30 Cherry Ridge Road
Middlefield, Connecticut 06455
Reduced from $925,000
- Beds
- 4
- Baths
- 2 | 2
- SqFt
- 3,355
- Acres
- 5.01
- Year Built
- 1988
- 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
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
Active Listings
4
6 under contract
Median List Price
$674,950
4 active listings
Median Closed Price
$423,000
34 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 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.