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

12 communities near Winter Haven

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3.8 rating (5 reviews)

Traditions at Lake Ruby

$200Ks - $400Ks

Traditions at Lake Ruby, Winter Haven, FL

Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 homes

Vienna Square

$200Ks - $300Ks

Vienna Square, Winter Haven, FL

New and Resale | 55+ age-restricted | Built 2007 - present | 181 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

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+ 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

Oakview

$100Ks - $200Ks

Oakview, Winter Haven, FL

Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes

Preserve at Lakeside Land...

$300Ks

Preserve at Lakeside Land..., Winter Haven, FL

Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes

5 rating (3 reviews)

Lake Ashton

$200Ks - $800Ks

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 - $400Ks

Del Webb Orlando, Davenport, FL

Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 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.

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

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 Henry Estates

$200Ks

Lake Henry Estates, Haines City, FL

Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 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+ 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

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...

Community: Traditions at Lake Ruby

Del Webb Orlando

672 CORDOBA DR, DAVENPORT, FL, 33837, Davenport, FL 33837

$389,900

2 beds

2 baths

1,956 sq ft

House

672 CORDOBA DR, DAVENPORT, FL, 33837

Community: Del Webb Orlando

Del Webb Orlando

613 CANTABRIA DR, DAVENPORT, FL, 33837, Davenport, FL 33837

$399,900

2 beds

2 baths

1,831 sq ft

House

613 CANTABRIA DR, DAVENPORT, FL, 33837

Community: Del Webb Orlando

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

High Vista at Ridgewood Lakes

457 GOLF VISTA CIR, DAVENPORT, FL, 33837, Davenport, FL 33837

$375,000

4 beds

3 baths

2,211 sq ft

House

457 GOLF VISTA CIR, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

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

Carlsberg Estates on Lake Suzanne

400 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859

$280,000

3 beds

3 baths

1,718 sq ft

House

400 LAKE SUZANNE DR, LAKE WALES, FL, 338...

Community: Carlsberg Estates on Lake Suzanne

Carlsberg Estates on Lake Suzanne

524 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859

$359,900

3 beds

3 baths

1,718 sq ft

House

524 LAKE SUZANNE DR, LAKE WALES, FL, 338...

Community: Carlsberg Estates on Lake Suzanne

Carlsberg Estates on Lake Suzanne

464 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859

$350,000

3 beds

2 baths

1,429 sq ft

House

464 LAKE SUZANNE DR, LAKE WALES, FL, 338...

Community: Carlsberg Estates on Lake Suzanne

Del Webb Orlando

208 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837

$499,500

4 beds

2 baths

2,249 sq ft

House

208 DEL SOL AVE, DAVENPORT, FL, 33837

Community: Del Webb Orlando

Del Webb Orlando

536 ARENA DR, DAVENPORT, FL, 33837, Davenport, FL 33837

$309,900

3 beds

2 baths

1,508 sq ft

House

536 ARENA DR, DAVENPORT, FL, 33837

Community: Del Webb Orlando

Lake Ashton

5384 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$365,000

2 beds

2 baths

1,682 sq ft

House

5384 HOGAN LN, WINTER HAVEN, FL, 33884

Community: Lake Ashton

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 Ashton

1142 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$464,900

3 beds

2 baths

2,045 sq ft

House

1142 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

Del Webb Orlando

451 PALENCIA PL, DAVENPORT, FL, 33837, Davenport, FL 33837

$459,900

3 beds

2 baths

2,182 sq ft

House

451 PALENCIA PL, DAVENPORT, FL, 33837

Community: Del Webb Orlando

Lake Ashton

4025 SABLE LOOP DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859

$575,000

4 beds

3 baths

2,923 sq ft

House

4025 SABLE LOOP DR, LAKE WALES, FL, 3385...

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

5325 NICKLAUS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$284,900

2 beds

2 baths

1,319 sq ft

House

5325 NICKLAUS DR, WINTER HAVEN, FL, 3388...

Community: Lake Ashton

Lake Ashton

4168 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$349,900

3 beds

2 baths

1,756 sq ft

House

4168 ABERDEEN LN, LAKE WALES, FL, 33859

Community: Lake Ashton

Lake Henry Estates

488 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844

$259,000

2 beds

2 baths

1,626 sq ft

House

488 SWEETWATER WAY, HAINES CITY, FL, 338...

Community: Lake Henry Estates

Lake Ashton

4063 BIRKDALE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$300,000

2 beds

2 baths

1,530 sq ft

House

4063 BIRKDALE DR, LAKE WALES, FL, 33859

Community: Lake Ashton

Lake Henry Estates

514 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844

$217,000

2 beds

2 baths

1,279 sq ft

House

514 SWEETWATER WAY, HAINES CITY, FL, 338...

Community: Lake Henry Estates

Traditions at Lake Ruby

2853 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884

$215,000

2 beds

2 baths

1,385 sq ft

Villa

2853 ATTWATER LOOP, WINTER HAVEN, FL, 33...

Community: Traditions at Lake Ruby

Want to learn more about 55+ communities in Winter Haven? 55places can help!

Questions? Call us: (863) 656-3786

Lake Ashton

4249 BERWICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$389,900

2 beds

2 baths

1,847 sq ft

House

4249 BERWICK DR, LAKE WALES, FL, 33859

Community: Lake Ashton

Lake Ashton

1124 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$378,000

3 beds

2 baths

2,113 sq ft

House

1124 SAWGRASS DR, WINTER HAVEN, FL, 3388...

Community: Lake Ashton

High Vista at Ridgewood Lakes

116 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837

$320,000

2 beds

2 baths

1,776 sq ft

House

116 FLEMING LN, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

Del Webb Orlando

507 CADIZ DR, DAVENPORT, FL, 33837, Davenport, FL 33837

$420,900

4 beds

3 baths

2,616 sq ft

House

507 CADIZ DR, DAVENPORT, FL, 33837

Community: Del Webb Orlando

Want to learn more about 55+ rental communities in Winter Haven? 55places can help!

Questions? Call us: (863) 656-3786

High Vista at Ridgewood Lakes

537 RIDGE VIEW DR, DAVENPORT, FL, 33837, Davenport, FL 33837

$350,000

2 beds

2 baths

1,797 sq ft

House

537 RIDGE VIEW DR, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

Lake Ashton

4232 ROEBELENII DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859

$344,900

3 beds

2 baths

1,941 sq ft

House

4232 ROEBELENII DR, LAKE WALES, FL, 3385...

Community: Lake Ashton

Lake Ashton

4576 BACK NINE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33884

$344,500

2 beds

2 baths

1,514 sq ft

House

4576 BACK NINE DR, WINTER HAVEN, FL, 338...

Community: Lake Ashton

Vienna Square

1614 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$225,000

2 beds

2 baths

1,164 sq ft

Villa

1614 LINZ CT, WINTER HAVEN, FL, 33884

Community: Vienna Square

Vienna Square

1703 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$259,000

2 beds

2 baths

1,164 sq ft

Villa

1703 LINZ CT, WINTER HAVEN, FL, 33884

Community: Vienna Square

Want to learn more about 55+ communities in Winter Haven? 55places can help!

Questions? Call us: (863) 656-3786

High Vista at Ridgewood Lakes

642 VISTA OAKS WAY, DAVENPORT, FL, 33837, Davenport, FL 33837

$324,000

3 beds

2 baths

1,781 sq ft

House

642 VISTA OAKS WAY, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

Lake Ashton

4072 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859

$355,000

3 beds

2 baths

1,820 sq ft

House

4072 STONE CREEK LOOP, LAKE WALES, FL, 3...

Community: Lake Ashton

High Vista at Ridgewood Lakes

46 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837

$349,000

3 beds

2 baths

1,816 sq ft

House

46 HIGH VISTA DR, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

High Vista at Ridgewood Lakes

247 TRAVIS LN, DAVENPORT, FL, 33837, Davenport, FL 33837

$289,900

2 beds

2 baths

1,596 sq ft

House

247 TRAVIS LN, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

High Vista at Ridgewood Lakes

100 MOSS LN, DAVENPORT, FL, 33837, Davenport, FL 33837

$399,000

3 beds

2 baths

2,051 sq ft

House

100 MOSS LN, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

Want to learn more about 55+ rental communities in Winter Haven? 55places can help!

Questions? Call us: (863) 656-3786

High Vista at Ridgewood Lakes

106 MOSSY OAK DR, DAVENPORT, FL, 33837, Davenport, FL 33837

$360,000

3 beds

2 baths

1,797 sq ft

House

106 MOSSY OAK DR, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

Lake Ashton

4433 VENTANA LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$479,900

3 beds

2 baths

2,512 sq ft

House

4433 VENTANA LN, LAKE WALES, FL, 33859

Community: Lake Ashton

Lake Henry Estates

669 WATERFORD DR, HAINES CITY, FL, 33844, Haines City, FL 33844

$232,000

3 beds

2 baths

1,741 sq ft

House

669 WATERFORD 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

Lake Henry Estates

497 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844

$280,000

2 beds

2 baths

1,747 sq ft

House

497 SWEETWATER WAY, HAINES CITY, FL, 338...

Community: Lake Henry Estates

Vienna Square

1709 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$259,000

2 beds

2 baths

1,164 sq ft

Villa

1709 LINZ CT, WINTER HAVEN, FL, 33884

Community: Vienna Square

Frequently Asked Questions

What size 55+ communities are there in Winter Haven?

In Winter Haven, there are no large communities, 1 medium community with 500-1000 homes, and 6 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Winter Haven?

The smallest 55+ communities in Winter Haven has 44 homes, the largest has 552 homes, and the average communities consists of 147 homes.

Are there new 55+ homes available in Winter Haven?

Yes, there is new 55+ home available in Winter Haven. The most recent communities started in Winter Haven include Preserve at Lakeside Landings, Vienna Square, Traditions at Lake Ruby. There is also 1 communities in Winter Haven that offers new construction homes, including Vienna Square.

Are there gated 55+ communities in Winter Haven?

Yes, there are gated 55+ communities in Winter Haven. Approximately 42.9% of 55+ communities in the area are gated. For instance, Traditions at Lake Ruby is a gated communities with 552 homes, and Preserve at Lakeside Landings is another gated communities with 44 homes.

How long do listings in 55+ communities in Winter Haven typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ communities in Winter Haven stay on the market for around 237 days. The average price of homes for sale in these communities is approximately $221,827, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Preserve at Lakeside Landings average around $337,000, while homes in Oakview average around $207,537.

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12 communities

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

12 communities near Winter Haven

136 homes near Winter Haven

2 beds

2 baths

1,517 sq ft

Villa

2 beds

2 baths

1,956 sq ft

House

2 beds

2 baths

1,831 sq ft

House

3 beds

2 baths

2,120 sq ft

House

4 beds

3 baths

2,211 sq ft

House

3 beds

3 baths

1,718 sq ft

House

3 beds

3 baths

1,718 sq ft

House

3 beds

2 baths

1,429 sq ft

House

4 beds

2 baths

2,249 sq ft

House

3 beds

2 baths

1,508 sq ft

House

2 beds

2 baths

1,682 sq ft

House

2 beds

2 baths

1,681 sq ft

House

3 beds

2 baths

2,045 sq ft

House

3 beds

2 baths

2,182 sq ft

House

4 beds

3 baths

2,923 sq ft

House

2 beds

2 baths

1,319 sq ft

House

3 beds

2 baths

1,756 sq ft

House

2 beds

2 baths

1,626 sq ft

House

2 beds

2 baths

1,530 sq ft

House

2 beds