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.
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5225 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4936039 / Active
HUGE PRICE ADJUSTMENT MOTIVATED SELLER! Welcome to this beautifully, open-concept Sebastian model FULLY FURNISHED and TURNKEY, allowing you to sett...
4020 Carteret Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# O6389154 / Active
NEW PRICE ADJUSTMENT-Seller is willing to offer 3K towards Buyer's Closing Costs. Welcome to 4020 Carteret Dr in Winter Haven, a beautifully update...
Reduced -$14,000
3890 Bedford Avenue
Winter Haven, FL 33884
Traditions Ph 02
Residential
MLS# L4961088 / Active
Welcome to TRADITIONS, an active 55+ gated community located in the heart of the state on Lake Ruby. From swimming laps in the olympic size pool, c...
5828 Marsh Landing Drive
Winter Haven, FL 33881
Lakeside Landings Ph 01
Residential
MLS# L4958953 / Active
Welcome to refined Florida living in the serene, gated, 55+ community of Preserve at Lakeside Landings. This community designed with enjoying your ...
1347 Oakmont Drive
Winter Haven, FL 33884
Lake Ashton West Ph 2 South
Residential
MLS# L4960249 / Active
Are you looking for a move-in ready home? Well, you found it! This home is like a new build, only better. It is clean as a whistle, has tasteful li...
5137 Winged Foot Lane
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4938411 / Active
Welcome to the next exciting chapter of your life in Lake Ashton, Central Floridas premier 55+ active-adult community, where this delightful, remar...
Reduced -$9,900
2733 Attwater Loop
Winter Haven, FL 33884
Traditions Ph 02
Residential
MLS# P4937444 / Active
This meticulously maintained 3-bedroom, 3-bath home showcases eco-smart features and true pride of ownership, all within the sought-after 55+ gated...
Reduced -$2,196
419 Greenfield Road
Winter Haven, FL 33884
Cypresswood Mdws
Residential
MLS# TB8513442 / Active
Cypresswood Golf & Country Club welcomes you to 419 Greenfield Drive. This desirable gated golf community has a host of activities and treasures, b...
4577 Back Nine Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4937386 / Active
Welcome Home!!! 4577 Back Nine Dr. Winter Haven, Fl. features 3 bedrooms and 2 full baths and is located in Lake Ashton, an Exclusive Florida Retir...
Reduced -$10,300
5384 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4935506 / Active
**MOTIVATED SELLER** FRESH INTERIOR PAINT (2026) NEW WATER HEATER (2026) NEW A/C COMPRESSOR (2026) NEW ROOF (2025) NEW A/C (2020). This charming De...
Reduced -$19,500
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MLS IDX data last updated on 06-06-2026 2:00 AM EST.
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