10 Old Waterbury Road Middlebury, CT $ 599,900
10 Old Waterbury Road
$ 599,900
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10 Old Waterbury Road

Middlebury, CT, 06762
$ 599,900
Bedrooms5 Baths4.0 Sq 2,345

Monthly Estimate*

$ 3,694

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Multi-Family Home for sale in Middlebury, CT

for $599,900 with 5 bedrooms and 4 full baths. This 2,345 square foot home was built in 1930 on a lot size of 0.41.

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.

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Multi-Family Active

Price

$ 599,900

Bedrooms

5

Full Bath

4

Property Type

Multi-Family

Taxes

$ 7,675

Style

Lot Size

0.41

Year Built

1930

Town/City

Middlebury

MLS | Web ID

24143678

Features
General
Zoning R40
Neighborhood N/A
County New Haven
Tax Year July 2025-June 2026
Property Type Multi-Family For Sale
Status Active
Acres 0.41
Directions Straits Turnpike to Old Waterbury Rd (no thru street)
High School Per Board of Ed
City Middlebury
Elementary School Per Board of Ed
Sq Ft Total 2345
DOM 85
Year Built 1930
Style Units are Side-by-Side
Year Built Source Public Records
Pool Description In Ground Pool
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Interior
Cooling System Window Unit
Total Number of Units 4
Total Rooms 13
Basement Description Full Unfinished
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Exterior
Water Source Public Water Connected
Lot Description Lightly Wooded Sloping Lot
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* Excluded Features
List By
Judith Caputo

Listing Agent

Advantage Realty Group, Inc.

Broker

judie@advantagerealtyct.net

Email

Affordability Calculator

$4,333
Per Month
85%
15%
0%
Monthly Principal & Interest
$3,694
Monthly Property Taxes
$640
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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THE TIME TO SELL IS NOW! What's my home worth?
Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
2/18/2026$599,900 -14.29% Price Down
12/12/2025$699,900 Listed Price

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10 Old Waterbury Road, Middlebury, CT, 06762 is a Multi-Family Home for sale at $599,900 with 2,345 sqft and a lot size of 0.41. 10 Old Waterbury Road has 5 bedrooms, 4.0 baths, and was built in 1930. The property's zip code is 06762 which is in Middlebury, CT