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16 Gate Post Lane

Woodbury, Connecticut 06798

ACTIVE - NEW$1,100,000
Beds
4
Baths
4
SqFt
4,491
Acres
2.61
Year Built
1998
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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3-Car Garage1 Fireplace

About This Home

Spacious Colonial in desirable Carriage Hills offers approximately 5,700 square feet of living space, including a walk-out lower level that is well suited for an in-law suite or au pair quarters. The main level features wood floors, formal living and dining rooms, an eat-in kitchen, a bedroom, a full bath, and a family room with a fireplace that opens to an oversized deck. Upstairs, you'll find three bedrooms, a full bath, and a spacious primary suite with a spa-like bath and loft area. The walk-out lower level includes three finished rooms plus a full bath, offering flexible space for guests, extended living, recreation, or work-from-home needs. The private backyard is surrounded by trees and accented with perennial gardens. NEW Roof June 2026. Located in Woodbury-one of Connecticut's most beloved small towns-the home is close to charming shops, antique stores, coffee shops, and restaurants, all just about 90 minutes from New York City.

Key Facts

City/Town
Woodbury
Neighborhood
Flanders
Property / Style
Single Family · Colonial
Year Built
1998
Days on Market
10 days
Beds
4
Baths
4 full
Living Area
4,491 sq ft
Lot Size
2.61 acres
Garage / Parking
3 garage
Property Taxes
$13,217 / 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

$1.10M

vs $834,450 median

31.8% above median

Price / Sq Ft

$245

vs $302 median

18.9% below median

Days on Market

10 days

vs 45 days median

35 days fresher 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

16 Gate Post Lane, Woodbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$7,077

per month

  • Principal & Interest$5,609
  • Property Taxes$1,101
  • Insurance$367
  • HOA$0

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

Location

City/Town
Woodbury
Neighborhood
Flanders
County
Litchfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1998
New Construction
No/Resale
Living Area
4,491 sq ft

Schools

Elementary
Per Board of Ed
High
Nonnewaug

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Upper Level
Appliances
Oven/RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
Basement
FullHeatedFully FinishedGarage AccessFull With Walk-Out
In-Law Apartment
PossibleLower Level
Interior Features
Auto Garage Door OpenerCable - AvailableSecurity System

Exterior & Lot

Lot Size
2.61 acres
Zoning
OS100
Garage / Parking
3 garage spacesUnder House Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Clapboard
Color
Yellow
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Underground UtilitiesDeckGuttersGarden AreaLighting
Lot Description
In SubdivisionLightly Wooded

Listing & Financials

Property Taxes
$13,217 / Annually
Days on Market
10
MLS #
24192457
MLS Status
Active

Similar Properties

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

Listed By

Sindy Butkus

(203) 232-3723

Klemm Real Estate Inc

(203) 263-4040

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 4:25 AM UTC.