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961 Middlebury Road

Middlebury, Connecticut 06762

COMING SOON - NEW$479,900
Beds
3
Baths
2
SqFt
2,006
Acres
1.60
Year Built
1979
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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1-Car Garage1 Fireplace

About This Home

Welcome to this inviting Middlebury home, beautifully situated on 1.6 private acres directly along the Greenway and across from picturesque Fenn's Pond. Offering a wonderful combination of privacy, natural beauty, and convenient living, this property is ideal for those who enjoy walking, outdoor activities, and entertaining. A long private driveway leads to the home, providing plenty of parking for family and guests. The fenced backyard features a dedicated play area, creating a wonderful outdoor space for children, pets, or simply enjoying the peaceful surroundings. Inside, the home is filled with natural light, and well-proportioned living spaces. The upper level features a spacious primary bedroom with a private full bath, along with two additional generously sized bedrooms, all with hardwood flooring. A second full bath includes both a tub and separate shower stall. The formal dining room is perfect for hosting and features hardwood flooring and a fireplace, while the oversized Great Room makes an impressive everyday gathering space with its cathedral ceiling and abundance of windows overlooking the private, natural setting. The home's open and light-filled perfect for entertaining. The eat-in kitchen features warm wood cabinetry, granite countertops, tile backsplash, and stainless-steel appliances, offering both functionality and a welcoming space for casual meals. The lower level provides additional space, laundry room, garage, and unfinished space for storage.

Key Facts

City/Town
Middlebury
Neighborhood
N/A
Property / Style
Single Family · Split Level
Year Built
1979
Days on Market
0 days
Beds
3
Baths
2 full
Living Area
2,006 sq ft
Lot Size
1.60 acres
Garage / Parking
1 garage
Property Taxes
$7,206 / Annually

Market Snapshot

The Middlebury Market

Single Family · trailing 12 months

Median Days on Market

42

26 active listings

Median $ / Sq Ft

$284

26 active listings

Sale-to-List Ratio

100.0%

75 sales

How this home compares

List Price

$479,900

vs $665,000 median

27.8% below median

Price / Sq Ft

$239

vs $284 median

15.8% below median

Days on Market

0 days

vs 42 days median

42 days fresher than median

Based on 26 active and 75 closed sales (trailing 12 mo) of single family in Middlebury. Source: SmartMLS · As of October 5, 2026.

Location

961 Middlebury Road, Middlebury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,388

per month

  • Principal & Interest$2,627
  • Property Taxes$601
  • Insurance$160
  • HOA$0

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

Location

City/Town
Middlebury
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Split Level
Year Built
1979
New Construction
No/Resale
Living Area
2,006 sq ft
Below Grade
340 sq ft

Schools

Elementary
Middlebury
Middle
Per Board of Ed
High
Pomperaug

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
None
Fireplaces
1
Laundry
Lower Level
Laundry Location
lower level laundry room
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherElectric Dryer
Basement
FullGarage Access
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerCable - AvailableOpen Floor PlanSecurity System

Exterior & Lot

Lot Size
1.60 acres
Zoning
R40
Garage / Parking
1 garage spaceUnder House Garage
Waterfront Details
ViewSeasonal
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Color
Gray
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
SidewalkDeckGutters
Lot Description
Fence - PartialInterior Lot

Listing & Financials

Property Taxes
$7,206 / Annually
Days on Market
0
MLS #
24211870
MLS Status
Coming Soon

Similar Properties

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Listed By

Beth Santos

(203) 206-0905

Showcase Realty, Inc.

(860) 274-7000

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/5/2026. 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 10/5/2026 at 6:10 AM UTC.