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

472 homes near Lakeland-Winter Haven Area

Sort by:

Relevance

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 - $200Ks

Cypress Lakes, Lakeland, FL

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

5 rating (1 reviews)

Sandpiper Golf & Coun...

$200Ks - $400Ks

Sandpiper Golf & Coun..., Lakeland, FL

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

5 rating (4 reviews)

Highlands Ridge

<$100k - $400Ks

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 - $400Ks

Traditions at Lake Ruby, Winter Haven, FL

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

5 rating (1 reviews)

Silver Lakes

$200Ks - $400Ks

Silver Lakes, Lakeland, FL

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

Lake Henry Estates

$200Ks

Lake Henry Estates, Haines City, FL

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

Colonnades

$100Ks - $300Ks

Colonnades, Lakeland, FL

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

Lake James

$300Ks - $500Ks

Lake James, Lakeland, FL

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

5 rating (4 reviews)

Carillon Lakes

$200Ks - $600Ks

Carillon Lakes, Lakeland, FL

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

Foxwood Lake Estates

$100Ks - $200Ks

Foxwood Lake Estates, Lakeland, FL

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

Tomoka Heights

$200Ks - $600Ks

Tomoka Heights, Lake Placid, FL

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

Covered Bridge

$100Ks - $200Ks

Covered Bridge, Lake Placid, FL

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

Vienna Square

$200Ks - $300Ks

Vienna Square, Winter Haven, FL

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

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

Questions? Call us: (863) 344-5798

Carlsberg Estates on Lake...

$200Ks - $300Ks

Carlsberg Estates on Lake..., Lake Wales, FL

Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes

3 rating (1 reviews)

Cormorant Point

$200Ks

Cormorant Point, Sebring, FL

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

Thunderbird Hill

$100Ks - $200Ks

Thunderbird Hill, Sebring, FL

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

2 rating (1 reviews)

Heritage Landings

$300Ks

Heritage Landings, Lakeland, FL

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

Lakes at Laurel Highlands

$300Ks

Lakes at Laurel Highlands, Lakeland, FL

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

Hidden Creek

$200Ks

Hidden Creek, Sebring, FL

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

Poinsettia Heights

$100Ks - $200Ks

Poinsettia Heights, Winter Haven, FL

Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes

Oakview

$100Ks - $200Ks

Oakview, Winter Haven, FL

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

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

Questions? Call us: (863) 344-5798

Preserve at Lakeside Land...

$300Ks

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

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

Ashley Oaks

$200Ks

Ashley Oaks, Sebring, FL

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

4.7 rating (18 reviews)

Solivita

$100Ks - $600Ks

Solivita, Kissimmee, FL

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

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

Tohoqua Reserve

$300Ks - $400Ks

Tohoqua Reserve, Kissimmee, FL

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

Highlands Ridge

4287 NORTH COURSE LN, AVON PARK, FL, 338..., Avon Park, FL 33825

$419,900

3 beds

2 baths

2,127 sq ft

House

4287 NORTH COURSE LN, AVON PARK, FL, 338...

Community: Highlands Ridge

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

2877 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884

$215,000

2 beds

2 baths

1,385 sq ft

Villa

2877 ATTWATER LOOP, WINTER HAVEN, FL, 33...

Community: Traditions at Lake Ruby

Solivita

145 PALAZZO LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$224,999

2 beds

2 baths

1,102 sq ft

House

145 PALAZZO LN, KISSIMMEE, FL, 34759

Community: Solivita

Solivita

780 MYSTIC HILL CT, POINCIANA, FL, 34759, Poinciana, FL 34759

$399,000

2 beds

3 baths

2,053 sq ft

House

780 MYSTIC HILL CT, POINCIANA, FL, 34759

Condo

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

Community: Lake Ashton

Covered Bridge

10 PINECREST ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852

$189,999

2 beds

2 baths

864 sq ft

Mobile Home

10 PINECREST ST, LAKE PLACID, FL, 33852

Community: Covered Bridge

Solivita

789 CIELO TRL, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$496,000

3 beds

3 baths

2,427 sq ft

House

789 CIELO TRL, KISSIMMEE, FL, 34759

Community: Solivita

Solivita

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

$434,000

2 beds

2 baths

1,771 sq ft

House

159 CASAVISTA DR, KISSIMMEE, FL, 34759

Community: Solivita

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

Questions? Call us: (863) 344-5798

Lake Ashton

4048 PHOENICIAN WAY, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884

$475,000

3 beds

2 baths

2,354 sq ft

House

4048 PHOENICIAN WAY, WINTER HAVEN, FL, 3...

Community: Lake Ashton

Solivita

1029 UMBRIA DR, POINCIANA, FL, 34759, Poinciana, FL 34759

$298,000

2 beds

2 baths

1,365 sq ft

House

1029 UMBRIA DR, POINCIANA, FL, 34759

Community: Solivita

Colonnades

$257,000

2 beds

2 baths

1,534 sq ft

House

4846 COLONNADES CLUB BLVD, LAKELAND, FL,...

Community: Colonnades

Highland Fairways

2259 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810

$284,000

3 beds

2 baths

1,665 sq ft

House

2259 GRAND CYPRESS DR, LAKELAND, FL, 338...

Community: Highland Fairways

Highland Fairways

1958 LONG BOAT DR, LAKELAND, FL, 33810, Lakeland, FL 33810

$295,000

2 beds

2 baths

1,657 sq ft

House

1958 LONG BOAT DR, LAKELAND, FL, 33810

Community: Highland Fairways

Lake Ashton

6265 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884

$525,000

3 beds

2 baths

2,521 sq ft

House

6265 PINEHURST LOOP, WINTER HAVEN, FL, 3...

Community: Lake Ashton

Solivita

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

$209,000

2 beds

2 baths

1,388 sq ft

House

200 GRAND CANAL DR, KISSIMMEE, FL, 34759

Community: Solivita

Solivita

506 TAPATIO LN, POINCIANA, FL, 34759, Poinciana, FL 34759

$549,000

3 beds

3 baths

2,509 sq ft

House

506 TAPATIO LN, POINCIANA, FL, 34759

Community: Solivita

Lake Ashton

4120 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$879,000

3 beds

4 baths

2,968 sq ft

House

4120 LIMERICK DR, LAKE WALES, FL, 33859

Community: Lake Ashton

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+ 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

$426,900

4 beds

3 baths

2,616 sq ft

House

507 CADIZ DR, DAVENPORT, FL, 33837

Community: Del Webb Orlando

Carillon Lakes

4220 WINDCHIME LN, LAKELAND, FL, 33811, Lakeland, FL 33811

$335,000

3 beds

2 baths

1,735 sq ft

House

4220 WINDCHIME LN, LAKELAND, FL, 33811

Community: Carillon Lakes

Solivita

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

$319,900

2 beds

2 baths

2,038 sq ft

House

253 SAND PIPER DR, KISSIMMEE, FL, 34759

Community: Solivita

Solivita

540 GENOA DR, POINCIANA, FL, 34759, Poinciana, FL 34759

$329,900

3 beds

2 baths

1,817 sq ft

House

540 GENOA DR, POINCIANA, FL, 34759

Community: Solivita

Solivita

759 VILLA PARK RD, POINCIANA, FL, 34759, Poinciana, FL 34759

$474,000

2 beds

3 baths

2,956 sq ft

House

759 VILLA PARK RD, POINCIANA, FL, 34759

Community: Solivita

Highlands Ridge

2835 S MAINSAIL DR, AVON PARK, FL, 33825, Avon Park, FL 33825

$119,000

2 beds

2 baths

1,200 sq ft

Mobile Home

2835 S MAINSAIL DR, AVON PARK, FL, 33825

Community: Highlands Ridge

Tohoqua Reserve

1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744

$415,000

3 beds

2 baths

1,701 sq ft

House

1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3...

Community: Tohoqua Reserve

Tomoka Heights

115 TOMOKA BLVD, LAKE PLACID, FL, 33852, Lake Placid, FL 33852

$240,000

2 beds

2 baths

1,521 sq ft

Villa

115 TOMOKA BLVD, LAKE PLACID, FL, 33852

Community: Tomoka Heights

Lakes at Laurel Highlands

2162 BLUE HIGHLANDS DR, LAKELAND, FL, 33..., Lakeland, FL 33811

$314,900

3 beds

2 baths

1,784 sq ft

House

2162 BLUE HIGHLANDS DR, LAKELAND, FL, 33...

Community: Lakes at Laurel Highlands

Solivita

2502 PALM TREE DR, POINCIANA, FL, 34759, Poinciana, FL 34759

$308,000

2 beds

2 baths

1,539 sq ft

Townhouse

2502 PALM TREE DR, POINCIANA, FL, 34759

House

205 CUNNINGHAM DR, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

1 2 3 4 5 6 7 8 9 10 11…12

Home
Florida
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

472 homes near Lakeland-Winter Haven Area

Remove Boundaries ×

Map Satellite

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2025 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: Dec 06, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

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

31 communities near Lakeland-Winter Haven Area

472 homes near Lakeland-Winter Haven Area

3 beds

2 baths

2,127 sq ft

House

3 beds

2 baths

1,508 sq ft

House

2 beds

2 baths

1,385 sq ft

Villa

2 beds

2 baths

1,102 sq ft

House

2 beds

3 baths

2,053 sq ft

House

2 beds

2 baths

1,209 sq ft

Villa

3 beds

2 baths

1,700 sq ft

Mobile Home

2 beds

2 baths

1,595 sq ft

House

3 beds

2 baths

1,827 sq ft

House

2 beds

2 baths

1,523 sq ft

House

2 beds

2 baths

1,521 sq ft

Villa

3 beds

2 baths

1,362 sq ft

Condo

2 beds

2 baths

864 sq ft

Mobile Home

3 beds

3 baths

2,427 sq ft

House

2 beds

2 baths

1,771 sq ft

House

3 beds

2 baths

2,354 sq ft

House

2 beds

2 baths

1,365 sq ft

House

2 beds

2 baths

1,534 sq ft

House

3 beds

2 baths

1,665 sq ft

House

2 beds