David Shippey
863.521.4517

Active Adult Homes for Sale in Winter Haven FL


Winter Haven FL Real Estate featuring Active Adult Homes are listed below. These Active Adult 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 Active Adult 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 131-140 of 150
18 Photos 333 Lake Howard Drive UNIT 201A Winter Haven, FL 33880

333 Lake Howard Drive UNIT 201A
Winter Haven, FL 33880
Imperial Harboursphases 01 & 02
Residential

MLS# O6322591 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1114 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Imperial Harboursphases 01 & 02

This 2 bedroom 2 bath condo is located in the Imperial Harbour 55+ complex on Lake Howard. The unit has a great view of the lake from the master be... 

More Details

$83,000
Provided courtesy of FAMILY REALTY
72 Photos 5200 Pebble Beach Boulevard Winter Haven, FL 33884

5200 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4935325 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2443 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

With fabulous WATER VIEWS and GOLF COURSE views, this elegant residence offers a perfect tropical retreat. A large pool with a attached spa invites... 

More Details

$555,000
Provided courtesy of LAKE ASHTON REALTY INC.
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
47 Photos 163 Sweet Circle Winter Haven, FL 33884

163 Sweet Circle
Winter Haven, FL 33884
Orange Manor West Coop Inc
Residential

MLS# G5099095 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1456 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orange Manor West Coop Inc

Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Loc... 

More Details

$110,000
Provided courtesy of MOSAIC SERVICES LLC
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
45 Photos
Open House: Sun Jul 20th, 11:00am - 1:00pm
3372 Livingston Way Winter Haven, FL 33884

3372 Livingston Way
Winter Haven, FL 33884
Traditions Ph 01
Residential

MLS# O6323838 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1275 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 01

Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable gated community of Traditions at Lake Ruby. This home features an o... 

More Details

$250,000
Provided courtesy of KELLER WILLIAMS ADVANTAGE III
29 Photos 6420 Jacaranda Avenue Winter Haven, FL 33881

6420 Jacaranda Avenue
Winter Haven, FL 33881
Brookhaven Village
Residential

MLS# P4935412 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1012 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brookhaven Village

Welcome to Brookhaven! You own your own land! No Lot rent!Tucked away in one of the most serene 55+ communities around, this well maintained home o... 

More Details

$165,900
Provided courtesy of LPT REALTY, LLC
21 Photos 1700 6th Street UNIT A38 Winter Haven, FL 33881

1700 6th Street UNIT A38
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential

MLS# P4935379 / Active
2 Beds, 1.00 Total Baths, 1 Full Bath, 840 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Winter Haven Harbour Apts Condo

The property you are inquiring about is located in Winter Haven, FL in the Winter Haven Harbour area of Polk County. Now conveniently located is th... 

More Details

$84,884
Provided courtesy of BROKERS REALTY OF CENTRAL FLOR
35 Photos 6335 Grove Pointe Drive Winter Haven, FL 33884

6335 Grove Pointe Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# P4935467 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1593 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

This 3 bed, 2 bath home located in The Garden Grove Oaks community is perfect for settling down and enjoying retirement. This features a large open... 

More Details

$195,000
Provided courtesy of BROKERS REALTY OF CENTRAL FLOR
58 Photos 6204 Knotty Pine Drive Winter Haven, FL 33884

6204 Knotty Pine Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# P4935440 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1014 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

DON'T WAIT TO OWN THIS 2BR-2BA MFG HOME ON THIS LARGE CORNER LOT IN SE COMMUNITY WITH LOW MONTHLY FEES, OWNING YOUR OWN LAND AND GREAT AMENITIES. C... 

More Details

$157,500
Provided courtesy of FLORIDA HOME CHOICE 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 07-21-2025 2:01 AM 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

These active adult 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.