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For salePrice cut: $100K (4/3)
$799,000
5beds
3,974sqft

100 Wyndham Dr, Winter Haven, FL 33884

5beds
3,974sqft
Single family residence
Built in 2001
0.69 Acres
3 Attached garage spaces
$201 price/sqft
$258/mo HOA

What's special

Beautifully updated homeAbundant natural lightPrivate enclosed pool areaFully enclosed saltwater poolOutdoor entertaining areaSpacious kitchenSpacious formal dining room

Don’t miss the opportunity to own a home in the exclusive gated community of Wyndham, featuring manned security, fewer than 45 homes, and beautifully tree-lined streets shaded by mature oak trees. Situated on a private .69-acre lot, this exceptional one-story estate offers both privacy and space in one of the area’s ...

23 days
|
2,490
|
135
|

Likely to sell faster than

Source: Stellar MLS,MLS#: L4960173MLS LogoOriginating MLS: Suncoast Tampa
Travel times

Living Room

Kitchen

Primary Bedroom

Zillow last checked: 7 hours ago

Listing updated: April 03, 2026 at 03:53am

Listing Provided by:

Jenna Henderson 850-524-3843,

LIVE FLORIDA REALTY 863-868-8905

Source: Stellar MLS,MLS#: L4960173MLS LogoOriginating MLS: Suncoast Tampa

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 5
  • Bathrooms: 3
  • Full bathrooms: 3
Rooms
  • Room types: Bonus Room, Den/Library/Office, Family Room, Dining Room, Living Room, Utility Room
Primary bedroom
  • Features: Walk-In Closet(s)
  • Level: First
  • Area: 230.4 Square Feet
  • Dimensions: 14.4x16
Bedroom 1
  • Features: Built-in Closet
  • Level: First
  • Area: 179.61 Square Feet
  • Dimensions: 13.11x13.7
Bedroom 2
  • Features: Built-in Closet
  • Level: First
  • Area: 158.76 Square Feet
  • Dimensions: 13.11x12.11
Bedroom 3
  • Features: Built-in Closet
  • Level: First
  • Area: 145.44 Square Feet
  • Dimensions: 10.1x14.4
Bedroom 4
  • Features: Built-in Closet
  • Level: First
  • Area: 158.76 Square Feet
  • Dimensions: 14.7x10.8
Primary bathroom
  • Features: Built-In Shelving, Ceiling Fan(s), Dual Sinks, Tub with Separate Shower Stall, Water Closet/Priv Toilet, Window/Skylight in Bath
  • Level: First
  • Area: 180 Square Feet
  • Dimensions: 14.4x12.5
Bonus room
  • Features: No Closet
  • Level: First
  • Area: 131.04 Square Feet
  • Dimensions: 14.4x9.1
Dining room
  • Level: First
  • Area: 207.24 Square Feet
  • Dimensions: 15.7x13.2
Family room
  • Features: Central Vacuum
  • Level: First
  • Area: 644.14 Square Feet
  • Dimensions: 30.1x21.4
Kitchen
  • Features: Kitchen Island, Pantry
  • Level: First
  • Area: 273.49 Square Feet
  • Dimensions: 18.1x15.11
Laundry
  • Level: First
  • Area: 128.44 Square Feet
  • Dimensions: 8.5x15.11
Living room
  • Level: First
  • Area: 288 Square Feet
  • Dimensions: 20x14.4
Office
  • Level: First
  • Area: 157.2 Square Feet
  • Dimensions: 12x13.1
Heating
  • Central
Cooling
  • Central Air
Appliances
  • Included: Bar Fridge, Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator, Water Purifier, Water Softener, Wine Refrigerator
  • Laundry: Inside, Laundry Room
Features
  • Ceiling Fan(s), Central Vacuum, Eating Space In Kitchen, In Wall Pest System, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s)
  • Flooring: Engineered Hardwood, Luxury Vinyl
  • Doors: French Doors, Sliding Doors
  • Windows: Shades, Window Treatments
  • Has fireplace: Yes
  • Fireplace features: Living Room, Wood Burning
Interior area
  • Total structure area: 5,032
  • Total interior livable area: 3,974 sqft

Property

Parking
  • Total spaces: 3
  • Parking features: Garage - Attached
  • Attached garage spaces: 3
Features
  • Levels: One
  • Stories: 1
  • Patio & porch: Covered, Front Porch, Rear Porch, Screened
  • Exterior features: Irrigation System, Lighting, Private Mailbox, Rain Gutters
  • Has private pool: Yes
  • Pool features: In Ground, Salt Water, Screen Enclosure
Lot
  • Size: 0.69 Acres
  • Dimensions: 150 x 200
  • Features: City Lot, Landscaped, Oversized Lot, Private
  • Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Details
  • Parcel number: 262911687423000180
  • Special conditions: None

Construction

Type & style
  • Home type: SingleFamily
  • Property subtype: Single Family Residence
Materials
  • Block
  • Foundation: Slab
  • Roof: Shingle
Condition
  • New construction: No
  • Year built: 2001

Utilities & green energy

  • Sewer: Public Sewer
  • Water: Public
  • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected

Community & HOA

Community
  • Features: Deed Restrictions, Gated Community - Guard, Playground, Tennis Court(s)
  • Security: Gated Community, Security System
  • Subdivision: WYNDHAM AT LAKE WINTERSET
HOA
  • Has HOA: Yes
  • Amenities included: Gated, Pickleball Court(s), Playground, Tennis Court(s)
  • Services included: Private Road
  • HOA fee: $258 monthly
  • HOA name: Jonathan Turner- Park Lake Property Management
  • HOA phone: 863-508-1072
  • Pet fee: $0 monthly
Location
  • Region: Winter Haven

Financial & listing details

  • Price per square foot: $201/sqft
  • Tax assessed value: $542,078
  • Annual tax amount: $8,187
  • Date on market: 3/12/2026
  • Cumulative days on market: 24 days
  • Listing terms: Cash,Conventional,FHA,VA Loan
  • Ownership: Fee Simple
  • Total actual rent: 0
  • Electric utility on property: Yes
  • Road surface type: Paved

Price history

DateEventPrice
4/3/2026Price change$799,000-11.1%$201/sqft
Source: Stellar MLS #L4960173 Report a problem
3/22/2026Price change$899,000-5.4%$226/sqft
Source: Stellar MLS #L4960173 Report a problem
3/12/2026Listed for sale$950,000+40.7%$239/sqft
Source: Stellar MLS #L4960173 Report a problem
2/14/2024Sold$675,000-3.6%$170/sqft
Source: Stellar MLS #L4937875 Report a problem
1/16/2024Pending sale$699,950$176/sqft
Source: Stellar MLS #L4937875 Report a problem
10/25/2023Price change$699,950-2.1%$176/sqft
Source: Stellar MLS #L4937875 Report a problem
10/13/2023Price change$714,950-4.7%$180/sqft
Source: Stellar MLS #L4937875 Report a problem
7/4/2023Price change$749,950-5.1%$189/sqft
Source: Stellar MLS #L4937875 Report a problem
6/23/2023Listed for sale$789,950+72.5%$199/sqft
Source: Stellar MLS #L4937875 Report a problem
6/14/2016Sold$458,000-8.4%$115/sqft
Source: Public Record Report a problem
4/20/2016Pending sale$499,900$126/sqft
Source: REAL ESTATE CENTRAL GROUP LLC #P4709537 Report a problem
3/15/2016Listed for sale$499,900+975.1%$126/sqft
Source: REAL ESTATE CENTRAL GROUP LLC #P4709537 Report a problem
8/11/2000Sold$46,500+12%$12/sqft
Source: Public Record Report a problem
12/9/1999Sold$41,500$10/sqft
Source: Public Record Report a problem

Public tax history

YearProperty taxesTax assessment
2024$4,612 +1.8%$387,055 +3%
2023$4,529 +1.8%$375,782 +3%
2022$4,449 -0.8%$364,837 +3%
2021$4,485 +0.7%$354,211 +1.4%
2020$4,454 -0.4%$349,321 +2.3%
2019$4,471 -8.3%$341,467 +1.9%
2018$4,873 +1.3%$335,100 +2.1%
2017$4,811 +47.7%$328,208 +30%
2016$3,258 -1.7%$252,440 +0.7%
2015$3,314 -4.5%$250,685 +0.8%
2014$3,470 +4.7%$248,695 +1.5%
2013$3,313 -7.6%$245,020 -7.2%
2012$3,586 -10.3%$263,961 -8.1%
2011$3,996 -21%$287,101 -17.5%
2010$5,056 -2.6%$347,997 +2.4%
2009$5,193 +7.5%$339,735 +0.1%
2008$4,832 $339,396
2007-- --
2006$5,335 --
2005-- --
2004$4,737 +2%--
2003$4,646 -14%$297,660 -3.8%
2002$5,401 +713.9%$309,300 +713.9%
2001$664 $38,000

Find assessor info on the county website

Monthly payment

Est. payment
$5,110/mo
Principal & interest
$3827
Property taxes
$1025
HOA Fees
$258
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    Climate risks

    Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

    Neighborhood: 33884

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Chain O Lakes Elem
    • Middle: Denison Middle
    • High: Lake Region High

    Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.