$959,900
- 3 Beds
- 3 Baths
- 2,996 sqft (on 1.11 acres)
500 Haley Dr, Windermere, FL 34786
Est. Refi. Payment $7,038/mo*
Refinance Your HomeCurrently Off Market - Sold Apr 13, 2018 for $490,000
Home Value
Trulia Estimate
$960KSince last month
Decreased$5K (-0.5%)Since last year
Increased$11K (+1.2%)Since last sale
Increased$470K (+95.9%)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 +93% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $960K |
| September 2026 | $960K |
| August 2026 | $965K |
| July 2026 | $961K |
| June 2026 | $968K |
| May 2026 | $971K |
| April 2026 | $967K |
| March 2026 | $954K |
| February 2026 | $944K |
| January 2026 | $928K |
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 |
|---|---|---|---|---|---|---|---|
0.28 | Single-Family Home | $960,000 | 08/13/26 | 4 | 3 | 2,743 | |
0.32 | Single-Family Home | $945,000 | 05/21/26 | 4 | 2.5 | 2,292 | |
0.54 | Single-Family Home | $585,700 | 02/25/26 | 4 | 2 | 2,987 | |
0.54 | Single-Family Home | $800,000 | 09/11/26 | 4 | 4 | 2,636 | |
0.57 | Single-Family Home | $1,050,000 | 06/12/26 | 4 | 3 | 4,018 | |
0.52 | Single-Family Home | $1,100,000 | 02/06/26 | 4 | 4 | 2,681 | |
0.53 | Single-Family Home | $880,000 | 06/17/26 | 5 | 3.5 | 3,166 | |
0.46 | Single-Family Home | $1,200,000 | 07/01/26 | 4 | 3 | 3,349 | |
0.39 | Single-Family Home | $1,999,000 | 06/23/26 | 5 | 4 | 3,649 | |
0.39 | Single-Family Home | $1,200,000 | 07/20/26 | 5 | 3 | 3,501 |
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 |
|---|---|---|---|---|---|---|
0.04 | $756,700 | 3 | 2 | 1,865 | Off Market | |
0.05 | $1,640,800 | 4 | 3.5 | 4,283 | Off Market | |
0.06 | $1,099,000 | 4 | 2.5 | 4,000 | Off Market | |
0.06 | $717,500 | 4 | 3 | 2,200 | Off Market | |
0.06 | $1,176,600 | 5 | 3.5 | 3,789 | Off Market | |
0.08 | $843,900 | 3 | 2 | 2,715 | Off Market | |
0.09 | $859,600 | 5 | 4 | 2,960 | Off Market | |
0.09 | $784,500 | 3 | 3 | 2,512 | Off Market | |
0.10 | - | - | - | - | Off Market | |
0.10 | - | - | - | - | Off Market | |
0.11 | $756,900 | 4 | 2 | 2,087 | Off Market | |
0.11 | $945,000 | 4 | 3 | 3,057 | Off Market | |
0.12 | $1,095,300 | 5 | 3.5 | 3,451 | Off Market | |
0.12 | $2,105,100 | 5 | 5.5 | 4,698 | Off Market | |
0.12 | $1,042,600 | 4 | 3 | 3,895 | Off Market | |
0.12 | $1,206,600 | 4 | 4.5 | 3,883 | Off Market | |
0.13 | - | - | - | - | Off Market | |
0.14 | - | - | - | - | Off Market | |
0.14 | - | - | - | - | Off Market | |
0.14 | $946,200 | 4 | 3 | 2,890 | Off Market |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 1980
1.11 acre lot
2,996 sqft
$320/sqft
Garage
About this House
Rare find ! For the buyer seeking a HUGE lot, no hoa, space for all their toys, "A" rated schools and still located minutes from the finest restaurants and shopping in Central Flroida. If you like to boat and ski, well this home has that covered too..boat launch at end of the the cul de sac with access to crystal clear Lake Crescent, the largest navigatable non chain of lakes, lake in Windermere. Set on MASSIVE OVER 1 ACRE CORNER LOT with 4 car oversized side entry garage (one bay has door to accommodate large truck clearance even) , DETACHED ADDITIONAL GARAGE/ ideal workshop. Recently poured concrete RV parking pad is also a welcome and unique improvement. Current owner has replaced the windows with double pane efficient windows, new a/c system and duct work. Home boasts 2 wood burning fireplaces , one is the focal point of the great room, the other is a romantic accent in the owners retreat. NO CARPET ANYWHERE IN THIS HOME, all tiled floors.PLANTATION SHUTTERS ON ALL THE NEW WINDOWS TOO. Large BONUS ROOM and huge kitchen with lots of counter space and real wood cabinets. TWO WASHER AND DRYER sets another unique and welcome feature of this home. Zoned for Windermere Elementary and WINDERMERE HIGH SCHOOL and minutes from expressways, eating and shopping. THis home offers you space and freedom of the OVER ACRE lot and NO HOA but the convenience of being centrally located. You will not come across a home like this again and there is obviously plenty of room to build a pool of your dreams if desired.
500 Haley Dr, Windermere, FL 34786 is a 3 bedroom, 3 bathroom, 2,996 sqft single-family home built in 1980. It last sold for $490,000 on Apr 13, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $959,900, with a rent estimate of $6,896/month.
Home Details for 500 Haley Dr
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Heating & Cooling Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 1Floors: Tile |
Interior Details Types of Rooms: Walk In Closet |
Appliances & Utilities DryerMicrowaveRefrigerator |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: CompositionExterior: Stone, Stucco |
Parking & Garage GarageParking: Garage Attached, Garage Detached |
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Year Built Year Built: 1980Year Updated: 1980 |
Property Type / Style Property Type: Single Family Home |
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Units in Building: 1 |
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Lot Area: 1.11 acres |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Apr 13, 2018 Source: N/A | Sold | $490,000 |
Feb 13, 2018 Source: Agent Provided | Pending | $496,000 |
Jan 5, 2018 Source: Agent Provided | PriceChange | $496,000 Price decreased by 8% |
Nov 4, 2017 Source: Agent Provided | Listed For Sale | $538,800 |
Sep 30, 2015 Source: Stellar MLS #O5384887 | Sold | $465,000 |
Aug 17, 2015 Source: Agent Provided | Listed For Sale | $489,000 |
Oct 14, 1994 Source: N/A | Sold | $150,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $7,605 | $607,230 |
Home facts updated by county records
Market trends in Windermere
Last updated August 2026
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Frequently asked questions about 500 Haley Dr
- What is 500 Haley Dr estimated to be worth?Trulia's estimated value for 500 Haley Dr in Windermere, FL is $959,900.
- What is the price history for 500 Haley Dr?500 Haley Dr in Windermere, FL last sold for $490,000 in April 2018.
- 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 500 Haley Dr have air conditioning?Yes, 500 Haley Dr in Windermere, FL has air conditioning.
- How big is the lot at 500 Haley Dr?The lot at 500 Haley Dr in Windermere, FL is about 1.1 acres.

