1 beds

|

1 baths

|

805 sq ft

|

Condo

2687 PINE RIDGE WAY F2, PALM HARBOR, FL,...
Pine Ridge at Palm Harbor 2687 PINE RIDGE WAY E1, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$141,000

1 beds

|

1 baths

|

805 sq ft

|

Condo

2687 PINE RIDGE WAY E1, PALM HARBOR, FL,...
Pine Ridge at Palm Harbor 2642 PINE RIDGE WAY D2, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$144,900

1 beds

|

1 baths

|

805 sq ft

|

Condo

2642 PINE RIDGE WAY D2, PALM HARBOR, FL,...
Lakeshore Village 3890 WILSHIRE CIR 27, SARASOTA, FL, 3423..., Sarasota, FL 34238
$339,000

2 beds

|

2 baths

|

1,822 sq ft

|

Villa

3890 WILSHIRE CIR 27, SARASOTA, FL, 3423...
Community: Lakeshore Village
Bay Island 7625 SUN ISLAND DR 304, SOUTH PASADENA, ..., South Pasadena, FL 33707
$244,900

1 beds

|

1 baths

|

855 sq ft

|

Condo

7625 SUN ISLAND DR 304, SOUTH PASADENA, ...
Community: Bay Island
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Tampa Bay Golf and Country Club 9427 ROLLING CIR, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$275,000

2 beds

|

2 baths

|

1,480 sq ft

|

Villa

9427 ROLLING CIR, SAN ANTONIO, FL, 33576
Esplanade at Azario Lakewood Ranch 15672 SACILE LN, BRADENTON, FL, 34211, Bradenton, FL 34211
$529,900

2 beds

|

2 baths

|

1,558 sq ft

|

Villa

15672 SACILE LN, BRADENTON, FL, 34211
Highland Lakes on Lake Tarpon 2320 SHELLY DR B, PALM HARBOR, FL, 34684, Palm Harbor, FL 34684
$209,900

2 beds

|

2 baths

|

918 sq ft

|

Condo

2320 SHELLY DR B, PALM HARBOR, FL, 34684
Esplanade at Azario Lakewood Ranch 14919 MONTELLO WAY, BRADENTON, FL, 34211, Bradenton, FL 34211
$2,200,000

4 beds

|

5 baths

|

4,128 sq ft

|

House

14919 MONTELLO WAY, BRADENTON, FL, 34211
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 Bexley 5503 BLUE CRUSH BND, LAND O LAKES, FL, 3..., Land O Lakes, FL 34638
$400,000

2 beds

|

2 baths

|

1,405 sq ft

|

House

5503 BLUE CRUSH BND, LAND O LAKES, FL, 3...
Community: Del Webb Bexley
Tampa Bay Golf and Country Club 10230 OLD TAMPA BAY DR, SAN ANTONIO, FL,..., San Antonio, FL 33576
$325,000

2 beds

|

2 baths

|

1,599 sq ft

|

House

10230 OLD TAMPA BAY DR, SAN ANTONIO, FL,...
Boca Royale Golf & Country Club 26 GOLF VIEW DR, ENGLEWOOD, FL, 34223, Englewood, FL 34223
$895,000

3 beds

|

4 baths

|

2,835 sq ft

|

House

26 GOLF VIEW DR, ENGLEWOOD, FL, 34223
BeachWalk by Manasota Key 10240 BEACH DUNE DR, ENGLEWOOD, FL, 3422..., Englewood, FL 34223
$699,000

3 beds

|

3 baths

|

2,229 sq ft

|

House

10240 BEACH DUNE DR, ENGLEWOOD, FL, 3422...
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Foxwood 604 CHESTNUT LN, ENGLEWOOD, FL, 34223, Englewood, FL 34223
$209,900

2 beds

|

2 baths

|

1,243 sq ft

|

Villa

604 CHESTNUT LN, ENGLEWOOD, FL, 34223
Community: Foxwood
Palm Aire 7341 GOLF POINTE CIR, SARASOTA, FL, 3424..., Sarasota, FL 34243
$415,900

3 beds

|

2 baths

|

1,561 sq ft

|

Villa

7341 GOLF POINTE CIR, SARASOTA, FL, 3424...
Community: Palm Aire

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
3,213 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: Jan 11, 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