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

144 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

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

Vienna Square

$100ks - $200ks

Vienna Square, Winter Haven, FL

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

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

Questions? Call us: (863) 656-3786

Lake Henry Estates

$100ks - $300ks

Lake Henry Estates, Haines City, FL

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

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

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

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

Questions? Call us: (863) 656-3786

New Lake Ashton

4339 ASHTON CLUB DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859

$349,000

3 beds

2 baths

1,706 sq ft

House

4339 ASHTON CLUB DR, LAKE WALES, FL, 338...

Community: Lake Ashton

New 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

Community: High Vista at Ridgewood Lakes

New 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

New Lake Ashton

4136 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$320,000

2 beds

2 baths

1,503 sq ft

House

4136 ABERDEEN LN, LAKE WALES, FL, 33859

Community: Lake Ashton

New 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

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

Questions? Call us: (863) 656-3786

New 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

Community: High Vista at Ridgewood Lakes

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

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

$355,000

2 beds

2 baths

1,797 sq ft

House

3863 BEDFORD AVE, WINTER HAVEN, FL, 3388...

Community: Traditions at Lake Ruby

Traditions at Lake Ruby

4040 CARTERET DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$269,000

2 beds

2 baths

1,599 sq ft

House

4040 CARTERET DR, WINTER HAVEN, FL, 3388...

Community: Traditions at Lake Ruby

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

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

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

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

Traditions at Lake Ruby

2708 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884

$269,999

3 beds

2 baths

1,561 sq ft

House

2708 ATTWATER LOOP, WINTER HAVEN, FL, 33...

Community: Traditions at Lake Ruby

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

Community: High Vista at Ridgewood Lakes

Lake Ashton

5352 NICKLAUS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$369,900

2 beds

2 baths

2,354 sq ft

House

5352 NICKLAUS DR, WINTER HAVEN, FL, 3388...

Community: Lake Ashton

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

192 MONTORO LN, DAVENPORT, FL, 33837, Davenport, FL 33837

$429,900

2 beds

2 baths

2,168 sq ft

House

192 MONTORO 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

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

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

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

Questions? Call us: (863) 656-3786

Lake Ashton

1347 OAKMONT DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$384,900

3 beds

2 baths

1,712 sq ft

House

1347 OAKMONT DR, WINTER HAVEN, FL, 33884

Community: Lake Ashton

Traditions at Lake Ruby

3473 RALEIGH DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$215,000

2 beds

2 baths

1,118 sq ft

House

3473 RALEIGH DR, WINTER HAVEN, FL, 33884

Community: Traditions at Lake Ruby

Del Webb Orlando

349 TOLDEDO RD, DAVENPORT, FL, 33837, Davenport, FL 33837

$317,000

2 beds

2 baths

1,468 sq ft

House

349 TOLDEDO RD, DAVENPORT, FL, 33837

Community: Del Webb Orlando

Vienna Square

1678 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884

$258,500

2 beds

2 baths

1,158 sq ft

House

1678 LINZ CT, WINTER HAVEN, FL, 33884

Community: Vienna Square

Vienna Square

2350 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884

$245,000

2 beds

2 baths

1,521 sq ft

House

2350 SALZBURG LOOP, WINTER HAVEN, FL, 33...

Community: Vienna Square

Del Webb Orlando

715 ASTURIAS RD, DAVENPORT, FL, 33837, Davenport, FL 33837

$434,900

2 beds

2 baths

2,056 sq ft

House

715 ASTURIAS RD, DAVENPORT, FL, 33837

Community: Del Webb Orlando

Traditions at Lake Ruby

4019 CARTERET DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$274,900

2 beds

2 baths

1,719 sq ft

House

4019 CARTERET DR, WINTER HAVEN, FL, 3388...

Community: Traditions at Lake Ruby

Carlsberg Estates on Lake Suzanne

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

$275,000

3 beds

3 baths

1,744 sq ft

House

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

Community: Carlsberg Estates on Lake Suzanne

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

Questions? Call us: (863) 656-3786

Del Webb Orlando

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

$419,000

3 beds

2 baths

2,028 sq ft

House

333 NAVARRA LN, DAVENPORT, FL, 33837

Community: Del Webb Orlando

Traditions at Lake Ruby

4020 CARTERET DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$419,900

4 beds

3 baths

2,282 sq ft

House

4020 CARTERET DR, WINTER HAVEN, FL, 3388...

Community: Traditions at Lake Ruby

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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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144 homes

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

12 communities near Winter Haven

144 homes near Winter Haven

3 beds

2 baths

1,706 sq ft

House

3 beds

2 baths

1,856 sq ft

House

2 beds

2 baths

1,358 sq ft

House

2 beds

2 baths

1,503 sq ft

House

3 beds

2 baths

2,107 sq ft

House

2 beds

2 baths

1,776 sq ft

House

3 beds

2 baths

2,354 sq ft

House

3 beds

2 baths

1,589 sq ft

House

3 beds

4 baths

2,968 sq ft

House

4 beds

2 baths

2,676 sq ft

House

2 beds

2 baths

1,797 sq ft

House

2 beds

2 baths

1,599 sq ft

House

2 beds

2 baths

1,465 sq ft

House

3 beds

2 baths

2,255 sq ft

House

3 beds

2 baths

2,058 sq ft

House

2 beds

2 baths

1,273 sq ft

House

3 beds

2 baths

1,561 sq ft

House

2 beds

2 baths

1,797 sq ft

House

2 beds

2 baths

2,354 sq ft

House

3 beds