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36 Hunting Hill Avenue

Middletown, Connecticut 06457

PENDING$330,000
Beds
2
Baths
2
SqFt
1,157
Acres
0.28
Year Built
1860
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,206

per 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.

Listed By

Jackie Williams

(860) 638-7413

Sterling REALTORS

(860) 343-3820

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.