88 Powder Hill Road
Middlefield, Connecticut 06455
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,458
- Acres
- 1.00
- Year Built
- 1880
- Neighborhood
- Powder Hill
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Nestled in the heart of scenic Middlefield, this distinctive and beautifully maintained 4 bedroom 2.5 bathroom property offers a rare blend of classic New England character and modern flexibility. Inside on the first floor, an open-concept kitchen and dining area invite gathering and entertaining, seamlessly flowing into a sunroom-style flex space with room to grow-ideal for a home office, playroom, or reading nook. A separate living room, complete with a working fireplace, creates a cozy retreat for New England winters or days on the slopes of the nearby Powder Ridge Ski Resort. For the summer, step outside and you will find a stunning in-ground pool surrounded by a spacious brick patio, perfect for lounging and outdoor dining. An attached two-car garage adds everyday convenience and a second private driveway offers access to the rear of the property and the detached barn. The true gem is this fully renovated, detached barn-an inspired space with limitless potential. Featuring whitewashed wood walls and an airy farmhouse aesthetic, the barn offers a dramatic open-plan ground level and a second floor with three rooms and a bathroom. Off of the ground level, french doors lead to a private terrace shaded by mature grapevines, ideal for al fresco dining or sunset cocktails. Whether used as a luxurious art studio, at-home gym or work-from-home suite, this space delivers unmatched versatility with its own entrance and a beautiful walkway connection to the main home and pool.
Key Facts
- City/Town
- Middlefield
- Neighborhood
- Powder Hill
- Property / Style
- Single Family · Other
- Year Built
- 1880
- Days on Market
- 18 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,458 sq ft
- Lot Size
- 1.00 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $10,406 / 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
$305
vs $295 median
In line with median
Days on Market
18 days
vs 37 days median
19 days fresher 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
88 Powder Hill 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$867
- 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
- Powder Hill
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Other
- Year Built
- 1880
- New Construction
- No/Resale
- Living Area
- 2,458 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Coginchaug Regional
Interior
- Heating
- Hot Water
- Heat Fuel
- OilPropane
- Cooling
- Central AirDuctless
- Laundry
- Main Level
- Laundry Location
- first floor
- Appliances
- Gas RangeOven/RangeMicrowaveSubzeroDishwasher
- Basement
- PartialUnfinished
- In-Law Apartment
- PossibleSecond Floor
Exterior & Lot
- Lot Size
- 1.00 acres
- Zoning
- MD
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- HeatedVinylIn Ground Pool
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- ConcreteStone
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $10,406 / Annually
- Days on Market
- 18
- MLS #
- 24190498
- 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 6:05 AM UTC.