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65 Highland Avenue

Middletown, Connecticut 06457

ACTIVE - NEW$449,000
Beds
3
Baths
2
SqFt
1,793
Acres
0.41
Year Built
1946
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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3-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,169

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Patrick Combs

(203) 671-0983

Dan Combs Real Estate

(203) 265-2356

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.