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

504 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
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.
4.5 rating (19 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
Tomoka Heights
$100ks - $300ks
Tomoka Heights, Lake Placid, FL
Resale Only | 55+ age-restricted | Built 1982 - 2018 | 460 homes
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 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
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
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
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 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.
5 rating (4 reviews) Carillon Lakes
$200ks - $400ks
Carillon Lakes, Lakeland, FL
Resale Only | Age-targeted | Built 2000 - 2006 | 650 homes
Hidden Creek
$100ks - $200ks
Hidden Creek, Sebring, FL
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 55 homes
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 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
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes
Lakes at Laurel Highlands
$200ks - $300ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 65 homes
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Oakview
$100ks - $200ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
Preserve at Lakeside Land...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 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.
Ashley Oaks
$100ks
Ashley Oaks, Sebring, FL
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 44 homes
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 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
7800 CHASE RD, LAKELAND, FL, 33810, Lakeland, FL 33810
$359,900

3 beds

|

2 baths

|

1,537 sq ft

|

House

7800 CHASE RD, LAKELAND, FL, 33810
New Del Webb Orlando 120 MONTORO LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$289,900

2 beds

|

2 baths

|

1,464 sq ft

|

House

120 MONTORO LN, 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
New Del Webb Orlando 325 ALICANTE CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$370,000

3 beds

|

2 baths

|

2,056 sq ft

|

House

325 ALICANTE CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Del Webb Orlando 492 PONTEVEDRA RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$459,000

3 beds

|

3 baths

|

2,841 sq ft

|

House

492 PONTEVEDRA RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Del Webb Orlando 1032 SALAMANCA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$307,000

2 beds

|

2 baths

|

1,455 sq ft

|

House

1032 SALAMANCA PL, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Solivita 3432 FALLBROOK DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$275,000

2 beds

|

2 baths

|

1,499 sq ft

|

House

3432 FALLBROOK DR, POINCIANA, FL, 34759
Community: Solivita
New
Cindy Certified
339 ROADRUNNER AVE, SEBRING, FL, 33870, Sebring, FL 33870
$290,000

3 beds

|

2 baths

|

1,492 sq ft

|

House

339 ROADRUNNER 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 893 GLENDORA RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$479,000

3 beds

|

2 baths

|

2,167 sq ft

|

House

893 GLENDORA RD, POINCIANA, FL, 34759
Community: Solivita
New
Cindy Certified
1919 DANES CT, LAKELAND, FL, 33810, Lakeland, FL 33810
$329,900

4 beds

|

2 baths

|

1,715 sq ft

|

House

1919 DANES CT, LAKELAND, FL, 33810
New Solivita 356 LAKE CASSIDY DR, POINCIANA, FL, 3475..., Poinciana, FL 34759
$264,900

2 beds

|

2 baths

|

1,440 sq ft

|

House

356 LAKE CASSIDY DR, POINCIANA, FL, 3475...
Community: Solivita
New
Cindy Certified
764 GREENWAY BLVD, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$257,990

3 beds

|

2 baths

|

1,328 sq ft

|

House

764 GREENWAY BLVD, LAKE WALES, FL, 33859
New
Cindy Certified
1163 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$259,990

5 beds

|

2 baths

|

1,739 sq ft

|

House

1163 AMBER WAVES CT, LAKE WALES, FL, 338...
New
Cindy Certified
1167 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$241,990

3 beds

|

2 baths

|

1,223 sq ft

|

House

1167 AMBER WAVES CT, LAKE WALES, FL, 338...
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
New
Cindy Certified
1158 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$235,990

3 beds

|

2 baths

|

1,223 sq ft

|

House

1158 AMBER WAVES CT, LAKE WALES, FL, 338...
New High Vista at Ridgewood Lakes 228 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$269,900

3 beds

|

2 baths

|

1,476 sq ft

|

House

228 FLEMING LN, DAVENPORT, FL, 33837
New
Cindy Certified
2433 AVENUE F NW, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$294,997

3 beds

|

2 baths

|

1,270 sq ft

|

House

2433 AVENUE F NW, WINTER HAVEN, FL, 3388...
New Solivita 555 TAPATIO LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$614,000

4 beds

|

3 baths

|

2,843 sq ft

|

House

555 TAPATIO LN, POINCIANA, FL, 34759
Community: Solivita
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 Thunderbird Hill 3745 CAMRY CT, SEBRING, FL, 33872, Sebring, FL 33872
$184,500

2 beds

|

2 baths

|

950 sq ft

|

Villa

3745 CAMRY CT, SEBRING, FL, 33872
Community: Thunderbird Hill
New
Cindy Certified
4596 CORAL HARBOUR RD, KISSIMMEE, FL, 34..., Kissimmee, FL 34758
$386,530

4 beds

|

3 baths

|

2,175 sq ft

|

House

4596 CORAL HARBOUR RD, KISSIMMEE, FL, 34...
New Covered Bridge 114 OAK GROVE ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$229,900

2 beds

|

2 baths

|

1,225 sq ft

|

Villa

114 OAK GROVE ST, LAKE PLACID, FL, 33852
Community: Covered Bridge
New Solivita 516 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$274,900

2 beds

|

2 baths

|

1,543 sq ft

|

House

516 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
Tomoka Heights 108 CRESTVIEW CT, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$349,000

3 beds

|

2 baths

|

1,745 sq ft

|

House

108 CRESTVIEW CT, LAKE PLACID, FL, 33852
Community: Tomoka Heights
Covered Bridge 37 JASMINE ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$189,900

2 beds

|

2 baths

|

1,406 sq ft

|

Halfplex

37 JASMINE ST, LAKE PLACID, FL, 33852
Community: Covered Bridge
Thunderbird Hill 3715 SUNBIRD CIR, SEBRING, FL, 33872, Sebring, FL 33872
$214,900

2 beds

|

2 baths

|

1,371 sq ft

|

Villa

3715 SUNBIRD CIR, SEBRING, FL, 33872
Community: Thunderbird Hill
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Highlands Ridge 5020 BIRKDALE DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$314,900

2 beds

|

2 baths

|

1,726 sq ft

|

Villa

5020 BIRKDALE DR, AVON PARK, FL, 33825
Community: Highlands Ridge
Lake Ashton 6216 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$429,000

3 beds

|

2 baths

|

2,045 sq ft

|

House

6216 PINEHURST LOOP, WINTER HAVEN, FL, 3...
Community: Lake Ashton
Cormorant Point 3607 GOLF HAVEN TER, SEBRING, FL, 33872, Sebring, FL 33872
$265,000

2 beds

|

2 baths

|

1,470 sq ft

|

House

3607 GOLF HAVEN TER, SEBRING, FL, 33872
Community: Cormorant Point
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 Ashton 5288 GREEN DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$314,000

3 beds

|

2 baths

|

1,847 sq ft

|

House

5288 GREEN DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Thunderbird Hill 3838 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$179,000

2 beds

|

2 baths

|

1,035 sq ft

|

Villa

3838 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
Cindy Certified
988 CAMBRIDGE DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33881
$299,900

4 beds

|

2 baths

|

1,867 sq ft

|

House

988 CAMBRIDGE DR, WINTER HAVEN, FL, 3388...
Sandpiper Golf & Country Club 6303 EGRET DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$269,000

2 beds

|

2 baths

|

1,335 sq ft

|

House

6303 EGRET DR, LAKELAND, FL, 33809
Solivita 637 VOLTERRA BLVD, POINCIANA, FL, 34759, Poinciana, FL 34759
$649,900

3 beds

|

3 baths

|

2,903 sq ft

|

House

637 VOLTERRA BLVD, POINCIANA, FL, 34759
Community: Solivita
Sandpiper Golf & Country Club 6464 SANDPIPERS DR 2, LAKELAND, FL, 3380..., Lakeland, FL 33809
$197,500

2 beds

|

1 baths

|

872 sq ft

|

House

6464 SANDPIPERS DR 2, LAKELAND, FL, 3380...
Cindy Certified
2579 CLEAR NIGHT AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34744
$516,100

3 beds

|

2 baths

|

1,943 sq ft

|

House

2579 CLEAR NIGHT AVE, KISSIMMEE, FL, 347...
Cindy Certified
5606 DENNERY BAY RD, KISSIMMEE, FL, 3475..., Kissimmee, FL 34758
$380,030

4 beds

|

3 baths

|

2,175 sq ft

|

House

5606 DENNERY BAY RD, KISSIMMEE, FL, 3475...
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Cindy Certified
414 TAFT DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$385,000

3 beds

|

2 baths

|

1,968 sq ft

|

House

414 TAFT DR, DAVENPORT, FL, 33837
Solivita 532 PASADENA PL, POINCIANA, FL, 34759, Poinciana, FL 34759
$299,990

2 beds

|

2 baths

|

1,548 sq ft

|

House

532 PASADENA PL, POINCIANA, FL, 34759
Community: Solivita
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: Oct 14, 2026.
This application does not include information on all of the properties available for sale at this time.

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