384 Hollow Tree Ridge Road, Darien, CT 06820
OFF MARKET

384 Hollow Tree Ridge Road
Darien, CT 06820

  • 6 Beds
  • 6 Baths
  • 5,703 sqft (on 2.77 acres)

$4,770,900

Trulia Estimate
as of Jun 10, 2026
Est. Refi. Payment $30,668/mo*
Refinance Your Home

$4,770,900

Trulia Estimate
as of Jun 10, 2026
Est. Refi. Payment $30,668/mo*
Refinance Your Home
6 Beds
6 Baths
5,703 sqft
(on 2.77 acres)

Local Information

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

Description

Quintessential New England Stone Front Cape in Estate Setting.Beautifully updated and expanded on 2.77 acres, this six bedroom 5/2 bath home suits today's buyer's needs while maintaining its classic charm. Front to back living room with built-ins, custom paneled office with wet bar, renovated kitchen with marble counters, shiplap detail and stainless appliances, family room with stone fireplace, built-ins and three walls of windows, and the formal dining room all lead to the extensive stone patio and terrace with built-in grill, fireplace and stunning, heated, saltwater pool and spa.The primary suite with two walk-in closets and marble bath provides a lovely haven at day's end. Four additional bedrooms as well as three full baths, a laundry room and cozy reading nook with window seat and book cases can be reached by both the front and rear staircases. The large, first floor bedroom suite is tucked away allowing ultimate privacy for guests. The lower level includes a finished rec room as well as a workshop area and enormous amounts of storage. Steps from Wee Burn Country Club, the property is simply magical. Aside from the gorgeous tiered terrace and heated pool/spa, the large, flat lower lawn is flanked by mature trees and Land Trust Property ensuring your privacy. Walking distance to train, DHS, Middlesex Middle School and the newly developed Darien Commons.
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 October 01, 2024

Home Highlights

Parking
2 Car Garage
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 384 Hollow Tree Ridge Road

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Office, Rec Play Room
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 7Number of Bathrooms (full): 5Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 5703 Square Feet
Appliances & Utilities
Utilities: Underground Utilities, Cable AvailableAppliances: Gas Cooktop, Oven, Convection Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Water HeaterDishwasherDryerLaundry: Upper Level,Mud RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Zoned,OilHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Spa: HeatedHas a Fireplace
Windows, Doors, Floors & Walls
Door: French Doors
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: Wood MetalPatio / Porch: PatioFencing: WoodExterior: Rain Gutters, Lighting, Outdoor Grill, Stone Wall, Underground SprinklerFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage Door Opener
Pool
Pool: Gunite, Heated, Salt Water, In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 4926 Square FeetFinished Area (below surface): 777 Square Feet

Property Information

Year Built
Year Built: 1946
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Stone, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: See attached exclusion/inclusion sheetParcel Number: 103741

Price & Status

Price
List Price: $3,850,000
Status Change & Dates
Off Market Date: Fri Mar 15 2024Possession Timing: June Or July

Active Status

MLS Status: Closed

Media

Location

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

Agent Information

Buyer Agent
Buyer Company Name: The Hawes Team at Compass

Building

Building Area
Building Area: 5703 Square Feet

Community

Community Features: Golf, Health Club, Library, Medical Facilities, Near Public Transport, Stables/Riding, Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 2.77 Acres

Miscellaneous

BasementMls Number: 170624248Attic: NoneAbove Grade Unfinished Area: 4926

Additional Information

GolfHealth ClubLibraryMedical FacilitiesNear Public TransportStables/RidingTennis Court(s)
Last check for updates: about 10 hours ago
Listed by Cathy Thomas, (203) 722-6848
Houlihan Lawrence, (203) 655-8238
Heather Hilleman, (917) 363-5414
Houlihan Lawrence, (203) 655-8238
Bought with: Katie C. DeSalvo, (203) 249-8812, Compass Connecticut, LLC, (203) 423-3100
Source: Smart MLS, MLS#170624248

Price History for 384 Hollow Tree Ridge Road

DatePriceEventSource
07/08/2024$4,070,000Sold
Smart MLS #170624248
03/15/2024$3,850,000PendingSmart MLS #170624248
03/06/2024$3,850,000Listed For SaleSmart MLS #170624248
04/24/2015$3,500,000Sold
N/A
07/11/2010$2,750,000ListingRemovedAgent Provided
05/10/2010$2,750,000PriceChange
Agent Provided
03/19/2010$2,895,000Listed For SaleAgent Provided
12/03/2009$2,985,000ListingRemovedAgent Provided
09/01/2009$2,985,000Listed 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$36,477
Assessment$2,356,410
Home facts updated by county records

Homeowner tools

Estimated monthly rent$22,237/mo
List your home for rent

Comparable Sales for 384 Hollow Tree Ridge Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
326 Hollow Tree Ridge Road, Darien, CT
0.26
Single-Family Home
$3,650,000
08/20/25
5
4.5
6,860
15 Waterbury Lane, Darien, CT
0.33
Single-Family Home
$4,400,000
04/28/26
5
5
6,052
178 Christie Hill Road, Darien, CT
0.27
Single-Family Home
$2,150,000
07/31/25
4
4.5
3,436
25 Libby Lane, Darien, CT
0.52
Single-Family Home
$4,325,000
07/29/25
5
6
5,545
15 Allwood Road, Darien, CT
0.83
Single-Family Home
$4,550,000
07/25/25
6
5.5
6,947
300 Hollow Tree Ridge Road, Darien, CT
0.40
Single-Family Home
$4,900,000
09/02/25
5
7
6,118
261 Hollow Tree Ridge Road, Darien, CT
0.59
Single-Family Home
$4,350,000
12/15/25
5
5.5
6,135
39 Deepwood Road, Darien, CT
0.56
Single-Family Home
$4,022,500
08/01/25
5
3.5
4,932
5 Wheat Lane, Darien, CT
0.74
Single-Family Home
$3,308,000
04/15/26
5
4
3,509

Nearby homes

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Assigned Schools

These are the assigned schools for 384 Hollow Tree Ridge Road.
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 "
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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
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  • 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 384 Hollow Tree Ridge Road

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Off Market Homes Near 384 Hollow Tree Ridge 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.
384 Hollow Tree Ridge Road, Darien, CT 06820 is a 6 bedroom, 7 bathroom, 5,703 sqft single-family home built in 1946. This property is not currently available for sale. 384 Hollow Tree Ridge Road was last sold on Jul 8, 2024 for $4,070,000 (6% higher than the asking price of $3,850,000). The current Trulia Estimate for 384 Hollow Tree Ridge Road is $4,770,900.