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Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale - Page 7

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
Cindy Certified
920 CAMBRIDGE DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33881
$270,000

4 beds

|

2 baths

|

1,846 sq ft

|

House

920 CAMBRIDGE DR, WINTER HAVEN, FL, 3388...
Spring Lake Towers 700 MIRROR TER 506, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$119,000

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

700 MIRROR TER 506, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
Cindy Certified
8256 CAMPBELL CROSSING CIR, LAKELAND, FL..., Lakeland, FL 33810
$430,000

3 beds

|

2 baths

|

1,740 sq ft

|

House

8256 CAMPBELL CROSSING CIR, LAKELAND, FL...
Foxwood Lake Estates 5035 LODGEWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$149,000

2 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

5035 LODGEWOOD DR, LAKELAND, FL, 33810
Tohoqua Reserve 1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$370,500

3 beds

|

2 baths

|

1,701 sq ft

|

House

1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Highlands Ridge 4287 N COURSE LN, AVON PARK, FL, 33825, Avon Park, FL 33825
$359,000

3 beds

|

2 baths

|

2,363 sq ft

|

House

4287 N COURSE LN, AVON PARK, FL, 33825
Community: Highlands Ridge
High Vista at Ridgewood Lakes 215 FITZGERALD LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$314,900

2 beds

|

2 baths

|

1,760 sq ft

|

House

215 FITZGERALD LN, DAVENPORT, FL, 33837
Cindy Certified
1539 ASPEN AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$349,900

4 beds

|

2 baths

|

1,850 sq ft

|

House

1539 ASPEN AVE, DAVENPORT, FL, 33837
Cindy Certified
286 BECKENHAM DR, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$305,000

4 beds

|

2 baths

|

1,811 sq ft

|

House

286 BECKENHAM DR, KISSIMMEE, FL, 34758
Cindy Certified
280 BECKENHAM DR, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$315,000

4 beds

|

2 baths

|

1,640 sq ft

|

House

280 BECKENHAM DR, 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.
Cindy Certified
3184 ROYAL TERN DR, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$286,900

3 beds

|

2 baths

|

1,725 sq ft

|

House

3184 ROYAL TERN DR, WINTER HAVEN, FL, 33...
Cindy Certified
2456 BATES AVE SW, WINTER HAVEN, FL, 338..., Winter Haven, FL 33880
$249,900

3 beds

|

2 baths

|

1,232 sq ft

|

House

2456 BATES AVE SW, WINTER HAVEN, FL, 338...
Solivita 3497 FALLBROOK DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$259,900

2 beds

|

2 baths

|

1,499 sq ft

|

House

3497 FALLBROOK DR, KISSIMMEE, FL, 34759
Community: Solivita
Sandpiper Golf & Country Club 6008 SWALLOW DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$364,900

3 beds

|

2 baths

|

1,857 sq ft

|

House

6008 SWALLOW DR, LAKELAND, FL, 33809
Hidden Creek 2214 HIDDEN CREEK CIR, SEBRING, FL, 3387..., Sebring, FL 33870
$204,900

2 beds

|

2 baths

|

1,298 sq ft

|

Villa

2214 HIDDEN CREEK CIR, SEBRING, FL, 3387...
Community: Hidden Creek
Tomoka Heights 10 CRESTVIEW CT, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$379,900

2 beds

|

3 baths

|

1,918 sq ft

|

House

10 CRESTVIEW CT, LAKE PLACID, FL, 33852
Community: Tomoka Heights
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Colonnades 4959 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$134,900

2 beds

|

2 baths

|

1,170 sq ft

|

Manufactured Home

4959 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades
Highland Fairways 1957 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810
$289,900

2 beds

|

2 baths

|

1,637 sq ft

|

House

1957 PRAIRIE DUNES CIR, LAKELAND, FL, 33...
Community: Highland Fairways
Cindy Certified
1113 CITRUS LANDINGS BLVD, DAVENPORT, FL..., Davenport, FL 33837
$360,000

3 beds

|

2 baths

|

1,970 sq ft

|

House

1113 CITRUS LANDINGS BLVD, DAVENPORT, FL...
Highland Fairways 3526 INNISBROOK DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$274,900

2 beds

|

2 baths

|

1,530 sq ft

|

House

3526 INNISBROOK DR, LAKELAND, FL, 33810
Community: Highland Fairways
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.
Del Webb Orlando 212 GRANADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$403,900

3 beds

|

2 baths

|

1,568 sq ft

|

House

212 GRANADA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Silver Lakes 6341 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$275,000

3 beds

|

2 baths

|

1,637 sq ft

|

House

6341 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver Lakes
Cindy Certified
365 JYOTI DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$330,000

4 beds

|

2 baths

|

1,821 sq ft

|

House

365 JYOTI DR, DAVENPORT, FL, 33837
Cindy Certified
1522 LAS PALMAS ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$319,990

4 beds

|

2 baths

|

1,665 sq ft

|

House

1522 LAS PALMAS ST, LAKELAND, FL, 33810
Lakes at Laurel Highlands 2145 BLUE HIGHLANDS DR, LAKELAND, FL, 33..., Lakeland, FL 33811
$309,999

3 beds

|

2 baths

|

1,711 sq ft

|

House

2145 BLUE HIGHLANDS DR, LAKELAND, FL, 33...
Sandpiper Golf & Country Club 5767 SANDPIPERS DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$350,000

2 beds

|

2 baths

|

1,852 sq ft

|

House

5767 SANDPIPERS DR, LAKELAND, FL, 33809
Cindy Certified
357 NOVA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$327,500

3 beds

|

2 baths

|

1,593 sq ft

|

House

357 NOVA DR, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Colonnades 4890 PLEASANT HOLLOW TRL, LAKELAND, FL, ..., Lakeland, FL 33811
$228,900

2 beds

|

2 baths

|

1,325 sq ft

|

House

4890 PLEASANT HOLLOW TRL, LAKELAND, FL, ...
Community: Colonnades
Del Webb Orlando 418 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$346,500

3 beds

|

2 baths

|

1,713 sq ft

|

House

418 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Cindy Certified
412 NE AVE, WINTER HAVEN, FL, 33881, Winter Haven, FL 33881
$260,000

3 beds

|

2 baths

|

1,451 sq ft

|

House

412 NE AVE, WINTER HAVEN, FL, 33881
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 6068 SWALLOW DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$335,000

2 beds

|

2 baths

|

1,762 sq ft

|

House

6068 SWALLOW DR, LAKELAND, FL, 33809
Cindy Certified
2014 DANES CT, LAKELAND, FL, 33810, Lakeland, FL 33810
$335,000

4 beds

|

2 baths

|

1,715 sq ft

|

House

2014 DANES CT, LAKELAND, FL, 33810
Spring Lake Towers 700 MIRROR TER 507, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$164,900

2 beds

|

2 baths

|

1,351 sq ft

|

Condo

700 MIRROR TER 507, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
Lake Ashton 5312 NICKLAUS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$334,900

3 beds

|

2 baths

|

1,700 sq ft

|

House

5312 NICKLAUS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Cindy Certified
4007 PRIMA LAGO CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$425,000

3 beds

|

2 baths

|

1,836 sq ft

|

House

4007 PRIMA LAGO CIR, LAKELAND, FL, 33810
High Vista at Ridgewood Lakes 223 RIDGE VIEW DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$289,990

3 beds

|

2 baths

|

1,774 sq ft

|

House

223 RIDGE VIEW DR, DAVENPORT, FL, 33837
Sandpiper Golf & Country Club 5832 SWALLOW DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$350,000

3 beds

|

2 baths

|

1,814 sq ft

|

House

5832 SWALLOW DR, LAKELAND, FL, 33809
Traditions at Lake Ruby 4130 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$309,900

2 beds

|

2 baths

|

1,819 sq ft

|

House

4130 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Cindy Certified
1233 PARKER RD, LAKELAND, FL, 33811, Lakeland, FL 33811
$499,900

4 beds

|

2 baths

|

2,612 sq ft

|

House

1233 PARKER RD, LAKELAND, FL, 33811
Cindy Certified
1477 HOLLY HILL RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$429,999

4 beds

|

2 baths

|

2,124 sq ft

|

House

1477 HOLLY HILL RD, DAVENPORT, FL, 33837
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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