74 Grove Street
Middletown, Connecticut 06457
Reduced from $385,000
- Beds
- 4
- Baths
- 2
- SqFt
- 2,035
- Acres
- 0.13
- Year Built
- 1900
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to this beautifully remodeled two-family home ideally located within walking distance of vibrant downtown Middletown! This property offers the perfect blend of modern updates, spacious living, and unbeatable convenience. Both units have been fully remodeled with new appliances and updates throughout, making this an excellent opportunity for an owner-occupant, investor, or multi-generational living arrangement. Enjoy the added charm and versatility of enclosed back porches, perfect for relaxing, extra storage. A standout feature is the walk-up attic, offering approximately 650 additional square feet of living space-an incredible opportunity to create additional bedrooms, an office, recreation room, or whatever best suits your needs. Natural gas heat and hot water, separate utilities. Common laundry area in the basement with brand new washer and dryer. Step outside and enjoy everything Middletown has to offer, with parks, restaurants, shops, and downtown attractions all just a short walk away. Located in the heart of a lively and growing community, this home combines convenience, character, and future potential. Move-in ready, fully updated, and in a fantastic location-this is a two-family opportunity you won't want to miss!
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1900
- Days on Market
- 48 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 2,035 sq ft
- Lot Size
- 0.13 acres
- Garage / Parking
- 2 total
- Property Taxes
- $4,227 / Annually
Market Snapshot
The Middletown Market
Multi-Family · trailing 12 months
Active Listings
10
8 under contract
Median List Price
$459,900
10 active listings
Median Closed Price
$377,500
42 sales
Median Days on Market
38
10 active listings
Median $ / Sq Ft
$157
10 active listings
Sale-to-List Ratio
102.9%
42 sales
How this home compares
List Price
$365,000
vs $459,900 median
20.6% below median
Price / Sq Ft
$179
vs $157 median
14.0% above median
Days on Market
48 days
vs 38 days median
10 days longer than median
Based on 10 active and 42 closed sales (trailing 12 mo) of multi-family in Middletown. Source: SmartMLS · As of October 15, 2026.
Location
74 Grove Street, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per month
- Principal & Interest$2,022
- Property Taxes$352
- Insurance$122
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Middletown
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 2,035 sq ft
- Below Grade
- 650 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- None
- Laundry
- Basement Hook-Up(s)Common Laundry Area
- Basement
- FullFull With Hatchway
Exterior & Lot
- Lot Size
- 0.13 acres
- Zoning
- IRA
- Garage / Parking
- 2 total parking spacesOn Street ParkingDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- Yes
- Construction
- Asbestos
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- SidewalkPorchGarden Area
- Lot Description
- Lightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $4,227 / Annually
- Days on Market
- 48
- MLS #
- 24202551
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
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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 10/15/2026. 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 10/15/2026 at 11:25 PM UTC.