1744 Windfall Rd, Olean, NY 14760
SOLD
JUL 1, 2026

$428,400

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 1,800 sqft (on 10.25 acres)

1744 Windfall Rd, Olean, NY 14760

Est. Refi. Payment $3,212/mo*
Refinance Your Home
Currently Off Market - Sold Jul 1, 2026 for $425,000

Home Value

Trulia Estimate
$428K
Since last month
Increased$3K (+0.6%)
Since last year
Increased$26K (+6.6%)
Since last sale
Increased$2K (+0.5%)
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 +67% in the last 10 years
MonthEstimated value
2026
September 2026$427K
August 2026$425K
July 2026$425K
June 2026$430K
May 2026$431K
April 2026$432K
March 2026$389K
February 2026$385K
January 2026$379K
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
1501 Windfall Rd, Olean, NY
0.86
Single-Family Home
$265,000
09/26/25
3
2
1,952
1501 Stardust Ln, Olean, NY
0.99
Single-Family Home
$315,000
07/31/26
3
3
1,995
961 Kingston Dr, Olean, NY
0.80
Single-Family Home
$220,000
09/04/26
3
2.5
1,456
1406 Highland Ter, Olean, NY
0.95
Single-Family Home
$325,000
08/06/26
3
2.5
2,212
1605 Gemini Dr, Olean, NY
0.85
Single-Family Home
$261,500
05/31/26
4
2.5
2,208
935 Queen St, Olean, NY
0.87
Single-Family Home
$240,000
05/01/26
4
2.5
1,956
1604 Stardust Ln, Olean, NY
0.89
Single-Family Home
$232,000
04/07/26
4
2.5
2,544
834 Prospect Ave, Olean, NY
0.97
Single-Family Home
$269,900
10/03/25
3
2
1,323
611 Gulf St, Olean, NY
1.11
Single-Family Home
$275,000
04/22/26
3
2.5
1,664

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
Windfall Rd #21, Olean, NY 14760
0.13
-
-
-
-
Off Market
2 Red Oak Dr, Olean, NY 14760
0.50
$422,000
5
3
5,514
Off Market
9 Red Oak Dr #41, Olean, NY 14760
0.56
-
-
-
-
Off Market
4 Barnside Ln, Olean, NY 14760
0.60
$415,000
5
2.5
2,496
Off Market
1301 Sunrise Dr, Olean, NY 14760
0.67
-
4
2
2,004
Off Market
1970 Windfall Rd, Olean, NY 14760
0.71
$332,500
5
3
1,860
Off Market
2082 Dugan Rd, Olean, NY 14760
0.70
$133,700
2
1
752
Off Market
1808 Stardust Ln, Olean, NY 14760
0.76
$475,900
4
4.5
5,600
Off Market
1802 Stardust Ln, Olean, NY 14760
0.78
$281,000
6
4
2,784
Recently Sold
1801 Stardust Ln, Olean, NY 14760
0.78
$458,300
5
3.5
2,640
Off Market
Cherry St, Olean, NY 14760
0.74
$24,900
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 1744 Windfall Rd.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1989
10.25 acre lot
1,800 sqft
$236/sqft
1 Car Garage

About this House

What's unique:Cozy woodburning fireplaceSecond garagePrivate stocked pondCentral airNatural lightCovered grilling area
Welcome to your private countryside retreat! This beautifully maintained ranch home offers the perfect blend of comfort, space, and scenic surroundings. The spacious primary suite features a thoughtfully designed closet complete with custom cabinetry, while two additional bedrooms and a full bath provide plenty of room for family or guests.

The heart of the home is the kitchen, showcasing elegant Cambria countertops, abundant cabinetry, and ample workspace—ideal for both everyday living and entertaining. The inviting living room centers around a cozy woodburning fireplace and captures breathtaking valley and mountain views through its generous windows, filling the space with natural light.

Enjoy peaceful mornings or quiet evenings in the enclosed sunroom tucked at the back of the home, offering privacy and a serene connection to nature. Out front, a welcoming open porch with a retractable awning creates the perfect spot to relax and take in the surroundings. Central air ensures comfort year-round.

The finished lower level expands your living space with a utility room, workout area, craft room, and a large recreational or family room—plenty of flexibility to suit your lifestyle needs. For added comfort, you will find a wood/coal burning stove to heat the basement to offset the forced air heat.

Step outside and experience everything this incredible property has to offer. With a fully fenced 10+ acres, you’ll find a covered grilling area, space for outdoor fires, a barn, and a second garage—perfect for hobbies, storage, or animals. A private, stocked pond adds to the charm, while mature landscaping includes blueberry bushes, peach and pear trees, and multiple apple trees, including productive Cortland varieties.

This property offers the rare combination of privacy, functionality, and natural beauty, your own slice of country living. All this while still being just minutes away from the city.
1744 Windfall Rd, Olean, NY 14760 is a 3 bedroom, 3 bathroom, 1,800 sqft single-family home built in 1989. It last sold for the $425,000 asking price on Jul 1, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $428,400, with a rent estimate of $2,538/month.
Last check for updates: about 3 hours ago
Listed by Kelly Patrone, (716) 353-3222
Howard Hanna Professionals - Olean
Bought with: Paul Pezzimenti, (716) 378-7039, Howard Hanna Professionals - Olean
Originating MLS: Chautauqua-Cattaraugus
Source: NYSAMLSs, MLS#R1674196

Home Details for 1744 Windfall Rd

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 9Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Dining Room, Family Room, Foyer, Gym, Kitchen, Laundry, Living Room, Other
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 3
Dimensions and Layout
Living Area: 1800 Square Feet
Appliances & Utilities
Utilities: High Speed Internet AvailableAppliances: Dryer, Dishwasher, Electric Oven, Electric Range, Gas Water Heater, Refrigerator, WasherDishwasherDryerLaundry: Main LevelRefrigeratorWasher
Heating & Cooling
Heating: Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Gas
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Carpet, Laminate, Varies
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Carpet, Laminate, Varies

Exterior Features

Exterior Home Features
Roof: MetalPatio / Porch: Open, PorchOther Structures: Barn(s), Outbuilding, Second GarageExterior: Awning(s), Blacktop DrivewayFoundation: Block
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Has a GarageHas an Attached GarageParking Spaces: 1Parking: Attached,Garage
Frontage
Waterfront: PondRoad Frontage: Main ThoroughfareNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 2

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Vinyl Siding
Property Information
Condition: ResaleParcel Number: 04660009400200020110020000

Price & Status

Price
List Price: $425,000Price Per Sqft: $236/sqft
Status Change & Dates
Off Market Date: Wed Apr 22 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Olean
School Information
Elementary School District: OleanJr High / Middle School District: OleanHigh School District: Olean

Building

Building Area
Building Area: 1800 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Chautauqua-Cattaraugus

Lot Information

Lot Area: 10.25 Acres

Listing Info

Special Conditions: Standard

Offer

Listing Terms: Cash, Conventional, FHA, USDA Loan

Miscellaneous

BasementMls Number: R1674196Living Area Range Units: Square FeetAttribution Contact: 716-353-3222Universal Property Id: US-36009-N-04660009400200020110020000-R-N

Price and Tax history

DateEventPrice
Jul 1, 2026
Source: NYSAMLSs #R1674196
Sold
$425,000
Apr 23, 2026
Source: NYSAMLSs #R1674196
Pending
$425,000
Apr 20, 2026
Source: NYSAMLSs #R1674196
Listed For Sale
$425,000
Feb 28, 2014
Source: NYSAMLSs #B443405
Sold
$250,000
Nov 3, 2013
Source: Agent Provided
ListingRemoved
$249,999

Market trends in Olean

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
63
9MoM

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 Olean

At least 74 Trulia users voted on each feature.

  • 88 % Say there are sidewalks

  • 87 % Say yards are well-kept

  • 87 % Say it's dog friendly

  • 83 % Say parking is easy

  • 79 % Say there's holiday spirit

  • 78 % Say car is needed

  • 74 % Say kids play outside

  • 73 % Say it's walkable to restaurants

  • 72 % Say it's walkable to grocery stores

  • 68 % Say streets are well-lit

  • 63 % Say people would walk alone at night

  • 61 % Say there's wildlife

  • 55 % Say neighbors are friendly

  • 51 % Say it's quiet

  • 43 % Say they plan to stay for at least 5 years

  • 26 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Anonymous
    "There are not many kids in the neighborhood and no kid friendly parks within 10 minutes."
    0
    Flag
  • Treshina Parks
    "There is a dog park. There are two spaces and they are separated by a fence. And people are very respectful. "
    0
    Flag
  • Kcchase5
    "I do not own a dog. But I see the dogs being walked around town and in the parks. As long as they are calm and not aggressive. "
    0
    Flag
  • Trulia User
    "what kind of education and attention their getting from school! Its beat to know what kind of ppl their hanging around, role models and inspiring ppl!"
    0
    Flag
  • Susan.kriner
    "We’re close to many public events at War Vets Park and Bradners Stadium. Too many to list! Far enough away to hear the echo’s but not have it overwhelmingly take over our daily life. "
    2
    Flag
  • Kristin B.
    "This is a great place to live and raise your kids. Police patrol regularly in crime is low. Recreational activities available as well"
    0
    Flag
  • Kristin B.
    "Recreational programs offered like ice skating, sports events, youth sport sign ups. Police patrol through the city often"
    0
    Flag
  • Kristin B.
    "I lived here for 10 years and it’s a great place to raise kids. House prices are reasonable and there is a heavy police presence protecting the area all the time"
    2
    Flag
  • Skbb18
    "Strollean - big fun party. Local breweries. Great fireworks. Cutco visitor’s center. Lots of parks. Beef and barrel restaurant."
    0
    Flag
  • Corinne Q.
    "Dogs are being walked all the time. The neighborhood is quiet and peaceful. There are sidewalks which are well maintained and neighbors are friendly. "
    0
    Flag
  • Katlyn L.
    "Incredibly walkable, which is great for teenagers and people without cars. Some areas are not great traffic wise but that's to be expected."
    1
    Flag
  • TZ
    "I just moved out of the city but lived there in my last house for ten years. My neighbors became my friends. We helped each other and looked after each other. Everyone on our block maintained their homes and yards well. It was a great West End neighborhood. Plus, it was convenient to everything - grocery, bank, gym, restaurant, movie and even the liquor store!"
    0
    Flag
  • Kelly
    "Restaurants, groceries and retail shops all within easy walking distance but with the river nearby there is a country-feel too"
    0
    Flag
  • Robert W.
    "I have lived here for almos 40 years and have never encountered neighbors like these. These neighbors drive past our house blowing their horns at obscene hours of the day, they tell obscenities at me and my mother and claim they are "vigilantes" carrying out "mob rule." We have had enough of the harassing comments, destruction of our property, and the camera pointed off their house and into my bedroom. Someone moving into Fountain Street beware."
    14
    Flag
  • Bob K.
    "there are many families and many grandparents in this neighborhood. There is a nice playground with ballground and basketball hoop. The park has a spotlight to illuminate at night ."
    0
    Flag
  • Karri E. J.
    "I work and live here. It's a great place to either retire or raise children. Downtown is only a couple of blocks away. The library is located a block away. "
    1
    Flag
  • Saadzmirza
    "A nice neighborhood with friendly people and scenically overlooks the Olean Metro Area. Some notable Olean residents live here."
    1
    Flag

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The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) Program of the CNYIS, UNYREIS and WNYREIS. Real estate listings held by firms other than Zillow, Inc. are marked with the IDX logo and include the Listing Broker’s Firm Name. Listing Data last updated at 2026-09-23 02:27:42 PDT. Disclaimer: All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Zillow, Inc. shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. © 2026 CNYIS, UNYREIS, WNYREIS. All rights reserved.

Frequently asked questions about 1744 Windfall Rd

  • What is 1744 Windfall Rd estimated to be worth?
    Trulia's estimated value for 1744 Windfall Rd in Olean, NY is $428,400.
  • What is the price history for 1744 Windfall Rd?
    1744 Windfall Rd in Olean, NY last sold for $425,000 in July 2026.
  • Is Olean a buyer's or seller's market?
    Olean is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Olean?
    Residents describe Olean, NY as pedestrian-friendly, well-kept, and dog-friendly. See recently sold homes in Olean, NY.
  • Does 1744 Windfall Rd have air conditioning?
    Yes, 1744 Windfall Rd in Olean, NY has air conditioning.
  • Does 1744 Windfall Rd have laundry facilities?
    Yes, 1744 Windfall Rd in Olean, NY has in-unit laundry.

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