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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, FL? 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
$200Ks - $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, FL? 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.
2 rating (1 reviews) Heritage Landings
$300Ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 homes
Lakes at Laurel Highlands
$300Ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 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, FL? 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 - $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.
Tohoqua Reserve
$300Ks - $400Ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
High Vista at Ridgewood Lakes 322 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$300,000

3 beds

|

2 baths

|

1,776 sq ft

|

House

322 HIGH VISTA DR, DAVENPORT, FL, 33837
Solivita 3775 VIA MAZZINI CT, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$524,900

4 beds

|

3 baths

|

2,495 sq ft

|

House

3775 VIA MAZZINI CT, KISSIMMEE, FL, 3475...
Community: Solivita
Highlands Ridge 3541 E GLEN EAGLES DR, AVON PARK, FL, 33..., Avon Park, FL 33825
$435,000

2 beds

|

3 baths

|

2,092 sq ft

|

House

3541 E GLEN EAGLES DR, AVON PARK, FL, 33...
Community: Highlands Ridge
Solivita 504 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$275,000

2 beds

|

2 baths

|

1,543 sq ft

|

House

504 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
Foxwood Lake Estates 5026 FOXWOOD BLVD, LAKELAND, FL, 33810, Lakeland, FL 33810
$200,000

2 beds

|

2 baths

|

1,456 sq ft

|

Manufactured Home

5026 FOXWOOD BLVD, LAKELAND, FL, 33810
Want to learn more about 55+ communities in Lakeland-Winter Haven Area, FL? 55places can help!
Questions? Call us: (863) 344-5798
Tomoka Heights 20 CHESTNUT TRL, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$285,000

3 beds

|

2 baths

|

1,606 sq ft

|

House

20 CHESTNUT TRL, LAKE PLACID, FL, 33852
Community: Tomoka Heights
The Wellington 689 LAKE HOWARD DR 1E, WINTER HAVEN, FL,..., Winter Haven, FL 33880
$130,000

2 beds

|

2 baths

|

1,050 sq ft

|

Townhouse

689 LAKE HOWARD DR 1E, WINTER HAVEN, FL,...
Community: The Wellington
Solivita 541 MILANO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$520,000

3 beds

|

2 baths

|

2,450 sq ft

|

House

541 MILANO RD, KISSIMMEE, FL, 34759
Community: Solivita
Thunderbird Hill 3702 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$220,000

2 beds

|

2 baths

|

1,306 sq ft

|

Villa

3702 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
Traditions at Lake Ruby 3923 BALDWIN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$299,000

3 beds

|

2 baths

|

1,719 sq ft

|

House

3923 BALDWIN LN, WINTER HAVEN, FL, 33884
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 1336 OAKMONT DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$695,000

3 beds

|

2 baths

|

2,773 sq ft

|

House

1336 OAKMONT DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Tomoka Heights 124 CRESTVIEW CT, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$347,000

2 beds

|

2 baths

|

2,008 sq ft

|

House

124 CRESTVIEW CT, LAKE PLACID, FL, 33852
Community: Tomoka Heights
Solivita 101 PALAZZO LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$330,000

2 beds

|

2 baths

|

1,703 sq ft

|

House

101 PALAZZO LN, POINCIANA, FL, 34759
Community: Solivita
Solivita 501 HERITAGE TRAIL ST, KISSIMMEE, FL, 34..., Kissimmee, FL 34759
$320,000

2 beds

|

2 baths

|

1,574 sq ft

|

House

501 HERITAGE TRAIL ST, KISSIMMEE, FL, 34...
Community: Solivita
Sandpiper Golf & Country Club 5987 TEAL TRL, LAKELAND, FL, 33809, Lakeland, FL 33809
$370,000

3 beds

|

2 baths

|

1,478 sq ft

|

House

5987 TEAL TRL, LAKELAND, FL, 33809
Want to learn more about 55+ communities in Lakeland-Winter Haven Area, FL? 55places can help!
Questions? Call us: (863) 344-5798
Sandpiper Golf & Country Club 5992 TEAL TRL, LAKELAND, FL, 33809, Lakeland, FL 33809
$370,000

3 beds

|

2 baths

|

1,478 sq ft

|

House

5992 TEAL TRL, LAKELAND, FL, 33809
Sandpiper Golf & Country Club 5970 CORMORANT CT, LAKELAND, FL, 33809, Lakeland, FL 33809
$375,000

3 beds

|

2 baths

|

1,582 sq ft

|

House

5970 CORMORANT CT, LAKELAND, FL, 33809
Sandpiper Golf & Country Club 5976 CORMORANT CT, LAKELAND, FL, 33809, Lakeland, FL 33809
$370,000

3 beds

|

2 baths

|

1,478 sq ft

|

House

5976 CORMORANT CT, LAKELAND, FL, 33809
Sandpiper Golf & Country Club 5920 CORMORANT CT, LAKELAND, FL, 33809, Lakeland, FL 33809
$375,000

3 beds

|

2 baths

|

1,582 sq ft

|

House

5920 CORMORANT CT, LAKELAND, FL, 33809
Sandpiper Golf & Country Club 5927 CORMORANT CT, LAKELAND, FL, 33809, Lakeland, FL 33809
$350,000

2 beds

|

2 baths

|

1,321 sq ft

|

House

5927 CORMORANT CT, LAKELAND, FL, 33809
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 5921 CORMORANT CT, LAKELAND, FL, 33809, Lakeland, FL 33809
$385,000

3 beds

|

2 baths

|

1,640 sq ft

|

House

5921 CORMORANT CT, LAKELAND, FL, 33809
Sandpiper Golf & Country Club 5933 CORMORANT CT, LAKELAND, FL, 33809, Lakeland, FL 33809
$350,000

2 beds

|

2 baths

|

1,321 sq ft

|

House

5933 CORMORANT CT, LAKELAND, FL, 33809
Sandpiper Golf & Country Club 5926 CORMORANT CT, LAKELAND, FL, 33809, Lakeland, FL 33809
$385,000

3 beds

|

2 baths

|

1,640 sq ft

|

House

5926 CORMORANT CT, LAKELAND, FL, 33809
Sandpiper Golf & Country Club 5909 CORMORANT CT, LAKELAND, FL, 33809, Lakeland, FL 33809
$385,000

3 beds

|

2 baths

|

1,640 sq ft

|

House

5909 CORMORANT CT, LAKELAND, FL, 33809
Foxwood Lake Estates 5013 FOXWOOD BLVD, LAKELAND, FL, 33810, Lakeland, FL 33810
$175,000

2 beds

|

2 baths

|

1,056 sq ft

|

Manufactured Home

5013 FOXWOOD BLVD, LAKELAND, FL, 33810
Want to learn more about 55+ communities in Lakeland-Winter Haven Area, FL? 55places can help!
Questions? Call us: (863) 344-5798
Traditions at Lake Ruby 2733 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$369,000

3 beds

|

3 baths

|

2,032 sq ft

|

House

2733 ATTWATER LOOP, WINTER HAVEN, FL, 33...
Lake Ashton 4276 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$625,000

2 beds

|

2 baths

|

2,328 sq ft

|

House

4276 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Solivita 188 OLYMPUS WAY, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$299,999

2 beds

|

2 baths

|

1,250 sq ft

|

House

188 OLYMPUS WAY, KISSIMMEE, FL, 34759
Community: Solivita
Del Webb Orlando 333 NAVARRA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$434,900

3 beds

|

2 baths

|

2,028 sq ft

|

House

333 NAVARRA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Ashton 5325 NICKLAUS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$284,900

2 beds

|

2 baths

|

1,319 sq ft

|

House

5325 NICKLAUS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
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.
Tomoka Heights 14 GRANDVIEW BLVD, LAKE PLACID, FL, 3385..., Lake Placid, FL 33852
$250,000

3 beds

|

2 baths

|

1,968 sq ft

|

House

14 GRANDVIEW BLVD, LAKE PLACID, FL, 3385...
Community: Tomoka Heights
Solivita 2340 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$359,000

3 beds

|

3 baths

|

2,272 sq ft

|

Villa

2340 PALM TREE DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 418 TREVISO DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$615,000

3 beds

|

3 baths

|

2,427 sq ft

|

House

418 TREVISO DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 105 PALAZZO LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$326,000

2 beds

|

2 baths

|

1,590 sq ft

|

House

105 PALAZZO LN, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 436 BEL AIR WAY, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$399,900

2 beds

|

2 baths

|

1,975 sq ft

|

House

436 BEL AIR WAY, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Lakeland-Winter Haven Area, FL? 55places can help!
Questions? Call us: (863) 344-5798
Highlands Ridge 5040 BIRKDALE DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$289,900

2 beds

|

2 baths

|

1,624 sq ft

|

Villa

5040 BIRKDALE DR, AVON PARK, FL, 33825
Community: Highlands Ridge
Traditions at Lake Ruby 3023 CANEEL ST, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$240,000

2 beds

|

2 baths

|

1,385 sq ft

|

Townhouse

3023 CANEEL ST, WINTER HAVEN, FL, 33884
Traditions at Lake Ruby 2825 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$233,000

2 beds

|

2 baths

|

1,385 sq ft

|

Villa

2825 ATTWATER LOOP, WINTER HAVEN, FL, 33...
Solivita 3432 FALLBROOK DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$312,000

2 beds

|

2 baths

|

1,499 sq ft

|

Villa

3432 FALLBROOK DR, POINCIANA, FL, 34759
Community: Solivita
Highlands Ridge 3243 E ANGLERS STRM, AVON PARK, FL, 3382..., Avon Park, FL 33825
$365,000

3 beds

|

3 baths

|

2,476 sq ft

|

House

3243 E ANGLERS STRM, AVON PARK, FL, 3382...
Community: Highlands Ridge



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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: Dec 06, 2025.
This application does not include information on all of the properties available for sale at this time.

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