28 Hillcrest Ave, Darien, CT 06820
OFF MARKET

28 Hillcrest Ave
Darien, CT 06820

  • 5 Beds
  • 4.5 Baths
  • 3,229 sqft (on 0.39 acres)

$3,148,500

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $20,629/mo*
Refinance Your Home

$3,148,500

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $20,629/mo*
Refinance Your Home
5 Beds
4.5 Baths
3,229 sqft
(on 0.39 acres)

Home Value

Trulia Estimate
$3.15M
Since last month
Decreased$45K (-1.4%)
Since last year
Increased$250K (+8.6%)
Since last sale
Increased$1M (+58.6%)
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 +151% in the last 10 years
MonthEstimated value
2026
August 2026$3.16M
July 2026$3.21M
June 2026$3.27M
May 2026$3.2M
April 2026$3.13M
March 2026$3.19M
February 2026$3.02M
January 2026$3M
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
86 Middlesex Road, Darien, CT
0.07
Single-Family Home
$2,400,000
05/19/26
4
2.5
2,850
19 Chester Road, Darien, CT
0.18
Single-Family Home
$2,365,000
07/31/26
4
2.5
3,264
76 Deepwood Road, Darien, CT
0.16
Single-Family Home
$2,287,500
02/27/26
5
4
3,897
3 Devon Road, Darien, CT
0.20
Single-Family Home
$1,950,000
10/23/25
4
3.5
2,568
34 Intervale Road, Darien, CT
0.22
Single-Family Home
$2,850,000
06/22/26
4
3.5
3,180
8 Forest Road, Darien, CT
0.19
Single-Family Home
$1,650,000
11/21/25
4
3
2,707
30 Devon Rd, Darien, CT
0.14
Single-Family Home
$2,200,000
12/16/25
4
2.5
2,424
3 Hickory Lane, Darien, CT
0.23
Single-Family Home
$2,875,000
07/01/26
4
4
2,920
12 Abbey Road, Darien, CT
0.35
Single-Family Home
$2,235,000
08/18/25
4
3.5
2,790
17 Sunnyside Avenue, Darien, CT
0.11
Single-Family Home
$1,675,000
03/26/26
3
2.5
2,234

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
0.02
$2,283,600
4
2.5
2,338
Off Market
86 Middlesex Road, Darien, CT 06820
0.07
$2,400,000
4
2.5
2,850
Recently Sold
6 Chester Road, Darien, CT 06820
0.11
$2,557,000
4
2.5
4,376
Off Market
25 Devon Road, Darien, CT 06820
0.12
$1,710,000
4
1.5
1,953
Recently Sold
17 Sunnyside Avenue, Darien, CT 06820
0.11
$1,675,000
3
2.5
2,234
Recently Sold
15 Sunnyside Avenue, Darien, CT 06820
0.12
$1,875,000
3
2
2,308
Recently Sold
64 Middlesex Road, Darien, CT 06820
0.13
$2,294,500
4
3
2,513
Off Market
12 Chester Rd, Darien, CT 06820
0.14
$2,111,500
4
2.5
2,075
Off Market
60 Middlesex Road, Darien, CT 06820
0.15
$1,942,800
4
2.5
2,106
Off Market
14 Chester Road, Darien, CT 06820
0.15
$2,512,500
4
2.5
2,855
Off Market
13 Devon Road, Darien, CT 06820
0.16
$1,325,000
4
2
1,402
Recently Sold
15 Chester Road, Darien, CT 06820
0.15
$2,971,700
4
3.5
3,204
Off Market

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
1937
Lot Size
0.39 acres
Living Area
3,229 sqft
Price/Sqft
$975
Parking
Garage

About this House

Nestled among a lush backdrop of greenery, this stunning Modern Colonial residence beckons one home. Just off the private road, a circular driveway gracefully approaches the 3380 square foot, 5 bedrooms, 4 bath abode wrapped in crisp white siding that stands proudly amid the meticulously groomed landscapes. Inside, the newly renovated property gleams with natural light from the long, double glazed casement windows, bright white walls trimmed with crown molding, and sparkling hardwood floors. French doors open to an oversized back deck with a expansive new backyard with tasteful landscaping throughout. Inside, the luxurious master suite includes two walk-in closets, a private sitting room, and a sumptuous bathroom with marble counters, floors, and spa-tub surrounds. This home comprises excellent bonus rooms like; a mudroom, two playrooms, a spacious 3rd-level room perfect for a 2nd master suite or home office, and a finished basement ideal for a home gym. This custom Fox Hill home built in 2017 also includes a new generator, electric fence, newly built retaining wall, and Carrara Marble counters in all the bathrooms. That the house is close to everything, and a short drive to the beach, various country clubs and yacht clubs make this pristine Colonial the modern buyer's ideal place to call home.
28 Hillcrest Ave, Darien, CT 06820 is a 5 bedroom, 5 bathroom, 3,229 sqft single-family home built in 1937. It last sold for $1,995,000 on Aug 9, 2021. It is currently off market. The Trulia Estimate is $3,148,500, with a rent estimate of $7,989/month.

Home Details for 28 Hillcrest Ave

Interior Features

Interior Details
BasementAtticNumber of Rooms: 12
Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1937Year Updated: 2017
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
DeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.39 acres

Price and Tax history

DateEventPrice
Aug 9, 2021
Source: Smart MLS #170367502
Sold
$1,995,000
Jun 9, 2021
Source: Halstead / Brown Harris Stevens #170367502
PendingToActive
$1,995,000
Feb 13, 2021
Source: Agent Provided
Pending
$1,995,000
Feb 13, 2021
Source: Smart MLS #170367502
Contingent
$1,995,000
Jan 26, 2021
Source: Smart MLS #170367502
Listed For Sale
$1,995,000

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
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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. "
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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"
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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
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  • 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. "
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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."
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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!"
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  • Kathrynquirk445
    "Beautiful area. Gorgeous homes. Lovely neighbors. Lived here many years and love it. Great privacy and incredibly convenient."
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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
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  • 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 Hillcrest Ave

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Off Market Homes Near 28 Hillcrest Ave

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Frequently asked questions about 28 Hillcrest Ave

  • What is 28 Hillcrest Ave estimated to be worth?
    Trulia's estimated value for 28 Hillcrest Ave in Darien, CT is $3,148,500.
  • What is the price history for 28 Hillcrest Ave?
    28 Hillcrest Ave in Darien, CT last sold for $1,995,000 in August 2021.
  • 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.
  • How big is the lot at 28 Hillcrest Ave?
    The lot at 28 Hillcrest Ave in Darien, CT is about 0.39 acres (16,988 sq ft).
  • Does 28 Hillcrest Ave have a garage?
    Yes, 28 Hillcrest Ave in Darien, CT has a garage.