8931 Lookout Pointe Dr

3,256 Sq. Ft.
$14 / Sq. Ft.
3,256
Sq. Ft.
$14
per Sq. Ft.

Description

$3999 month for a 1 year lease
$3,899 for an 18 month lease
This 5/4 2 story home with a Bonus room located in Windemere Trails is just over 3200 sq ft. Downstairs is one bedroom and one full bathroom, separate dining and living room, and large eat-in kitchen. The upgraded kitchen has gorgeous granite counters with, lots of counter space, solid wood tall cabinets, and high-end stainless steel appliances including a flexi-fridge that can change from freezer to refrigerator depending on the individual
...$3999 month for a 1 year lease
$3,899 for an 18 month lease


This 5/4 2 story home with a Bonus room located in Windemere Trails is just over 3200 sq ft. Downstairs is one bedroom and one full bathroom, separate dining and living room, and large eat-in kitchen. The upgraded kitchen has gorgeous granite counters with, lots of counter space, solid wood tall cabinets, and high-end stainless steel appliances including a flexi-fridge that can change from freezer to refrigerator depending on the individual need. Beautiful tile floors in the downstairs living areas and kitchen. The kitchen also has a butler pantry off the kitchen leading to the garage. Upstairs is 4 bedrooms, 3 full bathrooms, and large bonus/playroom. The master bedroom is oversized and has 2 huge walk-in closets. Beautiful master bathroom with stand-alone custom tub, large stand-up shower, and his and hers vanities. All 4 guest bedrooms are very spacious and have walk-in closets. The home has a large covered lanai outback and 2 car garage with opener. Windemere Trails is an amazing community with a community pool and small park. Near 429 toll road and I4. Located close to tons of local shopping, and dining. The home is also located very close to Disney and all the surrounding facilities.

1 small pet (20lbs or less) Lawncare included in the rent ! Absolutely NO subleasing Resident Benefit Package: $49.00-month. Includes HVAC air filter delivery, Tenant Liability Insurance, Credit Reporting, Tenant Rewards Program, and much more! This property is eligible for deposit alternative coverage in lieu of a security deposit.
  1. Listed by Nancy Guadagnino • Brokerage DRE #1064143 • SPECIALIZED PROPERTY MANAGEMENT
    P: (407)-705-8559 C: (407)-705-8559 nancy@specialized247.com

Property Details for 8931 Lookout Pointe Drive

Subdivision Name
WINDERMERE TRLS PH 4B
Garage Spaces
2
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 01/23/2026 03:18 PM

Property Details for 8931 Lookout Pointe Drive

StatusActive
MLS #O6374137
Days on Market2
Rental Incentives-
Available Date01/15/2026
Lease TermLease Length: 12 Months
Furnished-
Compass TypeRental
MLS TypeResidential Lease / Single Family Residence
Year Built2017
Lot Size0.14 AC / 6,258 SF
CountyOrange County

Location

Listing Courtesy of SPECIALIZED PROPERTY MANAGEMENT, Nancy Guadagnino
Add your commute

Building Information for 8931 Lookout Pointe Drive

Building/Complex8931 Lookout Pointe DrFloor-Stories-Pet Policy-Pet Policy DetailsYesYear Built2017Building Size-Lot Size0.14 AC / 6,258 SF

Property Information for 8931 Lookout Pointe Drive

Summary
Location and General Information
  • Building Area Source: Owner
  • Building Area Total: 3256.0
  • Building Area Units: Square Feet
  • Directions: 8931 Lookout Pointe Drive, Windermere, FL, 34786
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Long Term YN: true
  • Senior Community: No
  • Unit Number: No
  • Street Number: 8931
  • 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: Evergreen Lifestyles Management
  • Association Phone: 877-221-6919
  • Association: Yes
Virtual Tour
Property
Lot Information
  • Parcel Number: 362327917302040
  • Water Access: No
  • Water Extras: No
  • Living Area: 3256
Property and Assessments
  • Year Built Numeric: 2017
  • New Construction: No
  • Owner Pays: Other
Interior and Exterior Features
Exterior Features
  • Levels: Two
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Security Deposit: $3,899
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 5
  • Bathrooms Full: 4
  • Appliances: Other
  • Cooling: Central Air
  • Heating: Central
  • Interior Features: Other
  • Laundry Features: Other
  • Living Area Units: Square Feet
  • Room Count: 0.0
  • Water View: No
  • Bathrooms Half: 0
Rental
Rental Information
  • Pets Allowed: Yes

Property History for 8931 Lookout Pointe Drive

DateEvent & SourcePriceAppreciation
Jan 23, 2026

Listed (Active)

MFRMLS #O6374137

$3,899—
Oct 30, 2024

Rented

MFRMLS #O6248079

$4,399—
Oct 16, 2024

Pending

MFRMLS #O6248079

—
Oct 7, 2024

Listed (Active)

MFRMLS #O6248079

$4,399—
Nov 29, 2022

Rented

MFRMLS #O6065175

$3,799—
Oct 12, 2022

Listed (Active)

MFRMLS #O6065175

$4,299—
Sep 13, 2021

Rented

MFRMLS #O5970858

$4,099—
Sep 3, 2021

Listed (Active)

MFRMLS #O5970858

$4,099—
Aug 27, 2020

Rented

MFRMLS #O5879020

$2,999—
Aug 17, 2020

Pending

MFRMLS #O5879020

—
Jul 20, 2020

Listed (Active)

MFRMLS #O5879020

$2,999—
DateEvent & SourcePrice
01/23/2026

Listed (Active)

MFRMLS #O6374137

$3,899
10/30/2024

Rented

MFRMLS #O6248079

$4,399
10/16/2024

Pending

MFRMLS #O6248079

—
10/07/2024

Listed (Active)

MFRMLS #O6248079

$4,399
11/29/2022

Rented

MFRMLS #O6065175

$3,799
10/12/2022

Listed (Active)

MFRMLS #O6065175

$4,299
09/13/2021

Rented

MFRMLS #O5970858

$4,099
09/03/2021

Listed (Active)

MFRMLS #O5970858

$4,099
08/27/2020

Rented

MFRMLS #O5879020

$2,999
08/17/2020

Pending

MFRMLS #O5879020

—
07/20/2020

Listed (Active)

MFRMLS #O5879020

$2,999

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

Schools near 8931 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
Public - 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

Windermere High School
Public9 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.

8931 Lookout Pointe Drive is available for rent in Windermere, FL 34786. This property was listed on January 23, 2026 by SPECIALIZED PROPERTY MANAGEMENT, it's currently listed at $3,899. It has been on the market for a total of 2 days and was last rented on October 30, 2024. This listing's school district is Orange County Public Schools. Nearby schools include Bay Lake Elementary, Cornerstone Academy Charter and Horizon West Middle School. 8931 Lookout Pointe Drive is a 5-bed, 4-bath, 3,256 sqft a property built in 2017.

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 SPECIALIZED PROPERTY MANAGEMENT, Nancy Guadagnino

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: 01/23/2026 03:18 PM