Oakville South East Rentals

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Apartment for rent: 146 - 1005 DUNDAS STREET E, Oakville

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$2,000

146 - 1005 Dundas Street E, Oakville (1010 - JM Joshua Meadows), Ontario L6H 8C7

1 beds
1 baths
24 days

Dundas St E & Eighth Line Welcome to Brand New in Oakvilles growing uptown core. Bright South East Corner 1Bedroom 1 Bathroom Unit 553SF + 220SF Terrace, Surrounded by schools, shops, restaurants, and parks, The Wilmot blends urban living with suburban calm. Just minutes from Hwy 403, the QEW,

Offices for rent: 602 - 2275 UPPER MIDDLE ROAD E, Oakville

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$1

602 - 2275 Upper Middle Road E, Oakville (1021 - WP Winston Park), Ontario L6H 0C3

0 beds
2 baths
53 days

Cross Streets: QEW/Winston Churchill Blvd. ** Directions: Ford Drive to Upper Middle East, Left in Buckingham Rd to enter the parking lot. Exceptional opportunity to lease a fully built-out, professional corporate office space designed to impress. Featuring a stylish and welcoming reception

Listed by: Alan Barber ,Royal Lepage Real Estate Services Ltd. (416) 817-7654
2904 SOUTH SHERIDAN Way Unit# 301A, Oakville

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$16

2904 South Sheridan Way Unit# 301a, Oakville, Ontario L6J 7L9

0 beds
0 baths
11 days

South Sheridan/Sherwood Heights Professionally managed office/medical building located in East Oakville with convenient access to the QEW and surrounding amenities. The property offers immediate occupancy and elevator access to the upper floors, with free surface parking available on site.

Jacob Campagnaro,Royal Lepage Burloak Real Estate Services
Listed by: Jacob Campagnaro ,Royal Lepage Burloak Real Estate Services (905) 599-3460
House for rent: 79 WILSON STREET E, Oakville

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$8,499

79 Wilson Street E, Oakville (1002 - CO Central), Ontario L6K 3G4

4 beds
5 baths
5 days

Lakeshore Rd W South On Wilson This is a rare chance to rent a truly special home in one of Oakville's most sought-after neighborhoods, just steps from Lake Ontario, Downtown Oakville, and the shops and restaurants of Kerr Village. The home is beautifully finished throughout -warm hardwood

Greg Ebube,Origin Collective Realty Ltd.
Listed by: Greg Ebube ,Origin Collective Realty Ltd. (647) 721-3712
1054 SOUTH SERVICE Road, Oakville

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$17

1054 South Service Road, Oakville, Ontario L6J 2X7

0 beds
0 baths
63 days

South Service Rd E/Chartwell Rd Excellent mid-bay industrial building with QEW exposure. This industrial building provides operators with the opportunity to locate directly off the QEW with immediate access to the Winston Business Park, GTA, and Halton markets. The property features a well-designed

Offices for rent: 301A - 2904 SOUTH SHERIDAN WAY, Oakville

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$16

301a - 2904 South Sheridan Way, Oakville (1021 - WP Winston Park), Ontario L6J 7L7

0 beds
0 baths
11 days

S Sheridan/Sherwood Heights Professionally managed office/medical building located in East Oakville with convenient access to the QEW and surrounding amenities. The property offers immediate occupancy and elevator access to the upper floors, with free surface parking available on site. Zoning

Listed by: Jacob Campagnaro ,Royal Lepage Burloak Real Estate Services (905) 849-3777
1054 SOUTH SERVICE Road, Oakville

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$9

1054 South Service Road, Oakville, Ontario L6J 2X7

0 beds
0 baths
179 days

South Service Road E & Chartwell Road Excellent mid-bay industrial building with QEW exposure. This industrial building provides operators with the opportunity to be located off the QEW with immediate access to the Winston Business Park, GTA an Halton markets. The property features well-designed

Offices for rent: 1 - 60 LAKESHORE ROAD W, Oakville

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$5,500

1 - 60 Lakeshore Road W, Oakville (1002 - CO Central), Ontario L6K 1E1

0 beds
1 baths
31 days

Cross Streets: Kerr St and Lakeshore Rd W. ** Directions: south on Kerr St, East on Lakeshore Rd W. Well appointed office space near downtown Oakville. Ten separate offices, 2,165 sf with parking, one bathroom on main level. Zoned Commercial Business District can support any range of professional

Anthony Danko,Royal Lepage Real Estate Services Ltd., Brokerage
Listed by: Anthony Danko ,Royal Lepage Real Estate Services Ltd., Brokerage (905) 845-4267
House for rent: 222 ALSCOT CRESCENT, Oakville

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$5,800

222 Alscot Crescent, Oakville (1011 - MO Morrison), Ontario L6J 4R4

5 beds
4 baths
37 days

Cross Streets: Lakeshore/Trelawn. ** Directions: Lakeshore Rd East&Trelawn Dr & Wedgewood Dr. Live steps from the lake in this bright and spacious 4+1 bedroom, 4-bathroom sidesplit home in South East Oakville. Featuring a separate entrance and private in-law suite, this home offers flexibility

144 MANSFIELD DRIVE S, Oakville

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$8,950

144 Mansfield Drive S, Oakville (1003 - CP College Park), Ontario L6H 1K4

0 beds
0 baths
32 days

Cross Streets: Mansfield Drive & Oxford Ave. ** Directions: South of Upper Middle Road, West of 6th Line, East of Dorval. Offered for lease, 144 Mansfield Drive in Oakville presents a rare opportunity to enjoy refined, executive living in the heart of College Park-an established, family-friendly

Listed by: Cliff Silveira ,Re/max Escarpment Realty Inc. (905) 842-7677
Offices for rent: 37 - 1200 SPEERS ROAD, Oakville

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$12

37 - 1200 Speers Road, Oakville (1014 - QE Queen Elizabeth), Ontario L6L 1X4

0 beds
1 baths
11 days

Cross Streets: Between Third & Fourth Line. ** Directions: SOUTH SIDE OF SPEERS BETWEEN THIRD & FOURTH LINES. SECOND FLOOR OFFICE SPACE WITH A PRIVATE ENTRANCE WITH STAIRCASE TO THE SECOND LEVEL. THIS OFFICE SPACE HAS PLENTY OF WINDOWS WHICH FLOOD THE SPACE WITH NATURAL LIGHT. IT IS AN OPEN

Darlene Watts,Century 21 Miller Real Estate Ltd.
Listed by: Darlene Watts ,Century 21 Miller Real Estate Ltd. (905) 845-9180
House for rent: 1119 REBECCA STREET, Oakville

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$4,000

1119 Rebecca Street, Oakville (1020 - WO West), Ontario L6L 1Y6

3 beds
3 baths
117 days

Cross Streets: Rebecca/Third line. ** Directions: East. Fully Furnished house Short-Term & Long-Term! Beautifully fully furnished house located in a luxury neighborhood in prime Southwest Oakville. This property offers exceptional convenience and lifestyle, within walking distance to Bronte

Maryam Asadi Koosha,Royal Lepage Signature Realty
Listed by: Maryam Asadi Koosha ,Royal Lepage Signature Realty (416) 939-9966
House for rent: 441 SEATON DRIVE, Oakville

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$3,500

441 Seaton Drive, Oakville (1020 - WO West), Ontario L6L 3Y3

3 beds
1 baths
117 days

Cross Streets: Third Line/Rebecca. ** Directions: East. Fully Furnished Main Level. Short-Term & Long-Term Rental Beautifully fully furnished main-level unit located in a luxury neighborhood in prime Southwest Oakville. This property offers exceptional convenience and lifestyle, within walking

Maryam Asadi Koosha,Royal Lepage Signature Realty
Listed by: Maryam Asadi Koosha ,Royal Lepage Signature Realty (416) 939-9966
Apartment for rent: 612 - 3005 PINE GLEN ROAD, Oakville

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$1,900

612 - 3005 Pine Glen Road, Oakville (1019 - WM Westmount), Ontario L6M 5P5

1 beds
1 baths
94 days

Cross Streets: Old Bronte Rd/Pine Glen Rd. ** Directions: South of Dundas St W, East of Bronte Rd. Stunning one-bedroom unit in the highly sought-after West Oakville community. This bright, modern suite features sleek finishes, stainless steel appliances, and the convenience of ensuite laundry.

House for rent: 2 - 564 LYONS LANE, Oakville

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$2,195

2 - 564 Lyons Lane, Oakville (1014 - QE Queen Elizabeth), Ontario L6J 2Y1

2 beds
1 baths
15 days

Cross Streets: Lyons Lane/Cross Ave. ** Directions: Cross Ave/Lyons Lane. Prime South EAST Oakville Location! Commuters Dream! Walk to Go train & Home Depot plaza. This 6 - Plex Property features a bright & spacious newly renovated 2 Bedroom + 1 bath apartment, with modern upgraded finishes!

Listed by: Peter Markou ,Royal Lepage Realty Plus Oakville (905) 825-7777
House for rent: 248 GEORGIAN DRIVE, Oakville

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$3,800

248 Georgian Drive, Oakville (1015 - RO River Oaks), Ontario L6H 7K1

4 beds
5 baths
5 days

Cross Streets: Trafalgar / Oak Park. ** Directions: South East of Trafalgar / Oak Park. Prime location in trendy Oak Park, right in the heart of the Uptown core! This charming three-story Norham semi features four bedrooms, including two master suites, and a welcoming front porch leading into

House for rent: 48 BIRKBANK DRIVE, Oakville

20 photos

$5,500

48 Birkbank Drive, Oakville (1006 - FD Ford), Ontario L6J 4Y9

3 beds
2 baths
47 days

Lakeshore Rd W/Winston Churchill South East Oakville's Most Prestigious Area. A Short Walk To The Lake, Located South Of Lakeshore Steps To Clanmore Montessori School, Beautiful Private Yard. Very Large Rooms, In Ground Pool Newly Renovated With New Flooring 3 Bed + Office , 2 Bath (id:27476)

Apartment for rent: 318 - 3005 PINE GLEN DRIVE, Oakville

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$2,000

318 - 3005 Pine Glen Drive, Oakville (1019 - WM Westmount), Ontario L6M 5P5

1 beds
1 baths
15 days

Cross Streets: South of Dundas St W, East of Bronte Rd. ** Directions: Old Bronte Rd/Pine Glen Rd. Stunning one-bedroom unit in the highly sought-after West Oakville community. This bright, modern suite features sleek finishes, stainless steel appliances, and the convenience of ensuite laundry.

Listed by: Abhilasha Bisht ,Realbiz Realty Inc. (647) 619-6973
House for rent: 163 CASTLE CRESCENT, Oakville

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$5,600

163 Castle Crescent, Oakville (1006 - FD Ford), Ontario L6J 5H4

5 beds
3 baths
10 days

Cross Streets: Charnwood Dr/Lakeshore Rd E. ** Directions: Lakeshore Rd E to Charnwood Dr to Castle Cres. Newly renovated south-facing family home with over 2,995sqft living space on a pie-shaped lot in sought-after southeast Oakville. Features bright and spacious living room, formal dining

Listed by: Yan Pang ,Century 21 Miller Real Estate Ltd. (905) 845-9180
Apartment for rent: 1406 - 65 SPEERS ROAD, Oakville

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$2,800

1406 - 65 Speers Road, Oakville (1002 - CO Central), Ontario L6K 3V5

3 beds
2 baths
2 days

Cross Streets: Kerr/Speers. ** Directions: North East cornet of Kerr and Speers. Walking distance to Oakville Go and across from Grocery plaza. On Kerr strret which is lined with multinational restaurants and cafes. South - Facing The Lake; High Floor; 2 Bdrms & Den; 2 Modern Washrooms - One

Listed by: Mansoor Wahid Khan ,Zolo Realty (416) 898-8932
Other for rent: 5 - 83 WILSON STREET, Oakville

17 photos

$2,150

5 - 83 Wilson Street, Oakville (1002 - CO Central), Ontario L6K 3G4

2 beds
1 baths
103 days

Lakeshore Rd E & Wilson St Bright and newly renovated 2-bedroom, 1-bathroom apartment in the heart of Oakville. This well-appointed unitfeatures a spacious living/dining room and a bright white kitchen with subway tile backsplash and great storage.Carpet-free with modern vinyl flooring and

Listed by: Josh Bernard ,Sotheby's International Realty Canada, Brokerage (905) 845-0024

Oakville South East: What Buyers and Investors Should Know

For many Greater Toronto Area buyers, oakville south east (often called Southeast Oakville) is the benchmark for quiet, tree-lined residential living near Lake Ontario, top-ranked schools, and convenient access to the QEW and GO Transit. It's also a market with distinct zoning rules, premium land values, and a unique mix of legacy homes and new estate builds. Below, I've outlined the zoning landscape, resale drivers, lifestyle considerations, seasonal trends, and investor takeaways—including notes on south east apartments for rent and short-term rental rules. When you want to dig deeper into comparables or upcoming listings, resources like KeyHomes.ca make it easy to research data and connect with licensed professionals.

Neighbourhood character and who buys here

Southeast Oakville includes enclaves such as Eastlake, Ford, and Morrison—areas known for mature canopies, wider lots, and a consistent rhythm of teardown-and-rebuild activity. Buyers span move-up families targeting specific school catchments, executives relocating from abroad, and downsizers leaving larger estates for boutique condo or rental options closer to amenities. Inventory is tight in most years, and prices reflect land value first, structure second.

Zoning and redevelopment rules in oakville south east

Stable residential areas, lot coverage, and trees

Oakville's Zoning By-law (2014-014, as amended) sets precise limits for height, lot coverage, and setbacks—especially in “stable residential” zones common in Southeast Oakville. Rebuilds are routine but regulated. Expect rigorous private tree protection: removal or injury of trees typically requires a permit, and site planning often hinges on preserving significant canopy. Demolition also requires municipal approval. Plan for arborist reports, potential root-zone fencing, and additional time in your build schedule.

Additional residential units (ARUs) and parking

Ontario's planning framework now generally permits up to three units on many residential lots (for example, two units in the principal dwelling and one in an accessory structure), subject to local standards. Oakville has embraced ARUs with specific criteria—parking, lot coverage, and servicing capacity can all be limiting factors in Southeast Oakville. Always confirm with the Town of Oakville Planning Department; variances may still be necessary depending on lot specifics.

Shoreline properties and Conservation Halton

Lakefront parcels or those within regulated areas require additional review for erosion hazards and shoreline works. Conservation Halton approvals, geotechnical inputs, and engineered shore protection are common. If a property advertises a “riprap” or “revetment,” budget for ongoing maintenance and insurance nuances, and verify any encroachments or easements.

Housing types, price bands, and financing tips

Legacy homes and estate rebuilds

Many 1950s–1970s bungalows and side-splits sit on generous lots and frequently serve as candidates for redevelopment. To visualize era-specific layouts, compare with a typical 1960s side-split profile. Newer custom homes, often 3,500–6,000+ sq. ft., command top-tier prices—particularly on streets close to Lakeshore Road E or in pockets with deep, private lots.

Condos and south east apartments for rent

Condominium stock within Southeast Oakville is limited compared to central and west-end pockets, but boutique options exist near the lake and along key corridors. See the current mix of Oakville waterfront condo listings to gauge availability and finishes. Purpose-built rentals and south east apartments for rent are often in smaller, well-kept buildings; turnover can be swift during peak relocation months (late summer and early spring).

Financing scenarios to expect

At higher price points, underwriters scrutinize income stability and liquid reserves. Appraisal risk is real during fast-moving markets: if comparable sales lag your negotiated price, be prepared with an increased down payment buffer. For rebuilds, construction financing (draw mortgages) hinges on staged inspections and cost-to-complete verifications. New builds typically trigger HST considerations—primary residence rebates often apply, but investor purchases differ; get a tax opinion before firming up.

Lifestyle appeal and daily living

Schools, commute, and amenities

Southeast Oakville's draw includes respected public and private school options; demand is particularly strong for families mapping to sought-after catchments. Commuters benefit from proximity to Oakville GO and Clarkson GO, plus quick access to the QEW/403. If you're weighing rail alternatives elsewhere in the GTA, compare transit-centric hubs like the Maple GO Station area to understand relative travel times and value trade-offs.

Green space, lake access, and village feel

Residents value quiet streets, walkable pockets near parks and waterfront trails, and a modest, residential tone. You won't find entertainment overload in Southeast Oakville, but you will find a refined, low-key community vibe, with dining and retail options a short drive away in Old Oakville and along Lakeshore.

Resale potential and risk management

What drives resale in Southeast Oakville

Resale strength is underpinned by school catchments, lot size, mature trees, and proximity to the lake. The ultra-luxury segment (e.g., $5M+) can experience longer days on market during rate-sensitive periods. Buyers who prioritize land quality and streetscape cohesion typically see the most resilient outcomes over a 7–10 year hold.

Older-home diligence

Common issues include 60–100 amp electrical service, aluminum or legacy knob-and-tube wiring in earlier builds, asbestos-containing materials, and aging sewer laterals. Budget for upgrades and coordinate specialized inspections (sewer scopes, electrical assessments). Insurers may require remediation prior to issuing policies. Municipal services are standard here—septic and well systems are generally not part of the Southeast Oakville picture, unlike many cottage or rural properties.

Investor lens: rentals, STRs, and tenancy law

Long-term rentals

Executive relocations and family tenants seek quality detached homes and townhouses; boutique condo rentals can see steady demand. Ontario's rent control applies to most units first occupied before November 15, 2018; newer units may be exempt from the annual guideline. Ontario allows vacancy decontrol—you can reset rent between tenancies. Confirm the building's first-occupancy date and comply with the Residential Tenancies Act for notices and increases.

Short-term rentals (STRs)

Oakville restricts short-term rentals. Typically, they're only permitted in a principal residence and require licensing, with additional zoning and condo by-law constraints. Expect active enforcement. Always verify the latest Town of Oakville by-laws and your condominium's declaration/rules before advertising any STR. For investors prioritizing steady income without STR complexity, look to longer leases or consider nearby value markets such as a family-friendly four-bedroom option in London or more rural holdings like properties around Delhi.

Seasonal timing and market rhythms

When to buy and how competition shifts

Spring (March–June) is the busiest season—inventory improves and family buyers bid to align with school calendars. Fall (September–November) is the second window with solid selection. Summer can thin out; winter often brings motivated sellers but fewer choices. Waterfront and estate properties don't always follow standard rhythms—unique homes can transact anytime.

Inspection timing scenarios

Schedule due diligence with seasons in mind. In early spring, sewer line scopes catch freeze-thaw stress. In late fall, pools and irrigation systems are often winterized, limiting inspection; negotiate holdbacks or seasonal warranties. For lakefront parcels, allow time for shoreline assessments and insurer confirmations before waiving conditions.

Regional comparisons and second-home ideas

Many Southeast Oakville residents also maintain a cottage or recreational property. If you're exploring seasonal escapes, compare different settings and servicing types. Waterfront communities like Centennial Lake or Bridgenorth on the Trent-Severn corridor offer classic cottage vibes; developments such as Woodland Estates or broader-acreage options around Markdale can deliver more land for trails and privacy. Unlike Southeast Oakville, many of these properties rely on septic systems and wells—budget for water potability tests, septic inspections, and winter access planning.

For commuters comparing affordability across Halton and the west GTA, newer subdivisions in Milton can present value relative to Southeast Oakville. See representative Milton house listings to benchmark space and price against your Oakville short list.

Costs, taxes, and permits that surprise buyers

Outside the City of Toronto, you'll pay only the provincial Land Transfer Tax when buying in Oakville (no municipal LTT). For infill and rebuilds, watch for development charges on added units, building permit fees, tree permits, parkland dedication for severances, and potential Conservation Halton reviews. New construction may bring HST considerations; principal-residence rebates often reduce the net cost, but investor scenarios differ. Get written estimates and timelines from your planner, builder, and accountant before firming up.

Researching the market

For an up-to-date view of inventory, comparables, and neighbourhood trends, practitioners often reference tools like KeyHomes.ca. It's a practical hub to review micro-market data and browse options from local lakefront condos to commuter-friendly areas farther afield—start with current Oakville condo offerings along the waterfront and expand outward as needed.