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

12 communities near Winter Haven

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5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
3.8 rating (5 reviews) Traditions at Lake Ruby
$100Ks - $400Ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 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
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
Carlsberg Estates on Lake...
$200Ks - $300Ks
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 Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Want to learn more about 55+ rental communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Vienna Square
$200Ks - $300Ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
Lake Henry Estates
$200Ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 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.
Preserve at Lakeside Land...
$300Ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Wellington
$100Ks - $200Ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes
Poinsettia Heights
$100Ks - $200Ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Want to learn more about 55+ rental communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
New Lake Ashton 6216 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$459,000

3 beds

|

2 baths

|

2,045 sq ft

|

House

6216 PINEHURST LOOP, WINTER HAVEN, FL, 3...
Community: Lake Ashton
New Lake Ashton 4424 WATERFORD DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$300,000

2 beds

|

2 baths

|

1,530 sq ft

|

House

4424 WATERFORD DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New Traditions at Lake Ruby 3008 CANEEL ST, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$210,000

2 beds

|

2 baths

|

1,385 sq ft

|

Villa

3008 CANEEL ST, WINTER HAVEN, FL, 33884
Lake Ashton 4425 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$329,900

3 beds

|

2 baths

|

1,706 sq ft

|

House

4425 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Lake Ashton 4191 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$369,900

3 beds

|

2 baths

|

2,229 sq ft

|

House

4191 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Want to learn more about 55+ rental communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Lake Ashton 1033 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$399,000

3 beds

|

2 baths

|

1,879 sq ft

|

House

1033 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Del Webb Orlando 309 TOLDEDO RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$320,000

2 beds

|

2 baths

|

1,445 sq ft

|

House

309 TOLDEDO RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Ashton 4033 PHOENICIAN WAY, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$424,900

3 beds

|

2 baths

|

2,095 sq ft

|

House

4033 PHOENICIAN WAY, WINTER HAVEN, FL, 3...
Community: Lake Ashton
Lake Ashton 1166 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$460,000

3 beds

|

2 baths

|

2,045 sq ft

|

House

1166 SAWGRASS DR, WINTER HAVEN, FL, 3388...
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.
Carlsberg Estates on Lake Suzanne 341 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$240,000

2 beds

|

2 baths

|

1,385 sq ft

|

House

341 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
High Vista at Ridgewood Lakes 213 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$279,999

2 beds

|

2 baths

|

1,542 sq ft

|

House

213 HIGH VISTA DR, DAVENPORT, FL, 33837
Lake Ashton 5316 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$289,000

2 beds

|

2 baths

|

1,339 sq ft

|

House

5316 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Lake Ashton 1507 RIVIERA CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$396,000

3 beds

|

2 baths

|

1,983 sq ft

|

House

1507 RIVIERA CT, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Del Webb Orlando 516 PAMPLONA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$319,900

2 beds

|

2 baths

|

1,445 sq ft

|

House

516 PAMPLONA PL, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Ashton 4632 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$450,000

3 beds

|

2 baths

|

2,354 sq ft

|

House

4632 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Want to learn more about 55+ rental communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Lake Ashton 4189 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$735,000

3 beds

|

2 baths

|

2,478 sq ft

|

House

4189 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
Lake Ashton 4360 ASHTON CLUB DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$399,900

3 beds

|

2 baths

|

2,265 sq ft

|

House

4360 ASHTON CLUB DR, LAKE WALES, FL, 338...
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.
Del Webb Orlando 155 MAGELLAN CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$525,000

3 beds

|

3 baths

|

2,636 sq ft

|

House

155 MAGELLAN CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Henry Estates 422 HARBOURVIEW DR, HAINES CITY, FL, 338..., Haines City, FL 33844
$289,900

3 beds

|

2 baths

|

1,793 sq ft

|

House

422 HARBOURVIEW DR, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Lake Henry Estates 502 EASTLAKE DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$269,000

2 beds

|

2 baths

|

1,485 sq ft

|

House

502 EASTLAKE DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Lake Ashton 1209 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$450,000

3 beds

|

2 baths

|

2,045 sq ft

|

House

1209 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Vienna Square 2349 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$319,900

3 beds

|

3 baths

|

1,724 sq ft

|

House

2349 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
Del Webb Orlando 799 ASTURIAS RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$283,000

2 beds

|

2 baths

|

1,281 sq ft

|

House

799 ASTURIAS RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Traditions at Lake Ruby 3342 RALEIGH DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$240,000

2 beds

|

2 baths

|

1,185 sq ft

|

House

3342 RALEIGH DR, WINTER HAVEN, FL, 33884
Oakview 1518 OAKVIEW CIR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$224,900

2 beds

|

2 baths

|

1,438 sq ft

|

House

1518 OAKVIEW CIR, WINTER HAVEN, FL, 3388...
Community: Oakview
Want to learn more about 55+ rental communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
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 Henry Estates 477 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$279,900

3 beds

|

2 baths

|

1,835 sq ft

|

House

477 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Lake Ashton 6308 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$469,900

3 beds

|

2 baths

|

2,045 sq ft

|

House

6308 PINEHURST LOOP, WINTER HAVEN, FL, 3...
Community: Lake Ashton
High Vista at Ridgewood Lakes 318 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$321,000

2 beds

|

2 baths

|

1,776 sq ft

|

House

318 HIGH VISTA DR, DAVENPORT, FL, 33837
Traditions at Lake Ruby 2872 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$215,000

2 beds

|

2 baths

|

1,517 sq ft

|

Villa

2872 ATTWATER LOOP, WINTER HAVEN, FL, 33...
High Vista at Ridgewood Lakes 245 FITZGERALD LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$285,000

2 beds

|

2 baths

|

1,388 sq ft

|

House

245 FITZGERALD LN, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Traditions at Lake Ruby 2733 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$361,696

3 beds

|

3 baths

|

2,032 sq ft

|

House

2733 ATTWATER LOOP, WINTER HAVEN, FL, 33...
Vienna Square 1620 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$229,000

2 beds

|

2 baths

|

1,329 sq ft

|

Villa

1620 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
Lake Henry Estates 656 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$265,000

2 beds

|

2 baths

|

1,681 sq ft

|

House

656 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Lake Henry Estates 516 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$244,990

2 beds

|

2 baths

|

1,393 sq ft

|

House

516 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
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 Ashton 4189 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$559,000

2 beds

|

2 baths

|

2,227 sq ft

|

House

4189 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Want to learn more about 55+ rental communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Lake Ashton 4081 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$405,000

3 beds

|

2 baths

|

2,027 sq ft

|

House

4081 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
High Vista at Ridgewood Lakes 508 RIDGE VIEW DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$230,000

2 beds

|

2 baths

|

1,589 sq ft

|

House

508 RIDGE VIEW DR, DAVENPORT, FL, 33837
Lake Ashton 4105 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$535,000

3 beds

|

3 baths

|

2,371 sq ft

|

House

4105 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Lake Ashton 4577 BACK NINE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33884
$375,900

3 beds

|

2 baths

|

1,918 sq ft

|

House

4577 BACK NINE DR, WINTER HAVEN, FL, 338...
Community: Lake Ashton
Lake Ashton 4016 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$379,900

3 beds

|

2 baths

|

2,120 sq ft

|

House

4016 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton

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