$749,995
$26K PRICE DROP

Estimated payment $5,033/month

Total Views 4,299
5 Beds
3 Baths
3,102 Sq Ft
$242 Price per Sq Ft

Highlights

  • In Ground Pool
  • Open Floorplan
  • Breakfast Area or Nook
  • Tildenville Elementary Rated 9+
  • Covered Patio or Porch
  • Balcony

About This Home

Reduced: Nestled in the sought-after golf cart district just minutes from Historic Downtown Winter Garden, this spacious 5-bedroom, 3-bath smart home in Winter Oaks offers the perfect blend of comfort, style, and convenience. A rear-entry garage enhances the home's exceptional curb appeal, while the thoughtfully designed floor plan is ideal for both everyday living and entertaining.

The first floor features formal living and dining rooms, a bedroom that also makes an ideal home office, a full bath, a separate laundry room, and a beautifully appointed kitchen with 42-inch cabinetry, granite countertops, stainless steel appliances, and a sunny breakfast area.

Upstairs, the private primary suite provides a peaceful retreat with tray ceilings, a private balcony, an oversized walk-in closet, dual vanities, a garden tub, and a separate walk-in shower. Three additional bedrooms complete the second floor.

Step outside to enjoy the fenced backyard featuring an expansive screened outdoor living area and a private plunge pool/spa, creating your own backyard oasis. Additional highlights include a new roof, tankless water heater, 16-camera security system, landscape lighting, and optional furnishings, including a baby grand piano.

Residents of Winter Oaks enjoy exceptional community amenities, including a resort-style pool, playground, scenic walking trail, tranquil ponds with fountains, and a charming entrance highlighted by a restored historic water tower. Just one mile from the award-winning Winter Garden Farmers Market, Plant Street's popular shops and restaurants, the West Orange Trail, and convenient SR-429 access, this home offers an exceptional opportunity to enjoy one of Central Florida's most desirable lifestyles.

Listing Agent

Marc Burke

CONDO METROPOLIS, LLC Brokerage Phone: 407-901-5161 License #3138791 Listed on: 08/05/2026

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $8,987

Year Built

  • Built in 2005

Lot Details

  • 6,600 Sq Ft Lot
  • South Facing Home
  • Irrigation Equipment
  • Property is zoned PUD

HOA Fees

  • $146 Monthly HOA Fees

Parking

  • 2 Car Attached Garage
  • Alley Access

Home Design

  • Entry on the 1st floor
  • Slab Foundation
  • Steel Frame
  • Shingle Roof
  • Block Exterior
  • Stucco

Interior Spaces

  • 3,102 Sq Ft Home
  • 2-Story Property
  • Open Floorplan
  • Ceiling Fan
  • Window Treatments
  • Living Room
  • Dining Room
  • Smart Home

Kitchen

  • Breakfast Area or Nook
  • Cooktop
  • Microwave
  • Ice Maker
  • Dishwasher
  • Disposal

Flooring

  • Carpet
  • Ceramic Tile

Bedrooms and Bathrooms

  • 5 Bedrooms
  • Walk-In Closet
  • 3 Full Bathrooms
  • Soaking Tub
  • Bathtub With Separate Shower Stall

Laundry

  • Laundry Room
  • Dryer
  • Washer

Outdoor Features

  • In Ground Pool
  • Balcony
  • Covered Patio or Porch

Schools

  • Tildenville Elementary School
  • Lakeview Middle School
  • West Orange High School

Utilities

  • Central Heating and Cooling System
  • Natural Gas Connected
  • Tankless Water Heater
  • Gas Water Heater
  • High Speed Internet

Community Details

Listing and Financial Details

Home Details

Home Type

Single Family

Est. Annual Taxes

$8,987

Year Built

Built in 2005

Lot Details

6,600 Sq Ft Lot

HOA Fees

$146 per month

Parking

2

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Construction Materials: Block, Metal Frame, Stucco
  • Fireplace: No
  • Living Area: 3102
  • Lot Size Acres: 0.15
  • New Construction: No
  • Year Built: 2005
  • Building Area Total: 3874
  • Lot Size Sq Ft: 6600
  • Status: Active
  • Ownership: Fee Simple
  • Entry Level: 1
  • Building Area Total Srch Sq M: 359.91
  • Escrow City: Winter Garden
  • Escrow State: FL
  • Escrow Street Name: Windermere Rd
  • Floor Number: 1
  • Minimum Lease: 6 Months
  • RATIO Current Price By Calculate: 241.78
  • Total Acreage: 0 to less than 1/4
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • Attribution Contact: 407-901-5161
  • Tax Year: 2025
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Ceramic Tile
  • Full Bathrooms: 3
  • Interior Amenities: Ceiling Fans(s), Open Floorplan, Smart Home, Walk-In Closet(s), Window Treatments
  • Appliances Included: Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, Washer
  • Foundation Details: Slab
  • Total Bedrooms: 5
  • Levels: Two
  • Other Equipment: Irrigation Equipment
  • Spa Yn: No
  • Stories: 2
  • Living Area Meters: 288.19

Exterior Features

  • Direction Faces: South
  • Pool Features: In Ground
  • Exterior Features: Balcony
  • Roof: Shingle
  • Home Warranty: No
  • Pool Private: Yes
  • Waterfront: No
  • Patio and Porch Features: Covered
  • Road Surface Type: Asphalt
  • Water View YN: 0
  • Waterfront Feet Total: 0
  • Flood Zone Panel: 12095C0215H

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes
  • Parking Features: Alley Access

Utilities

  • Utilities: BB/HS Internet Available, Electricity Connected, Fiber Optics, Natural Gas Connected
  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: Inside
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Association Fee: 146
  • Association Fee Frequency: Monthly
  • Association Name: Speciality Management Company
  • Phone: 407-647-2622
  • Association: Yes
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 0
  • Association Fee Requirement: Required
  • Association Email: bferebee@greatcommunities.com
  • Association URL: greatcommunities.com

Fee Information

  • Total Annual Fees: 1752.00
  • Total Monthly Fees: 146.00
  • Monthly HOA Amount: 146.00

Schools

  • Elementary School: Tildenville Elem
  • High School: West Orange High
  • Middle Or Junior School: Lakeview Middle

Lot Info

  • Zoning: PUD
  • Parcel Number: 22-22-27-9397-00-640
  • Additional Parcels: No
  • Flood Zone Code: X

Rental Info

  • Furnished: Negotiable
  • Pets Allowed: Cats OK, Dogs OK
  • Lease Restrictions YN: 0

Tax Info

  • Tax Annual Amount: 8987
  • Tax Block: 9397
  • Tax Book Number: 53-118
  • Tax Lot: 64

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2026 $8,987 $589,840 $115,000 $474,840
2025 $8,987 $597,730 $115,000 $482,730
2024 $8,622 $575,370 $115,000 $460,370
2023 $8,622 $541,941 $115,000 $426,941
2022 $5,521 $385,598 $0 $0
2021 $6,032 $370,869 $80,000 $290,869
2020 $5,797 $368,294 $75,000 $293,294
2019 $5,926 $355,718 $60,000 $295,718
2018 $5,687 $342,575 $54,000 $288,575
2017 $5,088 $302,848 $45,000 $257,848
2016 $3,251 $274,212 $32,000 $242,212
2015 $3,308 $270,695 $40,000 $230,695
2014 $3,330 $232,125 $35,000 $197,125
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
08/26/2026 08/26/26 Price Changed $749,995 -1.3% $242 / Sq Ft
08/14/2026 08/14/26 Price Changed $759,995 -2.1% $245 / Sq Ft
08/05/2026 08/05/26 For Sale $775,995 0.0% $250 / Sq Ft
07/31/2019 07/31/19 Rented $2,600 +900.0% --
07/24/2019 07/24/19 For Rent $260 -- --
Source: Stellar MLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Warranty Deed $610,000 None Listed On Document
Warranty Deed $450,000 Lp Title
Interfamily Deed Transfer -- None Available
Warranty Deed $35,000 Incidental To The Issuance O
Deed $350,000 --
Interfamily Deed Transfer -- Attorney
Interfamily Deed Transfer -- Attorney
Warranty Deed $296,800 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $550,000 Seller Take Back
Previous Owner $203,700 New Conventional
Previous Owner $237,350 Fannie Mae Freddie Mac
Source: Public Records

Source: Stellar MLS

MLS Number: O6429028

Stellar MLS

APN: 22-2227-9397-00-640

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