21 Pearl St

3,441 Sq. Ft.
$238 / Sq. Ft.
3,441
Sq. Ft.
$238
per Sq. Ft.

Description

Set within a highly desirable neighborhood, this stately 4+ bedroom colonial offers exceptional space, comfort and timeless appeal. Outside, this home welcomes you with a covered porch, a large flat yard and expanded TREX deck. A gracious two-story foyer welcomes you into a thoughtfully designed layout featuring elegant formal living and dining rooms with refined millwork. A main floor office, currently used as playroom, offers privacy via French doors. The impressive two-story great room, anchored...Set within a highly desirable neighborhood, this stately 4+ bedroom colonial offers exceptional space, comfort and timeless appeal. Outside, this home welcomes you with a covered porch, a large flat yard and expanded TREX deck. A gracious two-story foyer welcomes you into a thoughtfully designed layout featuring elegant formal living and dining rooms with refined millwork. A main floor office, currently used as playroom, offers privacy via French doors. The impressive two-story great room, anchored by a gas fireplace, flows effortlessly into an open-concept eat-in kitchen appointed with rich cherry cabinetry, a large island and granite countertops~ideal for both everyday living and entertaining. Upstairs, the primary suite is a true retreat, complete with tray ceiling, dual closets, and a spa-inspired bath featuring a jetted tub, glass-enclosed shower, and double vanity. Additional bedrooms are generously sized, complemented by a well-designed jack-n-jill hall bath. A large bonus room with an immense amount of storage offers flexibility as an extra bedroom, media room, or private workspace. The home further offers a main-level laundry, an unfinished lower level with future finishing potential and a 2 car garage with EV charging capability. With its desirable location, a few minutes to I-84 and the town center, and strong architectural foundation, this residence presents an opportunity to personalize a home of enduring quality in one of the area's most sought-after communities.
  1. Listed by Kathy Hamilton • Berkshire Hathaway NE Prop.
    P: (203)-417-2167 C: (203)-417-2167 kathyhamilton@bhhsne.com

Property Details for 21 Pearl Street

Basement Description
Full, Unfinished, Storage, Interior Access, Concrete Floor
Direct Waterfront
No
Garages Number
2
Neighborhood
Sandy Hook
Style
Colonial
Subdivision
Tilson Woods
Garage Parking Info
Attached Garage, Driveway
Swimming Pool
No
LISTING UPDATED: 05/06/2026 08:58 PM

Property Details for 21 Pearl Street

StatusUnder Contract
MLS #24164784
Days on Market6
Taxes$13,237 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built2002
Lot Size1.16 AC / 50,529 SF
CountyFairfield County

Location

Listing Courtesy of Berkshire Hathaway NE Prop., Kathy Hamilton
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Building Information for 21 Pearl Street

Stories-Year Built2002Building Size-Lot Size1.16 AC / 50,529 SF

Payment Calculator

$5,179 per month

30 year fixed, 6.36% Interest

Principal and Interest

$4,076

Property Taxes

$1,103

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 21 Pearl Street

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Rt 34 to Pearl Street. #21 is on left. GPS Friendly.
  • Elementary School: Sandy Hook
  • High School: Newtown
  • Intermediate School: Reed
  • Latitude: 41.417195
  • Longitude: -73.272078
  • Middle Jr High School: Newtown
  • Neighborhood Amenities: Basketball Court, Golf Course, Health Club, Library, Park, Playground/Tot Lot, Public Rec Facilities, Tennis Courts
  • State: Connecticut
  • Subd Complex: Tilson Woods
Parking
  • Parking Total Spaces: 4
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $13,237
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Unfinished, Storage Space, Pull-Down Stairs
  • Cooling System: Central Air, Zoned
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Home Automation: Security System, Thermostat(s)
  • Interior Features: Cable - Pre-wired, Open Floor Plan, Security System
  • Laundry Room Info: Main Level
  • Laundry Room Location: Laundry Sink
  • Rooms Additional: Foyer, Laundry Room
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Features: Bay/Bow Window,9 ft+ Ceilings,French Doors,Hardwood Floor
  • Room Length: 18.7
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 15.0
Room 2
  • Room Entry Order: 10
  • Room Features: Double-Sink,Full Bath,Granite Counters,Tub w/Shower,Tile Floor
  • Room Length: 14.3
  • Room Level: Upper
  • Room Type: Jack & Jill Bath
Room 3
  • Room Entry Order: 11
  • Room Features: Jack & Jill Bath,Hardwood Floor
  • Room Length: 11.7
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.8
Room 4
  • Room Entry Order: 12
  • Room Features: Walk-In Closet,Hardwood Floor
  • Room Length: 18.5
  • Room Level: Upper
  • Room Type: Rec/Play Room
  • Room Width: 15.8
Room 5
  • Listing Key: 4EC285F5732A191CE0631A01100AD447
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Length: 20.3
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 12.6
Room 6
  • Room Entry Order: 3
  • Room Features: 9 ft+ Ceilings,French Doors,Hardwood Floor
  • Room Length: 14.7
  • Room Level: Main
  • Room Type: Office
  • Room Width: 12.3
Room 7
  • Room Entry Order: 4
  • Room Features: 2 Story Window(s),9 ft+ Ceilings,Cathedral Ceiling,Fireplace,Hardwood Floor
  • Room Length: 21.8
  • Room Level: Main
  • Room Type: Great Room
  • Room Width: 16.0
Room 8
  • Room Entry Order: 5
  • Room Features: 9 ft+ Ceilings,Granite Counters,Island,Pantry,Sliders,Hardwood Floor
  • Room Length: 20.8
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 14.8
Room 9
  • Listing Key: 4EC285F5732A191CE0631A01100AD447
  • Room Entry Order: 6
  • Room Features: 9 ft+ Ceilings,Bedroom Suite,Ceiling Fan,Walk-In Closet,Hardwood Floor
  • Room Length: 14.7
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 16.0
Room 10
  • Room Entry Order: 7
  • Room Features: Granite Counters,Double-Sink,Whirlpool Tub,Tile Floor
  • Room Length: 14.7
  • Room Level: Upper
  • Room Type: Primary Bath
  • Room Width: 13.4
Room 11
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Length: 9.8
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.5
Room 12
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Length: 10.2
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.5
Property
Property and Assessments
  • Color: Yellow
  • Construction Description: Frame
  • Driveway Type: Private, Paved
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • Handicap Features: Hallways 36+ Inches Wide, Hard/Low Nap Floors
  • New Construction Type: No/Resale
  • Roof: Shingle
  • Year Built: 2002
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 3441
Lot Information
  • Lot Description: In Subdivision, Lightly Wooded, Dry, Level Lot, Professionally Landscaped, Open Lot
  • Parcel Number: 2123402
  • Sq Ft Est Heated Above Grade: 3441.0
  • Sq Ft Total: 3441.0
  • Zoning: R-2
Utilities
  • Energy Features: Programmable Thermostat, Thermopane Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Radon Mitigation Air: Yes
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 21 Pearl Street

DateEvent & SourcePriceAppreciation
Feb 16, 2018

Closed (Public Record)

Public Record #1282393964

$487,500—
Apr 22, 2017

Closed (Public Record)

Public Record #616882732

$487,500

-2.7% / yr

Feb 24, 2012

Closed (Public Record)

Public Record #825384976

$560,000—
DateEvent & SourcePrice
02/16/2018

Closed (Public Record)

Public Record #1282393964

$487,500
04/22/2017

Closed (Public Record)

Public Record #616882732

$487,500

-2.7% / yr

02/24/2012

Closed (Public Record)

Public Record #825384976

$560,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 21 Pearl Street

Taxable ValueLand$91,030Additions$369,540Total$460,570
Tax Record2024$13,237 ($1,103 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt3,441 SqFtAbove Grade Finished SqFt3,441 SqFtStories2Lot Size50,530 SqFtStyleSingle Family ResidenceYear Built2002ZoningR-2CountyWESTERN CONNECTICUTAPNNTWN M:38 B:9 L:63 U:21Fireplace TypeHas Fireplace

Schools near 21 Pearl Street

This home is within Newtown School District.
Rating
School
Type
Grades
Distance
Public - K to 4
Public - 5 to 6
Public - 7 to 8
Public - 9 to 12
Rating
School
Distance
Sandy Hook Elementary School
PublicK to 4

Reed Intermediate School
Public5 to 6

Newtown Middle School
Public7 to 8

Newtown High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of Berkshire Hathaway NE Prop., Kathy Hamilton

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.