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

1744 Windfall Rd
Olean, NY 14760

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

$425,000

Last Sold: Jul 1, 2026
$236/sqft
Est. Refi. Payment $3,054/mo*
Refinance Your Home

$425,000

Last Sold: Jul 1, 2026
$236/sqft
Est. Refi. Payment $3,054/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,800 sqft
(on 10.25 acres)

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

Property Type
Single-Family Home
Year Built
1989
Lot Size
10.25 acres
Living Area
1,800 sqft
Price/Sqft
$236/sqft
Parking
1 Car Garage

About this House

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. It is currently off market. The Trulia Estimate is $425,500, with a rent estimate of $2,647/month.

Home Details for 1744 Windfall Rd

Active Status

MLS Status: Closed

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

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
Last check for updates: about 15 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

Price History for 1744 Windfall Rd

DatePriceEventSource
07/01/2026$425,000Sold
NYSAMLSs #R1674196
04/23/2026$425,000PendingNYSAMLSs #R1674196
04/20/2026$425,000Listed For SaleNYSAMLSs #R1674196
02/28/2014$250,000Sold
NYSAMLSs #B443405
11/03/2013$249,999ListingRemovedAgent Provided
08/09/2013$249,999PriceChange
Agent Provided
05/04/2013$269,500Listed For SaleAgent Provided
10/21/2012$289,000ListingRemovedAgent Provided
04/21/2012$289,000Listed For SaleAgent Provided
10/26/2011$289,000ListingRemovedAgent Provided
04/27/2011$289,000Listed For SaleAgent Provided

Market trends in Olean

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
66
4MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$281,800
Home facts updated by county records

Comparable Sales for 1744 Windfall Rd

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
1701 Stardust Ln, Olean, NY
0.86
Single-Family Home
$310,000
08/14/25
3
3
2,674
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
660 Genesee St, Olean, NY
0.95
Single-Family Home
$295,000
02/20/26
4
2.5
2,956

Nearby homes

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Assigned Schools

These are the assigned schools for 1744 Windfall Rd.
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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Apartments for Rent

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Homes for sale near 1744 Windfall Rd

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Off Market Homes Near 1744 Windfall Rd

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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 $425,500.
  • 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 seller's 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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