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Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale - Page 2

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
Lake Ashton 4227 BERWICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$359,000

3 beds

|

2 baths

|

1,847 sq ft

|

House

4227 BERWICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Del Webb Orlando 533 ARENA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$330,000

2 beds

|

2 baths

|

1,728 sq ft

|

House

533 ARENA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Cindy Certified
4046 DINNER LAKE WAY, LAKE WALES, FL, 33..., Lake Wales, FL 33859
$360,000

4 beds

|

2 baths

|

2,752 sq ft

|

House

4046 DINNER LAKE WAY, LAKE WALES, FL, 33...
Lake Ashton 5344 NICKLAUS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$310,000

3 beds

|

2 baths

|

1,680 sq ft

|

House

5344 NICKLAUS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Lake Ashton 4232 DORNOCH DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$449,000

3 beds

|

2 baths

|

2,229 sq ft

|

House

4232 DORNOCH DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Solivita 4085 VIA TOLEDO CT, POINCIANA, FL, 34759, Poinciana, FL 34759
$519,900

4 beds

|

3 baths

|

2,444 sq ft

|

House

4085 VIA TOLEDO CT, POINCIANA, FL, 34759
Community: Solivita
Solivita 124 VENTANA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$310,000

2 beds

|

2 baths

|

1,467 sq ft

|

House

124 VENTANA DR, POINCIANA, FL, 34759
Community: Solivita
Solivita 173 BELL TOWER XING, POINCIANA, FL, 3475..., Poinciana, FL 34759
$249,900

2 beds

|

2 baths

|

1,317 sq ft

|

House

173 BELL TOWER XING, POINCIANA, FL, 3475...
Community: Solivita
Solivita 1120 VIA GALUPPI ST, POINCIANA, FL, 3475..., Poinciana, FL 34759
$320,000

2 beds

|

2 baths

|

1,367 sq ft

|

House

1120 VIA GALUPPI ST, POINCIANA, FL, 3475...
Community: Solivita
Del Webb Orlando 123 MAGELLAN CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$514,900

3 beds

|

3 baths

|

2,186 sq ft

|

House

123 MAGELLAN CT, 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 219 KNOLL WOOD DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$255,000

2 beds

|

2 baths

|

1,467 sq ft

|

House

219 KNOLL WOOD DR, POINCIANA, FL, 34759
Community: Solivita
Solivita 180 TALL PINES PASS, POINCIANA, FL, 3475..., Poinciana, FL 34759
$249,000

2 beds

|

2 baths

|

1,595 sq ft

|

House

180 TALL PINES PASS, POINCIANA, FL, 3475...
Community: Solivita
Del Webb Orlando 336 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$424,900

3 beds

|

3 baths

|

2,086 sq ft

|

House

336 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Traditions at Lake Ruby 4035 CARTERET DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$249,900

2 beds

|

2 baths

|

1,719 sq ft

|

House

4035 CARTERET DR, WINTER HAVEN, FL, 3388...
Cindy Certified
703 CITROEN DR, SEBRING, FL, 33872, Sebring, FL 33872
$319,900

3 beds

|

2 baths

|

1,580 sq ft

|

House

703 CITROEN DR, SEBRING, FL, 33872
Covered Bridge 13 HILLCREST ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$235,000

2 beds

|

2 baths

|

1,406 sq ft

|

Villa

13 HILLCREST 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
3101 ROYAL TERN DR, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$279,990

4 beds

|

2 baths

|

1,851 sq ft

|

House

3101 ROYAL TERN DR, WINTER HAVEN, FL, 33...
Solivita 513 HEARTWELL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$275,000

2 beds

|

2 baths

|

1,488 sq ft

|

House

513 HEARTWELL DR, KISSIMMEE, FL, 34759
Community: Solivita
Carillon Lakes 3945 SERENADE LN 524, LAKELAND, FL, 3381..., Lakeland, FL 33811
$330,000

3 beds

|

2 baths

|

1,863 sq ft

|

Condo

3945 SERENADE LN 524, LAKELAND, FL, 3381...
Community: Carillon Lakes
Cindy Certified
3240 BRISTOL ST, SEBRING, FL, 33872, Sebring, FL 33872
$299,900

3 beds

|

2 baths

|

1,500 sq ft

|

House

3240 BRISTOL ST, SEBRING, FL, 33872
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.
Tomoka Heights 17 ACACIA CT, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$450,000

3 beds

|

3 baths

|

1,193 sq ft

|

House

17 ACACIA CT, LAKE PLACID, FL, 33852
Community: Tomoka Heights
Cindy Certified
1733 FELICITY LN, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$419,900

4 beds

|

3 baths

|

2,030 sq ft

|

House

1733 FELICITY LN, KISSIMMEE, FL, 34744
Esplanade at Westview 4494 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$319,990

2 beds

|

2 baths

|

1,713 sq ft

|

House

4494 OCHOS RIOS PL, KISSIMMEE, FL, 34758
Carlsberg Estates on Lake Suzanne 483 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$248,000

3 beds

|

2 baths

|

1,510 sq ft

|

House

483 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Solivita 169 INDIAN WELLS AVE, POINCIANA, FL, 347..., Poinciana, FL 34759
$345,000

2 beds

|

2 baths

|

1,673 sq ft

|

House

169 INDIAN WELLS AVE, POINCIANA, FL, 347...
Community: Solivita
Solivita 566 VINEYARD WAY, POINCIANA, FL, 34759, Poinciana, FL 34759
$265,000

2 beds

|

2 baths

|

1,387 sq ft

|

House

566 VINEYARD WAY, POINCIANA, FL, 34759
Community: Solivita
Del Webb Orlando 475 PALENCIA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$414,900

3 beds

|

2 baths

|

2,042 sq ft

|

House

475 PALENCIA PL, 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
Lake Ashton 1321 OAKMONT DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$424,900

3 beds

|

2 baths

|

2,312 sq ft

|

House

1321 OAKMONT DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Cindy Certified
200 MEMORIAL DR, SEBRING, FL, 33870, Sebring, FL 33870
$369,990

4 beds

|

3 baths

|

1,811 sq ft

|

House

200 MEMORIAL DR, SEBRING, FL, 33870
Cindy Certified
2578 AUTUMN PEACE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34744
$469,500

3 beds

|

2 baths

|

2,056 sq ft

|

House

2578 AUTUMN PEACE DR, KISSIMMEE, FL, 347...
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
469 NOVA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$320,000

3 beds

|

2 baths

|

1,694 sq ft

|

House

469 NOVA DR, DAVENPORT, FL, 33837
Cindy Certified
3510 COMET TER, SEBRING, FL, 33872, Sebring, FL 33872
$369,900

4 beds

|

3 baths

|

1,811 sq ft

|

House

3510 COMET TER, SEBRING, FL, 33872
High Vista at Ridgewood Lakes 217 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$324,750

2 beds

|

2 baths

|

1,790 sq ft

|

House

217 FLEMING LN, DAVENPORT, FL, 33837
Cindy Certified
2441 OAKWOOD LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$339,000

3 beds

|

2 baths

|

1,420 sq ft

|

House

2441 OAKWOOD LN, DAVENPORT, FL, 33837
Cindy Certified
607 PORSCHE AVE, SEBRING, FL, 33872, Sebring, FL 33872
$325,000

3 beds

|

2 baths

|

1,464 sq ft

|

House

607 PORSCHE AVE, SEBRING, FL, 33872
Solivita 4108 VIA TOLEDO CT, POINCIANA, FL, 34759, Poinciana, FL 34759
$500,000

3 beds

|

3 baths

|

2,310 sq ft

|

House

4108 VIA TOLEDO CT, POINCIANA, FL, 34759
Community: Solivita
Highlands Ridge 2806 S MAINSAIL DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$127,500

2 beds

|

2 baths

|

1,540 sq ft

|

Mobile Home

2806 S MAINSAIL DR, AVON PARK, FL, 33825
Community: Highlands Ridge
Solivita 501 PALERMO BLVD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$520,000

3 beds

|

3 baths

|

2,580 sq ft

|

House

501 PALERMO BLVD, 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
Cindy Certified
6283 RED HERRING DR, WINTER HAVEN, FL, 3..., Winter Haven, FL 33881
$275,000

3 beds

|

2 baths

|

1,747 sq ft

|

House

6283 RED HERRING DR, WINTER HAVEN, FL, 3...
Lake Ashton 5281 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884
$279,900

3 beds

|

2 baths

|

1,495 sq ft

|

House

5281 PEBBLE BEACH BLVD, WINTER HAVEN, FL...
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.



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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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