744 Hailey Dr, Webster, NY 14580
OFF MARKET

744 Hailey Dr
Webster, NY 14580

  • 4 Beds
  • 2.5 Baths
  • 2,260 sqft (on 0.41 acres)

$543,500

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $3,932/mo*
Refinance Your Home

$543,500

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $3,932/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,260 sqft
(on 0.41 acres)

Home Value

Trulia Estimate
$544K
Since last month
Decreased$9K (-1.7%)
Since last year
Increased$32K (+6.3%)
Since last sale
Increased$266K (+97%)
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
August 2026$540K
July 2026$549K
June 2026$554K
May 2026$550K
April 2026$551K
March 2026$533K
February 2026$511K
January 2026$493K
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
553 Hills Pond Rd, Webster, NY
0.25
Single-Family Home
$510,000
12/11/25
4
2.5
2,774
725 Gasberry Ln, Webster, NY
0.47
Single-Family Home
$390,000
10/10/25
4
1.5
2,010
722 Brookeville Dr, Webster, NY
0.22
Single-Family Home
$470,000
06/26/26
3
2
1,677
708 Hillspring Ter, Webster, NY
0.28
Single-Family Home
$525,000
08/14/26
5
2.5
3,250
838 Houston Rd, Webster, NY
0.19
Single-Family Home
$564,065
07/27/26
5
3.5
2,294
715 Hillspring Ter, Webster, NY
0.34
Single-Family Home
$600,000
07/15/26
4
2.5
2,432
681 Northbrook Way, Webster, NY
0.61
Single-Family Home
$485,000
05/08/26
4
2.5
2,174
764 Hightower Way, Webster, NY
0.62
Single-Family Home
$355,000
06/25/26
4
2.5
1,947
658 Regina Dr, Webster, NY
0.52
Single-Family Home
$396,000
05/26/26
3
1.5
1,741
778 Daventry Cir, Webster, NY
0.56
Single-Family Home
$360,000
09/03/25
3
3
2,112

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
841 Houston Rd, Webster, NY 14580
0.16
$592,000
4
2.5
2,241
Off Market
818 Houston Rd, Webster, NY 14580
0.11
$487,700
3
2.5
2,029
Off Market
834 Houston Rd, Webster, NY 14580
0.16
$579,300
5
2.5
3,050
Off Market
814 Houston Rd, Webster, NY 14580
0.13
$678,600
4
3
3,586
Off Market
838 Houston Rd, Webster, NY 14580
0.19
$564,065
5
3.5
2,294
Recently Sold
789 Gravel Rd, Webster, NY 14580
0.18
$351,000
3
1.5
1,795
Off Market
731 Brookeville Dr, Webster, NY 14580
0.21
$398,200
3
2.5
1,812
Off Market
701 Middlebury Rd, Webster, NY 14580
0.23
$504,000
5
3.5
2,771
Off Market
722 Brookeville Dr, Webster, NY 14580
0.22
$470,000
3
2
1,677
Recently Sold
853 Houston Rd, Webster, NY 14580
0.28
$522,600
3
2.5
2,066
Off Market
553 Hills Pond Rd, Webster, NY 14580
0.25
$510,000
4
2.5
2,774
Recently Sold
708 Hillspring Ter, Webster, NY 14580
0.28
$525,000
5
2.5
3,250
Recently Sold

Local Information

  • Map ViewExplore the area around 744 Hailey Dr.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1999
Lot Size
0.41 acres
Living Area
2,260 sqft
Price/Sqft
$240
Parking
Garage

About this House

Custom built gem in Webster! This 4bdrm 2.5bth 3 car garage Col. Style home has a large great room with an overlook from the upper level. The home features an open floor plan from kitchen and dinning room to the great room for entertaining those family gatherings. The gourmet kitchen is a chefs delight with granite tops. A first floor bedroom can also be used as an office. Outdoor living and lower level living are a big plus in the home. Many updates and upgrades in this one. It will not last so call for easy showings.
744 Hailey Dr, Webster, NY 14580 is a 4 bedroom, 3 bathroom, 2,260 sqft single-family home built in 1999. It last sold for $274,000 on May 30, 2017. It is currently off market. The Trulia Estimate is $543,500, with a rent estimate of $3,772/month.

Home Details for 744 Hailey Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Other
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.41 acres

Price and Tax history

DateEventPrice
May 30, 2017
Source: NYSAMLSs #R1031608
Sold
$274,000
Apr 28, 2017
Source: Agent Provided
PendingToActive
$279,900
Apr 28, 2017
Source: Agent Provided
Pending
$279,900
Mar 15, 2017
Source: Agent Provided
Listed For Sale
$279,900
Jun 18, 1999
Source: N/A
Sold
$181,800

Market trends in Webster

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$424K
$15.17KMoM
Sale-to-List Price
113.6%
2.2%MoM
Price per sq ft
$222
$5MoM
Available listings
102
12MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Webster

At least 180 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 91 % Say car is needed

  • 89 % Say parking is easy

  • 81 % Say people would walk alone at night

  • 80 % Say yards are well-kept

  • 76 % Say there's holiday spirit

  • 73 % Say it's quiet

  • 68 % Say kids play outside

  • 66 % Say there's wildlife

  • 61 % Say they plan to stay for at least 5 years

  • 59 % Say neighbors are friendly

  • 40 % Say there are sidewalks

  • 38 % Say it's walkable to restaurants

  • 35 % Say streets are well-lit

  • 35 % Say there are community events

  • 31 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Blake.sara
    "Peace and Quiet "
    0
    Flag
  • Duane Villafana
    "Pretty nice mix of rural and suburban life."
    1
    Flag
  • Duane Villafana
    "Lots of space and sidewalks as well as dog parks in which people and their dogs can enjoy the outdoors. Would have a dog in Webster because it’s design with pets in mind."
    0
    Flag
  • Ronettewest
    "Quiet neighborhoods with many parks, stores, etc. very close by as well as access to fresh water on 2 sides of our town, Lake Ontario to the north and Irondequoit Bay to the west. "
    0
    Flag
  • Baby_gizmo_99
    "Quite no crime hardly nice place to live close to everything parks groceries and doctors people are friendly "
    7
    Flag
  • Jessicadeblieck
    "there are a lot of parks and trails to take your dog. also right on the lake and many small neighborhoods to walk your dog"
    2
    Flag
  • Kevin O.
    "You can get to the highway and get where you're going very quick. it's really easy to hop on a back road and head east."
    1
    Flag
  • Ashley R.
    "I've lived in this area for 2 years. I love the privacy while also being close to restaurants. My neighbors are friendly."
    2
    Flag
  • Jack O.
    "Good schools and and a good place to raise kids. Close to other things. Lots of parks around. Shopping is great. "
    1
    Flag
  • Lbenson6
    "Lots of fenced in yards. Lots of dogs. Lots of dog lovers. The garbage men give out dog treats. Friendly neighbors give out dog treats as well."
    1
    Flag
  • Mary D.
    "The parents are very caring about their children getting a good education in Penfield. The public schools are excellent and the teachers are extremely professional. "
    0
    Flag
  • Alexandra M.
    "Being able to walk them safely and in a peaceful place with not a lot of traffic or speeding on most roads."
    3
    Flag
  • Christina N.
    "Block parties, get togethers, helpful people, friendly neighbors. No huge crimes or anything that could make us feel unsafe"
    0
    Flag
  • Mary D.
    "There are lots of wonderful wild areas for kids to explore that aren’t all manicured like golf courses."
    0
    Flag
  • Dior8725
    "People are friendly and stores are convenient. There are parks everywhere for my small children. There is a bowling alley and AMC movie theater. The schools are close by. I can practically walk my kids to school each day. The town seems to be very safe."
    3
    Flag
  • Floppy
    "Safety, friendliness. Clean, convenient, close to highway, close to grocery shopping, target, restaurants."
    4
    Flag
  • Sammy4181
    "Everyone is friendly, you may keep to your self if you want or people will talk to you if you wish . Dog friendly town"
    4
    Flag
  • A neighbor
    "I have lived in this neighborhood for almost five years.I find it friendly and very supportive. We tend to take interest in each other and are helpful."
    0
    Flag
  • Dana
    "My commute is 25 minutes. It’s pretty easy to get to the other side of town. 590 can get backed up due to accidents during rush hour."
    0
    Flag
  • Fayestormsrealtor
    "Everyone seems to have a dog. Lots of neighbors walking dogs. People stop and chat. Keeps the neighbors in the loop with each other "
    2
    Flag
  • Melodiejoyce
    "it's the type of place to raise a family but you will hate it if you're a city person. it's extremely boring and not diverse. people are extremely closed minded and they keep to themselves."
    0
    Flag
  • Dcolombo
    "It’s a great neighborhood quiet streets and it is pet friendly a gas. Station is within walking distance along with a Dunkin’ Donuts and several restaurants and bars"
    3
    Flag
  • Shari R.
    "The school system in Webster is excellent. There are many great restaurants and all the retail you need. It still has the feeling of a smaller community."
    1
    Flag
  • Christina H.
    "There's no place like home or somewhere close where you will make it one. Everything is close by and if you get lost it's a nice drive to people watch."
    1
    Flag
  • Ryanp796
    "Get anywhere and everything is within 10 minutes no matter where in Webster. Very safe and friendly town to live in with many things beneficial of living here."
    1
    Flag
  • Shari R.
    "I work an hour away ... very easy access to the highway from Webster. Convenient location, roads are well maintained."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 744 Hailey Dr

  • What is 744 Hailey Dr estimated to be worth?
    Trulia's estimated value for 744 Hailey Dr in Webster, NY is $543,500.
  • What is the price history for 744 Hailey Dr?
    744 Hailey Dr in Webster, NY last sold for $274,000 in May 2017.
  • Is Webster a buyer's or seller's market?
    Webster is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Webster?
    The median sale price in Webster is $424K. That is up $15.17K from the prior month.
  • Does 744 Hailey Dr have air conditioning?
    Yes, 744 Hailey Dr in Webster, NY has air conditioning.
  • Does 744 Hailey Dr have a pool?
    Yes, 744 Hailey Dr in Webster, NY has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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Off Market Homes Near 744 Hailey Dr

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