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Sold for $4,022,500 on 08/01/25
  • $4,022,500

    39 Deepwood Road, Darien, CT 06820

    5beds
    4,932sqft
    Single Family Residence
    Built in 1940
    0.77 Acres Lot
    $4,023,000 Zestimate®
    $816/sqft
    $16,043 Estimated rent

    What's special

    Set in one of Darien's most desirable neighborhoods, this impeccably renovated home blends timeless charm with modern luxury- all within walking distance to schools, the train station, and the shops and restaurants of Noroton Commons. The location simply can't be beat. Sitting on nearly one flat acre, the stunning and ultra-private backyard feels like your own secluded retreat. Mature landscaping offers complete privacy, while two elegant bluestone patios and a gunite pool make this outdoor space perfect for entertaining or relaxing in style. Inside, every room has been thoughtfully updated, preserving the classic architecture while enhancing functionality and design. The spacious, sunlit kitchen features a walk-in pantry and high-end finishes, seamlessly connecting to the rest of the home. The first floor is made for entertaining, with a formal living room with a wood-burning fireplace, a vaulted-ceiling family room with direct backyard access, a striking dining room (with its own fireplace), and a cozy library - each space as inviting as the next. Upstairs, the primary suite is a true sanctuary, complete with a newly renovated bathroom and walk-in closet. Four additional bedrooms and two full baths complete the second floor, offering the perfect layout for family and guests. This is a rare opportunity to own a turnkey, magazine-worthy home in a truly unbeatable location. Classic charm, thoughtful updates, and exceptional indoor/outdoor living- this one has it all.

    Zillow last checked: 7 hours ago

    Listing updated: August 01, 2025 at 08:42am

    Listed by:

    Amanda Spatola,

    Houlihan Lawrence,

    Christopher Gugelmann,

    Compass Connecticut, LLC

    Bought with:

    Susheila Starr, RES.0829830

    Sotheby's International Realty

    Source: Smart MLS,MLS#: 24095468MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Fireplace, Full Bath, Walk-In Closet(s), Hardwood Floor
    • Level: Upper
    • Area: 221 Square Feet
    • Dimensions: 13 x 17
    Bedroom
    • Level: Upper
    • Area: 192 Square Feet
    • Dimensions: 12 x 16
    Bedroom
    • Level: Upper
    • Area: 180 Square Feet
    • Dimensions: 12 x 15
    Bedroom
    • Level: Upper
    • Area: 182 Square Feet
    • Dimensions: 13 x 14
    Bedroom
    • Level: Upper
    • Area: 361 Square Feet
    • Dimensions: 19 x 19
    Dining room
    • Features: Fireplace, French Doors, Hardwood Floor
    • Level: Main
    • Area: 255 Square Feet
    • Dimensions: 15 x 17
    Family room
    • Features: Beamed Ceilings, Fireplace
    • Level: Main
    • Area: 442 Square Feet
    • Dimensions: 17 x 26
    Kitchen
    • Features: Remodeled, Kitchen Island, Pantry, Hardwood Floor
    • Level: Main
    Living room
    • Features: Fireplace, Hardwood Floor
    • Level: Main
    • Area: 425 Square Feet
    • Dimensions: 17 x 25
    Study
    • Level: Main
    • Area: 132 Square Feet
    • Dimensions: 11 x 12
    Heating
    • Hot Water, Oil
    Cooling
    • Central Air
    Appliances
    • Included: Oven/Range, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water Heater
    Features
    • Basement: Crawl Space,Interior Entry
    • Attic: Pull Down Stairs
    • Number of fireplaces: 3
    Interior area
    • Total structure area: 4,932
    • Total interior livable area: 4,932 sqft
    • Finished area above ground: 4,932

    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached
    • Attached garage spaces: 2
    Features
    • Has private pool: Yes
    • Pool features: Gunite, In Ground
    • Waterfront features: Beach Access
    Lot
    • Size: 0.77 Acres
    • Features: Dry, Level, Landscaped
    Details
    • Parcel number: 105576
    • Zoning: R-1

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Wood Siding
    • Foundation: Block
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1940

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & neighborhood

    Community
    • Community features: Golf, Library, Private School(s), Near Public Transport, Tennis Court(s)
    Location
    • Region: Darien
    Services availability
    Sell for more on Zillow
    Get a free Zillow Showcase℠ listing and you could sell for .
    $4,023,000
    2% more+ $80,460
    With Zillow Showcase(estimated)
    $4,103,460