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 31

2,707 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
5 rating (2 reviews) MiraBay
$300ks - $1Ms
MiraBay, Apollo Beach, FL
New and Resale | Age-targeted | Built 2003 - present | 1,700 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
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
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
GlenLakes Country Club
$100ks - $500ks
GlenLakes Country Club, Weeki Wachee, FL
New and Resale | Age-targeted | Built 1990 - present | 1,500 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
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
3 rating (2 reviews) Plantation Golf & Cou...
$300ks
Plantation Golf & Cou..., Venice, FL
Resale Only | Age-targeted | Built 1982 - 2014 | 2,600 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) Timber Oaks
<$100k - $200ks
Timber Oaks, Port Richey, FL
Resale Only | 55+ age-restricted | Built 1973 - 1997 | 1,000 homes
Palm Aire
$100ks - $800ks
Palm Aire, Sarasota, FL
Resale Only | Age-targeted | Built 1963 - 2003 | 3,752 homes
Esplanade at Azario Lakew...
$300ks - $1Ms
Esplanade at Azario Lakew..., Lakewood Ranch, FL
New Construction | Age-targeted | Built 2020 - present | 1,400 homes
Tara Golf & Country C...
$300ks
Tara Golf & Country C..., Bradenton, FL
Resale Only | Age-targeted | Built 1989 - 2006 | 1,844 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
4.7 rating (3 reviews) Heritage Pines Florida
$200ks - $400ks
Heritage Pines Florida, Hudson, FL
Resale Only | 55+ age-restricted | Built 1999 - 2007 | 1,407 homes
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) 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 rating (4 reviews) Kings Gate
$200ks - $300ks
Kings Gate, Port Charlotte, FL
New and Resale | 55+ age-restricted | Built 2002 - present | 940 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.
Esplanade at Artisan Lake...
$400ks - $500ks
Esplanade at Artisan Lake..., Palmetto, FL
New and Resale | Age-targeted | Built 2013 - present | 800 homes
Riverwood
$300ks - $800ks
Riverwood, Port Charlotte, FL
Resale Only | Age-targeted | Built 1992 - 2014 | 1,323 homes
5 rating (1 reviews) Bay Island
$200ks - $700ks
Bay Island, South Pasadena, FL
Resale Only | 55+ age-restricted | Built 1971 - 1980 | 708 homes
Tidewater Preserve
$200ks - $1Ms
Tidewater Preserve, Bradenton, FL
New and Resale | Age-targeted | Built 2012 - present | 361 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
Esplanade at Lakewood Ran...
$400ks - $2Ms
Esplanade at Lakewood Ran..., Lakewood Ranch, FL
New and Resale | Age-targeted | Built 2012 - present | 1,250 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
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
4.2 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
5 rating (2 reviews) Sarasota National
$300ks - $800ks
Sarasota National, Wellen Park, FL
New and Resale | Age-targeted | Built 2013 - present | 1,600 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
Palma Del Mar
$200ks - $500ks
Palma Del Mar, St. Petersburg, FL
Resale Only | Age-targeted | Built 1979 - 1981 | 140 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
1 rating (1 reviews) Silverthorn
$200ks - $800ks
Silverthorn, Brooksville, FL
Resale Only | Age-targeted | Built 1997 - 2011 | 801 homes
Esplanade at Wellen Park
$400ks - $1Ms
Esplanade at Wellen Park, Englewood, FL
New Construction | Age-targeted | Built 2025 - present | 877 homes
Heron Creek
$300ks - $600ks
Heron Creek, North Port, FL
Resale Only | Age-targeted | Built 2000 - 2011 | 830 homes
5 rating (1 reviews) Sea Towers
$100ks - $300ks
Sea Towers, St. Petersburg, FL
Resale Only | 55+ age-restricted | Built 1969 - 1973 | 800 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
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
The Landings
$400ks - $2Ms
The Landings, Sarasota, FL
New and Resale | Age-targeted | Built 1995 - present | 696 homes
4 rating (3 reviews) Harbour Isle
$600ks - $1Ms
Harbour Isle, Bradenton, FL
New and Resale | Age-targeted | Built 2010 - present | 686 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.
1234...5
Highland Lakes on Lake Tarpon 2740 HIGHLANDS BLVD B, PALM HARBOR, FL, ..., Palm Harbor, FL 34684
$190,000

2 beds

|

2 baths

|

1,000 sq ft

|

Villa

2740 HIGHLANDS BLVD B, PALM HARBOR, FL, ...
Key Vista Villas 2815 WOOD POINTE DR, HOLIDAY, FL, 34691, Holiday, FL 34691
$359,900

3 beds

|

2 baths

|

1,819 sq ft

|

House

2815 WOOD POINTE DR, HOLIDAY, FL, 34691
Community: Key Vista Villas
Hammock Preserve on Palmer Ranch 12276 MARSH POINTE RD, SARASOTA, FL, 342..., Sarasota, FL 34238
$469,000

2 beds

|

2 baths

|

1,549 sq ft

|

Villa

12276 MARSH POINTE RD, SARASOTA, FL, 342...
MiraBay 5303 FISHERSOUND LN, APOLLO BEACH, FL, 3..., Apollo Beach, FL 33572
$899,999

3 beds

|

3 baths

|

2,646 sq ft

|

House

5303 FISHERSOUND LN, APOLLO BEACH, FL, 3...
Community: MiraBay
Esplanade at Wellen Park 13320 SANTINI CIR, ENGLEWOOD, FL, 34223, Englewood, FL 34223
$378,253

2 beds

|

2 baths

|

1,533 sq ft

|

Villa

13320 SANTINI CIR, ENGLEWOOD, FL, 34223
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Sun City Center 804 CHIPPER DR, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573
$349,900

3 beds

|

2 baths

|

1,800 sq ft

|

Villa

804 CHIPPER DR, SUN CITY CENTER, FL, 335...
Community: Sun City Center
Del Webb Lakewood Ranch 18025 HARWICH PL, BRADENTON, FL, 34202, Bradenton, FL 34202
$799,900

3 beds

|

3 baths

|

2,128 sq ft

|

House

18025 HARWICH PL, BRADENTON, FL, 34202
Esplanade at Artisan Lakes 5238 MOREY FARMS LOOP, PALMETTO, FL, 342..., Palmetto, FL 34221
$569,000

3 beds

|

3 baths

|

2,205 sq ft

|

House

5238 MOREY FARMS LOOP, PALMETTO, FL, 342...
Bellacina by Casey Key 5708 PUCCINI ST, NOKOMIS, FL, 34275, Nokomis, FL 34275
$638,000

3 beds

|

2 baths

|

1,931 sq ft

|

House

5708 PUCCINI ST, NOKOMIS, FL, 34275
Esplanade at Azario Lakewood Ranch 4528 POND BROOK CT, BRADENTON, FL, 34211, Bradenton, FL 34211
$835,000

4 beds

|

5 baths

|

2,905 sq ft

|

House

4528 POND BROOK CT, 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.
Sun City Center 827 MCCALLISTER AVE 55, SUN CITY CENTER,..., Sun City Center, FL 33573
$228,000

2 beds

|

2 baths

|

1,574 sq ft

|

Condo

827 MCCALLISTER AVE 55, SUN CITY CENTER,...
Community: Sun City Center
Kings Point 827 MCCALLISTER AVE 55, SUN CITY CENTER,..., Sun City Center, FL 33573
$228,000

2 beds

|

2 baths

|

1,574 sq ft

|

Condo

827 MCCALLISTER AVE 55, SUN CITY CENTER,...
Community: Kings Point
Mirada 10770 TUPPER CAY DR, SAN ANTONIO, FL, 33..., San Antonio, FL 33576
$445,000

2 beds

|

2 baths

|

1,968 sq ft

|

House

10770 TUPPER CAY DR, SAN ANTONIO, FL, 33...
Community: Mirada
Lake Jovita Golf and Country Club 12421 EASTPOINTE DR, DADE CITY, FL, 3352..., Dade City, FL 33525
$419,990

3 beds

|

2 baths

|

1,884 sq ft

|

House

12421 EASTPOINTE DR, DADE CITY, FL, 3352...
On Top of the World Clearwater 2072 AUSTRALIA WAY 42, CLEARWATER, FL, 3..., Clearwater, FL 33763
$315,000

2 beds

|

2 baths

|

1,400 sq ft

|

Condo

2072 AUSTRALIA WAY 42, CLEARWATER, FL, 3...
Timber Pines 7437 BAYWOOD FOREST CIR, SPRING HILL, FL..., Spring Hill, FL 34606
$327,900

2 beds

|

2 baths

|

1,781 sq ft

|

House

7437 BAYWOOD FOREST CIR, SPRING HILL, FL...
Community: Timber Pines
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Esplanade at Skye Ranch 10254 MORNING MIST LN, SARASOTA, FL, 342..., Sarasota, FL 34241
$429,000

2 beds

|

2 baths

|

1,530 sq ft

|

Villa

10254 MORNING MIST LN, SARASOTA, FL, 342...
The Mainlands of Tamarac By The Gulf 9875 MAINLANDS BLVD, PINELLAS PARK, FL, ..., Pinellas Park, FL 33782
$319,900

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

9875 MAINLANDS BLVD, PINELLAS PARK, FL, ...
Boca Royale Golf & Country Club 11016 HOGAN CIR, ENGLEWOOD, FL, 34223, Englewood, FL 34223
$625,000

3 beds

|

3 baths

|

2,066 sq ft

|

House

11016 HOGAN CIR, ENGLEWOOD, FL, 34223
Timber Pines 6264 DARIEN WAY, SPRING HILL, FL, 34606, Spring Hill, FL 34606
$273,900

3 beds

|

2 baths

|

1,732 sq ft

|

House

6264 DARIEN WAY, SPRING HILL, FL, 34606
Community: Timber Pines
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 700 RUTGERS PL, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573
$215,000

2 beds

|

2 baths

|

1,141 sq ft

|

Condo

700 RUTGERS PL, SUN CITY CENTER, FL, 335...
Community: Sun City Center
Angeline 16595 SHELL BAY DR, LAND O LAKES, FL, 34..., Land O Lakes, FL 34638
$316,500

2 beds

|

2 baths

|

1,615 sq ft

|

Villa

16595 SHELL BAY DR, LAND O LAKES, FL, 34...
Community: Angeline
Esplanade on Palmer Ranch 5301 GREENBROOK DR, SARASOTA, FL, 34238, Sarasota, FL 34238
$2,299,000

5 beds

|

6 baths

|

5,171 sq ft

|

House

5301 GREENBROOK DR, SARASOTA, FL, 34238
Carillon Lakes 4149 WINDCHIME LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$305,000

3 beds

|

2 baths

|

1,745 sq ft

|

House

4149 WINDCHIME LN, LAKELAND, FL, 33811
Community: Carillon Lakes
Del Webb Sunchase 9452 DAYLIGHT DR, PARRISH, FL, 34219, Parrish, FL 34219
$509,360

2 beds

|

3 baths

|

2,080 sq ft

|

House

9452 DAYLIGHT DR, PARRISH, FL, 34219
Community: Del Webb Sunchase
Del Webb Sunchase 14814 SUNBEAM ST, PARRISH, FL, 34219, Parrish, FL 34219
$437,880

3 beds

|

2 baths

|

1,662 sq ft

|

House

14814 SUNBEAM ST, PARRISH, FL, 34219
Community: Del Webb Sunchase
Harbour Isle 347 COMPASS POINT DR 201, BRADENTON, FL,..., Bradenton, FL 34209
$789,000

2 beds

|

2 baths

|

2,011 sq ft

|

Condo

347 COMPASS POINT DR 201, BRADENTON, FL,...
Community: Harbour Isle
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Sun City Center 1368 EMERALD DUNES DR, SUN CITY CENTER, ..., Sun City Center, FL 33573
$429,000

3 beds

|

2 baths

|

2,482 sq ft

|

Condo

1368 EMERALD DUNES DR, SUN CITY CENTER, ...
Community: Sun City Center
Sun City Center 704 OJAI AVE, SUN CITY CENTER, FL, 33573, Sun City Center, FL 33573
$224,900

2 beds

|

1 baths

|

1,149 sq ft

|

House

704 OJAI AVE, SUN CITY CENTER, FL, 33573
Community: Sun City Center
Sarasota National 23085 BANBURY WAY 103, VENICE, FL, 34293, Venice, FL 34293
$349,900

2 beds

|

2 baths

|

1,592 sq ft

|

Condo

23085 BANBURY WAY 103, VENICE, FL, 34293
Community: Sarasota National
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.
Village on the Green 2514 ROYAL PINES CIR 25D, CLEARWATER, FL..., Clearwater, FL 33763
$149,900

1 beds

|

2 baths

|

815 sq ft

|

Villa

2514 ROYAL PINES CIR 25D, CLEARWATER, FL...
Heritage Springs 1444 CANBERLEY CT, TRINITY, FL, 34655, Trinity, FL 34655
$369,000

2 beds

|

2 baths

|

1,837 sq ft

|

House

1444 CANBERLEY CT, TRINITY, FL, 34655
Community: Heritage Springs
Harbour Isle 395 ARUBA CIR 402, BRADENTON, FL, 34209, Bradenton, FL 34209
$799,000

3 beds

|

3 baths

|

1,664 sq ft

|

Condo

395 ARUBA CIR 402, BRADENTON, FL, 34209
Community: Harbour Isle
Bayshore on The Lake Condominiums 3621 LAKE BAYSHORE DR J-403, BRADENTON, ..., Bradenton, FL 34205
$129,000

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

3621 LAKE BAYSHORE DR J-403, BRADENTON, ...
Town Shores of Gulfport 2850 59TH ST 205, GULFPORT, FL, 33707, Gulfport, FL 33707
$169,000

2 beds

|

2 baths

|

1,120 sq ft

|

Condo

2850 59TH ST 205, GULFPORT, FL, 33707
The Mainlands of Tamarac By The Gulf 9175 42ND ST, PINELLAS PARK, FL, 33782, Pinellas Park, FL 33782
$344,900

2 beds

|

2 baths

|

1,792 sq ft

|

House

9175 42ND ST, PINELLAS PARK, FL, 33782
Highland Lakes on Lake Tarpon 2291 SHELLY DRIVE DR D, PALM HARBOR, FL,..., Palm Harbor, FL 34684
$209,999

2 beds

|

2 baths

|

1,120 sq ft

|

Condo

2291 SHELLY DRIVE DR D, PALM HARBOR, FL,...
Sun City Center 301 ANDOVER PL 175, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$90,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

301 ANDOVER PL 175, 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 301 ANDOVER PL 175, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$90,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

301 ANDOVER PL 175, SUN CITY CENTER, FL,...
Community: Kings Point
Sun City Center 504 RIMINI VISTA WAY, SUN CITY CENTER, F..., Sun City Center, FL 33573
$469,950

3 beds

|

2 baths

|

2,012 sq ft

|

House

504 RIMINI VISTA WAY, SUN CITY CENTER, F...
Community: Sun City Center
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.

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
2,707 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: Jul 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