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As of early 2026, 89% of users say yards are well-kept

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FOR SALE

NEW

OPEN SUN, 1-4PM

0.51 ACRES

29 Hillcrest Avenue
Darien, CT 06820

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

$2,795,000

Est. Mortgage $18,012/mo*

Get Pre-Qualified

$2,795,000

Est. Mortgage $18,012/mo*

Get Pre-Qualified

5 Beds

3.5 Baths

3,621 sqft

(on 0.51 acres)

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

Description

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! Full listing photos coming Thursday 7/9. Hillcrest Ave is a private road.

Open House

Sunday, July 12

1:00 PM to 4:00 PM

Home Highlights

Parking

2 Car Garage

Outdoor

Porch, Deck

A/C

Heating & Cooling

HOA

None

Price/Sqft

$772

Listed

Less than a day ago

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

Days on Market
Days on Market: <1 day on Trulia

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: $772
Status Change & Dates Possession Timing: Negotiable

Active Status
MLS Status: Active

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

Agent Information
Listing Agent Listing ID: 24189152

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

Last check for updates: about 3 hours ago

Listing courtesy of Michelle Donzeiser, (917) 620-0898

William Raveis Real Estate, (917) 620-0898

Source: Smart MLS, MLS#24189152

Also Listed on Smart MLS.

Market trends in Darien

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

Price History for 29 Hillcrest Avenue

Date	Price	Event	Source
07/08/2026	$2,795,000	Listed For Sale	Smart MLS #24189152

05/29/2020	$1,450,000	Sold	Smart MLS #170232454
Recording Date 05/29/2020 County Transfer Tax N/A Total Transfer Tax N/A
05/08/2020	$1,595,000	Pending	Agent Provided

10/03/2019	$1,595,000	PriceChange	Agent Provided
Price Change $100,000 (-6%)
09/06/2019	$1,695,000	PriceChange	Agent Provided
Price Change $4,000 (-0%)
06/17/2019	$1,699,000	Listed For Sale	N/A

09/03/1998	$730,000	Sold	N/A
Recording Date 09/03/1998 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$20,950
Assessment	$1,353,380

Home facts updated by county records

Comparable Sales for 29 Hillcrest Avenue

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
76 Deepwood Road, Darien, CT	0.15	Single-Family Home	$2,287,500	02/27/26	5	4	3,897
86 Middlesex Road, Darien, CT	0.06	Single-Family Home	$2,400,000	05/19/26	4	2.5	2,850
11 Christie Hill Road, Darien, CT	0.29	Single-Family Home	$1,951,000	07/10/25	4	3	2,852
8 Forest Road, Darien, CT	0.19	Single-Family Home	$1,650,000	11/21/25	4	3	2,707
3 Hickory Lane, Darien, CT	0.20	Single-Family Home	$2,875,000	07/01/26	4	4	2,920
154 Holmes Avenue, Darien, CT	0.42	Single-Family Home	$2,160,000	07/30/25	5	3.5	3,108
147 Holmes Avenue, Darien, CT	0.40	Single-Family Home	$1,850,000	07/21/25	5	3.5	2,974
3 Devon Road, Darien, CT	0.23	Single-Family Home	$1,950,000	10/23/25	4	3.5	2,568
53 Hoyt Street, Darien, CT	0.37	Single-Family Home	$1,725,000	05/14/26	3	3.5	2,180

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

OFF MARKET
Est. $2,227,600
4 bd
2.5 ba
2,338 sqft
30 Hillcrest Avenue,
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Compass Connecticut, LLC
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OFF MARKET
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4 bd
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Sotheby's International Realty
OFF MARKET
Est. $3,062,100
4 bd
3.5 ba
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15 Chester Road,
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Coldwell Banker Realty
OFF MARKET
Est. $2,560,800
4 bd
2.5 ba
2,855 sqft
14 Chester Road,
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Houlihan Lawrence
SOLD
MAR 26, 2026
$1,675,000
3 bd
2.5 ba
2,234 sqft
17 Sunnyside Avenue,
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William Pitt Sotheby's Int'l
OFF MARKET
Est. $3,015,100
5 bd
4 ba
4,058 sqft
4 Laurel Lane,
Darien, CT 06820
William Pitt Sotheby's Int'l
SOLD
DEC 1, 2025
$1,875,000
3 bd
2 ba
2,308 sqft
15 Sunnyside Avenue,
Darien, CT 06820
Houlihan Lawrence
OFF MARKET
Est. $2,282,800
4 bd
3 ba
2,513 sqft
64 Middlesex Road,
Darien, CT 06820
William Pitt Sotheby's Int'l

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Additional Cost

Assigned Schools

These are the assigned schools for 29 Hillcrest Avenue.

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
Resident
1y ago
"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
Resident
2y ago
"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
Resident
2y ago
"great place to raise kids, we have lived here for about a decade. fantastic schools, great neighbors"
0
Flag
Jessica_hatch7
Resident
6y ago
"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.
Resident
6y ago
"Holidays and school events. Dining and activities such as sports, the arts and many many social events"
0
Flag
Mzengo8
Resident
7y ago
"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.
Prev. Resident
7y ago
"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
Resident
7y ago
"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.
Resident
7y ago
"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.
Resident
7y ago
"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
Resident
7y ago
"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
Resident
8y ago
"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
Resident
8y ago
"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.
Prev. Resident
8y ago
"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
11y ago
"Spectacular location: Walk to beaches, shops, Train to NYC, convenient to I-95 and more "
0
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LGBTQ Local Legal Protections

Michelle Donzeiser, William Raveis Real Estate, (917) 620-0898

Agent Phone: (917) 620-0898

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.

29 Hillcrest Avenue, Darien, CT 06820 is a 5 bedroom, 4 bathroom, 3,621 sqft single-family home built in 1935. This property is currently available for sale and was listed by Smart MLS on Jul 8, 2026. The MLS # for this home is MLS# 24189152.

29 Hillcrest Avenue
Darien, CT 06820

$2,795,000

$2,795,000

Local Information