21 Deepwood Road, Weston, CT 06883

• 5 beds |
• 3 baths |
• 5,671 sqft

Property Description

Nestled at the end of a quiet cul-de-sac on two picturesque acres, this extraordinary five-bedroom, three full bath residence offers a rare combination of timeless elegance and peaceful seclusion. Overlooking a gently flowing brook, the property is surrounded by natural beauty, creating a private retreat just minutes from the vibrant shops, acclaimed restaurants, beaches, and Metro-North train station in neighboring Westport. Designed for both everyday living and effortless entertaining, the home features two luxurious primary suites, including one on the main level and a second upstairs with its own private balcony overlooking the tranquil landscape. The sleek kitchen is beautifully appointed with new countertops, while the bathrooms offer sophisticated, contemporary finishes. Brand-new Andersen windows throughout bathe the home in natural light while enhancing comfort and efficiency. Offering an exceptional balance of privacy, convenience, and refined living, this is a rare opportunity to own a truly special home in sought-after Weston.

Listing Status:

Active

Date Added:

July 9, 2026

Data Last Updated:

July 29, 2026 at 12:51PM

Listing Office:

Real Broker CT : (413) 231-6114

Listing Agent:

Colby Gee : (607) 351-1527

MLS ID:

24190123

Interior

• Rooms: Bonus RoomExercise Room
• Appliances: Cook TopOven/RangeRefrigeratorSubzeroDishwasherWasherDryer
• Laundry: Lower Level
• Basement: FullHeatedFully FinishedGarage AccessWalk-outFull With Walk-Out
• A/C: Central Air
• Heating: Hot WaterOil
• Fireplace: Fireplaces: 2

Exterior

• General: BalconyDeckPatio
• Style: Contemporary

Construction

• Roofing: Asphalt Shingle

Location

• County: Fairfield

Lot

• Zoning: R404619

Utilities

• Water: Private Well
• Sewer: Septic