Gulfport, FL 55+ active adult communities & homes for sale - Page 56

3,213 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 - $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

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

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

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

10800 TEER LN, PORT RICHEY, FL, 34668

Community: Timber Oaks

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

Questions? Call us: (727) 325-6594

Lakes at Laurel Highlands

2667 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811

$358,000

3 beds

2 baths

1,710 sq ft

House

1826 FOXHUNT DR B, SUN CITY CENTER, FL, ...

Community: Sun City Center

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

Questions? Call us: (727) 325-6594

Kings Point

$85,000

1 beds

2 baths

800 sq ft

Condo

1826 FOXHUNT DR B, SUN CITY CENTER, FL, ...

Community: Kings Point

On Top of the World Clearwater

2457 ECUADORIAN WAY 27, CLEARWATER, FL, ..., Clearwater, FL 33763

$175,000

2 beds

2 baths

1,100 sq ft

Condo

2457 ECUADORIAN WAY 27, CLEARWATER, FL, ...

Community: On Top of the World Clearwater

Sarasota National

24176 SPARTINA DR, VENICE, FL, 34293, Venice, FL 34293

$520,000

2 beds

2 baths

1,907 sq ft

House

24176 SPARTINA DR, VENICE, FL, 34293

Community: Sarasota National

Cresswind Lakewood Ranch

17522 CRESSWIND TER, LAKEWOOD RANCH, FL,..., Lakewood Ranch, FL 34211

$740,990

2 beds

2 baths

2,764 sq ft

House

17522 CRESSWIND TER, LAKEWOOD RANCH, FL,...

Community: Cresswind Lakewood Ranch

Cresswind Lakewood Ranch

18430 ROCKPORT PL, LAKEWOOD RANCH, FL, 3..., Lakewood Ranch, FL 34211

$626,990

3 beds

3 baths

2,318 sq ft

House

18430 ROCKPORT PL, LAKEWOOD RANCH, FL, 3...

Community: Cresswind Lakewood Ranch

Cresswind Lakewood Ranch

18123 CRESSWIND TER, LAKEWOOD RANCH, FL,..., Lakewood Ranch, FL 34211

$584,990

2 beds

2 baths

1,946 sq ft

House

18123 CRESSWIND TER, LAKEWOOD RANCH, FL,...

Community: Cresswind Lakewood Ranch

Cresswind Lakewood Ranch

18402 ROCKPORT PL, LAKEWOOD RANCH, FL, 3..., Lakewood Ranch, FL 34211

$525,990

2 beds

2 baths

1,856 sq ft

House

18402 ROCKPORT PL, LAKEWOOD RANCH, FL, 3...

Community: Cresswind Lakewood Ranch

Cresswind Lakewood Ranch

18352 ROCKPORT PL, LAKEWOOD RANCH, FL, 3..., Lakewood Ranch, FL 34211

$505,990

2 beds

2 baths

1,675 sq ft

House

18352 ROCKPORT PL, LAKEWOOD RANCH, FL, 3...

Community: Cresswind Lakewood Ranch

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

Questions? Call us: (727) 325-6594

On Top of the World Clearwater

2254 NORWEGIAN DR 6, CLEARWATER, FL, 337..., Clearwater, FL 33763

$284,900

2 beds

2 baths

1,400 sq ft

Condo

2254 NORWEGIAN DR 6, CLEARWATER, FL, 337...

Community: On Top of the World Clearwater

Sun City Center

$318,900

2 beds

2 baths

1,618 sq ft

House

1715 S PEBBLE BEACH BLVD, SUN CITY CENTE...

Community: Sun City Center

Sun City Center

$279,900

2 beds

2 baths

1,266 sq ft

House

1210 BEACH BLVD, SUN CITY CENTER, FL, 33...

Community: Sun City Center

On Top of the World Clearwater

2455 FINLANDIA LN 39, CLEARWATER, FL, 33..., Clearwater, FL 33763

$109,900

2 beds

1 baths

1,100 sq ft

Condo

2455 FINLANDIA LN 39, CLEARWATER, FL, 33...

Community: On Top of the World Clearwater

Bayshore on The Lake Condominiums

3661 LAKE BAYSHORE DR # 507J, BRADENTON,..., Bradenton, FL 34205

$105,000

1 beds

1 baths

768 sq ft

Condo

3661 LAKE BAYSHORE DR # 507J, BRADENTON,...

Community: Bayshore on The Lake Condominiums

On Top of the World Clearwater

2291 AMERICUS BLVD 41, CLEARWATER, FL, 3..., Clearwater, FL 33763

$264,900

2 beds

2 baths

1,325 sq ft

Condotel

2291 AMERICUS BLVD 41, CLEARWATER, FL, 3...

Community: On Top of the World Clearwater

Cascades at Southern Hills

5149 JENNINGS TRL, BROOKSVILLE, FL, 3460..., Brooksville, FL 34601

$476,532

3 beds

3 baths

2,322 sq ft

House

5149 JENNINGS TRL, BROOKSVILLE, FL, 3460...

Community: Cascades at Southern Hills

Bay Island

7700 SUN ISLAND DR 107, SOUTH PASADENA, ..., South Pasadena, FL 33707

$349,999

1 beds

2 baths

940 sq ft

Condo

7700 SUN ISLAND DR 107, SOUTH PASADENA, ...

Community: Bay Island

Town Shores of Gulfport

3010 59TH ST 306, GULFPORT, FL, 33707, Gulfport, FL 33707

$140,000

2 beds

1 baths

1,120 sq ft

Condo

3010 59TH ST 306, GULFPORT, FL, 33707

Condo

2202 CLUBHOUSE DR 174, SUN CITY CENTER, ...

Community: Kings Point

Sun City Center

$110,000

1 beds

2 baths

800 sq ft

Condo

2202 CLUBHOUSE DR 174, SUN CITY CENTER, ...

Community: Sun City Center

Spanish Main Yacht Club

669 SPANISH DR N # 21, LONGBOAT KEY, FL,..., Longboat Key, FL 34228

$375,000

2 beds

2 baths

1,087 sq ft

Condo

669 SPANISH DR N # 21, LONGBOAT KEY, FL,...

Community: Spanish Main Yacht Club

GlenLakes Country Club

8402 MAYBELLE DR, WEEKI WACHEE, FL, 3461..., Weeki Wachee, FL 34613

$519,900

4 beds

3 baths

2,729 sq ft

House

8402 MAYBELLE DR, WEEKI WACHEE, FL, 3461...

Community: GlenLakes Country Club

Timber Oaks

8420 WINDING WOOD DR, PORT RICHEY, FL, 3..., Port Richey, FL 34668

$235,000

2 beds

2 baths

1,274 sq ft

House

8420 WINDING WOOD DR, PORT RICHEY, FL, 3...

Community: Timber Oaks

Heritage Pines Florida

11644 SPINDRIFT LOOP, HUDSON, FL, 34667, Hudson, FL 34667

$319,000

3 beds

2 baths

2,175 sq ft

House

11644 SPINDRIFT LOOP, HUDSON, FL, 34667

Community: Heritage Pines Florida

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

Questions? Call us: (727) 325-6594

Green Dolphin

1250 S PINELLAS AVE APT 214, TARPON SPRI..., Tarpon Springs, FL 34689

$160,000

2 beds

2 baths

871 sq ft

Condo

1250 S PINELLAS AVE APT 214, TARPON SPRI...

Community: Green Dolphin

Foxwood

676 LINDEN DR, ENGLEWOOD, FL, 34223, Englewood, FL 34223

$249,000

2 beds

2 baths

1,384 sq ft

Villa

676 LINDEN DR, ENGLEWOOD, FL, 34223

Community: Foxwood

1…50 51 52 53 54 55 56 57 58 59 60 61 62…81

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

3,213 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: Jan 11, 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 56

169 communities near Gulfport

3,213 homes near Gulfport

2 beds

2 baths

1,370 sq ft

Condo

3 beds

3 baths

1,934 sq ft

House

2 beds

2 baths

1,045 sq ft

Condo

2 beds

2 baths

1,312 sq ft

Condo

2 beds

2 baths

1,522 sq ft

House

3 beds

2 baths

1,710 sq ft

House

3 beds

2 baths

1,710 sq ft

House

3 beds

2 baths

1,359 sq ft

Townhouse

3 beds

2 baths

2,090 sq ft

House

2 beds

2 baths

1,264 sq ft

Condo

3 beds

2 baths

2,090 sq ft

House

3 beds

2 baths

1,584 sq ft

House

1 beds

2 baths

800 sq ft

Condo

1 beds

2 baths

800 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,907 sq ft

House

2 beds

2 baths

2,764 sq ft

House

3 beds

3 baths

2,318 sq ft

House

2 beds

2 baths

1,946 sq ft

House

2 beds