Off Market Mar 2023 for $395K

$486,354

Est. refi paymentEst. refi $2,922/mo

•

1,958

sq ft

499 Mountain Rd, Cheshire, CT 06410

About this home

An outdoor lover’s paradise! 499 Mountain Road, abuts 200+ acres of town open space land and state forest, talk about a private backyard! Original owner who has loved, cared and maintained this ranch style home. The first floor offers Living room, Dining room, Eat in Kitchen with granite counters and stainless steel appliances, 3 Bedrooms, 2 updated full bathrooms, first floor has hardwood floors throughout. Large Deck across the back of the house with access from the kitchen and dining room, Enjoy watching deer, fox, wild turkeys, rabbits and various birds while enjoying the 4 seasons from your home. Walk out lower level has in law potential with full Kitchen, Full Bath with laundry, Office/4th bedroom and large family room with new carpet and sliders to large back yard. incredible access to spectacular four seasons Mountain views, hiking to one of CT's largest Waterfalls. City Water, Septic, Boiler (2009) Roof (2013) Siding and Windows (2019) Garage Door (2016) Master Bath (2019) Full Bath (2017) Come see the beauty of what the town of Cheshire offers with it's open space, Roaring Brook Falls, The Farmington Canal Heritage Trail, Parks & outdoor recreation. Offering several retail districts that feature a variety of shops and restaurants. Easy commuting with I-91, I-84, I-691, and Rt 15 (The Merritt Parkway) 30 minutes to New Haven and Hartford. Money Magazine consistently lists Cheshire as one of the best places to live in the US!

Single-familyProperty Type

1965Year Built

0.47 acresLot Size

$248Est. Price/Sq.Ft.

2 car garageParking

Listed by Sally Bowman • Berkshire Hathaway NE Prop.

Bought with Courtney LeBlanc • Dave Jones Realty, LLC

Source:Smart MLS #170546005

Redfin Estimate

$486,354

$91K since sold in March 2023$4,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.4% lower than the average sale price ($543K) of 6 comparable homes.

SOLD AUG 31, 2026
$621,000
A
4 beds2.5 baths2,074 sq ft
341 Sharon Dr, Cheshire, CT 06410
SOLD DEC 4, 2025
$445,000
B
3 beds2.5 baths2,042 sq ft
130 Edwards Rd, Cheshire, CT 06410
SOLD MAY 15, 2026
$535,000
C
3 beds2 baths1,846 sq ft
104 Laurel Ter, Cheshire, CT 06410
SOLD JUL 31, 2026
$651,000
D
3 beds2.5 baths2,410 sq ft
754 Rustic Ln, Cheshire, CT 06410
SOLD DEC 1, 2025
$515,000
E
3 beds2.5 baths2,322 sq ft
258 Argyle Rd, Cheshire, CT 06410
SOLD JUL 23, 2026
$490,000
F
3 beds2 baths1,305 sq ft
1090 Notch Rd, Cheshire, CT 06410

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Earn from this home

Sell

$161,353

Est. take-home

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Refinance

Est. cash available

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Rent

$3,050/mo

Redfin rental estimate

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Market trends in 06410, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

103.6%

0.6% MoM

Median sale price

$600K

$14K MoM

Avg. days on market

40d

5 days MoM

Recently sold homes

122

8 MoM

New listings for sale

OPEN SAT, 10AM TO 12PM
$384,900
3 beds1 bath1,008 sq ft
374 Moss Farms Rd, Cheshire, CT 06410
$750,000
3 beds4 baths2,708 sq ft
775 Mountain Rd, Cheshire, CT 06410
3D WALKTHROUGH
$450,000
3 beds2 baths1,568 sq ft
125 Wallingford Rd, Cheshire, CT 06410
$1,590,000
5 beds4.5 baths5,021 sq ft
16 Mountaincrest Dr, Cheshire, CT 06410
COMING SOON
$449,900
3 beds2 baths1,144 sq ft
80 Contour Dr, Cheshire, CT 06410
COMING SOON
$599,900
4 beds3 baths2,748 sq ft
98 Merwin Cir, Cheshire, CT 06410
OPEN SAT, 10AM TO 12PM
$534,900
3 beds2.5 baths1,771 sq ft
68 River Crest Dr #68, Plantsville, CT 06479
$497,700
3 beds2 baths2,459 sq ft
2 Saxon Woods Ct, Cheshire, CT 06410
$524,900
3 beds2 baths1,560 sq ft
401 Juniper Ln, Cheshire, CT 06410
OPEN SUN, 12PM TO 2PM
$429,900
5 beds2 baths1,584 sq ft
110 Green Hill Ln, Cheshire, CT 06410
See all

Provided by Redfin

Sale history for 499 Mountain Rd

Date

Event

Price

Smart MLS #170546005

Mar 2, 2023

Sold

$395,000

$202/sq ft

Feb 2, 2023

Pending

—

Jan 27, 2023

Listed

$379,900

$194/sq ft

Smart MLS #N10055150

Oct 10, 2015

Listing Removed

—

Jun 13, 2015

Listed

$259,900

$133/sq ft

Smart MLS #N10022744

Jun 12, 2015

Listing Removed

—

Feb 18, 2015

Listed

$275,000

$140/sq ft

Smart MLS #N353057

Feb 16, 2015

Listing Removed

—

Aug 12, 2014

Listed

$299,900

$153/sq ft

Smart MLS #N340013

Oct 18, 2013

Listing Removed

—

Jul 29, 2013

Listed

$300,000

$153/sq ft

Smart MLS #T980520

Sep 30, 2008

Listing Removed

—

Apr 10, 2008

Listed

$315,000

$161/sq ft

Smart MLS #98350569

Apr 10, 2008

Listing Removed

—

Sep 20, 2007

Listed

$324,900

$166/sq ft

Smart MLS #N248775

Jun 30, 2007

Listing Removed

—

Jul 7, 2006

Listed

$399,900

$204/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$5,553 (+2.2%)

$41,990 + $116,250

$158,240

2022

$5,431 (+1.8%)

$41,990 + $116,250

$158,240

2021

$5,336 (+1.5%)

$41,990 + $116,250

$158,240

2020

$5,257

$41,990 + $116,250

$158,240

2019

$5,257 (+4.1%)

$41,990 + $116,250

$158,240

2018

$5,048 (+2.1%)

$42,240 + $112,500

$154,740

2017

$4,942 (+2.4%)

$42,240 + $112,500

$154,740

2016

$4,826 (+3.1%)

$42,240 + $112,500

$154,740

2014

$4,681

$42,240 + $112,500

$154,740

2011

$4,681

$68,530 + $101,070

$169,600

Tax history for 499 Mountain Rd

Year

Property tax

Land + Additions

Assessment*

2023

$5,553 (+2.2%)

$41,990 + $116,250

$158,240

2022

$5,431 (+1.8%)

$41,990 + $116,250

$158,240

2021

$5,336 (+1.5%)

$41,990 + $116,250

$158,240

2020

$5,257

$41,990 + $116,250

$158,240

2019

$5,257 (+4.1%)

$41,990 + $116,250

$158,240

2018

$5,048 (+2.1%)

$42,240 + $112,500

$154,740

2017

$4,942 (+2.4%)

$42,240 + $112,500

$154,740

2016

$4,826 (+3.1%)

$42,240 + $112,500

$154,740

2014

$4,681

$42,240 + $112,500

$154,740

2011

$4,681

$68,530 + $101,070

$169,600

*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

Stories

Lot width

—

Lot depth

—

Lot size

0.47 Acres

Year renovated

—

Sq. Ft.

1,305

Year built

1965

Style

Single Family Residential

County

New Haven County

APN

2340275

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 12, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 2

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 9
Laundry Room Location: Lower Level includes washer and dryer
Laundry Room Info: Lower Level
Interior Features: Auto Garage Door Opener, Cable - Available
In-Law Apartment: Yes
In-Law Access: Lower Level
Fireplaces Total: 1
Cooling System: Window Unit
Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 3

Bedroom Information
Beds Total: 3

Room Information
Room Count: 12
Basement Description: Full With Walk-Out, Fully Finished, Heated, Interior Access, Apartment
Has Attic
Attic Description: Access Via Hatch

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding, Brick
Exterior Features: Deck, Gutters

Lot Information
Lot Description: Borders Open Space, Lightly Wooded

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: White

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1305
Driveway Type: Asphalt

Financial

Assessments Information
Assessed Value: $158,240

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Baseboard
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground
Energy Features: Programmable Thermostat, Ridge Vents, Thermopane Windows

Location

School Information
Intermediate School: Dodd
High School: Cheshire
Elementary School: Doolittle

Location Information
State: Connecticut
Nearby Amenities: Medical Facilities, Park, Private School(s), Public Pool, Public Rec Facilities
Directions: South Main Street (Route 10) to Higgins Road - follow to the end; turn right onto Mountain Road. #499 is on the left side or West Main (Route 70) To Mountain Road #499 is on the right hand side.
County: New Haven

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 1,305
Stories: 1.0
Lot Size: 0.47 acres
Style: Single Family Residential
Year Built: 1965
Year Renovated: —
County: New Haven County
APN: 2340275

Home facts updated by county records on Jul 12, 2023

Other

Documents & Disclosures
Supplement Count Public: 3

Around this home

Schools

Doolittle School

Public K-6 • Assigned • 0.5mi

9/10

Dodd Middle School

Public 7-8 • Assigned • 1.8mi

8/10

Cheshire High School

Public 9-12 • Assigned • 1.4mi

9/10

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

5/10 Heat Factor

7 days above 98° expected this year, 16 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Cheshire, CT • 06410

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 8.9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$463,000 – $560,000

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Nearby similar homes

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OPEN SAT, 1PM TO 3PM

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5 beds4.5 baths3,948 sq ft

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OPEN SUN, 12PM TO 2PM

$429,900

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New listings for sale in 06410

OPEN SAT, 10AM TO 12PM

$384,900

3 beds1 bath1,008 sq ft

374 Moss Farms Rd, Cheshire, CT 06410

$750,000

3 beds4 baths2,708 sq ft

775 Mountain Rd, Cheshire, CT 06410

3D WALKTHROUGH

$450,000

3 beds2 baths1,568 sq ft

125 Wallingford Rd, Cheshire, CT 06410

$1,590,000

5 beds4.5 baths5,021 sq ft

16 Mountaincrest Dr, Cheshire, CT 06410

COMING SOONVIDEO TOUR

$449,900

3 beds2 baths1,144 sq ft

80 Contour Dr, Cheshire, CT 06410

COMING SOON

$599,900

4 beds3 baths2,748 sq ft

98 Merwin Cir, Cheshire, CT 06410

OPEN SAT, 10AM TO 12PM

$534,900

3 beds2.5 baths1,771 sq ft

68 River Crest Dr #68, Plantsville, CT 06479

$497,700

3 beds2 baths2,459 sq ft

2 Saxon Woods Ct, Cheshire, CT 06410

$524,900

3 beds2 baths1,560 sq ft

401 Juniper Ln, Cheshire, CT 06410

Home values near 499 Mountain Rd

Data from public records.

Address	Redfin Estimate
475 Mountain Road, Cheshire, CT 3 Beds \| 2 Baths \| 1305 Sq. Ft.	$379,519
457 Mountain Road, Cheshire, CT 3 Beds \| 2 Baths \| 1305 Sq. Ft.	$461,662

Address	Redfin Estimate
469 Mountain Road, Cheshire, CT 3 Beds \| 2 Baths \| 1305 Sq. Ft.	$435,736
481 Mountain Road, Cheshire, CT 3 Beds \| 3 Baths \| 1907 Sq. Ft.	$521,805

Address	Redfin Estimate
463 Mountain Road, Cheshire, CT 3 Beds \| 2 Baths \| 1473 Sq. Ft.	$494,018
509 Mountain Road, Cheshire, CT 2 Beds \| 1.5 Baths \| 1802 Sq. Ft.	$578,725

Property information provided by Smart MLS when last listed in 2023. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06410, CT

Sale history for 499 Mountain Rd

Tax history for 499 Mountain Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06410

Home values near 499 Mountain Rd

More real estate resources