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Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale - Page 10

478 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.
4.7 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
Tomoka Heights
$100ks - $300ks
Tomoka Heights, Lake Placid, FL
Resale Only | 55+ age-restricted | Built 1982 - 2018 | 460 homes
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 homes
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 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
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
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
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.
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
Hidden Creek
$100ks - $200ks
Hidden Creek, Sebring, FL
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 55 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
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 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
Cindy Certified
2790 ADELINE AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33881
$269,900

3 beds

|

2 baths

|

1,328 sq ft

|

House

2790 ADELINE AVE, WINTER HAVEN, FL, 3388...
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
Solivita 162 TALL PINES PASS, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$315,000

2 beds

|

2 baths

|

2,038 sq ft

|

House

162 TALL PINES PASS, KISSIMMEE, FL, 3475...
Community: Solivita
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
$477,000

3 beds

|

3 baths

|

2,450 sq ft

|

House

113 TIVOLI TRACE CT, POINCIANA, FL, 3475...
Community: Solivita
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Covered Bridge 13 HILLCREST ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$235,000

2 beds

|

3 baths

|

1,406 sq ft

|

Villa

13 HILLCREST ST, LAKE PLACID, FL, 33852
Community: Covered Bridge
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
Carillon Lakes 3818 SERENADE LN 3818, LAKELAND, FL, 338..., Lakeland, FL 33811
$310,000

3 beds

|

2 baths

|

1,908 sq ft

|

Condo

3818 SERENADE LN 3818, LAKELAND, FL, 338...
Community: Carillon Lakes
Lake Ashton 6261 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$565,000

3 beds

|

2 baths

|

2,512 sq ft

|

House

6261 PINEHURST LOOP, WINTER HAVEN, FL, 3...
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.
Lake Ashton 4432 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$235,000

2 beds

|

2 baths

|

1,083 sq ft

|

House

4432 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
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
$294,900

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
$259,990

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
Cindy Certified
652 GROVE ST, WINTER HAVEN, FL, 33881, Winter Haven, FL 33881
$370,000

4 beds

|

3 baths

|

2,080 sq ft

|

House

652 GROVE ST, WINTER HAVEN, FL, 33881
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
$269,000

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...
Cindy Certified
1793 OLD POLK CITY RD, LAKELAND, FL, 338..., Lakeland, FL 33809
$535,292

4 beds

|

3 baths

|

2,508 sq ft

|

House

1793 OLD POLK CITY RD, LAKELAND, FL, 338...
Cormorant Point 2921 SUMMERTREE DR, SEBRING, FL, 33872, Sebring, FL 33872
$235,500

2 beds

|

2 baths

|

1,425 sq ft

|

House

2921 SUMMERTREE DR, 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.
Cindy Certified
2118 EDGEWATER CIR, WINTER HAVEN, FL, 33..., Winter Haven, FL 33880
$399,000

4 beds

|

3 baths

|

2,763 sq ft

|

House

2118 EDGEWATER CIR, WINTER HAVEN, FL, 33...
Cindy Certified
4724 BROOKSHIRE CT, LAKE WALES, FL, 3389..., Lake Wales, FL 33898
$524,900

4 beds

|

2 baths

|

2,116 sq ft

|

House

4724 BROOKSHIRE CT, LAKE WALES, FL, 3389...
Cindy Certified
4698 CORAL HARBOUR RD, KISSIMMEE, FL, 34..., Kissimmee, FL 34758
$429,900

4 beds

|

3 baths

|

2,394 sq ft

|

House

4698 CORAL HARBOUR RD, KISSIMMEE, FL, 34...
Cindy Certified
326 DINNER LAKE CT, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$250,000

3 beds

|

2 baths

|

1,265 sq ft

|

House

326 DINNER LAKE CT, LAKE WALES, FL, 3385...
Oakview 1581 OAKVIEW CIR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$210,000

2 beds

|

2 baths

|

1,220 sq ft

|

House

1581 OAKVIEW CIR, WINTER HAVEN, FL, 3388...
Community: Oakview
Lake Ashton 5264 GREEN DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$315,000

3 beds

|

2 baths

|

2,011 sq ft

|

House

5264 GREEN DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Cindy Certified
3225 MILDRED ST, SEBRING, FL, 33875, Sebring, FL 33875
$310,000

3 beds

|

2 baths

|

1,466 sq ft

|

House

3225 MILDRED ST, SEBRING, FL, 33875
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 5888 SANDPIPERS DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$325,000

2 beds

|

2 baths

|

1,852 sq ft

|

House

5888 SANDPIPERS DR, LAKELAND, FL, 33809
Esplanade at Westview 5683 NEVIS TER, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$520,000

3 beds

|

3 baths

|

2,372 sq ft

|

House

5683 NEVIS TER, KISSIMMEE, FL, 34758
Esplanade at Westview 4240 BARBUDA LN, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$430,000

2 beds

|

2 baths

|

2,100 sq ft

|

House

4240 BARBUDA LN, 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.
Esplanade at Westview 4246 BARBUDA LN, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$415,000

3 beds

|

2 baths

|

1,923 sq ft

|

House

4246 BARBUDA LN, KISSIMMEE, FL, 34758
Cindy Certified
3825 CITROEN DR, SEBRING, FL, 33872, Sebring, FL 33872
$309,900

3 beds

|

2 baths

|

1,488 sq ft

|

House

3825 CITROEN DR, SEBRING, FL, 33872
Cindy Certified
2128 BRETTON RIDGE BLVD, WINTER HAVEN, F..., Winter Haven, FL 33884
$289,900

4 beds

|

2 baths

|

1,560 sq ft

|

House

2128 BRETTON RIDGE BLVD, WINTER HAVEN, F...
Foxwood Lake Estates 1679 FOXWAY DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$149,900

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

1679 FOXWAY DR, LAKELAND, FL, 33810
Cindy Certified
339 MARIVAL DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$319,900

4 beds

|

2 baths

|

1,811 sq ft

|

House

339 MARIVAL DR, DAVENPORT, FL, 33837
Cindy Certified
1013 ASTON-MARTIN DR, SEBRING, FL, 33872, Sebring, FL 33872
$307,500

3 beds

|

2 baths

|

1,341 sq ft

|

House

1013 ASTON-MARTIN DR, SEBRING, FL, 33872
Solivita 116 GLENDALE CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$309,000

2 beds

|

2 baths

|

1,655 sq ft

|

House

116 GLENDALE CT, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
2619 PEACE OF MIND AVE, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$460,000

4 beds

|

3 baths

|

2,109 sq ft

|

House

2619 PEACE OF MIND AVE, KISSIMMEE, FL, 3...
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Cindy Certified
302 BROOKSHIRE DR, LAKE WALES, FL, 33898, Lake Wales, FL 33898
$270,000

3 beds

|

2 baths

|

1,541 sq ft

|

House

302 BROOKSHIRE DR, LAKE WALES, FL, 33898
Solivita 632 PORTOFINO DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$272,999

2 beds

|

2 baths

|

1,456 sq ft

|

House

632 PORTOFINO 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.



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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: Aug 29, 2026.
This application does not include information on all of the properties available for sale at this time.

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