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74 Boston Road

Middletown, Connecticut 06457

ACTIVE - NEW$379,000
Beds
4
Baths
2
SqFt
1,836
Acres
0.97
Year Built
1800
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Waterfront1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,598

per 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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Listed By

Craig Ings

(860) 805-8778

Hill Top Real Estate, LLC

(860) 293-2619

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.