16 Oakshade Ave, Darien, CT 06820
OFF MARKET

16 Oakshade Ave
Darien, CT 06820

  • 4 Beds
  • 2.5 Baths
  • 2,507 sqft

$2,147,900

Trulia Estimate
as of Jun 6, 2026
Est. Refi. Payment $13,848/mo*
Refinance Your Home

$2,147,900

Trulia Estimate
as of Jun 6, 2026
Est. Refi. Payment $13,848/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,507 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 16 Oakshade Ave

Interior Features

Heating & Cooling
Heating: Other, GasHeating Fuel: Other
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 History for 16 Oakshade Ave

DatePriceEventSource
11/13/2020$1,140,000Sold
Smart MLS #170313923
08/27/2020$1,199,000PendingAgent Provided
08/06/2020$1,199,000PriceChange
Agent Provided
07/08/2020$1,239,000Listed For SaleAgent Provided

Market trends in Darien

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
64
14MoM
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Property Tax and Assessment

Year2025
Tax$15,578
Assessment$1,006,320
Home facts updated by county records

Comparable Sales for 16 Oakshade Ave

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
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 Chester Road, Darien, CT
0.13
Single-Family Home
$2,400,000
06/26/25
4
2.5
4,376
71 Hoyt St, Darien, CT
0.32
Single-Family Home
$900,000
08/11/25
3
3
1,968

Nearby homes

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Assigned Schools

These are the assigned schools for 16 Oakshade Ave.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

  • 81 % 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
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  • 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
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  • Trulia User
    "great place to raise kids, we have lived here for about a decade. fantastic schools, great neighbors"
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Kathrynquirk445
    "Beautiful area. Gorgeous homes. Lovely neighbors. Lived here many years and love it. Great privacy and incredibly convenient."
    0
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  • 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
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16 Oakshade Ave, Darien, CT 06820 is a 4 bedroom, 3 bathroom, 2,507 sqft single-family home built in 1928. This property is not currently available for sale. 16 Oakshade Ave was last sold on Nov 13, 2020 for $1,140,000. The current Trulia Estimate for 16 Oakshade Ave is $2,147,900.