2221 E Chesterton St, Simi Valley, CA 93065
Property image
Property image
OFF MARKET

2221 E Chesterton St
Simi Valley, CA 93065

  • 4 Beds
  • 2 Baths
  • 2,015 sqft

$982,800

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $5,998/mo*
Refinance Your Home

$982,800

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $5,998/mo*
Refinance Your Home
4 Beds
2 Baths
2,015 sqft

Home Value

Trulia Estimate
$983K
Since last month
Decreased$8K (-0.8%)
Since last year
Increased$4K (+0.4%)
Since last sale
Increased$318K (+47.8%)
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 +81% in the last 10 years
MonthEstimated value
2026
August 2026$982K
July 2026$989K
June 2026$998K
May 2026$1M
April 2026$1.01M
March 2026$999K
February 2026$988K
January 2026$971K
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
2756 N Dalenhurst Pl, Simi Valley, CA
0.13
Single-Family Home
$845,000
03/17/26
3
2
1,664
2229 E Chesterton St, Simi Valley, CA
0.01
Single-Family Home
$980,000
12/31/25
5
2.5
2,498
2035 Booth St, Simi Valley, CA
0.30
Single-Family Home
$850,000
09/19/25
4
2
1,800
2650 Belburn Pl, Simi Valley, CA
0.19
Single-Family Home
$929,000
10/31/25
5
2
2,098
2467 N Marisa Pl, Simi Valley, CA
0.22
Single-Family Home
$850,000
08/13/26
4
2
1,729
2766 N Broadmoor Ave, Simi Valley, CA
0.17
Single-Family Home
$830,000
01/22/26
3
2
1,664
1807 Stoneman St, Simi Valley, CA
0.35
Single-Family Home
$899,900
01/21/26
4
2
1,800
2430 Greensward St, Simi Valley, CA
0.28
Single-Family Home
$959,000
02/24/26
4
2
2,015
2430 N Greensward St, Simi Valley, CA
0.28
Single-Family Home
$959,000
02/23/26
4
2
2,015
2391 Heather St, Simi Valley, CA
0.38
Single-Family Home
$815,000
01/08/26
4
2
1,978

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
2261 Chesterton St, Simi Valley, CA 93065
0.03
$1,005,200
5
2.5
3,300
Off Market
2229 E Chesterton St, Simi Valley, CA 93065
0.01
$980,000
5
2.5
2,498
Recently Sold
2269 Chesterton St, Simi Valley, CA 93065
0.04
$926,400
4
2
2,015
Off Market
2248 Bromfield St, Simi Valley, CA 93065
0.03
$1,036,500
5
3
2,498
Off Market
2191 Chesterton St, Simi Valley, CA 93065
0.04
$820,500
3
2
1,499
Off Market
2290 Bromfield St, Simi Valley, CA 93065
0.08
$975,200
5
3
2,498
Off Market
2237 E Bromfield St, Simi Valley, CA 93065
0.05
$954,900
4
2
2,015
Off Market
2712 Belbrook Pl, Simi Valley, CA 93065
0.07
$1,012,000
4
2.5
2,695
Off Market
2255 Marilyn St, Simi Valley, CA 93065
0.10
$860,800
4
2
1,729
Off Market
2243 Marilyn St, Simi Valley, CA 93065
0.10
$759,100
3
2
1,205
Off Market
2711 Belbrook Pl, Simi Valley, CA 93065
0.06
$941,900
5
3
2,498
Off Market
2159 Chesterton St, Simi Valley, CA 93065
0.07
$801,700
3
2
1,499
Off Market

Local Information

  • Map ViewExplore the area around 2221 E Chesterton St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1972
Living Area
2,015 sqft
Price/Sqft
$488
Parking
Garage

About this House

Welcome to this beautiful single story home located in a cul-de-sac. As you walk in, you'll notice the vaulted ceilings, travertine floors, sunken living room with stacked stone fireplace. Completely remodeled throughout. Kitchen has granite counter tops, breakfast bar, and stainless steel appliances. Family room has stack stone fireplace with vaulted ceiling and skylight windows. Master suite with sliding doors to covered patio. Large lot, recently landscaped with a pool and large grass areas for entertaining.
2221 E Chesterton St, Simi Valley, CA 93065 is a 4 bedroom, 2 bathroom, 2,015 sqft single-family home built in 1972. It last sold for $664,000 on May 24, 2018. It is currently off market. The Trulia Estimate is $982,800, with a rent estimate of $4,496/month.

Home Details for 2221 E Chesterton St

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: Central, SolarHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Laminate
Interior Details
Number of Rooms: 8Types of Rooms: Breakfast Nook, Dining Room, Family Room, Master Bath, Office, PantryCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa
Security
Security System

Exterior Features

Exterior Home Features
Roof: CompositionExterior: StuccoLawnPatioSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1972
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 9265 sqft

Price and Tax history

DateEventPrice
May 24, 2018
Source: CSMAOR #218003836
Sold
$664,000
Apr 10, 2018
Source: Agent Provided
Pending
$659,000
Apr 5, 2018
Source: Agent Provided
Listed For Sale
$659,000
Sep 17, 2014
Source: N/A
Sold
$300,000
May 22, 2007
Source: N/A
Sold
$600,000

Market trends in Simi Valley

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$827K
$10.83KMoM
Sale-to-List Price
100.0%
0.2%MoM
Price per sq ft
$490
$6MoM
Available listings
352
27MoM

Around this home

What Locals Say about Simi Valley

At least 765 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 89 % Say there are sidewalks

  • 87 % Say car is needed

  • 83 % Say parking is easy

  • 81 % Say there's holiday spirit

  • 78 % Say yards are well-kept

  • 76 % Say streets are well-lit

  • 74 % Say people would walk alone at night

  • 71 % Say it's quiet

  • 65 % Say it's walkable to grocery stores

  • 63 % Say kids play outside

  • 60 % Say it's walkable to restaurants

  • 58 % Say neighbors are friendly

  • 54 % Say they plan to stay for at least 5 years

  • 50 % Say there's wildlife

  • 32 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Donbet2000
    "Driving in Simi Valley is okay. But some roads like Royal Avenue are quite congested during rush hour around the school entrances along the road."
    0
    Flag
  • Thetitan2
    "Simi is a great place for kids. Lots of parks and okay equipment areas to play. Highly recommend for families."
    0
    Flag
  • Allison Levinson
    "Extremely dog friendly area with appropriate waste baskets for them and free poop bags. People tend to take care of their animals on the walks and are always leashed"
    0
    Flag
  • Rebecca Palmer
    "We live in apartment home complex that works to bring the community together and has wonderful amenities for residents to enjoy. "
    0
    Flag
  • Irbynathan44
    "Good commute. I use my car to drive around and i have no issues getting where to my destinations. Traffic isnt bad."
    0
    Flag
  • Tomeboy17
    "All dog owners would love to live in our neighborhood for these reasons, very piece full and safe neighborhood to comfortably walk your dogs 🐾 our beautiful surroundings include pop stations to dispose bags."
    0
    Flag
  • Yamirannette
    "This place is really good for kids growing up, is safe, nice, and quiet, you need car for moving around but is ok, and when you drive is really safe too. The school district is very amazing, so the only one bad is the high prices for houses "
    0
    Flag
  • Tval14413
    "Parents need to know the schools in the area, parks, and what the City and surrounding areas have to offer."
    0
    Flag
  • Emily Sevcsisin
    "It feels very safe and like a typical suburban neighborhood. Perfect for families and the public schools are good"
    0
    Flag
  • Melissa Robyn Farwell
    "There is a great dog park in Simi called big sky. Most people do watch their dogs but some don’t. Most houses have big yards for dogs. "
    0
    Flag
  • Zack Walden
    "Safe and family oriented. Good schools. Shopping is generally nearby. Community involvement is strong. "
    0
    Flag
  • Cheyne Roberts
    "Great neighborhood up against a mountain with plenty of trails. Plenty of restaurants in the area with schools close by"
    0
    Flag
  • Betty Harrah
    "Dogs are always around and playing and owners are walking them. Dogs are popular here.. it's a nice flat area for walking your dogs and there are trash cans to put your poop bags. Everyone picks up after their dog"
    0
    Flag
  • Johanna Hodges
    "They’d like that it’s super pet friendly with lots of parks and trash cans and doggy bags availability "
    0
    Flag
  • Janetb6
    "I live at a trailhead leading to open space. Dog owners would lime to run in the hills with their friendly dog companion. "
    1
    Flag
  • Julianna Whitworth
    "Quiet, feels safe, neighbors say hello. Several neighbors go all out decorating for Halloween and Christmas. "
    0
    Flag
  • Wmayea
    "It’s changing rapidly since COVID . Most people are nice but there is increasing crime and locals are quickly moving out of state. "
    0
    Flag
  • Magydoo
    "Health fairs, street fairs, police coffee chats, multiple church’s doing good community work and music festivals in the parks that are for all to enjoy."
    1
    Flag
  • Rebecca Palmer
    "I commute to San Fernando Valley. Typically it is a smooth drive. Occasionally there is an accident or fire (during fire season) on or near the freeway which delays me. "
    0
    Flag
  • Tnovorr
    "Wonderful selection of local shopping and restaurants, with just a quick trip to 1000 Oaks, Moorpark, Woodland Hills and Westlake Village. Love living in Wood Ranch, so beautifully designed with parks and filled with mature trees."
    0
    Flag
  • Tony A.
    "It's very quiet and peaceful and every store I need to go, is near by. It's very safe and very clean. Lots of hiking trails. "
    0
    Flag
  • Erin C.
    "Very nice suburb. Quiet and family friendly. Good shopping areas nearby. Absolutely love living here."
    4
    Flag
  • Trulia User
    "The area is very clean, surrounded by beautiful mountains and rocks. I feel very safe in this community. "
    3
    Flag
  • Roderguerrero
    "Excellent , clean, Safe, friendly, good education for my kids, walk distance to grocery stores, And as a handyman, a lot opportunities to get work in town with out the need to drive long distances for work "
    3
    Flag
  • Dreyes777
    "I love this place because it’s green and beautiful and neighborly and quiet and organized and safe and cool but never cold."
    0
    Flag
  • Mercadocynthia89
    "I live at the Avalon apartments. It would be nice if our community showed more hospitality like the south. "
    0
    Flag
  • Rakhshan A.
    "The location is really good. close to the freeway, hiking trails, biking trails and some basic stores. "
    0
    Flag
  • Unspecified
    "Very neighborly,lots of families, no hustle and bustle, lots of outdoor activities, hiking, mountain biking, road cycling, and CONSERVATIVE!"
    7
    Flag
  • Lydia H. R.
    "I’ve lived here for 14 years and it’s a great community with low crime and great neighbors. Halloween is great here!"
    0
    Flag
  • Lee H.
    "Since I work early, the commute is great. The 118 can get congested to the 23. Traffic usually goes smooth."
    1
    Flag
  • Lrvermette
    "Average. No public transportation is available. Traffic is moderate and driving speeds are good. In"
    0
    Flag
  • Evelyn.m.sanabria
    "Very nice city... I am glad I moved out here. I feel safer to walk around with my daughter any where that I go "
    0
    Flag
  • Cristina J.
    "Not many events go on in my neighborhood. Only even I’ve attended was the simi town center fair. And the pumpkin patch "
    0
    Flag
  • Samantharseeholzer
    "There is a civil war re-enactment at Strathern Park every year. The park also has truck or treating and movie watching on Halloween."
    0
    Flag
  • Xjrguy
    "Great place to live. Quiet, clean and great schools. Good transportation options and close to everything but far enough away to not be a traffic nightmare."
    0
    Flag
  • Madison S.
    "I love Simi Valley in the fact that it has nice whether, it is homie, not too much traffic, close to Malibu (the beach) and has most shopping places I need! "
    0
    Flag
  • Tiffany
    "People here are so friendly and kind and convey a true Christian love to their neighbors. It is a clean area with good schools. There are lots of stores and restaurants but it is lacking in a mall. "
    0
    Flag
  • Lee A. J.
    "The schools are good and many programs are offered by the parks and recreation. Community is strong. Good restaurants are few and far between "
    0
    Flag
  • Yamirannette2013
    "I like so much Simi Valley city, is really clam and beautiful, sometimes it is bored but is so safe, we have good restaurants, good schools, "
    2
    Flag
  • Carlos M.
    "Some nice parks, the wash is very nice to go for walks or cycling, various type of restaurants and grocery stores, very few daycare places"
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 2221 E Chesterton St

  • What is 2221 E Chesterton St estimated to be worth?
    Trulia's estimated value for 2221 E Chesterton St in Simi Valley, CA is $982,800.
  • What is the price history for 2221 E Chesterton St?
    2221 E Chesterton St in Simi Valley, CA last sold for $664,000 in May 2018.
  • Is Simi Valley a buyer's or seller's market?
    Simi Valley is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Simi Valley?
    The median sale price in Simi Valley is $827K. That is down $10.83K from the prior month.
  • Does 2221 E Chesterton St have air conditioning?
    Yes, 2221 E Chesterton St in Simi Valley, CA has air conditioning.
  • Does 2221 E Chesterton St have a pool?
    Yes, 2221 E Chesterton St in Simi Valley, CA has a pool.

Explore by feature - Pet Friendly

67 pet-friendly rentals in Simi Valley, CA

Explore by feature - Garage

75 rentals with a garage in Simi Valley, CA

Explore by feature - Air Conditioning

121 rentals with air conditioning in Simi Valley, CA

Explore by feature - Pool

69 rentals with a pool in Simi Valley, CA

Explore by feature - Washer/dryer

112 rentals with a washer/dryer in Simi Valley, CA

Explore by feature - Outdoor Space

35 rentals with an outdoor space in Simi Valley, CA

Apartments for Rent

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Off Market Homes Near 2221 E Chesterton St

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Homes for sale near 2221 E Chesterton St

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