1419 Longmeadow Way, Windermere, FL 34786
Property image
Property image
OFF MARKET

$728,600

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,428 sqft

1419 Longmeadow Way, Windermere, FL 34786

Est. Refi. Payment $5,121/mo*
Refinance Your Home
Currently Off Market - Sold Jul 20, 2015 for $420,000

Home Value

Trulia Estimate
$729K
Since last month
Decreased$1K (-0.2%)
Since last year
Increased$19K (+2.6%)
Since last sale
Increased$308K (+73.3%)
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 +71% in the last 10 years
MonthEstimated value
2026
August 2026$728K
August 2026$726K
July 2026$729K
June 2026$724K
May 2026$724K
April 2026$725K
March 2026$723K
February 2026$723K
January 2026$709K
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
11660 DELWICK DRIVE, Windermere, FL
0.20
Single-Family Home
$753,000
01/21/26
4
4.5
3,051
11531 VICOLO LOOP, Windermere, FL
0.33
Single-Family Home
$575,000
05/05/26
4
2
2,280
11813 VIA LUCERNA CIRCLE, Windermere, FL
0.38
Single-Family Home
$526,050
02/24/26
5
2.5
2,521
918 ALGARE LOOP, Windermere, FL
0.51
Single-Family Home
$611,000
06/18/26
4
3
2,553
11550 DELWICK DRIVE, Windermere, FL
0.31
Single-Family Home
$960,000
02/23/26
5
3
2,843
570 FINSBAY COURT, Ocoee, FL
0.39
Single-Family Home
$429,000
11/03/25
3
2
1,852
469 MICKLETON LOOP, Ocoee, FL
0.48
Single-Family Home
$435,000
07/31/26
4
2
2,077
1317 GLENHEATHER DRIVE, Windermere, FL
0.43
Single-Family Home
$974,500
06/16/26
4
3
2,811
11508 DELWICK DRIVE, Windermere, FL
0.40
Single-Family Home
$966,400
10/17/25
4
3
3,206
1220 GLENHEATHER DRIVE, Windermere, FL
0.54
Single-Family Home
$704,000
09/18/25
4
3
2,695

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
11733 DELWICK DRIVE, Windermere, FL 34786
0.12
$860,100
4
3
2,963
Off Market
1220 LAKE WHITNEY DRIVE, Windermere, FL 34786
0.16
$2,713,600
6
7
6,184
Off Market
1238 LAKE WHITNEY DRIVE, Windermere, FL 34786
0.19
$1,900,000
4
5.5
5,515
Foreclosure
11660 DELWICK DRIVE, Windermere, FL 34786
0.20
$753,000
4
4.5
3,051
Recently Sold
11773 BELLA MILANO COURT, Windermere, FL 34786
0.29
$629,900
5
3.5
2,626
For Sale
11761 BELLA MILANO COURT, Windermere, FL 34786
0.29
$661,600
5
4.5
2,844
Off Market
11743 BELLA MILANO COURT, Windermere, FL 34786
0.29
$754,800
5
4.5
2,829
Off Market
11627 VICOLO LOOP, Windermere, FL 34786
0.27
$650,500
4
2.5
2,251
Off Market
11731 BELLA MILANO COURT, Windermere, FL 34786
0.29
$597,700
5
3.5
2,497
Off Market
11626 VICOLO LOOP, Windermere, FL 34786
0.28
$783,300
5
3
2,539
Off Market
1132 ENGLISH GARDEN LANE, Winter Garden, FL 34787
0.33
$900,400
5
4
3,754
Off Market
11549 VICOLO LOOP, Windermere, FL 34786
0.30
$699,300
4
3
2,582
Off Market

Local Information

  • Map ViewExplore the area around 1419 Longmeadow Way.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2005
2,428 sqft
$300/sqft
Garage

About this House

HUGE PRICE REDUCTION...Don't miss out!! Gorgeous courtyard style home in the heart of Windermere. Behind the gates of the Reserve at Belmere you will find this wonderful home that embodies FL living at it's finest. A bright , open floor plan, with lots of natural sunlight makes this home a delight. The bedrooms are large with plenty of storage. The Kitchen features granite countertops and is open to the breakfast nook and family room. The Formal Living and Dining Rooms open to a small patio off the back, that offers beautiful views of the conservation area. The Master Suite has large walk in closets and French doors that open to the pool area. The separate in law suite is great for guests, offering complete privacy from the rest of the house.
1419 Longmeadow Way, Windermere, FL 34786 is a 4 bedroom, 3 bathroom, 2,428 sqft single-family home built in 2005. It last sold for $420,000 on Jul 20, 2015. More recently, it was listed as a rental in December 2012 with an asking price of $2,700 per month. That rental listing was removed on February 1, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $728,600, with a rent estimate of $3,759/month.

Home Details for 1419 Longmeadow Way

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet
Interior Details
Number of Rooms: 7Types of Rooms: Recreation Room
Appliances & Utilities
DishwasherDisposalMicrowaveRefrigerator

Exterior Features

Exterior Home Features
Roof: TileExterior: Other, Stucco
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 2005Year Updated: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 10197 sqft

Price and Tax history

DateEventPrice
Jul 20, 2015
Source: N/A
Sold
$420,000
May 22, 2015
Source: Agent Provided
Pending
$429,000
May 5, 2015
Source: Agent Provided
PriceChange
$429,000
Price decreased by 1%
Apr 23, 2015
Source: Agent Provided
PriceChange
$435,000
Price decreased by 3%
Apr 6, 2015
Source: Agent Provided
PriceChange
$449,000
Price decreased by 2%

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 1419 Longmeadow Way

  • What is 1419 Longmeadow Way estimated to be worth?
    Trulia's estimated value for 1419 Longmeadow Way in Windermere, FL is $728,600.
  • What is the price history for 1419 Longmeadow Way?
    1419 Longmeadow Way in Windermere, FL last sold for $420,000 in July 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 $814K. That is up $92.5K from the prior month.
  • Does 1419 Longmeadow Way have air conditioning?
    Yes, 1419 Longmeadow Way in Windermere, FL has air conditioning.
  • Does 1419 Longmeadow Way have a pool?
    Yes, 1419 Longmeadow Way in Windermere, FL has a pool.

Explore by feature - Pet Friendly

55 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

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

21 rentals with an outdoor space in Windermere, FL

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Off Market Homes Near 1419 Longmeadow Way

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