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

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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

$300Ks - $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

Lake Ashton

1336 OAKMONT DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$695,000

3 beds

2 baths

2,773 sq ft

House

1336 OAKMONT DR, WINTER HAVEN, FL, 33884

Community: Lake Ashton

Traditions at Lake Ruby

2733 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884

$369,000

3 beds

3 baths

2,032 sq ft

House

2733 ATTWATER LOOP, WINTER HAVEN, FL, 33...

Community: Traditions at Lake Ruby

Lake Ashton

4276 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$625,000

2 beds

2 baths

2,328 sq ft

House

4276 DUNMORE DR, LAKE WALES, FL, 33859

Community: Lake Ashton

Del Webb Orlando

333 NAVARRA LN, DAVENPORT, FL, 33837, Davenport, FL 33837

$434,900

3 beds

2 baths

2,028 sq ft

House

333 NAVARRA LN, DAVENPORT, FL, 33837

Community: Del Webb Orlando

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

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

Traditions at Lake Ruby

3023 CANEEL ST, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$240,000

2 beds

2 baths

1,385 sq ft

Townhouse

3023 CANEEL ST, WINTER HAVEN, FL, 33884

Community: Traditions at Lake Ruby

Traditions at Lake Ruby

2825 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884

$233,000

2 beds

2 baths

1,385 sq ft

Villa

2825 ATTWATER LOOP, WINTER HAVEN, FL, 33...

Community: Traditions at Lake Ruby

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

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

Carlsberg Estates on Lake Suzanne

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

$218,900

2 beds

2 baths

1,170 sq ft

House

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

Community: Carlsberg Estates on Lake Suzanne

Lake Ashton

2204 ASHTON PALMS DR # 2204, LAKE WALES,..., Lake Wales, FL 33859

$225,000

3 beds

2 baths

1,362 sq ft

Condo

2204 ASHTON PALMS DR # 2204, LAKE WALES,...

Community: Lake Ashton

Lake Ashton

3064 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$429,000

3 beds

2 baths

2,394 sq ft

House

3064 DUNMORE DR, LAKE WALES, FL, 33859

Community: Lake Ashton

Del Webb Orlando

503 VIGO ST, DAVENPORT, FL, 33837, Davenport, FL 33837

$323,000

2 beds

2 baths

1,468 sq ft

House

503 VIGO ST, 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

High Vista at Ridgewood Lakes

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

$319,499

2 beds

2 baths

1,724 sq ft

House

225 HIGH VISTA DR, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

Traditions at Lake Ruby

3986 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$399,900

4 beds

3 baths

2,320 sq ft

House

3986 BEDFORD AVE, WINTER HAVEN, FL, 3388...

Community: Traditions at Lake Ruby

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

4189 CANNES AVE, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$250,000

3 beds

2 baths

1,385 sq ft

House

4189 CANNES AVE, LAKE WALES, FL, 33859

Community: Carlsberg Estates on Lake Suzanne

Del Webb Orlando

710 ASTURIAS RD, DAVENPORT, FL, 33837, Davenport, FL 33837

$445,000

2 beds

2 baths

2,080 sq ft

House

710 ASTURIAS RD, DAVENPORT, FL, 33837

Community: Del Webb Orlando

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

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

Del Webb Orlando

208 ALMERIA WAY, DAVENPORT, FL, 33837, Davenport, FL 33837

$429,900

2 beds

2 baths

1,927 sq ft

House

208 ALMERIA WAY, DAVENPORT, FL, 33837

Community: Del Webb Orlando

High Vista at Ridgewood Lakes

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

$324,000

2 beds

2 baths

1,776 sq ft

House

116 FLEMING LN, 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

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

Del Webb Orlando

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

$429,900

3 beds

3 baths

2,086 sq ft

House

336 DEL SOL AVE, DAVENPORT, FL, 33837

Community: Del Webb Orlando

New 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

Lake Henry Estates

543 CLUBHILL DR, HAINES CITY, FL, 33844, Haines City, FL 33844

$269,900

2 beds

2 baths

1,868 sq ft

House

543 CLUBHILL DR, HAINES CITY, FL, 33844

Community: Lake Henry Estates

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

Questions? Call us: (863) 656-3786

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

Traditions at Lake Ruby

4016 CARTERET DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$421,900

4 beds

3 baths

1,927 sq ft

House

4016 CARTERET DR, WINTER HAVEN, FL, 3388...

Community: Traditions at Lake Ruby

Del Webb Orlando

224 GRANADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837

$439,900

3 beds

2 baths

1,926 sq ft

House

224 GRANADA LN, DAVENPORT, FL, 33837

Community: Del Webb Orlando

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

High Vista at Ridgewood Lakes

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

$279,900

3 beds

2 baths

1,862 sq ft

House

29 HIGH VISTA DR, 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

New Traditions at Lake Ruby

2925 DAYTON DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$310,000

3 beds

2 baths

2,109 sq ft

House

2925 DAYTON DR, WINTER HAVEN, FL, 33884

Community: Traditions at Lake Ruby

New Traditions at Lake Ruby

3622 PLYMOUTH DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$299,000

2 beds

2 baths

1,935 sq ft

House

3622 PLYMOUTH DR, WINTER HAVEN, FL, 3388...

Community: Traditions at Lake Ruby

Lake Ashton

4188 MUIRFIELD LOOP, LAKE WALES, FL, 338..., Lake Wales, FL 33859

$290,000

2 beds

2 baths

1,520 sq ft

House

4188 MUIRFIELD LOOP, LAKE WALES, FL, 338...

Community: Lake Ashton

Lake Ashton

5197 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884

$355,000

2 beds

2 baths

1,677 sq ft

House

5197 PEBBLE BEACH BLVD, WINTER HAVEN, FL...

Community: Lake Ashton

Del Webb Orlando

210 TOMELLOSO WAY, DAVENPORT, FL, 33837, Davenport, FL 33837

$415,000

3 beds

3 baths

2,004 sq ft

House

210 TOMELLOSO WAY, 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

Traditions at Lake Ruby

3565 RALEIGH DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$280,000

3 beds

2 baths

1,866 sq ft

House

3565 RALEIGH DR, WINTER HAVEN, FL, 33884

Community: Traditions at Lake Ruby

High Vista at Ridgewood Lakes

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

$395,000

4 beds

3 baths

2,211 sq ft

House

457 GOLF VISTA CIR, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

Lake Ashton

5353 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$499,000

3 beds

2 baths

2,805 sq ft

House

5353 HOGAN LN, WINTER HAVEN, FL, 33884

Community: Lake Ashton

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

Questions? Call us: (863) 656-3786

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

5357 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$489,000

3 beds

2 baths

2,363 sq ft

House

5357 HOGAN LN, WINTER HAVEN, FL, 33884

Community: Lake Ashton

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

135 homes near Winter Haven

3 beds

2 baths

2,773 sq ft

House

3 beds

3 baths

2,032 sq ft

House

2 beds

2 baths

2,328 sq ft

House

3 beds

2 baths

2,028 sq ft

House

2 beds

2 baths

1,319 sq ft

House

2 beds

2 baths

1,385 sq ft

Townhouse

2 beds

2 baths

1,385 sq ft

Villa

2 beds

2 baths

1,530 sq ft

House

3 beds

2 baths

1,741 sq ft

House

2 beds

2 baths

1,170 sq ft

House

3 beds

2 baths

1,362 sq ft

Condo

3 beds

2 baths

2,394 sq ft

House

2 beds

2 baths

1,468 sq ft

House

2 beds

2 baths

1,724 sq ft

House

4 beds

3 baths

2,320 sq ft

House

3 beds

2 baths

1,385 sq ft

House

2 beds

2 baths

2,080 sq ft

House

2 beds

2 baths

1,956 sq ft

House

2 beds

2 baths

1,797 sq ft

House

2 beds