$4,195,000

39 Deepwood Rd Darien, CT 06820

5 beds
3 full, 1 partial
4,932 sqft
0.8 acres
$851 / sqft
House

Property details

About 39 Deepwood Rd

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.

Highlights

Home typeOther
HeatingHot Water
StatusActive
CoolingCentral Air
Size4,932 sqft
BasementYes
Lot size0.77 Acres
Year built1940
ParkingAttached Garage
MLS #24095468
Attached garage2 spaces
WaterfrontBeach
Private poolYes

Summary

  • Partial Bathrooms: 1
  • Full Bathrooms: 3
  • Appliances: Oven/Range, Refrigerator, Freezer, Dishwasher, Washer, Dryer
  • Basement: Yes
  • Total Bedroom Count: 5
  • Garage Space: 2 spaces
  • Attached Garage: Yes
  • Private Pool: Yes
  • Parking: Attached Garage
  • Waterfront: Beach
  • Architectural Style: Colonial
  • Heating: Hot Water
  • Cooling: Central Air
  • List Price: $4,195,000
  • Price/SqFt: $850
  • Annual Tax Amount: $24,445
  • Tax Year: 2024
  • Lot: Level, Landscaped
  • Directions: hollow tree to deepwood
  • Year Built: 1940
  • Living Area: 4,932 SqFt
  • Lot Size: 0.77 Acres
  • MLS Number: 24095468
  • Office Name: Houlihan Lawrence
  • Office Phone: (203) 655-8238
  • Office Email: aspatola@houlihanlawrence.com
  • Listing Agent: Amanda Spatola

IDXCopyright © 2025 Smart MLS. The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 5/20/2025, 12:20:32 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Get an agent. Get a mortgage. Save big.¹

view of front of house featuring gravel driveway, a chimney, a front lawn, an attached garage, and covered porch

$4,195,000

39 Deepwood Rd

Sell your home with Rocket and save even more!

Seller rebate

0.5% sale price²

Price information

Property sales

DateEventPrice
May 13, 2014
Home Sold
$1,757,500
Jun 19, 1992
Home Sold
$646,500

Tax history

YearAssessmentProperty Tax
2024$1,664,040$24,445
2023$1,252,300$22,053
2022$1,252,300$21,577
2021$1,252,300$21,089
2020$1,252,300$20,450
2019$1,252,300$20,625

History based on county public records data.

Nearby schools

9

Holmes Elementary School

Public District KG-5

0.7 mi

18 Hoyt St

3

Toquam Magnet School

Public Magnet KG-5

1.3 mi

123 Ridgewood Ave

10

Royle Elementary School

Public District KG-5

1.4 mi

133 Mansfield Ave

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $168,750. The majority of Darien, CT residents have income $200k+ annually. Most families are married, with kids. The most common level of education of people living in this area is post secondary degree.

How much money do the neighbors make?

10%
<35k
21%
35k-100k
29%
100k-200k
40%
200k+

What level of education do the neighbors have?

No High School
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

17%
Single, No Kids
5%
Single, with Kids
24%
Married, No Kids
54%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

28%
<11 yrs old
11%
12-17 yrs old
9%
18-34 yrs old
43%
35-64 yrs old
9%
65+ yrs old

What do the neighbors do for fun?

  • TennisTennis
  • Skiing/snowboardingSkiing/snowboarding
  • Men's TennisMen's Tennis

Where do the neighbors shop?

  • Brooks BrothersBrooks Brothers
  • NordstromNordstrom
  • BloomingdalesBloomingdales

Where do the neighbors go to eat?

  • QdobaQdoba
  • California Pizza KitchenCalifornia Pizza Kitchen
  • Bonefish GrillBonefish Grill

What do the neighbors drive?

  • AcuraAcura
  • BMWBMW
  • LexusLexus

What do the neighbors listen to?

  • SportsSports
  • Talk/PersonalityTalk/Personality
  • NewsNews
All data provided by Home Junction and Claritas

Similar homes for sale

Frequently asked questions

About 39 Deepwood Rd

The listing price of 39 Deepwood Rd property is $4,195,000.

The property 39 Deepwood Rd is a house located in Darien, Connecticut, 06820.

Active Listing: 39 Deepwood Rd is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 39 Deepwood Rd are: Holmes Elementary School (GreatSchools Rating 9/10), Toquam Magnet School (GreatSchools Rating 3/10), Royle Elementary School (GreatSchools Rating 10/10), Middlesex Middle School (GreatSchools Rating 10/10), Dolan School (GreatSchools Rating 4/10), Rogers International School (GreatSchools Rating 6/10), Darien High School (GreatSchools Rating 10/10), Stamford High School (GreatSchools Rating 3/10), The Academy of Information Technology & Engineering (GreatSchools Rating 6/10).

According to the records, the last property tax for 2024 is $24,445 (source: MLS/based on county public records data).

The last sale was on May 13, 2014 for $1,757,500 (source: MLS/tax record).

The property at 39 Deepwood Rd has 5 bedrooms and 3 full and 1 half bathrooms.

The property 39 Deepwood Rd is 4,932 SqFt (source: MLS/tax record).

The year of construction for 39 Deepwood Rd is 1940.

This home is located at 39 Deepwood Rd in Darien, CT and zip code 06820. This 4,932 square foot home, which was built in 1940, sits on a 0.77 acre lot. Features: 5 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since May 14, 2025 and is currently priced at $4,195,000.

In April 2025 more than 16 listings in Darien, CT were sold above the asking price. During the same period more than 1 listings were sold at asking price, while more than 2 were sold below. The number of listings in Darien, CT increased by 24.6% between March and April 2025.

From Rocket Homes Real Estate and based on county public records data.

More resources