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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
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
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
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
Thunderbird Hill
$100ks - $200ks
Thunderbird Hill, Sebring, FL
Resale Only | 55+ age-restricted | Built 1984 - 2000 | 103 homes
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 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.
Lakes at Laurel Highlands
$200ks - $300ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 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
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
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
2 rating (1 reviews) Heritage Landings
$200ks - $300ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 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
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes
Preserve at Lakeside Land...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 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.
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Ashley Oaks
$100ks
Ashley Oaks, Sebring, FL
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 44 homes
New Solivita 513 BARCELONA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$295,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

513 BARCELONA DR, KISSIMMEE, 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
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 Lake Ashton 4063 BIRKDALE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$294,900

2 beds

|

2 baths

|

1,530 sq ft

|

House

4063 BIRKDALE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New Del Webb Orlando 333 NAVARRA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,000

3 beds

|

2 baths

|

2,028 sq ft

|

House

333 NAVARRA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
New Thunderbird Hill 3700 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$182,500

2 beds

|

2 baths

|

1,218 sq ft

|

Villa

3700 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
New
Cindy Certified
306 CLEARWATER LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$279,990

3 beds

|

2 baths

|

1,500 sq ft

|

House

306 CLEARWATER LN, POINCIANA, FL, 34759
New Highland Fairways 3705 HIGHLAND FAIRWAYS BLVD, LAKELAND, F..., Lakeland, FL 33810
$314,900

3 beds

|

2 baths

|

1,955 sq ft

|

House

3705 HIGHLAND FAIRWAYS BLVD, LAKELAND, F...
Community: Highland Fairways
New Del Webb Orlando 1012 SALAMANCA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$314,988

2 beds

|

2 baths

|

1,295 sq ft

|

House

1012 SALAMANCA PL, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New
Cindy Certified
3853 CITROEN DR, SEBRING, FL, 33872, Sebring, FL 33872
$310,000

3 beds

|

2 baths

|

1,488 sq ft

|

House

3853 CITROEN DR, SEBRING, FL, 33872
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.
New Highlands Ridge 2806 S DOCKSIDE DR 35, AVON PARK, FL, 33..., Avon Park, FL 33825
$124,000

2 beds

|

2 baths

|

1,750 sq ft

|

Mobile Home

2806 S DOCKSIDE DR 35, AVON PARK, FL, 33...
Community: Highlands Ridge
New
Cindy Certified
1847 BUCKEYE RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$329,990

3 beds

|

2 baths

|

1,725 sq ft

|

House

1847 BUCKEYE RD, DAVENPORT, FL, 33837
New
Cindy Certified
120 PANDA WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$340,000

4 beds

|

2 baths

|

1,851 sq ft

|

House

120 PANDA WAY, DAVENPORT, FL, 33837
New Highland Fairways 3590 HIGHLAND FAIRWAYS BLVD, LAKELAND, F..., Lakeland, FL 33810
$287,900

2 beds

|

2 baths

|

1,610 sq ft

|

House

3590 HIGHLAND FAIRWAYS BLVD, LAKELAND, F...
Community: Highland Fairways
New
Cindy Certified
1799 ALTAVISTA CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$370,000

3 beds

|

2 baths

|

1,753 sq ft

|

House

1799 ALTAVISTA CIR, LAKELAND, FL, 33810
New
Cindy Certified
4590 CORAL HARBOUR RD, KISSIMMEE, FL, 34..., Kissimmee, FL 34758
$392,780

4 beds

|

3 baths

|

2,175 sq ft

|

House

4590 CORAL HARBOUR RD, KISSIMMEE, FL, 34...
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
New
Cindy Certified
5009 LOGGIA LN, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$319,790

4 beds

|

2 baths

|

1,600 sq ft

|

House

5009 LOGGIA LN, KISSIMMEE, FL, 34758
New
Cindy Certified
3921 DAUPHINE ST, SEBRING, FL, 33872, Sebring, FL 33872
$299,000

3 beds

|

2 baths

|

1,503 sq ft

|

House

3921 DAUPHINE ST, SEBRING, FL, 33872
New
Cindy Certified
4590 BROOKSHIRE PL, LAKE WALES, FL, 3389..., Lake Wales, FL 33898
$369,000

5 beds

|

3 baths

|

2,302 sq ft

|

House

4590 BROOKSHIRE PL, LAKE WALES, FL, 3389...
New
Cindy Certified
344 ORIOLE AVE, SEBRING, FL, 33870, Sebring, FL 33870
$365,000

3 beds

|

3 baths

|

1,776 sq ft

|

House

344 ORIOLE AVE, SEBRING, FL, 33870
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.
New
Cindy Certified
8310 PONCE DE LEON ST, LAKELAND, FL, 338..., Lakeland, FL 33810
$314,990

3 beds

|

2 baths

|

1,504 sq ft

|

House

8310 PONCE DE LEON ST, LAKELAND, FL, 338...
New Tohoqua Reserve 2756 SUMMER RETREAT LN, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$310,000

3 beds

|

2 baths

|

1,559 sq ft

|

Villa

2756 SUMMER RETREAT LN, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
New Del Webb Orlando 672 CORDOBA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$369,900

2 beds

|

2 baths

|

1,956 sq ft

|

House

672 CORDOBA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New
Cindy Certified
4200 MERCEDES ST, SEBRING, FL, 33872, Sebring, FL 33872
$295,000

3 beds

|

2 baths

|

1,400 sq ft

|

House

4200 MERCEDES ST, SEBRING, FL, 33872
High Vista at Ridgewood Lakes 347 ROYAL PALM DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$245,000

2 beds

|

2 baths

|

1,395 sq ft

|

House

347 ROYAL PALM DR, DAVENPORT, FL, 33837
Cindy Certified
7342 LIBERTY RD, LAKELAND, FL, 33809, Lakeland, FL 33809
$354,900

4 beds

|

2 baths

|

1,773 sq ft

|

House

7342 LIBERTY RD, LAKELAND, FL, 33809
Solivita 896 BARCELONA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$333,000

2 beds

|

3 baths

|

1,935 sq ft

|

House

896 BARCELONA DR, POINCIANA, 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
Cindy Certified
4600 SINGER ST, SEBRING, FL, 33872, Sebring, FL 33872
$290,000

3 beds

|

2 baths

|

1,437 sq ft

|

House

4600 SINGER ST, SEBRING, FL, 33872
Del Webb Orlando 442 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$424,900

3 beds

|

3 baths

|

2,581 sq ft

|

House

442 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Cindy Certified
5332 LOGGIA LN, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$371,374

4 beds

|

3 baths

|

2,075 sq ft

|

House

5332 LOGGIA LN, KISSIMMEE, FL, 34758
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 1804 MASTERS LN, LAKELAND, FL, 33810, Lakeland, FL 33810
$289,900

3 beds

|

2 baths

|

2,065 sq ft

|

House

1804 MASTERS LN, LAKELAND, FL, 33810
Community: Highland Fairways
Silver Lakes 2191 SILVER RE DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$279,900

2 beds

|

2 baths

|

1,812 sq ft

|

House

2191 SILVER RE DR, LAKELAND, FL, 33810
Community: Silver Lakes
Cindy Certified
5124 MOSS HAMMOCK TRL, SEBRING, FL, 3387..., Sebring, FL 33872
$489,900

4 beds

|

3 baths

|

2,367 sq ft

|

House

5124 MOSS HAMMOCK TRL, SEBRING, FL, 3387...
Highland Fairways 2012 LONG BOAT DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$300,000

3 beds

|

2 baths

|

1,661 sq ft

|

House

2012 LONG BOAT DR, LAKELAND, FL, 33810
Community: Highland Fairways
Highland Fairways 2227 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$205,000

2 beds

|

2 baths

|

1,363 sq ft

|

House

2227 GRAND CYPRESS DR, LAKELAND, FL, 338...
Community: Highland Fairways
Solivita 205 BELL TOWER XING, POINCIANA, FL, 3475..., Poinciana, FL 34759
$257,500

2 beds

|

2 baths

|

1,405 sq ft

|

House

205 BELL TOWER XING, POINCIANA, FL, 3475...
Community: Solivita
Cindy Certified
870 BALLANTYNE DR, LAKE WALES, FL, 33898, Lake Wales, FL 33898
$320,000

4 beds

|

2 baths

|

1,822 sq ft

|

House

870 BALLANTYNE DR, LAKE WALES, FL, 33898
Solivita 779 VIA COMO ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$350,000

2 beds

|

2 baths

|

1,653 sq ft

|

House

779 VIA COMO ST, POINCIANA, 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
Solivita 364 ACADIA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$259,000

2 beds

|

2 baths

|

1,387 sq ft

|

House

364 ACADIA DR, POINCIANA, FL, 34759
Community: Solivita
Cindy Certified
4826 RIVER BIRCH BND, LAKELAND, FL, 3381..., Lakeland, FL 33811
$282,990

3 beds

|

2 baths

|

1,302 sq ft

|

House

4826 RIVER BIRCH BND, LAKELAND, FL, 3381...
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 27, 2026.
This application does not include information on all of the properties available for sale at this time.

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