49 Greenleaf Ave, Darien, CT 06820
OFF MARKET

49 Greenleaf Ave
Darien, CT 06820

  • 6 Beds
  • 7 Baths
  • 6,200 sqft (on 1 acre)

$5,077,900

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $33,358/mo*
Refinance Your Home

$5,077,900

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $33,358/mo*
Refinance Your Home
6 Beds
7 Baths
6,200 sqft
(on 1 acre)

Home Value

Trulia Estimate
$5.08M
Since last month
Decreased$139K (-2.7%)
Since last year
Increased$287K (+6%)
Since last sale
Increased$2M (+64.3%)
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 +87% in the last 10 years
MonthEstimated value
2026
August 2026$5.09M
July 2026$5.2M
June 2026$5.23M
May 2026$5.11M
April 2026$5.1M
March 2026$5.09M
February 2026$4.86M
January 2026$4.76M
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
0.12
Single-Family Home
$4,400,000
04/28/26
5
5
6,052
39 Leeuwarden Road, Darien, CT
0.36
Single-Family Home
$3,795,000
08/06/26
5
6.5
6,424
300 Hollow Tree Ridge Road, Darien, CT
0.33
Single-Family Home
$4,900,000
09/02/25
5
7
6,118
19 Georgian Lane, Darien, CT
0.37
Single-Family Home
$3,250,000
03/02/26
6
5.5
6,407
261 Hollow Tree Ridge Road, Darien, CT
0.41
Single-Family Home
$4,350,000
12/15/25
5
5.5
6,135
1 Top O Hill Rd, Darien, CT
0.24
Single-Family Home
$4,444,000
08/19/25
5
5
4,760
76 Deepwood Road, Darien, CT
0.21
Single-Family Home
$2,287,500
02/27/26
5
4
3,897
8 Haskell Ln, Darien, CT
0.46
Single-Family Home
$4,750,000
06/22/26
6
5
6,810
326 Hollow Tree Ridge Road, Darien, CT
0.32
Single-Family Home
$3,650,000
08/20/25
5
4.5
6,860
3 Hickory Lane, Darien, CT
0.20
Single-Family Home
$2,875,000
07/01/26
4
4
2,920

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
15 Waterbury Lane, Darien, CT 06820
0.12
$4,400,000
5
5
6,052
Recently Sold
8 Windsor Road, Darien, CT 06820
0.15
$2,876,100
5
3
3,028
Off Market
86 Greenleaf Avenue, Darien, CT 06820
0.19
$4,114,600
6
5.5
5,691
Off Market
3 Hickory Lane, Darien, CT 06820
0.20
$2,875,000
4
4
2,920
Recently Sold
1 Hickory Lane, Darien, CT 06820
0.20
$2,684,200
4
3.5
3,094
Off Market
76 Deepwood Road, Darien, CT 06820
0.21
$2,287,500
5
4
3,897
Recently Sold
51 Christie Hill Road, Darien, CT 06820
0.25
$4,188,600
5
5
5,360
Off Market
11 Top O Hill Road, Darien, CT 06820
0.26
$4,258,600
6
4
6,130
Off Market
20 Leeuwarden Road, Darien, CT 06820
0.28
$4,286,800
5
4
4,765
Off Market
17 Top O'hill Road, Darien, CT 06820
0.28
$4,179,000
5
6
5,800
Off Market
18 Wee Burn Lane, Darien, CT 06820
0.29
$5,409,700
6
6
6,936
Off Market
345 Hollow Tree Ridge Road, Darien, CT 06820
0.30
$100,000
4
2.5
2,913
Recently Sold

Local Information

  • Map ViewExplore the area around 49 Greenleaf 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
2017
Lot Size
1 acre
Living Area
6,200 sqft
Price/Sqft
$819
Parking
Garage

About this House

YOUR SECOND CHANCE TO OWN THIS STUNNING NEW CONSTRUCTION SITUATED ON A PRIVATE STREET IN A COVETED NEIGHBORHOOD KNOWN FOR ITS STATELY HOMES YET CLOSE KNIT COMMUNITY. THIS CUSTOM SHINGLE STYLE COLONIAL FEATURES A STRIKING TWO STORY ENTRY WELCOMING YOU TO THE FORMAL LIVING & DINING ROOM WITH ADJACENT BUTLER'S PANTRY. ELEGANTLY DESIGNED CHEF'S KITCHEN OPENS TO THE FAMILY ROOM WITH COFFERED CEILING & FIREPLACE PLUS SUN-FILLED BREAKFAST ROOM OVERLOOKING PROFESSIONALLY LANDSCAPED BACKYARD BOASTING TOP-OF-THE-LINE OUTDOOR KITCHEN & GAS FIRE PIT. A THREE SEASON PORCH WITH BLUESTONE FLOOR, RETRACTABLE SCREENS AND TV/SONOS FOR EASY ENTERTAINING. THIS PROPERTY PROVIDES ULTIMATE PRIVACY YET IS CENTRALLY LOCATED. RARE DARIEN FIND. BAck on market. Buyers failed to perform. Perfect inspection & appraisal
49 Greenleaf Ave, Darien, CT 06820 is a 6 bedroom, 8 bathroom, 6,200 sqft single-family home built in 2017. It last sold for $3,100,000 on Mar 8, 2019. It is currently off market. The Trulia Estimate is $5,077,900, with a rent estimate of $7,525/month.

Home Details for 49 Greenleaf Ave

Interior Features

Interior Details
BasementAdditional StorageAtticIn-law unitNumber of Rooms: 20Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Pantry, Recreation RoomStorageWet Bar
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Appliances & Utilities
Cable ReadyDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: ShingleLawnPatioPorchSprinkler System
Parking & Garage
GarageParking Spaces: 10Parking: Garage Attached

Property Information

Year Built
Year Built: 2017
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
Mar 8, 2019
Source: Smart MLS #170046710
Sold
$3,100,000
Jun 5, 2018
Source: Agent Provided
PriceChange
$3,375,000
Price decreased by 5%
May 14, 2018
Source: Agent Provided
PriceChange
$3,550,000
Price decreased by 5%
Apr 17, 2018
Source: Agent Provided
PriceChange
$3,750,000
Price decreased by 5%
Jan 23, 2018
Source: Agent Provided
Listed For Sale
$3,950,000

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
    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 "
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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
    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
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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 "
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Homes for sale near 49 Greenleaf Ave

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Off Market Homes Near 49 Greenleaf Ave

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Frequently asked questions about 49 Greenleaf Ave

  • What is 49 Greenleaf Ave estimated to be worth?
    Trulia's estimated value for 49 Greenleaf Ave in Darien, CT is $5,077,900.
  • What is the price history for 49 Greenleaf Ave?
    49 Greenleaf Ave in Darien, CT last sold for $3,100,000 in March 2019.
  • 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 49 Greenleaf Ave have air conditioning?
    Yes, 49 Greenleaf Ave in Darien, CT has air conditioning.
  • Does 49 Greenleaf Ave have laundry facilities?
    Yes, 49 Greenleaf Ave in Darien, CT has in-unit laundry.