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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 - $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 - $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? 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 - $300Ks
Silver Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1996 - 2001 | 148 homes
Lake Henry Estates
$100Ks - $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
$300Ks - $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
$100Ks - $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? 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 - $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 - $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.
Lakes at Laurel Highlands
$300Ks - $300Ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 65 homes
2 rating (1 reviews) Heritage Landings
$300Ks - $300Ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 homes
Hidden Creek
$200Ks - $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
$200Ks - $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
Preserve at Lakeside Land...
$300Ks - $300Ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
Ashley Oaks
$200Ks - $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
New Lake Ashton 2204 ASHTON PALMS DR # 2204, LAKE WALES,..., Lake Wales, FL 33859
$250,000

3 beds

|

2 baths

|

1,362 sq ft

|

Condo

2204 ASHTON PALMS DR # 2204, LAKE WALES,...
Community: Lake Ashton
Highlands Ridge 3213 E ANGLERS STRM, AVON PARK, FL, 3382..., Avon Park, FL 33825
$339,500

3 beds

|

2 baths

|

1,961 sq ft

|

House

3213 E ANGLERS STRM, AVON PARK, FL, 3382...
Community: Highlands Ridge
Solivita 972 LADERA RANCH RD, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$475,000

3 beds

|

3 baths

|

2,318 sq ft

|

House

972 LADERA RANCH RD, KISSIMMEE, FL, 3475...
Community: Solivita
Del Webb Orlando 409 ALMANSA ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$419,990

3 beds

|

2 baths

|

2,009 sq ft

|

House

409 ALMANSA ST, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Spring Lake Towers 700 MIRROR TER 505, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$139,400

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

700 MIRROR TER 505, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Traditions at Lake Ruby 3365 RALEIGH DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$285,000

2 beds

|

2 baths

|

1,295 sq ft

|

House

3365 RALEIGH DR, WINTER HAVEN, FL, 33884
Sandpiper Golf & Country Club 6143 CRANE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$289,900

2 beds

|

2 baths

|

1,216 sq ft

|

House

6143 CRANE DR, LAKELAND, FL, 33809
New Del Webb Orlando 508 ZAMORA WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$414,900

3 beds

|

2 baths

|

1,962 sq ft

|

House

508 ZAMORA WAY, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Colonnades 4850 SQUIRE HOLLOW DR, LAKELAND, FL, 338..., Lakeland, FL 33811
$285,000

2 beds

|

2 baths

|

1,664 sq ft

|

House

4850 SQUIRE HOLLOW DR, LAKELAND, FL, 338...
Community: Colonnades
New Solivita 113 VENICE LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$306,000

3 beds

|

2 baths

|

1,813 sq ft

|

House

113 VENICE LN, 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.
Foxwood Lake Estates 1530 LONGBOW DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$155,000

2 beds

|

2 baths

|

1,430 sq ft

|

Manufactured Home

1530 LONGBOW DR, LAKELAND, FL, 33810
High Vista at Ridgewood Lakes 205 CUNNINGHAM DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,000

3 beds

|

2 baths

|

2,502 sq ft

|

House

205 CUNNINGHAM DR, DAVENPORT, FL, 33837
Traditions at Lake Ruby 2919 WOODWARD LN, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$350,000

3 beds

|

2 baths

|

1,649 sq ft

|

House

2919 WOODWARD LN, WINTER HAVEN, FL, 3388...
Solivita 836 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$253,000

2 beds

|

2 baths

|

1,507 sq ft

|

House

836 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
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
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
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 2818 S DOCKSIDE DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$76,900

2 beds

|

2 baths

|

1,000 sq ft

|

Mobile Home

2818 S DOCKSIDE DR, AVON PARK, FL, 33825
Community: Highlands Ridge
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
Covered Bridge 10 PINECREST ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$199,999

2 beds

|

2 baths

|

864 sq ft

|

Mobile Home

10 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.
Lake Ashton 4081 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$424,000

3 beds

|

2 baths

|

2,027 sq ft

|

House

4081 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New Solivita 543 VIA VITALE CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$439,000

2 beds

|

3 baths

|

2,235 sq ft

|

House

543 VIA VITALE CT, KISSIMMEE, FL, 34759
Community: Solivita
Sandpiper Golf & Country Club 1038 PARAKEET TRL, LAKELAND, FL, 33809, Lakeland, FL 33809
$297,555

3 beds

|

2 baths

|

1,648 sq ft

|

House

1038 PARAKEET TRL, LAKELAND, FL, 33809
Highlands Ridge 3003 OAKHILL DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$314,900

3 beds

|

2 baths

|

1,836 sq ft

|

House

3003 OAKHILL DR, AVON PARK, FL, 33825
Community: Highlands Ridge
New Foxwood Lake Estates 5027 FOREST CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$195,000

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

5027 FOREST CREST DR, LAKELAND, FL, 3381...
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
New Lake Ashton 5461 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$419,900

3 beds

|

2 baths

|

2,041 sq ft

|

House

5461 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Solivita 428 BEL AIR WAY, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$425,000

2 beds

|

2 baths

|

2,023 sq ft

|

House

428 BEL AIR WAY, KISSIMMEE, FL, 34759
Community: Solivita
New Lake Ashton 1069 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$375,000

2 beds

|

2 baths

|

1,688 sq ft

|

House

1069 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
New Lake Henry Estates 488 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$279,000

2 beds

|

2 baths

|

1,386 sq ft

|

House

488 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Del Webb Orlando 251 TOMELLOSO WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$309,000

2 beds

|

2 baths

|

1,495 sq ft

|

House

251 TOMELLOSO WAY, DAVENPORT, FL, 33837
Community: Del Webb Orlando
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 525 GENOA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$449,000

3 beds

|

3 baths

|

2,325 sq ft

|

House

525 GENOA DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 1400 LOMBARDI CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$375,000

3 beds

|

2 baths

|

1,723 sq ft

|

House

1400 LOMBARDI CT, KISSIMMEE, FL, 34759
Community: Solivita
Sandpiper Golf & Country Club 6256 SANDPIPERS DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$296,000

2 beds

|

2 baths

|

1,627 sq ft

|

House

6256 SANDPIPERS DR, LAKELAND, FL, 33809
Del Webb Orlando 336 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$429,900

3 beds

|

3 baths

|

2,086 sq ft

|

House

336 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
New Lake Ashton 1202 ASHTON PALMS DR # 6, LAKE WALES, FL..., Lake Wales, FL 33859
$214,000

2 beds

|

2 baths

|

1,436 sq ft

|

Condo

1202 ASHTON PALMS DR # 6, LAKE WALES, FL...
Community: Lake Ashton
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Del Webb Orlando 208 ALMERIA WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$429,900

2 beds

|

2 baths

|

1,927 sq ft

|

House

208 ALMERIA WAY, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Del Webb Orlando 280 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$494,900

3 beds

|

2 baths

|

2,365 sq ft

|

House

280 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Del Webb Orlando 210 TOMELLOSO WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$420,000

3 beds

|

3 baths

|

2,004 sq ft

|

House

210 TOMELLOSO WAY, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Heritage Landings 2795 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$329,000

3 beds

|

2 baths

|

1,769 sq ft

|

House

2795 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Community: Heritage Landings
Lakes at Laurel Highlands 2795 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$329,000

3 beds

|

2 baths

|

1,769 sq ft

|

House

2795 GRANDBURY GROVE RD, LAKELAND, FL, 3...



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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: Nov 08, 2025.
This application does not include information on all of the properties available for sale at this time.

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