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$4,500,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 3 Partial Baths
  • 5,338 Sq. Ft.
  • 2 Car Garage
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Welcome to this beautifully renovated custom-designed home, perfectly situated steps from town and train for ultimate convenience. Nestled on a quiet Darien cul-de-sac, this light-filled, modern retreat blends timeless design with thoughtful updates throughout. Renovated in 2022-2023, the home features 9.5 ft ceilings, new hardwood floors, custom lighting, and a stunning chef's kitchen with Subzero refrigerator, Wolf range, walk-in pantry, and marble island. The open layout flows effortlessly into a vaulted family room and out to two patios and a fully fenced, professionally landscaped yard-ideal for indoor-outdoor living. Five spacious bedrooms on the same level, include a luxurious primary suite with radiant heat bath floors and dual walk-in closets. With a finished third floor, private office, gym/flex room, and upgrades like Lutron lighting, Sonos, 2 gas fireplaces, and designer baths, this turnkey home offers comfort, convenience, and style in one of Darien's most desirable locations.

Full Property Details for 2 Tanglewood Trail

General

  • Sold For: $4,500,000
  • HOA FEE: $42/month
  • HOA FEE FREQ.: Annually
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24089475
  • Added to Site: 308 day(s) ago

Interior

  • Number of Rooms: 12
  • Rooms/Areas: Laundry Room, Mud Room
  • Interior Features: Audio System, Auto Garage Door Opener, Open Floor Plan, Sauna, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Gas Range, Microwave, Subzero, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 3
  • Half Bathrooms: 3

Bedrooms

  • Total Bedrooms: 5
  • Primary Suite: Stall Shower, Whirlpool Tub, Walk-In Closet, Hardwood, 18 x 18, Upper
  • Bedroom 1: Bedroom - Full Bath, Hardwood Floor, 18 x 14, Upper
  • Bedroom 2: Bedroom - Jack & Jill Bath, Hardwood Floor, 19 x 17, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, 20 x 12, Upper
  • Bedroom 4: Bedroom - Jack & Jill Bath, Hardwood Floor, 26 x 12, Upper

Other Rooms

  • Living Room: Living Room - 9 ft+ Ceilings, Gas Log Fireplace, French Doors, Hardwood Floor, 25 x 18, Main
  • Family Room: Family Room - Vaulted Ceiling, Gas Log Fireplace, French Doors, Hardwood Floor, 18 x 16, Main
  • Eat In Kitchen: Eat-In Kitchen - 9 ft+ Ceilings, Wet Bar, Island, Pantry, Hardwood Floor, 30 x 27, Main
  • Dining Room: Dining Room - 9 ft+ Ceilings, French Doors, Hardwood Floor, 16 x 16, Main
  • Office: Office - Built-Ins, Hardwood Floor, 11 x 11, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Half Bath, Wall/Wall Carpet, On 3rd Floor, 32 x 38, Other
  • Rec Room: Half Bath, Wall/Wall Carpet, On 3rd Floor, 32 x 38, Other
  • Laundry: Upper Level

Exterior

  • Color: White

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Driving Directions: Leroy to Rocaton to Tanglewood

School Information

  • Elementary School: Royle
  • Middle School: Middlesex
  • High School: Darien

Community

  • Association: Yes
  • Home Owners Assn.: 1
  • Assoc. Fees Include: Snow Removal, Road Maintenance

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Propane
  • Heating Fuel: Propane
  • Water Heater: Propane, 80 Gallon Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Shingle, Cedar
  • Basement Desc.: Crawl Space
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 5,338
  • Above Ground: 5,338 Sq. Ft.
  • Year Built: 2012

Lot Features

  • Lot Size (Acres): 0.6
  • Zoning: R12
  • Lot Description: Level Lot, On Cul-De-Sac, Professionally Landscaped

Water Features

  • Water Front Desc.: Beach Rights

Green Features

  • Energy Features: Generator

Financial Considerations

  • Association Fee: $500
  • Assoc Fee Freq.: Annually
  • Assessment Amount: $2,078,930
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: TVs primary & kitchen/family; planters; white mirror in cloud powder; mirrors in bedrms; light in guest rm; white mirror in bathrm, living rm mirror
  • Property ID: 104574

Listed by Compass Connecticut, LLC, Davenport + Schettino Team of Compass, Genevieve Schettino and Compass Connecticut, LLC, Davenport + Schettino Team of Compass, Amanda Davenport
Sold by Compass Connecticut, LLC, Keiley Fuller

Listing agents

— 2 Tanglewood Trail —

  • Genevieve Schettino

    Compass Connecticut, LLC

  • Amanda Davenport

    Compass Connecticut, LLC

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 2 Tanglewood Trail

School District:Darien School District
NameGradesDistance
Royle Elementary School
133 Mansfield Avenue, Darien, CT 06820
K-50.5 mi
Middlesex Middle School
204 Hollow Tree Ridge Road, Darien, CT 06820
6-81.1 mi
Darien High School
80 High School Lane, Darien, CT 06820
9-120.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2 Tanglewood Trail

Date
Details
Price
Change
Source
7/16/2025
Sold
$4,500,000
11.8%
MLS
4/23/2025
Listed
$4,025,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Compass Connecticut, LLC, Davenport + Schettino Team of Compass, Genevieve Schettino and Compass Connecticut, LLC, Davenport + Schettino Team of Compass, Amanda Davenport
Sold by Compass Connecticut, LLC, Keiley Fuller

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2 Tanglewood Trail, Darien, CT 06820 (MLS# 24089475) is a Single Family property that was sold at $4,500,000 on July 16, 2025. Want to learn more about 2 Tanglewood Trail? Do you have questions about finding other Single Family real estate for sale in Darien? You can browse all Darien real estate or contact a Coldwell Banker agent to request more information.