David Shippey
863.521.4517

Retirement Homes for Sale in Winter Haven FL


Winter Haven FL Real Estate featuring Retirement Homes are listed below. These Retirement homes for sale in Winter Haven Florida are updated everyday from our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL Retirement homes for sale, please call 863-521-4517 or just click the "Schedule a Showing" or "Request More Info" button on any property detail pages.

Click Here to Create a Free Profile to Gain Access to Detailed MLS Information that only real estate agents have access to. Your Free Profile also enables you to save your favorite search's and homes.

Modify Search Criteria

Displaying results 121-130 of 150
34 Photos 2219 Starboard Road Winter Haven, FL 33881

2219 Starboard Road
Winter Haven, FL 33881
Hartridge Landings Property Owners Assoc
Residential

MLS# L4954091 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2014 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hartridge Landings Property Owners Assoc

Check out this great opportunity to own a spacious totally remodeled 3 bedroom/2 bath villa in 55+ Hartridge Landings! This community has a very lo... 

More Details

$259,000
Provided courtesy of DREAM REALTY GROUP
42 Photos 451 Village Circle Winter Haven, FL 33880

451 Village Circle
Winter Haven, FL 33880
Village Park
Residential

MLS# L4954070 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1456 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Village Park

Well-maintained 2 bed, 2 bath home with stylish luxury vinyl plank flooring throughout. Enjoy a spacious screened-in lanai, two large storage sheds... 

More Details

$169,900
Provided courtesy of DALTON WADE INC
46 Photos 6509 Oak Hammock Court Winter Haven, FL 33884

6509 Oak Hammock Court
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# L4954013 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1575 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

Welcome to your new oasis in the vibrant 55-plus community of Garden Grove Oaks! This beautifully designed 3-bedroom, 2-bathroom mobile home boasts... 

More Details

$190,000
Provided courtesy of BHHS FLORIDA PROPERTIES GROUP
27 Photos 7085 Fairview Village Circle Winter Haven, FL 33881

7085 Fairview Village Circle
Winter Haven, FL 33881
Fairview Village
Residential

MLS# L4953920 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 888 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Fairview Village

Welcome to Fairview Village, a beautifully maintained 55+ resident-owned cooperative community located in the heart of Winter Haven, Florida. A 2-b... 

More Details

$135,000
Provided courtesy of COLDWELL BANKER REALTY
63 Photos 2203 Starboard Winter Haven, FL 33881

2203 Starboard
Winter Haven, FL 33881
Hartridge Landing
Residential

MLS# L4953462 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1260 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hartridge Landing

Rare opportunity in the beautifully maintained 55+ Hartridge Landings! Located on the south shore of Lake Hartridge, this community has very low HO... 

More Details

$209,000
Provided courtesy of FLORIDA REAL ESTATE COMPANY
62 Photos 3136 Langdon Lane Winter Haven, FL 33884

3136 Langdon Lane
Winter Haven, FL 33884
Traditions Ph 01
Residential

MLS# L4953050 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1999 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 01

3136 Langdon Lane, Winter Haven, FL nestled in the highly sought-after Traditions 55+ gated community, this beautifully maintained home offers the ... 

More Details

$360,000
Reduced -$15,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
44 Photos 6731 Canterbury Drive Winter Haven, FL 33881

6731 Canterbury Drive
Winter Haven, FL 33881
Lake N Golf Estates
Residential

MLS# L4952919 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1300 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake N Golf Estates

Welcome to your slice of Florida paradise! This 2-bedroom, 2-bathroom home with a one-car carport is ideally situated on a corner lot along the sun... 

More Details

$143,000
Provided courtesy of COLDWELL BANKER REALTY
31 Photos 6087 Southern Oaks Drive Winter Haven, FL 33884

6087 Southern Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks Unit 04
Residential

MLS# L4952914 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1107 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks Unit 04

AFFORDABLE Florida living with LOW HOA and YOU OWN THE LAND. Come check out this clean, cozy and peaceful home on a LARGE CORNER LOT in the close-k... 

More Details

$160,000
Reduced -$5,000
Provided courtesy of SWAN CITY REALTY LLC
29 Photos 7102 Fairview Village Circle Winter Haven, FL 33881

7102 Fairview Village Circle
Winter Haven, FL 33881
Fairview Village
Residential

MLS# L4952803 / Active
2 Beds, 1.00 Total Baths, 1 Full Bath, 712 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Fairview Village

Welcome to this active 55+ waterfront community nestled along the peaceful canal between Lake Hamilton and Lake Henry, offering stunning lake views... 

More Details

$72,500
Reduced -$2,500
Provided courtesy of KELLER WILLIAMS REALTY SMART
71 Photos 1394 Oakmont Drive Winter Haven, FL 33884

1394 Oakmont Drive
Winter Haven, FL 33884
Lake Ashton West Ph 2
Residential

MLS# L4952569 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2606 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 2

Back on market! Buyer(s) contingency fell through. Discover an exceptional home for sale in the beautiful Lake Ashton Golf course community, which ... 

More Details

$565,000
Provided courtesy of AGILE GROUP REALTY

Broker Reciprocity The information being provided by © 2025 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE REALTY, INC is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE REALTY, INC, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 07-20-2025 8:01 PM EST.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website. This real estate website and IDX data is hosted by IDX data is Powered & Hosted by Dynamic IDX, LLC Real Estate Web Solutions

For a fresh updated list of Retirement Homes for sale in Winter Haven Florida, visit our website daily.

The retirement homes above are brought to you by David Shippey REALTOR®.

Related Searches

Active Adult and Retirement Winter Haven Florida Homes For Sale.
Winter Haven Florida Active Adult Homes and 55 Plus.
Active Adult and Retirement Winter Haven FL Houses For Sale.
Winter Haven FL Houses for Active Adults.