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

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
Solivita 163 OLYMPUS WAY, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$474,000

4 beds

|

3 baths

|

2,200 sq ft

|

House

163 OLYMPUS WAY, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 524 PRESIDO PARK PL, POINCIANA, FL, 3475..., Poinciana, FL 34759
$235,000

2 beds

|

2 baths

|

1,341 sq ft

|

House

524 PRESIDO PARK PL, POINCIANA, FL, 3475...
Community: Solivita
Vienna Square 1307 INNSBRUCK CT, WINTER HAVEN, FL, 338..., Winter Haven, FL 33884
$198,900

2 beds

|

2 baths

|

1,316 sq ft

|

Villa

1307 INNSBRUCK CT, WINTER HAVEN, FL, 338...
Community: Vienna Square
Cindy Certified
160 BELLA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$305,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

160 BELLA DR, DAVENPORT, FL, 33837
Esplanade at Westview 5676 NEVIS TER, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$540,000

3 beds

|

3 baths

|

2,296 sq ft

|

House

5676 NEVIS TER, KISSIMMEE, FL, 34758
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Thunderbird Hill 3717 SUNBIRD CIR, SEBRING, FL, 33872, Sebring, FL 33872
$217,900

2 beds

|

2 baths

|

1,182 sq ft

|

Villa

3717 SUNBIRD CIR, SEBRING, FL, 33872
Community: Thunderbird Hill
Esplanade at Westview 4364 CURACAO PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$770,000

3 beds

|

3 baths

|

3,004 sq ft

|

House

4364 CURACAO PL, KISSIMMEE, FL, 34758
Carillon Lakes 3007 BELLFLOWER WAY, LAKELAND, FL, 33811, Lakeland, FL 33811
$379,900

3 beds

|

3 baths

|

1,846 sq ft

|

House

3007 BELLFLOWER WAY, LAKELAND, FL, 33811
Community: Carillon Lakes
Lake Henry Estates 477 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$274,900

3 beds

|

2 baths

|

1,835 sq ft

|

House

477 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Carillon Lakes 3833 WHISTLEWOOD CIR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$325,000

3 beds

|

2 baths

|

1,706 sq ft

|

House

3833 WHISTLEWOOD CIR, LAKELAND, FL, 3381...
Community: Carillon Lakes
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 4536 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$274,900

3 beds

|

2 baths

|

1,553 sq ft

|

House

4536 OCHOS RIOS PL, KISSIMMEE, FL, 34758
Del Webb Orlando 519 VIGO ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$449,000

3 beds

|

2 baths

|

2,320 sq ft

|

House

519 VIGO ST, DAVENPORT, FL, 33837
Community: Del Webb Orlando
The Wellington 689 LAKE HOWARD DR 213, WINTER HAVEN, FL..., Winter Haven, FL 33880
$149,000

2 beds

|

2 baths

|

1,072 sq ft

|

Condo

689 LAKE HOWARD DR 213, WINTER HAVEN, FL...
Community: The Wellington
Cindy Certified
3018 ROYAL TERN DR, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$285,000

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
$225,000

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
$625,000

4 beds

|

3 baths

|

2,932 sq ft

|

House

1930 DEEP CREEK 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
Hidden Creek 2311 HIDDEN CREEK CIR, SEBRING, FL, 3387..., Sebring, FL 33870
$239,000

2 beds

|

2 baths

|

1,285 sq ft

|

House

2311 HIDDEN CREEK CIR, SEBRING, FL, 3387...
Community: Hidden Creek
Cindy Certified
518 CADIZ LOOP, DAVENPORT, FL, 33837, Davenport, FL 33837
$355,000

4 beds

|

4 baths

|

2,060 sq ft

|

House

518 CADIZ LOOP, DAVENPORT, FL, 33837
Sandpiper Golf & Country Club 1018 PARAKEET TRL, LAKELAND, FL, 33809, Lakeland, FL 33809
$299,900

2 beds

|

2 baths

|

1,464 sq ft

|

House

1018 PARAKEET TRL, LAKELAND, FL, 33809
Highland Fairways 3231 BEAR CREEK LN, LAKELAND, FL, 33810, Lakeland, FL 33810
$195,000

2 beds

|

1 baths

|

1,400 sq ft

|

House

3231 BEAR CREEK LN, LAKELAND, FL, 33810
Community: Highland Fairways
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
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
Highland Fairways 2260 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$239,900

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
Solivita 600 VOLTERRA BLVD, POINCIANA, FL, 34759, Poinciana, FL 34759
$539,000

3 beds

|

3 baths

|

2,450 sq ft

|

House

600 VOLTERRA BLVD, POINCIANA, FL, 34759
Community: Solivita
Foxwood Lake Estates 1706 FOX HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$185,000

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
Cindy Certified
5772 MEADS BAY POND RD, KISSIMMEE, FL, 3..., Kissimmee, FL 34758
$395,279

3 beds

|

2 baths

|

2,055 sq ft

|

House

5772 MEADS BAY POND RD, KISSIMMEE, FL, 3...
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
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
Highland Fairways 2228 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$279,900

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
$595,000

3 beds

|

3 baths

|

2,941 sq ft

|

House

501 MONTAGE LN, POINCIANA, 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.
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
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
Del Webb Orlando 100 CASTELLON CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$449,000

3 beds

|

2 baths

|

1,936 sq ft

|

House

100 CASTELLON CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Solivita 1369 LOMBARDI CT, POINCIANA, FL, 34759, Poinciana, FL 34759
$309,750

2 beds

|

2 baths

|

1,653 sq ft

|

House

1369 LOMBARDI CT, POINCIANA, FL, 34759
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...
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
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.



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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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