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$750,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 3,703 Sq. Ft.
  • Updated 1 day ago
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2656 Wyndsor Oaks Way, Winter Haven, FLVideo Tour of 2656 Wyndsor Oaks Way, Winter Haven, FL.
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 16x16 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 walk-in 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. Excellent 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) 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.

Full Property Details for 2656 Wyndsor Oaks Way

General

  • Price: $750,000
  • HOA FEE: $267/month
  • HOA FEE FREQ.: Annually
  • Taxes: $9,055 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: TB8501985
  • Updated: 4/28/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 9
  • Interior Features: Built-in Features, Ceiling Fan(s), Crown Molding, High Ceilings, Kitchen and Family Room Combination, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Walk-In Closet(s), Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Gas
  • Appliances: Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater
  • Furnishings: Unfurnished
  • Flooring: Laminate, Tile

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 5

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Basketball Court, Playground, Tennis Court(s)

Exterior

  • Exterior Features: Irrigation System, Lighting, Sliding Doors, Sprinkler Metered
  • Deck/Patio: Covered, Screened
  • Porch/Patio/Deck: Covered, Screened

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3
  • Parking Features: Driveway, Garage Door Opener

Location

  • Area: 33884 - Winter Haven / Cypress Gardens
  • County: Polk
  • Development Name: 33884 - Winter Haven / Cypress Gardens
  • Subdivision: WYNDSOR AT LAKE WINTERSET
  • Driving Directions: Cypress Gardens Blvd To Helena Rd, Left On Wyndsor Oaks Ln, Left On Wyndsor Oaks Way
  • Direction Faces: South

School Information

  • Elementary School: Chain O Lakes Elem
  • Middle School: Denison Middle
  • High School: Winter Haven Senior

Community

  • Community Name: 33884 - Winter Haven / Cypress Gardens
  • Community Features: Playground, Tennis Court(s)
  • Optional Amenities: Basketball Court, Playground, Tennis Court(s)
  • Association: Yes
  • Assoc. Name: Lisa Wisner
  • Assoc. Fees Include: Recreational Facilities

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected

Structural Information

  • Architectural Info: Contemporary
  • Architectural Style: Contemporary
  • Exterior Const.: Block, Stucco, Wood Frame
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 3,703
  • Sq. Ft. Source: Public Records
  • Year Built: 2007

Lot Features

  • Property View: Garden
  • Lot Size (Acres): 0.5
  • Lot Size (Sq. Ft.): 21,560
  • Lot Size: 21560
  • Street/Road Desc.: Paved
  • Fencing (Description): Masonry

Financial Considerations

  • Association Fee: $3,200
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $9,055.92
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WYNDSOR AT LAKE WINTERSET PB 116 PGS 2 & 3 BLOCK B LOT 3
  • Flood Zone Info: X
  • APN: 262911687424002030
  • Property ID: 262911687424002030
  • Block/Lot/Section: B

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Schools serving 2656 Wyndsor Oaks Way

School District:Polk County School District
NameGradesDistance
Chain Of Lakes Elementary School
7001 State Highway 653, Winter Haven, FL 33884
PK-51.5 mi
Denison Middle School
400 Avenue A Southeast, Winter Haven, FL 33880
6-83.7 mi
Lake Region High School
1995 Thunder Road, Eagle Lake, FL 33839
9-123.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2656 Wyndsor Oaks Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/28/2026
Listed
$750,000
15.38%
MLS
4/26/2023
Sold
$650,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2656 Wyndsor Oaks Way

Year
Property Taxes
Change
Tax Assessment
Change
2024
$9,139
—
$627,480
-2%
2024
$9,139
42%
$641,048
34%
2023
$6,441
2%
$478,450
6%
2021
$6,314
—
$450,985
-3%
2022
$6,311
—
$464,515
4%
2021
$6,314
1%
$444,758
2%
2019
$6,256
4%
$434,759
2%
2017
$6,025
—
$426,653
2%
2017
$6,025
1%
$417,878
2%
2016
$5,992
-2%
$409,283
1%
2015
$6,096
—
$406,438
—
2014
$6,088
10%
$406,583
25%
2013
$5,514
—
$324,129
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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2656 Wyndsor Oaks Way, Winter Haven, FL 33884 (MLS# TB8501985) is a Single Family property with 5 bedrooms and 5 full bathrooms. 2656 Wyndsor Oaks Way is currently listed for $750,000 and was received on April 28, 2026. Want to learn more about 2656 Wyndsor Oaks Way? Do you have questions about finding other Single Family real estate for sale in Winter Haven? You can browse all Winter Haven real estate or contact a Coldwell Banker agent to request more information.

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