4497 Middle Cheshire Rd, Canandaigua, NY 14424

Off market dec 2013 for $475K

$779,935

Est. refi paymentEst. refi $3,063/mo

•

4,133

sq ft

4497 Middle Cheshire Rd, Canandaigua, NY 14424

About this home

* * * VIEWS OF CANANDAIGUA LAKE FROM EVERY WINDOW!!S-P-R-A-W-L-I-N-G 5+ ACRE OASIS, WOODED & SERENE * * DRAMATIC OPEN 4100 SQ FT CONTEMPORARY * * * WALLS OF GLASS * * A G-I-G-A-N-T-I-C SIZE 1ST FLOOR MASTER BEDROOM W LUXURIOUS SPA BATH, WALK IN CLOSET TO GET LOST IN, W ORGANIZERS-FRENCH DOOR LEADING TO PRIVATE DECK OVERLOOKING THE WATER!! * * SPECTACULAR 2 STORY GREAT ROOM, FLOOR TO CEILING WINDOWS!!EXTENSIVE HARDWOODS, SOARING CEILINGS EVERYWHERE, BUILTINS AND DETAILING THRUOUT * TO DIE FOR COUNTRY CLUB BACKYARD W SPA & POOL OVERLOOKING LAKE * * * PRIVATE RESORT LIKE LIVING AT ITS FINEST!! ONE OF A KIND PROPERTY!!

Single-familyProperty Type

1990Year Built

5.2 acresLot Size

$189Est. Price/Sq.Ft.

3 car garageParking

Listing by Hollis Creek • Howard Hanna

•585-473-1320 (broker)

•office.brighton@howardhanna.com (broker)

Bought with Joyce Grinewich • Howard Hanna WNY Inc.

•716-634-4200 (broker)

Redfin checked: 2 minutes ago

•Source:UNYREIS #R231223

Redfin Estimate

$779,935

$305K since sold in December 2013$11K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.7% lower than the average sale price ($874K) of 6 comparable homes.

SOLD SEP 25, 2026
$476,000
A
3 beds2.5 baths2,343 sq ft
4158 Middle Cheshire Rd, Canandaigua, NY 14424
Listing by Howard Hanna
SOLD JAN 5, 2026
$500,000
B
4 beds2.5 baths2,826 sq ft
5184 Foster Rd, Canandaigua, NY 14424
Listing by Tru Agent Real Estate
SOLD OCT 15, 2026
$1,200,000
C
4 beds3.5 baths5,500 sq ft
5539 Wells Curtice Rd, Canandaigua, NY 14424
Listing by Griffith Realty Group
SOLD OCT 30, 2026
$2,250,000
D
4 beds2.5 baths2,848 sq ft
3582 Otetiana Pt, Canandaigua, NY 14424
Listing by Tru Agent Real Estate
SOLD AUG 21, 2026
$501,600
E
3 beds2.5 baths2,360 sq ft
6100 Rossier Rd, Canandaigua, NY 14424
Listing by Tru Agent Real Estate
SOLD OCT 1, 2026
$315,000
F
3 beds2 baths1,944 sq ft
4700 Deuel Rd, Canandaigua, NY 14424
Listing by Tru Agent Real Estate

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Earn from this home

Refinance

Est. cash available

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Rent

$3,274/mo

Redfin rental estimate

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Market trends in 14424, NY

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

103.9%

1.0% MoM

Median sale price

$425K

$10K MoM

Avg. days on market

11d

1 days MoM

Recently sold homes

102

4 MoM

New listings for sale

$375,000
2 beds2 baths1,134 sq ft
46 Cliffside Dr, Canandaigua, NY 14424
Listing by Caprini Realtors, (585) 330-8258
$67,500
3 beds2 baths924 sq ft
405 Lakeshore Drive #35, Canandaigua, NY 14424
Listing by Jeffrey D. Cook, (585) 434-3032
$219,000
2 beds1.5 baths986 sq ft
3149 E Cedarbush Dr, Canandaigua, NY 14424
Listing by Howard Hanna WNY Inc., (585) 496-5230
$55,000
2 beds2 baths1,100 sq ft
261 Crabapple Dr, Canandaigua, NY 14424
Listing by Keller Williams Realty Gateway, (585) 256-4400
$279,900
4 beds1 bath1,913 sq ft
33 Clark St, Canandaigua, NY 14424
Listing by Century 21 Steve Davoli RE, (315) 789-4569
$299,900
2 beds2 baths997 sq ft
413 Hawley Dr, Canandaigua, NY 14424
Listing by Keller Williams Realty Greater Rochester, (585) 362-8900
$294,900
3 beds2.5 baths1,497 sq ft
24 Andrews Way, Canandaigua, NY 14424
Listing by RE/MAX Realty Group, (585) 248-0250
3D WALKTHROUGH
$774,900
5 beds3 baths3,439 sq ft
4536 Crystal Ridge Cir, Canandaigua, NY 14424
Listing by Griffith Realty Group, (585) 394-8000
See all

Provided by Redfin

Sale history for 4497 Middle Cheshire Rd

Year

Property tax

Land + Additions

Assessment*

2026

$14,113

$98,500 + $493,500

$592,000

2025

$14,113 (+5.3%)

$98,500 + $493,500

$592,000

2024

$13,397 (−1.4%)

$98,500 + $493,500

$592,000

2023

$13,594 (−2.3%)

$98,500 + $493,500

$592,000

2022

$13,912 (+2.5%)

$93,300 + $381,700

$475,000

2021

$13,569 (+3.2%)

$93,300 + $381,700

$475,000

2020

$13,150 (+20.1%)

$93,300 + $436,700

$530,000

2019

$10,952 (−15.5%)

$93,300 + $436,700

$530,000

2018

$12,955 (+63.0%)

$93,300 + $436,700

$530,000

2017

$7,946 (−12.1%)

$93,300 + $436,700

$530,000

2016

$9,037 (−29.1%)

$126,000 + $351,500

$477,500

2015

$12,749 (−3.0%)

$126,000 + $351,500

$477,500

2014

$13,145

$126,000 + $349,000

$475,000

Tax history for 4497 Middle Cheshire Rd

Year

Property tax

Land + Additions

Assessment*

2026

$14,113

$98,500 + $493,500

$592,000

2025

$14,113 (+5.3%)

$98,500 + $493,500

$592,000

2024

$13,397 (−1.4%)

$98,500 + $493,500

$592,000

2023

$13,594 (−2.3%)

$98,500 + $493,500

$592,000

2022

$13,912 (+2.5%)

$93,300 + $381,700

$475,000

2021

$13,569 (+3.2%)

$93,300 + $381,700

$475,000

2020

$13,150 (+20.1%)

$93,300 + $436,700

$530,000

2019

$10,952 (−15.5%)

$93,300 + $436,700

$530,000

2018

$12,955 (+63.0%)

$93,300 + $436,700

$530,000

2017

$7,946 (−12.1%)

$93,300 + $436,700

$530,000

2016

$9,037 (−29.1%)

$126,000 + $351,500

$477,500

2015

$12,749 (−3.0%)

$126,000 + $351,500

$477,500

2014

$13,145

$126,000 + $349,000

$475,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

226,512

Year renovated

2000

Sq. Ft.

4,133

Year built

1990

Style

Single Family Residential

County

Ontario County

APN

322400A1260000001044500

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

Views, Pool

Last updated by owner on Sep 15, 2019.

Property details

Parking

Garage/Carport Information
Has Garage
Has Attached Garage
# of Garage Spaces: 3

Parking
Features: Attached, Garage, Garage Door Opener

Interior

Bedroom Information
# of Main Level Bedrooms: 1

Bathroom Information
# of Full Bathrooms: 2
# of Half Bathrooms: 1
# of Main Level Bathrooms: 2

Room Information
# of Rooms (Total): 10
Room Types: Bedroom, Laundry, Living Room, Screened Porch, Sitting Room, Sunroom, Workshop, Den, Entry Foyer, Family Room, Florida Room
Has Basement
Basement Information: Full, Walk-Out Access

Laundry Information
Features: Main Level

Fireplace Information
Has Fireplace
# of Fireplaces: 2

Equipment
Appliances: Built-In Range, Built-In Oven, Dishwasher, Gas Cooktop, Disposal, Gas Water Heater, Refrigerator

Interior Features
Window Features: Skylight(s), Thermal Windows
Flooring: Carpet, Ceramic Tile, Hardwood, Varies
Other Features: Breakfast Bar, Breakfast Area, Ceiling Fan(s), Cathedral Ceiling(s), Den, Entrance Foyer, French Door(s)/Atrium Door(s), Separate/Formal Living Room, Jetted Tub, Skylights, Bedroom on Main Level, Bath In Primary Bedroom, Main Level Primary, Programmable Thermostat, Workshop

Exterior

Building Information
Stories: 2
Stories (Total): 2
Year Built Details: Existing
Construction Details: Cedar, Copper Plumbing

Exterior Features
Exterior Features: Blacktop Driveway, Deck, Fence, Hot Tub/Spa, Pool, Patio
Patio And Porch Features: Deck, Patio, Porch, Screened
Other Structures: Shed(s), Storage
Security Features: Security System Owned
Fencing: Partial

Pool and Spa Information
Pool Features: In Ground
Has Spa

Lot Information
Lot Size Area: 5.2
Lot Size Acres: 5.2
Lot Features: Views, Wooded
Road Frontage Type: Private Road

Property Information
Has View
Foundation Details: Block
Resale

Financial

Assessments and Fees
Assessed Value: $621,000

Tax Information
Annual Tax Amount: $14,465

Utilities

Utility Information
Utilities: Cable Available, High Speed Internet Available, Water Connected
Electric: Circuit Breakers
Sewer: Septic Tank
Water Source: Connected, Public

Heating & Cooling
Has Cooling
Cooling: Central Air
Has Heating
Heating: Gas, Forced Air

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 4,133
Stories: 2.0
Parking Spaces: 3
Basement: Yes
Accessible: No
Lot Size: 5.2 acres
Style: Single Family Residential
Year Built: 1990
Year Renovated: 2000
County: Ontario County
APN: 322400A1260000001044500
HOA Dues: —
Garage: Yes
Features: Views, Pool

Home facts updated by owner on Sep 15, 2019

Around this home

Schools

K - 12
Preschool & daycare

Canandaigua Elementary School

Public PreK-5 • Assigned • 5.7mi

5/10

Canandaigua Middle School

Public 6-8 • Assigned • 6.5mi

7/10

Canandaigua Academy And Middle School

Public 9-12 • Assigned • 7.1mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

2/10 Heat Factor

7 days above 94° expected this year, 16 days in 30 years

1/10 Wind Factor

0% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Canandaigua, NY • 14424

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.4 hours in June and 2.4 hours in December, placing it below the U.S. average for solar exposure.

9.4 hrs

2.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$741,000 – $897,000

Sell confidently with a local market expert in Canandaigua. 3 minutes to get started.

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Home values near 4497 Middle Cheshire Rd

Data from public records.

Address	Redfin Estimate
4535 Middle Cheshire Rd, Canandaigua, NY 4 Beds \| 2 Baths \| 2114 Sq. Ft.	$387,671
4451 Middle Cheshire Rd, Canandaigua, NY 3 Beds \| 1 Baths \| 1874 Sq. Ft.	$278,834
4505 Middle Cheshire Rd, Canandaigua, NY 2 Beds \| 2 Baths \| 2006 Sq. Ft.	$637,906
4485 Middle Cheshire Rd, Canandaigua, NY 4 Beds \| 2 Baths \| 2400 Sq. Ft.	$393,892
4480 Middle Cheshire Rd, Canandaigua, NY 5 Beds \| 3 Baths \| 2750 Sq. Ft.	$508,531
5392 Wells Curtice Rd, Canandaigua, NY 3 Beds \| 3 Baths \| 1394 Sq. Ft.	$331,973

Address	Redfin Estimate
4525 Middle Cheshire Rd, Canandaigua, NY 3 Beds \| 2 Baths \| 1771 Sq. Ft.	$335,889
4467 Middle Cheshire Rd, Canandaigua, NY 4 Beds \| 2.5 Baths \| 1920 Sq. Ft.	$427,364
4487 Middle Cheshire Rd, Canandaigua, NY 3 Beds \| 3 Baths \| 2509 Sq. Ft.	$703,851
4548 Middle Cheshire Rd, Canandaigua, NY 3 Beds \| 2 Baths \| 1509 Sq. Ft.	$364,267
4571 Middle Cheshire Rd, Canandaigua, NY 4 Beds \| 2.5 Baths \| 3432 Sq. Ft.	$621,978
5380 Johnson Rd, Canandaigua, NY 3 Beds \| 2 Baths \| 2352 Sq. Ft.	$319,221

Address	Redfin Estimate
4515 Middle Cheshire Rd, Canandaigua, NY 3 Beds \| 2.5 Baths \| 2232 Sq. Ft.	$466,191
4475 Middle Cheshire Rd, Canandaigua, NY 3 Beds \| 2.5 Baths \| 2170 Sq. Ft.	$432,352
4545 Middle Cheshire Rd, Canandaigua, NY 5 Beds \| 3.5 Baths \| 3450 Sq. Ft.	$533,154
4500 Middle Cheshire Rd, Canandaigua, NY 5 Beds \| 3 Baths \| 1539 Sq. Ft.	$235,147
4529 Middle Cheshire Rd, Canandaigua, NY 3 Beds \| 3.5 Baths \| 2720 Sq. Ft.	$614,776

Property information provided by UNYREIS when last listed in 2013. This data may not show owner updates. Learn more.

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