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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5264 Green Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4937885 / Active
5264 Green Drive Winter Haven, Florida is a 3 Bedroom/2 Bath Provence floor plan located in Lake Ashton, a gated and guarded 55+ community with res...
1581 Oakview Circle
Winter Haven, FL 33880
Oakview
Residential
MLS# G5108372 / Active
Welcome to a move-in ready villa in the desirable 55+ Oakview community of Winter Havennow strategically repositioned to reflect todays market and ...
Reduced -$5,000
4410 Limewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937929 / Active
Pack your bags and move right into this very well maintained home located in Oakwood Estates, a 55+ community. The floorplan offers two living area...
Reduced -$5,000
3363 Livingston Way
Winter Haven, FL 33884
Traditions Phase 1
Residential
MLS# TB8478803 / Active
Beautifully updated cottage-style villa located in a desirable 55+ gated community. This fully remodeled home features ceramic tile flooring throug...
Reduced -$10,000
4239 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937986 / Active
Open and spacious living area is the best way to describe this home. The home features two living areas plus the lanai for additional space. The pr...
6433 Jacaranda Avenue
Winter Haven, FL 33881
Brookhaven Village
Residential
MLS# S5144807 / Active
Significant price improvement and a highly motivated seller make this an exceptional opportunity in the sought-after 55+ Brookhaven Village communi...
Increase +$5,100
6261 Pinehurst Loop
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential
MLS# L4959857 / Active
Live the lifestyle youve been dreaming about in Lake Ashton, Winter Havens premier 55+ gated community. This beautifully cared-for Ashton floor pla...
6133 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# L4959932 / Active
Priced to Sell! Fully furnished! Excellent opportunity in the desirable 55+ community of Garden Grove Oaks where you own your land and enjoy low HO...
345 24th Street UNIT #23
Winter Haven, FL 33880
Imperial Villas
Residential
MLS# L4960143 / Active
**PRICE IMPROVEMENT** MAINTENCE-FREE LIVING...Located right in the Heart of Winter Haven at Imperial Villas, a 55+ community. This very well mainta...
Reduced -$14,900
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
For a fresh updated list of 55 Plus Homes for sale in Winter Haven Florida, visit our website daily.
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MLS IDX data last updated on 06-07-2026 7:59 PM EST.