29 Greenleaf Ave, Darien, CT 06820
OFF MARKET

$5,569,400

Trulia Estimate
  • 5 Beds
  • 5 Baths
  • 5,500 sqft (on 1 acre)

29 Greenleaf Ave, Darien, CT 06820

Est. Refi. Payment $37,412/mo*
Refinance Your Home
Currently Off Market - Sold Nov 13, 2014 for $1,500,000

Home Value

Trulia Estimate
$5.57M
Since last month
Increased$73K (+1.3%)
Since last year
Increased$250K (+4.7%)
Since last sale
Increased$4M (+271.3%)
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 +268% in the last 10 years
MonthEstimated value
2026
November 2026$5.57M
October 2026$5.67M
September 2026$5.5M
August 2026$5.69M
July 2026$5.75M
June 2026$5.7M
May 2026$5.62M
April 2026$5.57M
March 2026$5.59M
February 2026$5.32M
January 2026$5.09M
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
15 Waterbury Lane, Darien, CT
0.13
Single-Family Home
$4,400,000
04/28/26
5
5
6,052
76 Deepwood Road, Darien, CT
0.27
Single-Family Home
$2,287,500
02/27/26
5
4
3,897
261 Hollow Tree Ridge Road, Darien, CT
0.35
Single-Family Home
$4,350,000
12/15/25
5
5.5
6,135
3 Hickory Lane, Darien, CT
0.22
Single-Family Home
$2,875,000
07/01/26
4
4
2,920
39 Leeuwarden Road, Darien, CT
0.42
Single-Family Home
$3,795,000
08/06/26
5
6.5
6,424
8 Haskell Ln, Darien, CT
0.36
Single-Family Home
$4,750,000
06/22/26
6
5
6,810
12 Laurel Lane, Darien, CT
0.33
Single-Family Home
$2,052,000
08/26/26
3
2.5
3,151
26 Holly Lane, Darien, CT
0.58
Single-Family Home
$2,500,000
05/08/26
4
3.5
4,260
19 Georgian Lane, Darien, CT
0.48
Single-Family Home
$3,250,000
03/02/26
6
5.5
6,407
16 Libby Lane, Darien, CT
0.54
Single-Family Home
$2,976,000
06/24/26
4
4.5
2,928

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
11 Waterbury Ln, Darien, CT 06820
0.02
$3,276,700
5
5
5,161
Off Market
7 Waterbury Ln, Darien, CT 06820
0.03
$4,554,700
6
7
8,016
Off Market
21 Greenleaf Ave, Darien, CT 06820
0.05
$3,122,500
6
5
4,420
Off Market
34 Greenleaf Ave, Darien, CT 06820
0.06
$5,645,500
6
6
6,758
Off Market
26 Greenleaf Ave, Darien, CT 06820
0.06
$4,079,400
7
6
5,755
Off Market
3 Waterbury Ln, Darien, CT 06820
0.07
$3,197,400
6
5
5,595
Off Market
25 Greenleaf Ave, Darien, CT 06820
0.07
$4,593,200
4
3
3,865
Off Market
22 Greenleaf Ave, Darien, CT 06820
0.07
$3,874,700
5
4
3,542
Off Market
6 Windsor Rd, Darien, CT 06820
0.08
$6,133,400
4
5
3,908
Off Market
13 Greenleaf Ave, Darien, CT 06820
0.09
$3,254,500
5
4.5
3,962
Off Market
20 Greenleaf Ave, Darien, CT 06820
0.09
$6,072,400
5
5
7,200
Off Market
23 Greenleaf Ave, Darien, CT 06820
0.10
$4,663,700
4
4
3,221
Off Market
49 Greenleaf Ave, Darien, CT 06820
0.11
$5,108,900
6
7
6,200
Off Market
8 Windsor Road, Darien, CT 06820
0.11
$2,971,200
5
3
3,028
Off Market
50 Greenleaf Ave, Darien, CT 06820
0.11
$5,344,900
5
6
7,118
Off Market
317 Hollow Tree Ridge Rd, Darien, CT 06820
0.12
$3,011,000
5
4
3,639
Off Market
5 Windsor Rd, Darien, CT 06820
0.13
$2,499,700
4
3
2,393
Off Market
15 Waterbury Lane, Darien, CT 06820
0.13
$4,400,000
5
5
6,052
Recently Sold
327 Hollow Tree Ridge Rd, Darien, CT 06820
0.13
$3,348,000
5
5
3,458
Off Market
9 Windsor Rd, Darien, CT 06820
0.13
$4,577,800
5
5.5
5,788
Off Market

Local Information

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

Home Highlights

Single-Family Home
Built in 2016
1 acre lot
5,500 sqft
$1,013/sqft
Garage

About this House

This single-family home is located at 29 Greenleaf Ave, Darien, CT. 29 Greenleaf Ave is in Darien, CT and in ZIP code 06820. This property has 5 bedrooms, 6 bathrooms and approximately 5,500 sqft of floor space. This property has a lot size of 0.97 acres and was built in 2016.
29 Greenleaf Ave, Darien, CT 06820 is a 5 bedroom, 6 bathroom, 5,500 sqft single-family home built in 2016. It last sold for $1,500,000 on Nov 13, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,569,400.

Home Details for 29 Greenleaf Ave

Interior Features

Interior Details
BasementAtticNumber of Rooms: 19Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Pantry, Recreation Room, Workshop
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: WoodGardenLawnPatioPorch
Parking & Garage
GarageParking Spaces: 5Parking: Garage Attached

Property Information

Year Built
Year Built: 2016
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price and Tax history

DateEventPrice
Nov 13, 2014
Source: Smart MLS #99081653
Sold
$1,500,000
Oct 6, 2014
Source: Agent Provided
Listed For Sale
$1,350,000

Market trends in Darien

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
34
5MoM
Sourced by Trulia Market Trends

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.
  • David Holst-grubbe
    "The city is entirely safe and heavily patrolled by town cops. The school system is second to none anywhere. The city spends a great deal of money to keep everything clean and well maintained."
    0
    Flag
  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 29 Greenleaf Ave

  • What is 29 Greenleaf Ave estimated to be worth?
    Trulia's estimated value for 29 Greenleaf Ave in Darien, CT is $5,569,400.
  • What is the price history for 29 Greenleaf Ave?
    29 Greenleaf Ave in Darien, CT last sold for $1,500,000 in November 2014.
  • Is Darien a buyer's or seller's market?
    Darien is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Darien?
    Residents describe Darien, CT as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Darien, CT.
  • Does 29 Greenleaf Ave have laundry facilities?
    Yes, 29 Greenleaf Ave in Darien, CT has in-unit laundry.
  • How big is the lot at 29 Greenleaf Ave?
    The lot at 29 Greenleaf Ave in Darien, CT is about 0.97 acres (42,253 sq ft).

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Apartments for Rent

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Off Market Homes Near 29 Greenleaf Ave

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