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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 - $400Ks
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 - $400Ks
Silver Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1996 - 2001 | 148 homes
Lake Henry Estates
$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
$200Ks - $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
$200Ks - $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...
$100Ks - $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
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
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.
2 rating (1 reviews) Heritage Landings
$300Ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 homes
Lakes at Laurel Highlands
$300Ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 65 homes
Hidden Creek
$100Ks - $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
$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
Preserve at Lakeside Land...
$300Ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes
Ashley Oaks
$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
Covered Bridge 53 PINECREST ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$155,900

2 beds

|

2 baths

|

1,200 sq ft

|

Mobile Home

53 PINECREST ST, LAKE PLACID, FL, 33852
Community: Covered Bridge
Solivita 308 VESTRELLA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$285,000

2 beds

|

2 baths

|

1,703 sq ft

|

House

308 VESTRELLA DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 601 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$239,239

2 beds

|

2 baths

|

1,258 sq ft

|

House

601 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
New Lake Ashton 4148 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$570,000

3 beds

|

3 baths

|

2,808 sq ft

|

House

4148 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New Foxwood Lake Estates 1560 LONGBOW DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$160,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

1560 LONGBOW DR, LAKELAND, FL, 33810
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
New Solivita 270 ADDISON DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$439,000

3 beds

|

2 baths

|

2,159 sq ft

|

House

270 ADDISON DR, POINCIANA, FL, 34759
Community: Solivita
Foxwood Lake Estates 1811 SHERWOOD HILL DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$153,900

2 beds

|

2 baths

|

1,316 sq ft

|

Manufactured Home

1811 SHERWOOD HILL DR, LAKELAND, FL, 338...
Solivita 505 MILLIFIORA LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$294,500

2 beds

|

2 baths

|

1,548 sq ft

|

House

505 MILLIFIORA LN, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 507 PRESIDO PARK PL, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$304,500

2 beds

|

2 baths

|

1,302 sq ft

|

House

507 PRESIDO PARK PL, KISSIMMEE, FL, 3475...
Community: Solivita
Highlands Ridge 4032 CARTER CREEK DR, AVON PARK, FL, 338..., Avon Park, FL 33825
$479,000

3 beds

|

3 baths

|

2,808 sq ft

|

House

4032 CARTER CREEK DR, AVON PARK, FL, 338...
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.
Solivita 540 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$195,000

2 beds

|

2 baths

|

1,507 sq ft

|

House

540 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
New Lake Ashton 5197 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884
$355,000

2 beds

|

2 baths

|

1,677 sq ft

|

House

5197 PEBBLE BEACH BLVD, WINTER HAVEN, FL...
Community: Lake Ashton
Solivita 1155 GLENDORA RD N, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$599,000

3 beds

|

2 baths

|

2,719 sq ft

|

House

1155 GLENDORA RD N, KISSIMMEE, FL, 34759
Community: Solivita
Traditions at Lake Ruby 2853 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$215,000

2 beds

|

2 baths

|

1,385 sq ft

|

Villa

2853 ATTWATER LOOP, WINTER HAVEN, FL, 33...
Vienna Square 1709 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$259,000

2 beds

|

2 baths

|

1,164 sq ft

|

Villa

1709 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Solivita 274 MARABELLA LOOP, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$325,000

3 beds

|

2 baths

|

1,786 sq ft

|

House

274 MARABELLA LOOP, KISSIMMEE, FL, 34759
Community: Solivita
Lakes at Laurel Highlands 2062 BLUE HIGHLANDS DR, LAKELAND, FL, 33..., Lakeland, FL 33811
$385,000

5 beds

|

3 baths

|

2,696 sq ft

|

House

2062 BLUE HIGHLANDS DR, LAKELAND, FL, 33...
Solivita 1192 VIA GALUPPI ST, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$370,000

3 beds

|

2 baths

|

1,723 sq ft

|

House

1192 VIA GALUPPI ST, KISSIMMEE, FL, 3475...
Community: Solivita
Del Webb Orlando 519 CADIZ DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$310,000

2 beds

|

2 baths

|

1,358 sq ft

|

House

519 CADIZ DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Sandpiper Golf & Country Club 6059 CONDOR DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$355,000

3 beds

|

2 baths

|

2,195 sq ft

|

House

6059 CONDOR DR, LAKELAND, FL, 33809
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.
Vienna Square 1703 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$259,000

2 beds

|

2 baths

|

1,164 sq ft

|

Villa

1703 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
New Sandpiper Golf & Country Club 6119 SANDPIPERS DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$245,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

6119 SANDPIPERS DR, LAKELAND, FL, 33809
New Lake Henry Estates 514 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$228,000

2 beds

|

2 baths

|

1,279 sq ft

|

House

514 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Solivita 1062 UMBRIA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$345,000

2 beds

|

2 baths

|

1,655 sq ft

|

House

1062 UMBRIA DR, KISSIMMEE, FL, 34759
Community: Solivita
Tomoka Heights 14 WINTER GREEN TRL, LAKE PLACID, FL, 33..., Lake Placid, FL 33852
$350,000

4 beds

|

2 baths

|

2,199 sq ft

|

House

14 WINTER GREEN TRL, LAKE PLACID, FL, 33...
Community: Tomoka Heights
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Sandpiper Golf & Country Club 6381 EGRET DR APT 25, LAKELAND, FL, 3380..., Lakeland, FL 33809
$270,000

2 beds

|

2 baths

|

1,383 sq ft

|

Villa

6381 EGRET DR APT 25, LAKELAND, FL, 3380...
High Vista at Ridgewood Lakes 225 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$319,499

2 beds

|

2 baths

|

1,724 sq ft

|

House

225 HIGH VISTA DR, DAVENPORT, FL, 33837
Traditions at Lake Ruby 3986 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$399,900

4 beds

|

3 baths

|

2,320 sq ft

|

House

3986 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Colonnades 1618 BIRCHWOOD LOOP, LAKELAND, FL, 33811, Lakeland, FL 33811
$259,900

2 beds

|

2 baths

|

1,579 sq ft

|

House

1618 BIRCHWOOD LOOP, LAKELAND, FL, 33811
Community: Colonnades
Highlands Ridge 4309 NORTH COURSE LN, AVON PARK, FL, 338..., Avon Park, FL 33825
$369,900

3 beds

|

2 baths

|

2,221 sq ft

|

House

4309 NORTH COURSE LN, AVON PARK, FL, 338...
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.
Carillon Lakes 4048 WINDCHIME LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$415,000

5 beds

|

3 baths

|

2,788 sq ft

|

House

4048 WINDCHIME LN, LAKELAND, FL, 33811
Community: Carillon Lakes
Del Webb Orlando 613 CANTABRIA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,900

2 beds

|

2 baths

|

1,831 sq ft

|

House

613 CANTABRIA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Highlands Ridge 5056 BIRKDALE DR, AVON PARK, FL, 33825, Avon Park, FL 33825
$299,900

2 beds

|

2 baths

|

1,799 sq ft

|

Villa

5056 BIRKDALE DR, AVON PARK, FL, 33825
Community: Highlands Ridge
New Foxwood Lake Estates 4928 FOXDALE DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$159,777

2 beds

|

2 baths

|

1,200 sq ft

|

Manufactured Home

4928 FOXDALE DR, LAKELAND, FL, 33810
Lake Ashton 2204 ASHTON PALMS DR # 2204, LAKE WALES,..., Lake Wales, FL 33859
$225,000

3 beds

|

2 baths

|

1,362 sq ft

|

Condo

2204 ASHTON PALMS DR # 2204, LAKE WALES,...
Community: Lake Ashton
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Poinsettia Heights 1822 NICARAGUA WAY, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$219,500

2 beds

|

2 baths

|

1,165 sq ft

|

House

1822 NICARAGUA WAY, WINTER HAVEN, FL, 33...
Community: Poinsettia Heights
New Sandpiper Golf & Country Club 664 EAGLE RUN, LAKELAND, FL, 33809, Lakeland, FL 33809
$279,999

3 beds

|

2 baths

|

1,456 sq ft

|

House

664 EAGLE RUN, LAKELAND, FL, 33809
New Lake James 7838 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$500,000

3 beds

|

3 baths

|

2,362 sq ft

|

House

7838 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
Carillon Lakes 4344 WHISTLEWOOD CIR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$627,000

5 beds

|

4 baths

|

3,461 sq ft

|

House

4344 WHISTLEWOOD CIR, LAKELAND, FL, 3381...
Community: Carillon Lakes
Sandpiper Golf & Country Club 6381 EGRET DR 28, LAKELAND, FL, 33809, Lakeland, FL 33809
$239,000

2 beds

|

2 baths

|

941 sq ft

|

Villa

6381 EGRET DR 28, LAKELAND, FL, 33809



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31 communities near Lakeland-Winter Haven Area
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© 2025 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: Dec 16, 2025.
This application does not include information on all of the properties available for sale at this time.

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