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

32 communities 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
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 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
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 homes
Tomoka Heights
$100ks - $300ks
Tomoka Heights, Lake Placid, FL
Resale Only | 55+ age-restricted | Built 1982 - 2018 | 460 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
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
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
Lakes at Laurel Highlands
$200ks - $300ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 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.
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
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
Spring Lake Towers
$100ks
Spring Lake Towers, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 homes
Ashley Oaks
$100ks
Ashley Oaks, Sebring, FL
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 44 homes
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
2 rating (1 reviews) Heritage Landings
$200ks - $300ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 homes
Oakview
$100ks - $200ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 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.
Preserve at Lakeside Land...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Solivita 373 VESTRELLA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$349,900

2 beds

|

2 baths

|

1,658 sq ft

|

House

373 VESTRELLA DR, POINCIANA, FL, 34759
Community: Solivita
Lake Ashton 4193 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$535,000

3 beds

|

2 baths

|

2,058 sq ft

|

House

4193 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
Solivita 280 INDIAN WELLS AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$379,900

2 beds

|

2 baths

|

2,105 sq ft

|

House

280 INDIAN WELLS AVE, KISSIMMEE, FL, 347...
Community: Solivita
Carlsberg Estates on Lake Suzanne 364 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$284,900

2 beds

|

2 baths

|

1,387 sq ft

|

House

364 LAKE SUZANNE DR, LAKE WALES, FL, 338...
New Sandpiper Golf & Country Club 1001 CANARY CIR, LAKELAND, FL, 33809, Lakeland, FL 33809
$282,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

1001 CANARY CIR, LAKELAND, FL, 33809
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
New Esplanade at Westview 4342 ST THOMAS WAY, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$228,240

2 beds

|

2 baths

|

1,562 sq ft

|

Townhouse

4342 ST THOMAS WAY, KISSIMMEE, FL, 34758
New Carillon Lakes 3933 SERENADE LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$349,000

3 beds

|

2 baths

|

2,048 sq ft

|

Condo

3933 SERENADE LN, LAKELAND, FL, 33811
Community: Carillon Lakes
New 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
New Lake Ashton 4084 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$395,000

3 beds

|

2 baths

|

2,074 sq ft

|

House

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

2 beds

|

2 baths

|

1,559 sq ft

|

Villa

2726 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.
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
Solivita 278 ANASTASIA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$230,000

2 beds

|

2 baths

|

1,317 sq ft

|

Halfplex

278 ANASTASIA DR, KISSIMMEE, FL, 34759
Community: Solivita
Colonnades 4860 GOLDENVIEW LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$220,000

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
$170,000

2 beds

|

2 baths

|

1,274 sq ft

|

Villa

41 JASMINE ST, LAKE PLACID, FL, 33852
Community: Covered Bridge
Sandpiper Golf & Country Club 6213 RAVEN RUN, LAKELAND, FL, 33809, Lakeland, FL 33809
$229,000

2 beds

|

2 baths

|

1,172 sq ft

|

House

6213 RAVEN RUN, LAKELAND, FL, 33809
Tohoqua Reserve 1833 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$320,000

3 beds

|

2 baths

|

1,559 sq ft

|

Villa

1833 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Carillon Lakes 4050 WHISTLEWOOD CIR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$329,900

3 beds

|

2 baths

|

1,814 sq ft

|

House

4050 WHISTLEWOOD CIR, LAKELAND, FL, 3381...
Community: Carillon Lakes
Foxwood Lake Estates 1794 FOX HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$139,900

2 beds

|

2 baths

|

900 sq ft

|

Manufactured Home

1794 FOX HILL DR, LAKELAND, FL, 33810
Thunderbird Hill 3728 SUNBIRD CIR, SEBRING, FL, 33872, Sebring, FL 33872
$190,000

2 beds

|

2 baths

|

1,305 sq ft

|

Villa

3728 SUNBIRD CIR, SEBRING, FL, 33872
Community: Thunderbird Hill
Solivita 729 CORONADO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$357,000

3 beds

|

2 baths

|

1,828 sq ft

|

House

729 CORONADO DR, 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.
Thunderbird Hill 3731 SUNBIRD CIR, SEBRING, FL, 33872, Sebring, FL 33872
$205,000

2 beds

|

2 baths

|

1,371 sq ft

|

Villa

3731 SUNBIRD CIR, SEBRING, FL, 33872
Community: Thunderbird Hill
Preserve at Lakeside Landings 5811 MARSH LANDING DR, WINTER HAVEN, FL,..., Winter Haven, FL 33881
$280,000

3 beds

|

2 baths

|

1,873 sq ft

|

House

5811 MARSH LANDING DR, WINTER HAVEN, FL,...
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
Solivita 394 MONTEREY ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$485,000

2 beds

|

3 baths

|

1,850 sq ft

|

House

394 MONTEREY ST, KISSIMMEE, FL, 34759
Community: Solivita
Cormorant Point 3415 GOLF HAVEN TER, SEBRING, FL, 33872, Sebring, FL 33872
$235,500

2 beds

|

2 baths

|

1,291 sq ft

|

House

3415 GOLF HAVEN TER, SEBRING, FL, 33872
Community: Cormorant Point
Highland Fairways 3537 HIGHLAND FAIRWAYS BLVD, LAKELAND, F..., Lakeland, FL 33810
$279,000

2 beds

|

2 baths

|

1,675 sq ft

|

House

3537 HIGHLAND FAIRWAYS BLVD, LAKELAND, F...
Community: Highland Fairways
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
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Solivita 176 CAPE FLORIDA DR, ,, FL, 34759, ,, FL 34759
$299,000

2 beds

|

2 baths

|

1,440 sq ft

|

House

176 CAPE FLORIDA DR, ,, FL, 34759
Community: Solivita
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
$529,000

3 beds

|

2 baths

|

2,719 sq ft

|

House

1155 N 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.
Solivita 204 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$259,000

2 beds

|

2 baths

|

1,548 sq ft

|

House

204 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 6209 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$589,000

3 beds

|

2 baths

|

2,526 sq ft

|

House

6209 PINEHURST LOOP, WINTER HAVEN, FL, 3...
Community: Lake Ashton
Lake Henry Estates 704 PINNACLE DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$230,000

3 beds

|

2 baths

|

1,759 sq ft

|

House

704 PINNACLE DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
Esplanade at Westview 4318 ST THOMAS WAY, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$228,990

2 beds

|

2 baths

|

1,562 sq ft

|

Townhouse

4318 ST THOMAS WAY, KISSIMMEE, FL, 34758
Esplanade at Westview 4308 ST THOMAS WAY, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$227,990

2 beds

|

2 baths

|

1,562 sq ft

|

Townhouse

4308 ST THOMAS WAY, KISSIMMEE, FL, 34758
Esplanade at Westview 4278 ST THOMAS WAY, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$227,990

2 beds

|

2 baths

|

1,562 sq ft

|

Townhouse

4278 ST THOMAS WAY, KISSIMMEE, FL, 34758
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
Solivita 3420 FALLBROOK DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$295,000

2 beds

|

2 baths

|

1,499 sq ft

|

House

3420 FALLBROOK DR, 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
Sandpiper Golf & Country Club 6357 EGRET DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$242,000

2 beds

|

2 baths

|

1,121 sq ft

|

House

6357 EGRET DR, LAKELAND, FL, 33809
Silver Lakes 6323 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$414,990

3 beds

|

3 baths

|

1,902 sq ft

|

House

6323 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver 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.



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REIN updates its listings on a daily basis. Data last updated: Jul 16, 2026.
This application does not include information on all of the properties available for sale at this time.

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