10 Old Waterbury Rd

Middlebury, CT 06762

$699,900
Price
5
Beds
2,345 Sq. Ft.
$298 / Sq. Ft.
2,345
Sq. Ft.
$298
per Sq. Ft.
a view of outdoor space yard and street
a view of a house with backyard and sitting area
a yellow house with outdoor space
a front view of a house with a yard
a view of a house with a swimming pool
a view of a house with a yard and pathway
a view of a street with cars
front view of house with a small yard
a front view of a house with a yard table and chairs
a view of a house with backyard and trees
a view of a patio with a table and chairs with wooden fence
a view of garden

Description

RARE OPPORTUNITY to find 4 multi-units in MIDDLEBURY, CT! One parcel (.41 acre) with 2 properties: a single family "COTTAGE" and a side by side 3 unit w/garage under. 2 car detached garage as well,on a private, no-thru street. Public water and sewer. Separate utilities paid by tenants. Historically Low vacancy. INGROUND POOL w/huge deck. Prime location with easy access to rt 8 and I-84. Walking distance to Middlebury Greenway trails, Hop Brook State Park with lake and hiking. Perfect opportunity...RARE OPPORTUNITY to find 4 multi-units in MIDDLEBURY, CT! One parcel (.41 acre) with 2 properties: a single family "COTTAGE" and a side by side 3 unit w/garage under. 2 car detached garage as well,on a private, no-thru street. Public water and sewer. Separate utilities paid by tenants. Historically Low vacancy. INGROUND POOL w/huge deck. Prime location with easy access to rt 8 and I-84. Walking distance to Middlebury Greenway trails, Hop Brook State Park with lake and hiking. Perfect opportunity for owner occupant(s) or investor(s) to build your portfolio with a HARD TO FIND multi unit in HIGHLY SOUGHT AFTER LOCATION! MIDDLEBURY school system is "TOP RATED" as one of the most sought after educational schooling. Close to Post University, & NVCC. Close to fine dining and shopping. "snooze, you lose!" Please read agent comments
  1. Listed by Judith Caputo • Advantage Realty Group, Inc.
    P: (203)-509-1151 C: (203)-755-4015 judie@advantagerealtyct.net

Property Details for 10 Old Waterbury Road

Basement Description
Full, Unfinished
Direct Waterfront
No
Garages Number
3
Neighborhood
N/A
Style
Units are Side-by-Side
Garage Parking Info
Attached Garage, Detached Garage
Swimming Pool
Yes
LISTING UPDATED: 12/12/2025 01:25 AM

Property Details for 10 Old Waterbury Road

StatusActive
MLS #24143678
Days on Market19
Taxes$7,675 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeMulti-Family / 4 Family
Year Built1930
Lot Size0.41 AC / 17,859 SF
CountyNew Haven County

Location

Listing Courtesy of Advantage Realty Group, Inc., Judith Caputo
Add your commute

Building Information for 10 Old Waterbury Road

Stories-Residences4Year Built1930Building Size-Lot Size0.41 AC / 17,859 SF

Payment Calculator

$4,098 per month

30 year fixed, 6.28% Interest

Principal and Interest

$3,458

Property Taxes

$640

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 10 Old Waterbury Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Straits Turnpike to Old Waterbury Rd (no thru street)
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.54077
  • Longitude: -73.088359
  • Neighborhood Amenities: Commuter Bus, Health Club, Lake, Park, Public Rec Facilities, Public Transportation, Shopping/Mall
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $7,675
Interior and Exterior Features
Exterior Features
  • Exterior Features: Sidewalk, Porch, Deck, Gutters, Garden Area, Lighting
  • Pool Description: In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Cooling System: Window Unit
  • Heat Type: Baseboard
  • Attic YN: No
  • Fireplaces Total: 0
  • Rooms Total: 14
Property
Property and Assessments
  • Color: Grey
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1930
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: Estimated HEATED sq. ft.above grade is 2345
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Lot Description: Lightly Wooded, Sloping Lot
  • Parcel Number: 1194297
  • Sq Ft Est Heated Above Grade: 2345.0
  • Sq Ft Total: 2345.0
  • Zoning: R40
Utilities
  • Heat Fuel Type: Electric, Oil
  • Hot Water Description: Other
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Tenant
  • Total Number of Units: 4
  • Total Rooms Multi Family: 14
Unit 1
  • Unit Entry Order: 3
  • Unit Full Baths: 1
  • Unit Modified Date: 12-10-2025
  • Unit Monthly Rent: $950
  • Unit Num Bedrms: 1
  • Unit Num Rooms: 3
  • Unit Occupied By: Tenant
Unit 2
  • Lease: Monthly
  • Unit Entry Order: 4
  • Unit Full Baths: 1
  • Unit Modified Date: 12-10-2025
  • Unit Monthly Rent: $1,560
  • Unit Num Bedrms: 1
  • Unit Num Rooms: 3
  • Unit Occupied By: Tenant
Unit 3
  • Lease: Monthly
  • Unit Entry Order: 2
  • Unit Full Baths: 1
  • Unit Modified Date: 12-10-2025
  • Unit Monthly Rent: $1,640
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 4
  • Unit Occupied By: Tenant
Unit 4
  • Lease: Leased
  • Lease Expires: 09-30-2026
  • Unit Average Sq Ft: 625
  • Unit Entry Order: 1
  • Unit Full Baths: 1
  • Unit Modified Date: 12-10-2025
  • Unit Monthly Rent: $1,200
  • Unit Num Bedrms: 1
  • Unit Num Rooms: 4
  • Unit Occupied By: Tenant

Property History for 10 Old Waterbury Road

DateEvent & SourcePriceAppreciation
Jan 29, 1993

Closed (Public Record)

Public Record #92288680

$90,000—
DateEvent & SourcePrice
01/29/1993

Closed (Public Record)

Public Record #92288680

$90,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 10 Old Waterbury Road

Taxable ValueLand$52,700Additions$183,300Total$236,000
Tax Record2024$7,675 ($640 / month)
Home Facts
Lot Size17,860 SqFtStyleMulti-Family Dwelling (2-4)ZoningR40CountyNEW HAVENAPNMDBY M:4-08 L:409Fireplace TypeHas Fireplace

Schools near 10 Old Waterbury Road

This home is within Regional School District 15.
Rating
School
Type
Grades
Distance
Middlebury Elementary School
Public - K to 5
Memorial Middle School
Public - 6 to 8
Pomperaug Regional High School
Public - 9 to 12
Rating
School
Distance
Middlebury Elementary School
PublicK to 5

Memorial Middle School
Public6 to 8

Pomperaug Regional High School
Public9 to 12

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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More information about 10 Old Waterbury Road, Middlebury, CT 06762

10 Old Waterbury Road is a multi-family home for sale in Middlebury, CT 06762. This property was listed for sale on December 5, 2025 by Advantage Realty Group, Inc., it's currently listed at $699,900. It has been on the market for a total of 19 days and was last sold on January 29, 1993. This listing's school district is Regional School District 15. Nearby schools include Middlebury Elementary School, Memorial Middle School and Pomperaug Regional High School. 10 Old Waterbury Road is a 5-bed, 4-bath, 2,345 sqft multi-family home built in 1930.

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 Advantage Realty Group, Inc., Judith Caputo

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.