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Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale - Page 2

466 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
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 James
$300ks
Lake James, Lakeland, FL
New and Resale | 55+ age-restricted | Built 2004 - present | 216 homes
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
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
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
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
5 rating (4 reviews) Carillon Lakes
$200ks - $400ks
Carillon Lakes, Lakeland, FL
Resale Only | Age-targeted | Built 2000 - 2006 | 650 homes
Lakes at Laurel Highlands
$200ks - $300ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 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.
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
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
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
2 rating (1 reviews) Heritage Landings
$200ks - $300ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 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
Oakview
$100ks - $200ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 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.
Hidden Creek
$100ks - $200ks
Hidden Creek, Sebring, FL
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 55 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
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
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
Del Webb Orlando 329 ALICANTE CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$415,000

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
$329,000

2 beds

|

2 baths

|

1,655 sq ft

|

House

116 GLENDALE CT, KISSIMMEE, FL, 34759
Community: Solivita
Highland Fairways 3104 SAND TRAP CT, LAKELAND, FL, 33810, Lakeland, FL 33810
$335,000

3 beds

|

2 baths

|

1,839 sq ft

|

House

3104 SAND TRAP CT, LAKELAND, FL, 33810
Community: Highland Fairways
Solivita 362 VIA TORRENTE DR, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$389,000

2 beds

|

2 baths

|

1,705 sq ft

|

House

362 VIA TORRENTE DR, KISSIMMEE, FL, 3475...
Community: Solivita
Solivita 525 SIENNA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$369,900

3 beds

|

2 baths

|

2,066 sq ft

|

House

525 SIENNA 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
Traditions at Lake Ruby 4064 CARTERET DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$279,000

2 beds

|

2 baths

|

1,519 sq ft

|

House

4064 CARTERET DR, WINTER HAVEN, FL, 3388...
Lake Ashton 4083 ASHTON CLUB DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$535,000

3 beds

|

2 baths

|

2,477 sq ft

|

House

4083 ASHTON CLUB DR, LAKE WALES, FL, 338...
Community: Lake Ashton
Colonnades 4905 PLEASANT HOLLOW TRL, LAKELAND, FL, ..., Lakeland, FL 33811
$214,900

2 beds

|

2 baths

|

1,205 sq ft

|

House

4905 PLEASANT HOLLOW TRL, LAKELAND, FL, ...
Community: Colonnades
Thunderbird Hill 3810 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$199,990

2 beds

|

2 baths

|

1,242 sq ft

|

Villa

3810 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
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.
Carillon Lakes 3891 WHISTLEWOOD CIR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$310,000

3 beds

|

2 baths

|

1,758 sq ft

|

House

3891 WHISTLEWOOD CIR, LAKELAND, FL, 3381...
Community: Carillon Lakes
Solivita 432 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$262,550

2 beds

|

2 baths

|

1,507 sq ft

|

House

432 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
Traditions at Lake Ruby 3588 RALEIGH DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$274,995

2 beds

|

2 baths

|

1,719 sq ft

|

House

3588 RALEIGH DR, WINTER HAVEN, FL, 33884
Highland Fairways 3542 HIGHLAND FAIRWAYS BLVD, LAKELAND, F..., Lakeland, FL 33810
$279,900

2 beds

|

2 baths

|

1,420 sq ft

|

House

3542 HIGHLAND FAIRWAYS BLVD, LAKELAND, F...
Community: Highland Fairways
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 6140 SEAGULL LN, LAKELAND, FL, 33809, Lakeland, FL 33809
$350,000

3 beds

|

3 baths

|

1,982 sq ft

|

House

6140 SEAGULL LN, LAKELAND, FL, 33809
Sandpiper Golf & Country Club 6121 KITTIWAKE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$249,900

2 beds

|

2 baths

|

1,207 sq ft

|

House

6121 KITTIWAKE DR, LAKELAND, FL, 33809
Del Webb Orlando 501 ARENA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$456,500

3 beds

|

2 baths

|

2,249 sq ft

|

House

501 ARENA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Covered Bridge 21 VENETIAN PKWY, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$175,000

2 beds

|

2 baths

|

1,344 sq ft

|

Mobile Home

21 VENETIAN PKWY, 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.
Solivita 825 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$515,000

4 beds

|

3 baths

|

2,430 sq ft

|

House

825 SAN RAPHAEL ST, POINCIANA, FL, 34759
Community: Solivita
Foxwood Lake Estates 1706 FOX HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$205,000

2 beds

|

2 baths

|

1,552 sq ft

|

Manufactured Home

1706 FOX HILL DR, LAKELAND, FL, 33810
Solivita 632 PORTOFINO DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$289,999

2 beds

|

2 baths

|

1,456 sq ft

|

House

632 PORTOFINO DR, KISSIMMEE, FL, 34759
Community: Solivita
Traditions at Lake Ruby 3007 CANEEL ST, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$210,000

2 beds

|

2 baths

|

1,385 sq ft

|

Villa

3007 CANEEL ST, WINTER HAVEN, FL, 33884
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 6087 SEAGULL LN, LAKELAND, FL, 33809, Lakeland, FL 33809
$324,900

3 beds

|

2 baths

|

1,899 sq ft

|

House

6087 SEAGULL LN, LAKELAND, FL, 33809
Colonnades 4861 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$212,500

2 beds

|

2 baths

|

1,014 sq ft

|

House

4861 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades
Solivita 722 PORTOFINO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$325,000

2 beds

|

2 baths

|

1,848 sq ft

|

House

722 PORTOFINO DR, POINCIANA, FL, 34759
Community: Solivita
Lake James 7826 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$425,000

2 beds

|

2 baths

|

1,788 sq ft

|

House

7826 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
Tohoqua Reserve 1911 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$375,000

2 beds

|

2 baths

|

1,579 sq ft

|

Villa

1911 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
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 786 CIELO TRL, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$428,000

2 beds

|

2 baths

|

2,170 sq ft

|

House

786 CIELO TRL, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 6216 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$459,000

3 beds

|

2 baths

|

2,045 sq ft

|

House

6216 PINEHURST LOOP, WINTER HAVEN, FL, 3...
Community: Lake Ashton
Lake Ashton 4424 WATERFORD DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$300,000

2 beds

|

2 baths

|

1,530 sq ft

|

House

4424 WATERFORD DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Traditions at Lake Ruby 3008 CANEEL ST, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$210,000

2 beds

|

2 baths

|

1,385 sq ft

|

Villa

3008 CANEEL ST, WINTER HAVEN, FL, 33884
Cormorant Point 3322 WATERWOOD DR, SEBRING, FL, 33872, Sebring, FL 33872
$239,900

2 beds

|

2 baths

|

1,322 sq ft

|

House

3322 WATERWOOD DR, SEBRING, FL, 33872
Community: Cormorant Point
Solivita 119 VERONA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$355,000

3 beds

|

2 baths

|

1,467 sq ft

|

House

119 VERONA DR, POINCIANA, FL, 34759
Community: Solivita
Solivita 884 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$264,000

2 beds

|

2 baths

|

1,507 sq ft

|

House

884 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 172 ACADIA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$257,900

2 beds

|

2 baths

|

1,392 sq ft

|

House

172 ACADIA 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.
Solivita 501 PALERMO BLVD, POINCIANA, FL, 34759, Poinciana, FL 34759
$525,000

3 beds

|

3 baths

|

2,580 sq ft

|

House

501 PALERMO BLVD, POINCIANA, FL, 34759
Community: Solivita
Highlands Ridge 3421 E GLEN EAGLES DR, AVON PARK, FL, 33..., Avon Park, FL 33825
$365,000

3 beds

|

2 baths

|

2,594 sq ft

|

House

3421 E GLEN EAGLES DR, AVON PARK, FL, 33...
Community: Highlands Ridge
Lake Ashton 4425 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$329,900

3 beds

|

2 baths

|

1,706 sq ft

|

House

4425 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Carillon Lakes 4024 WINDCHIME LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$394,000

5 beds

|

3 baths

|

2,787 sq ft

|

House

4024 WINDCHIME LN, LAKELAND, FL, 33811
Community: Carillon Lakes
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Lake Ashton 4191 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$369,900

3 beds

|

2 baths

|

2,229 sq ft

|

House

4191 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Lake Ashton 1033 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$389,000

3 beds

|

2 baths

|

1,879 sq ft

|

House

1033 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton



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REIN updates its listings on a daily basis. Data last updated: Feb 26, 2026.
This application does not include information on all of the properties available for sale at this time.

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