Call us at (863) 344-5798 to learn more about active adult communities in Lakeland-Winter Haven Area

Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale - Page 11

504 homes near Lakeland-Winter Haven Area

Sort by:

Relevance

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
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
Foxwood Lake Estates 1688 FOXWAY DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$169,900

3 beds

|

2 baths

|

1,427 sq ft

|

Manufactured Home

1688 FOXWAY DR, LAKELAND, FL, 33810
Foxwood Lake Estates 1502 LONGBOW DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$212,500

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

1502 LONGBOW DR, LAKELAND, FL, 33810
Cindy Certified
6503 FLOWERING SHRUB ST, LAKELAND, FL, 3..., Lakeland, FL 33810
$339,900

3 beds

|

2 baths

|

1,644 sq ft

|

House

6503 FLOWERING SHRUB ST, LAKELAND, FL, 3...
Solivita 537 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$215,000

2 beds

|

2 baths

|

1,071 sq ft

|

House

537 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
Tomoka Heights 6 BEECHWOOD WAY, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$247,000

2 beds

|

2 baths

|

1,040 sq ft

|

Villa

6 BEECHWOOD WAY, LAKE PLACID, FL, 33852
Community: Tomoka Heights
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Cindy Certified
4168 SOLAMOR ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$335,000

3 beds

|

2 baths

|

1,584 sq ft

|

Villa

4168 SOLAMOR ST, LAKELAND, FL, 33810
Lake Henry Estates 510 EASTLAKE DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$263,900

2 beds

|

2 baths

|

1,608 sq ft

|

House

510 EASTLAKE DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
Solivita 477 VILLA PARK RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$450,000

3 beds

|

3 baths

|

2,345 sq ft

|

House

477 VILLA PARK RD, POINCIANA, FL, 34759
Community: Solivita
Traditions at Lake Ruby 3890 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$395,000

4 beds

|

3 baths

|

2,322 sq ft

|

House

3890 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Cindy Certified
1823 SUMMER SERENITY DR, KISSIMMEE, FL, ..., Kissimmee, FL 34744
$375,000

3 beds

|

3 baths

|

1,900 sq ft

|

House

1823 SUMMER SERENITY DR, KISSIMMEE, FL, ...
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.
Cindy Certified
909 CAMBRIDGE DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33881
$251,900

3 beds

|

2 baths

|

1,506 sq ft

|

House

909 CAMBRIDGE DR, WINTER HAVEN, FL, 3388...
Heritage Landings 2658 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$320,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

2658 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Community: Heritage Landings
Lakes at Laurel Highlands 2658 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$320,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

2658 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Solivita 1317 LOMBARDI CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$259,000

2 beds

|

2 baths

|

1,363 sq ft

|

House

1317 LOMBARDI CT, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
3715 SEBRING PKWY, SEBRING, FL, 33870, Sebring, FL 33870
$359,990

3 beds

|

2 baths

|

1,742 sq ft

|

House

3715 SEBRING PKWY, SEBRING, FL, 33870
Cindy Certified
1122 RENAULT AVE, SEBRING, FL, 33872, Sebring, FL 33872
$294,900

3 beds

|

2 baths

|

1,246 sq ft

|

House

1122 RENAULT AVE, SEBRING, FL, 33872
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Solivita 130 PRIMA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$364,000

3 beds

|

2 baths

|

2,141 sq ft

|

House

130 PRIMA DR, KISSIMMEE, FL, 34759
Community: Solivita
Colonnades 1690 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$219,000

2 beds

|

2 baths

|

1,317 sq ft

|

House

1690 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades
Lake Ashton 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884
$569,900

3 beds

|

2 baths

|

2,354 sq ft

|

House

5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL...
Community: Lake Ashton
Lake Ashton 4120 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$799,000

3 beds

|

4 baths

|

2,968 sq ft

|

House

4120 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
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.
Highlands Ridge 3965 PUMA DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$330,000

2 beds

|

2 baths

|

1,797 sq ft

|

House

3965 PUMA DR, AVON PARK, FL, 33825
Community: Highlands Ridge
Lake Ashton 4152 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$485,900

3 beds

|

2 baths

|

2,255 sq ft

|

House

4152 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Lake Henry Estates 558 PINNACLE DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$249,500

2 beds

|

2 baths

|

1,273 sq ft

|

House

558 PINNACLE DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
Del Webb Orlando 112 CASTELLON CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$419,900

2 beds

|

2 baths

|

1,961 sq ft

|

House

112 CASTELLON CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Highlands Ridge 3234 E PEBBLE CREEK DR, AVON PARK, FL, 3..., Avon Park, FL 33825
$259,995

3 beds

|

2 baths

|

1,800 sq ft

|

House

3234 E PEBBLE CREEK DR, AVON PARK, FL, 3...
Community: Highlands Ridge
Cindy Certified
1727 SECOND ST, WINTER HAVEN, FL, 33881, Winter Haven, FL 33881
$260,000

3 beds

|

2 baths

|

1,470 sq ft

|

House

1727 SECOND ST, WINTER HAVEN, FL, 33881
Cindy Certified
342 RUSTIC RAIL DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$319,900

4 beds

|

2 baths

|

2,381 sq ft

|

House

342 RUSTIC RAIL DR, LAKE WALES, FL, 3385...
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Vienna Square 1678 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$245,000

2 beds

|

2 baths

|

1,158 sq ft

|

House

1678 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
Sandpiper Golf & Country Club 6236 RAVEN RUN, LAKELAND, FL, 33809, Lakeland, FL 33809
$230,000

2 beds

|

2 baths

|

1,179 sq ft

|

House

6236 RAVEN RUN, LAKELAND, FL, 33809
Del Webb Orlando 715 ASTURIAS RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$410,900

2 beds

|

2 baths

|

2,056 sq ft

|

House

715 ASTURIAS RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
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.
Solivita 813 GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$489,000

3 beds

|

3 baths

|

2,454 sq ft

|

House

813 GLENDORA RD, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 113 TIVOLI TRACE CT, POINCIANA, FL, 3475..., Poinciana, FL 34759
$460,000

3 beds

|

3 baths

|

2,450 sq ft

|

House

113 TIVOLI TRACE CT, POINCIANA, FL, 3475...
Community: Solivita
Traditions at Lake Ruby 4020 CARTERET DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$405,900

4 beds

|

3 baths

|

2,282 sq ft

|

House

4020 CARTERET DR, WINTER HAVEN, FL, 3388...
Tohoqua Reserve 1823 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$394,900

3 beds

|

2 baths

|

1,579 sq ft

|

Halfplex

1823 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Cindy Certified
1292 SUGARWOOD ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$315,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

1292 SUGARWOOD ST, DAVENPORT, FL, 33837
Cindy Certified
4307 TALBOT ST, SEBRING, FL, 33872, Sebring, FL 33872
$288,900

3 beds

|

2 baths

|

1,492 sq ft

|

House

4307 TALBOT ST, SEBRING, FL, 33872
Solivita 524 MURANO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$249,500

2 beds

|

2 baths

|

1,507 sq ft

|

House

524 MURANO DR, POINCIANA, FL, 34759
Community: Solivita
Foxwood Lake Estates 4969 DEERWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$166,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

4969 DEERWOOD DR, LAKELAND, FL, 33810
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Sandpiper Golf & Country Club 669 EAGLE RUN, LAKELAND, FL, 33809, Lakeland, FL 33809
$268,000

2 beds

|

2 baths

|

1,134 sq ft

|

House

669 EAGLE RUN, LAKELAND, FL, 33809
Cindy Certified
1777 OLD POLK CITY RD, LAKELAND, FL, 338..., Lakeland, FL 33809
$537,292

4 beds

|

3 baths

|

2,508 sq ft

|

House

1777 OLD POLK CITY RD, LAKELAND, FL, 338...
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.



Frequently Asked Questions


Connect with an agent
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

Call us now: (863) 344-5798

Thanks! A local 55+ expert will be in touch shortly.

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

Call us: (863) 344-5798
504 homes
Remove Boundaries ×
Map Satellite

Reinmlsx

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.
© 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.

Call Us Call Us
Scroll to Top