Gulfport, FL 55+ active adult communities & homes for sale

3,286 homes near Gulfport

Sort by:

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 - $500Ks

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 - $400Ks

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

Tara Golf & Country C...

$100Ks - $700Ks

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.

Grand Palm

$400Ks - $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

4.7 rating (11 reviews)

Valencia Lakes

$200Ks - $900Ks

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

Want to learn more about 55+ communities in Gulfport? 55places can help!

Questions? Call us: (727) 325-6594

5 rating (2 reviews)

Sarasota National

$300Ks - $1Ms

Sarasota National, Wellen Park, FL

New and Resale | Age-targeted | Built 2013 - present | 1,600 homes

The Mainlands of Tamarac ...

$100Ks - $400Ks

The Mainlands of Tamarac ..., Pinellas Park, FL

Resale Only | 55+ age-restricted | Built 1969 - 1987 | 1,500 homes

GlenLakes Country Club

$200Ks - $600Ks

GlenLakes Country Club, Weeki Wachee, FL

New and Resale | Age-targeted | Built 1990 - present | 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...

$200Ks - $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 - $400Ks

Heritage Springs, Trinity, FL

Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,337 homes

3.8 rating (6 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 - $200Ks

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 Catalina

$300Ks - $900Ks

Del Webb Catalina, Lakewood Ranch, FL

New Construction | 55+ age-restricted | Built 2023 - present | 1,300 homes

Want to learn more about 55+ communities in Gulfport? 55places can help!

Questions? Call us: (727) 325-6594

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

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

$300Ks - $700Ks

VillageWalk of Sarasota, Sarasota, FL

Resale Only | Age-targeted | Built 2002 - 2009 | 1,177 homes

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 - $500Ks

Del Webb Sunchase, Parrish, FL

New Construction | 55+ age-restricted | Built 2024 - present | 1,003 homes

Timber Oaks

<$100k - $300Ks

Timber Oaks, Port Richey, FL

Resale Only | 55+ age-restricted | Built 1973 - 1997 | 1,000 homes

Del Webb BayView

$300Ks - $700Ks

Del Webb BayView, Parrish, FL

New Construction | 55+ age-restricted | Built 2020 - present | 950 homes

Want to learn more about 55+ communities in Gulfport? 55places can help!

Questions? Call us: (727) 325-6594

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

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

1 2 3 4...5

Bayshore on The Lake Condominiums

3951 LAKE BAYSHORE DR F408, BRADENTON, F..., Bradenton, FL 34205

$145,000

2 beds

2 baths

1,144 sq ft

Condo

3951 LAKE BAYSHORE DR F408, BRADENTON, F...

Community: Bayshore on The Lake Condominiums

Highland Lakes on Lake Tarpon

2722 SHERBROOKE LN D, PALM HARBOR, FL, 3..., Palm Harbor, FL 34684

$170,000

1 beds

2 baths

814 sq ft

Condo

2722 SHERBROOKE LN D, PALM HARBOR, FL, 3...

Community: Highland Lakes on Lake Tarpon

Timber Pines

2163 TERRACE VIEW LN, SPRING HILL, FL, 3..., Spring Hill, FL 34606

$259,000

2 beds

2 baths

1,788 sq ft

House

2163 TERRACE VIEW LN, SPRING HILL, FL, 3...

Community: Timber Pines

River Strand

7235 RIVER HAMMOCK DR UNIT 103, BRADENTO..., Bradenton, FL 34212

$399,999

2 beds

2 baths

1,561 sq ft

Condo

7235 RIVER HAMMOCK DR UNIT 103, BRADENTO...

Community: River Strand

Burgundy Condominiums

202 47TH AVENUE DR 334, BRADENTON, FL, 3..., Bradenton, FL 34207

$99,000

1 beds

1 baths

755 sq ft

Condo

202 47TH AVENUE DR 334, BRADENTON, FL, 3...

Community: Burgundy Condominiums

Want to learn more about 55+ communities in Gulfport? 55places can help!

Questions? Call us: (727) 325-6594

The Landings

4812 KESTRAL PARK CIR 20, SARASOTA, FL, ..., Sarasota, FL 34231

$425,000

2 beds

2 baths

1,570 sq ft

Villa

4812 KESTRAL PARK CIR 20, SARASOTA, FL, ...

Community: The Landings

Sun City Center

$235,000

2 beds

2 baths

1,444 sq ft

Condo

Community: Palma Del Mar

Want to learn more about 55+ communities in Gulfport? 55places can help!

Questions? Call us: (727) 325-6594

Southshore Bay

16927 APRIL PLUSH DR, WIMAUMA, FL, 33598, Wimauma, FL 33598

$300,000

2 beds

2 baths

1,416 sq ft

Villa

16927 APRIL PLUSH DR, WIMAUMA, FL, 33598

Community: Southshore Bay

Southshore Bay

17523 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598

$310,000

2 beds

2 baths

1,406 sq ft

Townhouse

17523 HOLLY WELL AVE, WIMAUMA, FL, 33598

Community: Southshore Bay

Del Webb BayView

8435 OCEAN TIDES CV, PARRISH, FL, 34219, Parrish, FL 34219

$385,000

2 beds

2 baths

1,564 sq ft

Villa

8435 OCEAN TIDES CV, PARRISH, FL, 34219

Community: Del Webb BayView

Palma Del Mar

$385,000

2 beds

2 baths

1,050 sq ft

Condo

6219 PALMA DEL MAR BLVD S APT 606, SAINT...

Community: Palma Del Mar

Beacon Lakes

4028 DAVIT DR # 4028, NEW PORT RICHEY, F..., New Port Richey, FL 34652

$185,000

2 beds

2 baths

1,144 sq ft

Condo

4028 DAVIT DR # 4028, NEW PORT RICHEY, F...

Community: Beacon Lakes

On Top of the World Clearwater

2449 COLUMBIA DR APT 55, CLEARWATER, FL,..., Clearwater, FL 33763

$125,000

1 beds

1 baths

825 sq ft

Condo

2449 COLUMBIA DR APT 55, CLEARWATER, FL,...

Community: On Top of the World Clearwater

Bay Island

7400 SUN ISLAND DR 603, SOUTH PASADENA, ..., South Pasadena, FL 33707

$319,000

2 beds

2 baths

1,230 sq ft

Condo

7400 SUN ISLAND DR 603, SOUTH PASADENA, ...

Community: Bay Island

Palm Aire

5689 GARDENS DR, SARASOTA, FL, 34243, Sarasota, FL 34243

$260,000

2 beds

2 baths

1,164 sq ft

Condo

5689 GARDENS DR, SARASOTA, FL, 34243

Community: Palm Aire

Harmony at Lakewood Ranch

11240 SPRING GATE TRL, BRADENTON, FL, 34..., Bradenton, FL 34211

$565,000

3 beds

2 baths

1,990 sq ft

House

11240 SPRING GATE TRL, BRADENTON, FL, 34...

Community: Harmony at Lakewood Ranch

Heather Lake Condominiums

940 VIRGINIA ST 303, DUNEDIN, FL, 34698, Dunedin, FL 34698

$225,000

2 beds

2 baths

927 sq ft

Condo

940 VIRGINIA ST 303, DUNEDIN, FL, 34698

Condo

Community: Charlotte Square Condominiums

Want to learn more about 55+ communities in Gulfport? 55places can help!

Questions? Call us: (727) 325-6594

Bay Island

7300 SUN ISLAND DR 605, SOUTH PASADENA, ..., South Pasadena, FL 33707

$250,000

1 beds

2 baths

1,120 sq ft

Condo

7300 SUN ISLAND DR 605, SOUTH PASADENA, ...

Community: Bay Island

Valencia Lakes

16015 CAPE CORAL DR, WIMAUMA, FL, 33598, Wimauma, FL 33598

$939,000

3 beds

3 baths

3,302 sq ft

House

16015 CAPE CORAL DR, WIMAUMA, FL, 33598

Community: Valencia Lakes

Siesta Harbor

1300 N PORTOFINO DR APT 305, SARASOTA, F..., Sarasota, FL 34242

$467,000

1 beds

2 baths

780 sq ft

Condo

1300 N PORTOFINO DR APT 305, SARASOTA, F...

Community: Siesta Harbor

Sarasota National

24273 SPARTINA DR, VENICE, FL, 34293, Venice, FL 34293

$425,000

2 beds

2 baths

1,900 sq ft

House

24273 SPARTINA DR, VENICE, FL, 34293

Community: Sarasota National

Southshore Bay

16913 ANCHOR ROOT ST, WIMAUMA, FL, 33598, Wimauma, FL 33598

$425,000

3 beds

2 baths

1,761 sq ft

House

16913 ANCHOR ROOT ST, WIMAUMA, FL, 33598

Community: Southshore Bay

1 2 3 4 5 6 7 8 9 10 11 12 13 14…83

Frequently Asked Questions

What size 55+ communities are there in Gulfport?

In Gulfport, there is 1 large community with over 1000 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Gulfport?

The smallest 55+ community in Gulfport has 1327 homes, the largest has 1327 homes, and the average community consists of 1327 homes.

Are there gated 55+ communities in Gulfport?

Yes, there is gated 55+ community in Gulfport. The only 55+ community in Gulfport is gated. For instance, Town Shores of Gulfport is a gated community with 1327 homes.

How long do listings in 55+ communities in Gulfport typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ community in Gulfport stay on the market for around 209 days. The average price of homes for sale in this community is approximately $264,516, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Town Shores of Gulfport average around $264,516.

Want more information about active adult communities around Gulfport?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

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

3,286 homes near Gulfport

Remove Boundaries ×

Map Satellite

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.
© 2025 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: Dec 05, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

Gulfport, FL 55+ active adult communities & homes for sale

169 communities near Gulfport

3,286 homes near Gulfport

2 beds

2 baths

1,144 sq ft

Condo

1 beds

2 baths

814 sq ft

Condo

2 beds

2 baths

1,788 sq ft

House

2 beds

2 baths

1,561 sq ft

Condo

1 beds

1 baths

755 sq ft

Condo

2 beds

2 baths

1,570 sq ft

Villa

2 beds

2 baths

1,444 sq ft

Condo

2 beds

2 baths

1,444 sq ft

Condo

3 beds

2 baths

1,679 sq ft

Villa

2 beds

2 baths

1,565 sq ft

Condo

2 beds

2 baths

1,345 sq ft

Condo

3 beds

2 baths

1,236 sq ft

House

2 beds

2 baths

1,400 sq ft

Condo

2 beds

2 baths

1,340 sq ft

Villa

2 beds

2 baths

1,250 sq ft

Condo

2 beds

2 baths

1,416 sq ft

Villa

2 beds

2 baths

1,406 sq ft

Townhouse

2 beds

2 baths

1,564 sq ft

Villa

2 beds

2 baths

1,050 sq ft

Condo

2 beds