39 Deepwood Road

Darien, CT 06820

$4,022,500Sold
5
beds
3.5
baths
4,932
SF

Our Take

39 Deepwood Road in Darien is a 1940 home with five bedrooms, three full baths, and one half bath. The interior combines classic architecture with updated rooms, including a kitchen with a walk-in pantry, a formal living room and dining room with fireplaces, a vaulted-ceiling family room, and a library. Upstairs, the primary suite has a renovated bathroom and walk-in closet, while four additional bedrooms and two full baths accommodate family and guests. Outside, mature landscaping, bluestone patios, and a gunite pool shape the private backyard.

Property Details

Listing Facts

Acres
0.77
Year built
1940
Taxes (July 2025-June 2026)
$25,759 (July 2025-June 2026)
Price/SF
$816
Days on Market
19 Days
MLS number
24095468

Highlights

  • Mature landscaping around a private backyard
  • Two bluestone patios and a gunite pool
  • Kitchen with a walk-in pantry
  • Formal living room and dining room with fireplaces
  • Vaulted-ceiling family room with backyard access
  • Primary suite with renovated bathroom and walk-in closet
  • Four additional bedrooms and two full baths
  • Classic architecture with thoughtfully updated rooms
Read the full listing description

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.

Schools

Elementary
Holmes
Middle
Not provided
High
Darien

School assignments as reported by SmartMLS.

Price History

DateEventPrice
Sold$4,022,500
Listed$4,195,000

Listing Agent

Houlihan Lawrence
Amanda Spatola

Building permit history

How we compile this →

Permit records include pool-related work at this property.

2023
Pool and/or SpaPool
Issued date
PermitB-23-132
Permit typePool and/or Spa
Declared project cost$110,000

Source detail: Darien’s municipal records identify permit types, categories and dates, but do not include public work descriptions for these records.

Interpretation note: This matched record set reflects only the municipal data currently imported; it is not a claim that no other work occurred.

How we compile this. The source is Darien municipal permit records. These records are imported periodically and are not a live feed from the town. A permit’s presence does not, by itself, confirm that work was completed or passed final inspection. Dates shown are issue dates unless identified otherwise. Descriptions may be lightly edited for readability without changing material details. Dollar amounts are town-reported project costs or permit valuations, not estimates of the property’s market value.

Map

39 Deepwood Road, Darien, CT 06820

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SmartMLS · Listing #24095468 · Closed

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