Sheridan

The Picket Fence Dream

8/10

Overall Score

7/10

School Ranking Score

8.5/10

Family Friendly Score

7/10

Relative Affordability Score

Beautiful Homes

The Main Reason for Living in Sheridan: It’s All About the Home Sheridan’s charm lies in its quiet streets, wide lots, and mature trees — offering a peaceful, established atmosphere that appeals to many homebuyers.

Commuter Friendly

Sheridan offers excellent connectivity for commuters and families alike. With easy access to the QEW, 403, 407, and major connector highways, getting around the GTA is simple. The neighbourhood is also close to Clarkson GO Station, providing a direct train route to downtown Toronto.

Relative Affordability

Sheridan offers a wide variety of homes across multiple price points, making it an attractive choice for a range of buyers. There are opportunities for first-time home buyers to enter the market, especially with smaller detached homes or semis.

About Sheridan

A Quaint Hamlet

Sheridan Overview

Sheridan is one of west Mississauga’s most elegant and desirable neighbourhoods, located just south of Dundas Street West and stretching from Winston Churchill Boulevard to the Credit River. This is a well-established suburban village that remains highly sought-after by families for its charm, space, and strong community atmosphere.

Sheridan is made up of three distinct sub-areas: Sheridan Homelands, Sherwood Forest, and the Mississauga Road Corridor extending south to the QEW. While home ages vary, the majority were built between the 1960s and 1980s. In recent years, the area has seen a rise in custom home infills and rebuilds, blending modern luxury with classic suburban character.

Few people realize that Sheridan dates back to 1857 as a small hamlet with its own post office and church — which also served as a school and community hall. Though it never grew beyond a population of 100, it was eventually absorbed into the city of Mississauga as it formed and expanded.

Sheridan Real Estate

Sheridan is made up of three distinct communities, each developed in different decades and originally intended for different socioeconomic groups. Today, all three areas command high property values, though some remain relatively more affordable compared to other parts of the city. Sheridan Homelands was designed as a modest, family-oriented neighbourhood, offering a mix of semi-detached and smaller detached homes — ideal for young families or those entering the market. Sherwood Forest was built for executive-level living, featuring wide lots, mature landscaping, and quiet, tree-lined streets with charming names. This area offers privacy and space without sacrificing accessibility. For those seeking prestige and presence, the Mississauga Road corridor delivers. Here, stately homes sit side by side with some of the most expensive real estate in not just Mississauga, but the entire western GTA — perfect for buyers who want both luxury and visibility.

Sheridan Homelands: Family-Friendly and Affordable

Sheridan Homelands is the most family-friendly and affordable part of the Sheridan community. It’s a neighbourhood where young families are settling in alongside long-time residents who have lived in their homes for over 30 years, creating a warm and established atmosphere.

In contrast, Sherwood Forest and Mississauga Road cater to upper-income buyers seeking prestige homes. These areas are more likely to be home to older families and empty nesters who value space, privacy, and elegant curb appeal.

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Score Factor 1: Housing Characteristics

Sheridan offers an impressive variety of homes — from condo apartments to custom-built executive estates.

Sheridan Homelands features primarily traditional two-storey homes and back-splits, many of which are over 40 years old, offering mature trees and family-friendly streets. Sherwood Forest stands out as a prestigious enclave with elegant, stately homes — mostly wide-lot, all-brick two-storeys built in the 1980s.

Mississauga Road, one of the city’s most iconic and luxurious streets, boasts a mix of expansive lots, executive residences, custom builds, and older builder-style homes with excellent renovation potential. It’s a must-see for anyone wanting a snapshot of Mississauga’s architectural variety and upscale living.

Sheridan Homelands: A Family-Oriented Suburban Community

Sheridan Homelands was designed with the average family in mind, featuring a classic suburban layout with winding streets that help minimize through-traffic. Parks are thoughtfully integrated with local schools, enhancing the community feel and accessibility.

While many homes reflect the design sensibilities of their era—often lacking open-concept layouts, full ensuite bathrooms, or walk-in closets—larger lots in some sections have allowed for extensive renovations or even full rebuilds, bringing modern living into this mature neighbourhood.

The community is also supported by its own Homeowners Association, an excellent resource for staying informed and involved with local issues. Membership is encouraged, especially for residents who care about preserving the character and quality of their neighbourhood amidst ongoing city development.

Sherwood Forest: Spacious Homes with a Quaint Charm

Sherwood Forest is home to large, two-storey brick homes, many of which date back to the 1980s. At the southern end of the neighbourhood, you’ll find expansive bungalows and back-splits on lots as wide as 150 to 200 feet — a rarity in most parts of Mississauga. There are also several luxurious, multi-million-dollar homes scattered throughout the area.

The streets in Sherwood Forest are lined with mature trees, giving the neighbourhood a serene, country-like feel. With street names inspired by the legendary story of Robin Hood — Maid Marion, King Richard, Prince John, and more — the area exudes a unique sense of character and elegance.

Sherwood Forest boasts its own Homeowners Association, a valuable resource for addressing local concerns related to municipal and community issues. Being a member or volunteer can help you stay informed and engaged with the neighborhood. The association also organizes various local events that foster a strong sense of community.

Custom Homes & Mansions in Sheridan

Sheridan is one of the few areas where you can truly use the “M” word — mansions. Along Mississauga Road and its surrounding streets, you’ll find large colonial-style homes on expansive lots. Historically, this was a quiet, unassuming area, known mostly to locals. However, in the past three decades, custom rebuilds have transformed the Mississauga Road corridor, with this trend showing no signs of slowing down. The homes here continue to grow in size and sophistication, offering an impressive blend of styles. From colonial and Tudor to French country and contemporary, Sheridan’s diverse architectural styles ensure that there’s something for every taste.

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Community Vibe

and Amenities

Score Factor 2: Community Vibe & Amenities

Pros:

  • If you’re looking for a peaceful, serene neighbourhood, both Sheridan Homelands and Sherwood Forest are ideal choices. With minimal through traffic, these areas provide a calm environment, perfect for those who appreciate tranquillity.

  • The area is home to family-friendly parks and is conveniently close to major shopping areas, making errands and daily life easy.

  • For those seeking a prestigious home that makes a statement, living along Mississauga Rd offers the chance to own a high-status property that stands out.

Cons:

  • While the peace and quiet are appealing to many, it may feel isolating for those who crave a more urban environment. In most parts of Sheridan, you won’t find much beyond residential homes within walking distance, so if you’re after a more lively, city-like vibe, this might not be the place for you.

Clubs & Recreation

Despite its small size, Sheridan offers a variety of recreational options. In Sheridan Homelands, you’ll find the David Ramsay Outdoor Pool situated within Thornlodge Park, which also hosts the Sheridan Tennis Club and a baseball diamond. A scenic walking trail connects Thornlodge Park to Don Gould Park, located near Erin Mills Parkway.

In Sherwood Forest, you can enjoy Sherwood Green Parkette, which features another set of tennis courts and a half basketball court. Loyalist Creek Hollow, a large wooded area to the south, is equipped with interconnecting paths for nature lovers. On the south side of Mississauga Road, Bruce Reynolds Park boasts the Oakridge Tennis Club and multiple soccer pitches, while just to the west, Springbank Meadows Park provides an expansive green space, perfect for outdoor activities and relaxation.

Schools

Quality and Rankings

Score Factor 3: Quality & Ranking of Schools

Pro:

  • Sheridan is part of the Iona Secondary School district, a highly regarded school for Catholic students. Ranked in the top 16% of all Ontario schools, Iona continues to improve, making it an excellent choice for families seeking quality education.

Con:

 

  • All areas of Sheridan are served by Erindale Secondary School for public education. While this isn’t necessarily a negative, it may not be an advantage for those seeking highly ranked schools. Erindale SS is considered average, ranking just within the top 50% of Ontario schools.

 

Affordability

Compared to Other Villages in Mississauga

Score Factor 4: Overall Affordability & Value

Affordability

When comparing Sheridan Homelands to other highly sought-after family neighbourhoods in Mississauga, you’ll notice a mix of pricing. While some areas are more affordable, there are also parts of Sheridan that come with a premium price tag, making it less accessible for the average family buyer. The value largely depends on the specific location within the neighbourhood, with certain pockets commanding higher prices due to their prestige and desirable features.

Value

The value in Sheridan is generally considered fair, given the charming homes and decent access to transit and amenities along Dundas and Erin Mills Parkway. However, in the more expensive areas, the value can feel somewhat lower, especially when considering that for a similar price, you could purchase a home in historic or waterfront communities that offer additional charm and appeal.

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