Winston Churchill Apartments

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Apartment for rent: 103 - 5170 WINSTON CHURCHILL BOULEVARD, Mississauga

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$2,995

103 - 5170 Winston Churchill Boulevard, Mississauga (Churchill Meadows), Ontario L5M 0P5

4 beds
2 baths
47 days

Winston Churchill/Erin Centre Fantastic Opportunity To Own One Of The Largest And Most Upgraded Condos In The Sought-After Churchill Meadows Neighbourhood. 3 Bedrooms + Large Den That Can Be Converted Into A 4th Bedroom, 2 Full Bathrooms Including A 5 Piece In The Master Bedroom, 2 Walkout

Zaid Siddiqui,Re/max Millennium Real Estate
Listed by: Zaid Siddiqui ,Re/max Millennium Real Estate (647) 868-5421
Apartment for rent: 202 - 5150 WINSTON CHURCHILL BOULEVARD, Mississauga

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$2,850

202 - 5150 Winston Churchill Boulevard, Mississauga (Churchill Meadows), Ontario L5M 0P1

2 beds
2 baths
29 days

Winston Churchill & Eglinton Ave W Location Location in high demand area in Mississauga with a beautiful 2 Bedroom, 2 Bathroom Suite In Prestigious Daniels Low Rise BuildingIn Highly Desirable Churchill Meadows. Bright Suite with newly renovations, new flooring hardwood vinyl, newly Painted

Listed by: Jack Wong ,Century 21 Miller Real Estate Ltd. (905) 845-9180
Apartment for rent: 203 - 3055 THOMAS STREET, Mississauga

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$2,600

203 - 3055 Thomas Street, Mississauga (Churchill Meadows), Ontario L5M 0M4

2 beds
2 baths
18 days

Winston churchill & Thomas A beautiful corner suite, meticulously maintained in the highly sought-after neighbourhood of Churchill Meadows. This suite is ideal for a young professional couple or a working professional who needs a home office! This 2-bedroom, 2 full washrooms, offers a spacious

Vanessa Rosati,Royal Lepage Signature Realty
Listed by: Vanessa Rosati ,Royal Lepage Signature Realty (647) 868-3712
Apartment for rent: 104 - 5005 HARVARD ROAD, Mississauga

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$2,600

104 - 5005 Harvard Road, Mississauga (Churchill Meadows), Ontario L5M 0W5

2 beds
2 baths
12 days

Eglinton & Winston Churchill Welcome To Hot Condos In Prime Churchill Meadows! This One Plus Den Is Over 800 Sqft The Largest 1+1 In The Building With 2 Full Baths. Premium Corner Unit. Largest Terrace In The Complex With Over 200 Sqft. Of Outdoor Space. 1 Underground Parking And 2 Lockers

Elena Saradidis,Royal Lepage Signature Realty
Listed by: Elena Saradidis ,Royal Lepage Signature Realty (416) 205-0355
Apartment for rent: 411 - 5025 HARVARD ROAD, Mississauga

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$2,850

411 - 5025 Harvard Road, Mississauga (Churchill Meadows), Ontario L5M 0W5

2 beds
2 baths
62 days

Eglinton / Winston Churchill Prime Churchill Meadows Location! Stunning 2 Bedroom +2 full Bathrooms Apartment, High End Finishes Throughout. Modern Kitchen w/S/S Appliances, w/Granite Counter Top. Open Concept Unit, Back Splash, Laminate Throughout Flooring, Balcony, Ensuite Laundry, Residents

Listed by: Irene Nasr ,Icloud Realty Ltd. (416) 364-4776
Apartment for rent: 201 - 3075 THOMAS STREET, Mississauga

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$2,250

201 - 3075 Thomas Street, Mississauga (Churchill Meadows), Ontario L5M 0M4

1 beds
1 baths
18 days

Cross Streets: Thomas & Winston Churchill. ** Directions: just west on Thomas Street off Winston Churchill. Welcome Home to 3075 Thomas St. A Bright, Clean and Stylish Condo In One Of Mississauga's Most Sought After Neighbourhoods. Ideal for a Working Professional or Couple. This One Is Sure

Spencer Mccormack,Royal Lepage Our Neighbourhood Realty
Listed by: Spencer Mccormack ,Royal Lepage Our Neighbourhood Realty (905) 723-5353
Apartment for rent: 314 - 5035 HARVARD ROAD, Mississauga

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$2,900

314 - 5035 Harvard Road, Mississauga (Churchill Meadows), Ontario L5M 0W7

2 beds
2 baths
12 days

Cross Streets: Eglington/WinstonChurchill. ** Directions: S. Don't miss this rare opportunity to lease a beautifully upgraded suite in one of Mississauga's most sought-after low-rise boutique condo communities-HOT Condos at Winston Churchill and Eglinton. Located in the heart of Churchill Meadows,

Listed by: Pat Greco ,Web Max Realty Inc. (416) 790-4136
Apartment for rent: 113 - 3055 THOMAS STREET, Mississauga

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$1,850

113 - 3055 Thomas Street, Mississauga (Churchill Meadows), Ontario L5M 0M4

0 beds
1 baths
14 days

THOMAS/WINSTON CHURCHILL IMMEDIATE OCCUPANCY AVAILABLE! Don't Miss This Opportunity To Lease A Beautiful, Move-In Ready Bachelor Unit! The Open, Airy Feel Is Accentuated By Soaring 9-Foot Ceilings And Easy-To-Maintain, Carpet-Free Floors, Making Your New Home Simple And Stress-Free. Nestled

Apartment for rent: 404 - 5025 HARVARD ROAD, Mississauga

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$3,200

404 - 5025 Harvard Road, Mississauga (Churchill Meadows), Ontario L5M 0W6

3 beds
2 baths
56 days

Winston Churchill/Eglinton A Bright and Beautiful 1215 Sq feet Corner suite on the top floor. 2 Bedrooms Plus Den. Modern open concept with 9' ceiling. Featured with combined living/dining with w/o to Large Wrap Around Balcony. Granite Counters with SS appliances and lot of cabinets. Close

Listed by: Saif Qidwai ,Maxx Realty Group (416) 807-4000
Apartment for rent: 104 - 5035 HARVARD ROAD, Mississauga

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$2,350

104 - 5035 Harvard Road, Mississauga (Churchill Meadows), Ontario L5M 0W7

2 beds
1 baths
56 days

Cross Streets: Winston Churchill & Eglinton. ** Directions: Harvard Rd. off of Eglinton West of Winston Churchill. Welcome to this beautifully maintained ground floor 1 bedroom + den condo in a boutique building offering the perfect balance of comfort, convenience, and extra space. With easy

Listed by: Quinton A Cordick (905) 723-5353
Apartment for rent: 309 - 2485 WOKING CRESCENT, Mississauga

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$2,250

309 - 2485 Woking Crescent, Mississauga (Sheridan), Ontario L5K 1Z6

1 beds
1 baths
Today

Winston Churchill & Homelands All Utilities Included - Exceptional Value! Meticulously maintained, South facing 1 bedroom suite in the highly sought after, family friendly neighborhood of Sheridan Homelands in Mississauga. This suite offers a sun-filled, functional layout with a separate designated

Marie Canonaco,Re/max West Realty Inc.
Listed by: Marie Canonaco ,Re/max West Realty Inc. (416) 769-1616
Apartment for rent: 4889 KIMBERMOUNT AVENUE, Mississauga

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$2,650

4889 Kimbermount Avenue, Mississauga (Central Erin Mills), Ontario L5M 7R9

2 beds
2 baths
5 days

Winston Churchill/Eglinton Welcome To 1903-4889 Kimbermount Ave, A Stunning Condo In The Heart Of Mississauga's Sought-After Erin Mills Community. This Bright And Spacious Suite Features An Open-Concept Layout With Large Windows Offering Spectacular City Views. The Modern Kitchen Boasts Stainless

Listed by: Pardeep Sihota ,Century 21 Royaltors Realty Inc. (905) 750-0001
Apartment for rent: 206 - 5705 LONG VALLEY ROAD, Mississauga

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$2,300

206 - 5705 Long Valley Road, Mississauga (Meadowvale), Ontario L5M 0M3

1 beds
1 baths
1 day

Cross Streets: Winston Churchill And Thomas Steet. ** Directions: From Highway 403, take the Erin Mills Parkway exit and head south. Turn right onto Thomas Street, then left onto Long Valley Road. Beautiful 1 Bedroom, 1 Bathroom Apt! Features 9' Ceilings! Open Concept Living And Dining Room

Paul Judge,Dynamic Edge Realty Group Inc.
Listed by: Paul Judge ,Dynamic Edge Realty Group Inc. (905) 712-2220
Apartment for rent: 1212 - 2900 BATTLEFORD ROAD, Mississauga

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$2,300

1212 - 2900 Battleford Road, Mississauga (Meadowvale), Ontario L5N 2V9

1 beds
1 baths
58 days

Battleford/Winston Churchill Stop your search now! This is the one - This one bedroom condo is exactly what you need! Freshly painted, clean, spacious, and with a great view! This one bedroom unit has been lovingly maintained and is move in ready. Spacious Living and Dining area and a generous

Matthew John Zuccarini,Re/max Experts
Listed by: Matthew John Zuccarini ,Re/max Experts (416) 888-2048
Apartment for rent: 123 - 2891 RIO COURT, Mississauga

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$2,600

123 - 2891 Rio Court, Mississauga (Central Erin Mills), Ontario L5M 0S3

2 beds
2 baths
61 days

Cross Streets: Winston Churchill/ Erin Centre. ** Directions: Winston Churchill/ Erin Centre/HWY 403. Located In The Heart Of Erin Mills. Beautiful Open Concept Layout With Big Kitchen, Upper Laundry Located, Walking Distance To Erin MillsTown Center Mall, John Fraser & St Aloysius Gonzaga

Faris Al-hoyidy,Right At Home Realty
Listed by: Faris Al-hoyidy ,Right At Home Realty (647) 296-6630

Apartment living along Winston Churchill in Mississauga: what buyers and investors should weigh

The phrase “apartment Winston Churchill Mississauga” covers a surprisingly diverse corridor stretching from the Oakville border near Clarkson up through Sheridan, Erin Mills, Churchill Meadows and Meadowvale. You'll find everything from 1970s rental high-rises to newer condo mid-rises and stacked townhomes, plus legal secondary suites scattered through low-rise neighbourhoods. As a licensed advisor, I focus here on zoning realities, resale potential, lifestyle appeal, and seasonal trends that matter to end-users and investors. Where helpful, I reference market snapshots and listings resources at KeyHomes.ca—useful if you're comparing low-rise apartments in Mississauga against taller options or scanning for niche unit types.

Where Winston Churchill apartments cluster—and what to expect

South end (Clarkson/Sheridan)

Closer to Lakeshore Road, you'll see older rental towers, mature condo buildings and some boutique infill. Proximity to Clarkson GO, the QEW, Rattray Marsh, and Lake Ontario is a lifestyle draw. If you want the lakeside vibe, compare options beyond the corridor too—Lakeshore-area Mississauga apartments often offer walkability and established amenities that help future resale.

Central corridor (Erin Mills/Churchill Meadows)

Here, the stock skews newer: mid-rises, stacked towns and purpose-built rentals, plus access to the MiWay Transitway (Winston Churchill Station) and Highway 403. Credit Valley Hospital and Erin Mills Town Centre support steady tenant demand. For bright interiors and modern amenities, browse a cross-section of bright, spacious Mississauga apartment listings and compare HOA fees by building age.

North end (Meadowvale)

Expect more parkland, trails, and value-oriented buildings. Meadowvale GO is a commuter convenience, and stacked town-style apartments often come with lower fees than full-service towers. If you prefer stairs over elevators, check for walk-up apartments in Mississauga—useful for buyers who prioritize simple building systems and lower operating costs.

“Apartment Winston Churchill Mississauga”: zoning and growth considerations

Much of the corridor is designated for stable low-rise neighbourhoods, punctuated by nodes where higher density is permitted. Apartment buildings typically fall under Mississauga's RA zones (e.g., RA1–RA5) governing height, density and site specifics. Around major corridors and transit stations (e.g., the Transitway, Clarkson GO), the City continues to plan for intensification. Policies can evolve; always confirm a property's exact zoning and any overlays with the City's zoning by-law and Official Plan before assuming future redevelopment potential.

  • Secondary suites: Legal “second units” are permitted citywide subject to Building Code, fire, and parking compliance. For buyers eyeing income, verify permits and final inspections. If the apartment is in a low-rise home, cross-check against resources like legal basement apartment opportunities in Mississauga and, in the core, basement apartments near Square One.
  • Inclusionary zoning: IZ policies currently target select Major Transit Station Areas (MTSAs), more prominent along Hurontario (LRT) and certain GO stations. Winston Churchill's BRT stop is not the same as an MTSA, so IZ may not apply here—but confirm site-by-site.
  • Parking: The City has been refining parking standards near transit. If you need two spaces or EV charging, treat this as a due diligence item; retrofits vary by building.

Resale potential: factors that reliably matter

Unit configuration and exposure

Two-bedroom floor plans with split bedrooms tend to have wider buyer pools than one-plus-dens; they rent well and suit work-from-home. Corner units with efficient layouts and light on two sides usually outperform. Balconies facing away from the 403/407 corridors can mitigate traffic noise and improve resale.

Building health and fees

Always review the status certificate for condos. Healthy reserve funds, no pending special assessments, and transparent major-repair planning (e.g., elevators, roofs, cladding) are hallmarks of a well-run corporation. Older towers can have robust construction but higher utilities; newer mid-rises often emphasize energy efficiency. Ask about EV-readiness and in-suite HVAC age. Resources like KeyHomes.ca can help you compare fee trends across buildings and browse properties such as Mississauga Place apartments to benchmark amenities versus carrying costs.

Schools and transit

Erin Mills/Churchill Meadows schools score consistently well—an anchor for family buyers. Transit access (Transitway, GO) boosts rentability and resale. Proximity to employment nodes (Credit Valley Hospital, Meadowvale business parks) adds a cushion in softer markets.

Winston Churchill apartments: lifestyle appeal

The corridor suits buyers who value green space and connectivity. Trails along the Credit River, Lake Wabukayne, and nearby conservation areas provide four-season recreation. Shopping varies from Erin Mills Town Centre to local plazas. For a quieter residential feel with quick lake access, explore south Mississauga apartment options and even Village West apartment options in Mississauga to compare neighbourhood texture and walking scores across micro-areas.

Investor lens: rents, regulations and risk

  • Rent control (Ontario): Most units first occupied before Nov 15, 2018 are subject to the provincial guideline (2.5% for 2024 and 2025). Units first occupied on or after Nov 15, 2018 remain exempt from this cap between tenancies—important when modeling long-term cash flow. Verify in writing which regime applies to a target unit.
  • Short-term rentals (Mississauga): STRs are restricted to an owner's principal residence, and entire-home rentals are generally capped at 180 nights per year. Licensing is required, and many condos prohibit STRs in their declarations. Do not assume STR income is permitted; confirm both City by-laws and condo rules before underwriting.
  • Vacant possession: In Ontario, a purchaser typically takes the property “subject to” existing tenancies. If you intend to occupy, discuss timelines and required notices (e.g., N12 for own use, with compensation) well before firming up. A signed N11 (mutual termination) prior to closing reduces uncertainty but must be voluntary.
  • Cap rates and fees: Purpose-built rentals along Winston Churchill can offer stable occupancy; condo units vary widely depending on fees and parking. Compare with nearby product like furnished 2-bedroom apartments in Mississauga if you target relocation or medical-professional tenants near Credit Valley.

Seasonal market trends and timing

In the GTA, spring and early fall bring the deepest buyer pools and more competitive bidding, especially for well-located two-bed condos near transit or top schools. Summer activity softens as families travel; winter can be thin but occasionally offers negotiability on days 30–60 on market. If you're rate-sensitive, remember rate holds typically run ~120 days—coordinate your pre-approval with a realistic search window. New listings often spike after school year end and around post-Labour Day; align your offer strategy accordingly.

Practical buying notes (financing, diligence, closing)

  • Financing: Insured mortgages (down payments under 20%) must meet CMHC/insurer guidelines, which consider condo fees in debt ratios. Investors typically need 20%+ down. For buildings with unusual construction or high fees, secure lender comfort early.
  • Status certificate: Review reserve studies, insurance coverage, any litigation, and by-laws (pets, rentals, smoking, balcony use). Ask about upcoming capital projects that can pressure fees.
  • Operating costs: Peel bills water/wastewater; hydro may be sub-metered. Clarify what's included in fees (heat, water, concierge, internet) and whether parking/locker are deeded or exclusive-use.
  • Noise and air quality: Units near the 403 or BRT can experience higher noise. Consider triple-glazed windows (in newer builds) and test HVAC performance during showings.
  • Move logistics: Book elevator times and deposits early; some condos restrict weekend moves.

Micro-areas within reach of Winston Churchill

Clarkson and Lakeshore

Great for commuters and lake lovers. Inventory can be older but spacious. Compare corridor options with Lakeshore-area Mississauga apartments to gauge trade-offs between square footage and age.

Erin Mills and Churchill Meadows

Newer buildings, family amenities, and hospital-adjacent employment. For streamlined options with moderate scale, look at low-rise apartments in Mississauga; some buyers prefer smaller communities with lower per-square-foot fees over towers.

Meadowvale and Sheridan

Value plays and abundant greenspace. If you want simple footprints and lower overhead, scan walk-up apartments in Mississauga. If you're broadening the search, south Mississauga apartment options give a useful cost-of-living contrast.

Wider Mississauga choices if you're flexible

Some buyers start with Winston Churchill apartments but choose a nearby node after comparing carrying costs and commute times. If that's you, it's worth scanning curated sets like bright, spacious Mississauga apartment listings for light and layout, or exploring Village West apartment options in Mississauga for a quieter streetscape. If you need temporary turn-key, consider furnished 2-bedroom apartments in Mississauga. And for those weighing house-hacking or multigenerational living, cross-compare legal second suites via legal basement apartment opportunities in Mississauga.

Case examples and caveats

  • Investor scenario: A 2-bed near the Transitway with parking rents faster than a 1-bed without parking. If it's a post-2018 building, underwrite mid-cycle rent growth based on turnover, not annual guideline caps. Confirm condo rental restrictions and STR prohibitions.
  • End-user scenario: A family prioritizes school catchments and commute. They opt for a mid-rise in Churchill Meadows with a split 2-bed layout, accepting slightly higher fees for better soundproofing and EV-ready parking. Resale rationale: broader buyer pool and hospital proximity.
  • By-law nuance: A purchaser plans to STR a non-principal-residence condo. This is not permitted in Mississauga under current rules, and the condo may ban STRs entirely. Adjust plan or property type accordingly.

Final buyer takeaways

Focus on fundamentals: transit access, building governance, unit efficiency, and noise exposure. Verify locally: zoning permissions, secondary-suite legality, STR licensing, and condo by-laws vary by site and corporation. For grounded comparisons and data, resources like KeyHomes.ca remain useful—whether you're mapping Mississauga Place apartments against corridor peers or surveying niche stock like walk-up apartments in Mississauga. When in doubt, lean on a status certificate review and a finance-first approach to ensure the number you love matches the home you choose.