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437 Middle Road Turnpike

Woodbury, Connecticut 06798

PENDING$545,000

Reduced from $595,000

Beds
3
Baths
1 | 1
SqFt
1,144
Acres
1.43
Year Built
1964
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

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1-Car Garage1 FireplacePrice Reduced

About This Home

Everything has already been done for you. Just move in, unpack, and enjoy the ease of single-floor living in this beautifully renovated ranch with endless potential below. Completely renovated and truly move-in ready, this home offers effortless living with every major updated already completed. From the brand-new HVAC system and newly installed septic to new windows, lighting, interior and exterior paint, driveway, and front walkway, this property has been thoughtfully upgraded from top to bottom. At the heart of the home is a stunning new kitchen that opens seamlessly to the dining and living areas, creating the perfect flow for both everyday comfort and entertaining. The beautifully updated fireplace with new stonework and a floating mantel adds warmth and character, while all-new bathrooms bring a fresh, modern feel throughout. And don't let the size fool you - the expansive unfinished basement significantly increases the home's potential. Complete with a newly updated half bath, this lower level offers an incredible opportunity to create additional living space, whether you envision a family room, home office, gym, guest suite, or playroom. Outside, the expansive yard provides plenty of space to relax, entertain, or enjoy the outdoors. Turnkey, low-maintenance, and full of future possibilities, this home offers the perfect combination of comfort, convenience, and room to grow.

Key Facts

City/Town
Woodbury
Neighborhood
N/A
Property / Style
Single Family · Ranch
Year Built
1964
Days on Market
82 days
Beds
3
Baths
1 full · 1 half
Living Area
1,144 sq ft
Lot Size
1.43 acres
Garage / Parking
1 garage
Property Taxes
$4,962 / Annually

Market Snapshot

The Woodbury Market

Single Family · trailing 12 months

Median Days on Market

45

26 active listings

Median $ / Sq Ft

$302

26 active listings

Sale-to-List Ratio

99.0%

88 sales

How this home compares

List Price

$545,000

vs $834,450 median

34.7% below median

Price / Sq Ft

$476

vs $302 median

57.6% above median

Days on Market

82 days

vs 45 days median

37 days longer than median

Based on 26 active and 88 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of July 28, 2026.

Location

437 Middle Road Turnpike, Woodbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,375

per month

  • Principal & Interest$2,779
  • Property Taxes$414
  • Insurance$182
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Woodbury
Neighborhood
N/A
County
Litchfield

Residence

Property Type
Single Family
Style
Ranch
Year Built
1964
New Construction
No/Resale
Living Area
1,144 sq ft

Schools

Elementary
Per Board of Ed
High
Nonnewaug

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Lower Level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasher
Basement
PartialPartially Finished
In-Law Apartment
No
Interior Features
Auto Garage Door Opener

Exterior & Lot

Lot Size
1.43 acres
Zoning
OS60
Garage / Parking
1 garage spaceAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Clapboard
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Level Lot

Listing & Financials

Property Taxes
$4,962 / Annually
Days on Market
82
MLS #
24173270
MLS Status
Under Contract - Continue to Show

Similar Properties

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

Listed By

Erin Loucks

(203) 241-0643

BHGRE Gaetano Marra Homes

(203) 693-1185

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 5:20 AM UTC.