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

33 communities 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 review) 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 review) Sandpiper Golf & Country ...
$100ks - $300ks
Sandpiper Golf & Country ..., 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 review) 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.
4.5 rating (19 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
Tomoka Heights
$100ks - $300ks
Tomoka Heights, Lake Placid, FL
Resale Only | 55+ age-restricted | Built 1982 - 2018 | 460 homes
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 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
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
Thunderbird Hill
$100ks - $200ks
Thunderbird Hill, Sebring, FL
Resale Only | 55+ age-restricted | Built 1984 - 2000 | 103 homes
Covered Bridge
$100ks
Covered Bridge, Lake Placid, FL
New and Resale | 55+ age-restricted | Built 1974 - present | 230 homes
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 homes
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 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 - $400ks
Carillon Lakes, Lakeland, FL
Resale Only | Age-targeted | Built 2000 - 2006 | 650 homes
3 rating (1 review) Cormorant Point
$100ks - $200ks
Cormorant Point, Sebring, FL
Resale Only | 55+ age-restricted | Built 1981 - 2007 | 150 homes
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 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
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 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
Spring Lake Towers
$100ks
Spring Lake Towers, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 homes
Ashley Oaks
$100ks
Ashley Oaks, Sebring, FL
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 44 homes
Preserve at Lakeside Land...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 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 review) Heritage Landings
$200ks - $300ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 homes
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Four Seasons at Crossprai...
$300ks - $400ks
Four Seasons at Crossprai..., St. Cloud, FL
New Construction | 55+ age-restricted | Built 2026 - present | 600 homes
Solivita 513 BARCELONA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$295,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

513 BARCELONA DR, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 4193 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$535,000

3 beds

|

2 baths

|

2,058 sq ft

|

House

4193 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
Carlsberg Estates on Lake Suzanne 364 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$284,900

2 beds

|

2 baths

|

1,387 sq ft

|

House

364 LAKE SUZANNE DR, LAKE WALES, FL, 338...
New
Cindy Certified
1948 SOUTHBURY DR, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$394,990

4 beds

|

2 baths

|

1,720 sq ft

|

House

1948 SOUTHBURY DR, KISSIMMEE, FL, 34744
New
Cindy Certified
1944 SOUTHBURY DR, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$397,990

4 beds

|

2 baths

|

1,720 sq ft

|

House

1944 SOUTHBURY DR, KISSIMMEE, FL, 34744
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
New Solivita 504 BELLINI WAY, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$225,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

504 BELLINI WAY, KISSIMMEE, FL, 34759
Community: Solivita
New Solivita 521 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$252,900

2 beds

|

2 baths

|

1,258 sq ft

|

House

521 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
New Colonnades 4923 DAWNVIEW LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$199,000

2 beds

|

2 baths

|

1,556 sq ft

|

House

4923 DAWNVIEW LN, LAKELAND, FL, 33811
Community: Colonnades
New Solivita 429 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$444,900

2 beds

|

3 baths

|

2,345 sq ft

|

House

429 VILLA PARK RD, KISSIMMEE, FL, 34759
Community: Solivita
New Solivita 260 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$205,000

2 beds

|

2 baths

|

1,392 sq ft

|

House

260 GRAND CANAL 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.
New Hidden Creek 2524 HIDDEN CREEK CIR, SEBRING, FL, 3387..., Sebring, FL 33870
$212,000

2 beds

|

2 baths

|

1,285 sq ft

|

Villa

2524 HIDDEN CREEK CIR, SEBRING, FL, 3387...
Community: Hidden Creek
New Del Webb Orlando 117 LA CRESTA CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$575,000

3 beds

|

2 baths

|

2,175 sq ft

|

House

117 LA CRESTA CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Highlands Ridge 2891 S DOCKSIDE DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$74,900

2 beds

|

2 baths

|

1,035 sq ft

|

Mobile Home

2891 S DOCKSIDE DR, AVON PARK, FL, 33825
Community: Highlands Ridge
New
Cindy Certified
1328 BUCKEYE TRACE BLVD, WINTER HAVEN, F..., Winter Haven, FL 33881
$180,000

3 beds

|

2 baths

|

1,855 sq ft

|

House

1328 BUCKEYE TRACE BLVD, WINTER HAVEN, F...
New Vienna Square 2332 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$244,900

2 beds

|

2 baths

|

1,595 sq ft

|

House

2332 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
New Lake Ashton 3064 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$399,900

3 beds

|

2 baths

|

2,394 sq ft

|

House

3064 DUNMORE 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
New Solivita 208 BLUE SPRING ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$225,000

2 beds

|

2 baths

|

1,171 sq ft

|

Halfplex

208 BLUE SPRING ST, POINCIANA, FL, 34759
Community: Solivita
Cindy Certified
2870 SONATA CT, ST CLOUD, FL, 34772, St Cloud, FL 34772
$355,000

3 beds

|

2 baths

|

1,515 sq ft

|

House

2870 SONATA CT, ST CLOUD, FL, 34772
Silver Lakes 2206 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$295,000

3 beds

|

2 baths

|

1,597 sq ft

|

House

2206 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver Lakes
Tohoqua Reserve 2711 SUMMER RETREAT LN, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$349,990

3 beds

|

2 baths

|

1,579 sq ft

|

Villa

2711 SUMMER RETREAT LN, 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.
Del Webb Orlando 542 CORTEZ DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,900

3 beds

|

2 baths

|

1,928 sq ft

|

House

542 CORTEZ DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Tomoka Heights 158 CRESTVIEW TER, LAKE PLACID, FL, 3385..., Lake Placid, FL 33852
$405,000

3 beds

|

2 baths

|

2,876 sq ft

|

House

158 CRESTVIEW TER, LAKE PLACID, FL, 3385...
Community: Tomoka Heights
Cindy Certified
4459 RIVER BIRCH BND, LAKELAND, FL, 3381..., Lakeland, FL 33811
$391,095

4 beds

|

2 baths

|

2,005 sq ft

|

House

4459 RIVER BIRCH BND, LAKELAND, FL, 3381...
Cindy Certified
4586 RIVER BIRCH BND, LAKELAND, FL, 3381..., Lakeland, FL 33811
$368,280

4 beds

|

2 baths

|

1,715 sq ft

|

House

4586 RIVER BIRCH BND, LAKELAND, FL, 3381...
Tomoka Heights 9 ACACIA CT, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$375,000

2 beds

|

2 baths

|

1,750 sq ft

|

House

9 ACACIA CT, LAKE PLACID, FL, 33852
Community: Tomoka Heights
Colonnades 4930 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$186,900

2 beds

|

2 baths

|

1,300 sq ft

|

Manufactured Home

4930 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades
Cindy Certified
4041 SHEARWATER ST, LAKELAND, FL, 33811, Lakeland, FL 33811
$444,900

4 beds

|

3 baths

|

2,370 sq ft

|

House

4041 SHEARWATER ST, LAKELAND, FL, 33811
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Cindy Certified
5533 ISLA SAONA DR, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$341,467

4 beds

|

2 baths

|

1,813 sq ft

|

House

5533 ISLA SAONA DR, KISSIMMEE, FL, 34758
Sandpiper Golf & Country Club 6380 EGRET DR 33, LAKELAND, FL, 33809, Lakeland, FL 33809
$249,000

2 beds

|

2 baths

|

1,112 sq ft

|

Villa

6380 EGRET DR 33, LAKELAND, FL, 33809
Vienna Square 1643 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$197,000

2 beds

|

2 baths

|

1,369 sq ft

|

Villa

1643 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
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
5515 ISLA SAONA DR, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$345,214

4 beds

|

2 baths

|

1,813 sq ft

|

House

5515 ISLA SAONA DR, KISSIMMEE, FL, 34758
Solivita 265 INDIAN WELLS AVE, POINCIANA, FL, 347..., Poinciana, FL 34759
$373,000

2 beds

|

2 baths

|

2,101 sq ft

|

House

265 INDIAN WELLS AVE, POINCIANA, FL, 347...
Community: Solivita
Cindy Certified
735 JEFFERSON ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$314,990

4 beds

|

2 baths

|

1,767 sq ft

|

House

735 JEFFERSON ST, DAVENPORT, FL, 33837
Cindy Certified
5685 SEAGRAPE LN, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$355,069

3 beds

|

3 baths

|

1,790 sq ft

|

House

5685 SEAGRAPE LN, KISSIMMEE, FL, 34758
Highlands Ridge 2857 E SPINNAKER DR, AVON PARK, FL, 3382..., Avon Park, FL 33825
$74,900

2 beds

|

2 baths

|

1,232 sq ft

|

Mobile Home

2857 E SPINNAKER DR, AVON PARK, FL, 3382...
Community: Highlands Ridge
Cindy Certified
262 TANAGER AVE, SEBRING, FL, 33870, Sebring, FL 33870
$365,000

4 beds

|

3 baths

|

1,735 sq ft

|

House

262 TANAGER AVE, SEBRING, FL, 33870
Lake Ashton 3833 LITCHFIELD LOOP, LAKE WALES, FL, 33..., Lake Wales, FL 33859
$500,000

2 beds

|

2 baths

|

1,763 sq ft

|

House

3833 LITCHFIELD LOOP, LAKE WALES, FL, 33...
Community: Lake Ashton
Cindy Certified
242 ABBOTSBURY DR, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$375,000

3 beds

|

3 baths

|

1,622 sq ft

|

House

242 ABBOTSBURY DR, KISSIMMEE, FL, 34758
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Cindy Certified
209 VANWALL TER, SEBRING, FL, 33872, Sebring, FL 33872
$369,000

3 beds

|

2 baths

|

1,422 sq ft

|

House

209 VANWALL TER, SEBRING, FL, 33872
Cindy Certified
4462 EMERALD PALMS LN, WINTER HAVEN, FL,..., Winter Haven, FL 33884
$975,000

4 beds

|

3 baths

|

2,825 sq ft

|

House

4462 EMERALD PALMS LN, WINTER HAVEN, FL,...
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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REIN updates its listings on a daily basis. Data last updated: Nov 06, 2026.
This application does not include information on all of the properties available for sale at this time.

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