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Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale - Page 3

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 4047 BIRKDALE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$349,900

3 beds

|

2 baths

|

1,905 sq ft

|

House

4047 BIRKDALE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Lake Henry Estates 430 HARBOURVIEW DR, HAINES CITY, FL, 338..., Haines City, FL 33844
$332,900

2 beds

|

2 baths

|

1,650 sq ft

|

House

430 HARBOURVIEW DR, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Vienna Square 1631 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$190,500

2 beds

|

2 baths

|

1,231 sq ft

|

Villa

1631 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
Lake Ashton 4028 PHOENICIAN WAY, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$330,000

2 beds

|

2 baths

|

1,784 sq ft

|

House

4028 PHOENICIAN WAY, WINTER HAVEN, FL, 3...
Community: Lake Ashton
Lake Ashton 4064 PHOENICIAN WAY, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$449,900

3 beds

|

2 baths

|

2,354 sq ft

|

House

4064 PHOENICIAN WAY, WINTER HAVEN, FL, 3...
Community: Lake Ashton
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Lake Ashton 4039 ASHTON CLUB DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$369,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

4039 ASHTON CLUB DR, LAKE WALES, FL, 338...
Community: Lake Ashton
Sandpiper Golf & Country Club 6019 CONDOR DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$285,000

2 beds

|

2 baths

|

1,459 sq ft

|

House

6019 CONDOR DR, LAKELAND, FL, 33809
Solivita 195 CASAVISTA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$450,000

2 beds

|

2 baths

|

1,982 sq ft

|

House

195 CASAVISTA DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 885 PACIFIC RIDGE RD, POINCIANA, FL, 347..., Poinciana, FL 34759
$364,000

2 beds

|

2 baths

|

1,975 sq ft

|

House

885 PACIFIC RIDGE RD, POINCIANA, FL, 347...
Community: Solivita
Sandpiper Golf & Country Club 6109 KITTIWAKE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$247,000

2 beds

|

2 baths

|

1,021 sq ft

|

House

6109 KITTIWAKE 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.
Carlsberg Estates on Lake Suzanne 452 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$399,000

3 beds

|

2 baths

|

1,979 sq ft

|

House

452 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Tomoka Heights 22 ACACIA CT, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$389,000

3 beds

|

2 baths

|

2,365 sq ft

|

House

22 ACACIA CT, LAKE PLACID, FL, 33852
Community: Tomoka Heights
Carillon Lakes 4228 WINDCHIME LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$335,900

3 beds

|

2 baths

|

1,767 sq ft

|

House

4228 WINDCHIME LN, LAKELAND, FL, 33811
Community: Carillon Lakes
Cindy Certified
350 RUSTIC RAIL DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$275,000

3 beds

|

2 baths

|

1,540 sq ft

|

House

350 RUSTIC RAIL DR, LAKE WALES, FL, 3385...
Cindy Certified
823 ANDREW ST, WINTER HAVEN, FL, 33881, Winter Haven, FL 33881
$345,190

4 beds

|

3 baths

|

2,061 sq ft

|

House

823 ANDREW ST, WINTER HAVEN, FL, 33881
Cormorant Point 2906 WATERWOOD DR, SEBRING, FL, 33872, Sebring, FL 33872
$215,500

2 beds

|

2 baths

|

1,560 sq ft

|

House

2906 WATERWOOD DR, SEBRING, FL, 33872
Community: Cormorant Point
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Cindy Certified
4201 TALBOT ST, SEBRING, FL, 33872, Sebring, FL 33872
$299,000

3 beds

|

2 baths

|

1,492 sq ft

|

House

4201 TALBOT ST, SEBRING, FL, 33872
Solivita 601 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$234,000

2 beds

|

2 baths

|

1,258 sq ft

|

House

601 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
1112 FOX PATH, DAVENPORT, FL, 33837, Davenport, FL 33837
$272,500

3 beds

|

2 baths

|

1,725 sq ft

|

House

1112 FOX PATH, DAVENPORT, FL, 33837
Solivita 801 GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$509,000

3 beds

|

2 baths

|

2,719 sq ft

|

House

801 GLENDORA RD, 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.
Traditions at Lake Ruby 4075 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$344,900

2 beds

|

2 baths

|

1,888 sq ft

|

House

4075 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Solivita 575 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$759,000

3 beds

|

3 baths

|

2,843 sq ft

|

House

575 SAN RAPHAEL ST, POINCIANA, FL, 34759
Community: Solivita
Tohoqua Reserve 2706 SUMMER RETREAT LN, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$347,900

2 beds

|

2 baths

|

1,559 sq ft

|

Villa

2706 SUMMER RETREAT LN, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Lake Henry Estates 656 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$250,000

2 beds

|

2 baths

|

1,681 sq ft

|

House

656 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Cindy Certified
1050 MICHELANGELO LN, WINTER HAVEN, FL, ..., Winter Haven, FL 33884
$335,000

3 beds

|

2 baths

|

1,659 sq ft

|

House

1050 MICHELANGELO LN, WINTER HAVEN, FL, ...
Lake Ashton 3608 BLACKMOOR LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$649,900

2 beds

|

2 baths

|

1,795 sq ft

|

House

3608 BLACKMOOR LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Solivita 145 PALAZZO LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$220,000

2 beds

|

2 baths

|

1,102 sq ft

|

House

145 PALAZZO LN, POINCIANA, 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
Solivita 313 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$274,900

2 beds

|

2 baths

|

1,387 sq ft

|

House

313 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
Del Webb Orlando 125 LA CRESTA CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$499,900

4 beds

|

4 baths

|

2,837 sq ft

|

House

125 LA CRESTA CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
High Vista at Ridgewood Lakes 201 PRATHER DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$324,900

3 beds

|

2 baths

|

1,910 sq ft

|

House

201 PRATHER DR, DAVENPORT, FL, 33837
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 2884 S DRIFTWOOD CT, AVON PARK, FL, 3382..., Avon Park, FL 33825
$94,900

2 beds

|

2 baths

|

1,050 sq ft

|

Mobile Home

2884 S DRIFTWOOD CT, AVON PARK, FL, 3382...
Community: Highlands Ridge
Thunderbird Hill 3713 CAMRY CT, SEBRING, FL, 33872, Sebring, FL 33872
$195,900

2 beds

|

2 baths

|

1,271 sq ft

|

Villa

3713 CAMRY CT, SEBRING, FL, 33872
Community: Thunderbird Hill
Solivita 245 AMELIA ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$279,900

3 beds

|

2 baths

|

1,821 sq ft

|

House

245 AMELIA ST, POINCIANA, FL, 34759
Community: Solivita
Highlands Ridge 3218 E ANGLERS STRM, AVON PARK, FL, 3382..., Avon Park, FL 33825
$240,000

2 beds

|

2 baths

|

1,315 sq ft

|

House

3218 E ANGLERS STRM, AVON PARK, FL, 3382...
Community: Highlands Ridge
Solivita 192 CASAVISTA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$769,000

3 beds

|

3 baths

|

3,135 sq ft

|

House

192 CASAVISTA DR, POINCIANA, FL, 34759
Community: Solivita
Solivita 884 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$264,900

2 beds

|

2 baths

|

1,507 sq ft

|

House

884 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
5728 PORTICO PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$304,420

3 beds

|

2 baths

|

1,424 sq ft

|

House

5728 PORTICO PL, KISSIMMEE, FL, 34758
Traditions at Lake Ruby 3541 RALEIGH DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$345,000

3 beds

|

3 baths

|

2,006 sq ft

|

House

3541 RALEIGH DR, WINTER HAVEN, FL, 33884
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Cindy Certified
6183 GREY HERON DR, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$339,999

5 beds

|

4 baths

|

1,872 sq ft

|

House

6183 GREY HERON DR, WINTER HAVEN, FL, 33...
Tohoqua Reserve 2723 SUMMER RETREAT LN, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$308,000

2 beds

|

2 baths

|

1,559 sq ft

|

Villa

2723 SUMMER RETREAT LN, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
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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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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