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$599,999 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,633 Sq. Ft.
  • Updated 2 hours ago
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Beautiful 4 bedroom, 3.5 bath home located in the highly sought-after subdivision of Windermere Trails. The first floor has tile flooring and a spacious kitchen equipped with granite countertops, 42'' cabinets, a center island, and a walk-in pantry. Step through the dining room to a beautifully finished courtyard, complete with a private fence and elegant stone pavers. Upstairs, you'll find an additional room with double doors, perfect for a gathering space or home office. The primary bedroom features a large walk-in closet for ample storage. All interior has recently been painted, all carpets upstairs in the main home are new, as well as the AC unit is brand new, ensuring comfort and efficiency. This beautiful home layout provides the opportunity to convert this four bedroom home into six bedrooms. One of the rooms downstairs can easily be converted, as it's already closed off; you just need to add a closet. Additionally, the loft upstairs is also closed off and simply missing a closet, offering another potential bedroom. This home has a separate private one - bedroom apartment above the garage, featuring a kitchenette, walk in closet, private entrance, and its own washer and dryer with a four month old A/C unit. Conveniently located off Winter Garden Vineland Rd. This home provides easy access to I-4, 429, and is just a short distance from all Disney Theme Parks. Enjoy the benefits of low HOA fees and being close to exceptional A+ schools.

Full Property Details for 8323 Lookout Pointe Dr

General

  • Price: $599,999
  • HOA FEE: $75/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $9,687 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6393407
  • Updated: Today (4/1/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: 1-2 Years

Interior

  • Number of Rooms: 5
  • Interior Features: High Ceilings, Walk-In Closet(s), Wet Bar, Window Treatments
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside

Exterior

  • Exterior Features: French Doors, Lighting

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34786 - Windermere
  • County: Orange
  • Development Name: 34786 - Windermere
  • Subdivision: WINDERMERE TRLS PH 3B
  • Driving Directions: Continue on FL-417 Toll S. Take FL-408 W to Stoneybrook W Pkwy in Winter Garden. Take exit 19 from FL-429 S 25 min (25.9 mi) Take Winter Garden Vineland Rd to Lookout Pointe Dr.
  • Direction Faces: West

School Information

  • Elementary School: Bay Lake Elementary
  • Middle School: Horizon West Middle School
  • High School: Windermere High School

Community

  • Community Name: 34786 - Windermere
  • Association: Yes
  • Assoc. Name: Windermere Trails Phase 1 HOA
  • Pet Restrictions: Please check with HOA in regards to restrictions.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

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

Structural Information

  • Exterior Const.: Block
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 2,633
  • Sq. Ft. Source: Public Records
  • Year Built: 2016

Lot Features

  • Lot Size (Acres): 0.09
  • Lot Size (Sq. Ft.): 3,970
  • Lot Size: 3970
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $224
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • Tax Amount: $9,687.73
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WINDERMERE TRAILS PHASE 3B 85/133 LOT 77
  • Flood Zone Info: X
  • APN: 362327917000770
  • Property ID: 362327917000770

Listed by West Orlando Property Management Realty, Llc

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Listing agents

— 8323 Lookout Pointe Dr —

  • West Orlando Property Management Realty, Llc

  • West Orlando Property Management Realty, Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 8323 Lookout Pointe Dr

School District:Orange County School District
NameGradesDistance
Bay Lake Elementary
12005 Silverlake Park Drive, Windermere, FL 34786
K-50.3 mi
Horizon West Middle School
8200 Tattant Boulevard, Windermere, FL 34786
6-80.5 mi
Windermere High School
5523 Winter Garden Vineland Road, Windermere, FL 34786
9-122.7 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 8323 Lookout Pointe Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/01/2026
Listed
$599,999
63.53%
MLS
2/25/2019
Sold
$366,900
—
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 8323 Lookout Pointe Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$5,726
—
$562,570
54%
2024
$5,726
7%
$364,338
3%
2023
$5,330
5%
$353,726
6%
2021
$5,082
-1%
$333,420
-3%
2022
$5,138
1%
$343,423
5%
2021
$5,082
-15%
$327,830
-4%
2019
$5,952
8%
$342,056
11%
2018
$5,491
1%
$309,392
2%
2017
$5,423
316%
$302,483
450%
2016
$1,304
188%
$55,000
112%
2015
$453
—
$26,000
—
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.

Estimate the Cost for 8323 Lookout Pointe Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by West Orlando Property Management Realty, Llc

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8323 Lookout Pointe Drive, Windermere, FL 34786 (MLS# O6393407) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 8323 Lookout Pointe Drive is currently listed for $599,999 and was received on April 01, 2026. Want to learn more about 8323 Lookout Pointe Drive? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.

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