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107 Raymond StreetDarien, CT 06820

For Sale

$3,995,000

Smart Buyer Rebate $39,950

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.

Listed by Melissa Engel

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Douglas Elliman of Connecticut

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(203) 858-0266

Listed by John Engel

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Douglas Elliman of Connecticut

Last updated June 02, 2026

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Source: SmartMLS #24172903

Listing Facts

  • TypeSingle-family
  • NeighborhoodTokeneke
  • Bedrooms5
  • Bathrooms6
  • Days on Prevu18
  • Taxes$35,943/year
  • Size6,764 sqft
  • Price per sqft$591

Location

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Listing History

05/29/2026
Listed by Douglas Elliman of Connecticut
$3,995,000

Property Details for 107 Raymond Street

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2002
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Frame

Features

  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Treed, Professionally Landscaped
  • Lot Size Acres: 2.74

Financial

Taxes

  • Parcel Number: 106137
  • Tax Annual Amount: $35,943.00
  • Tax Year: 25

Interior

Features

  • Appliances: Gas Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
  • Fireplaces Total: 3

Measurements

  • Living Area: 6,764

Rooms

  • Basement: Full
  • Bathrooms Full: 4
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 6
  • Bedrooms Total: 5
  • Rooms Total: 10

Schools

Elementary School

  • Elementary School: Tokeneke

High School

  • High School: Darien

Middle or Junior School

  • Middle Or Junior School: Middlesex

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Hot Air
  • Laundry Features: Upper Level
  • Sewer: Public Sewer Connected
  • Water Source: Public Water Connected

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 6 bathrooms in this single-family home at 107 Raymond Street.

What schools are nearby to 107 Raymond Street?

Nearby schools include the Tokeneke Elementary School, Middlesex Middle School, and Darien High School.

What are the annual taxes for 107 Raymond Street?

Annual taxes for this single-family home are estimated at $35,943.

How does 107 Raymond Street compare to other single-family homes in Tokeneke?

This single-family home is listed 72% below the average price for single-family homes in Tokeneke and has been on the market for 33 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 6,764 sqft.

107 Raymond Street is a 5-bedroom, 6-bath single-family home for sale in Darien CT 06820. Listed on Prevu for 18 days at $3,995,000. This property features 6,764 square feet of living space, located in Tokeneke. The median listing price for single-family homes in this area is $6,835,000. Nearby schools include Tokeneke Elementary School, Middlesex Middle School, and Darien High School. Browse more single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.