36 Highridge Road #36
Middlebury, Connecticut 06762
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 1,997
- Year Built
- 2018
- Property Type
- Condo

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 36 Highridge Road, a beautifully maintained home in one of Middlebury's most desirable neighborhoods. Built in 2018 and lovingly cared for by its original and only owner, this property offers the perfect blend of modern construction, thoughtful upgrades, and low-maintenance living. Step inside to find a thoughtfully designed interior enhanced with upgraded molding, elegant cabinetry, and high-end appliances that elevate both style and functionality. The inviting living space is truly a showstopper, featuring soaring 30-foot ceilings and a stunning fireplace that creates a warm yet dramatic focal point-perfect for both relaxing and entertaining. Nestled on a highly sought-after cul-de-sac, this home offers both privacy and a true sense of community. Beyond the home itself, residents enjoy access to exceptional, fully loaded amenities including a beautiful clubhouse, resort-style pool, playground, tennis courts, and both indoor and outdoor basketball courts-perfect for an active and social lifestyle. This is a rare opportunity to own a newer construction home with premium upgrades in a prime location-don't miss it! Sale is contingent on seller finding suitable housing.
Key Facts
- City/Town
- Middlebury
- Neighborhood
- N/A
- Property / Style
- Condo · Townhouse
- Year Built
- 2018
- Days on Market
- 127 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 1,997 sq ft
- Garage / Parking
- 2 garage · 2 total
- Property Taxes
- $8,045 / Annually
- HOA Fee
- $495 / Monthly
Market Snapshot
The Middlebury Market
Condo · trailing 12 months
Active Listings
2
27 under contract
Median List Price
$539,900
2 active listings
Median Closed Price
$565,000
34 sales
Median Days on Market
33
2 active listings
Median $ / Sq Ft
$236
2 active listings
Sale-to-List Ratio
100.0%
34 sales
How this home compares
List Price
$585,000
vs $539,900 median
8.4% above median
Price / Sq Ft
$293
vs $236 median
24.2% above median
Days on Market
127 days
vs 33 days median
94 days longer than median
Based on 2 active and 34 closed sales (trailing 12 mo) of condo in Middlebury. Source: SmartMLS · As of August 5, 2026.
Location
36 Highridge Road #36, Middlebury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 30, 2026per month
- Principal & Interest$3,007
- Property Taxes$670
- Insurance$195
- HOA$495
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
- Condo
- Subtype
- Condominium
- Style
- Townhouse
- Year Built
- 2018
- New Construction
- No/Resale
- Living Area
- 1,997 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot AirZoned
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- First Floor
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherElectric Dryer
- Basement
- FullUnfinished
- In-Law Apartment
- PossibleUpper Level
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredOpen Floor Plan
- Additional Rooms
- Laundry Room
Exterior & Lot
- Zoning
- Per Town
- Garage / Parking
- 2 garage spaces2 total parking spacesAttached GarageDriveway
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl SidingStone
- Exterior Features
- Porch
- Lot Description
- Lightly WoodedOn Cul-De-Sac
HOA / Association
- Fee
- $495 / Monthly
- Amenities
- Basketball CourtClub HouseExercise Room/Health ClubGuest ParkingPlayground/Tot LotPrivate Rec FacilitiesPoolTennis Courts
Listing & Financials
- Property Taxes
- $8,045 / Annually
- Days on Market
- 127
- MLS #
- 24163482
- MLS Status
- Under Contract
- Financing
- FHA,VA
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/5/2026. 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 8/5/2026 at 6:40 PM UTC.