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

31 communities 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 - $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 - $300Ks
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 - $400Ks
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 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
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
Solivita 136 VERONA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$299,000

3 beds

|

3 baths

|

1,946 sq ft

|

House

136 VERONA DR, KISSIMMEE, FL, 34759
Community: Solivita
High Vista at Ridgewood Lakes 100 MOSS LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,000

3 beds

|

2 baths

|

2,051 sq ft

|

House

100 MOSS LN, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Solivita 154 RANCHO MIRAGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$620,000

3 beds

|

4 baths

|

2,616 sq ft

|

House

154 RANCHO MIRAGE DR, KISSIMMEE, FL, 347...
Community: Solivita
New Highland Fairways 2234 SEA ISLAND CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$199,900

2 beds

|

2 baths

|

1,166 sq ft

|

House

2234 SEA ISLAND CIR, LAKELAND, FL, 33810
Community: Highland Fairways
Lake Ashton 4168 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$349,900

3 beds

|

2 baths

|

1,756 sq ft

|

House

4168 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Solivita 537 MONTAGE LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$549,900

3 beds

|

3 baths

|

2,441 sq ft

|

House

537 MONTAGE LN, KISSIMMEE, FL, 34759
Community: Solivita
Lake Ashton 4081 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$418,000

3 beds

|

2 baths

|

2,027 sq ft

|

House

4081 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
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.
Carlsberg Estates on Lake Suzanne 524 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$359,900

3 beds

|

3 baths

|

1,718 sq ft

|

House

524 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Vienna Square 1579 VIENNA SQUARE DR, WINTER HAVEN, FL,..., Winter Haven, FL 33884
$229,900

2 beds

|

2 baths

|

1,391 sq ft

|

Villa

1579 VIENNA SQUARE DR, WINTER HAVEN, FL,...
Community: Vienna Square
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
Vienna Square 1613 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$189,000

2 beds

|

2 baths

|

1,151 sq ft

|

Villa

1613 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
Vienna Square 1584 VIENNA SQUARE DR, WINTER HAVEN, FL,..., Winter Haven, FL 33884
$215,000

2 beds

|

2 baths

|

1,231 sq ft

|

Villa

1584 VIENNA SQUARE DR, WINTER HAVEN, FL,...
Community: Vienna Square
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
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
Highland Fairways 3154 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810
$240,000

2 beds

|

2 baths

|

1,529 sq ft

|

House

3154 PRAIRIE DUNES CIR, LAKELAND, FL, 33...
Community: Highland Fairways
Vienna Square 1620 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$235,000

2 beds

|

2 baths

|

1,329 sq ft

|

Villa

1620 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
Vienna Square 1224 VIENNA SQUARE DR, WINTER HAVEN, FL,..., Winter Haven, FL 33884
$205,000

2 beds

|

2 baths

|

1,118 sq ft

|

Villa

1224 VIENNA SQUARE DR, WINTER HAVEN, FL,...
Community: Vienna Square
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
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 1561 VIENNA SQUARE DR, WINTER HAVEN, FL,..., Winter Haven, FL 33884
$227,000

2 beds

|

2 baths

|

1,231 sq ft

|

Villa

1561 VIENNA SQUARE DR, WINTER HAVEN, FL,...
Community: Vienna Square
Covered Bridge 107 JASMINE ST, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$154,500

2 beds

|

2 baths

|

980 sq ft

|

Villa

107 JASMINE ST, LAKE PLACID, FL, 33852
Community: Covered Bridge
Highlands Ridge 4005 CARTER CREEK DR, AVON PARK, FL, 338..., Avon Park, FL 33825
$279,500

3 beds

|

2 baths

|

1,826 sq ft

|

House

4005 CARTER CREEK DR, AVON PARK, FL, 338...
Community: Highlands Ridge
High Vista at Ridgewood Lakes 105 RIDGE VIEW DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$280,000

2 beds

|

2 baths

|

1,542 sq ft

|

House

105 RIDGE VIEW DR, DAVENPORT, FL, 33837
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
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Del Webb Orlando 333 ALMANSA ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$359,000

2 beds

|

2 baths

|

1,655 sq ft

|

House

333 ALMANSA ST, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake James 8147 LAKE JAMES DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$385,000

2 beds

|

2 baths

|

1,476 sq ft

|

House

8147 LAKE JAMES DR, LAKELAND, FL, 33810
Community: Lake James
Del Webb Orlando 300 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$438,900

2 beds

|

2 baths

|

1,728 sq ft

|

House

300 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Del Webb Orlando 136 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,900

3 beds

|

3 baths

|

1,982 sq ft

|

House

136 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Tohoqua Reserve 2015 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$420,000

3 beds

|

2 baths

|

2,054 sq ft

|

House

2015 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
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 1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$415,000

3 beds

|

2 baths

|

1,701 sq ft

|

House

1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
New Solivita 506 TAPATIO LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$549,000

3 beds

|

3 baths

|

2,509 sq ft

|

House

506 TAPATIO LN, POINCIANA, FL, 34759
Community: Solivita
Sandpiper Golf & Country Club 6143 CRANE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$276,900

2 beds

|

2 baths

|

1,216 sq ft

|

House

6143 CRANE DR, LAKELAND, FL, 33809
High Vista at Ridgewood Lakes 116 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$324,000

2 beds

|

2 baths

|

1,776 sq ft

|

House

116 FLEMING LN, DAVENPORT, FL, 33837
Covered Bridge 152 WOODSIDE DR, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$265,000

2 beds

|

2 baths

|

1,378 sq ft

|

House

152 WOODSIDE DR, LAKE PLACID, FL, 33852
Community: Covered Bridge
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Solivita 253 SAND PIPER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$319,900

2 beds

|

2 baths

|

2,038 sq ft

|

House

253 SAND PIPER DR, KISSIMMEE, FL, 34759
Community: Solivita
High Vista at Ridgewood Lakes 537 RIDGE VIEW DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$350,000

2 beds

|

2 baths

|

1,797 sq ft

|

House

537 RIDGE VIEW DR, DAVENPORT, FL, 33837
Highland Fairways 1836 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810
$245,000

2 beds

|

2 baths

|

1,545 sq ft

|

House

1836 PRAIRIE DUNES CIR, LAKELAND, FL, 33...
Community: Highland Fairways
Solivita 157 SAND PIPER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$339,990

3 beds

|

3 baths

|

2,267 sq ft

|

House

157 SAND PIPER DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 217 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$455,000

3 beds

|

3 baths

|

2,319 sq ft

|

House

217 SORRENTO RD, KISSIMMEE, FL, 34759
Community: Solivita



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
31 communities 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: Nov 16, 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