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37 Valley Drive

Middletown, Connecticut 06457

ACTIVE - NEW$525,000
Beds
4
Baths
2 | 1
SqFt
2,406
Acres
0.34
Year Built
1990
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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1 Fireplace

About This Home

Welcome to 37 Valley Drive! Offering over 2,400 square feet of living space, this spacious 4-bedroom, 2.5-bath home features a versatile floor plan, distinctive architectural details, and numerous recent improvements! The main level offers a generously sized kitchen opening to an impressive great room featuring soaring vaulted ceilings, skylights, and a cozy fireplace. A bright and inviting sunroom provides additional living space with vaulted ceilings, skylights, and newly installed flooring. You'll also find an expansive bonus room, currently enjoyed as a billiards room, featuring beautiful exposed beams and plenty of space for entertaining, recreation, a home theater, or additional gathering space. An additional bedroom and living area provide flexibility for guests, a home office, or a potential extended-family arrangement with some finishing touches. Upstairs, the primary bedroom features its own private full bathroom, while the additional bedrooms share a beautifully updated second full bathroom. Exposed beams in the bedrooms add warmth and architectural character throughout the upper level. Recent improvements include fresh interior paint and new flooring in the upstairs bedrooms. Additional highlights include a roof approximately 6 years old, a newer hot water heater approximately 3 years old, central air conditioning, and a whole-house generator for added peace of mind. Step outside onto the beautiful newly constructed deck, perfect for entertaining, dining, or

Key Facts

City/Town
Middletown
Neighborhood
Westfield
Property / Style
Single Family · Colonial
Year Built
1990
Days on Market
0 days
Beds
4
Baths
2 full · 1 half
Living Area
2,406 sq ft
Lot Size
0.34 acres
Property Taxes
$12,947 / Annually

Market Snapshot

The Middletown Market

Single Family · trailing 12 months

Median Days on Market

33

48 active listings

Median $ / Sq Ft

$254

48 active listings

Sale-to-List Ratio

102.4%

325 sales

How this home compares

List Price

$525,000

vs $412,500 median

27.3% above median

Price / Sq Ft

$218

vs $254 median

14.2% below median

Days on Market

0 days

vs 33 days median

33 days fresher than median

Based on 48 active and 325 closed sales (trailing 12 mo) of single family in Middletown. Source: SmartMLS · As of October 14, 2026.

Location

37 Valley Drive, Middletown, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,162

per month

  • Principal & Interest$2,908
  • Property Taxes$1,079
  • Insurance$175
  • 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
1990
New Construction
No/Resale
Living Area
2,406 sq ft

Schools

Elementary
Spencer
High
Middletown

Interior

Heating
Hot Air
Heat Fuel
OilPropane
Cooling
Central Air
Fireplaces
1
Appliances
Oven/RangeRefrigeratorDishwasherWasherDryer
Basement
Full
In-Law Apartment
Possible

Exterior & Lot

Lot Size
0.34 acres
Zoning
R-15
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
ClapboardWood
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Level LotCleared

Listing & Financials

Property Taxes
$12,947 / Annually
Days on Market
0
MLS #
24212608
MLS Status
Active

Similar Properties

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

Listed By

Joseph Harvey

(860) 919-4071

Best Real Estate Brokerage LLC

(860) 255-4112

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/14/2026. 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 10/14/2026 at 11:30 PM UTC.