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523 Main Street North

Woodbury, Connecticut 06798

PENDING$990,000
Beds
3
Baths
2
SqFt
2,300
Acres
2.10
Year Built
2025
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 FireplaceNew Construction

About This Home

To be built Modern style home with gorgeous southern views and privacy from your neighbors. Enjoy the wall of glass overlooking a bluestone patio, and beautiful views above Main Street North! Just a few minutes from Woodbury's town center, this home provides an open floor with a kitchen/great room, a cathedral ceiling, and a floor-to-ceiling masonry fireplace. The first floor includes a primary suite and two other bedrooms while the upper level offers an office and a loft, both with a cathedral ceiling and views to the outside.

Key Facts

City/Town
Woodbury
Neighborhood
N/A
Property / Style
Single Family · Modern
Year Built
2025
Days on Market
477 days
Beds
3
Baths
2 full
Living Area
2,300 sq ft
Lot Size
2.10 acres
Garage / Parking
2 garage
Property Taxes
$1,591 / Annually

Market Snapshot

The Woodbury Market

Single Family · trailing 12 months

Median Days on Market

53

24 active listings

Median $ / Sq Ft

$296

24 active listings

Sale-to-List Ratio

99.0%

88 sales

How this home compares

List Price

$990,000

vs $857,000 median

15.5% above median

Price / Sq Ft

$430

vs $296 median

45.3% above median

Days on Market

477 days

vs 53 days median

424 days longer than median

Based on 24 active and 88 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of July 29, 2026.

Location

523 Main Street North, Woodbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,511

per month

  • Principal & Interest$5,048
  • Property Taxes$133
  • Insurance$330
  • 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
Modern
Year Built
2025
New Construction
To Be Built
Living Area
2,300 sq ft

Schools

Elementary
Mitchell
High
Nonnewaug

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Laundry Location
First Floor
Appliances
Allowance
Basement
PartialFullPartial With HatchwayFull With Hatchway
In-Law Apartment
Possible
Interior Features
Auto Garage Door OpenerOpen Floor PlanSecurity System
Additional Rooms
FoyerMud Room

Exterior & Lot

Lot Size
2.10 acres
Zoning
OS100
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Other
Roof
Metal
Foundation
Concrete
Exterior Features
Underground UtilitiesSidewalkPatio
Lot Description
SecludedCity ViewsLightly Wooded

Listing & Financials

Property Taxes
$1,591 / Annually
Days on Market
477
MLS #
24086595
MLS Status
Under Contract

Similar Properties

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

Listed By

Timothy Drakeley

(203) 510-9184

Drakeley Real Estate, Inc.

(203) 263-4336

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. 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 7/29/2026 at 10:55 AM UTC.