5-Bedroom Oshawa Rentals

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House for rent: 1882 ESTERBROOK DRIVE, Oshawa

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$4,750

1882 Esterbrook Drive, Oshawa (Taunton), Ontario L1K 0N4

5 beds
4 baths
13 days

Grandview/Conlin Welcome to 1882 Esterbrook Dr, Oshawa - a stunning residence offering over 4,500 sq. ft. of beautifully finished living space, set on a premium corner lot (55 x 114 ft) with a fully finished basement and over $150,000 in premium upgrades throughout." This beautifully upgraded

House for rent: 55 GLOVERS ROAD E, Oshawa

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$3,000

55 Glovers Road E, Oshawa (Samac), Ontario L1G 3Y1

5 beds
2 baths
4 days

Glovers / Simcoe Great Opportunity To Move In This Nice Raised Bungalow In The North End Of Oshawa Brand New Appliances Fully Renovated With Vinyl Floors On Main And Lower Floors, Quartz Counter Top & Backsplash In The Kitchen , Freshly Painted With Brand New Vanities.Close Close To Durham

Sameer Gupta,Century 21 Percy Fulton Ltd.
Listed by: Sameer Gupta ,Century 21 Percy Fulton Ltd. (416) 298-8200
House for rent: 1231 PLYMOUTH DRIVE, Oshawa

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$4,200

1231 Plymouth Drive, Oshawa (Kedron), Ontario L1L 0T9

5 beds
5 baths
47 days

Cross Streets: Conlin Rd. E / Harmony Rd. N. ** Directions: From South Of Harmony, Turn Right On Conlin Rd. E, Make A Left Turn At Coppermine St. Welcome to this quiet, family-oriented Kenton neighbourhood located in the beautiful North Oshawa areal With Over 3,600 Sq. Ft. above grade of living

House for rent: UPPER - 387 FAIRLAWN STREET, Oshawa

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$2,800

Upper - 387 Fairlawn Street, Oshawa (McLaughlin), Ontario L1J 4R2

5 beds
2 baths
61 days

Annapolis Ave/Gibbons Street Welcome home to this beautifully maintained detached bungalow nestled in the desirable McLaughlin community of Oshawa. This sun-filled residence offers an inviting, spacious main floor, perfect for comfortable everyday living and effortless entertaining. The home

Sohel Rahman,Royal Lepage Vision Realty
Listed by: Sohel Rahman ,Royal Lepage Vision Realty (647) 922-6937
House for rent: 1182 PLYMOUTH DRIVE, Oshawa

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$3,649

1182 Plymouth Drive, Oshawa (Kedron), Ontario L1L 0T4

5 beds
4 baths
14 days

HARMONY RD. N AND CONLIN RD N Exceptional newer-build home in Oshawa's Kedron neighbourhood offering the space, comfort, and practicality that growing families and professionals demand. This beautifully maintained home checks every box. The Home: It has 4 spacious bedrooms + dedicated main-floor

Listed by: Harjeet Sandhu ,Homelife/miracle Realty Ltd (647) 546-5300
House for rent: 1425 LAKEFIELD STREET, Oshawa

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$3,295

1425 Lakefield Street, Oshawa (Lakeview), Ontario L1J 3Z1

5 beds
2 baths
42 days

Phillip Murray Rd & Lakefield St Welcome to this charming detached bungalow in Oshawa's desirable Lakeview community, offering the perfect balance of comfort and convenience. The bright and inviting main level features three spacious bedrooms and an open living area ideal for families. The

House for rent: 913 REXTON DRIVE, Oshawa

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$4,000

913 Rexton Drive, Oshawa (Kedron), Ontario L1L 0V1

5 beds
4 baths
32 days

Cross Streets: Harmony Rd/Conlin Rd. ** Directions: Harmony rd to Britannia. 5 Bed, 4 Bath Home With Close to 3200 Sqft. Of Living Space With A Partially Finished Walk-Out Basement Completed By The Builder Located In A Family Friendly Neighborhood In North Oshawa Built By Medallion! This Beautiful

Lavan Nagulendran,Pinnacle One Real Estate Inc.
Listed by: Lavan Nagulendran ,Pinnacle One Real Estate Inc. (647) 968-5740
House for rent: 2411 LAURELVIEW STREET, Oshawa

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$3,500

2411 Laurelview Street, Oshawa (Kedron), Ontario L1L 0X4

5 beds
3 baths
32 days

Ritson Rd. N. / Ted Marks Dr. Welcome to 2411 Laurelview Street in the Winchester Estates community, offering 2,375 sq. ft. of thoughtfully designed living space. This spacious home features 4 bedrooms and 3 bathrooms plus a convenient main floor Study Room. The main level boasts a bright open-concept

Row / Townhouse for rent: 2617 MAGDALEN PATH, Oshawa

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$2,750

2617 Magdalen Path, Oshawa (Windfields), Ontario L1L 0R6

5 beds
3 baths
39 days

Simcoe St / Windfields Far Dr Townhouse with 4 Bedrooms, 3 Bathroom in the Desirable Windfields Community, Family and Kids Friendly Neighborhood. Plenty of Natural Light, Upgraded Kitchen Cupboards, Master Ensuite, Close to School, Shops & Community Centre. A+ Tenant, No Smoking, No Pets. (id:27476)

Listed by: Arif Shaikh ,Cityscape Real Estate Ltd. (905) 241-2222
House for rent: MAIN - 19 HERBERT AVENUE, Oshawa

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$2,950

Main - 19 Herbert Avenue, Oshawa (Samac), Ontario L1G 3Y7

6 beds
2 baths
49 days

Simcoe / Conlin Spacious, well-maintained bungalow with 3 bedrooms and 1 bathroom on the main floor,plus 3 bedrooms and 1 bathroom in the basement with a separate entrance(basement not included). Large private lot with parking for up to 7 cars. Walking distance to Durham College and Ontario

Ranbir Randhawa,Homelife/miracle Realty Ltd
Listed by: Ranbir Randhawa ,Homelife/miracle Realty Ltd (416) 289-3000
House for rent: 2472 KENTUCKY DERBY WAY, Oshawa

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$3,100

2472 Kentucky Derby Way, Oshawa (Windfields), Ontario L1R 0R7

5 beds
3 baths
13 days

Simcoe & Britannia Ave This Immaculate 5 Bedrooms + 3 Washrooms Detached Brand New Home Is Designed For Prefect Family Who Wants To Explore A Neighbour That's Close To All Amenities. Close To Transit, School, Fitness, Costco, Hwy 407, University, Durham Collage & Park. A Perfectly Well Maintained

Amaan Rana,Exp Realty
Listed by: Amaan Rana ,Exp Realty (647) 687-1886
Row / Townhouse for rent: 2563 MOJAVE PATH, Oshawa

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$2,800

2563 Mojave Path, Oshawa (Windfields), Ontario L1L 0P9

5 beds
3 baths
21 days

Simcoe St. N & Windfields Farm Newer Townhome in the desirable windfields master planned community. 9'Ceilings on the main floor natural oak stairs, deluxe cabinetry in kitchen, granite countertops in kitchen and bathrooms. Laminated flooring in rec room, kitchen and breakfast carpet free

Listed by: Rahul Padmini Soumian ,Homelife Maple Leaf Realty Ltd. (905) 456-9090
Row / Townhouse for rent: 18 - 560 WAVERLY STREET N, Oshawa

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$2,750

18 - 560 Waverly Street N, Oshawa (McLaughlin), Ontario L1J 5Y4

5 beds
2 baths
11 days

Rossland St W / Waverly St N Rare And Exceptionally Spacious 4-Bedroom Townhome Featuring A Fully Finished Lower Level! This Versatile Multi-Level Home Offers The Perfect Blend Of Suburban Comfort And Modern Style, Recently Updated With New Flooring Throughout For A Bright And Airy Feel. The

House for rent: 108 IROQUOIS AVENUE, Oshawa

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$2,750

108 Iroquois Avenue, Oshawa (Samac), Ontario L1G 3X3

6 beds
2 baths
11 days

Taunton/Somerville Solid Brick Three Level Backsplit. Great Neighbourhood, Close To Schools, Transit & Amenities. Large Fenced Backyard. Ceramic Floors In Kitchen And Entryway, Hardwood Floors Through Living Room, And Upstairs. Laminate Floors Throughout Lower Level. Eat-In Kitchen Overlooking

Listed by: Harpreet Singh ,Re/max Real Estate Centre Inc. (647) 374-0001
House for rent: 249 HIGHLAND AVENUE, Oshawa

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$3,150

249 Highland Avenue, Oshawa (Central), Ontario L1H 6A7

5 beds
2 baths
113 days

Wilson Rd S & King St E Bright & spacious 3 + 2 bedroom bungalow available for lease. The main floor features three bedrooms, a living room, an open-concept kitchen, and a four-piece bathroom. The basement features two bedrooms, a family room, and a three-piece bathroom. Located on a tree-lined

Listed by: Daniyal Tahir ,Century 21 Innovative Realty Inc. (416) 298-8383

Buying or Renting a 5 Bedroom in Oshawa: What Informed Buyers and Investors Should Know

If you're searching for “5 bedroom Oshawa,” you're likely evaluating a larger detached home for multigenerational living, a student-by-bedroom rental near the university district, or a move-up option with full work-from-home flexibility. Oshawa's housing stock spans post-war bungalows to new-build two-storeys in Windfields and Kedron, and each area carries distinct zoning, licensing, and resale considerations that smart buyers—and landlords looking for a five bedroom house for rent—should review before writing offers.

Market Positioning and Who Buys 5-Bedroom Homes in Oshawa

Five-bedroom properties serve several profiles:

  • Multigenerational households needing two living areas or a 5 bedroom house with finished basement for rent (or for purchase).
  • Families prioritizing space for offices, guests, and hobbies, often aiming for at least a 5 bedroom 3 bathroom house for rent equivalent when comparing features.
  • Investors near Ontario Tech University and Durham College targeting by-the-room rentals (a popular search is “5 bedroom homes for rent near me” or “five bedroom house for rent near me”).

Compared with smaller product, five-bedrooms are relatively scarce, which supports long-term resale potential—provided the home is compliant with zoning and safety standards. For context on pricing ladders and trade-ups, browsing 2-bedroom starter options in Oshawa can help you benchmark the cost-per-bedroom premium.

Oshawa Zoning, Additional Units, and Rental Licensing

Single-Detached Zoning and Bedroom Count

Most five-bedroom houses are zoned as single-detached. Bedroom count alone doesn't make a property non-compliant, but changes that add kitchens or separate units can trigger Building Code, parking, and fire separation requirements. Expect plan review and permits if you are adding or altering a secondary unit.

Additional Residential Units (ARUs) and Basements

Ontario policy has broadly enabled up to three residential units on many lots (primary plus additional units), but implementation details vary locally. Oshawa generally permits accessory or additional residential units subject to lot criteria, parking, building/fire code, and registration. Before advertising a “5 bedroom home for rent” with “finished basement,” confirm that any basement suite is legal, permitted, and registered; check for egress windows, proper ceiling/fire separations, interconnected smoke/CO alarms, and Electrical Safety Authority compliance.

University District Rental Licensing

Oshawa has a rental housing licensing program around the university district. Rules can include inspections, property standards, parking minimums, and limits tied to occupancy. Boundaries, fees, and standards change—verify directly with the City of Oshawa whether your prospective address is inside the licensing overlay and whether by-the-room leasing is permitted as you intend.

Short-Term Rentals

Short-term rental bylaws across the GTA, including Oshawa, often restrict rentals to a host's principal residence and require licensing. If you're thinking “5 bedroom apartment for rent near me” for short-term or mid-term stays, check whether your plan is allowed by zoning and licensing, and budget for HST and insurance impacts. Municipal enforcement is active.

Resale Potential: What Supports Value for 5-Bedroom Homes

  • Legal second suites and quality renovations with permits.
  • Proximity to GO Transit, Highway 401/407/418 corridors, and good school catchments.
  • Flexible layouts (main-floor bedrooms for aging-in-place; dedicated office space).
  • Energy updates (200-amp service, newer windows/roof, efficient HVAC), especially in older Central/South Oshawa stock.

Homes near major employment and campus nodes generally retain demand. For comparison, some buyers cross-shop family product in areas like Oakville's Dundas–Trafalgar corridor or larger detached options such as this corner detached in Brampton when weighing commute and school priorities.

Lifestyle Appeal in Different Parts of Oshawa

  • North Oshawa (Windfields/Kedron): Newer two-storeys dominate; five-bed layouts are more common; popular with university staff and tech/healthcare commuters.
  • Central/South Oshawa: Larger lots and mature streets; occasional expanded bungalows; check for older electrical, possible lead supply lines, and sewer scope needs.
  • Lakeview and parks network: Attractive for families wanting green space; fewer true five-bedroom models, so watch for well-done additions or dormers.

If accessibility is key, a true 5 bedroom bungalow for rent or purchase is rare in the city proper; buyers often consider nearby communities for single-level living, such as a bungalow in Tyendinaga or Wilberforce cottages where septic/well diligence is essential.

Seasonal Market Trends and Timing Your Move

Durham Region, including Oshawa, tends to peak in new listings and buyer activity from March through June; competition and pricing strength typically follow. Late summer can soften slightly, while fall brings a second, more selective wave. Winter offers negotiating opportunities but with leaner inventory. Interest-rate announcements and Bank of Canada policy shifts can amplify or mute any given season—watch pre-approval rate holds closely.

Student-focused rentals see leasing spikes for September starts. If your target is a 4–5 bedroom house for rent by the campus, market the unit by late spring with floor plans, bedroom sizes, and utilities policies clearly stated.

Investor Lens: Rent-By-Room vs Family Tenancies

Two common strategies for a 5-bed property:

  • Family tenancy: Cleaner wear-and-tear profile; typically 1- or 2-year leases. Examples include advertising a 5 beds house for rent with a fenced yard and garage. Cap rates hinge on purchase price and taxes; turnover is lower.
  • Student by-the-room: Potentially higher gross rents but requires licensing/inspections where applicable, careful lease structuring, and robust management. Insurers and lenders may treat this differently than a conventional single-family rental.

In multicultural markets, newcomers sometimes search “5 BHK for rent near me.” In Ontario, “bedrooms” is the standard term; clarity in listings avoids confusion and helps with compliant advertising.

Financing, Insurance, and Cash Flow Nuances

  • Investment properties typically require 20%+ down; stress test applies. Lenders may use a portion of legal suite rents for qualification; unregistered suites may not count.
  • Insurance policies differ for student rentals vs family tenancies. Disclose occupancy, locks, and any by-room arrangements.
  • Budget for compliance: permits, egress upgrades, electrical work, and licensing fees. These expenses often pay back through risk reduction and higher achievable rents.

Some buyers compare the returns of a large Oshawa detached with alternatives like a luxury Toronto penthouse (lower yield, higher liquidity) or income properties near York University in Toronto (student demand), or even revitalizing Hamilton neighbourhoods around Tim Hortons Field. Each submarket has a distinct rent-to-price ratio and regulatory backdrop.

Infrastructure and Regional Factors Affecting Oshawa Values

Commuter access drives demand. The 407/412/418 connections have reduced travel times—toll policy changes have helped—and the planned GO expansion toward Bowmanville remains a long-term positive for East Durham connectivity. Strong healthcare and logistics employment corridors, plus proximity to the GM lands and research hubs, broaden the buyer pool for five-bedroom homes. Properties with straightforward access to GO or major arteries tend to show more resilient resale.

Near hospital employment clusters in the GTA, for example around Civic Hospital in Brampton, similar family-sized product often commands premium rents; that dynamic offers a useful benchmark when underwriting Oshawa's north-end five-bed detached homes.

Property Types and Due Diligence: Practical Checklists

  • Older homes: Confirm electrical (avoid knob-and-tube), 100–200 amp service, ESA certificates, and sewer line condition. Attic insulation and air sealing impact comfort in larger homes.
  • Finished basements: Verify permits, ceiling heights, egress, and fire separations before treating as a suite. Labeling a “5 bedroom house with finished basement for rent” that isn't code-compliant risks fines and insurance issues.
  • Rural edges: Parts of north Durham may have wells/septic; plan for water potability tests, septic inspection/pump-out, and winterization knowledge.

For seasonal comparisons—especially if you pivot to a chalet-style hold—scan Moonstone area listings to understand snowbelt maintenance, STR rules, and winter demand cycles.

How to Search and Benchmark Listings Effectively

When you enter queries like “5 bedroom home for rent,” “five bedroom house for rent near me,” or “5 bedroom 3 bathroom house for rent,” be sure the listing's zoning, licensing status, and floor plan align with your use case. Compare bedroom sizes, closet types, natural light, and bathroom-to-bedroom ratios (ideally at least 2.5–3 baths for five bedrooms). A site like KeyHomes.ca helps you cross-reference real listings, neighbourhood data, and compliance cues, and it's a practical way to connect with licensed professionals who know local files at City Hall.

If you end up balancing a five-bedroom search with other property types, you can sanity-check budgets using nearby markets showcased on KeyHomes.ca—such as starter units in Oshawa, family houses in Brampton, or rural/cottage properties in the Kawarthas and beyond—without losing sight of your core objective.

Buyer's Bottom Line

Do your homework before offering on a five-bedroom in Oshawa. Verify zoning, ARU eligibility, and any university-district rental licensing. Confirm basement legality, safety systems, and parking. Underwrite both a family-rental and a student-rental scenario so you understand upside and risk. Time your purchase with seasonal listing flows and your rate hold, and adjust comps for proximity to transit, schools, and employment nodes. For neutral market data and comparable segments, resources like KeyHomes.ca can help you evaluate whether a five-bedroom in Oshawa—or an alternative in a nearby GTA or cottage market—best fits your goals.