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Gulfport, FL 55+ active adult communities & homes for sale - Page 22

3,334 homes near Gulfport

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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
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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
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 ...
$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
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 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
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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
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) 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
1234...5
Tampa Bay Golf and Country Club 10251 MOSHIE LN, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$339,900

3 beds

|

2 baths

|

1,604 sq ft

|

House

10251 MOSHIE LN, SAN ANTONIO, FL, 33576
Bridgewater Landing 5725 STOCKPORT ST, RIVERVIEW, FL, 33578, Riverview, FL 33578
$455,000

2 beds

|

2 baths

|

1,791 sq ft

|

House

5725 STOCKPORT ST, RIVERVIEW, FL, 33578
Community: Bridgewater Landing
Grand Palm 21605 AVON PARK CT, VENICE, FL, 34293, Venice, FL 34293
$399,900

2 beds

|

2 baths

|

1,436 sq ft

|

Villa

21605 AVON PARK CT, VENICE, FL, 34293
Community: Grand Palm
Del Webb Bexley 5503 BLUE CRUSH BND, LAND O LAKES, FL, 3..., Land O Lakes, FL 34638
$385,000

2 beds

|

2 baths

|

1,400 sq ft

|

House

5503 BLUE CRUSH BND, LAND O LAKES, FL, 3...
Community: Del Webb Bexley
On Top of the World Clearwater 2296 MONACO LN 8, CLEARWATER, FL, 33763, Clearwater, FL 33763
$249,900

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

2296 MONACO LN 8, CLEARWATER, FL, 33763
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Terrace Park of Five Towns 5705 80TH ST N UNIT 105, ST PETERSBURG, ..., St Petersburg, FL 33709
$240,000

2 beds

|

2 baths

|

1,135 sq ft

|

Condo

5705 80TH ST N UNIT 105, ST PETERSBURG, ...
Plantation Golf & Country Club 657 CROSSFIELD CIR 6, VENICE, FL, 34293, Venice, FL 34293
$399,000

3 beds

|

2 baths

|

2,022 sq ft

|

Villa

657 CROSSFIELD CIR 6, VENICE, FL, 34293
Terrace Park of Five Towns 5969 TERRACE PARK DR N UNIT 104, SAINT P..., Saint Petersburg, FL 33709
$239,000

2 beds

|

2 baths

|

915 sq ft

|

Condo

5969 TERRACE PARK DR N UNIT 104, SAINT P...
Sun City Center 834 TREMONT GREENS LN 137, SUN CITY CENT..., Sun City Center, FL 33573
$228,000

2 beds

|

2 baths

|

1,173 sq ft

|

Condo

834 TREMONT GREENS LN 137, SUN CITY CENT...
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.
Kings Point 834 TREMONT GREENS LN 137, SUN CITY CENT..., Sun City Center, FL 33573
$228,000

2 beds

|

2 baths

|

1,173 sq ft

|

Condo

834 TREMONT GREENS LN 137, SUN CITY CENT...
Community: Kings Point
On Top of the World Clearwater 2359 FINLANDIA LN APT 5, CLEARWATER, FL,..., Clearwater, FL 33763
$159,900

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

2359 FINLANDIA LN APT 5, CLEARWATER, FL,...
Plantation Golf & Country Club 429 TREMINGHAM WAY, VENICE, FL, 34293, Venice, FL 34293
$1,299,000

3 beds

|

4 baths

|

3,112 sq ft

|

House

429 TREMINGHAM WAY, VENICE, FL, 34293
Highland Fairways 3658 HIGHLAND FAIRWAYS BLVD, LAKELAND, F..., Lakeland, FL 33810
$284,900

3 beds

|

2 baths

|

1,851 sq ft

|

House

3658 HIGHLAND FAIRWAYS BLVD, LAKELAND, F...
Community: Highland Fairways
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Kings Point 402 DORCHESTER PL APT 40, SUN CITY CENTE..., Sun City Center, FL 33573
$115,000

2 beds

|

2 baths

|

960 sq ft

|

Condo

402 DORCHESTER PL APT 40, SUN CITY CENTE...
Community: Kings Point
Sun City Center 402 DORCHESTER PL APT 40, SUN CITY CENTE..., Sun City Center, FL 33573
$115,000

2 beds

|

2 baths

|

960 sq ft

|

Condo

402 DORCHESTER PL APT 40, SUN CITY CENTE...
Community: Sun City Center
Sun City Center 202 GLENELLEN PL # 191, SUN CITY CENTER,..., Sun City Center, FL 33573
$137,000

2 beds

|

2 baths

|

1,008 sq ft

|

Condo

202 GLENELLEN PL # 191, SUN CITY CENTER,...
Community: Sun City Center
Kings Point 202 GLENELLEN PL # 191, SUN CITY CENTER,..., Sun City Center, FL 33573
$137,000

2 beds

|

2 baths

|

1,008 sq ft

|

Condo

202 GLENELLEN PL # 191, SUN CITY CENTER,...
Community: Kings Point
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.
Bayshore on The Lake Condominiums 3534 LAKE BAYSHORE DR K118, BRADENTON, F..., Bradenton, FL 34205
$75,000

2 beds

|

1 baths

|

960 sq ft

|

Condo

3534 LAKE BAYSHORE DR K118, BRADENTON, F...
Terrace Park of Five Towns 5970 80TH ST N UNIT 101, ST PETERSBURG, ..., St Petersburg, FL 33709
$259,000

2 beds

|

2 baths

|

1,245 sq ft

|

Condo

5970 80TH ST N UNIT 101, ST PETERSBURG, ...
Esplanade at Lakewood Ranch 13719 MESSINA LOOP UNIT 202, LAKEWOOD RA..., Lakewood Ranch, FL 34211
$399,000

2 beds

|

2 baths

|

1,528 sq ft

|

Condo

13719 MESSINA LOOP UNIT 202, LAKEWOOD RA...
On Top of the World Clearwater 2260 COSTA RICAN DR 50, CLEARWATER, FL, ..., Clearwater, FL 33763
$169,500

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

2260 COSTA RICAN DR 50, CLEARWATER, FL, ...
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Esplanade at Azario Lakewood Ranch 3618 SANTA CATERINA BLVD, BRADENTON, FL,..., Bradenton, FL 34211
$1,849,900

3 beds

|

3 baths

|

3,065 sq ft

|

House

3618 SANTA CATERINA BLVD, BRADENTON, FL,...
Southshore Bay 5314 STOIC VALE DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$340,000

2 beds

|

3 baths

|

1,713 sq ft

|

Townhouse

5314 STOIC VALE DR, WIMAUMA, FL, 33598
Community: Southshore Bay
Sun City Center 1731 PACIFIC DUNES DR, SUN CITY CENTER, ..., Sun City Center, FL 33573
$589,000

2 beds

|

3 baths

|

2,377 sq ft

|

House

1731 PACIFIC DUNES DR, SUN CITY CENTER, ...
Community: Sun City Center
Esplanade at Skye Ranch 10179 MILKY WAY CIR, SARASOTA, FL, 34241, Sarasota, FL 34241
$779,000

4 beds

|

3 baths

|

2,396 sq ft

|

House

10179 MILKY WAY CIR, SARASOTA, FL, 34241
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 726 MASTERPIECE DR 244, SUN CITY CENTER,..., Sun City Center, FL 33573
$237,500

2 beds

|

2 baths

|

1,444 sq ft

|

Condo

726 MASTERPIECE DR 244, SUN CITY CENTER,...
Community: Sun City Center
Kings Point 726 MASTERPIECE DR 244, SUN CITY CENTER,..., Sun City Center, FL 33573
$237,500

2 beds

|

2 baths

|

1,444 sq ft

|

Condo

726 MASTERPIECE DR 244, SUN CITY CENTER,...
Community: Kings Point
Carillon Lakes 3901 SERENADE LN 1, LAKELAND, FL, 33811, Lakeland, FL 33811
$302,000

2 beds

|

2 baths

|

1,812 sq ft

|

Condo

3901 SERENADE LN 1, LAKELAND, FL, 33811
Community: Carillon Lakes
Sarasota National 23572 AWABUKI DR # 202, VENICE, FL, 3429..., Venice, FL 34293
$550,000

3 beds

|

2 baths

|

2,569 sq ft

|

Condo

23572 AWABUKI DR # 202, VENICE, FL, 3429...
Community: Sarasota National
Timber Pines 2199 CARRIAGE LN, SPRING HILL, FL, 34606, Spring Hill, FL 34606
$319,900

2 beds

|

2 baths

|

1,702 sq ft

|

House

2199 CARRIAGE LN, SPRING HILL, FL, 34606
Community: Timber Pines
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Timber Oaks 10654 FALLEN LEAF LN, PORT RICHEY, FL, 3..., Port Richey, FL 34668
$315,000

2 beds

|

2 baths

|

1,718 sq ft

|

House

10654 FALLEN LEAF LN, PORT RICHEY, FL, 3...
Community: Timber Oaks
Heritage Pines Florida 11148 HOLLANDER AVE, HUDSON, FL, 34667, Hudson, FL 34667
$238,000

2 beds

|

2 baths

|

1,817 sq ft

|

Villa

11148 HOLLANDER AVE, HUDSON, FL, 34667
Foxwood 687 LINDEN DR, ENGLEWOOD, FL, 34223, Englewood, FL 34223
$239,900

2 beds

|

2 baths

|

1,421 sq ft

|

House

687 LINDEN DR, ENGLEWOOD, FL, 34223
Community: Foxwood
Mirada 31493 CANNON RUSH DR, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$445,000

2 beds

|

2 baths

|

1,958 sq ft

|

House

31493 CANNON RUSH DR, SAN ANTONIO, FL, 3...
Community: Mirada
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 1001 AUGUSTA DR, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$279,900

3 beds

|

2 baths

|

1,518 sq ft

|

House

1001 AUGUSTA DR, SUN CITY CENTER, FL, 33...
Community: Sun City Center
Riverwood 4728 CLUB DR 101, PORT CHARLOTTE, FL, 33..., Port Charlotte, FL 33953
$349,000

2 beds

|

2 baths

|

1,626 sq ft

|

Condo

4728 CLUB DR 101, PORT CHARLOTTE, FL, 33...
Community: Riverwood
Tamarac By The Gulf 14140 88TH AVE, SEMINOLE, FL, 33776, Seminole, FL 33776
$333,333

2 beds

|

2 baths

|

1,246 sq ft

|

House

14140 88TH AVE, SEMINOLE, FL, 33776
Community: Tamarac By The Gulf
Cascades at Sarasota 6502 42ND ST, SARASOTA, FL, 34243, Sarasota, FL 34243
$475,000

3 beds

|

2 baths

|

2,040 sq ft

|

House

6502 42ND ST, SARASOTA, FL, 34243
Want to learn more about 55+ communities in Gulfport? 55places can help!
Questions? Call us: (727) 325-6594
Palm Aire 5775 TIMBER LAKE DR, SARASOTA, FL, 34243, Sarasota, FL 34243
$550,000

3 beds

|

3 baths

|

2,054 sq ft

|

House

5775 TIMBER LAKE DR, SARASOTA, FL, 34243
Community: Palm Aire
On Top of the World Clearwater 2220 SPANISH DR 14, CLEARWATER, FL, 3376..., Clearwater, FL 33763
$234,000

2 beds

|

2 baths

|

1,400 sq ft

|

Condo

2220 SPANISH DR 14, CLEARWATER, FL, 3376...

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