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

32 communities 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
Lake James
$300ks
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.
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 homes
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Tomoka Heights
$100ks - $300ks
Tomoka Heights, Lake Placid, FL
Resale Only | 55+ age-restricted | Built 1982 - 2018 | 460 homes
Covered Bridge
$100ks
Covered Bridge, Lake Placid, FL
New and Resale | 55+ age-restricted | Built 1974 - present | 230 homes
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
Thunderbird Hill
$100ks - $200ks
Thunderbird Hill, Sebring, FL
Resale Only | 55+ age-restricted | Built 1984 - 2000 | 103 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
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.
Hidden Creek
$100ks - $200ks
Hidden Creek, Sebring, FL
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 55 homes
3 rating (1 reviews) Cormorant Point
$100ks - $200ks
Cormorant Point, Sebring, FL
Resale Only | 55+ age-restricted | Built 1981 - 2007 | 150 homes
5 rating (4 reviews) Carillon Lakes
$200ks - $400ks
Carillon Lakes, Lakeland, FL
Resale Only | Age-targeted | Built 2000 - 2006 | 650 homes
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
Lakes at Laurel Highlands
$200ks - $300ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 65 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
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...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 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
$200ks - $300ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 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.
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Ashley Oaks
$100ks
Ashley Oaks, Sebring, FL
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 44 homes
Solivita 513 BARCELONA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$295,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

513 BARCELONA DR, KISSIMMEE, FL, 34759
Community: Solivita
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
Carlsberg Estates on Lake Suzanne 364 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$284,900

2 beds

|

2 baths

|

1,387 sq ft

|

House

364 LAKE SUZANNE DR, LAKE WALES, FL, 338...
New
Cindy Certified
1020 CAMBRIDGE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33881
$279,900

4 beds

|

2 baths

|

1,500 sq ft

|

House

1020 CAMBRIDGE DR, WINTER HAVEN, FL, 338...
New Highland Fairways 1816 MASTERS LN, LAKELAND, FL, 33810, Lakeland, FL 33810
$215,000

2 beds

|

2 baths

|

1,325 sq ft

|

House

1816 MASTERS LN, 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
New Tohoqua Reserve 1880 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$349,990

2 beds

|

2 baths

|

1,559 sq ft

|

House

1880 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
New Highlands Ridge 4315 N COURSE LN, AVON PARK, FL, 33825, Avon Park, FL 33825
$464,900

2 beds

|

2 baths

|

2,135 sq ft

|

House

4315 N COURSE LN, AVON PARK, FL, 33825
Community: Highlands Ridge
New Lake Henry Estates 596 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$210,000

2 beds

|

2 baths

|

1,345 sq ft

|

House

596 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
New Lake James 2341 LAKE JAMES WAY, LAKELAND, FL, 33810, Lakeland, FL 33810
$535,000

3 beds

|

2 baths

|

2,104 sq ft

|

House

2341 LAKE JAMES WAY, LAKELAND, FL, 33810
Community: Lake James
New
Cindy Certified
2259 CANYON OAK DR DR, DAVENPORT, FL, 33..., Davenport, FL 33837
$275,000

3 beds

|

2 baths

|

1,420 sq ft

|

House

2259 CANYON OAK DR DR, DAVENPORT, FL, 33...
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.
New Sandpiper Golf & Country Club 6218 CRANE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$332,000

3 beds

|

2 baths

|

1,598 sq ft

|

House

6218 CRANE DR, LAKELAND, FL, 33809
New Sandpiper Golf & Country Club 6004 SANDERLING DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$275,000

2 beds

|

2 baths

|

1,606 sq ft

|

House

6004 SANDERLING DR, LAKELAND, FL, 33809
New Sandpiper Golf & Country Club 6087 SEAGULL LN, LAKELAND, FL, 33809, Lakeland, FL 33809
$299,900

3 beds

|

2 baths

|

1,899 sq ft

|

House

6087 SEAGULL LN, LAKELAND, FL, 33809
New Tohoqua Reserve 1989 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$399,000

3 beds

|

2 baths

|

2,087 sq ft

|

House

1989 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
New High Vista at Ridgewood Lakes 140 MOSS LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$335,000

2 beds

|

2 baths

|

1,774 sq ft

|

House

140 MOSS LN, DAVENPORT, FL, 33837
New Highlands Ridge 3425 E SAINT ANDREWS DR, AVON PARK, FL, ..., Avon Park, FL 33825
$269,900

3 beds

|

2 baths

|

1,755 sq ft

|

House

3425 E SAINT ANDREWS DR, AVON PARK, FL, ...
Community: Highlands Ridge
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
New Lake James 2309 LAKE JAMES WAY, LAKELAND, FL, 33810, Lakeland, FL 33810
$429,900

2 beds

|

2 baths

|

1,931 sq ft

|

House

2309 LAKE JAMES WAY, LAKELAND, FL, 33810
Community: Lake James
New
Cindy Certified
4016 ABERNATHY AVE, SEBRING, FL, 33875, Sebring, FL 33875
$299,999

3 beds

|

2 baths

|

1,539 sq ft

|

House

4016 ABERNATHY AVE, SEBRING, FL, 33875
New Esplanade at Westview 4488 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$333,990

2 beds

|

2 baths

|

1,872 sq ft

|

House

4488 OCHOS RIOS PL, KISSIMMEE, FL, 34758
New Esplanade at Westview 4482 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$329,990

2 beds

|

2 baths

|

1,872 sq ft

|

House

4482 OCHOS RIOS PL, KISSIMMEE, FL, 34758
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.
New Lake James 7953 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$495,000

2 beds

|

2 baths

|

1,966 sq ft

|

House

7953 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
New Highlands Ridge 4022 CARTER CREEK DR, AVON PARK, FL, 338..., Avon Park, FL 33825
$325,000

3 beds

|

3 baths

|

2,168 sq ft

|

House

4022 CARTER CREEK DR, AVON PARK, FL, 338...
Community: Highlands Ridge
New
Cindy Certified
1069 SANDPIPER LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33881
$379,999

4 beds

|

3 baths

|

2,034 sq ft

|

House

1069 SANDPIPER LOOP, WINTER HAVEN, FL, 3...
New Hidden Creek 2209 HIDDEN CREEK CIR, SEBRING, FL, 3387..., Sebring, FL 33870
$229,000

2 beds

|

2 baths

|

1,281 sq ft

|

Halfplex

2209 HIDDEN CREEK CIR, SEBRING, FL, 3387...
Community: Hidden Creek
New
Cindy Certified
1150 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$261,990

5 beds

|

2 baths

|

1,739 sq ft

|

House

1150 AMBER WAVES CT, LAKE WALES, FL, 338...
New
Cindy Certified
1138 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$257,990

5 beds

|

2 baths

|

1,739 sq ft

|

House

1138 AMBER WAVES CT, LAKE WALES, FL, 338...
New Solivita 542 PORTOFINO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$320,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

542 PORTOFINO DR, POINCIANA, 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
New
Cindy Certified
1142 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$246,990

4 beds

|

2 baths

|

1,560 sq ft

|

House

1142 AMBER WAVES CT, LAKE WALES, FL, 338...
New
Cindy Certified
2639 CLEAR NIGHT AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34744
$474,400

4 beds

|

2 baths

|

1,850 sq ft

|

House

2639 CLEAR NIGHT AVE, KISSIMMEE, FL, 347...
New
Cindy Certified
324 CONDOR AVE, SEBRING, FL, 33870, Sebring, FL 33870
$355,000

4 beds

|

3 baths

|

2,060 sq ft

|

House

324 CONDOR AVE, SEBRING, FL, 33870
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.
New Solivita 1090 HARBOR RIDGE DR, POINCIANA, FL, 347..., Poinciana, FL 34759
$330,000

2 beds

|

2 baths

|

1,703 sq ft

|

House

1090 HARBOR RIDGE DR, POINCIANA, FL, 347...
Community: Solivita
High Vista at Ridgewood Lakes 238 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$332,500

2 beds

|

2 baths

|

1,877 sq ft

|

House

238 FLEMING LN, DAVENPORT, FL, 33837
Solivita 579 DAVINCI PASS, POINCIANA, FL, 34759, Poinciana, FL 34759
$274,900

2 beds

|

2 baths

|

1,467 sq ft

|

House

579 DAVINCI PASS, POINCIANA, FL, 34759
Community: Solivita
Solivita 1389 LAMBARDI CT, POINCIANA, FL, 34759, Poinciana, FL 34759
$367,000

3 beds

|

2 baths

|

1,727 sq ft

|

House

1389 LAMBARDI CT, POINCIANA, FL, 34759
Community: Solivita
Solivita 284 VESTRELLA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$230,000

2 beds

|

2 baths

|

1,102 sq ft

|

House

284 VESTRELLA DR, POINCIANA, FL, 34759
Community: Solivita
Vienna Square 2338 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$200,000

2 beds

|

2 baths

|

1,246 sq ft

|

House

2338 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
Covered Bridge 4 PINECREST ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$245,000

3 beds

|

2 baths

|

1,728 sq ft

|

Mobile Home

4 PINECREST ST, LAKE PLACID, FL, 33852
Community: Covered Bridge
Covered Bridge 16 PINECREST ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$129,900

2 beds

|

2 baths

|

864 sq ft

|

Mobile Home

16 PINECREST ST, LAKE PLACID, FL, 33852
Community: Covered Bridge
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Cindy Certified
5517 SAPOTE CT, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$306,420

3 beds

|

2 baths

|

1,424 sq ft

|

House

5517 SAPOTE CT, KISSIMMEE, FL, 34758
Tohoqua Reserve 2735 SUMMER RETREAT LN, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$330,000

2 beds

|

2 baths

|

1,559 sq ft

|

Halfplex

2735 SUMMER RETREAT LN, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
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.



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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: Sep 05, 2026.
This application does not include information on all of the properties available for sale at this time.

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