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Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale - Page 8

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
Traditions at Lake Ruby 2820 TRADITIONS BLVD, WINTER HAVEN, FL, ..., Winter Haven, FL 33884
$309,900

3 beds

|

2 baths

|

1,823 sq ft

|

House

2820 TRADITIONS BLVD, WINTER HAVEN, FL, ...
Carlsberg Estates on Lake Suzanne 4178 CANNES AVE, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$285,000

3 beds

|

3 baths

|

1,718 sq ft

|

House

4178 CANNES AVE, LAKE WALES, FL, 33859
Solivita 766 CARMEL LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$399,000

3 beds

|

3 baths

|

2,320 sq ft

|

House

766 CARMEL LN, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
1947 ALTAVISTA CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$390,000

3 beds

|

2 baths

|

2,107 sq ft

|

House

1947 ALTAVISTA CIR, LAKELAND, FL, 33810
Tomoka Heights 61 GRANDVIEW BLVD, LAKE PLACID, FL, 3385..., Lake Placid, FL 33852
$385,000

3 beds

|

2 baths

|

1,923 sq ft

|

House

61 GRANDVIEW BLVD, LAKE PLACID, FL, 3385...
Community: Tomoka Heights
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Tohoqua Reserve 1994 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$425,000

3 beds

|

2 baths

|

2,056 sq ft

|

House

1994 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Lake Ashton 4188 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$315,000

2 beds

|

2 baths

|

1,154 sq ft

|

House

4188 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Cindy Certified
1714 UPLAND LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$424,900

4 beds

|

3 baths

|

2,565 sq ft

|

House

1714 UPLAND LN, WINTER HAVEN, FL, 33884
Traditions at Lake Ruby 4132 MARTINDALE LOOP, WINTER HAVEN, FL, ..., Winter Haven, FL 33884
$399,900

4 beds

|

3 baths

|

1,894 sq ft

|

House

4132 MARTINDALE LOOP, WINTER HAVEN, FL, ...
Spring Lake Towers 700 MIRROR TER 511, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$149,900

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

700 MIRROR TER 511, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
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 Henry Estates 501 EASTLAKE DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$272,900

2 beds

|

2 baths

|

1,724 sq ft

|

House

501 EASTLAKE DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
Vienna Square 2470 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$280,000

3 beds

|

2 baths

|

1,935 sq ft

|

House

2470 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
Cindy Certified
1514 HAMLIN ST, WINTER HAVEN, FL, 33881, Winter Haven, FL 33881
$349,900

3 beds

|

2 baths

|

2,035 sq ft

|

House

1514 HAMLIN ST, WINTER HAVEN, FL, 33881
Carillon Lakes 3933 SERENADE LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$329,900

3 beds

|

2 baths

|

2,048 sq ft

|

Condo

3933 SERENADE LN, LAKELAND, FL, 33811
Community: Carillon Lakes
Solivita 501 HERITAGE TRAIL ST, POINCIANA, FL, 34..., Poinciana, FL 34759
$295,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

501 HERITAGE TRAIL ST, POINCIANA, FL, 34...
Community: Solivita
Cormorant Point 3810 CORMORANT POINT DR, SEBRING, FL, 33..., Sebring, FL 33872
$235,000

2 beds

|

2 baths

|

1,341 sq ft

|

Townhome

3810 CORMORANT POINT DR, SEBRING, FL, 33...
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
410 CITROEN DR, SEBRING, FL, 33872, Sebring, FL 33872
$325,000

3 beds

|

2 baths

|

1,839 sq ft

|

House

410 CITROEN DR, SEBRING, FL, 33872
Lake Ashton 4084 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$385,000

3 beds

|

2 baths

|

2,074 sq ft

|

House

4084 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
Tohoqua Reserve 2726 SUMMER RETREAT LN, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$349,900

3 beds

|

2 baths

|

1,559 sq ft

|

Villa

2726 SUMMER RETREAT LN, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Colonnades 4976 PLEASANT HOLLOW TRL, LAKELAND, FL, ..., Lakeland, FL 33811
$210,000

2 beds

|

2 baths

|

1,543 sq ft

|

House

4976 PLEASANT HOLLOW TRL, LAKELAND, FL, ...
Community: Colonnades
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 278 ANASTASIA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$223,000

2 beds

|

2 baths

|

1,317 sq ft

|

Halfplex

278 ANASTASIA DR, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
4368 MERCEDES ST, SEBRING, FL, 33872, Sebring, FL 33872
$269,900

3 beds

|

2 baths

|

1,323 sq ft

|

House

4368 MERCEDES ST, SEBRING, FL, 33872
Cindy Certified
4372 MERCEDES ST, SEBRING, FL, 33872, Sebring, FL 33872
$279,900

3 beds

|

2 baths

|

1,468 sq ft

|

House

4372 MERCEDES ST, SEBRING, FL, 33872
Colonnades 4860 GOLDENVIEW LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$213,000

2 beds

|

2 baths

|

1,350 sq ft

|

House

4860 GOLDENVIEW LN, LAKELAND, FL, 33811
Community: Colonnades
Covered Bridge 41 JASMINE ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$175,000

2 beds

|

2 baths

|

1,274 sq ft

|

Villa

41 JASMINE ST, LAKE PLACID, FL, 33852
Community: Covered Bridge
Cindy Certified
1932 CHICKASAW BLVD, DAVENPORT, FL, 3383..., Davenport, FL 33837
$379,900

4 beds

|

2 baths

|

1,928 sq ft

|

House

1932 CHICKASAW BLVD, DAVENPORT, FL, 3383...
Thunderbird Hill 3726 CAMRY CT, SEBRING, FL, 33872, Sebring, FL 33872
$225,000

2 beds

|

2 baths

|

1,622 sq ft

|

Villa

3726 CAMRY CT, SEBRING, FL, 33872
Community: Thunderbird Hill
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Cindy Certified
321 ROADRUNNER AVE, SEBRING, FL, 33870, Sebring, FL 33870
$309,000

3 beds

|

2 baths

|

1,500 sq ft

|

House

321 ROADRUNNER AVE, SEBRING, FL, 33870
Solivita 394 MONTEREY ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$475,000

2 beds

|

3 baths

|

1,850 sq ft

|

House

394 MONTEREY ST, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
1040 CAMBRIDGE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33881
$243,500

3 beds

|

2 baths

|

1,727 sq ft

|

House

1040 CAMBRIDGE DR, WINTER HAVEN, 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.
Tomoka Heights 109 CRESTVIEW CT, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$449,000

2 beds

|

2 baths

|

2,397 sq ft

|

House

109 CRESTVIEW CT, LAKE PLACID, FL, 33852
Community: Tomoka Heights
Solivita 1155 N GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$485,000

3 beds

|

2 baths

|

2,719 sq ft

|

House

1155 N GLENDORA RD, KISSIMMEE, FL, 34759
Community: Solivita
Hidden Creek 2225 HIDDEN CREEK CIR, SEBRING, FL, 3387..., Sebring, FL 33870
$229,900

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

2225 HIDDEN CREEK CIR, SEBRING, FL, 3387...
Community: Hidden Creek
Highland Fairways 3250 PEBBLE BEND DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$239,900

2 beds

|

2 baths

|

1,092 sq ft

|

House

3250 PEBBLE BEND DR, LAKELAND, FL, 33810
Community: Highland Fairways
Highland Fairways 3448 GLEN ABBEY LN, LAKELAND, FL, 33810, Lakeland, FL 33810
$309,900

3 beds

|

2 baths

|

1,709 sq ft

|

House

3448 GLEN ABBEY LN, LAKELAND, FL, 33810
Community: Highland Fairways
Solivita 2316 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$296,000

2 beds

|

2 baths

|

1,539 sq ft

|

Villa

2316 PALM TREE DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 624 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$268,500

2 beds

|

2 baths

|

1,543 sq ft

|

House

624 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 5308 GREEN DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$249,900

3 beds

|

2 baths

|

1,495 sq ft

|

House

5308 GREEN DR, WINTER HAVEN, FL, 33884
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 1061 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$449,900

3 beds

|

2 baths

|

2,069 sq ft

|

House

1061 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Cindy Certified
2039 ROSEWOOD CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$370,000

3 beds

|

2 baths

|

1,845 sq ft

|

House

2039 ROSEWOOD CIR, LAKELAND, FL, 33810
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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