22 Greenleaf Ave, Darien, CT 06820
OFF MARKET

22 Greenleaf Ave
Darien, CT 06820

  • 5 Beds
  • 4 Baths
  • 3,542 sqft (on 1.32 acres)

$3,840,600

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $24,823/mo*
Refinance Your Home

$3,840,600

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $24,823/mo*
Refinance Your Home
5 Beds
4 Baths
3,542 sqft
(on 1.32 acres)

Local Information

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

Description

This 5BR colonial is located on one of the most private & desirable streets in Darien offering light & airy space throughout with fabulous oversized rooms and great flow for entertaining. Also known as Bumpalong, this picturesque private road is located close to MMS, DHS & Noroton train station & is a convenient & easy commute to NYC. Brand-new kitchen with high end appliances, granite counters, new hand-finished hardwood oak floors. The eating area, casual space & DR all flow from the expansive kitchen making entertaining easy & fun. The downstairs finished area features a playroom with addl'l fireplace, & unfinished space for storage. Over 1 acre of land surrounded by mature trees provides wooded privacy & tranquil views of nature.
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.

Home Highlights

Parking
Garage
Outdoor
Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 22 Greenleaf Ave

Interior Features

Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9Types of Rooms: Recreation Room
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1956Year Updated: 2013
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

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

Community

Units in Building: 1

Lot Information

Lot Area: 1.32 acres

Price History for 22 Greenleaf Ave

DatePriceEventSource
03/01/2013$1,950,000Sold
Smart MLS #99007674
01/04/2013$1,975,000PriceChange
Agent Provided
10/16/2012$2,150,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$28,552
Assessment$1,844,430
Home facts updated by county records

Comparable Sales for 22 Greenleaf Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
76 Deepwood Road, Darien, CT
0.27
Single-Family Home
$2,287,500
02/27/26
5
4
3,897
7 Lantern Lane, Darien, CT
0.34
Single-Family Home
$2,355,000
06/12/25
4
3.5
3,742
39 Deepwood Road, Darien, CT
0.21
Single-Family Home
$4,022,500
08/01/25
5
3.5
4,932
326 Hollow Tree Ridge Road, Darien, CT
0.17
Single-Family Home
$3,650,000
08/20/25
5
4.5
6,860
26 Holly Lane, Darien, CT
0.52
Single-Family Home
$2,500,000
05/08/26
4
3.5
4,260
15 Waterbury Lane, Darien, CT
0.20
Single-Family Home
$4,400,000
04/28/26
5
5
6,052
178 Christie Hill Road, Darien, CT
0.42
Single-Family Home
$2,150,000
07/31/25
4
4.5
3,436
261 Hollow Tree Ridge Road, Darien, CT
0.28
Single-Family Home
$4,350,000
12/15/25
5
5.5
6,135
300 Hollow Tree Ridge Road, Darien, CT
0.16
Single-Family Home
$4,900,000
09/02/25
5
7
6,118
3 Revere Road, Darien, CT
0.46
Single-Family Home
$2,350,000
05/01/26
5
3
3,395

Nearby homes

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Assigned Schools

These are the assigned schools for 22 Greenleaf Ave.
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 "
    0
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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
    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
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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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22 Greenleaf Ave, Darien, CT 06820 is a 5 bedroom, 4 bathroom, 3,542 sqft single-family home built in 1956. This property is not currently available for sale. 22 Greenleaf Ave was last sold on Mar 1, 2013 for $1,950,000. The current Trulia Estimate for 22 Greenleaf Ave is $3,840,600.