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21 Deepwood Road

Weston, CT 06883
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Bed 5

Bed

Bath 3

Bath

SqFt4,336

Sqft

Acres2.14

Acres(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 ndersen 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.

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Detail Ic Property Details

Property Type : Residential

Price : $1,325,000

AD Id : 87798876

MLS Id : 24190123

Beds : 5

Lot Size : 2.14 Acres

Living Area Size : 4,336

Year Built : 1979

Garage : 2

County : Fairfield

Open House Open House

  • 07/11 12 PM-2 PM
  • 07/12 12 PM-2 PM
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Feature Features

  • Bedroom Information

    Total beds: 5

    Bathroom Information

    Total Baths: 3 Full Baths: 3

    Room 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

  • Building Information

    Year Built: 1979 Building Area Total: 5671 Construction Materials: Cedar, Frame, Vertical Siding Patio And Porch Features: Deck, Patio Private Pool: No View: Water
  • Exterior Features

    Exterior Features: Balcony

  • Lot Information

    Lot Size Acres: 2.14 Lot Description: Cul-De-Sac, Waterfront

  • Listing Price Information

    Listing Price: $1325000

  • Tax Information

    Parcel Number: 404619 Annual Tax: $17404

  • Parking Information

    Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 2

  • School Information

    Elementary School: Hurlbutt
    Junior High School: Weston
    Senior High School: Weston
  • Location Information

    Direction: Left on Hill Farm to Deepwood. Down shared driveway to 21 Deepwood WaterSource: Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
38 Old Redding Road, Weston, CT, 06883 $1,375,000 4 5 2,279 2,279 SqFt
11 Hunt Lane, Weston, CT, 06883 $1,399,995 4 4 3,506 3,506 SqFt
32 Silver Ridge Common, Weston, CT, 06883 $1,750,000 4 5 3,534 3,534 SqFt
123 Lyons Plain Road, Weston, CT, 06883 $1,049,000 3 3 2,092 2,092 SqFt
52 Valley Forge Road, Weston, CT, 06883 $2,695,000 2 3 2,254 2,254 SqFt
78 River Road, Weston, CT, 06883 $1,100,000 3 3 2,350 2,350 SqFt
129 Davis Hill Road, Weston, CT, 06883 $1,775,000 4 4 2,512 2,512 SqFt
195 Steep Hill Road, Weston, CT, 06883 $1,250,000 5 4 3,082 3,082 SqFt
27 Huckleberry Lane, Weston, CT, 06883 $899,000 4 2 2,903 2,903 SqFt
214 Good Hill Road, Weston, CT, 06883 $3,149,000 7 8 11,075 11,075 SqFt

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 07/10/2026 @ 02:20

MLS: 24190123 LISTED BY: Colby Gee, Real Broker CT SOURCE: SmartMLS

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