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123 Pearl Street

Seymour, Connecticut 06483

ACTIVE$449,900

Reduced from $475,000

Beds
4
Baths
3
SqFt
2,366
Acres
0.28
Year Built
1900
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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1 FireplacePrice Reduced

About This Home

Welcome to 123 Pearl Street - a breathtaking Victorian-style residence in the heart of Seymour, where timeless architectural charm meets modern luxury living. This magnificent home has been thoughtfully and completely updated / remodeled throughout, preserving its original character while offering every contemporary comfort today's owner expects. From the moment you arrive, the steeply pitched rooflines, ornate gingerbread trim, and inviting front porch announce the home's Victorian heritage. Step inside to discover soaring ceilings, rich millwork, beautiful turret and light-filled rooms that flow seamlessly for both everyday living and elegant entertaining. All the amenities of modern living with the charm of a classic Victorian. Bedrooms are all generous in size and the the home has a beautiful primary bedroom suite with an large bathroom and walk-in closet space. Potential: This home offers excellent two-family conversion potential - a rare opportunity for investors, multi-generational families, or buyers seeking rental income to offset their mortgage. Conveniently located with easy access to major commuter routes, train and downtown - this is the rare home that truly has it all. Seller is an agent

Key Facts

City/Town
Seymour
Neighborhood
N/A
Property / Style
Single Family · Victorian
Year Built
1900
Days on Market
27 days
Beds
4
Baths
3 full
Living Area
2,366 sq ft
Lot Size
0.28 acres
Property Taxes
$7,354 / Annually

Market Snapshot

The Seymour Market

Single Family · trailing 12 months

Median Days on Market

24

19 active listings

Median $ / Sq Ft

$231

19 active listings

Sale-to-List Ratio

100.2%

128 sales

How this home compares

List Price

$449,900

vs $499,000 median

9.8% below median

Price / Sq Ft

$190

vs $231 median

17.7% below median

Days on Market

27 days

vs 24 days median

3 days longer than median

Based on 19 active and 128 closed sales (trailing 12 mo) of single family in Seymour. Source: SmartMLS · As of July 28, 2026.

Location

123 Pearl Street, Seymour, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,057

per month

  • Principal & Interest$2,294
  • Property Taxes$613
  • Insurance$150
  • HOA$0

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

Location

City/Town
Seymour
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Victorian
Year Built
1900
New Construction
No/Resale
Living Area
2,366 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
1
Laundry
Upper Level
Laundry Location
upper level/2nd floor
Appliances
Gas RangeRange HoodRefrigeratorDishwasherDisposal
Basement
FullUnfinishedConcrete FloorFull With Walk-Out

Exterior & Lot

Lot Size
0.28 acres
Zoning
R-18
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Wood
Color
Grey
Roof
Asphalt Shingle
Foundation
Stone
Exterior Features
PorchDeckCovered Deck
Lot Description
Level Lot

Listing & Financials

Property Taxes
$7,354 / Annually
Days on Market
27
MLS #
24188026
MLS Status
Active

Similar Properties

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

Listed By

Frank D'Ostilio

(203) 641-7072

Houlihan Lawrence WD

(203) 701-4848

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 6:50 AM UTC.