Off Market Mar 2022 for $275K

$415,106

Est. refi paymentEst. refi $1,798/mo

•

1,997

sq ft

186 Sentinel Hill Rd, Derby, CT 06418

About this home

Rare 2 family in HILLTOP location on half acre! Great opportunity to immediately rent out a 4 bedroom unit in great condition, while renovating the 2 bedroom unit on the first floor. Owner has done all the demo work on the first floor (down to studs), and upgraded some electrical. 2/3rd floor unit has been recently renovated. New flooring and paint. Features 2 full bathrooms and fireplace. Enjoy the Front porch and large covered, back patio overlooking a private yard. 4 tandem garage.

Keep in mind FHA (203k) might make buyer connect to city water in the street. Back of the property near neighbors pool is the well house (bilco doors).

Multi-familyProperty Type

1900Year Built

0.46 acresLot Size

$208Est. Price/Sq.Ft.

4 car garageParking

Listed by Jill Taylor • RE/MAX Right Choice

Bought with Steven Moy • Keller Williams Prestige Prop.

Source:Smart MLS #170468409

Redfin Estimate

$415,106

$140K since sold in March 2022$35K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 14.1% lower than the average sale price ($483K) of 6 comparable homes.

SOLD JUL 17, 2026
$624,000
A
5 beds3 baths2,365 sq ft
51-53 Congress Ave, Shelton, CT 06484
SOLD MAR 26, 2026
$420,000
B
6 beds3.5 baths2,027 sq ft
100 Mount Pleasant St, Derby, CT 06418
SOLD FEB 6, 2026
$355,000
C
5 beds3 baths2,364 sq ft
18 Vose St, Ansonia, CT 06401
SOLD JUL 31, 2026
$485,000
D
5 beds2 baths2,264 sq ft
27-29 McLaughlin Ter, Derby, CT 06418
SOLD JUN 10, 2026
$489,000
E
6 beds2 baths2,616 sq ft
28 McLaughlin Ter, Derby, CT 06418
SOLD DEC 15, 2025
$525,000
F
4 beds2.5 baths1,920 sq ft
103 Pleasant View Rd, Derby, CT 06418

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Earn from this home

Sell

$188,194

Est. take-home

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Refinance

Est. cash available

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Market trends in 06418, CT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.4%

0.6% MoM

Median sale price

$394K

$3K MoM

Avg. days on market

54d

1 days MoM

Recently sold homes

8 MoM

New listings for sale

$299,900
2 beds2.5 baths1,280 sq ft
40 Orangewood W #40, Derby, CT 06418
$290,000
2 beds1.5 baths1,022 sq ft
273 Derby Ave #305, Derby, CT 06418
$224,900
2 beds1 bath1,088 sq ft
39 Commodore Cmns #39, Derby, CT 06418
$385,000
3 beds1.5 baths1,818 sq ft
34 Belleview Dr, Derby, CT 06418
OPEN TODAY, 11AM TO 1PM
$375,000
3 beds1 bath1,165 sq ft
59 Indian Ave, Derby, CT 06418
$675,000
7 beds4 baths3,190 sq ft
55 Hawkins St, Derby, CT 06418
$324,900
2 beds2.5 baths1,624 sq ft
196 New Haven Ave #325, Derby, CT 06418
$429,000
4 beds2 baths2,264 sq ft
41-43 E 9th St, Derby, CT 06418
See all

Provided by Redfin

Sale history for 186 Sentinel Hill Rd

Date

Event

Price

Smart MLS #170468409

Mar 14, 2022

Sold

$275,000

$138/sq ft

Feb 24, 2022

Contingent

—

Feb 22, 2022

Listed

$250,000

$125/sq ft

Smart MLS #170296084

Jun 29, 2020

Sold

$190,000

$95/sq ft

May 22, 2020

Contingent

—

May 17, 2020

Listed

$199,900

$100/sq ft

Large Solid 2 Family home located on the Derby Hilltop across from St. Judes on a Large Corner Lot with ample off street parking. Home is in need of updates, first floor has not been occupied for some time and City Water is available in the street. Home offers an oversized tandem garage perfect for a contractor, storage or even additional rental income. First Floor Apartment has 2 Bedrooms, Living Room and Eat in Kitchen w/ 1 Bath. 2nd floor apartment has 4 Bedrooms on 2 floors with Fireplace, Large Living Room, Dining Room, Eat in Kitchen and 1 Bath - Perfect for an owner occupant. There is parking area large enough for 5 + cars, and an over-sized tandem garage large enough for 4 cars / a contractors workshop or Storage. Currently the Lot is .46 acres and was previously 2 separate lots at .23 acres w/ each described is in disclosures and land records. Land may offer the potential to separate and build, but you must do your own due diligence with the city of Derby - No guarantees or warranties. Property being sold "AS IS" / "WHERE IS". Property will not pass FHA lending guidelines, Recommend CASH, a 203k or Conventional loan. Inspections are informational only.

Property will not pass FHA lending guidelines, Recommend a 203k or Conventional loan. Property being sold "AS IS / WHERE IS". Property will not pass FHA lending guidelines, Recommend CASH, a 203k or Conventional loan. Inspections are informational only.

Year

Property tax

Land + Additions

Assessment*

2022

$5,399

$46,900 + $92,960

$139,860

2021

$5,399 (−5.6%)

$46,900 + $92,960

$139,860

2020

$5,721 (+4.8%)

$46,900 + $83,510

$130,410

2019

$5,460 (+6.3%)

$46,900 + $83,510

$130,410

2018

$5,134

$46,900 + $83,510

$130,410

2017

$5,134

$46,900 + $83,510

$130,410

2016

$5,134 (+12.8%)

$46,900 + $83,510

$130,410

2014

$4,553 (+1.1%)

$46,900 + $80,500

$127,400

2011

$4,502

$46,900 + $80,500

$127,400

Tax history for 186 Sentinel Hill Rd

Year

Property tax

Land + Additions

Assessment*

2022

$5,399

$46,900 + $92,960

$139,860

2021

$5,399 (−5.6%)

$46,900 + $92,960

$139,860

2020

$5,721 (+4.8%)

$46,900 + $83,510

$130,410

2019

$5,460 (+6.3%)

$46,900 + $83,510

$130,410

2018

$5,134

$46,900 + $83,510

$130,410

2017

$5,134

$46,900 + $83,510

$130,410

2016

$5,134 (+12.8%)

$46,900 + $83,510

$130,410

2014

$4,553 (+1.1%)

$46,900 + $80,500

$127,400

2011

$4,502

$46,900 + $80,500

$127,400

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

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.46 Acres

Year renovated

—

Sq. Ft.

1,997

Year built

1900

Style

Multi-Family (2-4 Unit)

County

New Haven County

APN

1094324

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

R-3

Residential - 3 Zone

These zones are designed to consist of single-family houses on lots of sufficient size only where public water supply and sewers are available. They are also designed to encourage a somewhat higher quality of suburban development. Institutions and similar uses will be necessary and appropriate in these zones but only as special exceptions upon a finding that development will be compatible with the character of the zone.

Permitted uses

Include but are not limited to:

Housing-Single unit
Park & open space

Property details

Parking

Garage Information
Garage & Parking: Tandem, Detached Garage, Driveway
Garages Number: 4

Interior

Interior Information
Fireplaces Total: 1

Bathroom Information
# of Baths (Full): 3

Bedroom Information
Beds Total: 6

Room Information
Basement Description: Full, Unfinished
Has Attic
Attic Description: Access Via Hatch

Multi-Unit Information
Unit Count: 2
Total Rooms Multi Family: 7
Total Number of Units: 2

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Aluminum
Exterior Features: Patio

Lot Information
Lot Description: Level Lot, Sloping Lot

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Radon Mitigation Air
Property Type: Multi-Family For Sale
Property Sub Type: 2 Family
Living Area SQFT Per Public Record: 1997
Driveway Type: Private, Paved

Financial

Assessments Information
Assessed Value: $139,860

Utilities

Utility Information
Water Source: Public Water In Street, Private Well
Sewage System: Public Sewer Connected
Hot Water Description: Oil
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
High School: Derby
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Nearby Amenities: Health Club, Library, Medical Facilities, Park, Playground/Tot Lot, Shopping/Mall
Directions: GPS friendly, corner
County: New Haven

Public facts

Beds: 6
Baths: 2.0
Sq. Ft.: 1,997
Stories: 2.0
Lot Size: 0.46 acres
Style: Multi-Family (2-4 Unit)
Year Built: 1900
Year Renovated: —
County: New Haven County
APN: 1094324

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

Bradley School

Public K-5 • Assigned • 0.4mi

3/10

Derby Middle School

Public 6-8 • Assigned • 2.1mi

4/10

Derby High School

Public 9-12 • Assigned • 2.0mi

1/10

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

41% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 6 days in 30 years

Provided by First Street

Historical weather

Derby, CT • 06418

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

$395,000 – $478,000

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Home values near 186 Sentinel Hill Rd

Data from public records.

Address	Redfin Estimate
200 Sentinel Hill Rd, Derby, CT 3 Beds \| 2.5 Baths \| 1184 Sq. Ft.	$446,319
220 Sentinel Hill Rd, Derby, CT 3 Beds \| 1 Baths \| 1636 Sq. Ft.	$397,484

Address	Redfin Estimate
173 Sentinel Hill Rd, Derby, CT 3 Beds \| 2.5 Baths \| 2196 Sq. Ft.	$427,280
150 Sentinel Hill Rd, Derby, CT 4 Beds \| 2 Baths \| 1632 Sq. Ft.	$553,910

Address	Redfin Estimate
225 Sentinel Hill Rd, Derby, CT 3 Beds \| 4.5 Baths \| 2162 Sq. Ft.	$531,278
194 Sentinel Hill Rd, Derby, CT 3 Beds \| 1 Baths \| 1290 Sq. Ft.	$357,788

Property information provided by Smart MLS when last listed in 2022. This data may not match . Learn more.

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