Off market dec 2022 for $420K

$577,152

Est. refi paymentEst. refi $3,154/mo

•

2,601

sq ft

28 Hilltop Rd, Cheshire, CT 06410

About this home

Ideal for an investor for rental, a buyer that wants to live on one side and rent the other, or multigenerational buyers. Two large bright units each with their own private porch. 3 car detached garage (another potential source of revenue) as well as ample parking. Well maintained house with beautiful hardwood floors. Each unit has 2 full bathrooms for a total of 4. Both are two bedroom at minimum and one was used as a three bedroom. Lots of potential revenue. 3 car detached garage might offer another source of rental income. There is ample parking for tenants on the driveway. Shared basement is heated and perfect for storage or could be updated. Backup Generator. New HW heater. Newer windows in almost all of the property. Huge lot, so lots of privacy. Magical patio and outdoor fireplace. Lots of space to garden. Wonderful craftsmanship in the house. Great opportunity for a savvy buyer. Being sold AS-IS.

Multi-familyProperty Type

1945Year Built

0.9 acresLot Size

$222Est. Price/Sq.Ft.

3 car garageParking

Listed by Kathleen Maloney • Coldwell Banker Realty

Bought with Jennifer Hunt • Berkshire Hathaway NE Prop.

Source:Smart MLS #170532908

Redfin Estimate

$577,152

$157K since sold in December 2022$9,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.7% lower than the average sale price ($626K) of 6 comparable homes.

SOLD JUL 17, 2026
$586,000
A
4 beds2.5 baths2,554 sq ft
80 Pound Ridge Rd, Cheshire, CT 06410
SOLD AUG 31, 2026
$621,000
B
4 beds2.5 baths2,074 sq ft
341 Sharon Dr, Cheshire, CT 06410
SOLD SEP 25, 2026
$680,000
C
5 beds3.5 baths2,447 sq ft
768 N Brooksvale Rd, Cheshire, CT 06410
SOLD JUL 17, 2026
$466,000
D
4 beds2.5 baths2,086 sq ft
20 Watch Hill Rd, Cheshire, CT 06410
SOLD JUN 12, 2026
$615,000
E
4 beds2.5 baths2,344 sq ft
55 Bellamy Rd, Cheshire, CT 06410
SOLD JUL 15, 2026
$785,000
F
4 beds3 baths2,960 sq ft
276 Preston Ter, Cheshire, CT 06410

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Earn from this home

Sell

$229,939

Est. take-home

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Refinance

Est. cash available

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Market trends in 06410, CT

Last updated September 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

$1,375,000
4 beds4.5 baths3,718 sq ft
1 Mountaincrest Dr, Cheshire, CT 06410
$775,000
4 beds2.5 baths3,143 sq ft
662 Coleman Rd, Cheshire, CT 06410
$419,900
3 beds2 baths1,512 sq ft
388 Sharon Dr, Cheshire, CT 06410
$454,900
3 beds2 baths1,357 sq ft
273 Winthrop Dr, Cheshire, CT 06410
$735,000
4 beds2.5 baths2,900 sq ft
8 Applewood Dr, Cheshire, CT 06410
$434,900
3 beds2 baths1,729 sq ft
980 Notch Rd, Cheshire, CT 06410
$525,000
4 beds2 baths2,033 sq ft
190 Remus Rd, Cheshire, CT 06410
$695,000
4 beds2.5 baths2,280 sq ft
1100 Coleman Rd, Cheshire, CT 06410
$769,000
4 beds3 baths2,324 sq ft
368 Charles Dr, Cheshire, CT 06410
$645,000
3 beds3 baths2,308 sq ft
531 Blacks Rd, Cheshire, CT 06410
See all

Provided by Redfin

Sale history for 28 Hilltop Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,404 (+2.2%)

$81,740 + $129,260

$211,000

2022

$7,242 (+1.8%)

$81,740 + $129,260

$211,000

2021

$7,115 (+1.5%)

$81,740 + $129,260

$211,000

2020

$7,009

$81,740 + $129,260

$211,000

2019

$7,009 (+4.9%)

$81,740 + $129,260

$211,000

2018

$6,680 (+2.1%)

$79,300 + $125,490

$204,790

2017

$6,541 (+2.4%)

$79,300 + $125,490

$204,790

2016

$6,387 (+3.1%)

$79,300 + $125,490

$204,790

2014

$6,195 (−5.3%)

$79,300 + $125,490

$204,790

2011

$6,543

$84,420 + $152,640

$237,060

Tax history for 28 Hilltop Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,404 (+2.2%)

$81,740 + $129,260

$211,000

2022

$7,242 (+1.8%)

$81,740 + $129,260

$211,000

2021

$7,115 (+1.5%)

$81,740 + $129,260

$211,000

2020

$7,009

$81,740 + $129,260

$211,000

2019

$7,009 (+4.9%)

$81,740 + $129,260

$211,000

2018

$6,680 (+2.1%)

$79,300 + $125,490

$204,790

2017

$6,541 (+2.4%)

$79,300 + $125,490

$204,790

2016

$6,387 (+3.1%)

$79,300 + $125,490

$204,790

2014

$6,195 (−5.3%)

$79,300 + $125,490

$204,790

2011

$6,543

$84,420 + $152,640

$237,060

*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

0.9 Acres

Year renovated

—

Sq. Ft.

2,601

Year built

1945

Style

Multi-Family (2-4 Unit)

County

New Haven County

APN

1086291

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 12, 2023.

Property details

Parking

Garage Information
Garage & Parking: Detached Garage, Covered Garage, Driveway
Garages Number: 3

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Laundry Room Location: Basement
Laundry Room Info: Common Laundry Area
Thermostat(s)
Fireplaces Total: 2
Cooling System: Window Unit

Bathroom Information
# of Baths (Full): 4

Bedroom Information
Beds Total: 4

Room Information
Basement Description: Full, Shared Basement, Heated, Walk-out
Has Attic
Attic Description: Crawl Space

Multi-Unit Information
Unit Count: 2
Total Rooms Multi Family: 11
Total Number of Units: 2

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Shingle, Wood
Exterior Features: Porch, Porch-Enclosed

Lot Information
Lot Description: Level Lot, Lightly Wooded

Building Information
Foundation Type: Concrete, Stone
Construction Description: Frame
Color: brown

Property Information
Property Type: Multi-Family For Sale
Property Sub Type: 2 Family
Living Area SQFT Per Public Record: 2601
Driveway Type: Private

Financial

Assessments Information
Assessed Value: $211,000

Utilities

Utility Information
Water Source: Private Well
Sewage System: Public Sewer Connected
Hot Water Description: 40 Gallon Tank
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground

Location

School Information
High School: Cheshire
Elementary School: Norton

Location Information
State: Connecticut
Nearby Amenities: Basketball Court, Public Pool, Public Rec Facilities, Public Transportation, Shopping/Mall, Walk to Bus Lines
Directions: North Brooksvale to Hilltop
County: New Haven

Public facts

Beds: 4
Baths: 4.0
Sq. Ft.: 2,601
Stories: 2.0
Lot Size: 0.9 acres
Style: Multi-Family (2-4 Unit)
Year Built: 1945
Year Renovated: —
County: New Haven County
APN: 1086291

Home facts updated by county records on Jul 12, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Norton School

Public K-6 • Assigned • 0.3mi

9/10

Dodd Middle School

Public 7-8 • Assigned • 2.4mi

8/10

Cheshire High School

Public 9-12 • Assigned • 1.0mi

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, 18 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

$549,000 – $664,000

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Home values near 28 Hilltop Rd

Data from public records.

Address	Redfin Estimate
40 Hilltop Road, Cheshire, CT 3 Beds \| 2.5 Baths \| 1975 Sq. Ft.	$576,416
59 Hilltop Road, Cheshire, CT 3 Beds \| 2 Baths \| 1110 Sq. Ft.	$438,024

Address	Redfin Estimate
62 Hilltop Road, Cheshire, CT 3 Beds \| 1.5 Baths \| 1500 Sq. Ft.	$499,245
11 Hilltop Road, Cheshire, CT 4 Beds \| 2 Baths \| 2197 Sq. Ft.	$390,228

Address	Redfin Estimate
71 Hilltop Road, Cheshire, CT 3 Beds \| 2 Baths \| 1756 Sq. Ft.	$494,691
33 Hilltop Road, Cheshire, CT 3 Beds \| 1.5 Baths \| 2509 Sq. Ft.	$552,045

Property information provided by Smart MLS when last listed in 2025. 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 28 Hilltop Rd

Tax history for 28 Hilltop 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 28 Hilltop Rd

More real estate resources