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30 Cherry Ridge Road

Middlefield, Connecticut 06455

ACTIVE$749,900

Reduced from $925,000

Beds
4
Baths
2 | 2
SqFt
3,355
Acres
5.01
Year Built
1988
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Pool3-Car Garage1 FireplacePrice Reduced

About This Home

Prepare to be mesmerized with this Middlefield masterpiece set on 5-acre park like grounds at the end of a private road cul-de-sac epitomizes an exceptional residence which combines refined elegance with unparalleled privacy. Sunlight floods the living room through a southeast-facing Palladian window, highlighting tailored built-in cabinetry with exquisite craftsmanship, exposed beams and a cathedral ceiling. The chef's kitchen, fully transformed in 2012, features a panel-ready Sub-Zero refrigerator, panel-ready Bosch dishwasher, Wolf double oven and built-in cooktop, granite island with seating and secondary sink. Outdoor living is what you've dreamt of with a gunite pool and expansive 900 sq ft composite deck overlooking manicured grounds. Additional amenities include a finished lower level, second-floor crafts room, new 3-season porch sliders and Generac 10kW generator automatic. Perfectly located with easy access to Route 66, Middletown and four nearby public golf courses.

Key Facts

City/Town
Middlefield
Neighborhood
N/A
Property / Style
Single Family · Colonial,Contemporary
Year Built
1988
Days on Market
228 days
Beds
4
Baths
2 full · 2 half
Living Area
3,355 sq ft
Lot Size
5.01 acres
Garage / Parking
3 garage
Property Taxes
$11,253 / Annually

Market Snapshot

The Middlefield Market

Single Family · trailing 12 months

Median Days on Market

37

4 active listings

Median $ / Sq Ft

$295

4 active listings

Sale-to-List Ratio

101.4%

34 sales

How this home compares

List Price

$749,900

vs $674,950 median

11.1% above median

Price / Sq Ft

$224

vs $295 median

24.1% below median

Days on Market

228 days

vs 37 days median

191 days longer than median

Based on 4 active and 34 closed sales (trailing 12 mo) of single family in Middlefield. Source: SmartMLS · As of July 28, 2026.

Location

30 Cherry Ridge Road, Middlefield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,012

per month

  • Principal & Interest$3,824
  • Property Taxes$938
  • Insurance$250
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Middlefield
Neighborhood
N/A
County
Middlesex

Residence

Property Type
Single Family
Style
Colonial,Contemporary
Year Built
1988
New Construction
No/Resale
Living Area
3,355 sq ft
Below Grade
829 sq ft

Schools

Elementary
John Lyman
High
Coginchaug Regional

Interior

Heating
Hot Air
Heat Fuel
OilPropane
Cooling
Central Air
Fireplaces
1
Laundry
Lower Level
Appliances
Electric CooktopRange HoodRefrigeratorSubzeroDishwasher
Basement
FullHeatedStorageFully FinishedWalk-outLiveable SpaceFull With Walk-Out
In-Law Apartment
PossibleLower Level
Interior Features
Auto Garage Door OpenerCable - AvailableCentral VacuumOpen Floor Plan
Additional Rooms
Bonus Room

Exterior & Lot

Lot Size
5.01 acres
Zoning
AG2
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Pool
GuniteIn Ground Pool
Construction
Hardie Board
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Porch-EnclosedShedPorchDeckGuttersGarden AreaLightingPatio
Lot Description
Lightly WoodedTreedSloping LotOn Cul-De-SacRollingOpen Lot

Listing & Financials

Property Taxes
$11,253 / Annually
Days on Market
228
MLS #
24144604
MLS Status
Active

Similar Properties

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Listed By

Matthew Guida

(860) 888-2732

Eagle Eye Realty PLLC

(860) 263-9102

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 6:55 AM UTC.