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 51-60 of 150
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
70 Photos 1182 Sawgrass Drive Winter Haven, FL 33884

1182 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph 2 South
Residential

MLS# P4935514 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2045 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 2 South

Look No Further! This home is SIMPLY BEAUTIFUL! This open-concept Sebastian home design features ample square footage, several upgrade options both... 

More Details

$449,000
Provided courtesy of LAKE ASHTON REALTY INC.
36 Photos 6265 Pinehurst Loop Winter Haven, FL 33884

6265 Pinehurst Loop
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential

MLS# L4944406 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2521 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph II North

**** WOW ****LOOK AT THE NEW PRICE ""REDUCTION"" ****SELLER MOTIVATED with NEW PRICING ******AMAZING NEWER HOME ***** BEAUTIFUL 3/2 + LARGE DEN/ EX... 

More Details

$599,000
Reduced -$51,000
Provided courtesy of ROOST REALTY GROUP LLC
77 Photos 6112 Pebble Beach Boulevard Winter Haven, FL 33884

6112 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential

MLS# P4935515 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2535 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph II North

**GOLF COURSE and WATER VIEWS*** Located behind the security gates of the coveted community of Lake Ashton, the attention to detail is evident thro... 

More Details

$539,000
Provided courtesy of LAKE ASHTON REALTY INC.
60 Photos 1104 Sawgrass Drive Winter Haven, FL 33884

1104 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential

MLS# O6319428 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2045 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph II South

This is a must see. Located in the prestigious 55+ community of Lake Ashton, welcome to this impeccably designed 2021-built Sebastian model home, w... 

More Details

$439,500
Provided courtesy of ATRIUM REALTY, LLC
90 Photos 1124 Sawgrass Drive Winter Haven, FL 33884

1124 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential

MLS# P4934195 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2113 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph II South

Welcome to your next chapter in beautiful Lake AshtonCentral Floridas premier 55+ active adult community. This immaculate, nearly new home (just 3 ... 

More Details

$414,900
Provided courtesy of GLOBAL LIFESTYLE LLC
50 Photos 1415 Colonial Court Winter Haven, FL 33884

1415 Colonial Court
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential

MLS# TB8380205 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2045 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph II South

PRIDE OF OWNERSHIP MOVE IN READY GREAT CURB APPEALLake Ashton is a 55 plus community in Winter Haven Florida. Lake Ashton is an immaculately kept, ... 

More Details

$474,900
Reduced -$4,100
Provided courtesy of JACK KELLER INC
28 Photos 1808 4th Court Winter Haven, FL 33880

1808 4th Court
Winter Haven, FL 33880
Lake Lulu Terrace
Residential

MLS# O6285475 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1594 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Lake Lulu Terrace

Welcome home, where comfort and elegance await at every turn. Upon entering, you're greeted by a warm fireplace, framed by nicely painted walls in ... 

More Details

$314,990
Provided courtesy of SOGO REAL ESTATE SERVICES LLC
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
52 Photos 6739 Kensington Drive Winter Haven, FL 33881

6739 Kensington Drive
Winter Haven, FL 33881
Lake N Golf Estates
Residential

MLS# P4927726 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1418 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake N Golf Estates

Price Enhancement!! Welcome to this fully remodeled 2-bedroom, 2-bathroom manufactured home which is nestled within the sought-after 55+ community ... 

More Details

$155,000
Reduced -$14,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS

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 4:08 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

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.