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Call us at (863) 656-3786 to learn more about active adult communities in Winter Haven

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 - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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
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
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
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Lake Henry Estates
$100ks - $300ks
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
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
Oakview
$100ks - $200ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 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.
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Preserve at Lakeside Land...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
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 Vienna Square 2452 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$300,000

2 beds

|

2 baths

|

1,729 sq ft

|

House

2452 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
New Lake Ashton 4496 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$370,000

3 beds

|

2 baths

|

2,312 sq ft

|

House

4496 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
New Del Webb Orlando 328 TOMELLOSO WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$449,000

3 beds

|

2 baths

|

2,257 sq ft

|

House

328 TOMELLOSO WAY, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Spring Lake Towers 700 MIRROR TER 506, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$119,000

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

700 MIRROR TER 506, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
Del Webb Orlando 556 ZAMORA WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$439,900

3 beds

|

2 baths

|

1,802 sq ft

|

House

556 ZAMORA WAY, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Ashton 5553 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$379,000

3 beds

|

2 baths

|

1,858 sq ft

|

House

5553 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
High Vista at Ridgewood Lakes 215 FITZGERALD LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$320,000

2 beds

|

2 baths

|

1,760 sq ft

|

House

215 FITZGERALD LN, DAVENPORT, FL, 33837
Lake Ashton 4032 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$399,900

3 beds

|

2 baths

|

2,108 sq ft

|

House

4032 DUNMORE 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.
Del Webb Orlando 212 GRANADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$413,900

3 beds

|

2 baths

|

1,568 sq ft

|

House

212 GRANADA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Del Webb Orlando 418 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$346,500

3 beds

|

2 baths

|

1,713 sq ft

|

House

418 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Spring Lake Towers 700 MIRROR TER 507, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$164,900

2 beds

|

2 baths

|

1,351 sq ft

|

Condo

700 MIRROR TER 507, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
Lake Ashton 5312 NICKLAUS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$334,900

3 beds

|

2 baths

|

1,700 sq ft

|

House

5312 NICKLAUS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Del Webb Orlando 515 PAMPLONA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$325,000

3 beds

|

2 baths

|

1,448 sq ft

|

House

515 PAMPLONA PL, DAVENPORT, FL, 33837
Community: Del Webb Orlando
High Vista at Ridgewood Lakes 315 RIDGE VIEW DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$335,000

2 beds

|

2 baths

|

1,799 sq ft

|

House

315 RIDGE VIEW DR, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
High Vista at Ridgewood Lakes 223 RIDGE VIEW DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$295,888

3 beds

|

2 baths

|

1,774 sq ft

|

House

223 RIDGE VIEW DR, DAVENPORT, FL, 33837
High Vista at Ridgewood Lakes 201 PRATHER DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$321,900

3 beds

|

2 baths

|

1,910 sq ft

|

House

201 PRATHER DR, DAVENPORT, FL, 33837
Traditions at Lake Ruby 4130 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$309,900

2 beds

|

2 baths

|

1,819 sq ft

|

House

4130 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Lake Ashton 1394 OAKMONT DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$549,500

3 beds

|

2 baths

|

2,606 sq ft

|

House

1394 OAKMONT DR, WINTER HAVEN, FL, 33884
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 241 LOURDES ST, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$297,000

2 beds

|

2 baths

|

1,251 sq ft

|

House

241 LOURDES ST, LAKE WALES, FL, 33859
Del Webb Orlando 500 ARENA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$360,000

3 beds

|

2 baths

|

2,249 sq ft

|

House

500 ARENA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Henry Estates 494 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$279,000

3 beds

|

2 baths

|

1,727 sq ft

|

House

494 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Del Webb Orlando 423 ARMADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$359,900

2 beds

|

2 baths

|

1,970 sq ft

|

House

423 ARMADA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Ashton 4436 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$229,900

2 beds

|

2 baths

|

1,083 sq ft

|

House

4436 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Vienna Square 1590 VIENNA SQUARE DR, WINTER HAVEN, FL,..., Winter Haven, FL 33884
$210,000

2 beds

|

2 baths

|

1,231 sq ft

|

Villa

1590 VIENNA SQUARE DR, WINTER HAVEN, FL,...
Community: Vienna Square
High Vista at Ridgewood Lakes 455 ASHTON DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$350,000

2 beds

|

2 baths

|

2,077 sq ft

|

House

455 ASHTON DR, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
High Vista at Ridgewood Lakes 237 GOLF VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$420,000

3 beds

|

3 baths

|

2,611 sq ft

|

House

237 GOLF VISTA DR, DAVENPORT, FL, 33837
Lake Ashton 4465 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$300,000

3 beds

|

2 baths

|

1,898 sq ft

|

House

4465 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Traditions at Lake Ruby 3023 CANEEL ST, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$235,000

2 beds

|

2 baths

|

1,385 sq ft

|

Townhouse

3023 CANEEL ST, WINTER HAVEN, FL, 33884
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 1108 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$422,999

2 beds

|

2 baths

|

1,533 sq ft

|

House

1108 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Traditions at Lake Ruby 3440 GRENVILLE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33884
$239,900

2 beds

|

2 baths

|

1,275 sq ft

|

House

3440 GRENVILLE DR, WINTER HAVEN, FL, 338...
Lake Ashton 4436 WATERFORD DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$299,900

3 beds

|

2 baths

|

1,975 sq ft

|

House

4436 WATERFORD DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Del Webb Orlando 436 PONTEVEDRA RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$290,000

2 beds

|

2 baths

|

1,348 sq ft

|

House

436 PONTEVEDRA RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
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 679 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$244,000

2 beds

|

2 baths

|

1,691 sq ft

|

House

679 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Del Webb Orlando 516 LAGO LOOP, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,900

3 beds

|

2 baths

|

1,693 sq ft

|

House

516 LAGO LOOP, DAVENPORT, FL, 33837
Community: Del Webb Orlando
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
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
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...
High Vista at Ridgewood Lakes 53 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$325,000

3 beds

|

2 baths

|

1,856 sq ft

|

House

53 HIGH VISTA DR, DAVENPORT, FL, 33837
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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