Active

21 Deepwood Road

Weston, CT 06883
Mark as Favorite
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.

Read More Expand

Detail Ic Property Details

Property Type : Residential

Price : $1,249,000

AD Id : 90864408

MLS Id : 24202535

Beds : 5

Lot Size : 2.14 Acres

Living Area Size : 4,336

Tax Amount : 17404.00

Year Built : 1979

Garage : 2

County : Fairfield

  • Map Map

Map

Map What's Nearby

Map Nearby Areas

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

    Open Floorplan Roof: Asphalt Appliances: Cooktop, Dishwasher, Dryer, Freezer, Range, Oven, Refrigerator, Washer Laundry Features: Main Level
  • 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: 4336 Construction Materials: Cedar, Frame Private Pool: No View: Water

  • Lot Information

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

  • Listing Price Information

    Listing Price: $1249000

  • 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
Sell a home like this and save $74,441 Find out How

How much is this property worth?

Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.

Images
Loading, please wait...

Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
22 Codfish Lane, Weston, CT, 06883 $1,050,000 5 5 4,101 2 Acres
11 Hunt Lane, Weston, CT, 06883 $1,399,995 4 4 3,506 2.35 Acres
4 Aspetuck Hill Lane, Weston, CT, 06883 $1,369,900 5 4 5,398 2 Acres
9 Autumn Ridge Road, Weston, CT, 06883 $1,415,000 4 3 3,621 2 Acres
32 Silver Ridge Common, Weston, CT, 06883 $1,750,000 4 5 4,234 2.01 Acres
274 Lyons Plain Road, Weston, CT, 06883 $739,000 4 4 3,312 1.60 Acres
78 River Road, Weston, CT, 06883 $1,100,000 3 3 2,350 0.95 Acre
129 Davis Hill Road, Weston, CT, 06883 $1,695,000 4 4 3,822 2.03 Acres
103 Steep Hill Road, Weston, CT, 06883 $1,000,000 4 3 3,532 2.30 Acres
26 Hill Farm Road, Weston, CT, 06883 $1,250,000 6 4 3,537 2.27 Acres

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 09/06/2026 @ 06:41

MLS: 24202535 LISTED BY: Michael Spindler, Real Broker CT SOURCE: SmartMLS

Homes around $1,249,000

Selling? Save $74,441 when you sell a home like this

Tour with a ByOwner Agent