65 Highland Avenue
Middletown, Connecticut 06457
- Beds
- 3
- Baths
- 2
- SqFt
- 1,793
- Acres
- 0.41
- Year Built
- 1946
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to this beautifully remodeled Brick Cape set on a level .41-acre lot with brick-wall-lined driveways, this 1,543-square-foot home offers 3 bedrooms and 2 full baths, including a first-floor primary bedroom-perfect for those looking for one-level living now or in the future. Both baths have been remodeled, the interior has been freshly painted, and there are sparkling hardwood floors throughout much of the home. The brand-new kitchen features beautiful quartz countertops, new cabinetry, stainless steel appliances, and a spacious dining area that's perfect for everyday meals or gathering with family and friends. The living room offers a cozy fireplace, while the finished basement family room provides even more space to relax, entertain, or create a room that fits your lifestyle. Outside, the 3-car garage, with brand-new overhead doors and openers offers plenty of room for vehicles, storage, hobbies, or whatever you may need. Additional updates include mostly all new windows, brand-new central air, newer roof, with brand-new gutters and leaders, many of the important updates have already been taken care of. Whether you're buying your first home, looking for more room to grow, or dreaming of a home that can comfortably carry you into your next chapter, 65 Highland Ave is a special place with so much to appreciate.
Key Facts
- City/Town
- Middletown
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1946
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,793 sq ft
- Lot Size
- 0.41 acres
- Garage / Parking
- 3 garage · 9 total
- Property Taxes
- $7,463 / Annually
Market Snapshot
The Middletown Market
Single Family · trailing 12 months
Active Listings
48
43 under contract
Median List Price
$396,450
48 active listings
Median Closed Price
$405,000
325 sales
Median Days on Market
30
48 active listings
Median $ / Sq Ft
$255
48 active listings
Sale-to-List Ratio
102.6%
325 sales
How this home compares
List Price
$449,000
vs $396,450 median
13.3% above median
Price / Sq Ft
$250
vs $255 median
In line with median
Days on Market
0 days
vs 30 days median
30 days fresher than median
Based on 48 active and 325 closed sales (trailing 12 mo) of single family in Middletown. Source: SmartMLS · As of September 29, 2026.
Location
65 Highland Avenue, Middletown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$2,397
- Property Taxes$622
- Insurance$150
- 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
- Cape Cod
- Year Built
- 1946
- New Construction
- No/Resale
- Living Area
- 1,793 sq ft
- Below Grade
- 250 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Middletown
Interior
- Heating
- RadiatorSteam
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Hookups in full bath
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasher
- Basement
- FullPartially Finished
- Interior Features
- Auto Garage Door OpenerCable - Available
Exterior & Lot
- Lot Size
- 0.41 acres
- Zoning
- R-15
- Garage / Parking
- 3 garage spaces9 total parking spacesAttached GarageUnder House GaragePavedOff Street Parking
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Brick
- Color
- Brick
- Roof
- Asphalt Shingle
- Foundation
- BlockConcrete
- Exterior Features
- Patio
- Lot Description
- Corner LotLevel Lot
Listing & Financials
- Property Taxes
- $7,463 / Annually
- Days on Market
- 0
- MLS #
- 24209628
- 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 9/29/2026. 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 9/29/2026 at 1:00 PM UTC.