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

2221 E Chesterton St
Simi Valley, CA 93065

  • 4 Beds
  • 2 Baths
  • 2,015 sqft

$1,010,000

Trulia Estimate
as of May 26, 2026
Est. Refi. Payment $6,014/mo*
Refinance Your Home

$1,010,000

Trulia Estimate
as of May 26, 2026
Est. Refi. Payment $6,014/mo*
Refinance Your Home
4 Beds
2 Baths
2,015 sqft

Local Information

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

Description

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.
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
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 2221 E Chesterton St

DatePriceEventSource
05/24/2018$664,000Sold
CSMAOR #218003836
04/10/2018$659,000PendingAgent Provided
04/05/2018$659,000Listed For SaleAgent Provided
09/17/2014$300,000Sold
N/A
05/22/2007$600,000Sold
N/A
09/25/2006$113,586Sold
N/A
05/13/2005$217,500Sold
N/A
02/18/2003$375,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$9,059
Assessment$755,514
Home facts updated by county records

Comparable Sales for 2221 E Chesterton St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2705 N Broadmoor Ave, Simi Valley, CA
0.16
Single-Family Home
$875,000
07/29/25
4
2
1,800
2756 N Dalenhurst Pl, Simi Valley, CA
0.13
Single-Family Home
$845,000
03/17/26
3
2
1,664
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
2575 Gayle Pl, Simi Valley, CA
0.18
Single-Family Home
$740,000
08/04/25
4
2.5
2,070
2653 N Broadmoor Ave, Simi Valley, CA
0.16
Single-Family Home
$885,000
08/08/25
5
2
2,098
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 N Greensward St, Simi Valley, CA
0.28
Single-Family Home
$959,000
02/23/26
4
2
2,015
2430 Greensward St, Simi Valley, CA
0.28
Single-Family Home
$959,000
02/24/26
4
2
2,015

Nearby homes

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Assigned Schools

These are the assigned schools for 2221 E Chesterton St.
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 Simi Valley

At least 763 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.
  • 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
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  • Irbynathan44
    "Good commute. I use my car to drive around and i have no issues getting where to my destinations. Traffic isnt bad."
    0
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  • 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
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  • Tval14413
    "Parents need to know the schools in the area, parks, and what the City and surrounding areas have to offer."
    0
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  • 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
  • Christian I. O.
    "It’s a neighborhood for family. Safe and secured. I love this neighborhood and will always recommend for anyone looking for a family oriented living. It is quiet "
    2
    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

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Homes for sale near 2221 E Chesterton St

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Off Market Homes Near 2221 E Chesterton St

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Homes for rent near 2221 E Chesterton St

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2221 E Chesterton St, Simi Valley, CA 93065 is a 4 bedroom, 2 bathroom, 2,015 sqft single-family home built in 1972. This property is not currently available for sale. 2221 E Chesterton St was last sold on May 24, 2018 for $664,000. The current Trulia Estimate for 2221 E Chesterton St is $1,010,000.