20 Cherry Ln, Fairfield, CT 06824
Property image
Property image
OFF MARKET

20 Cherry Ln
Fairfield, CT 06824

  • 5 Beds
  • 5 Baths
  • 5,283 sqft (on 1 acre)

$2,718,300

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $17,806/mo*
Refinance Your Home

$2,718,300

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $17,806/mo*
Refinance Your Home
5 Beds
5 Baths
5,283 sqft
(on 1 acre)

Home Value

Trulia Estimate
$2.72M
Since last month
Decreased$38K (-1.4%)
Since last year
Increased$187K (+7.4%)
Since last sale
Increased$1M (+58.3%)
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 +82% in the last 10 years
MonthEstimated value
2026
August 2026$2.72M
July 2026$2.76M
June 2026$2.78M
May 2026$2.68M
April 2026$2.66M
March 2026$2.69M
February 2026$2.53M
January 2026$2.55M
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
3663 Congress Street, Fairfield, CT
0.29
Single-Family Home
$1,700,000
08/29/25
4
4.5
4,047
3810 Congress Street, Fairfield, CT
0.43
Single-Family Home
$1,753,000
05/18/26
4
2.5
4,051
3674 Congress Street, Fairfield, CT
0.34
Single-Family Home
$1,600,000
05/15/26
3
2.5
3,760
3853 Congress Street, Fairfield, CT
0.46
Single-Family Home
$1,170,000
01/15/26
4
5.5
4,906
3050 Bronson Road, Fairfield, CT
0.52
Single-Family Home
$2,495,000
07/31/26
4
4
4,300
1380 Old Academy Road, Fairfield, CT
0.51
Single-Family Home
$3,000,000
04/16/26
4
5.5
3,961
225 Dunham Road, Fairfield, CT
0.35
Single-Family Home
$1,300,000
09/22/25
4
2.5
2,525
39 Campbell Road, Fairfield, CT
0.89
Single-Family Home
$1,600,000
08/27/25
5
3.5
4,033
842 Redding Rd, Fairfield, CT
0.64
Single-Family Home
$1,420,225
12/09/25
6
5.5
4,572
90 Calf Pond Lane, Fairfield, CT
0.70
Single-Family Home
$1,600,000
07/31/26
4
3
4,100

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
41 Cherry Lane, Fairfield, CT 06824
0.05
$3,132,100
4
3.5
5,454
Off Market
1700 Hillside Road, Fairfield, CT 06824
0.07
$2,665,100
5
2.5
5,449
Off Market
1760 Hillside Road, Fairfield, CT 06824
0.13
$3,400,000
5
5.5
6,753
For Sale
1481 Hillside Rd, Fairfield, CT 06824
0.16
$4,374,500
6
9
7,952
Off Market
115 Gay Bowers Road, Fairfield, CT 06824
0.22
$1,901,300
4
3.5
2,658
Off Market
680 Old Academy Road, Fairfield, CT 06824
0.26
$5,330,700
5
7.5
8,890
Off Market
3663 Congress Street, Fairfield, CT 06824
0.29
$1,803,100
4
4.5
4,047
Off Market
745 Old Academy Road, Fairfield, CT 06824
0.32
$3,318,000
4
5.5
6,686
Off Market
LOT 1 Laurelbrook Lane, Fairfield, CT 04937
0.32
$3,904,900
5
8.5
8,200
Off Market
LOT 1 Laurelbrook Lane, Portland, CT 06480
0.32
-
-
-
-
Off Market
LOT 8 Laurelbrook Lane, Fairfield, CT 04937
0.33
$3,918,700
5
6
8,300
Off Market
LOT 8 Laurelbrook Lane, Portland, CT 06480
0.33
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 20 Cherry Ln.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1840
Lot Size
1 acre
Living Area
5,283 sqft
Price/Sqft
$515
Parking
Garage

About this House

Quintessential Connecticut and Greenfield Hill living at it's very best A stunning and seamless blend of "Old Meets New", this distinguished home offers style and graceful interior spaces, sitting atop one of Greenfield Hill's most coveted streets. Beautifully sited on just over an acre of exquisitely landscaped property, this home has been meticulously maintained and tastefully enhanced - a true Fairfield treasure.
The main floor plan offers both convenience and purpose while giving each room a relaxed sophistication with extraordinary details. Second floor features include four bedrooms, including a stunning master bedroom suite. Three additional bedrooms are well proportioned and generously sized, with possible 5th bedroom/flexible au pair suite and laundry room completing the second floor. A finished lower level provides additional space for in-home theater, exercise room or additional playroom and includes a 600 bottle wine cellar and whole home generator.
Simultaneously charming and chic, this home is perfect for formal or informal lifestyle and entertaining. Do not miss this unique opportunity to enjoy the best of what Greenfield Hill has to offer. Minutes to town, train and beaches.
20 Cherry Ln, Fairfield, CT 06824 is a 5 bedroom, 6 bathroom, 5,283 sqft single-family home built in 1840. It last sold for $1,717,500 on Jun 15, 2020. It is currently off market. The Trulia Estimate is $2,718,300, with a rent estimate of $7,999/month.

Home Details for 20 Cherry Ln

Interior Features

Interior Details
BasementNumber of Rooms: 10Types of Rooms: Laundry Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Stone
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 1840Year Updated: 1840
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
Jun 15, 2020
Source: Smart MLS #170233941
Sold
$1,717,500
Mar 11, 2020
Source: Agent Provided
ListingRemoved
$1,775,000
Mar 6, 2020
Source: Agent Provided
Pending
$1,775,000
Jan 6, 2020
Source: Agent Provided
PriceChange
$1,775,000
Price decreased by 4%
Dec 4, 2019
Source: Agent Provided
PriceChange
$1,850,000
Price decreased by 5%

Market trends in Fairfield

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$957K
$29.79KMoM
Sale-to-List Price
103.7%
0.4%MoM
Price per sq ft
$477
$5MoM
Available listings
162
16MoM

Around this home

What Locals Say about Fairfield

At least 343 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 87 % Say car is needed

  • 85 % Say parking is easy

  • 82 % Say yards are well-kept

  • 79 % Say there's holiday spirit

  • 76 % Say people would walk alone at night

  • 71 % Say kids play outside

  • 66 % Say they plan to stay for at least 5 years

  • 66 % Say it's quiet

  • 64 % Say there's wildlife

  • 61 % Say neighbors are friendly

  • 61 % Say there are sidewalks

  • 59 % Say streets are well-lit

  • 57 % Say it's walkable to restaurants

  • 50 % Say there are community events

  • 48 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • teddyabby
    "It’s safe and pretty and everyone looks out for one another. There is a bunch of cute parks and a nice walkable downtown."
    0
    Flag
  • Bnsdkbr225
    "Friendly and beautiful. Close to Lake Mohegan and parks. Lake rights to Lake Hill’s association . "
    0
    Flag
  • Kevin.cohen318
    "Great place to raise a family, incredibly safe and has all the amenities you could want on a year round basis."
    0
    Flag
  • Alexande.pappas
    "Yes walking miking kids walking to school we have public beaches lake’s plenty of restaurants churches"
    0
    Flag
  • Samuel Rivera
    "Great town for families with kids. Fairfield offers great schools, good supermarkets, tons of restaurants and entertainment "
    0
    Flag
  • Timothy Moss
    "Very family friendly. Great place to live for people of any age. I’ve lived here for 10 years now….."
    0
    Flag
  • Kevin.cohen318
    "5 minutes to either I-95, the Merritt Parkway or metro north, train to NYC is just over an hour each way. Great town that’s close to everything but not too close to anything."
    1
    Flag
  • Trulia User
    "My neighbor is safe and friendly and very clean as well. I've lived in this neighborhood over 18 years and absolutely love it. Thank you "
    3
    Flag
  • Trulia User
    "A very well maintained area . Homes streets ,business ,beaches schools ,library’s ( 3 ) . So much to offer !"
    0
    Flag
  • Sauerh
    "My neighborhood is family-oriented with distinct yet harmonious homes with well- kept yards. We are a short trip from Bridgeport, Norwalk, and Stamford with excellent connections via Metro North and I-95."
    5
    Flag
  • Isabellecj
    "Great neighborhood , good schools, close to town and railway station and beach . Very safe and quiet , properties well maintained and kids friendly . Love my neighborhood!"
    3
    Flag
  • Collin M.
    "Tons of events. Parties. Free concerts etc. there is so much fun things to do and see here. Beaches are amazing!"
    0
    Flag
  • Ab h
    "Walk to absolutely everything from hop on the train to yankee stadium or going to your dentist. Beautiful beaches and parks at your fingertips and children’s activities galore."
    0
    Flag
  • Juan G.
    "Quiet, clean and a good place to raise your kids. The school system it’s awesome and you know your kids are in good hands. "
    1
    Flag
  • Imeiers
    "We have neighbourhood block parties, the best trick or treating in town and a wonderful community spirit. Easily one of the best neighbourhoods in Fairfield. "
    5
    Flag
  • Troy P.
    "I work in Fairfield and it’s a wonderful town. The drive from New Haven is pretty easy with 2 route options either 95 or the merit parkway. "
    0
    Flag
  • Juan G.
    "Best in Connecticut, I have lived here for 6 years and my kids love it. If you want a place to raise your kids this it is the place "
    0
    Flag
  • Sar K.
    "Block parties, neighborhood watch, strong neighbor community, varying ages, active community, holiday celebrations: memorial parade, pancake breakfast, Christmas tree lighting, movies at the beach, music on the green, amazing local restaurants, 4th of July fireworks and much more"
    3
    Flag
  • DE
    "Very safe and relatively diverse. Great schools and decent restaurants. The beach is close by and some good golf courses."
    1
    Flag
  • Raquel.noi
    "Would love it, plenty of space for the dogs to run. Walking trails, beautiful neighborhoods to got for a walk. You will love it here!!"
    0
    Flag
  • Raquel
    "Great place, great community environment! It is such nice to go for walks and feel safe. We love that we found our home here!"
    0
    Flag
  • Raquel
    "Great family environment, lots of parks. Neighbors are friendly and welcoming. A lot of activities for kids. "
    0
    Flag
  • Lisalberts
    "It’s friendly and easy to walk or ride bikes around. The schools are wonderful. A real community feel."
    0
    Flag
  • Alek M.
    "Great town to raise a family, good schools and safe neighborhoods for your kids. Friendly people and clean area all around."
    1
    Flag
  • Fortress.management
    "Excellent schools, great town amenities makes it a great area to raise a family. Commuting to NYC is a little over an hour. Vibrant restaurant scene."
    0
    Flag
  • John S. W. J.
    "A great family oriented town. We love the parks the beaches and the community atmosphere. We couldn’t imagine living anywhere else"
    0
    Flag
  • Blythe A. B.
    "Driving to the train station is easy but parking passes are hard to come by unless you find street parking. waiting list is 18 months. "
    0
    Flag
  • Blythe A. B.
    "Everyone walks their dogs. sidewalks are well maintained. there are plenty of parks as well, both dog parks and free space parks. it is well kept by all dog owners, and it’s expected that you pick up after them!"
    0
    Flag
  • Bellaamore99
    "Close to parks, Wholefoods , Homedepo, shopping and metronorth train. Great neighbores . And feel very safe. "
    5
    Flag
  • Mjcejbart
    "Dog walking Mecca at lake Mohegan. All dogs welcome. Very dog friendly. Nice lake and trails to enjoy with or without a dog. "
    0
    Flag
  • Cheetah4455
    "Christmas walk around in Toilsome Hill. Meet the neighbors and everyone brings a different plate of food"
    1
    Flag
  • al .P
    "Lots of dogs on leaches . Not having your dog on a leach is not a good idea . You know your dog but the other does not know your dog "
    1
    Flag
  • Nour Y.
    "One dog can annoy a lot of families since homes are close to each other so multiple dogs barking is even worse"
    5
    Flag
  • Bassickrachel
    "I do see dogs frequently. People seem friendly, neighbors are quiet. I love airfield for the commute and small Town atmosphere."
    1
    Flag
  • Bassickrachel
    "Excellent I am 5 minutes from I-95 and Fairfield Metro Train Station. It is close to grocery stores and it is quite with friendly people."
    0
    Flag
  • Dennis
    "Many dogs that are very pleasant. Owners stop and chat while dogs play. Great way to meet your neighbors."
    0
    Flag
  • Larry
    "Moved here from Dallas and absolutely love it. I commute to downtown New Haven by car and it’s about 30-35 minutes."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 20 Cherry Ln

  • What is 20 Cherry Ln estimated to be worth?
    Trulia's estimated value for 20 Cherry Ln in Fairfield, CT is $2,718,300.
  • What is the price history for 20 Cherry Ln?
    20 Cherry Ln in Fairfield, CT last sold for $1,717,500 in June 2020.
  • Is Fairfield a buyer's or seller's market?
    Fairfield is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Fairfield?
    The median sale price in Fairfield is $957K. That is down $29.79K from the prior month.
  • Does 20 Cherry Ln have air conditioning?
    Yes, 20 Cherry Ln in Fairfield, CT has air conditioning.
  • Does 20 Cherry Ln have laundry facilities?
    Yes, 20 Cherry Ln in Fairfield, CT has in-unit laundry.

Explore by feature - Pet Friendly

24 pet-friendly rentals in Fairfield, CT

Explore by feature - Garage

42 rentals with a garage in Fairfield, CT

Explore by feature - Air Conditioning

87 rentals with air conditioning in Fairfield, CT

Explore by feature - Pool

10 rentals with a pool in Fairfield, CT

Explore by feature - Washer/dryer

109 rentals with a washer/dryer in Fairfield, CT

Explore by feature - Outdoor Space

25 rentals with an outdoor space in Fairfield, CT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 20 Cherry Ln

Skip to last item
Skip to first item

Homes for sale near 20 Cherry Ln

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item