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Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale - Page 4

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
Cindy Certified
2380 VOLUNTEER AVE, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$411,000

3 beds

|

2 baths

|

2,068 sq ft

|

House

2380 VOLUNTEER AVE, KISSIMMEE, FL, 34744
Cindy Certified
5071 MOSS HAMMOCK TRL, SEBRING, FL, 3387..., Sebring, FL 33872
$500,000

4 beds

|

3 baths

|

2,885 sq ft

|

House

5071 MOSS HAMMOCK TRL, SEBRING, FL, 3387...
Covered Bridge 101 EDGEWATER DR, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$219,900

2 beds

|

2 baths

|

1,175 sq ft

|

Villa

101 EDGEWATER DR, LAKE PLACID, FL, 33852
Community: Covered Bridge
Cindy Certified
765 GREENWAY BLVD, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$275,990

4 beds

|

2 baths

|

1,498 sq ft

|

House

765 GREENWAY BLVD, LAKE WALES, FL, 33859
Cindy Certified
761 GREENWAY BLVD, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$276,900

5 beds

|

2 baths

|

1,708 sq ft

|

House

761 GREENWAY BLVD, LAKE WALES, FL, 33859
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Lake Henry Estates 472 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$240,000

2 beds

|

2 baths

|

1,117 sq ft

|

House

472 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Solivita 157 SAND PIPER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$324,500

3 beds

|

3 baths

|

2,267 sq ft

|

House

157 SAND PIPER DR, KISSIMMEE, FL, 34759
Community: Solivita
Covered Bridge 10456 HIGH GROVE AVE, LAKE PLACID, FL, 3..., Lake Placid, FL 33852
$320,000

3 beds

|

2 baths

|

1,451 sq ft

|

House

10456 HIGH GROVE AVE, LAKE PLACID, FL, 3...
Community: Covered Bridge
Foxwood Lake Estates 5083 LODGEWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$208,000

2 beds

|

2 baths

|

1,272 sq ft

|

Manufactured Home

5083 LODGEWOOD DR, LAKELAND, FL, 33810
Cindy Certified
2562 WINTER SKY ST, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$519,060

4 beds

|

3 baths

|

2,397 sq ft

|

House

2562 WINTER SKY ST, KISSIMMEE, FL, 34744
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.
Cindy Certified
1055 SUGARWOOD ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$344,900

4 beds

|

3 baths

|

2,248 sq ft

|

House

1055 SUGARWOOD ST, DAVENPORT, FL, 33837
Solivita 159 CASAVISTA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$429,000

2 beds

|

2 baths

|

1,771 sq ft

|

House

159 CASAVISTA DR, KISSIMMEE, FL, 34759
Community: Solivita
Sandpiper Golf & Country Club 6060 CONDOR DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$299,000

2 beds

|

2 baths

|

1,389 sq ft

|

House

6060 CONDOR DR, LAKELAND, FL, 33809
Cindy Certified
4747 HARRINGTON FIELDS DR, DAVENPORT, FL..., Davenport, FL 33837
$438,480

4 beds

|

3 baths

|

2,262 sq ft

|

House

4747 HARRINGTON FIELDS DR, DAVENPORT, FL...
Del Webb Orlando 406 TORTOSA CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$273,000

2 beds

|

2 baths

|

1,300 sq ft

|

House

406 TORTOSA CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Cindy Certified
1514 LAS PALMAS ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$323,990

4 beds

|

2 baths

|

1,665 sq ft

|

House

1514 LAS PALMAS ST, LAKELAND, FL, 33810
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Cindy Certified
1510 LAS PALMAS ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$321,990

4 beds

|

2 baths

|

1,665 sq ft

|

House

1510 LAS PALMAS ST, LAKELAND, FL, 33810
Cindy Certified
2466 RELAXING LN, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$499,990

4 beds

|

3 baths

|

2,151 sq ft

|

House

2466 RELAXING LN, KISSIMMEE, FL, 34744
Cindy Certified
1944 HARVEST LANDING CIR, LAKELAND, FL, ..., Lakeland, FL 33810
$355,000

4 beds

|

2 baths

|

1,990 sq ft

|

House

1944 HARVEST LANDING CIR, LAKELAND, FL, ...
Colonnades 4789 SQUIRE HOLLOW DR, LAKELAND, FL, 338..., Lakeland, FL 33811
$337,000

2 beds

|

2 baths

|

1,912 sq ft

|

House

4789 SQUIRE HOLLOW DR, LAKELAND, FL, 338...
Community: Colonnades
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 230 BAY DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$296,000

2 beds

|

2 baths

|

1,489 sq ft

|

House

230 BAY DR, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
2410 RELAXING LN, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$389,990

4 beds

|

3 baths

|

2,151 sq ft

|

House

2410 RELAXING LN, KISSIMMEE, FL, 34744
Cindy Certified
2378 VICTORY RIDGE DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$359,210

4 beds

|

2 baths

|

1,715 sq ft

|

House

2378 VICTORY RIDGE DR, LAKELAND, FL, 338...
Cindy Certified
4476 RIVER BIRCH BND, LAKELAND, FL, 3381..., Lakeland, FL 33811
$405,530

3 beds

|

3 baths

|

2,135 sq ft

|

House

4476 RIVER BIRCH BND, LAKELAND, FL, 3381...
Cindy Certified
4470 RIVER BIRCH BND, LAKELAND, FL, 3381..., Lakeland, FL 33811
$381,765

4 beds

|

2 baths

|

1,819 sq ft

|

House

4470 RIVER BIRCH BND, LAKELAND, FL, 3381...
Cindy Certified
4458 RIVER BIRCH BND, LAKELAND, FL, 3381..., Lakeland, FL 33811
$348,690

3 beds

|

2 baths

|

1,545 sq ft

|

House

4458 RIVER BIRCH BND, LAKELAND, FL, 3381...
Cindy Certified
2523 AVENUE E SW, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$307,000

3 beds

|

2 baths

|

1,930 sq ft

|

House

2523 AVENUE E SW, 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
Cindy Certified
2519 AVENUE E SW, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$308,000

3 beds

|

2 baths

|

1,675 sq ft

|

House

2519 AVENUE E SW, WINTER HAVEN, FL, 3388...
Cindy Certified
144 WATERSIDE CIR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33880
$305,000

3 beds

|

2 baths

|

1,847 sq ft

|

House

144 WATERSIDE CIR, WINTER HAVEN, FL, 338...
Solivita 3455 FALLBROOK DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$246,900

2 beds

|

2 baths

|

1,353 sq ft

|

Halfplex

3455 FALLBROOK DR, POINCIANA, 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.
Traditions at Lake Ruby 2820 TRADITIONS BLVD, WINTER HAVEN, FL, ..., Winter Haven, FL 33884
$309,900

3 beds

|

2 baths

|

1,823 sq ft

|

House

2820 TRADITIONS BLVD, WINTER HAVEN, FL, ...
Carlsberg Estates on Lake Suzanne 4178 CANNES AVE, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$285,000

3 beds

|

3 baths

|

1,718 sq ft

|

House

4178 CANNES AVE, LAKE WALES, FL, 33859
Solivita 766 CARMEL LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$430,000

3 beds

|

3 baths

|

2,320 sq ft

|

House

766 CARMEL LN, KISSIMMEE, FL, 34759
Community: Solivita
Sandpiper Golf & Country Club 6031 SANDERLING DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$265,000

2 beds

|

2 baths

|

1,520 sq ft

|

House

6031 SANDERLING DR, LAKELAND, FL, 33809
Cindy Certified
1947 ALTAVISTA CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$390,000

3 beds

|

2 baths

|

2,107 sq ft

|

House

1947 ALTAVISTA CIR, LAKELAND, FL, 33810
Tomoka Heights 61 GRANDVIEW BLVD, LAKE PLACID, FL, 3385..., Lake Placid, FL 33852
$385,000

3 beds

|

2 baths

|

1,923 sq ft

|

House

61 GRANDVIEW BLVD, LAKE PLACID, FL, 3385...
Community: Tomoka Heights
Tohoqua Reserve 1994 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$435,000

3 beds

|

2 baths

|

2,056 sq ft

|

House

1994 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Lake Ashton 4188 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$325,000

2 beds

|

2 baths

|

1,154 sq ft

|

House

4188 ABERDEEN 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
Cindy Certified
1714 UPLAND LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$424,900

4 beds

|

3 baths

|

2,565 sq ft

|

House

1714 UPLAND LN, WINTER HAVEN, FL, 33884
Cindy Certified
133 CROSSING DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$315,000

3 beds

|

2 baths

|

1,499 sq ft

|

House

133 CROSSING 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.



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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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