37 Valley Drive
Middletown, Connecticut 06457
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,406
- Acres
- 0.34
- Year Built
- 1990
- Neighborhood
- Westfield
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
48
48 under contract
Median List Price
$412,500
48 active listings
Median Closed Price
$407,000
325 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per 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
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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 10/14/2026. 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.