28 Rocaton Road, Darien, CT 06820
OFF MARKET

28 Rocaton Road
Darien, CT 06820

  • 5 Beds
  • 4 Baths
  • 4,490 sqft (on 0.50 acres)

$3,894,900

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $25,071/mo*
Refinance Your Home

$3,894,900

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $25,071/mo*
Refinance Your Home
5 Beds
4 Baths
4,490 sqft
(on 0.50 acres)

Local Information

  • Map ViewExplore the area around 28 Rocaton Road.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Welcome to a perfect blend of warmth, elegance, and modern sophistication. Nestled on a private road in a coveted neighborhood in Darien, this 4,500-square-foot home is an entertainer's paradise, offering both inviting coziness and refined luxury. The beautifully landscaped half-acre lot boasts lush hydrangeas, mature trees, a bluestone patio with outdoor dining, fire pit, and a welcoming front porch-creating an ideal outdoor haven. Inside, the seamless flow of formal living spaces is perfect for hosting holidays and gatherings. The eat-in kitchen, c.omplete with a large center island, opens to a spacious family room with fireplace, dedicated office, and additional flexible space, perfect for playroom, craft room, or second office. A light-filled sunroom, with radiant-heated floors provides direct access to the back patio, offering pure serenity for quiet moments. A generous mudroom provides ample storage for everyone. Upstairs, you'll find five well-proportioned bedrooms, including a stunning primary suite. This luxurious retreat features its own private roof deck, two walk-in closets, and a spa-like bathroom with a steam shower and freestanding tub. Rounding out the second floor is a laundry room and spacious bonus room perfect for a home gym, media room or additional guest suite. This home is more than just a residence-it's a lifestyle. Perfectly situated steps from town and train for ultimate convenience, yet also offers a private sanctuary where you can truly unwind.
28 Rocaton Road, Darien, CT 06820 is a 5 bedroom, 5 bathroom, 4,490 sqft single-family home built in 1950. It last sold for $3,548,000 on Dec 13, 2024 (18% above the $2,995,000 asking price). It is currently off market. The Trulia Estimate is $3,894,900, with a rent estimate of $8,287/month.

Home Highlights

Parking
2 Car Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
$58/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 28 Rocaton Road

Interior Features

Interior Details
Basement: Crawl SpaceNumber of Rooms: 13Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Office, Rec Play Room, Sun Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 3Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 4490 Square Feet
Appliances & Utilities
Appliances: Gas Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Dryer, Wine Cooler, Water HeaterDishwasherDisposalDryerLaundry: Upper Level,Mud RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 3Has a Fireplace
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Frontage
Waterfront: Beach AccessNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 4490 Square Feet

Property Information

Year Built
Year Built: 1950
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Shingle SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 104588

Price & Status

Price
List Price: $2,995,000
Status Change & Dates
Off Market Date: Fri Oct 04 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Darien
School Information
Elementary School: RoyleJr High / Middle School: MiddlesexHigh School: Darien

Building

Building Area
Building Area: 4490 Square Feet

HOA

HOA Fee Includes: Snow Removal, Road MaintenanceHas an HOAHOA Fee: $700/Annually

Lot Information

Lot Area: 0.50 acres

Miscellaneous

Mls Number: 24048589Attic: Pull Down StairsAbove Grade Unfinished Area: 4490
Last check for updates: about 2 hours ago
Listed by Genevieve Schettino, (203) 604-5270
Compass Connecticut, LLC, (203) 423-3100
Co-Listing Agent: Amanda Davenport, (404) 803-0989
Compass Connecticut, LLC, (203) 423-3100
Bought with: Nan Peter, (203) 247-1188, Houlihan Lawrence, (203) 655-8238
Source: Smart MLS, MLS#24048589

Price History for 28 Rocaton Road

DatePriceEventSource
12/13/2024$3,548,000Sold
Smart MLS #24048589
10/05/2024$2,995,000PendingSmart MLS #24048589
09/26/2024$2,995,000Listed For SaleSmart MLS #24048589
07/02/2012$2,195,000Sold
Smart MLS #98532481
03/24/2012$2,195,000PendingAgent Provided
03/22/2012$2,195,000Listed For SaleAgent Provided
07/03/2002$1,075,000Sold
N/A

Market trends in Darien

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
64
1MoM
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Property Tax and Assessment

Year2025
Tax$25,905
Assessment$1,673,420
Home facts updated by county records

Comparable Sales for 28 Rocaton Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2 Tanglewood Trail, Darien, CT
0.07
Single-Family Home
$4,500,000
07/16/25
5
4.5
5,338
93 Mansfield Avenue, Darien, CT
0.33
Single-Family Home
$3,250,000
12/12/25
5
5
5,220
109 West Avenue, Darien, CT
0.22
Single-Family Home
$2,050,000
09/05/25
5
4.5
3,591
71 West Avenue, Darien, CT
0.13
Single-Family Home
$2,350,000
09/30/25
5
4.5
3,780
162 Leroy Avenue, Darien, CT
0.36
Single-Family Home
$3,825,000
07/15/25
5
5
4,295
10 Prospect Avenue, Darien, CT
0.43
Single-Family Home
$3,616,000
01/06/26
5
5
5,338
130 West Avenue, Darien, CT
0.33
Single-Family Home
$2,800,000
12/31/25
6
5.5
6,794
43 Stony Brook Rd, Darien, CT
0.29
Single-Family Home
$3,775,000
06/23/26
5
6.5
7,200
33 Fairview Avenue, Darien, CT
0.50
Single-Family Home
$3,300,000
06/12/26
4
2.5
3,102
29 Stony Brook Road, Darien, CT
0.26
Single-Family Home
$4,200,000
07/14/25
4
4.5
5,308

Nearby homes

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Assigned Schools

These are the assigned schools for 28 Rocaton Road.
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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 "
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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
    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
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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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Homes for sale near 28 Rocaton Road

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Off Market Homes Near 28 Rocaton Road

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.