Welcome to 71 Sentinel Drive, a beautifully maintained and thoughtfully designed home offering space, light, and versatility in Hilltop, a desirable Derby neighborhood. A charming front porch invites you in, while a private back deck provides the perfect setting for entertaining outdoors. The main living areas feature an open and functional layout filled with natural light from skylights and plenty of windows, highlighted by a crystal window in the dining room. The eat-in kitchen flows seamlessly into the dining and living room, which has a gas fireplace, creating an ideal setting for everyday living and gatherings. Just a few steps down, the family room offers flexible space perfect for a home office, guest area, or extended living needs, with direct access to the two-car garage. From the garage, you can access the finished basement, which includes two additional rooms that can be used as bedrooms, a full bathroom, a laundry room, and extra storage. The upper level offers three well-proportioned bedrooms and two full bathrooms. The primary bedroom has a private ensuite bathroom and skylights, providing comfort, privacy, and abundant natural light. The home is equipped with a multi-zone heating system, allowing separate thermostat control on each floor, including the basement. The roof was replaced in recent years, approximately 4/5 years old. Please, no drive-bys on the property without an appointment.
Est. $2,665 per month, based on comparable rentals
Sale and tax history for 71 Sentinel Hill Rd
Sale History
Tax History
Date
Event
Price
Smart MLS #24151994
May 20, 2026
Pending
—
May 15, 2026
Sold
$485,000
$211/sq ft
Apr 17, 2026
Contingent
—
Apr 12, 2026
Price Changed
$479,000
$209/sq ft
Apr 4, 2026
Price Changed
$495,000
$216/sq ft
Mar 16, 2026
Relisted
—
Mar 9, 2026
Contingent
—
Feb 21, 2026
Price Changed
$499,000
$217/sq ft
Feb 1, 2026
Listed
$515,000
$224/sq ft
Smart MLS #170559855
May 31, 2023
Sold
$401,000
$175/sq ft
Apr 20, 2023
Pending
—
Apr 6, 2023
Contingent
—
Apr 1, 2023
Listed
$365,000
$159/sq ft
Well maintained & Updated Sentinel Hill Split Level. Great for a growing Family. Front of home has a beautiful Stone and Stucco finish where you can sit and enjoy the covered front porch this summer. New roof in 2021. W/Newer Appliances. Plenty of light in living room from the skylights with shades and remote control to open. Living room also has Gas Fireplace. Central A/C throughout home. Digital wi-fi controlled thermostats. Lower Level has study, office and a Laundry room in the finished basement. Rear Deck, Fenced Yard. Nice Condition. Updated Mechanics & Decor, 3Br, 3.0 Baths. Close to shopping, New Haven, the river walk and Rt 34 and Rt 8.
Smart MLS #170483169
Jan 18, 2023
Listing Removed
—
Oct 24, 2022
Price Changed
$375,000
$163/sq ft
Oct 3, 2022
Price Changed
$389,000
$169/sq ft
May 25, 2022
Contingent
—
Apr 22, 2022
Listed
$396,500
$173/sq ft
Public Records
Oct 26, 2005
Sold
$300,000
$131/sq ft
Smart MLS #98248177
Aug 8, 2005
Listed
$309,900
$135/sq ft
Smart MLS #95012625
Nov 4, 1995
Listing Removed
—
May 4, 1995
Listed
$174,900
$76/sq ft
Smart MLS #94028438
Apr 7, 1995
Listing Removed
—
Oct 6, 1994
Listed
$179,900
$78/sq ft
Smart MLS #92900617
Sep 8, 1993
Listing Removed
—
Mar 8, 1992
Listed
$179,900
$78/sq ft
Public Records
May 11, 1988
Sold
$200,000
$87/sq ft
Year
Property tax
Land + Additions
Assessment*
2022
$7,325
$56,280 + $133,490
$189,770
2021
$7,325 (−1.1%)
$56,280 + $133,490
$189,770
2020
$7,404 (+4.8%)
$56,280 + $112,490
$168,770
2019
$7,066 (+6.4%)
$56,280 + $112,490
$168,770
2018
$6,644
$56,280 + $112,490
$168,770
2017
$6,644
$56,280 + $112,490
$168,770
2016
$6,644 (−1.9%)
$56,280 + $112,490
$168,770
2014
$6,772 (+1.1%)
$68,530 + $120,960
$189,490
2011
$6,697
$68,530 + $120,960
$189,490
Public record
Public record
Zoning
Beds
3
Baths
2
Stories
1
Lot width
—
Lot depth
—
Lot size
0.35 Acres
Year renovated
—
Sq. Ft.
1,720
Year built
1985
Style
Single Family Residential
County
New Haven County
APN
1095780
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: Attached Garage
Garages Number: 2
Interior
Interior Information
Total Rooms: 9
Laundry Room Location: Located in the basement
Laundry Room Info: Lower Level
In-Law Apartment: Possible
In-Law Access: Lower Level
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Exterior Features: Shed, Porch, Gutters, Stone Wall
Lot Information
Lot Description: Fence - Chain Link
Building Information
Foundation Type: Concrete
Construction Description: Frame
Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1720
Financial
Assessments Information
Assessed Value: $189,770
Utilities
Utility Information
Water Source: Public Water Connected
Sewage System: Public Sewer In Street
Heat Type: Hot Water
Heat Fuel Type: Natural Gas
Location
School Information
Middle Jr High School: Derby Middle
Intermediate School: Per Board of Ed
High School: Derby
Elementary School: Bradley
Location Information
State: Connecticut
Directions: GPS Friendly
County: New Haven
Public facts
Beds: 3
Baths: 2.0
Sq. Ft.: 1,720
Stories: 1.0
Lot Size: 0.35 acres
Style: Single Family Residential
Year Built: 1985
Year Renovated: —
County: New Haven County
APN: 1095780
Home facts updated by county records on Jul 13, 2023
Other
Documents & Disclosures
Supplement Count Public: 3
Around this home
Schools
Bradley School
Public K-5 • Assigned • 0.6mi
3/10
Derby Middle School
Public 6-8 • Assigned • 2.4mi
4/10
Derby High School
Public 9-12 • Assigned • 2.3mi
1/10
Provided by GreatSchools
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
6/10 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)
35
21
37
23
52
34
61
43
68
52
80
61
84
67
80
61
76
58
66
47
54
38
40
26
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
93/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 17% for direct sun exposure in Derby. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9 hrs
6 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$495,000 – $599,000
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