NOT LISTED FOR SALE

8329 Lookout Pointe Dr Windermere, FL 34786

Estimated Value: $580,969 - $595,000

5 Beds
3.5 Baths
2,633 Sq Ft
$223/Sq Ft Est. Value

Last Sold April 11, 2025

Last sale price $580,000 $220 Per Sq Ft

Est. 1% increase in value since last sale

Current estimated payment $3,844/month

56 Days on Market

Highlights

  • Garage Apartment
  • Community Pool
  • Walk-In Closet
  • Bay Lake Elementary School Rated A-
  • In-Law or Guest Suite
  • Living Room

About This Home

As of April 2025

Welcome to 8329 Lookout Pointe Drive in the desirable Windermere Trails neighborhood. This home combines comfort and convenience with versatile living spaces, perfect for families and investors.

Just under a mile from Magic Kingdom, you can easily enjoy nightly fireworks from your home. A quick walk takes you to the community pool, clubhouse, and the scenic Lake Loop Trail. Plus, shopping and schools are close by.

This property features a separate apartment unit above the garage, complete with a bedroom, living room, kitchen, and bathroom. Newly installed AC (2024) makes it perfect for guests or as a rental unit. The detached garage fits two cars, with additional driveway and street parking available. The property includes 5 bedrooms and 3.5 baths, with an inspiring upper-level room for a home office or play area.

Enjoy affordable HOA fees under $100/month in this well-maintained community.

Don’t miss out on this wonderful opportunity! Schedule a private showing today to explore your future at Lookout Pointe Drive!

Last Agent to Sell the Property

Ricardo Diaz

WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC Brokerage Phone: 407-922-9169 License #3296777 Listed on: 01/16/2025

Last Buyer's Agent

Alex Galitsky

TOP ORLANDO REALTY License #3159774

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $8,585

Year Built

  • Built in 2016

Lot Details

  • 3,972 Sq Ft Lot
  • West Facing Home
  • Property is zoned P-D

HOA Fees

Parking

  • 2 Car Garage
  • Garage Apartment

Home Design

  • Slab Foundation
  • Shingle Roof
  • Block Exterior

Interior Spaces

  • 2,633 Sq Ft Home
  • 2-Story Property
  • Ceiling Fan
  • Living Room
  • Thermal Attic Fan

Kitchen

  • Range
  • Microwave
  • Dishwasher

Flooring

  • Carpet
  • Ceramic Tile

Bedrooms and Bathrooms

  • 5 Bedrooms
  • Walk-In Closet
  • In-Law or Guest Suite

Laundry

  • Laundry Room
  • Laundry in Garage
  • Dryer
  • Washer

Schools

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

Additional Features

  • Exterior Lighting
  • 495 SF Accessory Dwelling Unit
  • Central Heating and Cooling System

Listing and Financial Details

Community Details

Overview

  • Sentry Management Association, Phone Number (352) 243-4595
  • Visit Association Website
  • Premier Association Management Association, Phone Number (352) 432-3312
  • Windermere Trls Ph 3B Subdivision

Recreation

  • Community Playground
  • Community Pool
  • Park
  • Dog Park

Home Details

Home Type

Single Family

Est. Annual Taxes

$8,585

Year Built

Built in 2016

Lot Details

0

HOA Fees

$89 per month

Parking

2

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Construction Materials: Block
  • Fireplace: No
  • Living Area: 2633
  • Lot Size Acres: 0.09
  • New Construction: No
  • Year Built: 2016
  • Building Area Total: 3972
  • Lot Size Sq Ft: 3972
  • Status: Sold
  • Ownership: Fee Simple
  • ResoBuildingAreaSource: PublicRecords
  • Building Area Total Srch Sq M: 369.01
  • Escrow City: Winter Garden
  • Escrow State: FL
  • Escrow Street Name: W. Canton Ave
  • Minimum Lease: 8-12 Months
  • RATIO Current Price By Calculate: 220.28
  • Total Acreage: 0 to less than 1/4
  • Water Access YN: 0
  • MFR_BedroomClosetType: Walk-in Closet
  • MFR_InLawSuiteYN: 1
  • MFR_InLawSuiteDescription: 1 Bedroom,Private Entrance
  • MFR_InLawSuiteUnderAirSqFt: 495.00
  • Attribution Contact: 407-922-9169
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Carpet, Ceramic Tile, Tile
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Interior Amenities: Ceiling Fans(s), Thermostat Attic Fan, Walk-In Closet(s)
  • Appliances Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Foundation Details: Slab
  • Total Bedrooms: 5
  • Levels: Two
  • Stories: 2
  • ResoLivingAreaSource: PublicRecords
  • Additional Rooms: Interior In-Law Suite w/Private Entry
  • Living Area Meters: 244.61

Exterior Features

  • Direction Faces: West
  • Exterior Features: Lighting
  • Roof: Shingle
  • Pool Private: No
  • Waterfront: No
  • Road Surface Type: Asphalt
  • Water View YN: 0
  • Waterfront Feet Total: 0
  • Flood Zone Panel: 12095C0380F

Garage/Parking

  • Attached Garage: No
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes

Utilities

  • Utilities: Electricity Connected
  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: In Garage, Laundry Room
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Dog Park, Park, Playground, Pool, Sidewalks
  • Association Fee: 244
  • Association Fee Frequency: Quarterly
  • Association Name: sentry management
  • Phone: 352-243-4595
  • Association: Yes
  • Senior Community: No
  • Association #2 Fee: 100
  • Association #2 Fee Frequency: Annually
  • Association: premier association management
  • Association Phone #2: 352-432-3312
  • Association 2 YN: 1
  • Association Approval Required YN: 0
  • Pet Restrictions: Please check with HOA in regards to restrictions.
  • Association Fee Requirement: Required
  • Association URL: communitycare@sentrymgmt.com

Fee Information

  • Total Annual Fees: 1076.00
  • Total Monthly Fees: 89.67
  • Monthly HOA Amount: 81.33

Schools

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

Lot Info

  • Zoning: P-D
  • Parcel Number: 36-23-27-9170-00-760
  • Additional Parcels: No
  • Flood Zone Code: X

Rental Info

  • Pets Allowed: Breed Restrictions
  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: Please check with HOA in regards to restrictions.

Tax Info

  • Tax Annual Amount: 8585
  • Tax Block: 00
  • Tax Book Number: 00
  • Tax Lot: 76

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Jan 16, 2025
Closed on
Apr 11, 2025
Sold by
Fleming Sean M and Fleming Krista J
Bought by
Mikhaylov Evgeny and Mikhailova Ekaterina
Seller's Agent
Ricardo Diaz
WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
Buyer's Agent
Alex Galitsky
TOP ORLANDO REALTY
List Price
$599,900
Sold Price
$580,000
Premium/Discount to List
-$19,900
-3.32%
Views
137
Current Estimated Value
$587,492

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$7,492
Avg. Annual Appreciation
1.75%
Original Mortgage
$406,000
Outstanding Balance
$404,236
Interest Rate
6.76%
Mortgage Type
New Conventional
Estimated Equity
$183,256

Purchase Details

Listed on
Mar 25, 2019
Closed on
Mar 20, 2019
Sold by
159 East Channel Llc
Bought by
Fleming Sean Michael and Fleming Krista Joy
Seller's Agent
Thomas Weclew
THE REALTY MEDICS
Buyer's Agent
Amy Dahlin
List Price
$354,900
Sold Price
$354,900

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
8.46%
Original Mortgage
$266,150
Interest Rate
4.3%
Mortgage Type
New Conventional

Purchase Details

Closed on
Jun 27, 2016
Sold by
Meritage Homes Of Florida Inc
Bought by
159 East Channel Llc
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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Average Value
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Buyer Sale Price Title Company
Mikhaylov Evgeny $580,000 None Listed On Document
Fleming Sean Michael $354,900 Oliver Title Law
159 East Channel Llc $285,900 Carefree Title Agency Inc
Source: Public Records

Mortgage History

Date Status Borrower Loan Amount
Open Mikhaylov Evgeny $406,000
Previous Owner Fleming Sean Michael $266,150
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
04/11/2025 04/11/25 Sold $580,000 -1.7% $220 / Sq Ft
03/13/2025 03/13/25 Pending -- -- --
03/10/2025 03/10/25 Price Changed $589,900 -1.7% $224 / Sq Ft
01/16/2025 01/16/25 For Sale $599,900 0.0% $228 / Sq Ft
04/01/2024 04/01/24 Rented $2,900 0.0% --
03/12/2024 03/12/24 Under Contract -- -- --
02/05/2024 02/05/24 For Rent $2,900 0.0% --
03/25/2019 03/25/19 Sold $354,900 0.0% $135 / Sq Ft View Prior Sale
03/25/2019 03/25/19 Pending -- -- --
03/25/2019 03/25/19 For Sale $354,900 0.0% $135 / Sq Ft
03/15/2018 03/15/18 Off Market $2,100 -- --
12/15/2017 12/15/17 Rented $2,100 0.0% --
12/01/2017 12/01/17 Price Changed $2,100 -2.3% $1 / Sq Ft
11/16/2017 11/16/17 Price Changed $2,149 -4.4% $1 / Sq Ft
11/01/2017 11/01/17 Price Changed $2,249 -2.2% $1 / Sq Ft
10/13/2017 10/13/17 For Rent $2,299 -- --
Source: Stellar MLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $8,230 $551,820 $100,000 $451,820
2024 $7,329 $489,768 -- --
2023 $7,329 $497,031 $100,000 $397,031
2022 $6,397 $408,415 $75,000 $333,415
2021 $5,723 $334,518 $55,000 $279,518
2020 $5,557 $335,524 $55,000 $280,524
2019 $5,875 $337,529 $55,000 $282,529
2018 $5,418 $304,926 $55,000 $249,926
2017 $5,351 $298,162 $55,000 $243,162
2016 $1,304 $55,000 $55,000 $0
2015 $453 $26,000 $26,000 $0
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Stellar MLS

MLS Number: O6272493

Stellar MLS

APN: 36-2327-9170-00-760