Investor opportunity in the sought after Windermere Trails community! This tenant-occupied home offers immediate rental income in a high-demand location just minutes from Disney World (Magic Kingdom, Hollywood Studios, Animal Kingdom, Epcot Center and Disney Springs), Winter Garden Historic District, Doctor Philips Restaurant hub, Hamlin Town Center, Horizon West, top-rated schools, shopping, dining, and major highways. Recent updates include new interior and exterior paint, new luxury vinyl plank flooring throughout the second floor, new stair carpet, and a new refrigerator; roof is approximately 9 years old. A turnkey addition to any investment portfolio with excellent long-term appreciation potential. (Updated 2nd floor photos will be added soon to show new flooring)
For sale
$745,000
8931 LOOKOUT POINTE DRIVE, WINDERMERE, FL 34786
5beds
2,989sqft
Single Family Residence
Built in 2017
6,252 Square Feet Lot
$720,000 Zestimate®
$249/sqft
$84/mo HOA
What's special
New stair carpetNew refrigerator
- 32 days |
- 892 |
- 46 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Lilly Vazquez 407-552-9044,
SPECIALIZED PROPERTY MANAGEMENT 407-682-3355,
Nena Mercer 407-529-4426,
SPECIALIZED PROPERTY MANAGEMENT
Source: Stellar MLS,MLS#: O6427614
Originating MLS: Orlando Regional

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 4
Rooms
- Room types: Living Room, Loft
Primary bedroom
- Features: Walk-In Closet(s)
- Level: Second
- Area: 288 Square Feet
- Dimensions: 18x16
Family room
- Level: First
- Area: 198 Square Feet
- Dimensions: 18x11
Kitchen
- Level: First
- Area: 300 Square Feet
- Dimensions: 20x15
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Cooktop, Dishwasher, Disposal, Microwave, Range
- Laundry: Laundry Room
Features
- Eating Space In Kitchen, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Tray Ceiling(s)
- Flooring: Luxury Vinyl, Tile
- Has fireplace: No
Interior area
- Total structure area: 3,256
- Total interior livable area: 2,989 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: Two
- Stories: 2
- Exterior features: Irrigation System, Private Yard, Sidewalk
Lot
- Size: 6,252 Square Feet
Details
- Parcel number: 362327917302040
- Zoning: P-D
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 2017
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Electricity Connected, Public, Water Connected
Community & HOA
Community
- Features: Clubhouse, Dog Park, Playground, Pool, Sidewalks
- Pet fee: $0 monthly
- Subdivision: WINDERMERE TRLS PH 4B
HOA
- Has HOA: Yes
- HOA fee: $84 monthly
- HOA name: Premier Assoc./Jamie Stevens
- HOA phone: 407-333-7787
- Second HOA name: Windermere Tr
Location
- Region: Windermere
Financial & listing details
- Price per square foot: $249/sqft
- Tax assessed value: $611,762
- Annual tax amount: $10,154
- Date on market: 7/24/2026
- Cumulative days on market: 20 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 45600
- Electric utility on property: Yes
- Road surface type: Asphalt
Estimated market value
Zestimate®
$720,000
Estimated sales range
$684,000 - $756,000
Rent Zestimate®
$3,938/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/24/2026 | Listed for sale | $745,000+79.5%$249/sqft |
Source: | ||
| 2/17/2026 | Listing removed | $3,850$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 2/5/2026 | Price change | $3,850-1.3%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 1/10/2026 | Price change | $3,899-1.3%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 11/21/2025 | Listed for rent | $3,949-10.2%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 10/18/2024 | Listing removed | $4,399$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 9/26/2024 | Price change | $4,399-2.2%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 8/2/2024 | Listed for rent | $4,499+12.5%$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 8/26/2023 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 7/27/2023 | Price change | $3,999+1.2%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 7/21/2023 | Price change | $3,950+1.3%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 7/19/2023 | Listed for rent | $3,899+2.6%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 11/28/2022 | Listing removed | -- |
Source: Zillow Rental Network Premium Report a problem | ||
| 11/17/2022 | Price change | $3,799-5%$1/sqft |
Source: Zillow Rental Network Premium Report a problem | ||
| 10/26/2022 | Price change | $3,999-2.4%$1/sqft |
Source: Zillow Rental Network Premium Report a problem | ||
| 10/21/2022 | Price change | $4,099-2.4%$1/sqft |
Source: Zillow Rental Network Premium Report a problem | ||
| 10/15/2022 | Price change | $4,199-2.3%$1/sqft |
Source: Zillow Rental Network Premium Report a problem | ||
| 9/14/2022 | Listed for rent | $4,299+4.9%$1/sqft |
Source: Zillow Rental Network Premium Report a problem | ||
| 9/14/2021 | Listing removed | -- |
Source: Zillow Rental Network Premium Report a problem | ||
| 9/3/2021 | Price change | $4,099-8.9%$1/sqft |
Source: Zillow Rental Network Premium Report a problem | ||
| 8/3/2021 | Listed for rent | $4,499+50.2%$2/sqft |
Source: Zillow Rental Network Premium Report a problem | ||
| 8/27/2020 | Listing removed | $2,995$1/sqft |
Source: Specialized Property Management Orlando Report a problem | ||
| 7/22/2020 | Listed for rent | $2,995$1/sqft |
Source: Specialized Property Management Orlando Report a problem | ||
| 1/2/2018 | Sold | $415,000$139/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $9,333 +12.6% | $504,829 +10% |
| 2023 | $8,287 +14.3% | $458,935 +10% |
| 2022 | $7,252 +12.7% | $417,214 +10% |
| 2021 | $6,433 +16.9% | $379,285 +6.2% |
| 2020 | $5,504 +1.1% | $357,011 +2.3% |
| 2019 | $5,446 +0.9% | $348,984 +1.9% |
| 2018 | $5,396 | $342,477 +470.8% |
| 2017 | $5,396 +361.8% | $60,000 |
| 2016 | $1,168 | $60,000 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 34786
Nearby schools
GreatSchools rating
- 8/10Bay Lake ElementaryGrades: K-5Distance: 0.4 mi
- 8/10Horizon West Middle SchoolGrades: 6-8Distance: 1.1 mi
- 7/10Windermere High SchoolGrades: 9-12Distance: 3.4 mi
- $674,0004 bd3 ba2.7k sqft8925 Lookout Pointe Dr, Windermere, FL 34786Off Market
Save - $735,0005 bd4 ba3.3k sqft8937 Lookout Pointe Dr, Windermere, FL 34786Off Market
Save - $586,4003 bd3 ba2.2k sqft8943 Lookout Pointe Dr, Windermere, FL 34786Off Market
Save 
- $650,7004 bd3 ba2.5k sqft8919 Lookout Pointe Dr, Windermere, FL 34786Off Market
Save - $840,0004 bd3 ba2.8k sqft9036 Arbors Edge Trl, Windermere, FL 34786Sold
Save - $684,0004 bd3 ba2.7k sqft9030 Arbors Edge Trl, Windermere, FL 34786Off Market
Save - $772,3005 bd4 ba3.3k sqft9030 Arbors Edge, Windermere, FL 34786Off Market
Save - $711,9004 bd3 ba2.9k sqft8949 Lookout, Pointe, FL 34786Off Market
Save
A local agent can set up tours, give advice and negotiate with sellers.




