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Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale

32 communities near Lakeland-Winter Haven Area

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Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
5 rating (1 reviews) Cypress Lakes
$100ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
5 rating (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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
5 rating (4 reviews) Highlands Ridge
<$100k - $300ks
Highlands Ridge, Avon Park, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 850 homes
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
3.8 rating (5 reviews) Traditions at Lake Ruby
$200ks - $300ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 homes
5 rating (1 reviews) Silver Lakes
$100ks - $300ks
Silver Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1996 - 2001 | 148 homes
Lake Henry Estates
$100ks - $300ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 homes
Colonnades
$100ks - $200ks
Colonnades, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1985 - 1994 | 360 homes
Lake James
$300ks
Lake James, Lakeland, FL
New and Resale | 55+ age-restricted | Built 2004 - present | 216 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.
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
4.4 rating (16 reviews) Del Webb Orlando
$200ks - $500ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 homes
Tomoka Heights
$100ks - $300ks
Tomoka Heights, Lake Placid, FL
Resale Only | 55+ age-restricted | Built 1982 - 2018 | 460 homes
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Covered Bridge
$100ks
Covered Bridge, Lake Placid, FL
New and Resale | 55+ age-restricted | Built 1974 - present | 230 homes
4 rating (4 reviews) High Vista at Ridgewood L...
$200ks - $300ks
High Vista at Ridgewood L..., Davenport, FL
Resale Only | 55+ age-restricted | Built 1995 - 2005 | 623 homes
Thunderbird Hill
$100ks - $200ks
Thunderbird Hill, Sebring, FL
Resale Only | 55+ age-restricted | Built 1984 - 2000 | 103 homes
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 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.
3 rating (1 reviews) Cormorant Point
$100ks - $200ks
Cormorant Point, Sebring, FL
Resale Only | 55+ age-restricted | Built 1981 - 2007 | 150 homes
Hidden Creek
$100ks - $200ks
Hidden Creek, Sebring, FL
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 55 homes
5 rating (4 reviews) Carillon Lakes
$200ks - $400ks
Carillon Lakes, Lakeland, FL
Resale Only | Age-targeted | Built 2000 - 2006 | 650 homes
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
Spring Lake Towers
$100ks
Spring Lake Towers, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 homes
Oakview
$100ks - $200ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
Preserve at Lakeside Land...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Lakes at Laurel Highlands
$200ks - $300ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 65 homes
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes
2 rating (1 reviews) Heritage Landings
$200ks - $300ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 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.
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Ashley Oaks
$100ks
Ashley Oaks, Sebring, FL
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 44 homes
Solivita 513 BARCELONA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$295,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

513 BARCELONA DR, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 4193 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$535,000

3 beds

|

2 baths

|

2,058 sq ft

|

House

4193 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
Carlsberg Estates on Lake Suzanne 364 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$284,900

2 beds

|

2 baths

|

1,387 sq ft

|

House

364 LAKE SUZANNE DR, LAKE WALES, FL, 338...
New Lake Ashton 4195 MUIRFIELD LOOP, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$349,000

3 beds

|

2 baths

|

2,035 sq ft

|

House

4195 MUIRFIELD LOOP, LAKE WALES, FL, 338...
Community: Lake Ashton
New Silver Lakes 6276 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$322,000

2 beds

|

2 baths

|

1,915 sq ft

|

House

6276 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver Lakes
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
New Lake Ashton 5325 SNEAD DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$364,500

3 beds

|

2 baths

|

1,833 sq ft

|

House

5325 SNEAD DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
New
Cindy Certified
4698 CORAL HARBOUR RD, KISSIMMEE, FL, 34..., Kissimmee, FL 34758
$415,000

4 beds

|

3 baths

|

2,394 sq ft

|

House

4698 CORAL HARBOUR RD, KISSIMMEE, FL, 34...
New Solivita 776 BARCELONA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$399,000

3 beds

|

3 baths

|

2,000 sq ft

|

House

776 BARCELONA DR, POINCIANA, FL, 34759
Community: Solivita
Solivita 508 LAGO MATISSE ST, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$367,000

3 beds

|

2 baths

|

1,807 sq ft

|

House

508 LAGO MATISSE ST, KISSIMMEE, FL, 3475...
Community: Solivita
Solivita 448 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$335,000

3 beds

|

2 baths

|

2,141 sq ft

|

House

448 SORRENTO RD, KISSIMMEE, FL, 34759
Community: Solivita
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.
Solivita 320 SORRENTO RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$370,000

3 beds

|

2 baths

|

2,038 sq ft

|

House

320 SORRENTO RD, POINCIANA, FL, 34759
Community: Solivita
Cindy Certified
1020 CAMBRIDGE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33881
$279,900

4 beds

|

2 baths

|

1,500 sq ft

|

House

1020 CAMBRIDGE DR, WINTER HAVEN, FL, 338...
Highland Fairways 1816 MASTERS LN, LAKELAND, FL, 33810, Lakeland, FL 33810
$215,000

2 beds

|

2 baths

|

1,325 sq ft

|

House

1816 MASTERS LN, LAKELAND, FL, 33810
Community: Highland Fairways
Tohoqua Reserve 1880 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$349,990

2 beds

|

2 baths

|

1,559 sq ft

|

House

1880 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Highlands Ridge 4315 N COURSE LN, AVON PARK, FL, 33825, Avon Park, FL 33825
$464,900

2 beds

|

2 baths

|

2,135 sq ft

|

House

4315 N COURSE LN, AVON PARK, FL, 33825
Community: Highlands Ridge
Lake Henry Estates 596 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$210,000

2 beds

|

2 baths

|

1,345 sq ft

|

House

596 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Lake James 2341 LAKE JAMES WAY, LAKELAND, FL, 33810, Lakeland, FL 33810
$535,000

3 beds

|

2 baths

|

2,104 sq ft

|

House

2341 LAKE JAMES WAY, LAKELAND, FL, 33810
Community: Lake James
Cindy Certified
2259 CANYON OAK DR DR, DAVENPORT, FL, 33..., Davenport, FL 33837
$275,000

3 beds

|

2 baths

|

1,420 sq ft

|

House

2259 CANYON OAK DR DR, DAVENPORT, FL, 33...
Sandpiper Golf & Country Club 6218 CRANE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$332,000

3 beds

|

2 baths

|

1,598 sq ft

|

House

6218 CRANE DR, LAKELAND, FL, 33809
Sandpiper Golf & Country Club 6004 SANDERLING DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$275,000

2 beds

|

2 baths

|

1,606 sq ft

|

House

6004 SANDERLING DR, LAKELAND, FL, 33809
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.
Sandpiper Golf & Country Club 6087 SEAGULL LN, LAKELAND, FL, 33809, Lakeland, FL 33809
$299,900

3 beds

|

2 baths

|

1,899 sq ft

|

House

6087 SEAGULL LN, LAKELAND, FL, 33809
Tohoqua Reserve 1989 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$399,000

3 beds

|

2 baths

|

2,087 sq ft

|

House

1989 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
High Vista at Ridgewood Lakes 140 MOSS LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$335,000

2 beds

|

2 baths

|

1,774 sq ft

|

House

140 MOSS LN, DAVENPORT, FL, 33837
Highlands Ridge 3425 E SAINT ANDREWS DR, AVON PARK, FL, ..., Avon Park, FL 33825
$269,900

3 beds

|

2 baths

|

1,755 sq ft

|

House

3425 E SAINT ANDREWS DR, AVON PARK, FL, ...
Community: Highlands Ridge
Lake James 2309 LAKE JAMES WAY, LAKELAND, FL, 33810, Lakeland, FL 33810
$429,900

2 beds

|

2 baths

|

1,931 sq ft

|

House

2309 LAKE JAMES WAY, LAKELAND, FL, 33810
Community: Lake James
Cindy Certified
4016 ABERNATHY AVE, SEBRING, FL, 33875, Sebring, FL 33875
$299,999

3 beds

|

2 baths

|

1,539 sq ft

|

House

4016 ABERNATHY AVE, SEBRING, FL, 33875
Esplanade at Westview 4488 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$333,990

2 beds

|

2 baths

|

1,872 sq ft

|

House

4488 OCHOS RIOS PL, KISSIMMEE, FL, 34758
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Esplanade at Westview 4482 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$329,990

2 beds

|

2 baths

|

1,872 sq ft

|

House

4482 OCHOS RIOS PL, KISSIMMEE, FL, 34758
Lake James 7953 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$495,000

2 beds

|

2 baths

|

1,966 sq ft

|

House

7953 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
Highlands Ridge 4022 CARTER CREEK DR, AVON PARK, FL, 338..., Avon Park, FL 33825
$325,000

3 beds

|

3 baths

|

2,168 sq ft

|

House

4022 CARTER CREEK DR, AVON PARK, FL, 338...
Community: Highlands Ridge
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.
Cindy Certified
1069 SANDPIPER LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33881
$379,999

4 beds

|

3 baths

|

2,034 sq ft

|

House

1069 SANDPIPER LOOP, WINTER HAVEN, FL, 3...
Hidden Creek 2209 HIDDEN CREEK CIR, SEBRING, FL, 3387..., Sebring, FL 33870
$229,000

2 beds

|

2 baths

|

1,281 sq ft

|

Halfplex

2209 HIDDEN CREEK CIR, SEBRING, FL, 3387...
Community: Hidden Creek
Cindy Certified
1150 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$261,990

5 beds

|

2 baths

|

1,739 sq ft

|

House

1150 AMBER WAVES CT, LAKE WALES, FL, 338...
Cindy Certified
1138 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$257,990

5 beds

|

2 baths

|

1,739 sq ft

|

House

1138 AMBER WAVES CT, LAKE WALES, FL, 338...
Solivita 542 PORTOFINO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$320,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

542 PORTOFINO DR, POINCIANA, FL, 34759
Community: Solivita
Cindy Certified
2639 CLEAR NIGHT AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34744
$474,400

4 beds

|

2 baths

|

1,850 sq ft

|

House

2639 CLEAR NIGHT AVE, KISSIMMEE, FL, 347...
Cindy Certified
324 CONDOR AVE, SEBRING, FL, 33870, Sebring, FL 33870
$355,000

4 beds

|

3 baths

|

2,060 sq ft

|

House

324 CONDOR AVE, SEBRING, FL, 33870
Solivita 136 CASAVISTA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$820,000

3 beds

|

4 baths

|

3,272 sq ft

|

House

136 CASAVISTA DR, POINCIANA, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Solivita 1090 HARBOR RIDGE DR, POINCIANA, FL, 347..., Poinciana, FL 34759
$330,000

2 beds

|

2 baths

|

1,703 sq ft

|

House

1090 HARBOR RIDGE DR, POINCIANA, FL, 347...
Community: Solivita
High Vista at Ridgewood Lakes 238 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$332,500

2 beds

|

2 baths

|

1,877 sq ft

|

House

238 FLEMING LN, DAVENPORT, FL, 33837
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.



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REIN updates its listings on a daily basis. Data last updated: Sep 10, 2026.
This application does not include information on all of the properties available for sale at this time.

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