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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
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
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
Tomoka Heights
$100ks - $300ks
Tomoka Heights, Lake Placid, FL
Resale Only | 55+ age-restricted | Built 1982 - 2018 | 460 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
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
Covered Bridge
$100ks
Covered Bridge, Lake Placid, FL
New and Resale | 55+ age-restricted | Built 1974 - present | 230 homes
5 rating (4 reviews) Carillon Lakes
$200ks - $400ks
Carillon Lakes, Lakeland, FL
Resale Only | Age-targeted | Built 2000 - 2006 | 650 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.
Thunderbird Hill
$100ks - $200ks
Thunderbird Hill, Sebring, FL
Resale Only | 55+ age-restricted | Built 1984 - 2000 | 103 homes
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
Hidden Creek
$100ks - $200ks
Hidden Creek, Sebring, FL
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 55 homes
Spring Lake Towers
$100ks
Spring Lake Towers, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 homes
3 rating (1 reviews) Cormorant Point
$100ks - $200ks
Cormorant Point, Sebring, FL
Resale Only | 55+ age-restricted | Built 1981 - 2007 | 150 homes
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes
Lakes at Laurel Highlands
$200ks - $300ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 65 homes
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Oakview
$100ks - $200ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
2 rating (1 reviews) Heritage Landings
$200ks - $300ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 homes
Preserve at Lakeside Land...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 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.
Ashley Oaks
$100ks
Ashley Oaks, Sebring, FL
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 44 homes
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 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 Sandpiper Golf & Country Club 5761 MACAW PL, LAKELAND, FL, 33809, Lakeland, FL 33809
$269,000

2 beds

|

2 baths

|

1,322 sq ft

|

House

5761 MACAW PL, LAKELAND, FL, 33809
New
Cindy Certified
1154 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$247,990

4 beds

|

2 baths

|

1,560 sq ft

|

House

1154 AMBER WAVES CT, LAKE WALES, FL, 338...
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
New Carillon Lakes 3945 SERENADE LN 524, LAKELAND, FL, 3381..., Lakeland, FL 33811
$330,000

3 beds

|

2 baths

|

1,863 sq ft

|

Condo

3945 SERENADE LN 524, LAKELAND, FL, 3381...
Community: Carillon Lakes
New
Cindy Certified
3240 BRISTOL ST, SEBRING, FL, 33872, Sebring, FL 33872
$299,900

3 beds

|

2 baths

|

1,500 sq ft

|

House

3240 BRISTOL ST, SEBRING, FL, 33872
New Tomoka Heights 17 ACACIA CT, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$450,000

3 beds

|

3 baths

|

1,193 sq ft

|

House

17 ACACIA CT, LAKE PLACID, FL, 33852
Community: Tomoka Heights
New
Cindy Certified
1733 FELICITY LN, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$419,900

4 beds

|

3 baths

|

2,030 sq ft

|

House

1733 FELICITY LN, KISSIMMEE, FL, 34744
New Esplanade at Westview 4494 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$329,990

2 beds

|

2 baths

|

1,713 sq ft

|

House

4494 OCHOS RIOS PL, KISSIMMEE, FL, 34758
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.
New Carlsberg Estates on Lake Suzanne 483 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$248,000

3 beds

|

2 baths

|

1,510 sq ft

|

House

483 LAKE SUZANNE DR, LAKE WALES, FL, 338...
New Highlands Ridge 3032 OAKHILL DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$319,900

3 beds

|

2 baths

|

2,029 sq ft

|

House

3032 OAKHILL DR, AVON PARK, FL, 33825
Community: Highlands Ridge
New Solivita 169 INDIAN WELLS AVE, POINCIANA, FL, 347..., Poinciana, FL 34759
$345,000

2 beds

|

2 baths

|

1,673 sq ft

|

House

169 INDIAN WELLS AVE, POINCIANA, FL, 347...
Community: Solivita
New Solivita 566 VINEYARD WAY, POINCIANA, FL, 34759, Poinciana, FL 34759
$265,000

2 beds

|

2 baths

|

1,387 sq ft

|

House

566 VINEYARD WAY, POINCIANA, FL, 34759
Community: Solivita
New Del Webb Orlando 475 PALENCIA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$414,900

3 beds

|

2 baths

|

2,042 sq ft

|

House

475 PALENCIA PL, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Lake Ashton 1321 OAKMONT DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$434,700

3 beds

|

2 baths

|

2,312 sq ft

|

House

1321 OAKMONT DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
New
Cindy Certified
200 MEMORIAL DR, SEBRING, FL, 33870, Sebring, FL 33870
$369,990

4 beds

|

3 baths

|

1,811 sq ft

|

House

200 MEMORIAL DR, SEBRING, FL, 33870
New
Cindy Certified
2578 AUTUMN PEACE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34744
$469,500

3 beds

|

2 baths

|

2,056 sq ft

|

House

2578 AUTUMN PEACE DR, KISSIMMEE, FL, 347...
New
Cindy Certified
469 NOVA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$320,000

3 beds

|

2 baths

|

1,694 sq ft

|

House

469 NOVA DR, DAVENPORT, FL, 33837
New
Cindy Certified
3510 COMET TER, SEBRING, FL, 33872, Sebring, FL 33872
$369,900

4 beds

|

3 baths

|

1,811 sq ft

|

House

3510 COMET TER, SEBRING, FL, 33872
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.
New High Vista at Ridgewood Lakes 217 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$324,750

2 beds

|

2 baths

|

1,790 sq ft

|

House

217 FLEMING LN, DAVENPORT, FL, 33837
New
Cindy Certified
2441 OAKWOOD LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$339,000

3 beds

|

2 baths

|

1,420 sq ft

|

House

2441 OAKWOOD LN, DAVENPORT, FL, 33837
New
Cindy Certified
607 PORSCHE AVE, SEBRING, FL, 33872, Sebring, FL 33872
$325,000

3 beds

|

2 baths

|

1,464 sq ft

|

House

607 PORSCHE AVE, SEBRING, FL, 33872
New Solivita 4108 VIA TOLEDO CT, POINCIANA, FL, 34759, Poinciana, FL 34759
$500,000

3 beds

|

3 baths

|

2,310 sq ft

|

House

4108 VIA TOLEDO CT, POINCIANA, FL, 34759
Community: Solivita
New Highlands Ridge 2806 S MAINSAIL DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$127,500

2 beds

|

2 baths

|

1,540 sq ft

|

Mobile Home

2806 S MAINSAIL DR, AVON PARK, FL, 33825
Community: Highlands Ridge
New Solivita 501 PALERMO BLVD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$520,000

3 beds

|

3 baths

|

2,580 sq ft

|

House

501 PALERMO BLVD, KISSIMMEE, FL, 34759
Community: Solivita
New
Cindy Certified
6283 RED HERRING DR, WINTER HAVEN, FL, 3..., Winter Haven, FL 33881
$275,000

3 beds

|

2 baths

|

1,747 sq ft

|

House

6283 RED HERRING DR, WINTER HAVEN, FL, 3...
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
New Lake Ashton 5281 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884
$279,900

3 beds

|

2 baths

|

1,495 sq ft

|

House

5281 PEBBLE BEACH BLVD, WINTER HAVEN, FL...
Community: Lake Ashton
New
Cindy Certified
714 SEGOVIA AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$320,000

4 beds

|

2 baths

|

1,846 sq ft

|

House

714 SEGOVIA AVE, DAVENPORT, FL, 33837
New Lake Ashton 4047 BIRKDALE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$349,900

3 beds

|

2 baths

|

1,905 sq ft

|

House

4047 BIRKDALE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
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.
New Lake Henry Estates 430 HARBOURVIEW DR, HAINES CITY, FL, 338..., Haines City, FL 33844
$336,900

2 beds

|

2 baths

|

1,650 sq ft

|

House

430 HARBOURVIEW DR, HAINES CITY, FL, 338...
Community: Lake Henry Estates
New Vienna Square 1631 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$190,500

2 beds

|

2 baths

|

1,231 sq ft

|

Villa

1631 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
New Lake Ashton 4028 PHOENICIAN WAY, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$330,000

2 beds

|

2 baths

|

1,784 sq ft

|

House

4028 PHOENICIAN WAY, WINTER HAVEN, FL, 3...
Community: Lake Ashton
New Lake Ashton 4064 PHOENICIAN WAY, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$449,900

3 beds

|

2 baths

|

2,354 sq ft

|

House

4064 PHOENICIAN WAY, WINTER HAVEN, FL, 3...
Community: Lake Ashton
Lake Ashton 4039 ASHTON CLUB DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$369,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

4039 ASHTON CLUB DR, LAKE WALES, FL, 338...
Community: Lake Ashton
Sandpiper Golf & Country Club 6019 CONDOR DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$285,000

2 beds

|

2 baths

|

1,459 sq ft

|

House

6019 CONDOR DR, LAKELAND, FL, 33809
Solivita 195 CASAVISTA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$450,000

2 beds

|

2 baths

|

1,982 sq ft

|

House

195 CASAVISTA DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 885 PACIFIC RIDGE RD, POINCIANA, FL, 347..., Poinciana, FL 34759
$364,000

2 beds

|

2 baths

|

1,975 sq ft

|

House

885 PACIFIC RIDGE RD, POINCIANA, FL, 347...
Community: Solivita
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Sandpiper Golf & Country Club 6109 KITTIWAKE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$247,000

2 beds

|

2 baths

|

1,021 sq ft

|

House

6109 KITTIWAKE DR, LAKELAND, FL, 33809
Carlsberg Estates on Lake Suzanne 452 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$399,000

3 beds

|

2 baths

|

1,979 sq ft

|

House

452 LAKE SUZANNE DR, LAKE WALES, FL, 338...
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: Oct 02, 2026.
This application does not include information on all of the properties available for sale at this time.

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