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18 Hunting Ridge Road

Middlebury, Connecticut 06762

ACTIVE$789,900

Reduced from $819,000

Beds
4
Baths
2 | 1
SqFt
2,700
Acres
1.06
Year Built
2025
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 FireplacePrice Reduced

About This Home

Experience uncompromised interior luxury with zero yard-maintenance stress at 18 Hunting Ridge Road. Nestled in a quiet Middlebury cul-de-sac with a natural wooded privacy hill out back, this 2025-built custom Colonial trades endless weekend lawn-mowing chores for spectacular, turn-key indoor living. Step inside to a sprawling, open-concept main floor highlighted by dramatic open-beam ceilings and an abundance of natural light. The chef's kitchen is an absolute showstopper, featuring an oversized quartz island, premium finishes, and a seamless flow into the primary family room. Upstairs, the luxury primary suite serves as a true sanctuary, boasting a massive, dedicated 12' x 14' custom dressing room/changing suite that must be seen to be believed. A flexible main-level bedroom and full bath offer the perfect layout for multigenerational living, long-term guests, or a quiet executive home office. Forget spending your weekends managing sprawling acreage-the rear topography creates a magnificent, maintenance-free natural privacy barrier with absolutely no rear neighbors looking in. Enjoy quiet mornings or evening entertaining on your expansive 17' x 15' rear patio, perfectly curated for an upscale outdoor lounge experience. Equipped with public water, public sewer, and an expansive unfinished full basement ready for future expansion. Perfect for busy professionals, downsizers, or anyone seeking premium custom spaces without the upkeep of a massive lawn.

Key Facts

City/Town
Middlebury
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
2025
Days on Market
73 days
Beds
4
Baths
2 full · 1 half
Living Area
2,700 sq ft
Lot Size
1.06 acres
Garage / Parking
2 garage
Property Taxes
$1,158 / Annually

Market Snapshot

The Middlebury Market

Single Family · trailing 12 months

Median Days on Market

67

23 active listings

Median $ / Sq Ft

$279

23 active listings

Sale-to-List Ratio

100.0%

88 sales

How this home compares

List Price

$789,900

vs $774,900 median

In line with median

Price / Sq Ft

$293

vs $279 median

5.0% above median

Days on Market

73 days

vs 67 days median

6 days longer than median

Based on 23 active and 88 closed sales (trailing 12 mo) of single family in Middlebury. Source: SmartMLS · As of November 14, 2026.

Location

18 Hunting Ridge Road, Middlebury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,611

per month

  • Principal & Interest$4,251
  • Property Taxes$97
  • Insurance$263
  • 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
Subdivision
Hunting Ridge estates

Residence

Property Type
Single Family
Style
Colonial
Year Built
2025
New Construction
No/Resale
Living Area
2,700 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
1
Laundry
Upper Level
Appliances
Oven/RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
Basement
FullUnfinished
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerCable - Available

Exterior & Lot

Lot Size
1.06 acres
Zoning
R40
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Color
light tan
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Underground UtilitiesGuttersPatio
Lot Description
Level Lot

Listing & Financials

Property Taxes
$1,158 / Annually
Days on Market
73
MLS #
24203733
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Robert Disapio

(203) 228-2872

Dave Jones Realty, LLC

(203) 758-0264

Co-Listed By

Janice Disapio

Dave Jones Realty, LLC

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

The IDX display contains information sourced from SmartMLS, Inc. as of 11/14/2026. 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 11/14/2026 at 4:55 AM UTC.