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$660,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,020 Sq. Ft.
  • Updated 17 hours ago
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Stunning single-story home featuring 3 bedrooms and 2.5 bathrooms, situated in the highly sought-after Hawksmoor community. This property boasts modern tile and carpet flooring, complemented by elegant granite countertops and a spacious 2-car garage. Residents can enjoy top-tier community amenities, including a resort-style pool, walking trails, and a playground. Strategically located, you are just minutes away from historic downtown Winter Garden, Disney, and premier theme parks. With an abundance of shopping, dining, and entertainment nearby, plus quick access to SR 429 and Florida's Turnpike, your daily commute will be a breeze.

Full Property Details for 16466 Olive Hill Dr

General

  • Price: $660,000
  • HOA FEE: $127/month
  • Taxes: $8,757 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6409922
  • Updated: 6/3/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 10
  • Interior Features: Eating Space In Kitchen, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Tray Ceiling(s)
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Exterior

  • Exterior Features: Sidewalk

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: HAWKSMOOR-PH 1
  • Driving Directions: Avalon Rd South to Old YMCA Rd. Make right and follow to Hawksmoor. Make right to firet left. Turn left and follow to Olive Hill Dr.
  • Direction Faces: Northeast

School Information

  • Elementary School: Water Spring Elementary
  • Middle School: Horizon West Middle School
  • High School: Horizon High School

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Association: Yes
  • Assoc. Name: Extreme Management Team
  • Pet Restrictions: Confirm with HOA

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected, Water Connected

Structural Information

  • Exterior Const.: Block
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 2,020
  • Sq. Ft. Source: Public Records
  • Year Built: 2019

Lot Features

  • Lot Size (Acres): 0.15
  • Lot Size (Sq. Ft.): 6,403
  • Lot Size: 6403
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $127
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $8,757.64
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: HAWKSMOOR - PHASE 1 93/108 LOT 184
  • Flood Zone Info: X
  • APN: 312327272301840
  • Property ID: 312327272301840
  • Block/Lot/Section: x

Listed by On Me Realty

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— 16466 Olive Hill Dr —

  • On Me Realty

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NMLS#: 1598647

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with our affiliated lender
NMLS#: 1598647

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Schools serving 16466 Olive Hill Dr

School District:Orange County School District
NameGradesDistance
Hamlin Elementary School
16145 Silver Grove Boulevard, Winter Garden, FL 34787
K-51.9 mi
Water Spring Middle School-0482
10393 Seidel Road, Winter Garden, FL 34787
6-81.9 mi
Horizon High School
10393 Seidel Road, Winter Garden, FL 34787
9-121.9 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 16466 Olive Hill Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/03/2026
Listed
$660,000
102.62%
MLS
5/29/2019
Sold
$325,735
—
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 16466 Olive Hill Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,758
—
$489,560
-1%
2025
$8,758
5%
$495,100
4%
2024
$8,372
20%
$476,938
6%
2023
$6,957
13%
$449,072
17%
2022
$6,170
12%
$384,568
24%
2021
$5,494
—
$310,604
6%
2021
$5,494
250%
$292,194
350%
2019
$1,571
82%
$65,000
86%
2018
$861
—
$35,000
—
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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Listed by On Me Realty

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16466 Olive Hill Drive, Winter Garden, FL 34787 (MLS# O6409922) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 16466 Olive Hill Drive is currently listed for $660,000 and was received on June 03, 2026. Want to learn more about 16466 Olive Hill Drive? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

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