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24 Yale Avenue

Middlebury, Connecticut 06762

PENDING$324,900

Reduced from $375,000

Beds
3
Baths
2
SqFt
1,469
Acres
0.23
Year Built
1982
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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Price Reduced

About This Home

Nestled on a quiet, picturesque street in one of Middlebury's classic New England neighborhoods, this warm and inviting Cape Cod offers a rare opportunity to own a move-in ready home in this highly sought-after community, at an exceptional price point. Built in 1982, this charming home features 3 bedrooms, 2 full baths, and 1,469 square feet of comfortable living space filled with bright, sunlit rooms and timeless character. Major improvements provide peace of mind, including brand-new roof and central A/C. Heating system is serviced on a yearly basis. Set back from the road where it's quiet and private, you'll enjoy plenty of front yard space for gardening, safe play or entertaining, while in back there's the expansive deck with privacy. The spacious walk-out basement offers outstanding storage and endless possibilities for hobbies, a workshop, or future expansion, while generous closet and attic storage add to the home's functionality. This home is clean, welcoming, and full of potential. While this home could benefit from cosmetic updates, it presents an outstanding opportunity to build equity and make it your own. Enjoy Middlebury's renowned New England charm, scenic beauty, and highly acclaimed Region 15 School District. If you've been waiting for an affordable opportunity to call Middlebury home, this is one you won't want to miss! (Note: GIS mapping shows a neighbor's garage encroaching on the property - this is verified to be INCORRECT by Zoning Dept)

Key Facts

City/Town
Middlebury
Neighborhood
Oronoke
Property / Style
Single Family · Cape Cod
Year Built
1982
Days on Market
95 days
Beds
3
Baths
2 full
Living Area
1,469 sq ft
Lot Size
0.23 acres
Property Taxes
$7,970 / Annually

Market Snapshot

The Middlebury Market

Single Family · trailing 12 months

Median Days on Market

61

25 active listings

Median $ / Sq Ft

$279

25 active listings

Sale-to-List Ratio

100.0%

85 sales

How this home compares

List Price

$324,900

vs $699,900 median

53.6% below median

Price / Sq Ft

$221

vs $279 median

20.8% below median

Days on Market

95 days

vs 61 days median

34 days longer than median

Based on 25 active and 85 closed sales (trailing 12 mo) of single family in Middlebury. Source: SmartMLS · As of November 4, 2026.

Location

24 Yale Avenue, Middlebury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,543

per month

  • Principal & Interest$1,771
  • Property Taxes$664
  • Insurance$108
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Middlebury
Neighborhood
Oronoke
County
New Haven

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1982
New Construction
No/Resale
Living Area
1,469 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Laundry
Lower Level
Appliances
Oven/RangeRange HoodRefrigeratorDishwasher
Basement
FullFull With Walk-Out
Interior Features
Security System

Exterior & Lot

Lot Size
0.23 acres
Zoning
R40
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Color
Yellow/Tan
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
DeckGuttersGarden Area
Lot Description
Level Lot

Listing & Financials

Property Taxes
$7,970 / Annually
Days on Market
95
MLS #
24196102
MLS Status
Under Contract

Similar Properties

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Listed By

Kenneth Viele, Jr.

(203) 605-4251

Coldwell Banker Realty

(203) 389-0015

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 11/4/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 11/4/2026 at 2:30 AM UTC.