86 Greenleaf Avenue, Darien, CT 06820
OFF MARKET

$4,189,200

Trulia Estimate
  • 6 Beds
  • 5.5 Baths
  • 5,691 sqft (on 2.03 acres)

86 Greenleaf Avenue, Darien, CT 06820

Est. Refi. Payment $27,556/mo*
Refinance Your Home
Currently Off Market - Sold Apr 25, 2024 for $2,995,000

Home Value

Trulia Estimate
$4.19M
Since last month
Increased$16K (+0.4%)
Since last year
Increased$947K (+29.2%)
Since last sale
Increased$1M (+39.9%)
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 +95% in the last 10 years
MonthEstimated value
2026
August 2026$4.19M
August 2026$4.15M
July 2026$4.17M
June 2026$4.28M
May 2026$4.21M
April 2026$4.14M
March 2026$4.26M
February 2026$4.06M
January 2026$4.06M
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
19 Georgian Lane, Darien, CT
0.21
Single-Family Home
$3,250,000
03/02/26
6
5.5
6,407
76 Deepwood Road, Darien, CT
0.14
Single-Family Home
$2,287,500
02/27/26
5
4
3,897
15 Waterbury Lane, Darien, CT
0.29
Single-Family Home
$4,400,000
04/28/26
5
5
6,052
39 Leeuwarden Road, Darien, CT
0.39
Single-Family Home
$3,795,000
08/06/26
5
6.5
6,424
29 Hillcrest Avenue, Darien, CT
0.24
Single-Family Home
$3,352,000
08/19/26
5
3.5
3,621
261 Hollow Tree Ridge Road, Darien, CT
0.49
Single-Family Home
$4,350,000
12/15/25
5
5.5
6,135
3 Hickory Lane, Darien, CT
0.20
Single-Family Home
$2,875,000
07/01/26
4
4
2,920
5 Middlesex Road, Darien, CT
0.58
Single-Family Home
$2,995,000
08/31/26
5
4.5
6,195
8 Haskell Ln, Darien, CT
0.59
Single-Family Home
$4,750,000
06/22/26
6
5
6,810

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
51 Christie Hill Road, Darien, CT 06820
0.07
$4,208,700
5
5
5,360
Off Market
11 Top O Hill Road, Darien, CT 06820
0.16
$4,327,800
6
4
6,130
Off Market
76 Deepwood Road, Darien, CT 06820
0.14
$2,287,500
5
4
3,897
Recently Sold
1 Hickory Lane, Darien, CT 06820
0.18
$2,712,700
4
3.5
3,094
Off Market
17 Top O'hill Road, Darien, CT 06820
0.22
$4,290,100
5
6
5,800
Off Market
3 Hickory Lane, Darien, CT 06820
0.20
$2,875,000
4
4
2,920
Recently Sold
19 Georgian Lane, Darien, CT 06820
0.21
$3,250,000
6
5.5
6,407
Recently Sold
23 Georgian Lane, Darien, CT 06820
0.21
$3,125,300
6
5
4,739
Off Market
33 Christie Hill Road, Darien, CT 06820
0.21
$2,212,600
4
2.5
3,099
Off Market
8 Windsor Road, Darien, CT 06820
0.27
$3,056,100
5
3
3,028
Off Market
29 Hillcrest Avenue, Darien, CT 06820
0.24
$3,352,000
5
3.5
3,621
Recently Sold

Local Information

  • Map ViewExplore the area around 86 Greenleaf Avenue.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1926
Lot Size
2.03 acres
Living Area
5,691 sqft
Price/Sqft
$736
Parking
2 Car Garage
HOA
$33/Monthly

About this House

Welcomed by the new year, chance brings an opportunity to capture this elegant estate that is highly approachable by today’s modern living, on one of the most coveted streets in Darien. Situated on a private 2 acre lot, this gracious home welcomes you the minute you enter through the grand and stately front porch. Enjoy long summer days by your pool and pergola that are surrounded by landscaping details such as a stately Japanese Maple and evergreens. Abundant light pours in and fills the generous main entry rooms with 9’ ceilings. There is plenty of space for all with 6 bedrooms, 2 bonus rooms, primary with en suite and upper laundry. A remodeled classic white kitchen and fully updated bathrooms make this a turn key residence and ready for you to simply move right in. Additional amenities include a greenhouse & gym, sauna, wine cellar and much more. Come enjoy a taste of New England and start making your own memories for generations to come!
86 Greenleaf Avenue, Darien, CT 06820 is a 6 bedroom, 6 bathroom, 5,691 sqft single-family home built in 1926. It last sold for the $2,995,000 asking price on Apr 25, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,189,200, with a rent estimate of $16,998/month.
Last check for updates: about 10 hours ago
Listed by Ashley Bartolotta, (646) 271-8430
Brown Harris Stevens, (203) 655-1418
Bought with: Casey Lange, (203) 249-0900, Compass Connecticut, LLC, (203) 423-3100
Source: Smart MLS, MLS#170615649

Home Details for 86 Greenleaf Avenue

Interior Features

Interior Details
Basement: Full,Unfinished,Concrete,Storage Space,Sump PumpNumber of Rooms: 13Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Other
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5691 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Oven, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Dryer, Water HeaterDishwasherDisposalDryerLaundry: Lower Level,Upper LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Hot Water,Radiator,Zoned,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
Windows, Doors, Floors & Walls
Door: French Doors
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Patio, PorchFencing: PartialOther Structures: Gazebo, Shed(s), GreenhouseExterior: Awning(s), Rain Gutters, Lighting, Underground SprinklerFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Attached,Garage Door Opener,Private
Pool
Pool: In Ground, Heated, Fenced, ConcretePool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 5286 Square FeetFinished Area (below surface): 405 Square Feet

Property Information

Year Built
Year Built: 1926
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl Siding, Aluminum SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 105639

Price & Status

Price
List Price: $2,995,000
Status Change & Dates
Off Market Date: Fri Feb 16 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Darien
School Information
Elementary School: HolmesJr High / Middle School: MiddlesexHigh School: Darien

Building

Building Area
Building Area: 5691 Square Feet

Community

Community Features: Near Public Transport, Golf, Health Club, Library, Paddle Tennis, Park, Playground, Tennis Court(s)
Other
Playground

HOA

Has an HOAHOA Fee: $400/Annually

Lot Information

Lot Area: 2.03 Acres

Miscellaneous

BasementMls Number: 170615649Attic: Walk-up, Floored, StorageAbove Grade Unfinished Area: 5286

Additional Information

Near Public TransportGolfHealth ClubLibraryPaddle TennisParkPlaygroundTennis Court(s)

Price and Tax history

DateEventPrice
Apr 25, 2024
Source: Smart MLS #170615649
Sold
$2,995,000
Feb 16, 2024
Source: Smart MLS #170615649
Pending
$2,995,000
Feb 9, 2024
Source: Smart MLS #170615649
PriceChange
$2,995,000
Price decreased by 5%
Jan 1, 2024
Source: Halstead / Brown Harris Stevens #170615649
Listed For Sale
$3,150,000
May 6, 2015
Source: N/A
Sold
$2,200,000

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

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. "
    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
  • dwenger
    "Spectacular location: Walk to beaches, shops, Train to NYC, convenient to I-95 and more "
    0
    Flag

LGBTQ Local Legal Protections

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Frequently asked questions about 86 Greenleaf Avenue

  • What is 86 Greenleaf Avenue estimated to be worth?
    Trulia's estimated value for 86 Greenleaf Avenue in Darien, CT is $4,189,200.
  • What is the price history for 86 Greenleaf Avenue?
    86 Greenleaf Avenue in Darien, CT last sold for $2,995,000 in April 2024.
  • 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 86 Greenleaf Avenue have air conditioning?
    Yes, 86 Greenleaf Avenue in Darien, CT has air conditioning.
  • Does 86 Greenleaf Avenue have a pool?
    Yes, 86 Greenleaf Avenue in Darien, CT has a pool.

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