2107 Water Key Dr, Windermere, FL 34786
Property image
Property image
OFF MARKET

$2,684,800

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 4,551 sqft (on 2.76 acres)

2107 Water Key Dr, Windermere, FL 34786

Est. Refi. Payment $18,786/mo*
Refinance Your Home
Currently Off Market - Sold Jan 20, 2017 for $1,365,000

Home Value

Trulia Estimate
$2.69M
Since last month
Increased$45K (+1.7%)
Since last year
Increased$165K (+6.6%)
Since last sale
Increased$1M (+96.7%)
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 +100% in the last 10 years
MonthEstimated value
2026
August 2026$2.68M
August 2026$2.68M
July 2026$2.64M
June 2026$2.67M
May 2026$2.61M
April 2026$2.58M
March 2026$2.57M
February 2026$2.58M
January 2026$2.52M
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
2002 WATER KEY DRIVE, Windermere, FL
0.17
Single-Family Home
$1,365,000
07/16/26
5
5
3,695
1839 BLACKWATER COURT, Winter Garden, FL
0.31
Single-Family Home
$1,140,000
10/01/25
5
4
4,150
12923 WATER POINT BOULEVARD, Windermere, FL
0.38
Single-Family Home
$2,500,000
03/17/26
5
4.5
5,005
2217 RICKOVER PLACE, Winter Garden, FL
0.43
Single-Family Home
$1,039,000
05/29/26
5
5
4,324
1927 WATERMERE LANE, Windermere, FL
0.67
Single-Family Home
$1,120,000
11/20/25
4
3.5
3,053
1849 WATERMERE LANE, Windermere, FL
0.69
Single-Family Home
$1,210,000
06/29/26
5
3.5
3,934
2211 RICKOVER PLACE, Winter Garden, FL
0.42
Single-Family Home
$985,000
10/28/25
5
5
4,324
13123 LUNTZ POINT LANE, Windermere, FL
0.70
Single-Family Home
$1,650,000
05/15/26
5
4.5
3,765
1812 LAKE ROBERTS LANDING DRIVE, Winter Garden, FL
0.31
Single-Family Home
$780,000
03/16/26
6
4
4,247
2509 RIDGEWIND WAY, Windermere, FL
0.87
Single-Family Home
$1,400,000
07/09/26
4
3.5
3,844

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
2009 WATER KEY DRIVE, Windermere, FL 34786
0.11
$1,730,200
4
2.5
3,395
Off Market
2008 WATER KEY DRIVE, Windermere, FL 34786
0.15
$1,122,600
4
3.5
3,273
Off Market
1941 LAKE ROBERTS LANDING DRIVE, Winter Garden, FL 34787
0.18
$1,977,800
7
5
5,169
Off Market
2002 WATER KEY DRIVE, Windermere, FL 34786
0.17
$1,365,000
5
5
3,695
Recently Sold
1946 LAKE ROBERTS LANDING DRIVE, Winter Garden, FL 34787
0.22
$905,700
5
4
4,247
Off Market
2103 TILLMAN AVE, Winter Garden, FL 34787
0.23
$903,600
5
4
3,766
Off Market
1844 BLACKWATER COURT, Winter Garden, FL 34787
0.28
$867,700
4
3
3,099
Off Market
2109 TILLMAN AVENUE, Winter Garden, FL 34787
0.24
$709,000
5
3
3,394
Off Market
1839 BLACKWATER COURT, Winter Garden, FL 34787
0.30
$1,133,900
5
4
4,150
Off Market
13025 WATER POINT BLVD, Windermere, FL 34786
0.28
$2,617,500
4
3.5
5,764
Off Market
2139 TILLMAN AVENUE, Winter Garden, FL 34787
0.27
$860,000
4
4
3,078
For Sale
1826 BLACKWATER COURT, Winter Garden, FL 34787
0.32
$968,500
5
4
3,846
Off Market

Local Information

  • Map ViewExplore the area around 2107 Water Key Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2000
2.76 acre lot
4,551 sqft
$590/sqft
Garage

About this House

Perfectly sited on over one acre overlooking pristine Lake Roberts in guard gated Waterford Pointe this stunning lakefront home captures the rich details and strong lines of European influence. The travertine pavered drive provides a lovely progression to the arched solid wood and glass entry doors. This home has been completely remodeled with superior finishes and additions. Elements of surprise enrich the interior from the foyer to the formal areas complete with fireplace, distinctive ceiling detail, and Brazilian cherry flooring. Opening naturally to the chefs kitchen and taking in the lake views and natural light through the expansive French doors the family room is awesome featuring custom built ins and a gas fireplace. The dream kitchen features beautiful custom cabinetry, sleek stainless appliances, a large working island, huge pantry, and exotic granite counter tops. Magnificent views of Lake Roberts create an intimate relationship between the expansive covered outdoor areas and the casual living space. The office/bonus room offers stunning lake views and features custom built-ins. The outdoor living area is perfect for dining al fresco and entertaining family and friends with sweeping lawn and boathouse with dock and lift. Triple French doors open to an airy master retreat. The lovely spa like master bath is well finished with walk in steam shower, double quartz vanities, a garden tub and amazing closet systems. Secondary bedrooms are conveniently located on the first level.
2107 Water Key Dr, Windermere, FL 34786 is a 4 bedroom, 4 bathroom, 4,551 sqft single-family home built in 2000. It last sold for $1,365,000 on Jan 20, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,684,800, with a rent estimate of $7,285/month.

Home Details for 2107 Water Key Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Interior Details
Types of Rooms: Walk In Closet, Dining RoomWet Bar
Appliances & Utilities
Cable ReadyDishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: TileDeckPatioPorch
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2000Year Updated: 2000
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Lot Information

Lot Area: 2.76 acres

Price and Tax history

DateEventPrice
Jan 20, 2017
Source: N/A
Sold
$1,365,000
Nov 3, 2016
Source: Agent Provided
Pending
$1,430,000
Sep 19, 2016
Source: Agent Provided
PriceChange
$1,430,000
Price decreased by 4%
Aug 4, 2016
Source: Agent Provided
PriceChange
$1,490,000
Price decreased by 4%
Mar 11, 2016
Source: Agent Provided
Listed For Sale
$1,550,000

Market trends in Windermere

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$814K
$92.5KMoM
Sale-to-List Price
97.2%
0.1%MoM
Price per sq ft
$292
$18MoM
Available listings
296
11MoM

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 2107 Water Key Dr

  • What is 2107 Water Key Dr estimated to be worth?
    Trulia's estimated value for 2107 Water Key Dr in Windermere, FL is $2,684,800.
  • What is the price history for 2107 Water Key Dr?
    2107 Water Key Dr in Windermere, FL last sold for $1,365,000 in January 2017.
  • 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 $814K. That is up $92.5K from the prior month.
  • Does 2107 Water Key Dr have air conditioning?
    Yes, 2107 Water Key Dr in Windermere, FL has air conditioning.
  • Does 2107 Water Key Dr have a pool?
    Yes, 2107 Water Key Dr in Windermere, FL has a pool.

Explore by feature - Pet Friendly

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