1859 Maple Leaf Dr, Windermere, FL 34786
Kitchen
Bedroom 4
OFF MARKET

$991,400

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 3,084 sqft (on 0.43 acres)

1859 Maple Leaf Dr, Windermere, FL 34786

Est. Refi. Payment $7,310/mo*
Refinance Your Home
Currently Off Market - Sold Jun 17, 2015 for $570,000

Home Value

Trulia Estimate
$991K
Since last month
Increased$4K (+0.4%)
Since last year
Increased$53K (+5.7%)
Since last sale
Increased$416K (+72.9%)
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 +58% in the last 10 years
MonthEstimated value
2026
October 2026$986K
September 2026$996K
August 2026$982K
July 2026$979K
June 2026$974K
May 2026$981K
April 2026$968K
March 2026$977K
February 2026$986K
January 2026$947K
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
1735 MAPLE LEAF DRIVE, Windermere, FL
0.14
Single-Family Home
$825,000
02/11/26
4
2.5
2,771
1804 MAPLE LEAF DRIVE, Windermere, FL
0.10
Single-Family Home
$1,025,000
02/19/26
4
3.5
2,971
9631 HOLLYGLEN PLACE, Windermere, FL
0.47
Single-Family Home
$710,000
11/25/25
4
2.5
2,854
364 CALLIOPE STREET, Ocoee, FL
0.36
Single-Family Home
$714,000
12/08/25
4
3
2,495
2015 WOODY DRIVE, Windermere, FL
0.26
Single-Family Home
$670,000
11/14/25
3
2
2,042
1452 DINGENS AVENUE, Windermere, FL
0.37
Single-Family Home
$600,000
09/28/26
4
2
2,433
9792 WILD OAK DRIVE, Windermere, FL
0.45
Single-Family Home
$700,000
02/13/26
3
3.5
3,102
2014 DOWN WOODS LANE, Windermere, FL
0.13
Single-Family Home
$1,390,000
07/28/26
4
3.5
3,344
10442 BIRCH TREE LANE, Windermere, FL
0.24
Single-Family Home
$1,240,000
02/18/26
4
3
3,505
10506 DOWN LAKEVIEW CIRCLE, Windermere, FL
0.27
Single-Family Home
$1,150,000
11/13/25
4
3
3,888

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
1907 Maple Leaf Dr, Windermere, FL 34786
0.02
$830,600
4
3
2,589
Off Market
1845 Maple Leaf Dr, Windermere, FL 34786
0.02
$855,300
4
3
2,846
Off Market
1939 BROADLEAF COURT, Windermere, FL 34786
0.03
$948,000
5
2.5
2,660
Off Market
1858 Maple Leaf Dr, Windermere, FL 34786
0.04
$810,300
3
3
2,640
Off Market
1837 Maple Leaf Dr, Windermere, FL 34786
0.04
$835,600
4
3
2,653
Off Market
1866 Maple Leaf Dr, Windermere, FL 34786
0.04
$906,500
4
3
2,957
Off Market
1931 Broadleaf Ct, Windermere, FL 34786
0.04
$870,900
4
3
2,592
Off Market
1852 Maple Leaf Dr, Windermere, FL 34786
0.05
$1,180,700
5
4.5
3,618
Off Market
1947 BROADLEAF COURT, Windermere, FL 34786
0.05
$983,600
5
3.5
3,646
Off Market
1922 Maple Leaf Dr, Windermere, FL 34786
0.06
$977,800
5
4
2,685
Off Market
1906 MAPLE LEAF DRIVE, Windermere, FL 34786
0.06
$738,800
4
2.5
2,701
Off Market
1829 Maple Leaf Dr, Windermere, FL 34786
0.06
$935,700
4
3
2,895
Off Market
1828 Maple Leaf Dr, Windermere, FL 34786
0.06
$968,800
4
3
3,093
Off Market
1930 MAPLE LEAF DRIVE, Windermere, FL 34786
0.06
$999,300
4
3
2,509
Off Market
1914 Maple Leaf Dr, Windermere, FL 34786
0.07
$987,000
4
3
3,422
Off Market
1844 Maple Leaf Dr, Windermere, FL 34786
0.07
$990,200
5
3
2,893
Off Market
1938 Maple Leaf Dr, Windermere, FL 34786
0.07
$822,600
4
3
2,641
Off Market
1836 Maple Leaf Dr, Windermere, FL 34786
0.07
$901,200
4
3
2,957
Off Market
1955 Broadleaf Ct, Windermere, FL 34786
0.08
$945,600
4
3
2,738
Off Market
1837 Windermeredown Pl, Windermere, FL 34786
0.08
$1,499,200
5
5
4,727
Off Market

Local Information

  • Map ViewExplore the area around 1859 Maple Leaf Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1988
0.43 acre lot
3,084 sqft
$321/sqft
Garage

About this House

This lovely one story home was remodeled with a careful blend of traditional and contemporary design elements immediately evidenced by the pitched roofing and grey brick columns and trim exterior. A rich wood door opens to a grand living/dining room with wood floors and fireplace. Airy and uncluttered rooms with vaulted ceilings are basked in natural light from an abundance of windows overhead. Sleek marble floors and fireplace are paired with antique and red jarrah wood shelving in the family room. This transitional style carries through to the island kitchen with exotic granite counters, farmhouse sink, Wolf gas stove and Sub Zero refrigerator. The Master suite is again warmed by wood flooring and a luxurious bath with whirlpool garden tub and seamless shower. Delight in unusual touches and finishes throughout. French doors open to a screened pool lanai and large fenced yard shaded by oaks. A circular drive and side entry garage provide ample parking. Established Windermere Downs offers wonderful amenities without high HOA dues.....parks, playgrounds, tennis courts and Lake access to the Butler Chain with a community beach, dock and boat ramp. Conveniently located near major roadways, renowned golf courses, premium shopping and fine dining.
1859 Maple Leaf Dr, Windermere, FL 34786 is a 4 bedroom, 3 bathroom, 3,084 sqft single-family home built in 1988. It last sold for $570,000 on Jun 17, 2015. More recently, it was listed as a rental in February 2014 with an asking price of $2,995 per month. That rental listing was removed on April 8, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $991,400, with a rent estimate of $6,307/month.

Home Details for 1859 Maple Leaf Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet
Interior Details
Additional StorageTypes of Rooms: Walk In Closet, Family RoomStorage
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: OtherPatio
Pool
Pool
Parking & Garage
GarageParking: Garage

Property Information

Year Built
Year Built: 1988Year Updated: 1989
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 0.43 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Jun 17, 2015
Source: Stellar MLS #O5355911
Sold
$570,000
Jun 6, 2015
Source: Agent Provided
Pending
$585,000
Mar 29, 2015
Source: Agent Provided
Listed For Sale
$585,000
Apr 8, 2014
Source: Agent Provided
ListingRemoved
$2,995
Feb 9, 2014
Source: Agent Provided
Listed For Rent
$2,995

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
    Flag
  • 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 1859 Maple Leaf Dr

  • What is 1859 Maple Leaf Dr estimated to be worth?
    Trulia's estimated value for 1859 Maple Leaf Dr in Windermere, FL is $991,400.
  • What is the price history for 1859 Maple Leaf Dr?
    1859 Maple Leaf Dr in Windermere, FL last sold for $570,000 in June 2015.
  • 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 1859 Maple Leaf Dr have air conditioning?
    Yes, 1859 Maple Leaf Dr in Windermere, FL has air conditioning.
  • Does 1859 Maple Leaf Dr have a pool?
    Yes, 1859 Maple Leaf Dr in Windermere, FL has a pool.

Explore by feature - Pet Friendly

61 pet-friendly rentals in Windermere, FL

Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

81 rentals with a pool in Windermere, FL

Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

18 rentals with an outdoor space in Windermere, FL

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