Home / Recently Sold / Darien
Closed · For Sale
$4,022,500
Asked $4,195,000 · Sold 2025-08-01

39 Deepwood Road, Darien, Connecticut 06820

5 beds 4 baths 4,932 sq ft Single Family For Sale Built 1940

About this home

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.

Status
Closed
Type
Single Family For Sale
Price
$4,022,500
Beds
5
Baths
4
Interior
4,932 sq ft
Lot
0.77 ac
Year Built
1940
MLS #
24095468
ZIP
06820
Days on Market
19
Heat
Oil · Hot Water
Cooling
Central Air
Water
Public Water Connected
Sewer
Public Sewer Connected
Parking
Attached Garage (2-car)

Flood risk: check the FEMA flood map for this address.

Schools

Elementary
Holmes
High School
Darien

Taxes

Property tax
$25,759 (July 2025-June 2026)
Assessed value
$1,664,040

Interior

Appliances
Oven/Range, Refrigerator, Freezer, Dishwasher, Washer, Dryer
Basement
Crawl Space, Interior Access
Attic
Pull-Down Stairs
Fireplaces
3
Total rooms
11

Building & Exterior

Style
Colonial
Roof
Asphalt Shingle
Siding
Wood
Foundation
Block
Pool
Gunite, In Ground Pool
New construction
No/Resale

Lot & Land

Zoning
R-1
Lot
Dry, Level Lot, Professionally Landscaped
Waterfront
Beach Rights

What's nearby

Grocery
Palmer's Market0.65 mi away
Also nearby
ShopRite1.2 mi away
Pharmacy
CVS Pharmacy1.49 mi away
Train
Noroton Heights Station0.7 mi awayMetro-North Railroad
Bus stop
Heights Rd @ 310 Heights Rd0.68 mi away
Elementary
Holmes
High school
Darien
School zone
Check the district's school finder the MLS did not name one for this address
~1.2 miPalmer's Market — 0.65 miShopRite — 1.2 miCVS Pharmacy — 1.49 miNoroton Heights — 0.7 miHeights Rd @ 310 Heights Rd — 0.68 mi
This homeGroceryPharmacyTrainBus

Real streets from OpenStreetMap; distances are straight-line from the property, not driving routes.

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

2025-08-01Sold — $4,022,500 asked $4,195,000 (this listing)MLS 24095468

Public record

From the Darien assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1940
Living area4,932 sq ft
Total rooms11
Lot size0.77 acres
Stories2
HeatCOLONIAL
ExteriorFRAME
Assessed value$1,664,040
Town appraisal$2,377,200
Last recorded sale2014 — $1,757,500
Listing courtesy of Houlihan Lawrence — Amanda Spatola · (203) 655-8238

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