Home › Homes for Sale › Middlebury, CT › 10 Old Waterbury Road

10 Old Waterbury Road, Middlebury, CT 06762

Multi-Family For Sale · 4 Family

$599,900
$256/sqft

Photos not available yet

Check back soon or contact us for more details

5
Bedrooms
4
Bathrooms
2,345
Sq Ft
0.41
Acres
1930
Year Built

About This Home

4 UNITS IN MIDDLEBURY-NOT ONLY "NEXT TO IMPOSSIBLE" TO FIND, BUT UNBELIEVABLY PRICED AT $599900! THIS "ONCE IN A LIFETIME" OPPORTUNITY CAN BE YOURS! LIVE IN ONE, AND COLLECT RENT FROM THE OTHER THREE UNITS, OR, ADD THIS ONE TO YOUR INVESTMENT PORTFOLIO AND "WATCH IT GROW"! One parcel (.41 ACRE), ON "PARKLIKE" GROUNDS WITH THE ATMOSPHERE OF NATURE ON A SHORT, NO-THRU STREET, consists of a detached, 1 bedroom single family, approximately (620 s.f.), 3 units SIDE BY SIDE, w/1 car garage under and in-ground pool. AN ADDITIONAL 2 car detached garage, AND HUGE DRIVEWAY FOR plenty of off street parking. Public water and sewer. Separate utilities paid by tenants. Single family has oil heat and 3 family is electric heat. Historically LOW VACANCY. Prime location-easy access to RT 8 and I-84. Minutes to Middlebury Greenway trails, Hop Brook State Park with lake, swimming, picnicking, biking, hiking & MORE! "TOP RATED" Middlebury schools. WALKING DISTANCE to Post University, & NVCC. Close to fine dining and shopping. Please refer to agent comments.

Listed by Judith Caputo (203) 755-4015 with Advantage Realty Group, Inc. (203) 755-4015

Listing Snapshot

Price $599,900 Days on Market 104 days
Property Tax $7,675/yr Style Units are Side-by-Side
Year Built 1930 Total Sq Ft 2,345
Lot Size 0.41 acres HOA Fees N/A
Bedrooms 5 Full Bathrooms 4
Total Rooms 13 Half Baths 0

Key Features

Outdoor
  • Sidewalk
  • Porch
  • Deck
  • Gutters
  • Garden Area
  • Lighting
  • In Ground Pool
Nearby
  • Commuter Bus
  • Health Club
  • Lake
  • Park
  • Public Rec Facilities
  • Public Transportation
  • Shopping/Mall

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 3
Garage Type Attached Garage, Detached Garage

Systems & Utilities

Heat Baseboard
Fuel Electric, Oil
Cooling Window Unit
Hot Water Other
Water Public Water Connected
Sewer Public Sewer Connected

Schools

Elem Per Board of Ed
High Per Board of Ed

Mortgage Calculator

$
$
%
%
Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $640/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Feb 18, 2026 Price Reduced $599,900
Dec 5, 2025 Listed $699,900

Frequently Asked Questions

How much does 10 Old Waterbury Road in Middlebury, CT cost?
This property is listed at $599,900, which works out to $256 per square foot.
How many bedrooms does 10 Old Waterbury Road have?
This home has 5 bedrooms and 4 bathrooms.
What is the square footage of 10 Old Waterbury Road?
The home is 2,345 square feet, situated on 0.41 acres.
When was 10 Old Waterbury Road in Middlebury built?
This property was built in 1930.
Is 10 Old Waterbury Road, Middlebury, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 10 Old Waterbury Road, Middlebury in?
This home is served by the Middlebury public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 10 Old Waterbury Road, Middlebury, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Judith Caputo · (203) 755-4015

Advantage Realty Group, Inc. · (203) 755-4015

MLS# 24143678 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Feb 28, 2026 11:40 PM UTC