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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

31 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
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
Tomoka Heights
$100ks - $300ks
Tomoka Heights, Lake Placid, FL
Resale Only | 55+ age-restricted | Built 1982 - 2018 | 460 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
Lakes at Laurel Highlands
$200ks - $300ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 65 homes
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
Thunderbird Hill
$100ks - $200ks
Thunderbird Hill, Sebring, FL
Resale Only | 55+ age-restricted | Built 1984 - 2000 | 103 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.
2 rating (1 reviews) Heritage Landings
$200ks - $300ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 homes
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
5 rating (4 reviews) Carillon Lakes
$200ks - $400ks
Carillon Lakes, Lakeland, FL
Resale Only | Age-targeted | Built 2000 - 2006 | 650 homes
3 rating (1 reviews) Cormorant Point
$100ks - $200ks
Cormorant Point, Sebring, FL
Resale Only | 55+ age-restricted | Built 1981 - 2007 | 150 homes
Ashley Oaks
$100ks
Ashley Oaks, Sebring, FL
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 44 homes
Hidden Creek
$100ks - $200ks
Hidden Creek, Sebring, FL
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 55 homes
Spring Lake Towers
$100ks
Spring Lake Towers, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 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
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 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
New Ashley Oaks 2018 ASHLEY OAKS CIR, SEBRING, FL, 33870, Sebring, FL 33870
$228,500

2 beds

|

2 baths

|

1,343 sq ft

|

Villa

2018 ASHLEY OAKS CIR, SEBRING, FL, 33870
Community: Ashley Oaks
New Lakes at Laurel Highlands 2658 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$365,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

2658 GRANDBURY GROVE RD, LAKELAND, FL, 3...
New Heritage Landings 2658 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$365,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

2658 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Community: Heritage Landings
New Solivita 376 INDIAN WELLS AVE, POINCIANA, FL, 347..., Poinciana, FL 34759
$350,000

3 beds

|

2 baths

|

1,902 sq ft

|

House

376 INDIAN WELLS AVE, POINCIANA, FL, 347...
Community: Solivita
New Solivita 1317 LOMBARDI CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$280,000

2 beds

|

2 baths

|

1,363 sq ft

|

House

1317 LOMBARDI CT, 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
New Solivita 100 MERIDIAN AVE, POINCIANA, FL, 34759, Poinciana, FL 34759
$299,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

100 MERIDIAN AVE, POINCIANA, FL, 34759
Community: Solivita
New Foxwood Lake Estates 1717 FOX HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$178,500

3 beds

|

2 baths

|

1,176 sq ft

|

Manufactured Home

1717 FOX HILL DR, LAKELAND, FL, 33810
New Cormorant Point 2906 WATERWOOD DR, SEBRING, FL, 33872, Sebring, FL 33872
$238,000

2 beds

|

2 baths

|

1,560 sq ft

|

House

2906 WATERWOOD DR, SEBRING, FL, 33872
Community: Cormorant Point
New Lake Ashton 4179 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$379,900

3 beds

|

2 baths

|

2,229 sq ft

|

House

4179 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
New Lake Ashton 4067 BIRKDALE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$249,000

2 beds

|

2 baths

|

1,503 sq ft

|

House

4067 BIRKDALE 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.
New Cormorant Point 3422 WATERWOOD DR, SEBRING, FL, 33872, Sebring, FL 33872
$259,900

2 beds

|

2 baths

|

1,787 sq ft

|

House

3422 WATERWOOD DR, SEBRING, FL, 33872
Community: Cormorant Point
New High Vista at Ridgewood Lakes 331 CUNNINGHAM DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$375,000

2 beds

|

2 baths

|

2,599 sq ft

|

House

331 CUNNINGHAM DR, DAVENPORT, FL, 33837
New Tomoka Heights 14 WINTERGREEN TRL, LAKE PLACID, FL, 338..., Lake Placid, FL 33852
$339,000

4 beds

|

2 baths

|

2,386 sq ft

|

House

14 WINTERGREEN TRL, LAKE PLACID, FL, 338...
Community: Tomoka Heights
New Highland Fairways 2140 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$239,000

2 beds

|

2 baths

|

1,394 sq ft

|

House

2140 GRAND CYPRESS DR, LAKELAND, FL, 338...
Community: Highland Fairways
New Solivita 336 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$235,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

336 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
High Vista at Ridgewood Lakes 53 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$325,000

3 beds

|

2 baths

|

1,856 sq ft

|

House

53 HIGH VISTA DR, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Del Webb Orlando 519 CADIZ DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$300,000

2 beds

|

2 baths

|

1,358 sq ft

|

House

519 CADIZ DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Ashton 4136 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$320,000

2 beds

|

2 baths

|

1,503 sq ft

|

House

4136 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Ashley Oaks 2052 ASHLEY OAKS CIR, SEBRING, FL, 33870, Sebring, FL 33870
$233,180

2 beds

|

2 baths

|

1,240 sq ft

|

Villa

2052 ASHLEY OAKS CIR, SEBRING, FL, 33870
Community: Ashley Oaks
Solivita 130 PRIMA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$389,900

3 beds

|

2 baths

|

2,141 sq ft

|

House

130 PRIMA DR, KISSIMMEE, 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.
Lake Ashton 5137 WINGED FOOT LN, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$389,900

3 beds

|

2 baths

|

2,107 sq ft

|

House

5137 WINGED FOOT LN, WINTER HAVEN, FL, 3...
Community: Lake Ashton
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
Solivita 3461 FALLBROOK DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$300,000

2 beds

|

2 baths

|

1,499 sq ft

|

Villa

3461 FALLBROOK DR, KISSIMMEE, FL, 34759
Community: Solivita
Foxwood Lake Estates 1704 QUAIL HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$140,000

2 beds

|

2 baths

|

1,372 sq ft

|

Manufactured Home

1704 QUAIL HILL DR, LAKELAND, FL, 33810
Foxwood Lake Estates 4966 DEERWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$174,900

2 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

4966 DEERWOOD DR, LAKELAND, FL, 33810
Foxwood Lake Estates 1798 FOX HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$164,900

3 beds

|

2 baths

|

1,176 sq ft

|

Manufactured Home

1798 FOX HILL DR, LAKELAND, FL, 33810
Highlands Ridge 5004 BIRKDALE DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$299,000

2 beds

|

2 baths

|

1,648 sq ft

|

Villa

5004 BIRKDALE DR, AVON PARK, FL, 33825
Community: Highlands Ridge
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Lakes at Laurel Highlands 2933 IVY LAKE CT, LAKELAND, FL, 33811, Lakeland, FL 33811
$389,500

5 beds

|

3 baths

|

2,674 sq ft

|

House

2933 IVY LAKE CT, LAKELAND, FL, 33811
High Vista at Ridgewood Lakes 116 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$309,000

2 beds

|

2 baths

|

1,776 sq ft

|

House

116 FLEMING LN, DAVENPORT, FL, 33837
Solivita 1405 HARBOR RIDGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$269,000

2 beds

|

2 baths

|

1,543 sq ft

|

House

1405 HARBOR RIDGE DR, KISSIMMEE, FL, 347...
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.
Solivita 106 VISTA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$229,900

3 beds

|

2 baths

|

1,786 sq ft

|

House

106 VISTA DR, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884
$579,900

3 beds

|

2 baths

|

2,354 sq ft

|

House

5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL...
Community: Lake Ashton
Lake Ashton 4129 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$495,000

3 beds

|

2 baths

|

1,589 sq ft

|

House

4129 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Highlands Ridge 5076 BIRKDALE DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$349,900

3 beds

|

2 baths

|

1,957 sq ft

|

Villa

5076 BIRKDALE DR, AVON PARK, FL, 33825
Community: Highlands Ridge
Solivita 377 VESTRELLA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$329,900

2 beds

|

2 baths

|

1,577 sq ft

|

House

377 VESTRELLA DR, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 4120 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$839,500

3 beds

|

4 baths

|

2,968 sq ft

|

House

4120 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Lake Ashton 5457 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$589,000

4 beds

|

2 baths

|

2,676 sq ft

|

House

5457 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Traditions at Lake Ruby 3863 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$345,000

2 beds

|

2 baths

|

1,797 sq ft

|

House

3863 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Thunderbird Hill 3914 SUNBIRD CIR, SEBRING, FL, 33872, Sebring, FL 33872
$197,500

2 beds

|

2 baths

|

1,242 sq ft

|

Villa

3914 SUNBIRD CIR, SEBRING, FL, 33872
Community: Thunderbird Hill
Sandpiper Golf & Country Club 6136 MAGPIE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$282,900

2 beds

|

2 baths

|

1,378 sq ft

|

House

6136 MAGPIE DR, LAKELAND, FL, 33809
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: Apr 18, 2026.
This application does not include information on all of the properties available for sale at this time.

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