Discover refined living in Wyndsor at Lake Winterset, one of Winter Haven’s premier gated communities. Set on a half-acre lot, this beautifully maintained 5-bedroom, 5-bathroom residence blends timeless craftsmanship with thoughtful updates and an impressive amount of living space. Step inside to soaring ceilings, architectural arches, decorative pillars, crown molding, and tray ceilings that create an immediate sense of grandeur. The formal living and dining rooms flow effortlessly into the main living areas, where 16×16 tile and luxury plank vinyl flooring with water-proof add both style and durability. The spacious kitchen is designed for everyday living and entertaining, featuring a large island, stainless steel appliances, and built-in oven and microwave. It opens to a warm and inviting great room complete with a gas fireplace and custom built-ins. A dedicated office and two additional living areas provide flexibility for work, relaxation, or extended generations. The primary suite is a private retreat with a double-door entry foyer, two Full entry closets, and room for a sitting or desk area. The spa-like en-suite bath includes a dual-head shower, Jacuzzi tub, granite counters, double sinks, and a separate vanity. Four additional bedrooms — each with its own private bath — are thoughtfully positioned on the opposite side of the home for maximum privacy. The upstairs suite offers versatility as a second primary, media room, or game room. Enjoy Florida living on the expansive 1,000 sq ft screened lanai, fully under roof and pre-plumbed and wired for an outdoor kitchen. Perfect for quiet evenings or large gatherings. Additional highlights include a 3-car garage with storage room and a tankless hot water system. Major updates include a new roof (2022), Leafgutter 2024, 5 stage Water filter & reverse osmosis system (2023), and two HVAC units (2017). Located minutes from Legoland and within easy reach of both coasts, major attractions, shopping, and dining, this home delivers luxury, space, and convenience in one of the area’s most desirable neighborhoods.
Property Details
Price:
$724,999
MLS #:
TB8501985
Status:
Active
Beds:
5
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WYNDSOR AT LAKE WINTERSET
Neighborhood:
33884winterhavencypressgardens
Listed Date:
Apr 28, 2026
Finished Sq Ft:
3,703
Total Sq Ft:
5,981
Lot Size:
21,560 sqft / 0.50 acres (approx)
Year Built:
2007
See this Listing
Schools
Elementary School:
Chain O Lakes Elem
Middle School:
Denison Middle
High School:
Winter Haven Senior
Interior
Appliances
Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater
Bathrooms
5 Full Bathrooms
Cooling
Central Air
Flooring
Laminate, Tile
Heating
Central, Electric
Interior Features
Built-in Features, Ceiling Fan(s), Crown Molding, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Walk-In Closet(s), Window Treatments
Laundry Features
Laundry Room
Levels
Two
Exterior
Architectural Style
Contemporary
Association Amenities
Basketball Court, Playground, Tennis Court(s)
Community Features
Playground, Tennis Court(s)
Construction Materials
Block, Stucco, Wood Frame
Covered Spaces
3
Direction Faces
South
Exterior Features
Irrigation System, Lighting, Sliding Doors, Sprinkler Metered
Fencing
Masonry
Garage Spaces
3
Lot Features
Cleared, Level
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener
Patio And Porch Features
Covered, Screened
Roof
Shingle
View
Garden
Financial
HOA Fee
$3,200
HOA Fee Frequency
Annually
HOA Includes
Recreational Facilities
HOA Name
Lisa Wisner
Tax Year
2025
Taxes
$9,056
Map
Community
- Address2656 WYNDSOR OAKS WAY WINTER HAVEN FL
- SubdivisionWYNDSOR AT LAKE WINTERSET
- CityWINTER HAVEN
- CountyPolk
- Zip Code33884
Subdivisions in WINTER HAVEN
Market Summary
Current real estate data for Single Family in WINTER HAVEN as of Aug 29, 2026
838
Single Family Listed
120
Avg DOM
180
Avg $ / SqFt
$328,845
Avg List Price
Property Summary
- Located in the WYNDSOR AT LAKE WINTERSET subdivision, 2656 WYNDSOR OAKS WAY WINTER HAVEN FL is a Single Family for sale in WINTER HAVEN, FL, 33884. It is listed for $724,999 and features 5 beds, 5 baths, and has approximately 3,703 square feet of living space, and was originally constructed in 2007. The current price per square foot is $196. The average price per square foot for Single Family listings in WINTER HAVEN is $180. The average listing price for Single Family in WINTER HAVEN is $328,845. To schedule a showing of MLS#tb8501985 at 2656 WYNDSOR OAKS WAY in WINTER HAVEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of HOMECOIN.COM. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 2656 WYNDSOR OAKS WAY
WINTER HAVEN, FL
