55 Plus Homes for Sale Winter Haven FL


Winter Haven FL Real Estate featuring 55 Plus Homes are listed below. These 55 Plus 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 55 Plus homes for sale, please call 863-521-4517 or just click the "Schedule a Tour" or "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 61-70 of 132
36 Photos 2600 Lucerne Park Road UNIT #521 Winter Haven, FL 33881

2600 Lucerne Park Road UNIT #521
Winter Haven, FL 33881
Lake Point Landing
Residential

MLS# P4938931 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 845 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Point Landing

Located in the highly desirable 55+ community of Lake Point Landing, this charming 2-bedroom, 2-bath waterfront townhome offers direct views of bea... 

More Details

$169,000
Provided courtesy of CENTURY 21 MYERS REALTY LAKE WALES
42 Photos 6518 Raintree Lane Winter Haven, FL 33881

6518 Raintree Lane
Winter Haven, FL 33881
Brookhaven Village First Add
Residential

MLS# S5136893 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1525 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brookhaven Village First Add

Welcome to this beautifully maintained home offering 2 bedrooms and 2 bathrooms plus an office in the desirable 55+ community of Brookhaven Village... 

More Details

$165,000
Reduced -$5,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
40 Photos 700 Mirror Terrace UNIT #507 Winter Haven, FL 33881

700 Mirror Terrace UNIT #507
Winter Haven, FL 33881
Spring Lake Towers
Residential

MLS# B4902266 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1351 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Spring Lake Towers

Winter Haven's premier condominium located directly overlooking the picturesque Lake Spring that is part of the famous 17-lake Winter Haven Chain o... 

More Details

$164,900
Provided courtesy of KLINE REAL ESTATE SERVICES
69 Photos 6315 Grove Pointe Drive Winter Haven, FL 33884

6315 Grove Pointe Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# P4936981 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1248 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

This beautiful home is back on the market due to buyer financing falling through right before closing - no fault of the seller.The good news? The s... 

More Details

$160,000
Reduced -$2,500
Provided courtesy of LOCKHART & ASSOCIATES INC
54 Photos 6309 Grove Pointe Drive Winter Haven, FL 33884

6309 Grove Pointe Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# P4938313 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1248 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

OWN YOUR LAND! This home is located in Garden Grove Oaks, a community close to everything! A Clubhouse, pool, shuffleboard courts, and screened in ... 

More Details

$159,750
Provided courtesy of GOOD COMPANY REALTY INC.
49 Photos 6561 Chinaberry Dr Ne Winter Haven, FL 33881

6561 Chinaberry Dr Ne
Winter Haven, FL 33881
Brookhaven Village First Add
Residential

MLS# L4960831 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1596 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brookhaven Village First Add

Discover the best of retirement living in Brookhaven, a welcoming 55+ community! This partially furnished and well-maintained home sits on a desira... 

More Details

$155,900
Provided courtesy of CROSBY & ASSOCIATES, INC.
51 Photos 6308 Bayberry Boulevard Winter Haven, FL 33881

6308 Bayberry Boulevard
Winter Haven, FL 33881
Brookhaven Village
Residential

MLS# P4933148 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1152 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brookhaven Village

LOW-COST YEAR AROUND LIVING! VERY WELL MAINTAINED! Fully Furnished everything stays! Pet Friendly lot. Gorgeous updating, Very Clean & Move-In read... 

More Details

$155,700
Reduced -$4,000
Provided courtesy of COLDWELL BANKER REALTY
49 Photos 39 Kimberly Court Winter Haven, FL 33880

39 Kimberly Court
Winter Haven, FL 33880
Brandy Chase Village A Rep
Residential

MLS# P4937502 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1044 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Brandy Chase Village A Rep

Welcome to Brandy Chase Village!! This well desired 55+ community located in Winter Haven Florida is centrally located between Tampa and Orlando. T... 

More Details

$154,900
Reduced -$5,000
Provided courtesy of ALLSTATE REALTY SERVICES
38 Photos 6473 Peppertree Path Winter Haven, FL 33881

6473 Peppertree Path
Winter Haven, FL 33881
Brookhaven Village First Add
Residential

MLS# P4938365 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1107 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brookhaven Village First Add

EASY TO SEE, SCHEDULE YOU'RE VIEWING NOW! NO LOT RENT HERE....YOU OWN IT! OFFERED PARTIALLY FURNISHED, KITCHEN APPLIANCES AND INSIDE LAUNDRY WASHER... 

More Details

$146,000
Provided courtesy of COLDWELL BANKER REALTY
11 Photos 6433 Jacaranda Avenue Winter Haven, FL 33881

6433 Jacaranda Avenue
Winter Haven, FL 33881
Brookhaven Village
Residential

MLS# S5144807 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 912 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brookhaven Village

Significant price improvement and a highly motivated seller make this an exceptional opportunity in the sought-after 55+ Brookhaven Village communi... 

More Details

$145,000
Increase +$5,100
Provided courtesy of LA ROSA REALTY ORLANDO LLC

Broker Reciprocity The information being provided by © 2026 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 is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, 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 06-07-2026 7:59 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 55 Plus Homes for sale in Winter Haven Florida, visit our website daily.

These 55 plus homes above are brought to you by David Shippey REALTOR®