Call us at (863) 344-5798 to learn more about active adult communities near Lakeland-Winter Haven Area

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

472 homes near Lakeland-Winter Haven Area

Sort by:

Relevance

Relevance

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...
$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
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
$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 158 PARKVIEW CIR, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$164,900

2 beds

|

2 baths

|

1,290 sq ft

|

Villa

158 PARKVIEW CIR, LAKE PLACID, FL, 33852
Community: Covered Bridge
Solivita 644 SHOREHAVEN DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$400,000

2 beds

|

3 baths

|

2,344 sq ft

|

House

644 SHOREHAVEN DR, KISSIMMEE, FL, 34759
Community: Solivita
Lakes at Laurel Highlands 1823 PRISTINE LOOP, LAKELAND, FL, 33811, Lakeland, FL 33811
$330,000

3 beds

|

2 baths

|

1,711 sq ft

|

House

1823 PRISTINE LOOP, LAKELAND, FL, 33811
Solivita 300 FALLING WATER DR, POINCIANA, FL, 347..., Poinciana, FL 34759
$199,000

2 beds

|

2 baths

|

1,171 sq ft

|

Halfplex

300 FALLING WATER DR, POINCIANA, FL, 347...
Community: Solivita
Solivita 651 HIGHLANDS HAMMOCK DR, POINCIANA, FL,..., Poinciana, FL 34759
$299,900

2 beds

|

3 baths

|

1,800 sq ft

|

House

651 HIGHLANDS HAMMOCK DR, POINCIANA, FL,...
Community: Solivita
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Solivita 3390 FALLBROOK DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$273,000

2 beds

|

2 baths

|

1,353 sq ft

|

Villa

3390 FALLBROOK DR, KISSIMMEE, FL, 34759
Community: Solivita
Highland Fairways 3130 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810
$199,900

2 beds

|

2 baths

|

1,210 sq ft

|

House

3130 PRAIRIE DUNES CIR, LAKELAND, FL, 33...
Community: Highland Fairways
Silver Lakes 6320 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$309,900

3 beds

|

2 baths

|

1,857 sq ft

|

House

6320 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver Lakes
Tohoqua Reserve 1873 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$365,000

3 beds

|

2 baths

|

1,559 sq ft

|

Villa

1873 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Solivita 516 MILLIFIORA LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$262,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

516 MILLIFIORA 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.
Lake Ashton 5337 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$379,000

3 beds

|

2 baths

|

1,833 sq ft

|

House

5337 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Tomoka Heights 151 GRANDVIEW BLVD, LAKE PLACID, FL, 338..., Lake Placid, FL 33852
$639,000

3 beds

|

2 baths

|

2,616 sq ft

|

House

151 GRANDVIEW BLVD, LAKE PLACID, FL, 338...
Community: Tomoka Heights
Del Webb Orlando 329 ALICANTE CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$415,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

329 ALICANTE CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Solivita 432 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$268,000

2 beds

|

2 baths

|

1,507 sq ft

|

House

432 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
Oakview 1518 OAKVIEW CIR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$226,650

2 beds

|

2 baths

|

1,438 sq ft

|

House

1518 OAKVIEW CIR, WINTER HAVEN, FL, 3388...
Community: Oakview
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Highlands Ridge 4318 NORTH COURSE LN, AVON PARK, FL, 338..., Avon Park, FL 33825
$384,900

3 beds

|

2 baths

|

2,025 sq ft

|

House

4318 NORTH COURSE LN, AVON PARK, FL, 338...
Community: Highlands Ridge
Tomoka Heights 17 ACACIA CT, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$419,900

4 beds

|

3 baths

|

1,993 sq ft

|

House

17 ACACIA CT, LAKE PLACID, FL, 33852
Community: Tomoka Heights
High Vista at Ridgewood Lakes 106 MOSSY OAK DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$360,000

3 beds

|

2 baths

|

1,797 sq ft

|

House

106 MOSSY OAK DR, DAVENPORT, FL, 33837
Lake Ashton 4568 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$399,900

3 beds

|

2 baths

|

1,847 sq ft

|

House

4568 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Tomoka Heights 3 MAPLEWOOD CT, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$239,900

2 beds

|

2 baths

|

1,432 sq ft

|

Duplex

3 MAPLEWOOD CT, LAKE PLACID, FL, 33852
Community: Tomoka Heights
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 1305 LOMBARDI CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$283,000

2 beds

|

2 baths

|

1,365 sq ft

|

House

1305 LOMBARDI CT, KISSIMMEE, FL, 34759
Community: Solivita
Lakes at Laurel Highlands 2778 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$399,900

3 beds

|

2 baths

|

1,685 sq ft

|

House

2778 CANYON CREST DR, LAKELAND, FL, 3381...
Heritage Landings 2778 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$399,900

3 beds

|

2 baths

|

1,685 sq ft

|

House

2778 CANYON CREST DR, LAKELAND, FL, 3381...
Community: Heritage Landings
Colonnades 1774 BIRCHWOOD LOOP, LAKELAND, FL, 33811, Lakeland, FL 33811
$305,000

2 beds

|

2 baths

|

1,193 sq ft

|

House

1774 BIRCHWOOD LOOP, LAKELAND, FL, 33811
Community: Colonnades
Tomoka Heights 191 GRANDVIEW BLVD, LAKE PLACID, FL, 338..., Lake Placid, FL 33852
$550,000

3 beds

|

2 baths

|

2,470 sq ft

|

House

191 GRANDVIEW BLVD, LAKE PLACID, FL, 338...
Community: Tomoka Heights
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Highlands Ridge 3421 E GLEN EAGLES DR, AVON PARK, FL, 33..., Avon Park, FL 33825
$385,000

3 beds

|

2 baths

|

2,594 sq ft

|

House

3421 E GLEN EAGLES DR, AVON PARK, FL, 33...
Community: Highlands Ridge
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
Highlands Ridge 3509 E SAINT ANDREWS DR, AVON PARK, FL, ..., Avon Park, FL 33825
$269,900

3 beds

|

2 baths

|

1,845 sq ft

|

House

3509 E SAINT ANDREWS DR, AVON PARK, FL, ...
Community: Highlands Ridge
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
Ashley Oaks 2033 ASHLEY OAKS CIR, SEBRING, FL, 33870, Sebring, FL 33870
$245,000

3 beds

|

2 baths

|

1,396 sq ft

|

Villa

2033 ASHLEY OAKS CIR, SEBRING, FL, 33870
Community: Ashley Oaks
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.
High Vista at Ridgewood Lakes 117 RIDGE VIEW DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$279,000

2 beds

|

2 baths

|

2,013 sq ft

|

House

117 RIDGE VIEW DR, DAVENPORT, FL, 33837
Solivita 861 BELLA VIANA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$429,000

2 beds

|

3 baths

|

2,379 sq ft

|

House

861 BELLA VIANA RD, KISSIMMEE, FL, 34759
Community: Solivita
Del Webb Orlando 503 VIGO ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$323,000

2 beds

|

2 baths

|

1,468 sq ft

|

House

503 VIGO ST, DAVENPORT, FL, 33837
Community: Del Webb Orlando
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
Highland Fairways 1957 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810
$315,900

2 beds

|

2 baths

|

1,637 sq ft

|

House

1957 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
Lake Henry Estates 669 WATERFORD DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$242,000

3 beds

|

2 baths

|

1,741 sq ft

|

House

669 WATERFORD DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
Solivita 772 SAN RAPHAEL ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$589,900

3 beds

|

4 baths

|

2,616 sq ft

|

House

772 SAN RAPHAEL ST, KISSIMMEE, FL, 34759
Community: Solivita
Carlsberg Estates on Lake Suzanne 260 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$229,900

2 beds

|

2 baths

|

1,321 sq ft

|

House

260 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Lake Ashton 4004 SABLE LOOP DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$579,900

4 beds

|

3 baths

|

2,937 sq ft

|

House

4004 SABLE LOOP DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Colonnades 4829 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$262,500

2 beds

|

2 baths

|

1,182 sq ft

|

House

4829 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades



Frequently Asked Questions


Connect with an agent
Want to learn more about 55+ communities in the Lakeland-Winter Haven Area?
  • Insights and market stats
  • Instant new home alerts
  • Answers from local 55+ experts

Call us now: (863) 344-5798

Want to learn more about 55+ communities in Lakeland-Winter Haven Area?

Call us: (863) 344-5798
472 homes near Lakeland-Winter Haven Area
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 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 06, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top