$599,900

10 Old Waterbury Road, Middlebury, CT 06762

5 beds |
4 baths |
2,345 sqft

Multi-Family Home
Built in 1930
0.41acre lot
3 car garage
$256/sqft
Listed 3 months ago

Property Description

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.

Listing Status:: Active
Date Added:: December 5, 2025
Data Last Updated:: March 28, 2026 at 12:50AM
Listing Office:: Advantage Realty Group, Inc. : (203) 755-4015
Listing Agent:: Judith Caputo : (203) 755-4015
MLS ID:: 24143678

Basement: FullUnfinished
A/C: Window Unit
Heating: BaseboardElectricOil
Fireplace: Fireplaces: 0

General: SidewalkPorchDeckGuttersGarden AreaLighting
Style: Units are Side-by-Side
Pool: In Ground Pool

Roofing: Asphalt Shingle

County: New Haven

Zoning: R401194297

Water: Public Water Connected
Sewer: Public Sewer Connected

This listing courtesy of Judith Caputo , Advantage Realty Group, Inc.

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Middlebury Elementary School

550 Whittemore Rd, Middlebury, CT, 06762

Grades KG-5

1.06 miles away

Memorial Middle School

1 Memorial Dr, Middlebury, CT, 06762

Grades 6-8

0.29 miles away

Pomperaug Regional High School

234 Judd Rd, Southbury, CT, 06488

Grades 9-12

4.60 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.