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Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale - Page 8

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 184 VENTANA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$329,900

2 beds

|

2 baths

|

1,574 sq ft

|

House

184 VENTANA DR, POINCIANA, FL, 34759
Community: Solivita
Cindy Certified
2411 OLD MEDULLA RD, LAKELAND, FL, 33811, Lakeland, FL 33811
$560,000

4 beds

|

2 baths

|

2,117 sq ft

|

House

2411 OLD MEDULLA RD, LAKELAND, FL, 33811
Cindy Certified
1578 CONTENTMENT LOOP, KISSIMMEE, FL, 34..., Kissimmee, FL 34744
$506,000

4 beds

|

3 baths

|

2,113 sq ft

|

House

1578 CONTENTMENT LOOP, KISSIMMEE, FL, 34...
Tomoka Heights 7 MAPLEWOOD CT, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$230,000

2 beds

|

2 baths

|

1,557 sq ft

|

Villa

7 MAPLEWOOD CT, LAKE PLACID, FL, 33852
Community: Tomoka Heights
Del Webb Orlando 500 ARENA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$350,000

3 beds

|

2 baths

|

2,249 sq ft

|

House

500 ARENA DR, 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
Del Webb Orlando 423 ARMADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$359,900

2 beds

|

2 baths

|

1,970 sq ft

|

House

423 ARMADA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Ashton 4436 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$229,900

2 beds

|

2 baths

|

1,083 sq ft

|

House

4436 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Solivita 453 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$499,900

3 beds

|

4 baths

|

2,580 sq ft

|

House

453 SORRENTO RD, KISSIMMEE, FL, 34759
Community: Solivita
Cindy Certified
1526 LAS PALMAS ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$323,490

4 beds

|

2 baths

|

1,665 sq ft

|

House

1526 LAS PALMAS ST, LAKELAND, FL, 33810
Lake James 7783 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$409,900

2 beds

|

2 baths

|

1,925 sq ft

|

House

7783 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
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 52 SOMERSET LN, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$441,000

3 beds

|

3 baths

|

2,345 sq ft

|

House

52 SOMERSET LN, LAKE PLACID, FL, 33852
Community: Tomoka Heights
High Vista at Ridgewood Lakes 237 GOLF VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$384,900

3 beds

|

3 baths

|

2,611 sq ft

|

House

237 GOLF VISTA DR, DAVENPORT, FL, 33837
Cindy Certified
2519 PEACE OF MIND AVE, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$495,000

4 beds

|

3 baths

|

2,539 sq ft

|

House

2519 PEACE OF MIND AVE, KISSIMMEE, FL, 3...
Covered Bridge 17 VENETIAN PKWY, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$164,900

2 beds

|

2 baths

|

828 sq ft

|

Mobile Home

17 VENETIAN PKWY, LAKE PLACID, FL, 33852
Community: Covered Bridge
Cindy Certified
6194 GREY HERON DR, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$290,000

3 beds

|

2 baths

|

1,711 sq ft

|

House

6194 GREY HERON DR, WINTER HAVEN, FL, 33...
Sandpiper Golf & Country Club 6380 EGRET DR 6, LAKELAND, FL, 33809, Lakeland, FL 33809
$275,000

2 beds

|

2 baths

|

1,326 sq ft

|

Villa

6380 EGRET DR 6, LAKELAND, FL, 33809
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Lake Ashton 4465 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$300,000

3 beds

|

2 baths

|

1,898 sq ft

|

House

4465 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Highlands Ridge 4298 N COURSE LN, AVON PARK, FL, 33825, Avon Park, FL 33825
$398,000

3 beds

|

2 baths

|

1,832 sq ft

|

House

4298 N COURSE LN, AVON PARK, FL, 33825
Community: Highlands Ridge
Colonnades 4828 SQUIRE HOLLOW DR, LAKELAND, FL, 338..., Lakeland, FL 33811
$230,000

2 beds

|

2 baths

|

1,330 sq ft

|

House

4828 SQUIRE HOLLOW DR, LAKELAND, FL, 338...
Community: Colonnades
Cindy Certified
5128 MOSS HAMMOCK TRL, SEBRING, FL, 3387..., Sebring, FL 33872
$389,900

4 beds

|

2 baths

|

1,874 sq ft

|

House

5128 MOSS HAMMOCK TRL, SEBRING, FL, 3387...
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.
Covered Bridge 30 JASMINE ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$196,000

2 beds

|

2 baths

|

1,186 sq ft

|

Villa

30 JASMINE ST, LAKE PLACID, FL, 33852
Community: Covered Bridge
Traditions at Lake Ruby 3023 CANEEL ST, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$235,000

2 beds

|

2 baths

|

1,385 sq ft

|

Townhouse

3023 CANEEL ST, WINTER HAVEN, FL, 33884
Foxwood Lake Estates 5027 FOREST CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$190,000

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

5027 FOREST CREST DR, LAKELAND, FL, 3381...
Cindy Certified
4046 DINNER LAKE WAY, LAKE WALES, FL, 33..., Lake Wales, FL 33859
$360,000

4 beds

|

2 baths

|

2,752 sq ft

|

House

4046 DINNER LAKE WAY, LAKE WALES, FL, 33...
Lake Ashton 1108 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$422,999

2 beds

|

2 baths

|

1,533 sq ft

|

House

1108 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Sandpiper Golf & Country Club 6264 PEACOCK RUN, LAKELAND, FL, 33809, Lakeland, FL 33809
$229,500

2 beds

|

2 baths

|

1,028 sq ft

|

House

6264 PEACOCK RUN, LAKELAND, FL, 33809
Highland Fairways 3123 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810
$230,000

2 beds

|

2 baths

|

1,162 sq ft

|

House

3123 PRAIRIE DUNES CIR, LAKELAND, FL, 33...
Community: Highland Fairways
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Highlands Ridge 4456 TOUSSAINT DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$349,900

3 beds

|

2 baths

|

1,692 sq ft

|

House

4456 TOUSSAINT DR, AVON PARK, FL, 33825
Community: Highlands Ridge
Sandpiper Golf & Country Club 6232 EGRET DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$305,000

3 beds

|

2 baths

|

1,697 sq ft

|

House

6232 EGRET DR, LAKELAND, FL, 33809
Solivita 107 VERONA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$255,000

2 beds

|

2 baths

|

1,467 sq ft

|

House

107 VERONA DR, KISSIMMEE, 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.
Covered Bridge 3 HILLCREST ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$165,000

2 beds

|

2 baths

|

1,080 sq ft

|

Villa

3 HILLCREST ST, LAKE PLACID, FL, 33852
Community: Covered Bridge
Lake Ashton 4436 WATERFORD DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$294,900

3 beds

|

2 baths

|

1,975 sq ft

|

House

4436 WATERFORD DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Carillon Lakes 4149 WINDCHIME LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$305,000

3 beds

|

2 baths

|

1,745 sq ft

|

House

4149 WINDCHIME LN, LAKELAND, FL, 33811
Community: Carillon Lakes
Cindy Certified
6103 GREY HERON DR, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$295,000

4 beds

|

2 baths

|

1,828 sq ft

|

House

6103 GREY HERON DR, WINTER HAVEN, FL, 33...
Foxwood Lake Estates 1688 FOXWAY DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$169,900

3 beds

|

2 baths

|

1,427 sq ft

|

Manufactured Home

1688 FOXWAY DR, LAKELAND, FL, 33810
Cindy Certified
6503 FLOWERING SHRUB ST, LAKELAND, FL, 3..., Lakeland, FL 33810
$356,940

3 beds

|

2 baths

|

1,644 sq ft

|

House

6503 FLOWERING SHRUB ST, LAKELAND, FL, 3...
Solivita 537 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$215,000

2 beds

|

2 baths

|

1,071 sq ft

|

House

537 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
Del Webb Orlando 436 PONTEVEDRA RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$285,000

2 beds

|

2 baths

|

1,348 sq ft

|

House

436 PONTEVEDRA RD, 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
Tomoka Heights 6 BEECHWOOD WAY, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$247,000

2 beds

|

2 baths

|

1,040 sq ft

|

Villa

6 BEECHWOOD WAY, LAKE PLACID, FL, 33852
Community: Tomoka Heights
Solivita 516 MILLIFIORA LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$260,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

516 MILLIFIORA LN, 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.



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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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