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Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale - Page 6

478 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
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Tomoka Heights
$100ks - $300ks
Tomoka Heights, Lake Placid, FL
Resale Only | 55+ age-restricted | Built 1982 - 2018 | 460 homes
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 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
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
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.
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
Lakes at Laurel Highlands
$200ks - $300ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 65 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
The Wellington
$100ks - $200ks
The Wellington, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 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
Preserve at Lakeside Land...
$200ks - $300ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
2 rating (1 reviews) Heritage Landings
$200ks - $300ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 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.
Ashley Oaks
$100ks
Ashley Oaks, Sebring, FL
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 44 homes
Poinsettia Heights
$100ks - $200ks
Poinsettia Heights, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes
Solivita 2316 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$282,000

2 beds

|

2 baths

|

1,539 sq ft

|

Villa

2316 PALM TREE DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 624 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$279,900

2 beds

|

2 baths

|

1,543 sq ft

|

House

624 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 5308 GREEN DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$255,000

3 beds

|

2 baths

|

1,495 sq ft

|

House

5308 GREEN DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Lake Ashton 1061 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$449,900

3 beds

|

2 baths

|

2,069 sq ft

|

House

1061 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Cindy Certified
2039 ROSEWOOD CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$370,000

3 beds

|

2 baths

|

1,845 sq ft

|

House

2039 ROSEWOOD CIR, LAKELAND, FL, 33810
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Oakview 1525 OAKVIEW CIR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$199,000

2 beds

|

2 baths

|

1,333 sq ft

|

Villa

1525 OAKVIEW CIR, WINTER HAVEN, FL, 3388...
Community: Oakview
Colonnades 4949 PLEASANT HOLLOW TRL 211, LAKELAND, ..., Lakeland, FL 33811
$247,500

2 beds

|

2 baths

|

1,366 sq ft

|

House

4949 PLEASANT HOLLOW TRL 211, LAKELAND, ...
Community: Colonnades
Solivita 674 VINEYARD WAY, POINCIANA, FL, 34759, Poinciana, FL 34759
$270,000

2 beds

|

2 baths

|

1,387 sq ft

|

House

674 VINEYARD WAY, POINCIANA, FL, 34759
Community: Solivita
Sandpiper Golf & Country Club 6381 EGRET DR 14, LAKELAND, FL, 33809, Lakeland, FL 33809
$239,000

2 beds

|

2 baths

|

1,526 sq ft

|

Villa

6381 EGRET DR 14, LAKELAND, FL, 33809
Foxwood Lake Estates 1785 QUAIL HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$220,000

2 beds

|

2 baths

|

1,344 sq ft

|

Manufactured Home

1785 QUAIL HILL DR, LAKELAND, FL, 33810
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.
Cindy Certified
436 HENNEPIN LOOP, LAKE WALES, FL, 33898, Lake Wales, FL 33898
$319,500

3 beds

|

2 baths

|

1,427 sq ft

|

House

436 HENNEPIN LOOP, LAKE WALES, FL, 33898
Solivita 157 PALAZZO LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$320,000

2 beds

|

2 baths

|

1,703 sq ft

|

House

157 PALAZZO LN, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
2016 ROSEWOOD CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$449,900

4 beds

|

3 baths

|

2,106 sq ft

|

House

2016 ROSEWOOD CIR, LAKELAND, FL, 33810
Solivita 518 DAVINCI PASS, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$346,000

2 beds

|

2 baths

|

1,491 sq ft

|

House

518 DAVINCI PASS, KISSIMMEE, FL, 34759
Community: Solivita
Highlands Ridge 5116 BIRKDALE DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$298,000

2 beds

|

2 baths

|

1,462 sq ft

|

House

5116 BIRKDALE DR, AVON PARK, FL, 33825
Community: Highlands Ridge
Sandpiper Golf & Country Club 6121 KITTIWAKE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$244,000

2 beds

|

2 baths

|

1,135 sq ft

|

House

6121 KITTIWAKE DR, LAKELAND, FL, 33809
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Silver Lakes 6353 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$272,900

3 beds

|

2 baths

|

1,735 sq ft

|

House

6353 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver Lakes
Tohoqua Reserve 1974 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$447,000

3 beds

|

3 baths

|

2,175 sq ft

|

House

1974 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Foxwood Lake Estates 1802 SHERWOOD HILL DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$147,000

2 beds

|

2 baths

|

864 sq ft

|

Manufactured Home

1802 SHERWOOD HILL DR, LAKELAND, FL, 338...
Covered Bridge 35 PINECREST ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$195,000

2 beds

|

2 baths

|

1,060 sq ft

|

Mobile Home

35 PINECREST ST, 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.
Traditions at Lake Ruby 3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$310,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388...
Solivita 1132 VIA GALUPPI ST, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$364,500

3 beds

|

2 baths

|

1,725 sq ft

|

House

1132 VIA GALUPPI ST, KISSIMMEE, FL, 3475...
Community: Solivita
Thunderbird Hill 3702 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$209,900

2 beds

|

2 baths

|

1,306 sq ft

|

Villa

3702 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
Cindy Certified
5068 MOSS HAMMOCK TRL, SEBRING, FL, 3387..., Sebring, FL 33872
$549,900

3 beds

|

2 baths

|

2,273 sq ft

|

House

5068 MOSS HAMMOCK TRL, SEBRING, FL, 3387...
Solivita 941 SHOREHAVEN DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$324,900

3 beds

|

3 baths

|

2,325 sq ft

|

House

941 SHOREHAVEN DR, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
545 VICEROY CT, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$315,000

3 beds

|

2 baths

|

2,035 sq ft

|

House

545 VICEROY CT, KISSIMMEE, FL, 34758
Vienna Square 2452 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$300,000

2 beds

|

2 baths

|

1,729 sq ft

|

House

2452 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Tomoka Heights 113 BRENTWOOD DR, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$298,900

3 beds

|

2 baths

|

1,836 sq ft

|

House

113 BRENTWOOD DR, LAKE PLACID, FL, 33852
Community: Tomoka Heights
Silver Lakes 2258 SILVER RE DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$290,000

3 beds

|

2 baths

|

1,355 sq ft

|

House

2258 SILVER RE DR, LAKELAND, FL, 33810
Community: Silver Lakes
Colonnades 4918 PLEASANT HOLLOW TRL, LAKELAND, FL, ..., Lakeland, FL 33811
$199,900

2 beds

|

2 baths

|

1,123 sq ft

|

House

4918 PLEASANT HOLLOW TRL, LAKELAND, FL, ...
Community: Colonnades
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 380 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$275,000

3 beds

|

2 baths

|

1,786 sq ft

|

House

380 SORRENTO RD, KISSIMMEE, FL, 34759
Community: Solivita
Lake James 2356 LAKE JAMES WAY, LAKELAND, FL, 33810, Lakeland, FL 33810
$375,000

2 beds

|

2 baths

|

2,124 sq ft

|

House

2356 LAKE JAMES WAY, LAKELAND, FL, 33810
Community: Lake James
Lake Ashton 4496 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$369,500

3 beds

|

2 baths

|

2,312 sq ft

|

House

4496 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Cindy Certified
225 TRIUMPH DR, SEBRING, FL, 33872, Sebring, FL 33872
$294,900

3 beds

|

2 baths

|

1,492 sq ft

|

House

225 TRIUMPH DR, SEBRING, FL, 33872
Esplanade at Westview 4457 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$325,000

2 beds

|

2 baths

|

1,483 sq ft

|

House

4457 OCHOS RIOS PL, KISSIMMEE, FL, 34758
Esplanade at Westview 4463 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$380,019

2 beds

|

2 baths

|

1,677 sq ft

|

House

4463 OCHOS RIOS PL, KISSIMMEE, FL, 34758
Esplanade at Westview 4451 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$375,759

3 beds

|

3 baths

|

1,709 sq ft

|

House

4451 OCHOS RIOS PL, KISSIMMEE, FL, 34758
Solivita 1390 HARBOR RIDGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$314,900

2 beds

|

2 baths

|

1,719 sq ft

|

House

1390 HARBOR RIDGE DR, KISSIMMEE, FL, 347...
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
4614 CORAL HARBOUR RD, KISSIMMEE, FL, 34..., Kissimmee, FL 34758
$430,730

4 beds

|

3 baths

|

2,366 sq ft

|

House

4614 CORAL HARBOUR RD, KISSIMMEE, FL, 34...
Highlands Ridge 3534 E GLEN EAGLES DR, AVON PARK, FL, 33..., Avon Park, FL 33825
$298,500

3 beds

|

2 baths

|

2,131 sq ft

|

House

3534 E GLEN EAGLES DR, AVON PARK, FL, 33...
Community: Highlands Ridge
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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© 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 29, 2026.
This application does not include information on all of the properties available for sale at this time.

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