107 Raymond Street
Darien, Connecticut 06820
- Beds
- 5
- Baths
- 4 | 2
- SqFt
- 6,764
- Acres
- 2.74
- Year Built
- 2002
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
25
54 under contract
Median List Price
$3.80M
25 active listings
Median Closed Price
$2.71M
211 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.