$4,850,000

5 Woodland Drive, Westport Connecticut, 06880

Price per sqft$540.63

Built in2002

Property size8,971 sqft

Property typeResidential

Overview

Sold

Closed

Listed Jun 4, 2024

Updated Aug 25

Spectacular, custom, 6821 sq ft Shingle style colonial, superbly crafted on 2.1 stunning level acres w/5 BR's & 6 full BA's in a one-of-a-kind, walk to town location. Classically designed w/modern flair, this magnificent property offers a uniquely private universe minutes from town and train. Sunny, gracious rooms w/ 10' ceilings overlook the professionally landscaped, gated grounds & open to the patio, pool, pool house & outdoor kitchen. An outdoor fireplace is perfect for entertaining in cooler weather. Indoors, a large, study w/ fp offers a convenient place to work from home. The traditional living room w/ marble FP surround provides inviting views of the property. The chef's kitchen offers high end appliances, storage, wine chiller & pantry plus a 13' kitchen island for an instant dinner party vibe for small or large gatherings. FR w/ dramatic floor to ceiling FP. First floor BR for guests or au pair. The sumptuous primary suite has a vaulted ceiling, gorgeous views of the property, a balcony, new bath w/ soaking tub & htd floors + an adjacent gym. Three additional BR's all w/ en suite baths, a homework area & reading nook complete this floor. The finished 2150 sq ft lower level is perfection & incl. an 8-seat home theater, game rm, play rm, craft rm & 700+ bottle wine cellar. Minutes from Levitt Pavillion, Westport Public Lib., Westport Country Playhouse, shopping, restaurants, beaches & Westport's vibrant downtown, this hidden gem has it all! (Professional photos soon)

Additional information

MLS^® ID: 24021773

Interior Features

Bedrooms: 5
Bathrooms: 8
Fireplace: Yes
Cooling: Yes
Heating: Yes
Basement: Yes

Exterior Features

Lot Size: 2.1 Acres

Other Property Details

Taxes: $35,471
Tax Frequency: Annually
Garage: Yes
Pool: Yes

Listed by Emily Gordon with Coldwell Banker Realty . Bought with Joni Usdan of Coldwell Banker Realty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/25/2026. This information is for personal, non-commercial use only and may not be used for any purpose other than identifying properties the viewer may be interested in purchasing. MLS data is generally considered reliable but is not guaranteed accurate by the MLS. Buyers are responsible for verifying all information and should conduct their own investigation or consult a professional. Some MLS data may have been provided by sources other than the listing agent. Unless stated in writing, the Broker/Agent has not verified information obtained from outside sources. The Broker/Agent may or may not have been the listing and/or selling agent, and cannot guarantee the accuracy of any property location shown on a map. Any offer of compensation is made only to participants of the MLS where the listing is filed.

Data last updated on 8/25/2026 at 3:40 AM UTC.