20 Shady Acres Road, Darien, CT 06820
SOLD
AUG 20, 2025

20 Shady Acres Road
Darien, CT 06820

  • 5 Beds
  • 4 Baths
  • 3,322 sqft (on 2 acres)

$2,460,000

Last Sold: Aug 20, 2025
1% below list $2.48M
$741/sqft
Est. Refi. Payment $15,682/mo*
Refinance Your Home

$2,460,000

Last Sold: Aug 20, 2025
1% below list $2.48M
$741/sqft
Est. Refi. Payment $15,682/mo*
Refinance Your Home
5 Beds
4 Baths
3,322 sqft
(on 2 acres)

Homes for sale near 20 Shady Acres Road

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Local Information

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

Description

MID-CENTURY MODERN PERFECTION! Set on 2 acres at the end of a Cul De Sac. Enter into the circular driveway to the front of the house to the beautiful private setting. Main level has many original features to include an artistic front entryway, large foyer that leads into Living and Dining room with double sided fireplace with a cathedral ceiling, exposed beams, to rear wall of glass with patio access. Updated eat in kitchen, family room with fireplace and built ins, home office, primary bedroom suite, plus additional bedrooms including 1 in upper level, walk out lower level that is beautifully finished with kitchenette/bar/family room area and more bedrooms, full bath and laundry. Layout lends to so many options and living arrangements. Blue stone patios, inground pool with outdoor shower. Darien has so much to offer with easy access to parkway, train station, beaches, restaurants, and so much more.
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. This description is from August 21, 2025

Home Highlights

Parking
Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
$56/Monthly
Price/Sqft
$741/sqft
Listed
180+ days ago

Home Details for 20 Shady Acres Road

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 3322 Square Feet
Appliances & Utilities
Appliances: None, Water Heater
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: BlockHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 10Parking: Detached,Driveway,Circular Driveway
Pool
Pool: In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 3322 Square Feet

Property Information

Year Built
Year Built: 1962
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 103047

Price & Status

Price
List Price: $2,485,000Price Per Sqft: $741/sqft
Status Change & Dates
Off Market Date: Thu Jul 31 2025Possession Timing: By Agreement

Active Status

MLS Status: Closed

Location

Direction & Address
City: Darien
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Agent Information

Buyer Agent
Buyer Company Name: Team AFA at William Raveis Real Estate

Building

Building Area
Building Area: 3322 Square Feet

HOA

HOA Fee Includes: Road MaintenanceHas an HOAHOA Fee: $670/Annually

Lot Information

Lot Area: 2 Acres

Listing Info

Special Conditions: Real Estate Owned

Miscellaneous

BasementMls Number: 24104963Attic: NoneAbove Grade Unfinished Area: 3322
Last check for updates: 1 day ago
Listed by Susan Frederico, (203) 671-8769
Aspen Realty Group, (860) 337-0011
Bought with: Nellie Snell, (203) 979-9149, William Raveis Real Estate, (203) 655-1423
Source: Smart MLS, MLS#24104963

Price History for 20 Shady Acres Road

DatePriceEventSource
08/20/2025$2,460,000Sold
Smart MLS #24104963
08/25/2022ListingRemovedSmart MLS #170262939
09/20/2021$1,595,000PriceChange
Smart MLS #170262939
07/24/2021$1,495,000Listed For SaleSmart MLS #170262939
01/14/2021ListingRemovedSmart MLS
10/09/2020$1,495,000Listed For SaleAgent Provided
11/20/2017$1,884,000ListingRemovedAgent Provided
09/18/2017$1,884,000PriceChange
Agent Provided
05/17/2017$1,894,000PriceChange
Agent Provided
03/09/2017$1,895,000Listed For SaleAgent Provided
02/03/2015$2,195,000ListingRemovedAgent Provided
05/08/2014$2,195,000Listed For SaleAgent Provided
01/17/2003$1,400,000Sold
Smart MLS #98101071
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Property Tax and Assessment

Year2025
Tax$28,269
Assessment$1,826,160
Home facts updated by county records

Comparable Sales for 20 Shady Acres Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
37 Salisbury Road, Darien, CT
0.46
Single-Family Home
$2,795,000
08/11/25
4
3.5
3,261
146 Ridge Acres Road, Darien, CT
0.29
Single-Family Home
$3,300,000
02/25/26
4
5
3,422
115 Maywood Road, Norwalk, CT
0.26
Single-Family Home
$1,130,000
12/03/25
4
4
2,375
175 West Norwalk Road, Norwalk, CT
0.27
Single-Family Home
$1,549,000
01/14/26
5
4
6,144
49 Salisbury Rd, Darien, CT
0.49
Single-Family Home
$2,865,000
04/20/26
5
4.5
4,000
14 Jennifer Road, Norwalk, CT
0.35
Single-Family Home
$1,300,000
09/22/25
4
2.5
3,379
7 Morehouse Lane, Norwalk, CT
0.39
Single-Family Home
$1,101,117
12/30/25
4
2.5
2,766
217 West Norwalk Road, Norwalk, CT
0.67
Single-Family Home
$2,325,000
07/28/25
4
4.5
4,448
23 Maplewood Drive, Darien, CT
0.99
Single-Family Home
$2,710,000
12/08/25
5
3.5
3,506

Assigned Schools

These are the assigned schools for 20 Shady Acres Road.
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What Locals Say about Darien

At least 146 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 90 % 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

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
    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
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  • 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

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Homes for rent near 20 Shady Acres Road

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Off Market Homes Near 20 Shady Acres Road

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20 Shady Acres Road, Darien, CT 06820 is a 5 bedroom, 4 bathroom, 3,322 sqft single-family home built in 1962. This property is not currently available for sale. 20 Shady Acres Road was last sold on Aug 20, 2025 for $2,460,000 (1% lower than the asking price of $2,485,000). The current Trulia Estimate for 20 Shady Acres Road is $3,288,400.