8575 LOOKOUT POINTE DRIVE, Windermere, FL 34786
SOLD
DEC 10, 2025

$502,100

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,154 sqft

8575 LOOKOUT POINTE DRIVE, Windermere, FL 34786

Est. Refi. Payment $3,636/mo*
Refinance Your Home
Currently Off Market - Sold Dec 10, 2025 for $507,500 (2% above list price)

Home Value

Trulia Estimate
$502K
Since last month
Decreased$4K (-0.9%)
Since last year
Decreased$21K (-4%)
Since last sale
Decreased$6K (-1.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +78% in the last 10 years
MonthEstimated value
2026
September 2026$502K
August 2026$506K
July 2026$511K
June 2026$514K
May 2026$510K
April 2026$506K
March 2026$502K
February 2026$505K
January 2026$506K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
12136 CANYON SUN TRAIL, Windermere, FL
0.07
Single-Family Home
$506,000
01/15/26
3
2.5
2,149
12142 CANYON SUN TRAIL, Windermere, FL
0.06
Single-Family Home
$495,000
01/15/26
3
2.5
2,032
8648 POWDER RIDGE TRAIL, Windermere, FL
0.12
Single-Family Home
$475,000
06/04/26
3
2.5
1,876
8272 BRYCE CANYON AVENUE, Windermere, FL
0.19
Single-Family Home
$463,500
09/22/26
3
2.5
1,888
8160 IRON MOUNTAIN TRAIL, Windermere, FL
0.26
Single-Family Home
$475,000
12/30/25
3
2.5
2,009
8552 POWDER RIDGE TRAIL, Windermere, FL
0.08
Single-Family Home
$625,000
08/07/26
5
3.5
2,612
12121 SILVERLAKE PARK DRIVE, Windermere, FL
0.14
Single-Family Home
$500,000
04/30/26
4
2.5
2,035
8776 CRESCENDO AVENUE, Windermere, FL
0.28
Single-Family Home
$619,000
12/18/25
3
2.5
2,072
8323 LOOKOUT POINTE DRIVE, Windermere, FL
0.19
Single-Family Home
$580,000
06/12/26
4
3.5
2,633

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
12166 CANYON SUN TRAIL, Windermere, FL 34786
0.04
$528,200
3
2.5
2,156
Off Market
12160 CANYON SUN TRAIL, Windermere, FL 34786
0.05
$540,600
4
3.5
2,184
Off Market
12142 CANYON SUN TRAIL, Windermere, FL 34786
0.06
$495,000
3
2.5
2,032
Recently Sold
8553 CRESCENDO AVENUE, Windermere, FL 34786
0.06
$496,700
3
2.5
1,841
Off Market
12136 CANYON SUN TRAIL, Windermere, FL 34786
0.07
$506,000
3
2.5
2,149
Recently Sold
8552 POWDER RIDGE TRAIL, Windermere, FL 34786
0.08
$625,000
5
3.5
2,612
Recently Sold
12285 JOSHUA TREE TRAIL, Windermere, FL 34786
0.11
$474,500
4
2.5
2,149
Off Market
8607 CRESCENDO AVE, Windermere, FL 34786
0.08
$529,700
4
2.5
2,073
Off Market
8626 CRESCENDO AVENUE, Windermere, FL 34786
0.09
$722,500
4
3.5
3,399
Recently Sold
8320 BRYCE CANYON AVENUE, Windermere, FL 34786
0.14
$487,400
4
2.5
2,047
Off Market
8321 BRYCE CANYON AVENUE, Windermere, FL 34786
0.14
$486,700
3
2.5
1,891
Off Market

Local Information

  • Map ViewExplore the area around 8575 LOOKOUT POINTE DRIVE.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2015
2,154 sqft
$236/sqft
2 Car Garage
HOA $81/mo

About this House

What's unique:Modern appliancesPrivate back patioGerman shepherdsClose to great schoolsUtilities concierge servicesOpen-concept living
This beautiful 3 bedroom, 2.5 bath home is nestled in the highly desirable Windermere Trails community. Enjoy the magic of theme parks just minutes away from Disney World with a direct view of the fireworks from your front porch! With over 2,000 SqFt, this home boasts an open floor plan that offers an upgraded kitchen, a large dining space, a spacious family room, and an upstairs loft. The kitchen is equipped with ample cabinets, quartz countertops, tile backsplash, and stainless steel appliances. The primary bedroom features a walk-in closet and an en suite bathroom with a dual sink vanity and shower. The two remaining bedrooms share a hallway bathroom with a dual sink vanity and bathtub. The upstairs loft is perfect for a playroom, office, or cozy living area. A covered patio provides space for a small dining set, BBQ grill, or lounge area. Additional upgrades include a full size laundry room and a detached 2-car garage. The Windermere Trails community offers a plethora of amenities including a swimming pool, playground, picnic tables, and walking trails. Conveniently located near highly rated (A+) public schools, as well as a variety of parks, restaurants, and entertainment options. Submit your offer today!
8575 LOOKOUT POINTE DRIVE, Windermere, FL 34786 is a 3 bedroom, 3 bathroom, 2,154 sqft single-family home built in 2015. It last sold for $507,500 on Dec 10, 2025 (2% above the $499,999 asking price). More recently, it was listed as a rental in June 2023 with an asking price of $2,999 per month. That rental listing was removed on July 25, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $502,100, with a rent estimate of $3,067/month.
Last check for updates: about 11 hours ago
Listed by Thomas Weclew, (321) 947-7653
THE REALTY MEDICS, (321) 947-7653
Nicole Shweky, (954) 895-0603
THE REALTY MEDICS, (321) 947-7653
Bought with: Juan Pina Montes, (407) 360-2775, MY REALTY GROUP, LLC., (786) 847-7421
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6318359
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Home Details for 8575 LOOKOUT POINTE DRIVE

Interior Features

Interior Details
Number of Rooms: 12Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, Bathroom 1, Bathroom 3, Dinette, Dining Room, Kitchen, Laundry, Living Room, Loft
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2154 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Phone Available, Water AvailableAppliances: Dishwasher, Microwave, Range, RefrigeratorDishwasherLaundry: Electric Dryer Hookup,Laundry Room,Upper Level,Washer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: BlindsFlooring: Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Carpet, Tile
View
Has a ViewView: Trees/Woods
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Front Porch, PatioExterior: Lighting, Private MailboxFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Garage Door Opener,Garage Faces Rear
Frontage
Road Surface Type: Asphalt, PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 119

Property Information

Year Built
Year Built: 2015
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 362327917001180

Price & Status

Price
List Price: $499,999Price Per Sqft: $236/sqft
Status Change & Dates
Off Market Date: Thu Nov 13 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Location

Direction & Address
City: WINDERMERECommunity: WINDERMERE TRLS PH 3B
School Information
Elementary School: Bay Lake ElementaryJr High / Middle School: Horizon West Middle SchoolHigh School: Windermere High School

Building

Building Area
Building Area: 2937 Square Feet

Community

Community Features: Park, Playground, Pool, SidewalksNot Senior Community
Other
Playground

HOA

HOA Fee Includes: Pool Maintenance, Recreational FacilitiesHOA Name: Sentry ManagementHOA Phone: 352-243-4595Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $81/Monthly

Lot Information

Lot Area: 4111 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6318359Showing Considerations: See RemarksShowing Requirements: ShowingTimeUniversal Property Id: US-12095-N-362327917001180-R-N

Additional Information

ParkPlaygroundPoolSidewalks

Price and Tax history

DateEventPrice
Dec 10, 2025
Source: Stellar MLS #O6318359
Sold
$507,500
Nov 13, 2025
Source: Stellar MLS #O6318359
Pending
$499,999
Nov 4, 2025
Source: Stellar MLS #O6318359
PriceChange
$499,999
Price decreased by 5%
Oct 2, 2025
Source: Stellar MLS #O6318359
PriceChange
$525,000
Price decreased by 3%
Sep 10, 2025
Source: Stellar MLS #O6318359
PriceChange
$539,900
Price decreased by 2%

Market trends in Windermere

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$856K
$41.5KMoM
Sale-to-List Price
96.8%
0.4%MoM
Price per sq ft
$297
$5MoM
Available listings
274
22MoM

Around this home

What Locals Say about Windermere

At least 271 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 92 % Say there are sidewalks

  • 87 % Say car is needed

  • 87 % Say parking is easy

  • 81 % Say people would walk alone at night

  • 80 % Say it's quiet

  • 80 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 75 % Say streets are well-lit

  • 64 % Say yards are well-kept

  • 60 % Say they plan to stay for at least 5 years

  • 59 % Say it's walkable to grocery stores

  • 56 % Say there's wildlife

  • 55 % Say it's walkable to restaurants

  • 54 % Say neighbors are friendly

  • 40 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Anjalique Creative Concepts
    "We’ve lived in this area for 5 years and absolutely love it! The people in the community are always friendly, welcoming and supportive of one another. All the surrounding neighborhoods are well maintained and there are always organized activities in the community that makes it fun to meet new residents moving in."
    0
    Flag
  • Snkdrwbwms
    "Very safe area. Police is very present and effective. Amazing place to live. I will definitely be here forever."
    0
    Flag
  • Valentina
    "Trick or treating is big but it’s more about small groups of neighbors doing things together rather than large activities in the entire neighborhood."
    0
    Flag
  • Juliana Daurio
    "I moved to Windermere in 2004. When my kids were 3 and 4. This feels like home since then. Now that my kids are gone I see no need to move. I have many nice neighbors and enjoy everything that this area has to offer. "
    0
    Flag
  • Snkdrwbwms
    "Great neighborhood! I live here for 12 years and intend to stay. Very safe with great administrative support from the HOA. "
    0
    Flag
  • Snkdrwbwms
    "Easy to go everywhere. Sometimes traffic delays due to school drop off and pick up. I love to live here."
    0
    Flag
  • Juliana Daurio
    "Festivals , school events,Hallowed, Christmas and food truck events on Fridays in downtown Windermere "
    0
    Flag
  • Datylberman
    "I work at home so I’m not versed in the commute anywhere.many people in Windermere work at hone also.friends who work downtown are happy with their commute."
    0
    Flag
  • John Malloy
    "Work from home Commute to stores, health care, friendly community. Safe and secure in my neighborhood. "
    0
    Flag
  • Garrett Hendrickson
    "Some home owners don’t want neighbors dogs to relieve themselves in their yard. This is even if you clean up after your pet. "
    0
    Flag
  • Ngandhi62
    "Great areas to walk dogs and great puppy parks. Very close convenient veterinarians and pet supply stores. There are also many pet owners in area, therefore a nice social community is created."
    5
    Flag
  • Sean H.
    "It is a very pet friendly neighborhood. And has many fenced in dog areas and 90% of people are respectful enough to clean up after their dogs."
    3
    Flag
  • Limegreenlilo
    "Quiet & neighbors look out for one another. We have a FB page for residents to help each other out. I have been a resident ten years and love living here. HOA is good and they keep everything nice."
    0
    Flag
  • Carylpalmerini17
    "Great place to raise children and just enjoy life. Schools are amazing and the 4th is no joke. Get a move on ....."
    3
    Flag
  • Carylpalmerini17
    "Great place to live in. Everyone has been kind, neighborhood is well kept, activities are always taking place. "
    3
    Flag
  • Shariel A.
    "tons of baggies available. tons of space and good clean environment for your pets. worth living for safety and pet compliance. "
    1
    Flag
  • Msldancer
    "See lots of dogs in the area, most are very social. But I do not like that some owners do not put their dogs on leashes, they also then get mad when you come by even though you’re dog is leashes as it should be."
    2
    Flag
  • Mckenziejl
    "They would like the many trails and dog parks. Most of the neighborhoods are not gated or man guarded, so you can easily move in and out of them. Each neighborhood is unique and wherher you're going for walk with or without you pet, the time would be enjoyable."
    0
    Flag
  • Jessica
    "30min or less to get to any of the central Florida locations. Some locations can even see fireworks. Traffic can be a little heavy during the am/pm rush but nothing super crazy."
    2
    Flag
  • Stephanie F.
    "Easy to get to Disney. I work on Disney property. High traffic during rush hour times. Very quick during non peak rush hour times. "
    1
    Flag
  • Afanador713
    "Great parks for families to bike, walk and enjoy a picnic. The area is beautiful, homes are very well cared for."
    0
    Flag
  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
    0
    Flag
  • David M.
    "I’ve lived in Windermere for 3+ years and absolutely love it! Great schools, homes and atmosphere! Wouldnt live in any other neighborhood! "
    0
    Flag
  • Jessica
    "lots of families and super safe and pet friendly. also super active community and lots of greenspace to excercise in. "
    2
    Flag
  • Fabiana B.
    "Great family neighborhood. Great Lakes for water activities. Good for walking with your family, pet or go for a bike ride. "
    1
    Flag
  • Dasom.jang
    "It’s a nice and safe area to live in. There isn’t much going on, but there are food truck nights once a month, and farmer’s market on every Saturday in Winter Garden. "
    0
    Flag
  • John F.
    "I have lived in Windermere for 20 years. Very safe and good clean people. The cops are very responsive and people are rich and have class "
    0
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  • Anthony G.
    "People are very family oriented. Neighbors came about the appearance and condition of their property."
    0
    Flag
  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
    0
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  • Evelyn T.
    "It’s a small oasis away from the hustle and bustle of such a vacation heavy town. I love getting to feel like I’m actually away from work and in a calm space but still be a 20 minute commute."
    1
    Flag
  • Alex P.
    "Great neighborhood. Family oriented. Great schools. Affluent, but not overly pretentious. Not much to in town. "
    0
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  • Jessica M.
    "Great neighborhood, great people, great atmosphere. I always love visiting this area. Communities are kept clean and look inviting. "
    1
    Flag
  • Jamesgkoshy
    "Quiet neighborhood, that is short distance to major attractions. Safe with great schools. Beautiful, clean and uncrowded. "
    0
    Flag
  • Loypippin
    "It’s a safe area but growing too quickly. Too many new houses and schools getting crowded. The schools are great, but need to be built faster to keep up. "
    1
    Flag
  • Beverly B.
    "It is very safe well lighted small community with many families with and without children. Everyone is friendly and keep their properties in great shape"
    0
    Flag
  • Joanna T.
    "Accessibility, close to highways, malls, restaurants. the community is safe and they have frequent events for the family"
    1
    Flag
  • Princess J.
    "Great place to live, and I feel safe in this area. I moved to this area when I moved to Florida and it was the best decision. "
    1
    Flag
  • Windy
    "Nice , clean , safe area . Okay with my kids playing out side with other kids. Nice pool area friendly people . "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 8575 LOOKOUT POINTE DRIVE

  • What is 8575 LOOKOUT POINTE DRIVE estimated to be worth?
    Trulia's estimated value for 8575 LOOKOUT POINTE DRIVE in Windermere, FL is $502,100.
  • What is the price history for 8575 LOOKOUT POINTE DRIVE?
    8575 LOOKOUT POINTE DRIVE in Windermere, FL last sold for $507,500 in December 2025.
  • Is Windermere a buyer's or seller's market?
    Windermere is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Windermere?
    The median sale price in Windermere is $856K. That is up $41.5K from the prior month.
  • Does 8575 LOOKOUT POINTE DRIVE have air conditioning?
    Yes, 8575 LOOKOUT POINTE DRIVE in Windermere, FL has air conditioning.
  • Does 8575 LOOKOUT POINTE DRIVE have a pool?
    Yes, 8575 LOOKOUT POINTE DRIVE in Windermere, FL has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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