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

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
New Solivita 396 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$236,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

396 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
New Foxwood Lake Estates 1569 HEATHER HILL DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$149,900

2 beds

|

2 baths

|

1,404 sq ft

|

Manufactured Home

1569 HEATHER HILL DR, LAKELAND, FL, 3381...
New Solivita 899 BELLA VIANA RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$460,000

3 beds

|

3 baths

|

2,307 sq ft

|

House

899 BELLA VIANA RD, POINCIANA, FL, 34759
Community: Solivita
New Lake Ashton 4433 VENTANA LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$469,900

3 beds

|

2 baths

|

2,512 sq ft

|

House

4433 VENTANA LN, LAKE WALES, FL, 33859
Community: Lake Ashton
New Highland Fairways 3465 GLEN ABBEY LN, LAKELAND, FL, 33810, Lakeland, FL 33810
$207,500

2 beds

|

2 baths

|

1,199 sq ft

|

House

3465 GLEN ABBEY LN, LAKELAND, FL, 33810
Community: Highland Fairways
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
New Highlands Ridge 5004 BIRKDALE DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$318,900

2 beds

|

2 baths

|

1,648 sq ft

|

Halfplex

5004 BIRKDALE DR, AVON PARK, FL, 33825
Community: Highlands Ridge
New Lake Ashton 4331 ASHTON CLUB DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$289,000

3 beds

|

2 baths

|

1,457 sq ft

|

House

4331 ASHTON CLUB DR, LAKE WALES, FL, 338...
Community: Lake Ashton
New Solivita 819 SAN RAPHAEL ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$494,900

3 beds

|

3 baths

|

2,427 sq ft

|

House

819 SAN RAPHAEL ST, KISSIMMEE, FL, 34759
Community: Solivita
New Cormorant Point 2908 WATERWOOD DR, SEBRING, FL, 33872, Sebring, FL 33872
$245,000

2 beds

|

2 baths

|

1,218 sq ft

|

House

2908 WATERWOOD DR, SEBRING, FL, 33872
Community: Cormorant 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.
New Solivita 214 PRIMA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$309,900

3 beds

|

2 baths

|

1,939 sq ft

|

House

214 PRIMA DR, POINCIANA, FL, 34759
Community: Solivita
New Solivita 537 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$489,000

3 beds

|

3 baths

|

2,394 sq ft

|

House

537 VILLA PARK RD, KISSIMMEE, FL, 34759
Community: Solivita
New Colonnades 1768 BIRCHWOOD LOOP, LAKELAND, FL, 33811, Lakeland, FL 33811
$325,000

2 beds

|

2 baths

|

1,849 sq ft

|

House

1768 BIRCHWOOD LOOP, LAKELAND, FL, 33811
Community: Colonnades
New Thunderbird Hill 3700 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$185,500

2 beds

|

2 baths

|

1,318 sq ft

|

Villa

3700 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
New Covered Bridge 109 EDGEWATER DR, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$220,000

2 beds

|

2 baths

|

1,072 sq ft

|

Villa

109 EDGEWATER DR, LAKE PLACID, FL, 33852
Community: Covered Bridge
Solivita 812 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$599,900

4 beds

|

3 baths

|

2,430 sq ft

|

House

812 SAN RAPHAEL ST, POINCIANA, FL, 34759
Community: Solivita
Sandpiper Golf & Country Club 6260 CRANE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$369,900

3 beds

|

2 baths

|

1,830 sq ft

|

House

6260 CRANE DR, LAKELAND, FL, 33809
Oakview 1581 OAKVIEW CIR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$219,900

2 beds

|

2 baths

|

1,220 sq ft

|

Villa

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.
High Vista at Ridgewood Lakes 823 CUNNINGHAM DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$279,000

2 beds

|

2 baths

|

1,693 sq ft

|

House

823 CUNNINGHAM DR, DAVENPORT, FL, 33837
Lake Ashton 5264 GREEN DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$335,000

3 beds

|

2 baths

|

2,011 sq ft

|

House

5264 GREEN DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Solivita 532 PASADENA PL, POINCIANA, FL, 34759, Poinciana, FL 34759
$265,200

2 beds

|

2 baths

|

1,548 sq ft

|

House

532 PASADENA PL, POINCIANA, FL, 34759
Community: Solivita
Lake Ashton 4648 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$375,000

3 beds

|

2 baths

|

1,847 sq ft

|

House

4648 TURNBERRY LN, 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
Highlands Ridge 3949 PUMA DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$419,000

2 beds

|

3 baths

|

1,979 sq ft

|

House

3949 PUMA DR, AVON PARK, FL, 33825
Community: Highlands Ridge
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
Highland Fairways 3130 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810
$199,900

2 beds

|

2 baths

|

1,210 sq ft

|

House

3130 PRAIRIE DUNES CIR, LAKELAND, FL, 33...
Community: Highland Fairways
Covered Bridge 122 JASMINE ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$299,000

3 beds

|

2 baths

|

1,416 sq ft

|

House

122 JASMINE ST, LAKE PLACID, FL, 33852
Community: Covered Bridge
Sandpiper Golf & Country Club 5888 SANDPIPERS DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$365,000

2 beds

|

2 baths

|

1,852 sq ft

|

House

5888 SANDPIPERS 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.
Highlands Ridge 3003 OAKHILL DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$299,900

3 beds

|

2 baths

|

1,836 sq ft

|

House

3003 OAKHILL DR, AVON PARK, FL, 33825
Community: Highlands Ridge
Lake Ashton 4080 SABLE LOOP DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$379,900

3 beds

|

2 baths

|

2,295 sq ft

|

House

4080 SABLE LOOP DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Solivita 927 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$615,000

3 beds

|

4 baths

|

3,088 sq ft

|

House

927 SAN RAPHAEL ST, 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
Tomoka Heights 177 ROSEWOOD DR, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$384,900

2 beds

|

2 baths

|

2,004 sq ft

|

House

177 ROSEWOOD DR, LAKE PLACID, FL, 33852
Community: Tomoka Heights
Solivita 189 LARGO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$410,000

2 beds

|

2 baths

|

2,081 sq ft

|

House

189 LARGO DR, POINCIANA, FL, 34759
Community: Solivita
Solivita 447 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$439,900

2 beds

|

3 baths

|

2,095 sq ft

|

House

447 VILLA PARK RD, KISSIMMEE, FL, 34759
Community: Solivita
Foxwood Lake Estates 1631 FOXWAY DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$224,900

3 beds

|

2 baths

|

1,456 sq ft

|

Manufactured Home

1631 FOXWAY DR, LAKELAND, FL, 33810
Foxwood Lake Estates 1679 FOXWAY DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$165,000

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

1679 FOXWAY DR, LAKELAND, FL, 33810
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 8107 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$370,000

2 beds

|

2 baths

|

1,557 sq ft

|

House

8107 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
Solivita 246 NEW RIVER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$400,000

3 beds

|

2 baths

|

2,025 sq ft

|

House

246 NEW RIVER DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 972 LADERA RANCH RD, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$450,000

3 beds

|

3 baths

|

2,318 sq ft

|

House

972 LADERA RANCH RD, KISSIMMEE, FL, 3475...
Community: Solivita
Preserve at Lakeside Landings 5828 MARSH LANDING DR, WINTER HAVEN, FL,..., Winter Haven, FL 33881
$387,500

4 beds

|

2 baths

|

2,078 sq ft

|

House

5828 MARSH LANDING DR, WINTER HAVEN, FL,...
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Colonnades 4980 PLEASANT HOLLOW TRL, LAKELAND, FL, ..., Lakeland, FL 33811
$314,900

3 beds

|

2 baths

|

1,974 sq ft

|

House

4980 PLEASANT HOLLOW TRL, LAKELAND, FL, ...
Community: Colonnades
Traditions at Lake Ruby 3343 LIVINGSTON WAY, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$225,000

2 beds

|

2 baths

|

1,118 sq ft

|

House

3343 LIVINGSTON WAY, WINTER HAVEN, FL, 3...



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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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