16 Oakshade Ave, Darien, CT 06820
Property image
Property image
OFF MARKET

$2,114,100

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,507 sqft

16 Oakshade Ave, Darien, CT 06820

Est. Refi. Payment $13,943/mo*
Refinance Your Home
Currently Off Market - Sold Nov 13, 2020 for $1,140,000

Home Value

Trulia Estimate
$2.11M
Since last month
Decreased$2K (-0.1%)
Since last year
Increased$198K (+10.2%)
Since last sale
Increased$986K (+86.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +86% in the last 10 years
MonthEstimated value
2026
August 2026$2.13M
July 2026$2.13M
June 2026$2.2M
May 2026$2.14M
April 2026$2.08M
March 2026$2.1M
February 2026$1.99M
January 2026$1.96M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
17 Sunnyside Avenue, Darien, CT
0.03
Single-Family Home
$1,675,000
03/26/26
3
2.5
2,234
25 Devon Road, Darien, CT
0.12
Single-Family Home
$1,710,000
04/27/26
4
1.5
1,953
15 Sunnyside Avenue, Darien, CT
0.04
Single-Family Home
$1,875,000
12/01/25
3
2
2,308
13 Devon Road, Darien, CT
0.13
Single-Family Home
$1,325,000
08/13/26
4
2
1,402
30 Devon Rd, Darien, CT
0.16
Single-Family Home
$2,200,000
12/16/25
4
2.5
2,424
8 Forest Road, Darien, CT
0.20
Single-Family Home
$1,650,000
11/21/25
4
3
2,707
3 Devon Road, Darien, CT
0.15
Single-Family Home
$1,950,000
10/23/25
4
3.5
2,568
86 Middlesex Road, Darien, CT
0.12
Single-Family Home
$2,400,000
05/19/26
4
2.5
2,850
3 Abbey Road, Darien, CT
0.26
Single-Family Home
$2,258,000
06/01/26
4
2.5
2,450
6 Park Lane, Darien, CT
0.43
Single-Family Home
$1,550,000
06/29/26
4
2.5
2,108

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
17 Sunnyside Avenue, Darien, CT 06820
0.03
$1,675,000
3
2.5
2,234
Recently Sold
15 Sunnyside Avenue, Darien, CT 06820
0.04
$1,875,000
3
2
2,308
Recently Sold
30 Hillcrest Avenue, Darien, CT 06820
0.10
$2,318,300
4
2.5
2,338
Off Market
13 Glenvale Avenue, Darien, CT 06820
0.09
$1,639,600
3
2
1,662
Off Market
33 Christie Hill Road, Darien, CT 06820
0.13
$2,201,800
4
2.5
3,099
Off Market
64 Middlesex Road, Darien, CT 06820
0.09
$2,325,000
4
3
2,513
Off Market
29 Hillcrest Avenue, Darien, CT 06820
0.12
$3,352,000
5
3.5
3,621
Recently Sold
60 Middlesex Road, Darien, CT 06820
0.10
$1,940,700
4
2.5
2,106
Off Market
86 Middlesex Road, Darien, CT 06820
0.12
$2,400,000
4
2.5
2,850
Recently Sold
25 Devon Road, Darien, CT 06820
0.12
$1,710,000
4
1.5
1,953
Recently Sold
6 Chester Road, Darien, CT 06820
0.13
$2,589,200
4
2.5
4,376
Off Market
13 Devon Road, Darien, CT 06820
0.13
$1,325,000
4
2
1,402
Recently Sold

Local Information

  • Map ViewExplore the area around 16 Oakshade Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1928
Living Area
2,507 sqft
Price/Sqft
$843
Parking
Garage

About this House

Nestled on a tree-lined street near parks, shopping and the train, you will find this charming 4 bedroom, 2.5 bath home will delight those looking for classic character and thoughtful details. The discerning eye will immediately notice the oak floors, trimmed with a detailed border, crown molding & accented coffered ceilings. The cozy wood-burning fireplace is framed on either side with glass built-in cabinets and arch cased doorways leading into both the formal dining room and a study/den. The updated kitchen is filled with natural light through a large bay window and features hickory hardwood floors, stainless steel appliances, breakfast bar & Silestone counters. Easily entertain and cook with an additional sitting area off the kitchen which leads to a spacious deck overlooking the backyard. Enjoy the outdoors from the comfort of the private screened porch which will quickly become your favorite perch to watch the world go by. The upper level is home to all 4 bedrooms including the master suite with 6 windows, hardwood floors & an en-suite bath with marble counters, glass shower & marble tile floor. The attic is a bonus space (historically used as a bedroom). The basement has a laundry room, workshop, storage room, and even a dark room! The backyard is private with mature trees. This home has been well-loved and cared for and is ready to welcome its next family.
16 Oakshade Ave, Darien, CT 06820 is a 4 bedroom, 3 bathroom, 2,507 sqft single-family home built in 1928. It last sold for $1,140,000 on Nov 13, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,114,100, with a rent estimate of $7,324/month.

Home Details for 16 Oakshade Ave

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9Types of Rooms: Laundry RoomCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPatio
Parking & Garage
GarageParking Space: 1Parking: Garage Detached

Property Information

Year Built
Year Built: 1928
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Nov 13, 2020
Source: Smart MLS #170313923
Sold
$1,140,000
Aug 27, 2020
Source: Agent Provided
Pending
$1,199,000
Aug 6, 2020
Source: Agent Provided
PriceChange
$1,199,000
Price decreased by 3%
Jul 8, 2020
Source: Agent Provided
Listed For Sale
$1,239,000

Market trends in Darien

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.98M
$246KMoM
Sale-to-List Price
108.9%
3.3%MoM
Price per sq ft
$800
$12MoM
Available listings
36
18MoM

Around this home

What Locals Say about Darien

At least 147 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 89 % Say yards are well-kept

  • 88 % Say parking is easy

  • 87 % Say car is needed

  • 84 % Say there's holiday spirit

  • 82 % Say people would walk alone at night

  • 80 % Say kids play outside

  • 73 % Say there's wildlife

  • 71 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 58 % Say neighbors are friendly

  • 58 % Say there are community events

  • 58 % Say there are sidewalks

  • 55 % Say it's walkable to restaurants

  • 48 % Say it's walkable to grocery stores

  • 44 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Kimrichardnyc
    "Happy, safe and friendly place to live and raise children. Need more diversification like in wesport CT though. "
    0
    Flag
  • Trulia User
    "This is the best town to raise kids and build friendships. The beaches, parks, restaurants, nature and proximity to NYC also makes a great place to live. We have found the people generally friendly and welcoming. "
    0
    Flag
  • Trulia User
    "great place to raise kids, we have lived here for about a decade. fantastic schools, great neighbors"
    0
    Flag
  • Jessica_hatch7
    "NA commute to the city is an easy 65 minute train ride. We have two stations in Darien, both easily accessible. "
    3
    Flag
  • Peter S.
    "Holidays and school events. Dining and activities such as sports, the arts and many many social events"
    0
    Flag
  • Mzengo8
    "My neighborhood plays kid lacrosse/ basketball or football games. And we have parties on almost every holiday. Which is very fun for all of the kids on the block "
    0
    Flag
  • Bill T.
    "Dead end but on a hill and has a loop so kids can run around, play and explore. Lots of trees and woods surround the neighborhood."
    3
    Flag
  • Tad
    "My commute is five minutes to the train station, five minute walk from parking lot to the tracks, then an hour on the train to grand central each work day. "
    1
    Flag
  • Allison w.
    "They would love it, such a friendly area. Dogs are everywhere and appreciated. I have 2 dogs and I am so glad there are a ton of dogs around. "
    0
    Flag
  • Chad W.
    "Darien is as family friendly as it gets. There is a lot of money here. Some are kind, but many are snobby. It's a bit of a bubble, which is why many families move here."
    0
    Flag
  • Jessica_hatch7
    "The people are amazing and the schools are fantastic. We are only 60 minutes from the city and the trains run very frequently. "
    2
    Flag
  • Victoria_belluscio
    "Great place to raise children- excellent schools- everything is 5-10 min away so good for busy schedules! 2 train stations for easy commuting, beaches, parks and more!"
    0
    Flag
  • Kathrynquirk445
    "Beautiful area. Gorgeous homes. Lovely neighbors. Lived here many years and love it. Great privacy and incredibly convenient."
    0
    Flag
  • Bill T.
    "Big circle where no cars or trucks visit unless they live here or have business in the neighborhood... great place for kids"
    1
    Flag
  • dwenger
    "Spectacular location: Walk to beaches, shops, Train to NYC, convenient to I-95 and more "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 16 Oakshade Ave

  • What is 16 Oakshade Ave estimated to be worth?
    Trulia's estimated value for 16 Oakshade Ave in Darien, CT is $2,114,100.
  • What is the price history for 16 Oakshade Ave?
    16 Oakshade Ave in Darien, CT last sold for $1,140,000 in November 2020.
  • Is Darien a buyer's or seller's market?
    Darien is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Darien?
    The median sale price in Darien is $2.98M. That is up $246K from the prior month.
  • Does 16 Oakshade Ave have laundry facilities?
    Yes, 16 Oakshade Ave in Darien, CT has in-unit laundry.
  • How big is the lot at 16 Oakshade Ave?
    The lot at 16 Oakshade Ave in Darien, CT is about 0.23 acres (10,019 sq ft).

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