18 Hunting Ridge Road
Middlebury, Connecticut 06762
Reduced from $819,000
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,700
- Acres
- 1.06
- Year Built
- 2025
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
23
16 under contract
Median List Price
$774,900
23 active listings
Median Closed Price
$577,450
88 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 12, 2026per 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.
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.