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107 Raymond Street

Darien, Connecticut 06820

PENDING$3,995,000
Beds
5
Baths
4 | 2
SqFt
6,764
Acres
2.74
Year Built
2002
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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About This Home

Peace, Privacy, and Timeless Elegance in Darien Discover the perfect antidote to busy life in this beautifully refreshed, custom-built colonial. Lovingly maintained by its original owners, 107 Raymond Street offers an idyllic blend of quiet sophistication and spacious comfort. Step into a grand two-story foyer with herringbone oak floors, leading to formal spaces rich in architectural detail-including a step-down living room with a fireplace, a private library, and a formal dining room featuring elegant custom paneling. The heart of the home is the gourmet kitchen, equipped with custom inset cabinetry, premium stainless appliances, and a walk-in pantry, opening seamlessly to a dramatic step-down family room with a fieldstone fireplace. Upstairs, the freshly refinished oak floors lead to five bedrooms, highlighted by a magnificent primary suite featuring its own wood-burning fireplace, sitting room, and an enormous, brand-new luxury bath. With a large mudroom, second-floor laundry, a 3-car garage, and massive walk-up attic/basement spaces offering incredible expansion potential, this turnkey home offers the space you need and the serenity you've been searching for.

Key Facts

City/Town
Darien
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
2002
Days on Market
59 days
Beds
5
Baths
4 full · 2 half
Living Area
6,764 sq ft
Lot Size
2.74 acres
Property Taxes
$35,943 / Annually

Market Snapshot

The Darien Market

Single Family · trailing 12 months

Median Days on Market

51

25 active listings

Median $ / Sq Ft

$733

25 active listings

Sale-to-List Ratio

106.3%

211 sales

How this home compares

List Price

$4.00M

vs $3.80M median

5.1% above median

Price / Sq Ft

$591

vs $733 median

19.4% below median

Days on Market

59 days

vs 51 days median

8 days longer than median

Based on 25 active and 211 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of July 27, 2026.

Location

107 Raymond Street, Darien, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$24,696

per month

  • Principal & Interest$20,369
  • Property Taxes$2,995
  • Insurance$1,332
  • HOA$0

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

Location

City/Town
Darien
Neighborhood
N/A
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
2002
New Construction
No/Resale
Living Area
6,764 sq ft

Schools

Elementary
Tokeneke
High
Darien

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
3
Laundry
Upper Level
Appliances
Gas CooktopWall OvenMicrowaveRefrigeratorDishwasherWasherDryerWine Chiller
Basement
Full
Additional Rooms
Foyer

Exterior & Lot

Lot Size
2.74 acres
Zoning
R-1
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Clapboard
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
TreedProfessionally Landscaped

Listing & Financials

Property Taxes
$35,943 / Annually
Days on Market
59
MLS #
24172903
MLS Status
Under Contract

Similar Properties

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

Listed By

Melissa Engel

(203) 858-0266

Douglas Elliman of Connecticut

(203) 889-5580

Co-Listed By

John Engel

Douglas Elliman of Connecticut

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. 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 7/27/2026 at 2:15 PM UTC.