36 Hunting Hill Avenue
Middletown, Connecticut 06457
- Beds
- 2
- Baths
- 2
- SqFt
- 1,157
- Acres
- 0.28
- Year Built
- 1860
- 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
Step into the charm of this vintage circa 1860 bungalow cottage, thoughtfully updated for today's lifestyle. Offering 1,157 square feet, this inviting home features 2 bedrooms and 2 full bathrooms, blending historic character with modern upgrades. Recent improvements include a newer roof, updated windows, high-efficiency gas heating system with indirect hot water, and fresh interior and exterior paint for a maintenance free home. The heart of the home is a renovated, spacious kitchen with center island and designer appliances. This area flows seamlessly into a dramatic two-story living room/ dining area with a Jotul woodstove and stunning cathedral ceiling. You also have a dedicated office space, a primary bedroom with a fully renovated full bath which creates a flexible and functional layout. The standout feature is the expansive LR addition, showcasing floor-to-ceiling windows that frame serene views of the backyard and provide access to a new open wraparound Trex deck-perfect for relaxing or entertaining. The 2nd level is an open and versatile space ideal for the second bedroom, guest retreat, or creative area, along with a newly renovated full bath and ample storage in place of a traditional attic. Outdoors, the property is truly special. A lovingly cultivated "secret garden" awaits, with an abundance of perennials, trees, shrubs, and flowering plants. Enjoy your privacy surrounded by mature native trees with closeness to Wesleyan, downtown Middletown and recreation.
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod,Colonial
- Year Built
- 1860
- Days on Market
- 39 days
- Beds
- 2
- Baths
- 2 full
- Living Area
- 1,157 sq ft
- Lot Size
- 0.28 acres
- Garage / Parking
- 2 total
- Property Taxes
- $4,959 / Annually
Market Snapshot
The Middletown Market
Single Family · trailing 12 months
Active Listings
28
63 under contract
Median List Price
$455,000
28 active listings
Median Closed Price
$400,000
316 sales
Median Days on Market
46
28 active listings
Median $ / Sq Ft
$248
28 active listings
Sale-to-List Ratio
101.9%
316 sales
How this home compares
List Price
$330,000
vs $455,000 median
27.5% below median
Price / Sq Ft
$285
vs $248 median
14.9% above median
Days on Market
39 days
vs 46 days median
7 days fresher than median
Based on 28 active and 316 closed sales (trailing 12 mo) of single family in Middletown. Source: SmartMLS · As of July 28, 2026.
Location
36 Hunting Hill Avenue, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,683
- Property Taxes$413
- Insurance$110
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Middletown
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Cape Cod,Colonial
- Year Built
- 1860
- New Construction
- No/Resale
- Living Area
- 1,157 sq ft
Schools
- Elementary
- Farm Hill
- High
- Middletown
Interior
- Heating
- Hot Water
- Heat Fuel
- Gas In Street
- Cooling
- Window Unit
- Laundry
- Lower Level
- Laundry Location
- Located in the lower level
- Appliances
- Gas CooktopOven/RangeRefrigeratorDishwasherDisposalWasherDryer
- Basement
- FullUnfinishedFull With Walk-Out
- Interior Features
- Cable - Pre-wired
Exterior & Lot
- Lot Size
- 0.28 acres
- Zoning
- RPZ
- Garage / Parking
- 2 total parking spacesOff Street ParkingDrivewayUnpaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Clapboard
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- MasonryStone
- Exterior Features
- SidewalkDeckGuttersGarden Area
- Lot Description
- Lightly WoodedSloping LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $4,959 / Annually
- Days on Market
- 39
- MLS #
- 24184837
- MLS Status
- Under Contract
- Financing
- FHA,VA,CHFA
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Pat Flynn
Sterling REALTORS
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 7:50 AM UTC.