8907 Lookout Pointe Dr, Windermere, FL 34786
Property image
Property image
OFF MARKET

$1,060,300

Trulia Estimate
  • 5 Beds
  • 5 Baths
  • 4,936 sqft

8907 Lookout Pointe Dr, Windermere, FL 34786

Est. Refi. Payment $7,595/mo*
Refinance Your Home

Home Value

Trulia Estimate
$1.06M
Since last month
Decreased$4K (-0.4%)
Since last year
Increased$37K (+3.6%)
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 +102% in the last 10 years
MonthEstimated value
2026
September 2026$1.06M
August 2026$1.06M
July 2026$1.07M
June 2026$1.07M
May 2026$1.05M
April 2026$1.05M
March 2026$1.05M
February 2026$1.05M
January 2026$1.03M
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
9257 OUTLOOK ROCK TRAIL, Windermere, FL
0.14
Single-Family Home
$879,900
07/10/26
5
4.5
3,619
9197 OUTLOOK ROCK TRAIL, Windermere, FL
0.20
Single-Family Home
$1,040,000
10/22/25
5
3.5
4,056
8764 LOOKOUT POINTE DRIVE, Windermere, FL
0.15
Single-Family Home
$1,045,000
01/20/26
4
3.5
3,423
9253 ROYAL ESTATES BOULEVARD, Orlando, FL
0.49
Single-Family Home
$1,250,000
03/02/26
5
5
4,362
9270 ROYAL ESTATES BOULEVARD, Orlando, FL
0.43
Single-Family Home
$1,250,000
08/28/26
5
5
4,305
9047 REFLECTION POINTE DRIVE, Windermere, FL
0.25
Single-Family Home
$710,000
03/23/26
4
4
3,019
8715 QUIET MEADOWS TRAIL, Windermere, FL
0.33
Single-Family Home
$814,500
07/31/26
4
3.5
3,388
9331 ROYAL ESTATES BOULEVARD, Orlando, FL
0.34
Single-Family Home
$1,030,000
03/04/26
4
4
4,232
11903 CAVE RUN AVENUE, Windermere, FL
0.28
Single-Family Home
$725,000
07/10/26
4
3.5
3,413
11922 ANGLE POND AVENUE, Windermere, FL
0.27
Single-Family Home
$745,000
05/21/26
4
3.5
3,382

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
9036 ARBORS EDGE TRAIL, Windermere, FL 34786
0.05
$824,100
4
3
2,835
Off Market
8931 LOOKOUT POINTE DRIVE, Windermere, FL 34786
0.04
$740,000
5
4
2,989
For Sale
11924 PERSPECTIVE DRIVE, Windermere, FL 34786
0.13
$761,700
4
3
3,635
Off Market
8799 CRESCENDO AVENUE, Windermere, FL 34786
0.11
$1,157,200
6
4.5
4,502
Off Market
9257 OUTLOOK ROCK TRAIL, Windermere, FL 34786
0.14
$879,900
5
4.5
3,619
Recently Sold
9245 OUTLOOK ROCK TRAIL, Windermere, FL 34786
0.15
$1,115,200
5
3.5
4,502
Off Market
9216 OUTLOOK ROCK TRAIL, Windermere, FL 34786
0.17
$696,700
4
3
2,985
Off Market
9227 OUTLOOK ROCK TRAIL, Windermere, FL 34786
0.16
$706,100
4
4
3,239
Off Market
8776 CRESCENDO AVENUE, Windermere, FL 34786
0.14
$619,000
3
2.5
2,072
Recently Sold
9207 REFLECTION POINTE DRIVE, Windermere, FL 34786
0.18
$793,900
4
3
3,010
Off Market
12353 VIA DERNA PLACE, Windermere, FL 34786
0.17
$460,000
3
2.5
1,974
For Sale
12357 VIA DERNA PLACE, Windermere, FL 34786
0.17
$430,000
3
2.5
1,919
For Sale

Local Information

  • Map ViewExplore the area around 8907 Lookout Pointe Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2016
4,936 sqft
$215/sqft
Garage

About this House

What's unique:Loft areaCovered lanaiStove topHome officePool careProfessionally cleaned
TOURS AVAILABLE 5/10/22. PLEASE MESSAGE TO SET A TIME.

This beautiful home is decked out with resort-style amenities from a pool and spa to a movie room, home office, game room, loft, 3 full-baths, 2 half-baths, a 3-car tandem garage and a covered lanai.

Located just over a mile from Cinderella's Castle (as a crow flies) with a view of the Magic Kingdom fireworks every night! This home is in fabulous condition. On the first floor, the master bedroom has a jetted tub, a spacious shower and two large walk in closets. The home has almost every upgrade available (chef's kitchen with large island, quartz counters, stove top, oven, microwave and dishwasher). Also on the first floor is a breakfast nook that looks out to the pool and outside lake, dining room, great room, home office, living room and laundry room with a storage space and a half-bath.

Upstairs there's an open area that makes for a great game room. Currently we have a pool table and an air hockey table which we are glad to leave as part of the rental. There's also a movie room which seats 8 (and we can keep that intact as well). Two of the rooms share a "jack and jill" bathroom, there are two more bedrooms on the second floor, a full-bath as well as a games closet and a loft area. The backyard has a half-bath.

1 year lease. Owner will pay for for pool care, lawn care and pest control service. Tenant pays utilities. (Only utilities are electric and water/trash. No gas lines in Windermere Trails subdivision.) NO SMOKING. PETS will be considered. House will be professionally cleaned before move-in.
8907 Lookout Pointe Dr, Windermere, FL 34786 is a 5 bedroom, 5 bathroom, 4,936 sqft single-family home built in 2016. More recently, it was listed as a rental in May 2022 with an asking price of $5,300 per month. That rental listing was removed on May 19, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,060,300, with a rent estimate of $5,816/month.

Home Details for 8907 Lookout Pointe Dr

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Interior Details
Types of Rooms: Office
Appliances & Utilities
DryerWasher
Fireplace & Spa
Hot Tub or SpaJetted Bath Tub

Property Information

Year Built
Year Built: 2016
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Furnished

Exterior Features

Pool
Pool
Parking & Garage
GarageParking: Garage Detached, Off Street

Community

Units in Building: 1

Lot Information

Lot Area: 8785 sqft

Price and Tax history

DateEventPrice
May 19, 2022
Source: Zillow Rental Manager
ListingRemoved
May 12, 2022
Source: Zillow Rental Manager
PriceChange
$6,000
Price increased by 13%
May 1, 2022
Source: Zillow Rental Manager
Listed For Rent
$5,300

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
    Flag
  • 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
    Flag
  • 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 8907 Lookout Pointe Dr

  • What is 8907 Lookout Pointe Dr estimated to be worth?
    Trulia's estimated value for 8907 Lookout Pointe Dr in Windermere, FL is $1,060,300.
  • 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.
  • What do residents say about Windermere?
    Residents describe Windermere, FL as dog-friendly, pedestrian-friendly, and easy to park in. See recently sold homes in Windermere, FL.
  • Does 8907 Lookout Pointe Dr have a pool?
    Yes, 8907 Lookout Pointe Dr in Windermere, FL has a pool.
  • Does 8907 Lookout Pointe Dr have laundry facilities?
    Yes, 8907 Lookout Pointe Dr in Windermere, FL has in-unit laundry.

Explore by feature - Pet Friendly

59 pet-friendly rentals in Windermere, FL

Explore by feature - Garage

72 rentals with a garage in Windermere, FL

Explore by feature - Air Conditioning

92 rentals with air conditioning in Windermere, FL

Explore by feature - Pool

85 rentals with a pool in Windermere, FL

Explore by feature - Washer/dryer

99 rentals with a washer/dryer in Windermere, FL

Explore by feature - Outdoor Space

21 rentals with an outdoor space in Windermere, FL

Apartments for Rent

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Off Market Homes Near 8907 Lookout Pointe Dr

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