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$699,900

  • For Sale
  • Active
  • Multi-Family
  • 5 Total Beds
  • 3 Car Garage
  • Updated 6 days ago
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RARE OPPORTUNITY to find 4 units in MIDDLEBURY, CT! LOCATION! LOCATION! One parcel with (.41 acre) consists of a detached, 1 bedroom single family, approximately (620 s.f.), 3 units w/1 car garage under and in-ground pool. 2 car detached garage, in addition to 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 with easy access to RT 8 and I-84. Attractive area for tenants and owners. Not your typical investment. Walking distance to Middlebury Greenway trails, Hop Brook State Park with lake and hiking. Perfect opportunity for owner occupant(s) or investor(s) to add this one to your portfolio. "TOP RATED" Middlebury schools. Close to Post University, & NVCC. Close to fine dining and shopping. "SNOOZE, YOU LOSE!" PLEASE READ AGENT COMMENTS

Full Property Details for 10 Old Waterbury Rd

General

  • Price: $699,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Multi-Family
  • Source: SMARTMLS
  • MLS ID: 24143678
  • Updated: 1/12/2026
  • Added to Site: 44 day(s) ago

Interior

  • Number of Rooms: 13

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

  • Total Bedrooms: 5

Additional Information

  • Pool: Yes
  • Pool Description: In Ground Pool

Exterior

  • Exterior Features: Sidewalk, Porch, Deck, Gutters, Garden Area, Lighting
  • Color: Grey

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Parking: Attached Garage, Detached Garage

Location

  • County: New Haven
  • Driving Directions: Straits Turnpike to Old Waterbury Rd (no thru street)

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Window Unit
  • Heating Type: Baseboard, Electric, Oil
  • Heating Fuel: Electric, Oil
  • Water Heater: Other

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Units are Side-by-Side
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Unfinished
  • Roof: Asphalt Shingle
  • Square Feet: 2,345
  • Above Ground: 2,345 Sq. Ft.
  • Year Built: 1930

Unit Information

Unit 1

  • Total Bathrooms: 1
  • Bedrooms: 1

Unit 2

  • Total Bathrooms: 1
  • Bedrooms: 2

Unit 3

  • Total Bathrooms: 1
  • Bedrooms: 1

Unit 4

  • Total Bathrooms: 1
  • Bedrooms: 3

Lot Features

  • Lot Size (Acres): 0.41
  • Zoning: R40
  • Lot Description: Lightly Wooded, Sloping Lot

Financial Considerations

  • Assessment Amount: $236,000
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1194297

Listed by Advantage Realty Group, Inc., Judith Caputo

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Listing agent

— 10 Old Waterbury Rd —

  • Judith Caputo

    Advantage Realty Group, Inc.

Agent Contact: (203) 755-4015 Office Contact: (203) 755-4015

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 10 Old Waterbury Rd

School District:Regional School District 15
NameGradesDistance
Middlebury Elementary School
550 Whittemore Road, Middlebury, CT 06762
K-51.1 mi
Memorial Middle School, Middlebury, CT
1 Memorial Drive, Middlebury, CT 06762
6-80.3 mi
Pomperaug Regional High School
234 Judd Road, Southbury, CT 06488
9-124.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 10 Old Waterbury Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/05/2025
Listed
$699,900
677.67%
MLS
1/29/1993
Sold
$90,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 10 Old Waterbury Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$7,675
—
$236,000
—
2023
$7,694
1%
$236,000
—
2023
$7,613
3%
$236,000
—
2022
$7,377
12%
$236,000
24%
2021
$6,607
-1%
$189,700
—
2020
$6,658
5%
$189,700
—
2019
$6,336
3%
$189,700
—
2018
$6,167
3%
$189,700
—
2017
$5,974
-1%
$189,700
-3%
2016
$6,035
3%
$194,600
—
2015
$5,861
3%
$194,600
—
2014
$5,710
2%
$194,600
—
2011
$5,616
—
$194,600
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Advantage Realty Group, Inc., Judith Caputo

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10 Old Waterbury Road, Middlebury, CT 06762 (MLS# 24143678) is a Multi-Family property with 4 units containing 5 bedrooms and 4 full bathrooms. 10 Old Waterbury Road is currently listed for $699,900 and was received on December 05, 2025. Want to learn more about 10 Old Waterbury Road? Do you have questions about finding other Multi-Family real estate for sale in Middlebury? You can browse all Middlebury real estate or contact a Coldwell Banker agent to request more information.

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