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 6

504 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
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.
4.5 rating (19 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
Tomoka Heights
$100ks - $300ks
Tomoka Heights, Lake Placid, FL
Resale Only | 55+ age-restricted | Built 1982 - 2018 | 460 homes
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 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
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
Thunderbird Hill
$100ks - $200ks
Thunderbird Hill, Sebring, FL
Resale Only | 55+ age-restricted | Built 1984 - 2000 | 103 homes
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
Vienna Square
$100ks - $200ks
Vienna Square, Winter Haven, FL
New and Resale | 55+ age-restricted | Built 2007 - present | 181 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 - $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
Carlsberg Estates on Lake...
$200ks
Carlsberg Estates on Lake..., Lake Wales, FL
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes
3 rating (1 reviews) Cormorant Point
$100ks - $200ks
Cormorant Point, Sebring, FL
Resale Only | 55+ age-restricted | Built 1981 - 2007 | 150 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
Lakes at Laurel Highlands
$200ks - $300ks
Lakes at Laurel Highlands, Lakeland, FL
New Construction | Age-targeted | Built 2017 - present | 65 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
Solivita 896 BARCELONA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$333,000

2 beds

|

3 baths

|

1,935 sq ft

|

House

896 BARCELONA DR, POINCIANA, FL, 34759
Community: Solivita
Cindy Certified
4600 SINGER ST, SEBRING, FL, 33872, Sebring, FL 33872
$290,000

3 beds

|

2 baths

|

1,437 sq ft

|

House

4600 SINGER ST, SEBRING, FL, 33872
Del Webb Orlando 442 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$424,900

3 beds

|

3 baths

|

2,581 sq ft

|

House

442 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Highland Fairways 1804 MASTERS LN, LAKELAND, FL, 33810, Lakeland, FL 33810
$289,900

3 beds

|

2 baths

|

2,065 sq ft

|

House

1804 MASTERS LN, LAKELAND, FL, 33810
Community: Highland Fairways
Silver Lakes 2191 SILVER RE DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$275,000

2 beds

|

2 baths

|

1,812 sq ft

|

House

2191 SILVER RE DR, LAKELAND, FL, 33810
Community: Silver Lakes
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Cindy Certified
5124 MOSS HAMMOCK TRL, SEBRING, FL, 3387..., Sebring, FL 33872
$445,000

4 beds

|

3 baths

|

2,367 sq ft

|

House

5124 MOSS HAMMOCK TRL, SEBRING, FL, 3387...
Solivita 205 BELL TOWER XING, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$254,500

2 beds

|

2 baths

|

1,405 sq ft

|

House

205 BELL TOWER XING, KISSIMMEE, FL, 3475...
Community: Solivita
Cindy Certified
870 BALLANTYNE DR, LAKE WALES, FL, 33898, Lake Wales, FL 33898
$315,000

4 beds

|

2 baths

|

1,822 sq ft

|

House

870 BALLANTYNE DR, LAKE WALES, FL, 33898
Solivita 364 ACADIA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$250,000

2 beds

|

2 baths

|

1,387 sq ft

|

House

364 ACADIA DR, POINCIANA, FL, 34759
Community: Solivita
Cindy Certified
4826 RIVER BIRCH BND, LAKELAND, FL, 3381..., Lakeland, FL 33811
$282,990

3 beds

|

2 baths

|

1,302 sq ft

|

House

4826 RIVER BIRCH BND, LAKELAND, FL, 3381...
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
495 TAFT DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$285,990

3 beds

|

2 baths

|

1,405 sq ft

|

House

495 TAFT DR, DAVENPORT, FL, 33837
Highland Fairways 2240 SEA ISLAND CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$210,000

2 beds

|

2 baths

|

1,241 sq ft

|

House

2240 SEA ISLAND CIR, LAKELAND, FL, 33810
Community: Highland Fairways
High Vista at Ridgewood Lakes 919 ASHTON DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$349,900

3 beds

|

2 baths

|

2,081 sq ft

|

House

919 ASHTON DR, DAVENPORT, FL, 33837
Solivita 778 IRVINE RANCH RD, POINCIANA, FL, 3475..., Poinciana, FL 34759
$525,000

4 beds

|

3 baths

|

2,326 sq ft

|

House

778 IRVINE RANCH RD, POINCIANA, FL, 3475...
Community: Solivita
Highland Fairways 2033 LONG BOAT DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$205,000

2 beds

|

2 baths

|

1,205 sq ft

|

House

2033 LONG BOAT DR, LAKELAND, FL, 33810
Community: Highland Fairways
Preserve at Lakeside Landings 5852 MARSH LANDING DR, WINTER HAVEN, FL,..., Winter Haven, FL 33881
$325,000

4 beds

|

2 baths

|

2,091 sq ft

|

House

5852 MARSH LANDING DR, WINTER HAVEN, FL,...
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Colonnades 4983 PLEASANT HOLLOW TRL, LAKELAND, FL, ..., Lakeland, FL 33811
$199,750

2 beds

|

2 baths

|

1,520 sq ft

|

House

4983 PLEASANT HOLLOW TRL, LAKELAND, FL, ...
Community: Colonnades
Solivita 105 CUPOLA LOOP, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$395,000

2 beds

|

2 baths

|

2,066 sq ft

|

House

105 CUPOLA LOOP, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 1055 HARBOR RIDGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$279,000

3 beds

|

2 baths

|

1,590 sq ft

|

House

1055 HARBOR RIDGE DR, KISSIMMEE, FL, 347...
Community: Solivita
Highland Fairways 3433 GLEN ABBEY LN, LAKELAND, FL, 33810, Lakeland, FL 33810
$195,000

2 beds

|

2 baths

|

1,822 sq ft

|

House

3433 GLEN ABBEY LN, 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.
Lake James 8281 LAKE JAMES DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$379,000

2 beds

|

2 baths

|

1,847 sq ft

|

House

8281 LAKE JAMES DR, LAKELAND, FL, 33810
Community: Lake James
Del Webb Orlando 478 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$394,900

3 beds

|

2 baths

|

2,030 sq ft

|

House

478 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lakes at Laurel Highlands 3238 BAYOU BAY DR, LAKELAND, FL, 33811, Lakeland, FL 33811
$320,000

4 beds

|

2 baths

|

1,780 sq ft

|

House

3238 BAYOU BAY DR, LAKELAND, FL, 33811
Lake Ashton 4231 COCONUT DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$539,900

3 beds

|

3 baths

|

2,338 sq ft

|

House

4231 COCONUT DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Esplanade at Westview 4493 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$313,990

2 beds

|

2 baths

|

1,553 sq ft

|

House

4493 OCHOS RIOS PL, KISSIMMEE, FL, 34758
Esplanade at Westview 4464 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$314,990

2 beds

|

2 baths

|

1,872 sq ft

|

House

4464 OCHOS RIOS PL, KISSIMMEE, FL, 34758
Del Webb Orlando 116 LA CRESTA CT, DAVENPORT, FL, 33837, Davenport, FL 33837
$275,000

3 beds

|

2 baths

|

1,318 sq ft

|

House

116 LA CRESTA CT, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Cindy Certified
1791 SMARTS RULE ST, KISSIMMEE, FL, 3474..., Kissimmee, FL 34744
$499,990

4 beds

|

3 baths

|

2,500 sq ft

|

House

1791 SMARTS RULE ST, KISSIMMEE, FL, 3474...
Cindy Certified
320 LIBERTY BLVD, DAVENPORT, FL, 33837, Davenport, FL 33837
$307,900

3 beds

|

2 baths

|

1,569 sq ft

|

House

320 LIBERTY BLVD, DAVENPORT, FL, 33837
Cindy Certified
4129 TIMBER VALLEY WAY, LAKELAND, FL, 33..., Lakeland, FL 33811
$459,000

5 beds

|

3 baths

|

2,640 sq ft

|

House

4129 TIMBER VALLEY WAY, LAKELAND, FL, 33...
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 163 OLYMPUS WAY, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$474,000

4 beds

|

3 baths

|

2,200 sq ft

|

House

163 OLYMPUS WAY, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 970 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$634,900

4 beds

|

5 baths

|

2,917 sq ft

|

House

970 SAN RAPHAEL ST, POINCIANA, FL, 34759
Community: Solivita
Esplanade at Westview 5676 NEVIS TER, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$540,000

3 beds

|

3 baths

|

2,296 sq ft

|

House

5676 NEVIS TER, KISSIMMEE, FL, 34758
Esplanade at Westview 4364 CURACAO PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$699,999

3 beds

|

3 baths

|

3,004 sq ft

|

House

4364 CURACAO PL, KISSIMMEE, FL, 34758
Carillon Lakes 3007 BELLFLOWER WAY, LAKELAND, FL, 33811, Lakeland, FL 33811
$379,900

3 beds

|

3 baths

|

1,846 sq ft

|

House

3007 BELLFLOWER WAY, LAKELAND, FL, 33811
Community: Carillon Lakes
Lake Henry Estates 477 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$274,900

3 beds

|

2 baths

|

1,835 sq ft

|

House

477 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Carillon Lakes 3833 WHISTLEWOOD CIR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$325,000

3 beds

|

2 baths

|

1,706 sq ft

|

House

3833 WHISTLEWOOD CIR, LAKELAND, FL, 3381...
Community: Carillon Lakes
Esplanade at Westview 4536 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$269,900

3 beds

|

2 baths

|

1,553 sq ft

|

House

4536 OCHOS RIOS PL, KISSIMMEE, FL, 34758
Want to learn more about 55+ communities in Lakeland-Winter Haven Area? 55places can help!
Questions? Call us: (863) 344-5798
Del Webb Orlando 519 VIGO ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$439,900

3 beds

|

2 baths

|

2,320 sq ft

|

House

519 VIGO ST, DAVENPORT, FL, 33837
Community: Del Webb Orlando
The Wellington 689 LAKE HOWARD DR 213, WINTER HAVEN, FL..., Winter Haven, FL 33880
$145,000

2 beds

|

2 baths

|

1,072 sq ft

|

Condo

689 LAKE HOWARD DR 213, WINTER HAVEN, FL...
Community: The Wellington
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.



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

Thanks! A local 55+ expert will be in touch shortly.

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

Call us: (863) 344-5798
504 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: Oct 14, 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