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

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


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
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
Oakview
$100ks - $200ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 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.
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
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 High Vista at Ridgewood Lakes 122 OAK HAMMOCK DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$350,000

3 beds

|

2 baths

|

1,781 sq ft

|

House

122 OAK HAMMOCK DR, DAVENPORT, FL, 33837
New Traditions at Lake Ruby 3541 RALEIGH DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$350,000

3 beds

|

3 baths

|

2,006 sq ft

|

House

3541 RALEIGH DR, WINTER HAVEN, FL, 33884
New
Cindy Certified
6183 GREY HERON DR, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$340,000

5 beds

|

4 baths

|

1,872 sq ft

|

House

6183 GREY HERON DR, WINTER HAVEN, FL, 33...
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
New Lake Ashton 2105 ASHTON PALMS DR 2105, LAKE WALES, F..., Lake Wales, FL 33859
$225,000

2 beds

|

2 baths

|

1,160 sq ft

|

Condo

2105 ASHTON PALMS DR 2105, LAKE WALES, F...
Community: Lake Ashton
New
Cindy Certified
862 BALLANTYNE DR, LAKE WALES, FL, 33898, Lake Wales, FL 33898
$350,000

4 beds

|

2 baths

|

1,928 sq ft

|

House

862 BALLANTYNE DR, LAKE WALES, FL, 33898
New
Cindy Certified
448 PANDA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$320,000

3 beds

|

2 baths

|

1,690 sq ft

|

House

448 PANDA PL, DAVENPORT, FL, 33837
New High Vista at Ridgewood Lakes 409 ROYAL PALM DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$337,000

3 beds

|

2 baths

|

1,788 sq ft

|

House

409 ROYAL PALM DR, DAVENPORT, FL, 33837
New
Cindy Certified
2304 CANYON OAK DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$365,000

4 beds

|

2 baths

|

1,850 sq ft

|

House

2304 CANYON OAK 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.
High Vista at Ridgewood Lakes 801 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$299,500

3 beds

|

2 baths

|

1,754 sq ft

|

House

801 HIGH VISTA DR, DAVENPORT, FL, 33837
Lake Ashton 6136 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884
$549,999

3 beds

|

3 baths

|

2,682 sq ft

|

House

6136 PEBBLE BEACH BLVD, WINTER HAVEN, FL...
Community: Lake Ashton
Lake Henry Estates 440 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$317,000

3 beds

|

2 baths

|

1,751 sq ft

|

House

440 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Cindy Certified
1282 CITRUS LANDINGS BLVD, DAVENPORT, FL..., Davenport, FL 33837
$350,000

4 beds

|

3 baths

|

1,978 sq ft

|

House

1282 CITRUS LANDINGS BLVD, DAVENPORT, FL...
Cindy Certified
1520 CONGAREE ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$335,000

3 beds

|

2 baths

|

1,734 sq ft

|

House

1520 CONGAREE ST, DAVENPORT, FL, 33837
Lake Ashton 4195 MUIRFIELD LOOP, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$349,000

3 beds

|

2 baths

|

2,035 sq ft

|

House

4195 MUIRFIELD LOOP, LAKE WALES, FL, 338...
Community: Lake Ashton
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Lake Ashton 5325 SNEAD DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$364,500

3 beds

|

2 baths

|

1,833 sq ft

|

House

5325 SNEAD DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Cindy Certified
1020 CAMBRIDGE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33881
$279,900

4 beds

|

2 baths

|

1,500 sq ft

|

House

1020 CAMBRIDGE DR, WINTER HAVEN, FL, 338...
Lake Henry Estates 596 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$210,000

2 beds

|

2 baths

|

1,345 sq ft

|

House

596 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Cindy Certified
2259 CANYON OAK DR DR, DAVENPORT, FL, 33..., Davenport, FL 33837
$275,000

3 beds

|

2 baths

|

1,420 sq ft

|

House

2259 CANYON OAK DR DR, DAVENPORT, FL, 33...
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.
High Vista at Ridgewood Lakes 140 MOSS LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$335,000

2 beds

|

2 baths

|

1,774 sq ft

|

House

140 MOSS LN, DAVENPORT, FL, 33837
Cindy Certified
1069 SANDPIPER LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33881
$379,999

4 beds

|

3 baths

|

2,034 sq ft

|

House

1069 SANDPIPER LOOP, WINTER HAVEN, FL, 3...
Cindy Certified
1150 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$261,990

5 beds

|

2 baths

|

1,739 sq ft

|

House

1150 AMBER WAVES CT, LAKE WALES, FL, 338...
High Vista at Ridgewood Lakes 238 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$332,500

2 beds

|

2 baths

|

1,877 sq ft

|

House

238 FLEMING LN, DAVENPORT, FL, 33837
Vienna Square 2338 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$200,000

2 beds

|

2 baths

|

1,246 sq ft

|

House

2338 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
Lake Ashton 4063 BIRKDALE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$294,900

2 beds

|

2 baths

|

1,530 sq ft

|

House

4063 BIRKDALE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Del Webb Orlando 333 NAVARRA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,000

3 beds

|

2 baths

|

2,028 sq ft

|

House

333 NAVARRA LN, 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
Del Webb Orlando 1012 SALAMANCA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$304,988

2 beds

|

2 baths

|

1,295 sq ft

|

House

1012 SALAMANCA PL, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Cindy Certified
1847 BUCKEYE RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$329,990

3 beds

|

2 baths

|

1,725 sq ft

|

House

1847 BUCKEYE RD, DAVENPORT, FL, 33837
Cindy Certified
120 PANDA WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$340,000

4 beds

|

2 baths

|

1,851 sq ft

|

House

120 PANDA WAY, 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.
Cindy Certified
4590 BROOKSHIRE PL, LAKE WALES, FL, 3389..., Lake Wales, FL 33898
$369,000

5 beds

|

3 baths

|

2,302 sq ft

|

House

4590 BROOKSHIRE PL, LAKE WALES, FL, 3389...
Del Webb Orlando 672 CORDOBA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$369,900

2 beds

|

2 baths

|

1,956 sq ft

|

House

672 CORDOBA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
High Vista at Ridgewood Lakes 347 ROYAL PALM DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$245,000

2 beds

|

2 baths

|

1,395 sq ft

|

House

347 ROYAL PALM DR, DAVENPORT, FL, 33837
Del Webb Orlando 442 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$424,900

3 beds

|

3 baths

|

2,581 sq ft

|

House

442 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Cindy Certified
870 BALLANTYNE DR, LAKE WALES, FL, 33898, Lake Wales, FL 33898
$315,000

4 beds

|

2 baths

|

1,822 sq ft

|

House

870 BALLANTYNE DR, LAKE WALES, FL, 33898
Cindy Certified
495 TAFT DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$299,900

3 beds

|

2 baths

|

1,405 sq ft

|

House

495 TAFT DR, DAVENPORT, FL, 33837
High Vista at Ridgewood Lakes 919 ASHTON DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$349,900

3 beds

|

2 baths

|

2,081 sq ft

|

House

919 ASHTON DR, DAVENPORT, FL, 33837
Preserve at Lakeside Landings 5852 MARSH LANDING DR, WINTER HAVEN, FL,..., Winter Haven, FL 33881
$324,900

4 beds

|

2 baths

|

2,091 sq ft

|

House

5852 MARSH LANDING DR, WINTER HAVEN, FL,...
Want to learn more about 55+ communities in Winter Haven? 55places can help!
Questions? Call us: (863) 656-3786
Del Webb Orlando 478 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$409,900

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
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.

Frequently Asked Questions


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