Call us at (863) 344-5798 to learn more about active adult communities in Lakeland-Winter Haven Area

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

32 communities near Lakeland-Winter Haven Area

Sort by:

Relevance

Relevance

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
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 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
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.
5 rating (4 reviews) Carillon Lakes
$200ks - $400ks
Carillon Lakes, Lakeland, FL
Resale Only | Age-targeted | Built 2000 - 2006 | 650 homes
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
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
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
2 rating (1 reviews) Heritage Landings
$200ks - $300ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 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
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 Foxwood Lake Estates 4950 FOXWOOD BLVD, LAKELAND, FL, 33810, Lakeland, FL 33810
$189,000

2 beds

|

2 baths

|

1,296 sq ft

|

Manufactured Home

4950 FOXWOOD BLVD, LAKELAND, FL, 33810
New Lakes at Laurel Highlands 2498 SILVER VIEW DR, LAKELAND, FL, 33811, Lakeland, FL 33811
$320,000

3 beds

|

2 baths

|

2,696 sq ft

|

House

2498 SILVER VIEW DR, LAKELAND, FL, 33811
New Solivita 163 OLYMPUS WAY, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$474,000

4 beds

|

3 baths

|

2,200 sq ft

|

House

163 OLYMPUS WAY, 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
New Solivita 970 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$634,900

4 beds

|

5 baths

|

2,917 sq ft

|

House

970 SAN RAPHAEL ST, POINCIANA, FL, 34759
Community: Solivita
New Solivita 524 PRESIDO PARK PL, POINCIANA, FL, 3475..., Poinciana, FL 34759
$250,000

2 beds

|

2 baths

|

1,341 sq ft

|

House

524 PRESIDO PARK PL, POINCIANA, FL, 3475...
Community: Solivita
New Vienna Square 1307 INNSBRUCK CT, WINTER HAVEN, FL, 338..., Winter Haven, FL 33884
$198,900

2 beds

|

2 baths

|

1,316 sq ft

|

Villa

1307 INNSBRUCK CT, WINTER HAVEN, FL, 338...
Community: Vienna Square
New Lake Henry Estates 452 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$349,900

2 beds

|

2 baths

|

1,834 sq ft

|

House

452 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
New Esplanade at Westview 5676 NEVIS TER, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$540,000

3 beds

|

3 baths

|

2,296 sq ft

|

House

5676 NEVIS TER, 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.
New Thunderbird Hill 3717 SUNBIRD CIR, SEBRING, FL, 33872, Sebring, FL 33872
$217,900

2 beds

|

2 baths

|

1,182 sq ft

|

Villa

3717 SUNBIRD CIR, SEBRING, FL, 33872
Community: Thunderbird Hill
New Esplanade at Westview 4364 CURACAO PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$770,000

3 beds

|

3 baths

|

3,004 sq ft

|

House

4364 CURACAO PL, KISSIMMEE, FL, 34758
New Carillon Lakes 3007 BELLFLOWER WAY, LAKELAND, FL, 33811, Lakeland, FL 33811
$379,900

3 beds

|

3 baths

|

1,846 sq ft

|

House

3007 BELLFLOWER WAY, LAKELAND, FL, 33811
Community: Carillon Lakes
New Lake Henry Estates 477 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$274,900

3 beds

|

2 baths

|

1,835 sq ft

|

House

477 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
New Lake Ashton 1102 ASHTON PALMS DR, LAKE WALES, FL, 33..., Lake Wales, FL 33859
$225,000

2 beds

|

2 baths

|

1,196 sq ft

|

Condo

1102 ASHTON PALMS DR, LAKE WALES, FL, 33...
Community: Lake Ashton
New Carillon Lakes 3833 WHISTLEWOOD CIR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$325,000

3 beds

|

2 baths

|

1,706 sq ft

|

House

3833 WHISTLEWOOD CIR, LAKELAND, FL, 3381...
Community: Carillon Lakes
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
New Lake Ashton 4168 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$329,900

3 beds

|

2 baths

|

1,756 sq ft

|

House

4168 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Esplanade at Westview 4536 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$299,900

3 beds

|

2 baths

|

1,553 sq ft

|

House

4536 OCHOS RIOS PL, KISSIMMEE, FL, 34758
Del Webb Orlando 519 VIGO ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$449,000

3 beds

|

2 baths

|

2,320 sq ft

|

House

519 VIGO ST, DAVENPORT, FL, 33837
Community: Del Webb Orlando
The Wellington 689 LAKE HOWARD DR 213, WINTER HAVEN, FL..., Winter Haven, FL 33880
$149,000

2 beds

|

2 baths

|

1,072 sq ft

|

Condo

689 LAKE HOWARD DR 213, WINTER HAVEN, FL...
Community: The Wellington
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 3741 INNISBROOK DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$225,000

2 beds

|

2 baths

|

1,196 sq ft

|

House

3741 INNISBROOK DR, LAKELAND, FL, 33810
Community: Highland Fairways
Hidden Creek 2311 HIDDEN CREEK CIR, SEBRING, FL, 3387..., Sebring, FL 33870
$239,000

2 beds

|

2 baths

|

1,285 sq ft

|

House

2311 HIDDEN CREEK CIR, SEBRING, FL, 3387...
Community: Hidden Creek
Sandpiper Golf & Country Club 1018 PARAKEET TRL, LAKELAND, FL, 33809, Lakeland, FL 33809
$318,900

2 beds

|

2 baths

|

1,464 sq ft

|

House

1018 PARAKEET TRL, LAKELAND, FL, 33809
Highland Fairways 3231 BEAR CREEK LN, LAKELAND, FL, 33810, Lakeland, FL 33810
$199,900

2 beds

|

1 baths

|

1,400 sq ft

|

House

3231 BEAR CREEK LN, LAKELAND, FL, 33810
Community: Highland Fairways
Highland Fairways 2260 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$239,900

2 beds

|

2 baths

|

1,391 sq ft

|

House

2260 GRAND CYPRESS DR, LAKELAND, FL, 338...
Community: Highland Fairways
Solivita 421 TREVISO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$360,000

2 beds

|

2 baths

|

1,705 sq ft

|

House

421 TREVISO DR, POINCIANA, FL, 34759
Community: Solivita
Thunderbird Hill 3718 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$185,000

2 beds

|

2 baths

|

1,242 sq ft

|

Villa

3718 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Solivita 600 VOLTERRA BLVD, POINCIANA, FL, 34759, Poinciana, FL 34759
$539,000

3 beds

|

3 baths

|

2,450 sq ft

|

House

600 VOLTERRA BLVD, POINCIANA, FL, 34759
Community: Solivita
Foxwood Lake Estates 1706 FOX HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$185,000

2 beds

|

2 baths

|

1,552 sq ft

|

Manufactured Home

1706 FOX HILL DR, LAKELAND, FL, 33810
Tomoka Heights 82 HICKORY HILLS CIR, LAKE PLACID, FL, 3..., Lake Placid, FL 33852
$248,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

82 HICKORY HILLS CIR, LAKE PLACID, FL, 3...
Community: Tomoka Heights
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.
Foxwood Lake Estates 5022 FOXWOOD BLVD, LAKELAND, FL, 33810, Lakeland, FL 33810
$198,000

2 beds

|

2 baths

|

1,440 sq ft

|

Manufactured Home

5022 FOXWOOD BLVD, LAKELAND, FL, 33810
Highland Fairways 2228 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$279,900

3 beds

|

2 baths

|

1,791 sq ft

|

House

2228 GRAND CYPRESS DR, LAKELAND, FL, 338...
Community: Highland Fairways
Solivita 501 MONTAGE LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$595,000

3 beds

|

3 baths

|

2,941 sq ft

|

House

501 MONTAGE LN, POINCIANA, FL, 34759
Community: Solivita
Lake Ashton 4493 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$299,000

3 beds

|

2 baths

|

1,706 sq ft

|

House

4493 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Traditions at Lake Ruby 4134 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$309,000

3 beds

|

2 baths

|

1,941 sq ft

|

House

4134 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Solivita 280 INDIAN WELLS AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$374,900

2 beds

|

2 baths

|

2,101 sq ft

|

House

280 INDIAN WELLS AVE, KISSIMMEE, FL, 347...
Community: Solivita
Del Webb Orlando 100 CASTELLON CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$449,000

3 beds

|

2 baths

|

1,936 sq ft

|

House

100 CASTELLON CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Solivita 1369 LOMBARDI CT, POINCIANA, FL, 34759, Poinciana, FL 34759
$316,000

2 beds

|

2 baths

|

1,653 sq ft

|

House

1369 LOMBARDI CT, 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
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
Covered Bridge 101 EDGEWATER DR, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$219,900

2 beds

|

2 baths

|

1,175 sq ft

|

Villa

101 EDGEWATER DR, LAKE PLACID, FL, 33852
Community: Covered Bridge
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.



Frequently Asked Questions


Connect with an agent
Want to learn more about 55+ communities in the Lakeland-Winter Haven Area?
  • Insights and market stats
  • Instant new home alerts
  • Answers from local 55+ experts

Call us now: (863) 344-5798

Want to learn more about 55+ communities in Lakeland-Winter Haven Area?

Call us: (863) 344-5798
32 communities
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Aug 13, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top