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

472 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 - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $400Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
5 rating (4 reviews) Highlands Ridge
<$100k - $400Ks
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 - $400Ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 homes
5 rating (1 reviews) Silver Lakes
$200Ks - $400Ks
Silver Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1996 - 2001 | 148 homes
Lake Henry Estates
$200Ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 homes
Colonnades
$100Ks - $300Ks
Colonnades, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1985 - 1994 | 360 homes
Lake James
$300Ks - $500Ks
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.
5 rating (4 reviews) Carillon Lakes
$200Ks - $600Ks
Carillon Lakes, Lakeland, FL
Resale Only | Age-targeted | Built 2000 - 2006 | 650 homes
Foxwood Lake Estates
$100Ks - $200Ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Tomoka Heights
$200Ks - $600Ks
Tomoka Heights, Lake Placid, FL
Resale Only | 55+ age-restricted | Built 1982 - 2018 | 460 homes
Covered Bridge
$100Ks - $200Ks
Covered Bridge, Lake Placid, FL
New and Resale | 55+ age-restricted | Built 1974 - present | 230 homes
Vienna Square
$200Ks - $300Ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Carlsberg Estates on Lake...
$200Ks - $300Ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
3 rating (1 reviews) Cormorant Point
$200Ks
Cormorant Point, Sebring, FL
Resale Only | 55+ age-restricted | Built 1981 - 2007 | 150 homes
Thunderbird Hill
$100Ks - $200Ks
Thunderbird Hill, Sebring, FL
Resale Only | 55+ age-restricted | Built 1984 - 2000 | 103 homes
Spring Lake Towers
$100Ks
Spring Lake Towers, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 homes
The Wellington
$100Ks - $200Ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 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.
2 rating (1 reviews) Heritage Landings
$300Ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 homes
Lakes at Laurel Highlands
$300Ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 65 homes
Hidden Creek
$200Ks
Hidden Creek, Sebring, FL
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 55 homes
Poinsettia Heights
$100Ks - $200Ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Oakview
$100Ks - $200Ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Preserve at Lakeside Land...
$300Ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
Ashley Oaks
$200Ks
Ashley Oaks, Sebring, FL
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 44 homes
4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
4.4 rating (16 reviews) Del Webb Orlando
$300Ks - $400Ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 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
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.
Tohoqua Reserve
$300Ks - $400Ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
Highlands Ridge 4309 NORTH COURSE LN, AVON PARK, FL, 338..., Avon Park, FL 33825
$369,900

3 beds

|

2 baths

|

2,221 sq ft

|

House

4309 NORTH COURSE LN, AVON PARK, FL, 338...
Community: Highlands Ridge
Del Webb Orlando 224 GRANADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$439,900

3 beds

|

2 baths

|

1,926 sq ft

|

House

224 GRANADA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Highland Fairways 3535 SADDLEBROOK WAY, LAKELAND, FL, 3381..., Lakeland, FL 33810
$385,000

3 beds

|

2 baths

|

2,145 sq ft

|

House

3535 SADDLEBROOK WAY, LAKELAND, FL, 3381...
Community: Highland Fairways
Cormorant Point 3805 CORMORANT POINT DR, SEBRING, FL, 33..., Sebring, FL 33872
$239,000

2 beds

|

2 baths

|

1,316 sq ft

|

House

3805 CORMORANT POINT DR, SEBRING, FL, 33...
Community: Cormorant Point
Traditions at Lake Ruby 4150 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$274,900

3 beds

|

2 baths

|

1,831 sq ft

|

House

4150 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Tohoqua Reserve 1807 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$349,160

2 beds

|

2 baths

|

1,579 sq ft

|

Villa

1807 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Solivita 151 BELL TOWER XING W, KISSIMMEE, FL, 34..., Kissimmee, FL 34759
$228,900

2 beds

|

2 baths

|

1,356 sq ft

|

House

151 BELL TOWER XING W, KISSIMMEE, FL, 34...
Community: Solivita
Solivita 619 TAPATIO LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$540,000

5 beds

|

5 baths

|

2,881 sq ft

|

House

619 TAPATIO LN, KISSIMMEE, FL, 34759
Community: Solivita
High Vista at Ridgewood Lakes 457 GOLF VISTA CIR, DAVENPORT, FL, 33837, Davenport, FL 33837
$395,000

4 beds

|

3 baths

|

2,211 sq ft

|

House

457 GOLF VISTA CIR, DAVENPORT, FL, 33837
Traditions at Lake Ruby 2853 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$215,000

2 beds

|

2 baths

|

1,385 sq ft

|

Villa

2853 ATTWATER LOOP, WINTER HAVEN, FL, 33...
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.
Traditions at Lake Ruby 3136 LANGDON LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$350,000

3 beds

|

2 baths

|

1,999 sq ft

|

House

3136 LANGDON LN, WINTER HAVEN, FL, 33884
Lake Ashton 4124 MUIRFIELD LOOP, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$319,900

2 beds

|

2 baths

|

1,682 sq ft

|

House

4124 MUIRFIELD LOOP, LAKE WALES, FL, 338...
Community: Lake Ashton
Sandpiper Golf & Country Club 6054 CRANE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$345,000

3 beds

|

2 baths

|

1,915 sq ft

|

House

6054 CRANE DR, LAKELAND, FL, 33809
Carillon Lakes 4344 WHISTLEWOOD CIR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$657,000

5 beds

|

4 baths

|

3,461 sq ft

|

House

4344 WHISTLEWOOD CIR, LAKELAND, FL, 3381...
Community: Carillon Lakes
Lake Ashton 5225 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884
$448,900

3 beds

|

2 baths

|

2,031 sq ft

|

House

5225 PEBBLE BEACH BLVD, WINTER HAVEN, FL...
Community: Lake Ashton
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Cypress Lakes 2247 CYPRESS CROSS LOOP, LAKELAND, FL, 3..., Lakeland, FL 33810
$124,900

2 beds

|

2 baths

|

768 sq ft

|

Manufactured Home

2247 CYPRESS CROSS LOOP, LAKELAND, FL, 3...
Community: Cypress Lakes
Solivita 542 VITERRA CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$440,000

3 beds

|

3 baths

|

2,312 sq ft

|

House

542 VITERRA CT, KISSIMMEE, FL, 34759
Community: Solivita
Tohoqua Reserve 1991 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$499,900

3 beds

|

2 baths

|

2,056 sq ft

|

House

1991 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Carlsberg Estates on Lake Suzanne 4189 CANNES AVE, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$259,900

3 beds

|

2 baths

|

1,385 sq ft

|

House

4189 CANNES AVE, LAKE WALES, FL, 33859
Tohoqua Reserve 1855 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$365,000

2 beds

|

2 baths

|

1,559 sq ft

|

Villa

1855 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.
New Cormorant Point 3312 WATERWOOD DR, SEBRING, FL, 33872, Sebring, FL 33872
$250,000

2 beds

|

2 baths

|

1,478 sq ft

|

House

3312 WATERWOOD DR, SEBRING, FL, 33872
Community: Cormorant Point
Vienna Square 1224 VIENNA SQUARE DR, WINTER HAVEN, FL,..., Winter Haven, FL 33884
$205,000

2 beds

|

2 baths

|

1,118 sq ft

|

Villa

1224 VIENNA SQUARE DR, WINTER HAVEN, FL,...
Community: Vienna Square
New Carillon Lakes 3833 WHISTLEWOOD CIR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$325,000

3 beds

|

2 baths

|

1,706 sq ft

|

House

3833 WHISTLEWOOD CIR, LAKELAND, FL, 3381...
Community: Carillon Lakes
New Lake Ashton 6165 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884
$469,000

3 beds

|

2 baths

|

2,045 sq ft

|

House

6165 PEBBLE BEACH BLVD, WINTER HAVEN, FL...
Community: Lake Ashton
Solivita 680 PORTOFINO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$324,785

3 beds

|

2 baths

|

1,813 sq ft

|

House

680 PORTOFINO 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
Sandpiper Golf & Country Club 6253 SANDPIPERS DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$259,900

2 beds

|

2 baths

|

976 sq ft

|

House

6253 SANDPIPERS DR, LAKELAND, FL, 33809
Sandpiper Golf & Country Club 6052 CONDOR DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$279,999

2 beds

|

2 baths

|

1,397 sq ft

|

House

6052 CONDOR DR, LAKELAND, FL, 33809
Thunderbird Hill 3902 SUNBIRD CIR, SEBRING, FL, 33872, Sebring, FL 33872
$198,500

2 beds

|

2 baths

|

1,209 sq ft

|

Villa

3902 SUNBIRD CIR, SEBRING, FL, 33872
Community: Thunderbird Hill
Tomoka Heights 56 GRANDVIEW BLVD, LAKE PLACID, FL, 3385..., Lake Placid, FL 33852
$314,900

3 beds

|

2 baths

|

2,159 sq ft

|

House

56 GRANDVIEW BLVD, LAKE PLACID, FL, 3385...
Community: Tomoka Heights
Carillon Lakes 4249 WINDCHIME LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$299,900

3 beds

|

2 baths

|

1,784 sq ft

|

House

4249 WINDCHIME LN, LAKELAND, FL, 33811
Community: Carillon Lakes
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 669 EAGLE RUN, LAKELAND, FL, 33809, Lakeland, FL 33809
$299,000

2 beds

|

2 baths

|

1,321 sq ft

|

House

669 EAGLE RUN, LAKELAND, FL, 33809
Vienna Square 2343 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$327,500

3 beds

|

2 baths

|

1,948 sq ft

|

House

2343 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
Covered Bridge 8 JASMINE ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$165,000

2 beds

|

2 baths

|

1,274 sq ft

|

House

8 JASMINE ST, LAKE PLACID, FL, 33852
Community: Covered Bridge
Lake James 7953 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$495,000

2 beds

|

2 baths

|

1,990 sq ft

|

House

7953 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
Solivita 136 VERONA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$299,000

3 beds

|

3 baths

|

1,946 sq ft

|

House

136 VERONA 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
Highlands Ridge 3108 OAKMONT DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$314,900

3 beds

|

2 baths

|

1,854 sq ft

|

House

3108 OAKMONT DR, AVON PARK, FL, 33825
Community: Highlands Ridge
Solivita 517 MILANO RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$549,900

3 beds

|

3 baths

|

2,464 sq ft

|

House

517 MILANO RD, POINCIANA, FL, 34759
Community: Solivita
Traditions at Lake Ruby 2769 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$207,500

2 beds

|

2 baths

|

1,385 sq ft

|

Villa

2769 ATTWATER LOOP, WINTER HAVEN, FL, 33...
Solivita 1423 HARBOR RIDGE DR, POINCIANA, FL, 347..., Poinciana, FL 34759
$290,000

2 beds

|

2 baths

|

1,703 sq ft

|

House

1423 HARBOR RIDGE DR, POINCIANA, FL, 347...
Community: Solivita
Colonnades 4823 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$222,000

2 beds

|

2 baths

|

1,196 sq ft

|

House

4823 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades



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472 homes near Lakeland-Winter Haven Area
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The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2025 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: Dec 06, 2025.
This application does not include information on all of the properties available for sale at this time.

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