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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
Lake Henry Estates
$100ks - $300ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 homes
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
Spring Lake Towers
$100ks
Spring Lake Towers, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 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
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...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Lake Ashton 4436 WATERFORD DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$329,900

3 beds

|

2 baths

|

1,975 sq ft

|

House

4436 WATERFORD DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Lake Ashton 4489 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$289,900

2 beds

|

2 baths

|

1,530 sq ft

|

House

4489 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Del Webb Orlando 436 PONTEVEDRA RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$314,900

2 beds

|

2 baths

|

1,348 sq ft

|

House

436 PONTEVEDRA RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Ashton 4576 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$289,900

2 beds

|

2 baths

|

1,814 sq ft

|

House

4576 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
High Vista at Ridgewood Lakes 322 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$318,000

3 beds

|

2 baths

|

1,776 sq ft

|

House

322 HIGH VISTA DR, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Lake Henry Estates 679 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$249,000

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
Lake Ashton 4263 ASHTON CLUB DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$299,900

3 beds

|

2 baths

|

1,988 sq ft

|

House

4263 ASHTON CLUB DR, LAKE WALES, FL, 338...
Community: Lake Ashton
High Vista at Ridgewood Lakes 125 RIDGE VIEW DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$289,999

3 beds

|

2 baths

|

1,493 sq ft

|

House

125 RIDGE VIEW 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.
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 511 ROYAL PALM DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$305,000

3 beds

|

2 baths

|

1,776 sq ft

|

House

511 ROYAL PALM DR, DAVENPORT, FL, 33837
Lake Ashton 4179 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$379,900

3 beds

|

2 baths

|

2,229 sq ft

|

House

4179 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
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
Del Webb Orlando 519 CADIZ DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$300,000

2 beds

|

2 baths

|

1,358 sq ft

|

House

519 CADIZ DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Ashton 4136 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$300,000

2 beds

|

2 baths

|

1,503 sq ft

|

House

4136 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
Lake Ashton 5137 WINGED FOOT LN, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$389,900

3 beds

|

2 baths

|

2,107 sq ft

|

House

5137 WINGED FOOT LN, WINTER HAVEN, FL, 3...
Community: Lake Ashton
High Vista at Ridgewood Lakes 116 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$309,000

2 beds

|

2 baths

|

1,776 sq ft

|

House

116 FLEMING LN, DAVENPORT, FL, 33837
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 4129 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$495,000

3 beds

|

2 baths

|

1,589 sq ft

|

House

4129 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.
Lake Ashton 4120 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$839,500

3 beds

|

4 baths

|

2,968 sq ft

|

House

4120 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Lake Ashton 5457 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$589,000

4 beds

|

2 baths

|

2,676 sq ft

|

House

5457 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Traditions at Lake Ruby 3863 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$345,000

2 beds

|

2 baths

|

1,797 sq ft

|

House

3863 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Traditions at Lake Ruby 4040 CARTERET DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$254,000

2 beds

|

2 baths

|

1,599 sq ft

|

House

4040 CARTERET DR, WINTER HAVEN, FL, 3388...
High Vista at Ridgewood Lakes 232 OAK HAMMOCK DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$255,000

2 beds

|

2 baths

|

1,465 sq ft

|

House

232 OAK HAMMOCK DR, DAVENPORT, FL, 33837
Lake Ashton 4152 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$499,000

3 beds

|

2 baths

|

2,255 sq ft

|

House

4152 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
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
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
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
High Vista at Ridgewood Lakes 612 VISTA OAKS WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$320,000

2 beds

|

2 baths

|

1,797 sq ft

|

House

612 VISTA OAKS WAY, DAVENPORT, FL, 33837
Lake Ashton 5352 NICKLAUS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$349,900

2 beds

|

2 baths

|

2,354 sq ft

|

House

5352 NICKLAUS 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.
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
Del Webb Orlando 112 CASTELLON CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$429,900

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
Lake Ashton 4184 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$349,900

3 beds

|

2 baths

|

1,816 sq ft

|

House

4184 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
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
Del Webb Orlando 109 MONTORO LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$479,900

3 beds

|

3 baths

|

2,607 sq ft

|

House

109 MONTORO LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Henry Estates 601 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$339,000

3 beds

|

2 baths

|

1,994 sq ft

|

House

601 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Lake Ashton 4243 DORNOCH DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$264,000

3 beds

|

2 baths

|

1,503 sq ft

|

House

4243 DORNOCH 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
Del Webb Orlando 545 CANTABRIA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$304,924

2 beds

|

2 baths

|

1,433 sq ft

|

House

545 CANTABRIA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Ashton 4201 BERWICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$229,900

2 beds

|

2 baths

|

1,109 sq ft

|

House

4201 BERWICK 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.

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