About 21 Deepwood Road
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.
Features of 21 Deepwood Road
| MLS® # | 24202535 |
|---|---|
| Price | $1,249,000 |
| Bedrooms | 5 |
| Bathrooms | 3.00 |
| Full Baths | 3 |
| Square Footage | 4,336 |
| Acres | 2.14 |
| Type | Single Family For Sale |
| Style | Contemporary |
| Status | Active |
Community Information
| Address | 21 Deepwood Road |
|---|---|
| Area | Lower Weston |
| City | Weston |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06883 |
Amenities
| Features | Thermopane Windows |
|---|---|
| Parking | Attached Garage |
| # of Garages | 2 |
| Is Waterfront | Yes |
| Waterfront | Brook |
| Has Pool | No |
Interior
| Interior Features | Open Floor Plan |
|---|---|
| Appliances | Cook Top, Oven/Range, Refrigerator, Freezer, Dishwasher, Washer, Dryer |
| Heating | Hot Water, Oil |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 2 |
| Has Basement | Yes |
| Basement | Full, Heated, Fully Finished, Garage Access, Walk-out, Full With Walk-Out |
Exterior
| Exterior | Cedar |
|---|---|
| Lot Description | On Cul-De-Sac, Water View |
| Roof | Asphalt Shingle |
| Foundation | Block |
School Information
| Elementary | Hurlbutt |
|---|---|
| Middle | Weston |
| High | Weston |
Additional Information
| Date Listed | August 28th, 2026 |
|---|---|
| Days on Market | 12 |
| Zoning | R |
| RE / Bank Owned | No |
Listing Details
| Office | Real Broker CT |
|---|