111 High St

$499,000
Price
4
Beds
2,052 Sq. Ft.
$243 / Sq. Ft.
2,052
Sq. Ft.
$243
per Sq. Ft.

Description

Investment opportunity! Imagine the options with this meticulously maintained two-family home set upon a one acre cleared and level lot. An investment to rent both units, or rent one and live in the other. Identical floor plan upstairs and down, each unit has five total rooms, including two bedrooms, a full bath, and front and rear porches. There are stairs located in both the front and rear as well. Ample parking, as the driveway/lot is level with no obstructions. Around the corner from Witek Park...Investment opportunity! Imagine the options with this meticulously maintained two-family home set upon a one acre cleared and level lot. An investment to rent both units, or rent one and live in the other. Identical floor plan upstairs and down, each unit has five total rooms, including two bedrooms, a full bath, and front and rear porches. There are stairs located in both the front and rear as well. Ample parking, as the driveway/lot is level with no obstructions. Around the corner from Witek Park with trails for walking and hiking, ponds for fishing and canoeing/kayaking, and soccer fields. Easy commuting, 3 minutes to Route 8, 7 minutes to the Merritt Parkway, 15 minutes to New Haven and Yale/New Haven Hospital. Minutes from shopping and restaurants.
  1. Listed by Scott Hellriegel • Berkshire Hathaway NE Prop.
    P: (203)-910-8305 C: (203)-910-8305 scotthellriegel@bhhsne.com
  2. Listed by Tom Slekis • Berkshire Hathaway NE Prop.
    P: (203)-264-2880 C: (203)-217-8861 tomslekis@bhhsne.com

Property Details for 111 High Street

Basement Description
Full
Direct Waterfront
No
Neighborhood
East Derby
Style
Units on different Floors
Garage Parking Info
None
Swimming Pool
No
LISTING UPDATED: 11/14/2025 09:37 PM

Property Details for 111 High Street

StatusUnder Contract - Continue To Show
MLS #24131279
Days on Market35
Taxes$7,164 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeMulti-Family / 2 Family
Year Built1949
Lot Size0.96 AC / 41,817 SF
CountyNew Haven County

Location

Listing Courtesy of Berkshire Hathaway NE Prop., Scott Hellriegel; Berkshire Hathaway NE Prop., Tom Slekis
Add your commute

Building Information for 111 High Street

Stories-Residences2Year Built1949Building Size-Lot Size0.96 AC / 41,817 SF

Payment Calculator

$3,063 per month

30 year fixed, 6.28% Interest

Principal and Interest

$2,466

Property Taxes

$597

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 111 High Street

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS friendly. Rt 8 to Rt 34/E Main St Derby Ave Gilbert St High St
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.317406
  • Longitude: -73.075448
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $7,164
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Attic Description: Pull-Down Stairs
  • Cooling System: Window Unit
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Rooms Total: 10
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1949
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 2052
Lot Information
  • Lot Description: Lightly Wooded, Level Lot
  • Parcel Number: 1093117
  • Sq Ft Est Heated Above Grade: 2052.0
  • Sq Ft Total: 2052.0
  • Zoning: R-3
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Tank Size Unknown
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Tenant
  • Total Number of Units: 2
  • Total Rooms Multi Family: 10
Unit 1
  • Lease: Leased
  • Lease Expires: 10-31-2026
  • Unit Entry Order: 2
  • Unit Full Baths: 1
  • Unit Modified Date: 10-10-2025
  • Unit Monthly Rent: $1,700
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 5
  • Unit Occupied By: Tenant
Unit 2
  • Unit Entry Order: 1
  • Unit Full Baths: 1
  • Unit Modified Date: 10-10-2025
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 5

Public Records for 111 High Street

Taxable ValueLand$50,400Additions$99,540Total$149,940
Tax Record2019$6,278 ($523 / month)
Home Facts
Beds4Baths3Total Finished SqFt2,052 SqFtAbove Grade Finished SqFt2,052 SqFtStories2Lot Size41,818 SqFtStyleDuplexYear Built1949ZoningR-3CountyNEW HAVENAPNM:6 B:8 L:45

Schools near 111 High Street

This home is within Derby School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 5
Rating
School
Distance
Bradley School
PublicK to 5

Derby Middle School
Public6 to 8

Derby High School
Public9 to 12

Irving School
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Berkshire Hathaway NE Prop., Scott Hellriegel; Berkshire Hathaway NE Prop., Tom Slekis

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.