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Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale - Page 9

394 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
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
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
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
Lakes at Laurel Highlands
$200ks - $300ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 65 homes
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
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.
2 rating (1 reviews) Heritage Landings
$200ks - $300ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 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
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 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
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes
Oakview
$100ks - $200ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 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
Solivita 861 BELLA VIANA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$415,000

2 beds

|

3 baths

|

2,379 sq ft

|

House

861 BELLA VIANA RD, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 4004 SABLE LOOP DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$529,900

4 beds

|

3 baths

|

2,937 sq ft

|

House

4004 SABLE LOOP DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Solivita 915 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$590,000

4 beds

|

3 baths

|

3,110 sq ft

|

House

915 SAN RAPHAEL ST, POINCIANA, FL, 34759
Community: Solivita
Highland Fairways 2137 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$284,900

3 beds

|

2 baths

|

1,808 sq ft

|

House

2137 GRAND CYPRESS DR, LAKELAND, FL, 338...
Community: Highland Fairways
Solivita 507 PRESIDO PARK PL, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$279,000

2 beds

|

2 baths

|

1,302 sq ft

|

House

507 PRESIDO PARK PL, KISSIMMEE, FL, 3475...
Community: Solivita
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Cypress Lakes 2247 CYPRESS CROSS LOOP, LAKELAND, FL, 3..., Lakeland, FL 33810
$94,500

2 beds

|

2 baths

|

768 sq ft

|

Manufactured Home

2247 CYPRESS CROSS LOOP, LAKELAND, FL, 3...
Community: Cypress Lakes
Colonnades 4816 GOLDENVIEW LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$185,000

2 beds

|

2 baths

|

1,066 sq ft

|

Manufactured Home

4816 GOLDENVIEW LN, LAKELAND, FL, 33811
Community: Colonnades
Lake Ashton 4195 MUIRFIELD LOOP, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$355,000

3 beds

|

2 baths

|

2,039 sq ft

|

House

4195 MUIRFIELD LOOP, LAKE WALES, FL, 338...
Community: Lake Ashton
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
Solivita 428 BEL AIR WAY, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$407,555

2 beds

|

2 baths

|

2,023 sq ft

|

House

428 BEL AIR WAY, 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 525 SHOREHAVEN DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$310,000

2 beds

|

2 baths

|

2,064 sq ft

|

House

525 SHOREHAVEN DR, POINCIANA, FL, 34759
Community: Solivita
Vienna Square 1709 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$259,000

2 beds

|

2 baths

|

1,164 sq ft

|

Villa

1709 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
Highland Fairways 1836 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810
$235,000

2 beds

|

2 baths

|

1,545 sq ft

|

House

1836 PRAIRIE DUNES CIR, LAKELAND, FL, 33...
Community: Highland Fairways
Foxwood Lake Estates 5026 FOXWOOD BLVD, LAKELAND, FL, 33810, Lakeland, FL 33810
$195,000

2 beds

|

2 baths

|

1,456 sq ft

|

Manufactured Home

5026 FOXWOOD BLVD, LAKELAND, FL, 33810
Lake James 7911 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$495,900

3 beds

|

2 baths

|

1,886 sq ft

|

House

7911 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
Tomoka Heights 124 CRESTVIEW CT, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$336,000

2 beds

|

2 baths

|

2,008 sq ft

|

House

124 CRESTVIEW CT, LAKE PLACID, FL, 33852
Community: Tomoka Heights
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 6381 EGRET DR 28, LAKELAND, FL, 33809, Lakeland, FL 33809
$214,000

2 beds

|

2 baths

|

1,053 sq ft

|

Villa

6381 EGRET DR 28, LAKELAND, FL, 33809
Solivita 157 SAND PIPER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$314,500

3 beds

|

3 baths

|

2,267 sq ft

|

House

157 SAND PIPER DR, KISSIMMEE, FL, 34759
Community: Solivita
Sandpiper Golf & Country Club 6222 CRANE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$260,000

2 beds

|

2 baths

|

1,318 sq ft

|

House

6222 CRANE DR, LAKELAND, FL, 33809
Del Webb Orlando 507 CADIZ DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,900

4 beds

|

3 baths

|

2,616 sq ft

|

House

507 CADIZ DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
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 Ashton 5225 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884
$420,000

3 beds

|

2 baths

|

2,031 sq ft

|

House

5225 PEBBLE BEACH BLVD, WINTER HAVEN, FL...
Community: Lake Ashton
Lake Ashton 4496 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$369,900

3 beds

|

2 baths

|

2,312 sq ft

|

House

4496 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Tohoqua Reserve 1873 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$345,000

3 beds

|

2 baths

|

1,559 sq ft

|

Villa

1873 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Solivita 141 LEMON GROVE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$659,900

4 beds

|

5 baths

|

2,917 sq ft

|

House

141 LEMON GROVE DR, KISSIMMEE, FL, 34759
Community: Solivita
Highland Fairways 2324 SEA ISLAND CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$210,000

2 beds

|

2 baths

|

1,355 sq ft

|

House

2324 SEA ISLAND CIR, LAKELAND, FL, 33810
Community: Highland Fairways
Traditions at Lake Ruby 3923 BALDWIN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$273,900

3 beds

|

2 baths

|

1,719 sq ft

|

House

3923 BALDWIN LN, WINTER HAVEN, FL, 33884
High Vista at Ridgewood Lakes 221 PRATHER DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$229,000

2 beds

|

2 baths

|

1,435 sq ft

|

House

221 PRATHER DR, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Traditions at Lake Ruby 3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$320,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388...
Lakes at Laurel Highlands 1829 PRISTINE LOOP, LAKELAND, FL, 33811, Lakeland, FL 33811
$335,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

1829 PRISTINE LOOP, LAKELAND, FL, 33811
Lake James 7895 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$495,900

3 beds

|

2 baths

|

1,886 sq ft

|

House

7895 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
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.
Sandpiper Golf & Country Club 6004 SANDERLING DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$278,000

2 beds

|

2 baths

|

1,606 sq ft

|

House

6004 SANDERLING DR, LAKELAND, FL, 33809
Del Webb Orlando 672 CORDOBA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$389,900

2 beds

|

2 baths

|

1,956 sq ft

|

House

672 CORDOBA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Highlands Ridge 2765 E WATERVIEW DR, AVON PARK, FL, 3382..., Avon Park, FL 33825
$119,900

2 beds

|

2 baths

|

1,400 sq ft

|

Mobile Home

2765 E WATERVIEW DR, AVON PARK, FL, 3382...
Community: Highlands Ridge
Solivita 313 SANTA BARBARA LN, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$445,000

2 beds

|

3 baths

|

2,343 sq ft

|

House

313 SANTA BARBARA LN, KISSIMMEE, FL, 347...
Community: Solivita
Lake James 7953 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$495,000

2 beds

|

2 baths

|

1,990 sq ft

|

House

7953 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
Lake Ashton 5384 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$345,500

2 beds

|

2 baths

|

1,682 sq ft

|

House

5384 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Tohoqua Reserve 2015 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$412,000

3 beds

|

2 baths

|

2,054 sq ft

|

House

2015 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Highlands Ridge 4505 BIRDIES CT, AVON PARK, FL, 33825, Avon Park, FL 33825
$359,900

3 beds

|

2 baths

|

2,386 sq ft

|

House

4505 BIRDIES CT, AVON PARK, FL, 33825
Community: Highlands Ridge
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Carlsberg Estates on Lake Suzanne 464 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$339,500

3 beds

|

2 baths

|

1,429 sq ft

|

House

464 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Highland Fairways 3154 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810
$235,000

2 beds

|

2 baths

|

1,529 sq ft

|

House

3154 PRAIRIE DUNES CIR, LAKELAND, FL, 33...
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.



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REIN updates its listings on a daily basis. Data last updated: May 30, 2026.
This application does not include information on all of the properties available for sale at this time.

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