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Winter Haven, FL 55+ active adult communities & homes for sale - Page 3

Living in Winter Haven

Winter Haven is a city in Polk County, Florida and located 51 miles east of Tampa. The canal-linked Chain of Lakes offer several waterside parks to bask in the sun with eateries…

Winter Haven is a city in Polk County, Florida and located 51 miles east of Tampa. The canal-linked Chain of Lakes offer several waterside parks to bask in the sun with eateries to visit making Winter Haven an ideal city for retirees.

Winter Haven Climate & Geography

Winter Haven is located in the humid subtropical zone. The average annual high temperature is in the low 80s and the average annual low temperature is in the low 60s. The summer months tend to be the rainiest time of year with an average annual rainfall around 50 inches.

Recreation, Culture & Entertainment In Winter Haven

Residents enjoy visiting Marshall Hampton Reserve, the trails are easy to access for leisurely strolls and bike rides. There are a few antique shops throughout the city to explore. Bok Tower Gardens, located about 15 miles outside Winter Haven, is 250-acre with a trail to bird watch and take in the scenery. There is a good amount of restaurants to wine & dine, a few offer darts and billiards.

Winter Haven Cost of Living & Taxes

The median home cost in Winter Haven is right at the national median. Florida is one of the few states with no income tax. Florida residents ages 65 and older who meet certain income limits can receive an extra homestead exemption equal to the assessed value of property. Social Security and other retirement income is not taxed.

Health Care In Winter Haven

Winter Haven Hospital is the one medical center and hospital located directly in Winter Haven. It’s ranked High Performing in four adult procedures including heart failure and hip replacement.

Frequently Asked Questions


171 homes 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
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
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
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
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.
Oakview
$100ks - $200ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Del Webb Orlando 478 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$394,900

3 beds

|

2 baths

|

2,030 sq ft

|

House

478 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Ashton 4231 COCONUT DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$539,900

3 beds

|

3 baths

|

2,338 sq ft

|

House

4231 COCONUT DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Del Webb Orlando 116 LA CRESTA CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$275,000

3 beds

|

2 baths

|

1,318 sq ft

|

House

116 LA CRESTA CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Cindy Certified
320 LIBERTY BLVD, DAVENPORT, FL, 33837, Davenport, FL 33837
$307,900

3 beds

|

2 baths

|

1,569 sq ft

|

House

320 LIBERTY BLVD, DAVENPORT, FL, 33837
Lake Henry Estates 477 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$274,900

3 beds

|

2 baths

|

1,835 sq ft

|

House

477 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Del Webb Orlando 519 VIGO ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$439,900

3 beds

|

2 baths

|

2,320 sq ft

|

House

519 VIGO ST, DAVENPORT, FL, 33837
Community: Del Webb Orlando
The Wellington 689 LAKE HOWARD DR 213, WINTER HAVEN, FL..., Winter Haven, FL 33880
$145,000

2 beds

|

2 baths

|

1,072 sq ft

|

Condo

689 LAKE HOWARD DR 213, WINTER HAVEN, FL...
Community: The Wellington
Cindy Certified
3018 ROYAL TERN DR, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$269,900

3 beds

|

2 baths

|

1,690 sq ft

|

House

3018 ROYAL TERN DR, WINTER HAVEN, FL, 33...
Cindy Certified
237 NOVA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$320,000

3 beds

|

2 baths

|

1,770 sq ft

|

House

237 NOVA DR, DAVENPORT, FL, 33837
Lake Ashton 4493 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$299,000

3 beds

|

2 baths

|

1,706 sq ft

|

House

4493 TURNBERRY LN, 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 1124 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$355,000

3 beds

|

2 baths

|

1,917 sq ft

|

House

1124 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Cindy Certified
4387 DINNER LAKE BLVD, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$324,999

4 beds

|

3 baths

|

2,224 sq ft

|

House

4387 DINNER LAKE BLVD, LAKE WALES, FL, 3...
Cindy Certified
3041 TOBAGO DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$308,999

3 beds

|

2 baths

|

1,669 sq ft

|

House

3041 TOBAGO DR, HAINES CITY, FL, 33844
Cindy Certified
761 GREENWAY BLVD, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$273,900

5 beds

|

2 baths

|

1,708 sq ft

|

House

761 GREENWAY BLVD, LAKE WALES, FL, 33859
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
Cindy Certified
1055 SUGARWOOD ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$319,900

4 beds

|

3 baths

|

2,248 sq ft

|

House

1055 SUGARWOOD ST, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Cindy Certified
2523 AVENUE E SW, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$298,900

3 beds

|

2 baths

|

1,930 sq ft

|

House

2523 AVENUE E SW, WINTER HAVEN, FL, 3388...
Cindy Certified
2519 AVENUE E SW, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$299,900

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
$299,000

3 beds

|

2 baths

|

1,847 sq ft

|

House

144 WATERSIDE CIR, WINTER HAVEN, FL, 338...
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, ...
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 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
Lake Ashton 4188 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$315,000

2 beds

|

2 baths

|

1,154 sq ft

|

House

4188 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
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
Traditions at Lake Ruby 4132 MARTINDALE LOOP, WINTER HAVEN, FL, ..., Winter Haven, FL 33884
$399,900

4 beds

|

3 baths

|

1,894 sq ft

|

House

4132 MARTINDALE LOOP, WINTER HAVEN, FL, ...
Spring Lake Towers 700 MIRROR TER 511, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$149,900

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

700 MIRROR TER 511, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
Lake Henry Estates 501 EASTLAKE DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$272,900

2 beds

|

2 baths

|

1,724 sq ft

|

House

501 EASTLAKE DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
Vienna Square 2470 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$280,000

3 beds

|

2 baths

|

1,935 sq ft

|

House

2470 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Cindy Certified
1514 HAMLIN ST, WINTER HAVEN, FL, 33881, Winter Haven, FL 33881
$349,900

3 beds

|

2 baths

|

2,035 sq ft

|

House

1514 HAMLIN ST, WINTER HAVEN, FL, 33881
Lake Ashton 4084 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$385,000

3 beds

|

2 baths

|

2,074 sq ft

|

House

4084 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
Cindy Certified
1932 CHICKASAW BLVD, DAVENPORT, FL, 3383..., Davenport, FL 33837
$379,900

4 beds

|

2 baths

|

1,928 sq ft

|

House

1932 CHICKASAW BLVD, DAVENPORT, FL, 3383...
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
1040 CAMBRIDGE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33881
$243,500

3 beds

|

2 baths

|

1,727 sq ft

|

House

1040 CAMBRIDGE DR, WINTER HAVEN, FL, 338...
Lake Ashton 5308 GREEN DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$249,900

3 beds

|

2 baths

|

1,495 sq ft

|

House

5308 GREEN DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Lake Ashton 1061 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$449,900

3 beds

|

2 baths

|

2,069 sq ft

|

House

1061 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Cindy Certified
436 HENNEPIN LOOP, LAKE WALES, FL, 33898, Lake Wales, FL 33898
$319,500

3 beds

|

2 baths

|

1,427 sq ft

|

House

436 HENNEPIN LOOP, LAKE WALES, FL, 33898
Traditions at Lake Ruby 3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$310,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388...
Cindy Certified
920 CAMBRIDGE DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33881
$270,000

4 beds

|

2 baths

|

1,846 sq ft

|

House

920 CAMBRIDGE DR, WINTER HAVEN, FL, 3388...
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
High Vista at Ridgewood Lakes 215 FITZGERALD LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$314,900

2 beds

|

2 baths

|

1,760 sq ft

|

House

215 FITZGERALD LN, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Cindy Certified
3184 ROYAL TERN DR, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$286,900

3 beds

|

2 baths

|

1,725 sq ft

|

House

3184 ROYAL TERN DR, WINTER HAVEN, FL, 33...
Cindy Certified
2456 BATES AVE SW, WINTER HAVEN, FL, 338..., Winter Haven, FL 33880
$249,900

3 beds

|

2 baths

|

1,232 sq ft

|

House

2456 BATES AVE SW, WINTER HAVEN, FL, 338...
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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