29 Hillcrest Avenue, Darien, CT 06820
SOLD
AUG 19, 2026

$3,352,300

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 3,621 sqft (on 0.51 acres)

29 Hillcrest Avenue, Darien, CT 06820

Est. Refi. Payment $22,066/mo*
Refinance Your Home
Currently Off Market - Sold Aug 19, 2026 for $3,352,000 (20% above list price)

Home Value

Trulia Estimate
$3.35M
Since last month
$700 (0%)
Since last year
Increased$774K (+29.9%)
Since last sale
Increased$7K (+0.2%)
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 +119% in the last 10 years
MonthEstimated value
2026
August 2026$3.36M
August 2026$3.36M
June 2026$2.95M
May 2026$2.86M
April 2026$2.79M
March 2026$2.82M
February 2026$2.68M
January 2026$2.64M
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
19 Chester Road, Darien, CT
0.16
Single-Family Home
$2,365,000
07/31/26
4
2.5
3,264
86 Middlesex Road, Darien, CT
0.06
Single-Family Home
$2,400,000
05/19/26
4
2.5
2,850
3 Hickory Lane, Darien, CT
0.20
Single-Family Home
$2,875,000
07/01/26
4
4
2,920
76 Deepwood Road, Darien, CT
0.15
Single-Family Home
$2,287,500
02/27/26
5
4
3,897
34 Intervale Road, Darien, CT
0.24
Single-Family Home
$2,850,000
06/22/26
4
3.5
3,180
12 Laurel Lane, Darien, CT
0.15
Single-Family Home
$2,052,000
08/26/26
3
2.5
3,151
35 Hazel Street, Darien, CT
0.40
Single-Family Home
$3,150,000
06/16/26
5
5.5
4,515

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
30 Hillcrest Avenue, Darien, CT 06820
0.03
$2,343,500
4
2.5
2,338
Off Market
86 Middlesex Road, Darien, CT 06820
0.06
$2,400,000
4
2.5
2,850
Recently Sold
6 Chester Road, Darien, CT 06820
0.11
$2,589,200
4
2.5
4,376
Off Market
25 Devon Road, Darien, CT 06820
0.13
$1,710,000
4
1.5
1,953
Recently Sold
12 Chester Rd, Darien, CT 06820
0.14
$2,160,800
4
2.5
2,075
Off Market
15 Chester Road, Darien, CT 06820
0.14
$2,986,200
4
3.5
3,204
Off Market
14 Chester Road, Darien, CT 06820
0.15
$2,515,000
4
2.5
2,855
Off Market
17 Sunnyside Avenue, Darien, CT 06820
0.15
$1,675,000
3
2.5
2,234
Recently Sold
4 Laurel Lane, Darien, CT 06820
0.14
$2,900,600
5
4
4,058
Off Market
19 Chester Road, Darien, CT 06820
0.16
$2,365,000
4
2.5
3,264
Recently Sold
15 Sunnyside Avenue, Darien, CT 06820
0.16
$1,875,000
3
2
2,308
Recently Sold

Local Information

  • Map ViewExplore the area around 29 Hillcrest Avenue.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1935
0.51 acre lot
3,621 sqft
$926/sqft
2 Car Garage

About this House

A true GEM!! Don't miss this truly beautiful 5 bedroom/3.1 bath home on a flat, dry half acre of lush landscape on one of Darien's premiere streets! This special home seamlessly blends generous proportions with a long list of new renovations including: roof, hvac/natural gas, and primary bath to name just a few.Step inside to over 3600sf of living space perfect for modern living and large-scale entertaining. The first floor offers an oversized eat-in kitchen with banquette and 4 additional oversized rooms for living and dining that accomodate everyone's needs and offers great flow to the gorgeous outdoor areas. The sprawling primary suite serves as a private sanctuary, complete with 2 walk-in closets and a newly transformed, spa-like bathroom. Generously sized secondary bedrooms offer ultimate flexibility for family, guests, or a dedicated home office. Outside, the property features a beautifully manicured flat yard (.51 acres), 2 tier composite deck with built-in grill to truly enjoy and experience seamless outdoor dining and entertaining. Unmatched for convenience, this premier address places you just minutes from top-rated schools, shopping, dining, train, and Woodland Park. Move right in and enjoy! Hillcrest Ave is a private road.
29 Hillcrest Avenue, Darien, CT 06820 is a 5 bedroom, 4 bathroom, 3,621 sqft single-family home built in 1935. It last sold for $3,352,000 on Aug 19, 2026 (20% above the $2,795,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,352,300, with a rent estimate of $7,666/month.
Last check for updates: about 5 hours ago
Listed by Michelle Donzeiser, (917) 620-0898
William Raveis Real Estate, (203) 655-1423
Bought with: Caroline Hanley, (917) 669-9713, Houlihan Lawrence, (203) 655-8238
Source: Smart MLS, MLS#24189152

Home Details for 29 Hillcrest Avenue

Interior Features

Interior Details
Basement: Partial,Unfinished,Sump Pump,Interior EntryNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Library, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3621 Square Feet
Appliances & Utilities
Appliances: Electric Cooktop, Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Cooler, Tankless Water HeaterDishwasherDryerLaundry: Upper Level,Mud RoomMicrowaveWasher
Heating & Cooling
Heating: Hot Water,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Porch, DeckFencing: FullExterior: Outdoor Grill, Rain Gutters, Stone WallFoundation: Block, Concrete PerimeterNo 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
Frontage
Waterfront: Beach AccessNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 3621 Square Feet

Property Information

Year Built
Year Built: 1935
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: see attachedParcel Number: 105719

Price & Status

Price
List Price: $2,795,000Price Per Sqft: $926/sqft
Status Change & Dates
Off Market Date: Fri Jul 17 2026Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Darien
School Information
Elementary School: HolmesHigh School: Darien

Building

Building Area
Building Area: 3621 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.51 acres

Miscellaneous

BasementMls Number: 24189152Attic: Heated, Finished, Floored, Walk-upAttribution Contact: (917) 620-0898Above Grade Unfinished Area: 3621

Price and Tax history

DateEventPrice
Aug 19, 2026
Source: Smart MLS #24189152
Sold
$3,352,000
Jul 17, 2026
Source: Smart MLS #24189152
Pending
$2,795,000
Jul 8, 2026
Source: Smart MLS #24189152
Listed For Sale
$2,795,000
May 29, 2020
Source: Smart MLS #170232454
Sold
$1,450,000
May 8, 2020
Source: Agent Provided
Pending
$1,595,000

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

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Frequently asked questions about 29 Hillcrest Avenue

  • What is 29 Hillcrest Avenue estimated to be worth?
    Trulia's estimated value for 29 Hillcrest Avenue in Darien, CT is $3,352,300.
  • What is the price history for 29 Hillcrest Avenue?
    29 Hillcrest Avenue in Darien, CT last sold for $3,352,000 in August 2026.
  • 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 29 Hillcrest Avenue have air conditioning?
    Yes, 29 Hillcrest Avenue in Darien, CT has air conditioning.
  • Does 29 Hillcrest Avenue have laundry facilities?
    Yes, 29 Hillcrest Avenue in Darien, CT has in-unit laundry.

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