74 Boston Road
Middletown, Connecticut 06457
- Beds
- 4
- Baths
- 2
- SqFt
- 1,836
- Acres
- 0.97
- Year Built
- 1800
- Neighborhood
- Westfield
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 74 Boston Rd in Middletown, CT, a beautifully renovated home that has been gutted down to the studs and rebuilt with nearly everything brand new. This spacious property offers 4 bedrooms plus a bonus room previously used as a children's bedroom, along with 2 full bathrooms. Designed to feel like new construction, the home features a new roof with new plywood and shingles, new siding with insulation, new interior framing, drywall, flooring, doors, brand-new energy-efficient LED light fixtures, recessed lighting in the living room, dining room, and large laundry room, plus double-pane windows throughout. The updated kitchen includes new cabinets, quartz countertops, refrigerator, dishwasher, microwave, stove/oven range, and faucet. Both bathrooms include new vanities, faucets, toilets, porcelain tile flooring, and porcelain tile shower walls. Major upgrades also include new insulation inside the walls, all-new plumbing pipes, a brand-new gas line, a new tankless high-efficiency gas boiler for heat and hot water, a brand-new 200 AMP electrical panel, and all new electrical wiring, outlets, and switches. Permits were pulled for electrical, HVAC, plumbing, and general construction, and all permits were successfully closed with inspections passed. Sitting on a huge 0.97-acre lot with a brook behind the yard, this move-in-ready home offers modern comfort, space, and peace of mind, like a new construction would.
Key Facts
- City/Town
- Middletown
- Neighborhood
- Westfield
- Property / Style
- Single Family · Colonial
- Year Built
- 1800
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 1,836 sq ft
- Lot Size
- 0.97 acres
- Property Taxes
- $5,574 / Annually
Market Snapshot
The Middletown Market
Single Family · trailing 12 months
Active Listings
44
44 under contract
Median List Price
$429,450
44 active listings
Median Closed Price
$407,000
329 sales
Median Days on Market
22
44 active listings
Median $ / Sq Ft
$239
44 active listings
Sale-to-List Ratio
102.6%
329 sales
How this home compares
List Price
$379,000
vs $429,450 median
11.7% below median
Price / Sq Ft
$206
vs $239 median
13.8% below median
Days on Market
0 days
vs 22 days median
22 days fresher than median
Based on 44 active and 329 closed sales (trailing 12 mo) of single family in Middletown. Source: SmartMLS · As of September 18, 2026.
Location
74 Boston Road, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$2,007
- Property Taxes$465
- Insurance$126
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Middletown
- Neighborhood
- Westfield
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1800
- New Construction
- No/Resale
- Living Area
- 1,836 sq ft
Schools
- Elementary
- Spencer
- High
- Middletown
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- Ceiling Fans
- Fireplaces
- 1
- Laundry
- Upper Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherDisposalWasherDryer
- Basement
- FullFull With Hatchway
- In-Law Apartment
- PossibleDetached
- Additional Rooms
- Bonus RoomLaundry Room
Exterior & Lot
- Lot Size
- 0.97 acres
- Zoning
- R-15
- Waterfront
- Direct waterfront
- Waterfront Details
- BrookWalk to Water
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Lightly WoodedLevel LotOpen Lot
Listing & Financials
- Property Taxes
- $5,574 / Annually
- Days on Market
- 0
- MLS #
- 24207911
- 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 9/18/2026. 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 9/18/2026 at 12:00 AM UTC.