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

Lakeland-Winter Haven Area, FL 55+ active adult communities & homes for sale - Page 3

471 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 - $200Ks
Colonnades, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1985 - 1994 | 360 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.
Lake James
$300Ks - $500Ks
Lake James, Lakeland, FL
New and Resale | 55+ age-restricted | Built 2004 - present | 216 homes
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
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
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
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
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.
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
2 rating (1 reviews) Heritage Landings
$300Ks
Heritage Landings, Lakeland, FL
New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 homes
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
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
Preserve at Lakeside Land...
$300Ks
Preserve at Lakeside Land..., Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 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
$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
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
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
Tohoqua Reserve
$300Ks - $400Ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
Vienna Square 1614 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$225,000

2 beds

|

2 baths

|

1,164 sq ft

|

Villa

1614 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
Highland Fairways 3535 SADDLEBROOK WAY, LAKELAND, FL, 3381..., Lakeland, FL 33810
$369,900

3 beds

|

2 baths

|

2,145 sq ft

|

House

3535 SADDLEBROOK WAY, LAKELAND, FL, 3381...
Community: Highland Fairways
Solivita 634 VIA CORSO CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$410,000

2 beds

|

2 baths

|

1,705 sq ft

|

House

634 VIA CORSO CT, KISSIMMEE, FL, 34759
Community: Solivita
Lake James 7953 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$495,000

2 beds

|

2 baths

|

1,990 sq ft

|

House

7953 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
Solivita 429 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$487,900

2 beds

|

3 baths

|

2,345 sq ft

|

House

429 VILLA PARK RD, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Solivita 130 PRIMA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$407,000

3 beds

|

2 baths

|

2,141 sq ft

|

House

130 PRIMA DR, KISSIMMEE, FL, 34759
Community: Solivita
Cypress Lakes 2247 CYPRESS CROSS LOOP, LAKELAND, FL, 3..., Lakeland, FL 33810
$119,900

2 beds

|

2 baths

|

768 sq ft

|

Manufactured Home

2247 CYPRESS CROSS LOOP, LAKELAND, FL, 3...
Community: Cypress Lakes
Lake Ashton 1069 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$345,000

2 beds

|

2 baths

|

1,688 sq ft

|

House

1069 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
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
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.
Spring Lake Towers 700 MIRROR TER 702, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$117,900

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

700 MIRROR TER 702, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
Highlands Ridge 4505 BIRDIES CT, AVON PARK, FL, 33825, Avon Park, FL 33825
$379,000

3 beds

|

2 baths

|

2,386 sq ft

|

House

4505 BIRDIES CT, AVON PARK, FL, 33825
Community: Highlands Ridge
Traditions at Lake Ruby 3832 TRADITIONS BLVD, WINTER HAVEN, FL, ..., Winter Haven, FL 33884
$300,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

3832 TRADITIONS BLVD, WINTER HAVEN, FL, ...
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
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Lake Ashton 5200 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884
$539,000

3 beds

|

2 baths

|

2,443 sq ft

|

House

5200 PEBBLE BEACH BLVD, WINTER HAVEN, FL...
Community: Lake Ashton
Solivita 670 CARMEL LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$420,000

2 beds

|

3 baths

|

2,343 sq ft

|

House

670 CARMEL LN, POINCIANA, FL, 34759
Community: Solivita
Solivita 3390 FALLBROOK DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$265,000

2 beds

|

2 baths

|

1,353 sq ft

|

Villa

3390 FALLBROOK DR, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 502 MONTEREY ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$319,900

2 beds

|

2 baths

|

1,655 sq ft

|

House

502 MONTEREY ST, 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.
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
Solivita 417 LAKE BUTLER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$324,900

3 beds

|

2 baths

|

2,728 sq ft

|

House

417 LAKE BUTLER DR, KISSIMMEE, FL, 34759
Community: Solivita
Cormorant Point 3805 CORMORANT POINT DR, SEBRING, FL, 33..., Sebring, FL 33872
$239,000

2 beds

|

2 baths

|

1,316 sq ft

|

House

3805 CORMORANT POINT DR, SEBRING, FL, 33...
Community: Cormorant Point
Heritage Landings 2651 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$399,900

6 beds

|

3 baths

|

2,696 sq ft

|

House

2651 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Community: Heritage Landings
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Lakes at Laurel Highlands 2651 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$399,900

6 beds

|

3 baths

|

2,696 sq ft

|

House

2651 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Solivita 151 BELL TOWER XING W, KISSIMMEE, FL, 34..., Kissimmee, FL 34759
$228,900

2 beds

|

2 baths

|

1,356 sq ft

|

House

151 BELL TOWER XING W, KISSIMMEE, FL, 34...
Community: Solivita
Colonnades 4823 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$215,000

2 beds

|

2 baths

|

1,196 sq ft

|

House

4823 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades
Lake Ashton 4240 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$550,000

2 beds

|

2 baths

|

1,771 sq ft

|

House

4240 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Carillon Lakes 3850 SERENADE LN # 3850, LAKELAND, FL, 3..., Lakeland, FL 33811
$290,000

2 beds

|

2 baths

|

1,812 sq ft

|

Condo

3850 SERENADE LN # 3850, LAKELAND, FL, 3...
Community: Carillon Lakes
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 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
Covered Bridge 27 VENETIAN PKWY, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$179,900

2 beds

|

2 baths

|

1,620 sq ft

|

Mobile Home

27 VENETIAN PKWY, LAKE PLACID, FL, 33852
Community: Covered Bridge
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
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Highland Fairways 1967 LONG BOAT DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$260,000

2 beds

|

2 baths

|

1,955 sq ft

|

House

1967 LONG BOAT DR, LAKELAND, FL, 33810
Community: Highland Fairways
Lakes at Laurel Highlands 2756 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$330,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

2756 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Heritage Landings 2756 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$330,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

2756 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Community: Heritage Landings
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
High Vista at Ridgewood Lakes 642 VISTA OAKS WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$324,000

3 beds

|

2 baths

|

1,781 sq ft

|

House

642 VISTA OAKS WAY, 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.
Del Webb Orlando 224 GRANADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$439,900

3 beds

|

2 baths

|

1,926 sq ft

|

House

224 GRANADA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake James 8152 LAKE JAMES DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$489,900

3 beds

|

2 baths

|

2,175 sq ft

|

House

8152 LAKE JAMES DR, LAKELAND, FL, 33810
Community: Lake James
Lake Ashton 4072 STONE CREEK LOOP, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$355,000

3 beds

|

2 baths

|

1,820 sq ft

|

House

4072 STONE CREEK LOOP, LAKE WALES, FL, 3...
Community: Lake Ashton
Spring Lake Towers 700 MIRROR TER 404, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$148,000

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

700 MIRROR TER 404, 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
Tomoka Heights 10 WILDWOOD WAY, LAKE PLACID, FL, 33852, Lake Placid, FL 33852
$225,000

2 beds

|

2 baths

|

1,544 sq ft

|

House

10 WILDWOOD WAY, LAKE PLACID, FL, 33852
Community: Tomoka Heights
High Vista at Ridgewood Lakes 46 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$349,000

3 beds

|

2 baths

|

1,816 sq ft

|

House

46 HIGH VISTA DR, DAVENPORT, FL, 33837



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
471 homes
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.
© 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: Jan 11, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top