Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale - Page 9

466 homes near Lakeland-Winter Haven Area

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Highland Fairways

$100ks - $300ks

Highland Fairways, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes

5 rating (1 reviews)

Cypress Lakes

$100ks

Cypress Lakes, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes

5 rating (3 reviews)

Lake Ashton

$200ks - $500ks

Lake Ashton, Lake Wales, FL

Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes

5 rating (1 reviews)

Sandpiper Golf & Coun...

$100ks - $300ks

Sandpiper Golf & Coun..., Lakeland, FL

New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes

5 rating (4 reviews)

Highlands Ridge

<$100k - $300ks

Highlands Ridge, Avon Park, FL

New and Resale | 55+ age-restricted | Built 1990 - present | 850 homes

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

Questions? Call us: (863) 344-5798

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

5 rating (1 reviews)

Silver Lakes

$100ks - $300ks

Silver Lakes, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1996 - 2001 | 148 homes

Lake Henry Estates

$100ks - $300ks

Lake Henry Estates, Haines City, FL

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

Colonnades

$100ks - $200ks

Colonnades, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1985 - 1994 | 360 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.

Lake James

$300ks

Lake James, Lakeland, FL

New and Resale | 55+ age-restricted | Built 2004 - present | 216 homes

4.7 rating (18 reviews)

Solivita

$300ks - $700ks

Solivita, Kissimmee, FL

New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes

Foxwood Lake Estates

$100ks - $200ks

Foxwood Lake Estates, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 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

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

Questions? Call us: (863) 344-5798

Tomoka Heights

$100ks - $300ks

Tomoka Heights, Lake Placid, FL

Resale Only | 55+ age-restricted | Built 1982 - 2018 | 460 homes

Tohoqua Reserve

$300ks - $600ks

Tohoqua Reserve, Kissimmee, FL

New Construction | 55+ age-restricted | Built 2021 - present | 258 homes

5 rating (4 reviews)

Carillon Lakes

$200ks - $400ks

Carillon Lakes, Lakeland, FL

Resale Only | Age-targeted | Built 2000 - 2006 | 650 homes

Lakes at Laurel Highlands

$200ks - $300ks

Lakes at Laurel Highlands, Lakeland, FL

New Construction | Age-targeted | Built 2017 - present | 65 homes

Covered Bridge

$100ks

Covered Bridge, Lake Placid, FL

New and Resale | 55+ age-restricted | Built 1974 - present | 230 homes

Thunderbird Hill

$100ks - $200ks

Thunderbird Hill, Sebring, FL

Resale Only | 55+ age-restricted | Built 1984 - 2000 | 103 homes

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

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

Questions? Call us: (863) 344-5798

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

2 rating (1 reviews)

Heritage Landings

$200ks - $300ks

Heritage Landings, Lakeland, FL

New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 homes

3 rating (1 reviews)

Cormorant Point

$100ks - $200ks

Cormorant Point, Sebring, FL

Resale Only | 55+ age-restricted | Built 1981 - 2007 | 150 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

Hidden Creek

$100ks - $200ks

Hidden Creek, Sebring, FL

Resale Only | 55+ age-restricted | Built 1986 - 2007 | 55 homes

Preserve at Lakeside Land...

$200ks - $300ks

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

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

Ashley Oaks

$100ks

Ashley Oaks, Sebring, FL

Resale Only | 55+ age-restricted | Built 2001 - 2004 | 44 homes

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

Questions? Call us: (863) 344-5798

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

4489 STRATHMORE DR, LAKE WALES, FL, 3385...

House

428 BEL AIR WAY, KISSIMMEE, FL, 34759

1620 FOXWAY DR, LAKELAND, FL, 33810

House

710 ASTURIAS RD, DAVENPORT, FL, 33837

Community: Del Webb Orlando

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

Questions? Call us: (863) 344-5798

Tomoka Heights

124 CRESTVIEW CT, LAKE PLACID, FL, 33852, Lake Placid, FL 33852

$345,000

2 beds

2 baths

2,008 sq ft

House

124 CRESTVIEW CT, LAKE PLACID, FL, 33852

Community: Tomoka Heights

Sandpiper Golf & Country Club

6381 EGRET DR 28, LAKELAND, FL, 33809, Lakeland, FL 33809

$232,000

2 beds

2 baths

941 sq ft

Villa

6381 EGRET DR 28, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

Solivita

154 RANCHO MIRAGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759

$599,000

3 beds

4 baths

2,616 sq ft

House

154 RANCHO MIRAGE DR, KISSIMMEE, FL, 347...

Community: Solivita

Solivita

157 SAND PIPER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$324,990

3 beds

3 baths

2,267 sq ft

House

157 SAND PIPER DR, KISSIMMEE, FL, 34759

Community: Solivita

Carillon Lakes

4344 WHISTLEWOOD CIR, LAKELAND, FL, 3381..., Lakeland, FL 33811

$627,000

5 beds

4 baths

3,461 sq ft

House

4344 WHISTLEWOOD CIR, LAKELAND, FL, 3381...

Community: Carillon Lakes

Sandpiper Golf & Country Club

6222 CRANE DR, LAKELAND, FL, 33809, Lakeland, FL 33809

$265,000

2 beds

2 baths

1,318 sq ft

House

6222 CRANE DR, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

Del Webb Orlando

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

$359,900

3 beds

2 baths

1,713 sq ft

House

418 DEL SOL AVE, DAVENPORT, FL, 33837

Community: Del Webb Orlando

Del Webb Orlando

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

$399,920

2 beds

2 baths

1,728 sq ft

House

300 DEL SOL AVE, DAVENPORT, FL, 33837

Community: Del Webb Orlando

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

Questions? Call us: (863) 344-5798

Del Webb Orlando

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

$417,900

4 beds

3 baths

2,616 sq ft

House

507 CADIZ DR, DAVENPORT, FL, 33837

Community: Del Webb Orlando

Lake Ashton

5225 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884

$420,000

3 beds

2 baths

2,031 sq ft

House

5225 PEBBLE BEACH BLVD, WINTER HAVEN, FL...

Community: Lake Ashton

Tohoqua Reserve

1873 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744

$350,000

3 beds

2 baths

1,559 sq ft

Villa

1873 SPRING SHOWER CIR, KISSIMMEE, FL, 3...

Community: Tohoqua Reserve

Solivita

159 CASAVISTA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$429,000

2 beds

2 baths

1,771 sq ft

House

159 CASAVISTA DR, KISSIMMEE, FL, 34759

Community: Solivita

Lake Ashton

6212 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884

$412,000

3 beds

2 baths

2,175 sq ft

House

6212 PINEHURST LOOP, WINTER HAVEN, FL, 3...

Community: Lake Ashton

Solivita

1062 UMBRIA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$329,500

2 beds

2 baths

1,655 sq ft

House

1062 UMBRIA DR, KISSIMMEE, FL, 34759

Community: Solivita

Solivita

448 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$250,000

2 beds

2 baths

1,507 sq ft

House

448 GRAND CANAL DR, KISSIMMEE, FL, 34759

Community: Solivita

Solivita

141 LEMON GROVE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$659,900

4 beds

5 baths

2,917 sq ft

House

141 LEMON GROVE DR, KISSIMMEE, FL, 34759

Community: Solivita

Highland Fairways

3279 PEBBLE BEND DR, LAKELAND, FL, 33810, Lakeland, FL 33810

$235,000

2 beds

2 baths

1,456 sq ft

Manufactured Home

3279 PEBBLE BEND DR, LAKELAND, FL, 33810

Community: Highland Fairways

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

Questions? Call us: (863) 344-5798

Highland Fairways

2324 SEA ISLAND CIR, LAKELAND, FL, 33810, Lakeland, FL 33810

$210,000

2 beds

2 baths

1,355 sq ft

House

2324 SEA ISLAND CIR, LAKELAND, FL, 33810

Community: Highland Fairways

Solivita

128 RIALTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$319,000

2 beds

2 baths

1,398 sq ft

House

128 RIALTO RD, KISSIMMEE, FL, 34759

Community: Solivita

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Lakeland-Winter Haven Area

Frequently Asked Questions

What size 55+ communities are there in the Lakeland-Winter Haven Area?

In the Lakeland-Winter Haven Area, there are 3 large communities with over 1000 homes, 5 medium communities with 500-1000 homes, and 19 small communities with less than 500 homes.

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

The smallest 55+ communities in the Lakeland-Winter Haven Area has 44 homes, the largest has 1604 homes, and the average communities consists of 387 homes.

Are there new 55+ homes available in the Lakeland-Winter Haven Area?

Yes, there are new 55+ homes available in the Lakeland-Winter Haven Area. The most recent communities started in the Lakeland-Winter Haven Area include Lakes at Laurel Highlands, Heritage Landings, Preserve at Lakeside Landings. There are also 7 communities in the Lakeland-Winter Haven Area that offer new construction homes, including Lakes at Laurel Highlands, Lake James, Sandpiper Golf & Country Club.

Are there gated 55+ communities in the Lakeland-Winter Haven Area?

Yes, there are gated 55+ communities in the Lakeland-Winter Haven Area. Approximately 63.0% of 55+ communities in the area are gated. For instance, Lakes at Laurel Highlands is a gated communities with 65 homes, and Lake Henry Estates is another gated communities with 280 homes.

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

On average, listings in 55+ communities in the Lakeland-Winter Haven Area stay on the market for around 212 days. The average price of homes for sale in these communities is approximately $272,454, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Lake James average around $484,614, while homes in Highland Fairways average around $251,587.

Want to learn more about 55+ communities in the Lakeland-Winter Haven Area?

Insights and market stats
Instant new home alerts
Answers from local 55+ experts

Want to learn more about 55+ communities in Lakeland-Winter Haven Area?

Call us: (863) 344-5798

466 homes

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© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Feb 26, 2026.
This application does not include information on all of the properties available for sale at this time.

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Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale - Page 9

31 communities near Lakeland-Winter Haven Area

466 homes near Lakeland-Winter Haven Area

2 beds

2 baths

1,385 sq ft

House

2 beds

2 baths

1,274 sq ft

Manufactured Home

3 beds

2 baths

1,784 sq ft

House

2 beds

2 baths

768 sq ft

Manufactured Home

2 beds

2 baths

1,530 sq ft

House

2 beds

2 baths

1,066 sq ft

Modular

2 beds

2 baths

1,560 sq ft

House

2 beds

2 baths

1,688 sq ft

House

3 beds

2 baths

1,935 sq ft

House

2 beds

2 baths

2,023 sq ft

House

3 beds

2 baths

1,606 sq ft

House

2 beds

2 baths

1,278 sq ft

House

3 beds

2 baths

1,800 sq ft

Manufactured Home

2 beds

2 baths

2,064 sq ft

House

2 beds

2 baths

1,164 sq ft

Villa

3 beds

2 baths

1,637 sq ft

House

2 beds

2 baths

1,545 sq ft

House

3 beds

2 baths

1,847 sq ft

House

2 beds

2 baths

1,456 sq ft

Manufactured Home

3 beds