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Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale - Page 7

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
Cindy Certified
3018 ROYAL TERN DR, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$269,900

3 beds

|

2 baths

|

1,690 sq ft

|

House

3018 ROYAL TERN DR, WINTER HAVEN, FL, 33...
Highland Fairways 3741 INNISBROOK DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$210,000

2 beds

|

2 baths

|

1,196 sq ft

|

House

3741 INNISBROOK DR, LAKELAND, FL, 33810
Community: Highland Fairways
Cindy Certified
1930 DEEP CREEK DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$585,000

4 beds

|

3 baths

|

2,932 sq ft

|

House

1930 DEEP CREEK DR, LAKELAND, FL, 33810
Highland Fairways 3231 BEAR CREEK LN, LAKELAND, FL, 33810, Lakeland, FL 33810
$185,000

2 beds

|

1 baths

|

1,400 sq ft

|

House

3231 BEAR CREEK LN, LAKELAND, FL, 33810
Community: Highland Fairways
Cindy Certified
1523 LAS PALMAS ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$309,990

3 beds

|

2 baths

|

1,504 sq ft

|

House

1523 LAS PALMAS ST, LAKELAND, FL, 33810
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Highland Fairways 2260 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$224,990

2 beds

|

2 baths

|

1,391 sq ft

|

House

2260 GRAND CYPRESS DR, LAKELAND, FL, 338...
Community: Highland Fairways
Thunderbird Hill 3718 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$185,000

2 beds

|

2 baths

|

1,242 sq ft

|

Villa

3718 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
Foxwood Lake Estates 1706 FOX HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$179,900

2 beds

|

2 baths

|

1,552 sq ft

|

Manufactured Home

1706 FOX HILL DR, LAKELAND, FL, 33810
Tomoka Heights 82 HICKORY HILLS CIR, LAKE PLACID, FL, 3..., Lake Placid, FL 33852
$248,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

82 HICKORY HILLS CIR, LAKE PLACID, FL, 3...
Community: Tomoka Heights
Foxwood Lake Estates 5022 FOXWOOD BLVD, LAKELAND, FL, 33810, Lakeland, FL 33810
$198,000

2 beds

|

2 baths

|

1,440 sq ft

|

Manufactured Home

5022 FOXWOOD BLVD, 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.
Highland Fairways 2228 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$264,900

3 beds

|

2 baths

|

1,791 sq ft

|

House

2228 GRAND CYPRESS DR, LAKELAND, FL, 338...
Community: Highland Fairways
Solivita 501 MONTAGE LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$569,000

3 beds

|

3 baths

|

2,941 sq ft

|

House

501 MONTAGE LN, POINCIANA, FL, 34759
Community: Solivita
Cindy Certified
237 NOVA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$320,000

3 beds

|

2 baths

|

1,770 sq ft

|

House

237 NOVA DR, DAVENPORT, FL, 33837
Lake Ashton 4493 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$299,000

3 beds

|

2 baths

|

1,706 sq ft

|

House

4493 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Cindy Certified
4125 PRIMA LAGO CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$365,000

3 beds

|

2 baths

|

1,836 sq ft

|

House

4125 PRIMA LAGO CIR, LAKELAND, FL, 33810
Lake Ashton 1124 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$355,000

3 beds

|

2 baths

|

1,917 sq ft

|

House

1124 SAWGRASS DR, WINTER HAVEN, FL, 3388...
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 280 INDIAN WELLS AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$374,900

2 beds

|

2 baths

|

2,101 sq ft

|

House

280 INDIAN WELLS AVE, KISSIMMEE, FL, 347...
Community: Solivita
Cindy Certified
4387 DINNER LAKE BLVD, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$324,999

4 beds

|

3 baths

|

2,224 sq ft

|

House

4387 DINNER LAKE BLVD, LAKE WALES, FL, 3...
Cindy Certified
3041 TOBAGO DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$308,999

3 beds

|

2 baths

|

1,669 sq ft

|

House

3041 TOBAGO DR, HAINES CITY, FL, 33844
Hidden Creek 2418 HIDDEN CREEK CIR, SEBRING, FL, 3387..., Sebring, FL 33870
$235,000

2 beds

|

2 baths

|

1,128 sq ft

|

House

2418 HIDDEN CREEK CIR, SEBRING, FL, 3387...
Community: Hidden Creek
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
2380 VOLUNTEER AVE, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$389,000

3 beds

|

2 baths

|

2,068 sq ft

|

House

2380 VOLUNTEER AVE, KISSIMMEE, FL, 34744
Cindy Certified
5071 MOSS HAMMOCK TRL, SEBRING, FL, 3387..., Sebring, FL 33872
$450,000

4 beds

|

3 baths

|

2,885 sq ft

|

House

5071 MOSS HAMMOCK TRL, SEBRING, FL, 3387...
Covered Bridge 101 EDGEWATER DR, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$219,900

2 beds

|

2 baths

|

1,175 sq ft

|

Villa

101 EDGEWATER DR, LAKE PLACID, FL, 33852
Community: Covered Bridge
Cindy Certified
761 GREENWAY BLVD, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$273,900

5 beds

|

2 baths

|

1,708 sq ft

|

House

761 GREENWAY BLVD, LAKE WALES, FL, 33859
Lake Henry Estates 472 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$240,000

2 beds

|

2 baths

|

1,117 sq ft

|

House

472 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Covered Bridge 10456 HIGH GROVE AVE, LAKE PLACID, FL, 3..., Lake Placid, FL 33852
$299,923

3 beds

|

2 baths

|

1,451 sq ft

|

House

10456 HIGH GROVE AVE, LAKE PLACID, FL, 3...
Community: Covered Bridge
Foxwood Lake Estates 5083 LODGEWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$208,000

2 beds

|

2 baths

|

1,272 sq ft

|

Manufactured Home

5083 LODGEWOOD DR, LAKELAND, FL, 33810
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Cindy Certified
1055 SUGARWOOD ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$319,900

4 beds

|

3 baths

|

2,248 sq ft

|

House

1055 SUGARWOOD ST, DAVENPORT, FL, 33837
Solivita 159 CASAVISTA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$419,500

2 beds

|

2 baths

|

1,771 sq ft

|

House

159 CASAVISTA DR, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
1514 LAS PALMAS ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$320,990

4 beds

|

2 baths

|

1,665 sq ft

|

House

1514 LAS PALMAS ST, 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.
Cindy Certified
1510 LAS PALMAS ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$318,990

4 beds

|

2 baths

|

1,665 sq ft

|

House

1510 LAS PALMAS ST, LAKELAND, FL, 33810
Colonnades 4789 SQUIRE HOLLOW DR, LAKELAND, FL, 338..., Lakeland, FL 33811
$327,000

2 beds

|

2 baths

|

1,912 sq ft

|

House

4789 SQUIRE HOLLOW DR, LAKELAND, FL, 338...
Community: Colonnades
Solivita 230 BAY DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$296,000

2 beds

|

2 baths

|

1,489 sq ft

|

House

230 BAY DR, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
2410 RELAXING LN, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$489,990

4 beds

|

3 baths

|

2,151 sq ft

|

House

2410 RELAXING LN, KISSIMMEE, FL, 34744
Cindy Certified
4476 RIVER BIRCH BND, LAKELAND, FL, 3381..., Lakeland, FL 33811
$395,530

3 beds

|

3 baths

|

2,135 sq ft

|

House

4476 RIVER BIRCH BND, LAKELAND, FL, 3381...
Cindy Certified
4470 RIVER BIRCH BND, LAKELAND, FL, 3381..., Lakeland, FL 33811
$371,765

4 beds

|

2 baths

|

1,819 sq ft

|

House

4470 RIVER BIRCH BND, LAKELAND, FL, 3381...
Cindy Certified
4458 RIVER BIRCH BND, LAKELAND, FL, 3381..., Lakeland, FL 33811
$348,690

3 beds

|

2 baths

|

1,545 sq ft

|

House

4458 RIVER BIRCH BND, LAKELAND, FL, 3381...
Cindy Certified
2523 AVENUE E SW, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$298,900

3 beds

|

2 baths

|

1,930 sq ft

|

House

2523 AVENUE E SW, 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
Cindy Certified
2519 AVENUE E SW, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$299,900

3 beds

|

2 baths

|

1,675 sq ft

|

House

2519 AVENUE E SW, WINTER HAVEN, FL, 3388...
Cindy Certified
144 WATERSIDE CIR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33880
$299,000

3 beds

|

2 baths

|

1,847 sq ft

|

House

144 WATERSIDE CIR, 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.



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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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