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Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale - Page 6

356 homes 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
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
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
Thunderbird Hill
$100ks - $200ks
Thunderbird Hill, Sebring, FL
Resale Only | 55+ age-restricted | Built 1984 - 2000 | 103 homes
Lakes at Laurel Highlands
$200ks - $300ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 65 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.
5 rating (4 reviews) Carillon Lakes
$200ks - $400ks
Carillon Lakes, Lakeland, FL
Resale Only | Age-targeted | Built 2000 - 2006 | 650 homes
Hidden Creek
$100ks - $200ks
Hidden Creek, Sebring, FL
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 55 homes
3 rating (1 reviews) Cormorant Point
$100ks - $200ks
Cormorant Point, Sebring, FL
Resale Only | 55+ age-restricted | Built 1981 - 2007 | 150 homes
Spring Lake Towers
$100ks
Spring Lake Towers, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 homes
2 rating (1 reviews) Heritage Landings
$200ks - $300ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 homes
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
Ashley Oaks
$100ks
Ashley Oaks, Sebring, FL
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 44 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
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 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.
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Del Webb Orlando 545 CANTABRIA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$300,000

2 beds

|

2 baths

|

1,433 sq ft

|

House

545 CANTABRIA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Ashton 4201 BERWICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$224,900

2 beds

|

2 baths

|

1,109 sq ft

|

House

4201 BERWICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Lake Ashton 1347 OAKMONT DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$384,900

3 beds

|

2 baths

|

1,712 sq ft

|

House

1347 OAKMONT DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Solivita 524 GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$210,000

2 beds

|

2 baths

|

1,159 sq ft

|

Halfplex

524 GLENDORA RD, KISSIMMEE, FL, 34759
Community: Solivita
Vienna Square 1678 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$258,500

2 beds

|

2 baths

|

1,158 sq ft

|

House

1678 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
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 6236 RAVEN RUN, LAKELAND, FL, 33809, Lakeland, FL 33809
$230,000

2 beds

|

2 baths

|

1,179 sq ft

|

House

6236 RAVEN RUN, LAKELAND, FL, 33809
Del Webb Orlando 715 ASTURIAS RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$414,900

2 beds

|

2 baths

|

2,056 sq ft

|

House

715 ASTURIAS RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Traditions at Lake Ruby 4019 CARTERET DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$262,500

2 beds

|

2 baths

|

1,719 sq ft

|

House

4019 CARTERET DR, WINTER HAVEN, FL, 3388...
Solivita 162 TALL PINES PASS, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$315,000

2 beds

|

2 baths

|

2,038 sq ft

|

House

162 TALL PINES PASS, KISSIMMEE, FL, 3475...
Community: Solivita
Solivita 813 GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$499,000

3 beds

|

3 baths

|

2,454 sq ft

|

House

813 GLENDORA 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 113 TIVOLI TRACE CT, POINCIANA, FL, 3475..., Poinciana, FL 34759
$489,900

3 beds

|

3 baths

|

2,450 sq ft

|

House

113 TIVOLI TRACE CT, POINCIANA, FL, 3475...
Community: Solivita
Covered Bridge 13 HILLCREST ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$238,500

2 beds

|

2 baths

|

1,406 sq ft

|

Villa

13 HILLCREST ST, LAKE PLACID, FL, 33852
Community: Covered Bridge
Traditions at Lake Ruby 4020 CARTERET DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$405,900

4 beds

|

3 baths

|

2,282 sq ft

|

House

4020 CARTERET DR, WINTER HAVEN, FL, 3388...
Tohoqua Reserve 1823 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$394,900

3 beds

|

2 baths

|

1,579 sq ft

|

Halfplex

1823 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Lake James 7766 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$480,000

2 beds

|

2 baths

|

1,664 sq ft

|

House

7766 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
Tomoka Heights 17 ACACIA CT, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$450,000

3 beds

|

3 baths

|

1,993 sq ft

|

House

17 ACACIA CT, LAKE PLACID, FL, 33852
Community: Tomoka Heights
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Carillon Lakes 3818 SERENADE LN 3818, LAKELAND, FL, 338..., Lakeland, FL 33811
$310,000

3 beds

|

2 baths

|

1,908 sq ft

|

Condo

3818 SERENADE LN 3818, LAKELAND, FL, 338...
Community: Carillon Lakes
Lake Ashton 6261 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$580,000

3 beds

|

2 baths

|

2,512 sq ft

|

House

6261 PINEHURST LOOP, WINTER HAVEN, FL, 3...
Community: Lake Ashton
Solivita 524 MURANO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$259,990

2 beds

|

2 baths

|

1,507 sq ft

|

House

524 MURANO DR, POINCIANA, FL, 34759
Community: Solivita
Covered Bridge 37 JASMINE ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$199,900

2 beds

|

2 baths

|

1,406 sq ft

|

Villa

37 JASMINE ST, LAKE PLACID, FL, 33852
Community: Covered Bridge
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.
Foxwood Lake Estates 4969 DEERWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$166,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

4969 DEERWOOD DR, LAKELAND, FL, 33810
Lakes at Laurel Highlands 2772 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$274,900

3 beds

|

2 baths

|

1,732 sq ft

|

House

2772 CANYON CREST DR, LAKELAND, FL, 3381...
Heritage Landings 2772 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$274,900

3 beds

|

2 baths

|

1,732 sq ft

|

House

2772 CANYON CREST DR, LAKELAND, FL, 3381...
Community: Heritage Landings
Sandpiper Golf & Country Club 669 EAGLE RUN, LAKELAND, FL, 33809, Lakeland, FL 33809
$269,000

2 beds

|

2 baths

|

1,134 sq ft

|

House

669 EAGLE RUN, LAKELAND, FL, 33809
Cormorant Point 2921 SUMMERTREE DR, SEBRING, FL, 33872, Sebring, FL 33872
$235,500

2 beds

|

2 baths

|

1,425 sq ft

|

House

2921 SUMMERTREE DR, SEBRING, FL, 33872
Community: Cormorant Point
Traditions at Lake Ruby 3363 LIVINGSTON WAY, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$235,000

2 beds

|

2 baths

|

1,118 sq ft

|

Villa

3363 LIVINGSTON WAY, WINTER HAVEN, FL, 3...
Solivita 396 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$220,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

396 GRAND CANAL DR, KISSIMMEE, 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
Thunderbird Hill 3700 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$180,000

2 beds

|

2 baths

|

1,318 sq ft

|

Villa

3700 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
Solivita 812 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$579,900

4 beds

|

3 baths

|

2,430 sq ft

|

House

812 SAN RAPHAEL ST, POINCIANA, FL, 34759
Community: Solivita
Oakview 1581 OAKVIEW CIR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$210,000

2 beds

|

2 baths

|

1,220 sq ft

|

House

1581 OAKVIEW CIR, WINTER HAVEN, FL, 3388...
Community: Oakview
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.
Lake Ashton 5264 GREEN DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$325,000

3 beds

|

2 baths

|

2,011 sq ft

|

House

5264 GREEN DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Lake Ashton 4144 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$265,000

2 beds

|

2 baths

|

1,503 sq ft

|

House

4144 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Sandpiper Golf & Country Club 5888 SANDPIPERS DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$349,900

2 beds

|

2 baths

|

1,852 sq ft

|

House

5888 SANDPIPERS DR, LAKELAND, FL, 33809
Tomoka Heights 177 ROSEWOOD DR, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$355,900

2 beds

|

2 baths

|

2,004 sq ft

|

House

177 ROSEWOOD DR, LAKE PLACID, FL, 33852
Community: Tomoka Heights
Foxwood Lake Estates 1679 FOXWAY DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$149,900

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

1679 FOXWAY DR, LAKELAND, FL, 33810
Del Webb Orlando 329 ALICANTE CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$425,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

329 ALICANTE CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Solivita 116 GLENDALE CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$309,000

2 beds

|

2 baths

|

1,655 sq ft

|

House

116 GLENDALE CT, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 362 VIA TORRENTE DR, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$379,000

2 beds

|

2 baths

|

1,705 sq ft

|

House

362 VIA TORRENTE DR, KISSIMMEE, FL, 3475...
Community: Solivita
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Lake Ashton 4083 ASHTON CLUB DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$499,000

3 beds

|

2 baths

|

2,477 sq ft

|

House

4083 ASHTON CLUB DR, LAKE WALES, FL, 338...
Community: Lake Ashton
Solivita 632 PORTOFINO DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$272,999

2 beds

|

2 baths

|

1,456 sq ft

|

House

632 PORTOFINO DR, 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.



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© 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 15, 2026.
This application does not include information on all of the properties available for sale at this time.

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