8323 Lookout Pointe Dr

Windermere, FL 34786

$599,999
Price
4
Beds
2,633 Sq. Ft.
$228 / Sq. Ft.
2,633
Sq. Ft.
$228
per Sq. Ft.
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Description

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...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.
  1. Listed by Ricardo Diaz • Brokerage DRE #1064532 • WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
    P: (407)-922-6196 C: (407)-922-6196 Ricardo@westorlandopmr.com
  2. Listed by Elizabeth Collazos • Brokerage DRE #1064532 • WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
    P: (407)-921-9815 C: (407)-921-9815 Elizabeth@westorlandopmr.com

Property Details for 8323 Lookout Pointe Drive

Subdivision Name
WINDERMERE TRLS PH 3B
Township
23
Garage Spaces
2
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 04/02/2026 06:53 AM

Property Details for 8323 Lookout Pointe Drive

StatusActive
MLS #O6393407
Days on Market21
Taxes$9,688 / year
HOA Fees$224 / quarter
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2016
Lot Size0.09 AC / 3,970 SF
CountyOrange County
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Location

Listing Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC, Ricardo Diaz; WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC, Elizabeth Collazos
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Building Information for 8323 Lookout Pointe Drive

Stories-Year Built2016Building Size-Lot Size0.09 AC / 3,970 SF

Payment Calculator

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$3,903 per month

30 year fixed, 6.46% Interest

Principal and Interest

$3,021

Property Taxes

$807

HOA Dues

$75

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Property Information for 8323 Lookout Pointe Drive

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 3519.0
  • Building Area Units: Square Feet
  • Direction Faces: West
  • 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.
  • Elementary School: Bay Lake Elementary
  • Middle Or Junior School: Horizon West Middle School
  • High School: Windermere High School
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 8323
  • Street Name: LOOKOUT POINTE
  • Street Suffix: DRIVE
  • State: FL
  • City: WINDERMERE
Parking
  • Attached Garage: No
  • Carport: No
  • Garage Dimensions: 20x20
  • Garage: Yes
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Requirement: Required
  • Association Name: Windermere Trails Phase 1 HOA
  • Association Phone: 407-217-5951
  • Association: Yes
  • CDD: No
  • Other Fees Amount: $125
  • Other Fees Term: Annual
  • Pet Restrictions: Please check with HOA in regards to restrictions.
  • Tax Block: 00
  • Tax Book Number: 00
  • Tax Legal Description: WINDERMERE TRAILS PHASE 3B 85/133 LOT 77
  • Tax Lot: 77
  • Tax Year: 2025
Property
Lot Information
  • Additional Parcels: No
  • Parcel Number: 362327917000770
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Zoning: P-D
  • Living Area: 2633
Property and Assessments
  • Year Built Numeric: 2016
  • Flood Zone Code: X
  • Flood Zone Date: 09-25-2009
  • Flood Zone Panel: 12095C0380F
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 27
  • Public Survey Section: 36
Utilities
  • Sewer: Public Sewer
  • Utilities: Electricity Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block
  • Exterior Features: French Doors, Lighting
  • Foundation Details: Slab
  • Levels: Two
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Roof: Shingle
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 3
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Carpet, Ceramic Tile
  • Heating: Central
  • Interior Features: High Ceilings, Walk-In Closet(s), Wet Bar, Window Treatments
  • Laundry Features: Inside
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 5.0
  • Water View: No
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 8323 Lookout Pointe Drive

DateEvent & SourcePriceAppreciation
Apr 1, 2026

Listed (Active)

MFRMLS #O6393407

$599,999—
Feb 26, 2019

Sold

MFRMLS #O5757568

$366,900—
Feb 25, 2019

Sold (Public Record)

Public Record #641194332

$366,900

+9.7% / yr

DateEvent & SourcePrice
04/01/2026

Listed (Active)

MFRMLS #O6393407

$599,999
02/26/2019

Sold

MFRMLS #O5757568

$366,900
02/25/2019

Sold (Public Record)

Public Record #641194332

$366,900

+9.7% / yr

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 8323 Lookout Pointe Drive

Taxable ValueLand$100,000Additions$462,570Total$562,570
Tax Record2024$5,726 ($477 / month)
Home Facts
Beds5Total Finished SqFt2,633 SqFtAbove Grade Finished SqFt2,633 SqFtStories2Lot Size3,973 SqFtStyleSingle Family ResidenceYear Built2016ZoningP-DCountyORANGEAPN36-23-27-9170-00-770

Schools near 8323 Lookout Pointe Drive

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Bay Lake Elementary
Public - K to 5
Cornerstone Academy Charter
Charter - K to 8
Horizon West Middle School
Public - 6 to 8
Cornerstone Charter Academy High School
Charter - 9 to 12
Rating
School
Distance
Bay Lake Elementary
PublicK to 5

Cornerstone Academy Charter
CharterK to 8

Horizon West Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 8323 Lookout Pointe Drive, Windermere, FL 34786

8323 Lookout Pointe Drive is a single family home for sale in Windermere, FL 34786. This property was listed for sale on April 1, 2026 by WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC, it's currently listed at $599,999. It has been on the market for a total of 21 days and was last sold on February 26, 2019. This listing's school district is Orange County Public Schools. Nearby schools include Bay Lake Elementary, Cornerstone Academy Charter and Horizon West Middle School. 8323 Lookout Pointe Drive is a 4-bed, 4-bath, 2,633 sqft single family home built in 2016.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC, Ricardo Diaz; WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC, Elizabeth Collazos

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 04/02/2026 06:53 AM