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

31 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 - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $400Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
5 rating (4 reviews) Highlands Ridge
<$100k - $400Ks
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 - $400Ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 homes
5 rating (1 reviews) Silver Lakes
$200Ks - $400Ks
Silver Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1996 - 2001 | 148 homes
Lake Henry Estates
$200Ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 homes
Colonnades
$100Ks - $300Ks
Colonnades, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1985 - 1994 | 360 homes
Lake James
$300Ks - $500Ks
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.
5 rating (4 reviews) Carillon Lakes
$200Ks - $600Ks
Carillon Lakes, Lakeland, FL
Resale Only | Age-targeted | Built 2000 - 2006 | 650 homes
Foxwood Lake Estates
$100Ks - $200Ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Tomoka Heights
$200Ks - $600Ks
Tomoka Heights, Lake Placid, FL
Resale Only | 55+ age-restricted | Built 1982 - 2018 | 460 homes
Covered Bridge
$100Ks - $200Ks
Covered Bridge, Lake Placid, FL
New and Resale | 55+ age-restricted | Built 1974 - present | 230 homes
Vienna Square
$100Ks - $300Ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes
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...
$200Ks - $300Ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
3 rating (1 reviews) Cormorant Point
$200Ks
Cormorant Point, Sebring, FL
Resale Only | 55+ age-restricted | Built 1981 - 2007 | 150 homes
Thunderbird Hill
$100Ks - $200Ks
Thunderbird Hill, Sebring, FL
Resale Only | 55+ age-restricted | Built 1984 - 2000 | 103 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
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.
Lakes at Laurel Highlands
$300Ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 65 homes
2 rating (1 reviews) Heritage Landings
$300Ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 homes
Hidden Creek
$200Ks
Hidden Creek, Sebring, FL
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 55 homes
Poinsettia Heights
$100Ks - $200Ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Oakview
$100Ks - $200Ks
Oakview, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Preserve at Lakeside Land...
$300Ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
Ashley Oaks
$200Ks
Ashley Oaks, Sebring, FL
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 44 homes
4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
4.4 rating (16 reviews) Del Webb Orlando
$300Ks - $400Ks
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 - $400Ks
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.
Tohoqua Reserve
$300Ks - $400Ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
High Vista at Ridgewood Lakes 29 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$279,900

3 beds

|

2 baths

|

1,862 sq ft

|

House

29 HIGH VISTA DR, DAVENPORT, FL, 33837
New Foxwood Lake Estates 1758 FOX HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$179,000

3 beds

|

2 baths

|

1,056 sq ft

|

Manufactured Home

1758 FOX HILL DR, LAKELAND, FL, 33810
Solivita 531 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$449,000

3 beds

|

3 baths

|

2,307 sq ft

|

House

531 VILLA PARK RD, KISSIMMEE, FL, 34759
Community: Solivita
New Lake Ashton 4480 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$296,500

2 beds

|

2 baths

|

1,523 sq ft

|

House

4480 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
New Tohoqua Reserve 1807 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$349,160

2 beds

|

2 baths

|

1,579 sq ft

|

Villa

1807 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
New Traditions at Lake Ruby 3348 RALEIGH DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$239,000

2 beds

|

2 baths

|

1,185 sq ft

|

House

3348 RALEIGH DR, WINTER HAVEN, FL, 33884
Sandpiper Golf & Country Club 6059 CONDOR DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$375,000

3 beds

|

2 baths

|

2,195 sq ft

|

House

6059 CONDOR DR, LAKELAND, FL, 33809
Del Webb Orlando 136 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,900

3 beds

|

3 baths

|

1,982 sq ft

|

House

136 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Del Webb Orlando 300 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$438,900

2 beds

|

2 baths

|

1,728 sq ft

|

House

300 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Highland Fairways 2137 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$315,000

3 beds

|

2 baths

|

1,808 sq ft

|

House

2137 GRAND CYPRESS DR, LAKELAND, FL, 338...
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.
Spring Lake Towers 700 MIRROR TER 303, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$119,900

2 beds

|

2 baths

|

1,029 sq ft

|

Condo

700 MIRROR TER 303, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
Lake Ashton 4115 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$325,000

2 beds

|

2 baths

|

1,688 sq ft

|

House

4115 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Solivita 274 MARABELLA LOOP, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$339,900

3 beds

|

2 baths

|

1,786 sq ft

|

House

274 MARABELLA LOOP, KISSIMMEE, FL, 34759
Community: Solivita
Cypress Lakes 2352 PEAVINE CIR # 1016, LAKELAND, FL, 3..., Lakeland, FL 33810
$225,000

2 beds

|

2 baths

|

1,134 sq ft

|

Manufactured Home

2352 PEAVINE CIR # 1016, LAKELAND, FL, 3...
Community: Cypress Lakes
Lake Ashton 5353 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$499,000

3 beds

|

2 baths

|

2,805 sq ft

|

House

5353 HOGAN LN, 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
Solivita 130 PRIMA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$407,000

3 beds

|

2 baths

|

2,141 sq ft

|

House

130 PRIMA DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 308 VESTRELLA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$285,000

2 beds

|

2 baths

|

1,703 sq ft

|

House

308 VESTRELLA DR, KISSIMMEE, FL, 34759
Community: Solivita
Traditions at Lake Ruby 3986 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$415,000

4 beds

|

3 baths

|

2,320 sq ft

|

House

3986 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Solivita 428 BEL AIR WAY, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$419,900

2 beds

|

2 baths

|

2,023 sq ft

|

House

428 BEL AIR WAY, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 917 SHOREHAVEN DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$459,900

3 beds

|

3 baths

|

2,325 sq ft

|

House

917 SHOREHAVEN 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.
Highland Fairways 3279 PEBBLE BEND DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$245,000

2 beds

|

2 baths

|

1,456 sq ft

|

Manufactured Home

3279 PEBBLE BEND DR, LAKELAND, FL, 33810
Community: Highland Fairways
Traditions at Lake Ruby 2925 DAYTON DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$313,900

3 beds

|

2 baths

|

2,109 sq ft

|

House

2925 DAYTON DR, WINTER HAVEN, FL, 33884
Solivita 161 CAPE FLORIDA DR, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$285,000

2 beds

|

2 baths

|

1,491 sq ft

|

House

161 CAPE FLORIDA DR, KISSIMMEE, FL, 3475...
Community: Solivita
Highlands Ridge 3215 E PEBBLE CREEK DR, AVON PARK, FL, 3..., Avon Park, FL 33825
$259,900

2 beds

|

2 baths

|

1,574 sq ft

|

House

3215 E PEBBLE CREEK DR, AVON PARK, FL, 3...
Community: Highlands Ridge
Solivita 582 SAN JOAQUIN RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$369,900

3 beds

|

2 baths

|

1,730 sq ft

|

House

582 SAN JOAQUIN RD, 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
Heritage Landings 2795 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$329,000

3 beds

|

2 baths

|

1,769 sq ft

|

House

2795 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Community: Heritage Landings
Lakes at Laurel Highlands 2795 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$329,000

3 beds

|

2 baths

|

1,769 sq ft

|

House

2795 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Tohoqua Reserve 2015 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$420,000

3 beds

|

2 baths

|

2,054 sq ft

|

House

2015 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Colonnades 4805 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$125,000

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

4805 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades
Tohoqua Reserve 1901 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$350,000

2 beds

|

2 baths

|

1,559 sq ft

|

House

1901 SPRING SHOWER CIR, 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.
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
Carillon Lakes 4361 WHISTLEWOOD CIR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$429,000

3 beds

|

3 baths

|

2,430 sq ft

|

House

4361 WHISTLEWOOD CIR, LAKELAND, FL, 3381...
Community: Carillon Lakes
Sandpiper Golf & Country Club 6325 EGRET DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$284,000

3 beds

|

2 baths

|

1,441 sq ft

|

House

6325 EGRET DR, LAKELAND, FL, 33809
Foxwood Lake Estates 5079 LODGEWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$189,000

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

5079 LODGEWOOD DR, LAKELAND, FL, 33810
Oakview 1585 OAKVIEW CIR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$199,900

2 beds

|

2 baths

|

1,186 sq ft

|

Villa

1585 OAKVIEW CIR, WINTER HAVEN, FL, 3388...
Community: Oakview
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Solivita 537 MONTAGE LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$549,900

3 beds

|

3 baths

|

2,441 sq ft

|

House

537 MONTAGE LN, KISSIMMEE, FL, 34759
Community: Solivita
Highlands Ridge 3002 OAKHILL DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$319,500

3 beds

|

2 baths

|

2,150 sq ft

|

House

3002 OAKHILL DR, AVON PARK, FL, 33825
Community: Highlands Ridge
Solivita 1824 PELICAN HILL WAY, POINCIANA, FL, 34..., Poinciana, FL 34759
$266,500

2 beds

|

2 baths

|

1,515 sq ft

|

House

1824 PELICAN HILL WAY, POINCIANA, FL, 34...
Community: Solivita
Lake Ashton 5201 GREEN DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$374,500

3 beds

|

2 baths

|

1,845 sq ft

|

House

5201 GREEN DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Del Webb Orlando 224 GRANADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$439,900

3 beds

|

2 baths

|

1,926 sq ft

|

House

224 GRANADA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando



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31 communities near Lakeland-Winter Haven Area
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REIN updates its listings on a daily basis. Data last updated: Nov 28, 2025.
This application does not include information on all of the properties available for sale at this time.

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