133 Highland Avenue
Middletown, Connecticut 06457
- Beds
- 3
- Baths
- 1
- SqFt
- 1,434
- Acres
- 0.42
- Year Built
- 1961
- 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
Beautifully updated and ideally located just steps away from Wesleyan University and minutes from Downtown Middletown! This move-in-ready home features three spacious bedrooms plus a flexible bonus room with potential for a fourth-bedroom or home office with its own entrance ideal for renters, or in-law space. Enjoy hardwood floors, a large living room with fireplace, and a completely remodeled eat-in kitchen opening to the dining room with sliders to the backyard and a full bath. Lower level is not finished but features the homes 2nd fireplace already creating an inviting space should you decide to finish this space for more living area. Outside, a large deck overlooks the level backyard, perfect for entertaining or relaxing. A two-car tandem garage provides additional parking and storage. A fantastic combination of updates, space, and location! **INVESTORS TAKE NOTE: Great investment to rent out to college students with potential four bedrooms.
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1961
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 1 full
- Living Area
- 1,434 sq ft
- Lot Size
- 0.42 acres
- Garage / Parking
- 2 garage · 2 total
- Property Taxes
- $6,728 / Annually
Market Snapshot
The Middletown Market
Single Family · trailing 12 months
Active Listings
50
44 under contract
Median List Price
$410,000
50 active listings
Median Closed Price
$406,000
327 sales
Median Days on Market
25
50 active listings
Median $ / Sq Ft
$255
50 active listings
Sale-to-List Ratio
102.6%
327 sales
How this home compares
List Price
$389,900
vs $410,000 median
In line with median
Price / Sq Ft
$272
vs $255 median
6.7% above median
Days on Market
0 days
vs 25 days median
25 days fresher than median
Based on 50 active and 327 closed sales (trailing 12 mo) of single family in Middletown. Source: SmartMLS · As of September 22, 2026.
Location
133 Highland Avenue, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$2,065
- Property Taxes$561
- Insurance$130
- 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
- Single Family
- Style
- Ranch
- Year Built
- 1961
- New Construction
- No/Resale
- Living Area
- 1,434 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Middletown
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Ceiling Fans
- Fireplaces
- 1
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherDisposal
- Basement
- FullUnfinishedStorageGarage AccessInterior AccessConcrete Floor
- Interior Features
- Auto Garage Door OpenerCable - Available
Exterior & Lot
- Lot Size
- 0.42 acres
- Zoning
- R-15
- Garage / Parking
- 2 garage spaces2 total parking spacesTandemAttached GarageUnder House GaragePavedOff Street ParkingDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Color
- Light Gray
- Roof
- Shingle
- Foundation
- Concrete
- Exterior Features
- PorchDeckGuttersLightingStone Wall
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $6,728 / Annually
- Days on Market
- 0
- MLS #
- 24207903
- 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 9/22/2026. 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 9/22/2026 at 8:00 PM UTC.