8764 Lookout Pointe Dr

3,423 Sq. Ft.
$17 / Sq. Ft.
3,423
Sq. Ft.
$17
per Sq. Ft.

Description

Imagine ending each evening watching Florida sunsets melt into the horizon then witnessing Disney fireworks illuminate the sky from your resort style personal paradise: a pool/spa with water feature, expansive covered lanai for shaded relaxation, a fenced yard with mature landscaping framed by swaying palms and towering Florida pines, and even a putting green for golf enthusiasts. Step out your back gate onto scenic walking trails that wind through lush preserve areas and along Lake Reams to the...Imagine ending each evening watching Florida sunsets melt into the horizon then witnessing Disney fireworks illuminate the sky from your resort style personal paradise: a pool/spa with water feature, expansive covered lanai for shaded relaxation, a fenced yard with mature landscaping framed by swaying palms and towering Florida pines, and even a putting green for golf enthusiasts. Step out your back gate onto scenic walking trails that wind through lush preserve areas and along Lake Reams to the community pool and playground, where Florida's natural beauty unfolds with every morning jog or sunset stroll. This exceptional Windermere Trails residence offers a rare fusion of resort-style living and unbeatable. Just minutes from Disney and other area attractions, yet worlds away in its serene, lakeside setting. Inside, the home flows effortlessly with open-concept living spaces flooded with natural light. In addition to the 4 bedrooms. The home features a private downstairs office/den perfect for today's remote professionals, and an expansive upstairs multi-purpose room that adapts to your lifestyle as a home theater, fitness studio, or creative space. The front-facing upstairs bedroom opens to its own private balcony, perfect for morning coffee with neighborhood views, while the master suite offers those coveted sunsets and nightly fireworks displays. The thoughtful layout balances entertaining spaces with intimate retreats, while abundant storage and a pool bathroom add layers of convenience to your daily routine. The Windermere Trails community delivers a walkable lifestyle rare in Central Florida. Lakeside Village Plaza sits less than a mile away. Take an easy evening stroll for dinner at one of the local restaurants, morning coffee runs to Starbucks, or quick trips to Publix and the plaza's boutique shops and services. Perfectly positioned for commuting to Disney, Universal, or downtown Orlando, while top-rated schools including Bay Lake Elementary, Horizon West Middle, and Windermere High serve families seeking educational excellence. This is your invitation to live the Florida lifestyle you've imagined, where you can walk to dinner, watch fireworks from your private retreat, and wake up to paradise and lake views in your backyard every single day. Agent is owner.
  1. Listed by Susan Heron • Brokerage DRE #1057954 • HOMESMART
    P: (404)-209-9029 C: (404)-234-0220 susan@milestonesinre.com

Property Details for 8764 Lookout Pointe Drive

Subdivision Name
WINDERMERE TRLS PH 3A
Garage Spaces
2
View
Trees/Woods, Water
Waterfront
No
Water View
Lake
Furnished
Negotiable
LISTING UPDATED: 01/26/2026 05:57 PM

Property Details for 8764 Lookout Pointe Drive

StatusActive
MLS #O6376665
Days on Market2
Rental Incentives-
Available Date01/25/2026
Lease Term-
Furnished-
Compass TypeRental
MLS TypeResidential Lease / Single Family Residence
Year Built2015
Lot Size0.14 AC / 6,137 SF
CountyOrange County

Location

Listing Courtesy of HOMESMART, Susan Heron
Add your commute

Building Information for 8764 Lookout Pointe Drive

Building/Complex8764 Lookout Pointe DrFloor-Stories2Pet Policy-Pet Policy DetailsNoYear Built2015Building Size-Lot Size0.14 AC / 6,137 SF

Property Information for 8764 Lookout Pointe Drive

Summary
Location and General Information
  • Building Area Source: Owner
  • Building Area Total: 3423.0
  • Building Area Units: Square Feet
  • Directions: From I-4: Take Exit 68 for CR-535 North (Winter Garden Vineland Road) Continue north on CR-535 for approximately 6 miles Turn left onto Silverlake Park Drive At the roundabout, take the second exit to stay on Silverlake Park Drive Continue into Windermere Trails neighborhood Turn onto Lookout Pointe Drive Destination will be on your right at 8764 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
  • Long Term YN: true
  • Senior Community: No
  • Unit Number: No
  • Street Number: 8764
  • Street Name: LOOKOUT POINTE
  • Street Suffix: DRIVE
  • State: FL
  • City: WINDERMERE
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association Fee Requirement: None
  • Association Name: Windermere Trails
  • Association: Yes
Virtual Tour
Property
Lot Information
  • Parcel Number: 362327916203730
  • Water Access: No
  • Water Extras: No
  • Living Area: 3423
Property and Assessments
  • Year Built Numeric: 2015
  • New Construction: No
  • Owner Pays: Grounds Care, Management, Pool Maintenance, Taxes
  • Property Attached: No
  • Dock YN: No
Utilities
  • Electric: Photovoltaics Seller Owned
  • Green Energy Generation: Solar
  • Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Sewer Connected, Solar
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Exterior Features: Balcony, Private Mailbox, Sidewalk, Sliding Doors
  • Fencing: Partial
  • Levels: Two
  • Pool Features: In Ground
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Security Deposit: $4,800
  • Waterfront Feet Total: 0
  • Number Of Stories: 2
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 3
  • Additional Rooms: Bonus Room, Den/Library/Office, Family Room, Formal Dining Room Separate
  • Appliances: Dishwasher, Dryer, Electric Water Heater, Freezer, Microwave, Range, Range Hood, Refrigerator, Washer
  • Cooling: Central Air
  • Heating: Central, Electric
  • Interior Features: Window Treatments
  • Laundry Features: Laundry Room
  • Living Area Source: Owner
  • Living Area Units: Square Feet
  • Room Count: 6.0
  • Water View: Yes
  • Bathrooms Half: 1
Rental
Rental Information
  • Pets Allowed: No

Property History for 8764 Lookout Pointe Drive

DateEvent & SourcePriceAppreciation
Jan 24, 2026

Listed (Active)

MFRMLS #O6376665

$4,800—
DateEvent & SourcePrice
01/24/2026

Listed (Active)

MFRMLS #O6376665

$4,800

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

Schools near 8764 Lookout Pointe Drive

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Charter - K to 8
Public - 6 to 8
Charter - 9 to 12
Rating
School
Distance
Bay Lake Elementary
PublicPK 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.

8764 Lookout Pointe Drive is available for rent in Windermere, FL 34786. This property was listed on January 24, 2026 by HOMESMART, it's currently listed at $4,800. This listing's school district is Orange County Public Schools. Nearby schools include Bay Lake Elementary, Cornerstone Academy Charter and Horizon West Middle School. 8764 Lookout Pointe Drive is a 4-bed, 4-bath, 3,423 sqft a property built in 2015.

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 owner. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of HOMESMART, Susan Heron

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: 01/26/2026 05:57 PM