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11 Pleasant Street

Woodbury, Connecticut 06798

ACTIVE - NEW$959,000
Beds
4
Baths
2 | 1
SqFt
2,926
Acres
0.58
Year Built
1898
Matt Caiola

Matt Caiola

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2-Car Garage2 Fireplaces

About This Home

Timeless Elegance & Immaculate Detail. Welcome to The Naramore House, a piece of living history. Lovingly preserved since 1898, this pristine colonial home seamlessly blends grand historic character with immaculate, turnkey maintenance. A classic wraparound front porch invites you through a charming dutch door into a formal, stately foyer featuring high ceilings and original pocket doors. The massive living room serves as the heart of the home, offering incredible square footage for multiple seating arrangements, media setups, and a cozy fireplace. Host effortlessly in the grand formal dining room and eat-in kitchen, complete with a generous pantry, a charming secondary rear staircase, and screened in sun porch. A luxurious primary retreat featuring a fireplace, private en-suite bath and massive 10x7 foot closet/dressing room. Three additional bright and spacious bedrooms include a versatile room-ideal for a dedicated home office, nursery, or library. The home has a huge attic with potential for expansion. A private patio, stunning formal garden with pagoda and mature trees offer the perfect setting for outdoor enjoyment. A recently renovated barn includes new structural beans and flooring. This lovely home offers in town conveniences like walking to restaurants, shops and local parades while set off of Main Street. Enjoy the beautiful historic architecture with the peace of mind that comes from a property that has been meticulously cared for inside and out.

Key Facts

City/Town
Woodbury
Neighborhood
N/A
Property / Style
Single Family · Colonial,Antique
Year Built
1898
Days on Market
0 days
Beds
4
Baths
2 full · 1 half
Living Area
2,926 sq ft
Lot Size
0.58 acres
Garage / Parking
2 garage · 4 total
Property Taxes
$10,843 / Annually

Market Snapshot

The Woodbury Market

Single Family · trailing 12 months

Median Days on Market

49

23 active listings

Median $ / Sq Ft

$328

23 active listings

Sale-to-List Ratio

99.1%

91 sales

How this home compares

List Price

$959,000

vs $865,000 median

10.9% above median

Price / Sq Ft

$328

vs $328 median

In line with median

Days on Market

0 days

vs 49 days median

49 days fresher than median

Based on 23 active and 91 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of August 3, 2026.

Location

11 Pleasant Street, Woodbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,154

per month

  • Principal & Interest$4,930
  • Property Taxes$904
  • Insurance$320
  • 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
Colonial,Antique
Year Built
1898
New Construction
No/Resale
Living Area
2,926 sq ft

Schools

Elementary
Mitchell
Middle
Per Board of Ed
High
Nonnewaug

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Ceiling FansCentral AirZoned
Fireplaces
2
Laundry
Lower Level
Laundry Location
Basement
Appliances
Electric RangeConvection RangeGas RangeMicrowaveRange HoodRefrigeratorIcemakerDishwasherDisposalWasherElectric DryerWine Chiller
Basement
FullUnfinishedStorageHatchway AccessInterior AccessConcrete FloorFull With Hatchway
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerCable - Pre-wiredSecurity System
Additional Rooms
FoyerMud Room

Exterior & Lot

Lot Size
0.58 acres
Zoning
R40
Garage / Parking
2 garage spaces4 total parking spacesDetached GarageDrivewayPrivateGravel
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Construction
Clapboard
Color
Blue
Roof
Asphalt Shingle
Foundation
Stone
Exterior Features
Porch-Wrap AroundGazeboPorchBarnGuttersGarden AreaLightingCovered Deck
Lot Description
Level LotProfessionally Landscaped

Listing & Financials

Property Taxes
$10,843 / Annually
Days on Market
0
MLS #
24188039
MLS Status
Active

Similar Properties

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Listed By

Carla Mascaro

(650) 678-9912

William Pitt Sotheby's Int'l

(860) 868-6600

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

The IDX display contains information sourced from SmartMLS, Inc. as of 8/3/2026. 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 8/3/2026 at 3:15 PM UTC.