Gulfport, FL 55+ active adult communities & homes for sale - Page 21

3,334 homes near Gulfport

Sort by:

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

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

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

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

Esplanade at Azario Lakew...

$300ks - $1Ms

Esplanade at Azario Lakew..., Lakewood Ranch, FL

New Construction | Age-targeted | Built 2020 - present | 1,400 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

The Mainlands of Tamarac ...

$200ks - $300ks

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

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

4.7 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

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

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

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

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

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

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

Tidewater Preserve

$200ks - $1Ms

Tidewater Preserve, Bradenton, FL

New and Resale | Age-targeted | Built 2012 - present | 361 homes

4 rating (3 reviews)

Harbour Isle

$600ks - $1Ms

Harbour Isle, Bradenton, FL

New and Resale | Age-targeted | Built 2010 - present | 686 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

Boca Royale Golf & Co...

$400ks - $1Ms

Boca Royale Golf & Co..., Wellen Park, FL

New and Resale | Age-targeted | Built 1986 - present | 850 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

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

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

The Landings

$400ks - $2Ms

The Landings, Sarasota, FL

New and Resale | Age-targeted | Built 1995 - present | 696 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

1 2 3 4...5

Esplanade at Lakewood Ranch

13738 MESSINA LOOP 103, BRADENTON, FL, 3..., Bradenton, FL 34211

$375,000

2 beds

2 baths

1,528 sq ft

Condo

13738 MESSINA LOOP 103, BRADENTON, FL, 3...

Community: Esplanade at Lakewood Ranch

River Strand

6819 GRAND ESTUARY TRL 101, BRADENTON, F..., Bradenton, FL 34212

$335,000

2 beds

2 baths

1,716 sq ft

Condo

6819 GRAND ESTUARY TRL 101, BRADENTON, F...

Community: River Strand

Esplanade at Artisan Lakes

10807 WICKER PARK PL, PALMETTO, FL, 3422..., Palmetto, FL 34221

$819,999

4 beds

3 baths

2,440 sq ft

House

10807 WICKER PARK PL, PALMETTO, FL, 3422...

Community: Esplanade at Artisan Lakes

Charlotte Square Condominiums

2437 HARBOR BLVD 108, PORT CHARLOTTE, FL..., Port Charlotte, FL 33952

$109,900

2 beds

2 baths

919 sq ft

Condo

2437 HARBOR BLVD 108, PORT CHARLOTTE, FL...

Community: Charlotte Square Condominiums

Timber Pines

6365 NATURE PRESERVE LN, SPRING HILL, FL..., Spring Hill, FL 34606

$169,900

2 beds

1 baths

767 sq ft

Villa

6365 NATURE PRESERVE LN, SPRING HILL, FL...

Community: Timber Pines

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

Questions? Call us: (727) 325-6594

Kings Point

201 BEDFORD TRL F121, SUN CITY CENTER, F..., Sun City Center, FL 33573

$120,000

2 beds

2 baths

960 sq ft

Condo

201 BEDFORD TRL F121, SUN CITY CENTER, F...

Community: Kings Point

Sun City Center

$120,000

2 beds

2 baths

960 sq ft

Condo

201 BEDFORD TRL F121, SUN CITY CENTER, F...

Community: Sun City Center

Timber Pines

7151 BOTTLE BRUSH DR, SPRING HILL, FL, 3..., Spring Hill, FL 34606

$360,000

2 beds

2 baths

1,702 sq ft

House

7151 BOTTLE BRUSH DR, SPRING HILL, FL, 3...

Community: Timber Pines

Timber Pines

7499 SUGARBUSH DR, SPRING HILL, FL, 3460..., Spring Hill, FL 34606

$449,000

3 beds

2 baths

1,895 sq ft

House

7499 SUGARBUSH DR, SPRING HILL, FL, 3460...

Community: Timber Pines

Heritage Springs

11751 AINTREE CT, TRINITY, FL, 34655, Trinity, FL 34655

$384,900

3 beds

2 baths

1,806 sq ft

House

11751 AINTREE CT, TRINITY, FL, 34655

Community: Heritage Springs

Town Shores of Gulfport

6020 SHORE BLVD 712, GULFPORT, FL, 33707, Gulfport, FL 33707

$743,000

2 beds

3 baths

2,210 sq ft

Condo

6020 SHORE BLVD 712, GULFPORT, FL, 33707

Community: Town Shores of Gulfport

Grand Palm

13185 STEINHATCHEE LOOP, VENICE, FL, 342..., Venice, FL 34293

$649,000

3 beds

3 baths

2,066 sq ft

House

13185 STEINHATCHEE LOOP, VENICE, FL, 342...

Community: Grand Palm

Angeline

10843 IBIS BROOK CT, LAND O LAKES, FL, 3..., Land O Lakes, FL 34638

$520,000

3 beds

3 baths

2,366 sq ft

House

10843 IBIS BROOK CT, LAND O LAKES, FL, 3...

Community: Angeline

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

Questions? Call us: (727) 325-6594

Highland Lakes on Lake Tarpon

1084 DUNROBIN DR D, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684

$274,000

2 beds

2 baths

1,230 sq ft

Villa

1084 DUNROBIN DR D, PALM HARBOR, FL, 346...

Community: Highland Lakes on Lake Tarpon

Cortez Villas Condominiums

3216 42ND ST, BRADENTON, FL, 34205, Bradenton, FL 34205

$189,900

2 beds

2 baths

1,050 sq ft

Villa

3216 42ND ST, BRADENTON, FL, 34205

Community: Cortez Villas Condominiums

Bayshore on The Lake Condominiums

3424 LAKE BAYSHORE DR 405 P, BRADENTON,..., Bradenton, FL 34205

$155,000

2 beds

2 baths

1,144 sq ft

Condo

3424 LAKE BAYSHORE DR 405 P, BRADENTON,...

Community: Bayshore on The Lake Condominiums

Town Shores of Gulfport

2960 59TH ST 509, GULFPORT, FL, 33707, Gulfport, FL 33707

$165,000

1 beds

1 baths

815 sq ft

Condo

2960 59TH ST 509, GULFPORT, FL, 33707

Community: Town Shores of Gulfport

Renaissance at West Villages

11609 TAPESTRY LN, VENICE, FL, 34293, Venice, FL 34293

$580,000

3 beds

3 baths

2,294 sq ft

House

11609 TAPESTRY LN, VENICE, FL, 34293

Community: Renaissance at West Villages

Boca Royale Golf & Country Club

26808 PAVIN DR, ENGLEWOOD, FL, 34223, Englewood, FL 34223

$575,000

4 beds

3 baths

2,066 sq ft

House

26808 PAVIN DR, ENGLEWOOD, FL, 34223

Community: Boca Royale Golf & Country Club

Briar Patch

4523 GLEN HOLW, NEW PORT RICHEY, FL, 346..., New Port Richey, FL 34653

$195,000

2 beds

2 baths

964 sq ft

House

4523 GLEN HOLW, NEW PORT RICHEY, FL, 346...

Community: Briar Patch

Harbour Isle

395 ARUBA CIR 303, BRADENTON, FL, 34209, Bradenton, FL 34209

$749,000

3 beds

3 baths

1,664 sq ft

Condo

395 ARUBA CIR 303, BRADENTON, FL, 34209

Condo

2153 PUEBLO CIR V14, SARASOTA, FL, 34231

Community: Woodside Village West

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

Questions? Call us: (727) 325-6594

Kings Point

2505 NEW HAVEN CIR # 109, SUN CITY CENTE..., Sun City Center, FL 33573

$195,000

2 beds

2 baths

1,238 sq ft

Condo

2505 NEW HAVEN CIR # 109, SUN CITY CENTE...

Community: Kings Point

Sun City Center

$195,000

2 beds

2 baths

1,238 sq ft

Condo

2505 NEW HAVEN CIR # 109, SUN CITY CENTE...

Community: Sun City Center

Seminole Hill Villas

12400 PARK BLVD 210, SEMINOLE, FL, 33772, Seminole, FL 33772

$129,500

1 beds

1 baths

720 sq ft

Condo

12400 PARK BLVD 210, SEMINOLE, FL, 33772

Community: Seminole Hill Villas

IslandWalk at West Villages

13012 RINELLA ST, VENICE, FL, 34293, Venice, FL 34293

$600,000

4 beds

2 baths

1,997 sq ft

House

13012 RINELLA ST, VENICE, FL, 34293

Community: IslandWalk at West Villages

Del Webb Bexley

5356 BLUE CRUSH BND, LAND O LAKES, FL, 3..., Land O Lakes, FL 34638

$800,000

2 beds

3 baths

2,300 sq ft

House

5356 BLUE CRUSH BND, LAND O LAKES, FL, 3...

Community: Del Webb Bexley

Royal Stewart Arms

9 HAIG PL 801, DUNEDIN, FL, 34698, Dunedin, FL 34698

$385,000

2 beds

2 baths

1,181 sq ft

Condo

9 HAIG PL 801, DUNEDIN, FL, 34698

Community: Royal Stewart Arms

On Top of the World Clearwater

2431 CANADIAN WAY 37, CLEARWATER, FL, 33..., Clearwater, FL 33763

$255,000

2 beds

2 baths

1,400 sq ft

Condo

2431 CANADIAN WAY 37, CLEARWATER, FL, 33...

Community: On Top of the World Clearwater

Southshore Bay

5513 LITTLE PATH DR, WIMAUMA, FL, 33598, Wimauma, FL 33598

$475,000

3 beds

3 baths

2,128 sq ft

House

5513 LITTLE PATH DR, WIMAUMA, FL, 33598

Community: Southshore Bay

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

Questions? Call us: (727) 325-6594

Riverwood

13792 LONG LAKE LN, PORT CHARLOTTE, FL, ..., Port Charlotte, FL 33953

$469,900

4 beds

3 baths

2,618 sq ft

House

13792 LONG LAKE LN, PORT CHARLOTTE, FL, ...

Community: Riverwood

Valencia Lakes

4902 SANDY GLEN WAY, WIMAUMA, FL, 33598, Wimauma, FL 33598

$425,000

3 beds

2 baths

1,870 sq ft

House

4902 SANDY GLEN WAY, WIMAUMA, FL, 33598

Community: Valencia Lakes

1…15 16 17 18 19 20 21 22 23 24 25 26 27…84

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

3,334 homes

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.
© 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

Gulfport, FL 55+ active adult communities & homes for sale - Page 21

169 communities near Gulfport

3,334 homes near Gulfport

2 beds

2 baths

1,528 sq ft

Condo

2 beds

2 baths

1,716 sq ft

Condo

4 beds

3 baths

2,440 sq ft

House

2 beds

2 baths

919 sq ft

Condo

2 beds

1 baths

767 sq ft

Villa

2 beds

2 baths

960 sq ft

Condo

2 beds

2 baths

960 sq ft

Condo

2 beds

2 baths

1,702 sq ft

House

3 beds

2 baths

1,895 sq ft

House

3 beds

2 baths

1,806 sq ft

House

2 beds

3 baths

2,210 sq ft

Condo

3 beds

3 baths

2,066 sq ft

House

3 beds

3 baths

2,366 sq ft

House

2 beds

2 baths

1,230 sq ft

Villa

2 beds

2 baths

1,050 sq ft

Villa

2 beds

2 baths

1,144 sq ft

Condo

1 beds

1 baths

815 sq ft

Condo

3 beds

3 baths

2,294 sq ft

House

4 beds

3 baths

2,066 sq ft

House

2 beds