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Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale - Page 9

478 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
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 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
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
Thunderbird Hill
$100ks - $200ks
Thunderbird Hill, Sebring, FL
Resale Only | 55+ age-restricted | Built 1984 - 2000 | 103 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.
3 rating (1 reviews) Cormorant Point
$100ks - $200ks
Cormorant Point, Sebring, FL
Resale Only | 55+ age-restricted | Built 1981 - 2007 | 150 homes
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
Lakes at Laurel Highlands
$200ks - $300ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 65 homes
Spring Lake Towers
$100ks
Spring Lake Towers, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 homes
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 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
Preserve at Lakeside Land...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
2 rating (1 reviews) Heritage Landings
$200ks - $300ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 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.
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
High Vista at Ridgewood Lakes 322 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$300,000

3 beds

|

2 baths

|

1,776 sq ft

|

House

322 HIGH VISTA DR, DAVENPORT, FL, 33837
Lake Henry Estates 510 EASTLAKE DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$263,900

2 beds

|

2 baths

|

1,608 sq ft

|

House

510 EASTLAKE DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
Solivita 477 VILLA PARK RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$450,000

3 beds

|

3 baths

|

2,345 sq ft

|

House

477 VILLA PARK RD, POINCIANA, FL, 34759
Community: Solivita
Traditions at Lake Ruby 3890 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$395,000

4 beds

|

3 baths

|

2,322 sq ft

|

House

3890 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Cindy Certified
1823 SUMMER SERENITY DR, KISSIMMEE, FL, ..., Kissimmee, FL 34744
$375,000

3 beds

|

3 baths

|

1,900 sq ft

|

House

1823 SUMMER SERENITY DR, KISSIMMEE, FL, ...
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Cindy Certified
909 CAMBRIDGE DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33881
$256,900

3 beds

|

2 baths

|

1,506 sq ft

|

House

909 CAMBRIDGE DR, WINTER HAVEN, FL, 3388...
Lakes at Laurel Highlands 2658 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$330,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

2658 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Heritage Landings 2658 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$330,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

2658 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Community: Heritage Landings
Cindy Certified
1646 TRESSEL CT, WINTER HAVEN, FL, 33881, Winter Haven, FL 33881
$275,000

4 beds

|

2 baths

|

1,846 sq ft

|

House

1646 TRESSEL CT, WINTER HAVEN, FL, 33881
Solivita 1317 LOMBARDI CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$269,000

2 beds

|

2 baths

|

1,363 sq ft

|

House

1317 LOMBARDI CT, 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.
Cormorant Point 2906 WATERWOOD DR, SEBRING, FL, 33872, Sebring, FL 33872
$216,000

2 beds

|

2 baths

|

1,560 sq ft

|

House

2906 WATERWOOD DR, SEBRING, FL, 33872
Community: Cormorant Point
Cindy Certified
3715 SEBRING PKWY, SEBRING, FL, 33870, Sebring, FL 33870
$359,990

3 beds

|

2 baths

|

1,742 sq ft

|

House

3715 SEBRING PKWY, SEBRING, FL, 33870
Cindy Certified
1122 RENAULT AVE, SEBRING, FL, 33872, Sebring, FL 33872
$294,900

3 beds

|

2 baths

|

1,246 sq ft

|

House

1122 RENAULT AVE, SEBRING, FL, 33872
Cindy Certified
4140 SOPHIA BLVD, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33881
$265,000

3 beds

|

2 baths

|

1,711 sq ft

|

House

4140 SOPHIA BLVD, WINTER HAVEN, FL, 3388...
Tomoka Heights 14 WINTERGREEN TRL, LAKE PLACID, FL, 338..., Lake Placid, FL 33852
$337,900

4 beds

|

2 baths

|

2,386 sq ft

|

House

14 WINTERGREEN TRL, LAKE PLACID, FL, 338...
Community: Tomoka Heights
Solivita 130 PRIMA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$369,000

3 beds

|

2 baths

|

2,141 sq ft

|

House

130 PRIMA 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
Colonnades 1690 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$219,000

2 beds

|

2 baths

|

1,317 sq ft

|

House

1690 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades
Foxwood Lake Estates 1798 FOX HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$164,900

3 beds

|

2 baths

|

1,176 sq ft

|

Manufactured Home

1798 FOX HILL DR, LAKELAND, FL, 33810
Lake Ashton 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884
$579,900

3 beds

|

2 baths

|

2,354 sq ft

|

House

5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL...
Community: Lake Ashton
Lake Ashton 4120 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$799,000

3 beds

|

4 baths

|

2,968 sq ft

|

House

4120 LIMERICK 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.
Thunderbird Hill 3914 SUNBIRD CIR, SEBRING, FL, 33872, Sebring, FL 33872
$192,000

2 beds

|

2 baths

|

1,242 sq ft

|

Villa

3914 SUNBIRD CIR, SEBRING, FL, 33872
Community: Thunderbird Hill
Highlands Ridge 3965 PUMA DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$330,000

2 beds

|

2 baths

|

1,797 sq ft

|

House

3965 PUMA DR, AVON PARK, FL, 33825
Community: Highlands Ridge
Lake Ashton 4152 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$488,900

3 beds

|

2 baths

|

2,255 sq ft

|

House

4152 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Lake Henry Estates 558 PINNACLE DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$253,000

2 beds

|

2 baths

|

1,273 sq ft

|

House

558 PINNACLE DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
Solivita 1309 LOMBARDI CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$280,000

2 beds

|

2 baths

|

1,366 sq ft

|

House

1309 LOMBARDI CT, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
734 GREENWAY BLVD, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$265,990

4 beds

|

2 baths

|

1,498 sq ft

|

House

734 GREENWAY BLVD, LAKE WALES, FL, 33859
Lake Ashton 5365 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$599,900

3 beds

|

2 baths

|

2,591 sq ft

|

House

5365 HOGAN LN, 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
Thunderbird Hill 3838 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$179,000

2 beds

|

2 baths

|

1,035 sq ft

|

Villa

3838 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
Thunderbird Hill 3916 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$190,000

2 beds

|

2 baths

|

1,103 sq ft

|

Townhouse

3916 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
Solivita 352 HAMRICK DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$540,000

3 beds

|

3 baths

|

3,078 sq ft

|

House

352 HAMRICK 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.
Del Webb Orlando 112 CASTELLON CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$419,900

2 beds

|

2 baths

|

1,961 sq ft

|

House

112 CASTELLON CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Henry Estates 543 CLUBHILL DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$255,000

2 beds

|

2 baths

|

1,864 sq ft

|

House

543 CLUBHILL DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
Highlands Ridge 3234 E PEBBLE CREEK DR, AVON PARK, FL, 3..., Avon Park, FL 33825
$265,000

3 beds

|

2 baths

|

1,800 sq ft

|

House

3234 E PEBBLE CREEK DR, AVON PARK, FL, 3...
Community: Highlands Ridge
Del Webb Orlando 1032 SALAMANCA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$319,900

2 beds

|

2 baths

|

1,455 sq ft

|

House

1032 SALAMANCA PL, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Cindy Certified
1727 SECOND ST, WINTER HAVEN, FL, 33881, Winter Haven, FL 33881
$268,000

3 beds

|

2 baths

|

1,470 sq ft

|

House

1727 SECOND ST, WINTER HAVEN, FL, 33881
Cindy Certified
4206 JAGUAR DR, SEBRING, FL, 33872, Sebring, FL 33872
$324,900

3 beds

|

2 baths

|

1,445 sq ft

|

House

4206 JAGUAR DR, SEBRING, FL, 33872
Cindy Certified
342 RUSTIC RAIL DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$319,900

4 beds

|

2 baths

|

2,381 sq ft

|

House

342 RUSTIC RAIL DR, LAKE WALES, FL, 3385...
Cindy Certified
1712 CHARMI DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$350,000

4 beds

|

2 baths

|

1,791 sq ft

|

House

1712 CHARMI DR, LAKELAND, FL, 33810
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Vienna Square 1678 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$245,000

2 beds

|

2 baths

|

1,158 sq ft

|

House

1678 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
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
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: Aug 29, 2026.
This application does not include information on all of the properties available for sale at this time.

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