21 Deepwood Road
Weston, CT 06883
5
Bed
3
Bath
4,436Sqft
2.14Acres(Lot)
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 A
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 5Bathroom Information
Total Baths: 3 Full Baths: 3Room Information
Rooms Total: 12 Has Basement: Yes Basement: Full, Finished, Walk-Out Access -
Roofing Information
Asphalt -
Interior Features
Roof: Asphalt Appliances: Cooktop, Dishwasher, Dryer, Range, Oven, Refrigerator, Washer -
Heating & Cooling
Has Heating: Yes Heating: Oil, Hot Water Has Cooling: Yes Cooling: Central Air Water front: 1
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Building Information
Year Built: 1979 Building Area Total: 4436 Construction Materials: Cedar, Frame, Vertical Siding Patio And Porch Features: Deck, Patio Private Pool: No View: Water -
Exterior Features
Exterior Features: Balcony
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Lot Information
Lot Size Acres: 2.14 Lot Description: Cul-De-Sac, Waterfront
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Listing Price Information
Listing Price: $1299000 Original Price: $1325000
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Tax Information
Parcel Number: 404619 Annual Tax: $17404
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Parking Information
AttachedGarage Information
Has Garage: Yes Has Attached Garage: Yes Garage Space: 2
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School Information
Elementary School: HurlbuttJunior High School: WestonSenior High School: Weston -
Location Information
Direction: Left on Hill Farm to Deepwood. Down shared driveway to 21 Deepwood WaterSource: Well
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 22 Codfish Lane, Weston, CT, 06883 | $1,050,000 | 5 | 5 | 4,101 | 4,101 SqFt |
| 38 Old Redding Road, Weston, CT, 06883 | $1,325,000 | 4 | 5 | 3,457 | 3,457 SqFt |
| 11 Hunt Lane, Weston, CT, 06883 | $1,399,995 | 4 | 4 | 3,506 | 3,506 SqFt |
| 4 Pilgrim Lane, Weston, CT, 06883 | $1,299,000 | 4 | 3 | 3,689 | 3,689 SqFt |
| 4 Aspetuck Hill Lane, Weston, CT, 06883 | $1,369,900 | 5 | 4 | 5,398 | 5,398 SqFt |
| 32 Silver Ridge Common, Weston, CT, 06883 | $1,750,000 | 4 | 5 | 4,234 | 4,234 SqFt |
| 78 River Road, Weston, CT, 06883 | $1,100,000 | 3 | 3 | 2,350 | 2,350 SqFt |
| 129 Davis Hill Road, Weston, CT, 06883 | $1,695,000 | 4 | 4 | 3,822 | 3,822 SqFt |
| 103 Steep Hill Road, Weston, CT, 06883 | $1,000,000 | 4 | 3 | 3,532 | 3,532 SqFt |
| 214 Good Hill Road, Weston, CT, 06883 | $3,149,000 | 7 | 8 | 11,075 | 11,075 SqFt |
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
ByOwner last updated this listing 08/25/2026 @ 13:36
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