THE NEIGHBOURHOOD

Old Oakville

In South East Oakville

Come explore this beautiful Lakeside community and everything it has to offer.

Old Oakville on the map

Nestled on the Lakeside of Lake Ontario

Amenities

Close to everything just around the corner

  • Sobey's
  • Whole Foods
  • Jack's corner store
  • Starbucks
  • Tim Horton's
  • Average Joe
  • Bob's Chat n' Chew
  • Bistro Express
  • Steak House
  • Central Park
  • Playground
  • Green Grass Park
  • Deerwood School
  • Riverside  School
  • Juniper School

Shop And Dine

Old Oakville has it all

From Michelin-starred dining at Hexagon and 7 Enoteca to boutique bakeries, cafés, and designer shops, Old Oakville is a food and fashion destination. Enjoy fine dining, gourmet markets, and stylish stores all within a stroll of the harbour, creating a truly world-class shopping and culinary experience.

Search All Available Properties

Old Oakville Homes for sale

Old Oakville Homes for sale curated by Oakville Real Estate Agent Michael Englund
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  • 518 65 Speers Road in Oakville: 1013 - OO Old Oakville Condo Apartment for lease : MLS®# W12548106

    518 65 Speers Road 1013 - OO Old Oakville Oakville L6K 0J1
    Main Photo: 518 65 Speers Road in Oakville: 1013 - OO Old Oakville Condo Apartment for lease : MLS®# W12548106

    518 65 Speers Road Oakville L6K 0J1 1013 - OO Old Oakville

    $2,300
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    W12548106
    Bedrooms:
    2
    Bathrooms:
    1
    PRESTIGIOUS RAIN CONDOS BUILDING, LESS THAN 10 YEARS OLD; 1 BR + DEN CONDO IN THE HEART OF OAKVILLE; OPEN CONCEPT, MODERN KITCHEN WITH GRANITE COUNTER AND SS APPLIANCES; ENGINEERED HARDWOOD FLOORS; 9 FT CEILING; IN-SUITE LAUNDARY; W/O TO BALCONY FROM LIVING ROOM AND BEDROOM; 4-PIECE ENSUITE ATTACHED TO BEDROOM; 1 UNDERGROUND PARKING AND 1 LOCKER INCLUDED; CLOSE TO VIA/GO STATION AND OAKVILLE WATERFRONT; MINUTES TO QEW; STEPS FROM SHOPS, CAFES, RESTAURENTS & PARKS. More details
    Listed by ROYAL STAR REALTY INC.
    LISTING DETAILS
    MICHAEL ENGLUND
    Michael Englund

  • 1 164 Trafalgar Road in Oakville: 1013 - OO Old Oakville House for lease : MLS®# W12541956

    1 164 Trafalgar Road 1013 - OO Old Oakville Oakville L6J 3G6
    Main Photo: 1 164 Trafalgar Road in Oakville: 1013 - OO Old Oakville House for lease : MLS®# W12541956

    1 164 Trafalgar Road Oakville L6J 3G6 1013 - OO Old Oakville

    $2,500
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    W12541956
    Bedrooms:
    1
    Bathrooms:
    1
    2nd Flr Spacious Suite In Heritage Building In The Heart Of Downtown Oakville. Sparkling, Clean & Tastefully Renovated W/Oversize Windows Giving Lots Of Natural Light/Beautiful Views Of The River/Gardens/Parks. Enjoy Dtn Shopping/Dining/Magnificent Oakville Harbour. Walk/Bike To Go Train. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS
    MICHAEL ENGLUND
    Michael Englund

  • 130 Thomas Street in Oakville: 1013 - OO Old Oakville Commercial for lease : MLS®# W12536904

    130 Thomas Street 1013 - OO Old Oakville Oakville L6J 3B1
    Main Photo: 130 Thomas Street in Oakville: 1013 - OO Old Oakville Commercial for lease : MLS®# W12536904

    130 Thomas Street Oakville L6J 3B1 1013 - OO Old Oakville

    $2,300 /Month
    Commercial
    Status:
    For Lease
    MLS® Num:
    W12536904
    Total Area:
    890 sq. ft.
    Premium Professional Downtown Oakville Office Space! One Of The Best Spots Downtown Oakville For Available Street Parking And Very Close To the Municipal Parking Lot. Just remodel, new floors, pot lights, and a separate office with floor-to-ceiling glass doors, a functional kitchenette and extra built-in cabinets for extra storage. Excellent Location with Easily Accessible By Oakville Transit. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    LISTING DETAILS
    MICHAEL ENGLUND
    Michael Englund

  • 411 Trafalgar Road in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W12531646

    411 Trafalgar Road 1013 - OO Old Oakville Oakville L6J 3H8
    Main Photo: 411 Trafalgar Road in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W12531646

    411 Trafalgar Road Oakville L6J 3H8 1013 - OO Old Oakville

    $1,699,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12531646
    Bedrooms:
    3
    Bathrooms:
    3
    Nestled in the heart of Oakville's famed Heritage District, this delightful 1 1/2 storey home combines classic charm with modern comfort. With its picture-perfect board and batten wood exterior, whimsical front porch, the curb appeal is simply irresistible. The spacious living and dining areas flow seamlessly into a gracious family room with feature gas fireplace where natural light pours in through a wall of windows that overlook the lush backyard. The 2nd level features 2 bedrooms complete with brand new custom built-ins for added storage and 3-piece bathroom with skylight. Separate entrance to the home's lower level leads to the large recreation space with electric fireplace, extra large bedroom, and newly renovated bathroom(2020) and laundry room. This home offers a rare combination of character and convenience, with the best of Oakville at your doorstep. Just 5 minute walk to GO Train station, Whole Foods, Indigo, Starbucks, Shoppers Drug Mart, and LCBO, you'll enjoy effortless access to all your daily essentials. Top-rated schools, great local artisanal shops, and picturesque parks are also within walking distance, making this an unbeatable location for families and professionals alike. More details
    Listed by Royal LePage Real Estate Services Ltd., Brokerage
    LISTING DETAILS
    MICHAEL ENGLUND
    Michael Englund

  • 411 Trafalgar Road in Oakville: 1013 - OO Old Oakville House for lease : MLS®# W12531732

    411 Trafalgar Road 1013 - OO Old Oakville Oakville L6J 3H8
    Main Photo: 411 Trafalgar Road in Oakville: 1013 - OO Old Oakville House for lease : MLS®# W12531732

    411 Trafalgar Road Oakville L6J 3H8 1013 - OO Old Oakville

    $4,900
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    W12531732
    Bedrooms:
    4
    Bathrooms:
    3
    Nestled in the heart of Oakville's famed Heritage District, this delightful 1 1/2 storey home combines classic charm with modern comfort. With its picture-perfect board and batten wood exterior, whimsical front porch, and inviting white picket fence, the curb appeal is simply irresistible. The spacious living and dining areas flow seamlessly into a gracious family room with feature gas fireplace where natural light pours in through a wall of windows that overlook the lush backyard. The 2nd level features 2 bedrooms complete with brand new custom built-ins for added storage and 3-piece bathroom with skylight. Separate entrance to the home's lower level leads to the large recreation space with electric fireplace, extra large bedroom, and newly renovated bathroom(2020) and laundry room. This home offers a rare combination of character and convenience, with the best of Oakville at your doorstep. Just a 5 minute walk to the GO Train station, Whole Foods, Indigo, Starbucks, Shoppers Drug Mart, and LCBO, you'll enjoy effortless access to all your daily essentials. Top-rated schools, great local artisanal shops, and picturesque parks are also within walking distance, making this an unbeatable location for families and professionals alike. More details
    Listed by Royal LePage Real Estate Services Ltd., Brokerage
    LISTING DETAILS
    MICHAEL ENGLUND
    Michael Englund

  • 2 341 Lakeshore Road E in Oakville: 1013 - OO Old Oakville House for lease : MLS®# W12534778

    2 341 Lakeshore Road E 1013 - OO Old Oakville Oakville L6J 1J4
    Main Photo: 2 341 Lakeshore Road E in Oakville: 1013 - OO Old Oakville House for lease : MLS®# W12534778

    2 341 Lakeshore Road E Oakville L6J 1J4 1013 - OO Old Oakville

    $2,150
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    W12534778
    Bedrooms:
    2
    Bathrooms:
    1
    Live in the Heart of Downtown Oakville! Don't miss this fantastic opportunity to lease a charming 2-bedroom apartment in one of Oakville's most vibrant neighbourhoods! Features include living area, bright kitchen with skylight, spacious bedrooms, and a 3-piece bath with enclosed shower stall. Enjoy the convenience of ensuite laundry and being just steps away from boutique shops, cafes, and restaurants. No parking available. More details
    Listed by FOREST HILL REAL ESTATE INC.
    LISTING DETAILS
    MICHAEL ENGLUND
    Michael Englund

  • 138 Dunn Street in Oakville: 1013 - OO Old Oakville Commercial for sale : MLS®# W12535122

    138 Dunn Street 1013 - OO Old Oakville Oakville L6J 3E2
    Main Photo: 138 Dunn Street in Oakville: 1013 - OO Old Oakville Commercial for sale : MLS®# W12535122

    138 Dunn Street Oakville L6J 3E2 1013 - OO Old Oakville

    $1 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    W12535122
    Major Bus.:
    Residential
    Total Area:
    4,919.1 sq. ft.
    Welcome to 138 Dunn St, an exclusive parcel of land offering the opportunity to build a luxury boutique condominium nestled in the heart of Downtown Oakville, where modern elegance meets historic charm. Intimate design plans available by Hicks Design Studios, which propose an intimate building featuring 3 expansive units with an impressive 3,214 sq ft interior complimented by a private 421 sq ft balcony. With only 1 unit per floor, residents enjoy the ultimate in privacy, sophistication, and seamless indoor-outdoor living. An amazing opportunity for investors looking for their next luxury build. Additionally, Downtown Oakville offers an unparalleled lifestyle, with residents leisurely tracking strolls to the Oakville Marina where you can dock your boat and enjoy lakeside views from one of the many waterfront parks. Explore Oakville's lakeshore parks, ideal for morning jogs or sunset walks, or spend your day shopping at the charming boutiques and high-end shops that line the downtown streets. Dining options abound, with an array of gourmet restaurants, trendy cafes, and fine dining establishments just steps away. With the perfect blend of proposed luxury living and convenience, this lot provides an extraordinary opportunity for future residents to experience the best of Oakville's sophisticated lifestyle. **Seller is amenable to a VTB** More details
    Listed by SAM MCDADI REAL ESTATE INC.
    LISTING DETAILS
    MICHAEL ENGLUND
    Michael Englund

  • PH08 185 Robinson Street in Oakville: 1013 - OO Old Oakville Condo Apartment for lease : MLS®# W12524474

    PH08 185 Robinson Street 1013 - OO Old Oakville Oakville L6J 5W7
    Main Photo: PH08 185 Robinson Street in Oakville: 1013 - OO Old Oakville Condo Apartment for lease : MLS®# W12524474

    PH08 185 Robinson Street Oakville L6J 5W7 1013 - OO Old Oakville

    $4,490
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    W12524474
    Bedrooms:
    2
    Bathrooms:
    1
    Nestled in the heart of Downtown Oakville, at Towne Square, this Penthouse retreat at TheAshbury, fully renovated in 2025, redefines executive luxury living. This extraordinary,completely furnished 1,100 sqft 1-bedroom and Den Loft blends historic character with modernsophistication. This grand suite, crowned by soaring 18-foot ceilings and expansive windows, isbathed in natural light, creating a serene and inviting atmosphere. The chef-inspired kitchenis a true masterpiece, featuring an iconic 1896 reclaimed wood beam island from Toronto'soriginal Simpson Store (the first department store in Canada), infusing heritage and artistryinto a contemporary setting. Outfitted with high-end full-sized appliances, including a Mielebuilt-in oven and Fisher & Paykel range and fridge, every culinary moment becomes anexperience. Thoughtfully designed to maximize space, this unit includes a custom BeverageStation complete with an espresso machine and wine fridge, ideal for refined entertaining orquiet indulgence. The graceful glass and wood staircase leads to a bright open-concept bedroomwith abundant closet space and a spacious den overlooking the grand room, perfect for inspiredwork or relaxation. Step outside to the private balcony, equipped with a built-in TV andplanters for herb gardening for dining and entertainment. Located steps from Oakville's finestboutiques, Michelin-starred restaurants, the Marina, Oakville Club, Library, and PerformingArts Centre. This unit offers an unmatched urban-lakeside lifestyle, including One Parking spotwith an EV charger and a Storage Locker. A rare opportunity to lease Oakville's most historicdistrict, where design and luxury living unite. More details
    Listed by RE/MAX REALTY ENTERPRISES INC.
    LISTING DETAILS
    MICHAEL ENGLUND
    Michael Englund

  • PH1 300 RANDALL Street in Oakville: 1013 - OO Old Oakville Condo for sale : MLS®# W12517736

    PH1 300 RANDALL Street 1013 - OO Old Oakville Oakville L6J 0G2
    Main Photo: PH1 300 RANDALL Street in Oakville: 1013 - OO Old Oakville Condo for sale : MLS®# W12517736

    PH1 300 RANDALL Street Oakville L6J 0G2 1013 - OO Old Oakville

    $5,999,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W12517736
    Bedrooms:
    3
    Bathrooms:
    4
    RESTORATION HARDWARE SHOW SUITE: Welcome to the crown jewel of The Randall Residences, Oakville's most prestigious address. This sun-filled Signature Penthouse Suite is the largest residence inside and out, offering approximately 3,337 sq. ft. of sophisticated living plus a 386 sq. ft. second-storey lounge with skylight and an expansive 1,327 sq. ft. southeast-facing terrace. Enter through a grand rotunda foyer with marble floors and an impressive RH chandelier, setting the tone for this exceptional home. The open-concept living and dining areas boast 12-foot ceilings, floor-to-ceiling wrap-around windows, custom Downsview cabinetry, top-of-the-line appliances, and a gas fireplace - an entertainer's dream. Restoration Hardware fixtures illuminate throughout the suite exuding an atmosphere of sophisticated refinement. The principal bedroom retreat is a haven of tranquility with a custom zebra-wood dressing room and a spa-inspired 6-piece ensuite, complete with heated marble floors, polished nickel fixtures, and a freestanding soaking tub. Two additional bedrooms each feature their own private ensuites for ultimate comfort and privacy. Ascend to the second-storey lounge, ideal for a home gym, office, or serene retreat, and step out to your private rooftop terrace designed for entertaining, featuring multiple lounging and dining zones with a gas BBQ hookup. Additional luxuries include a Crestron home automation system, integrated entertainment features, 3 parking spaces, and 2 storage lockers. Residents enjoy 24-hour concierge service in this award-winning development, celebrated for its impeccable craftsmanship and timeless elegance. Sotto Sotto on the ground floor. Located steps from Lake Ontario, fine dining, boutique shopping, and just minutes to major highways, this penthouse represents the pinnacle of luxury living in Oakville. If you demand the best, look no further. Luxury Certified. More details
    Listed by RE/MAX ESCARPMENT REALTY INC.
    LISTING DETAILS
    MICHAEL ENGLUND
    Michael Englund

  • 42 Chartwell Road in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W12512148

    42 Chartwell Road 1013 - OO Old Oakville Oakville L6J 3Z4
    Main Photo: 42 Chartwell Road in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W12512148

    42 Chartwell Road Oakville L6J 3Z4 1013 - OO Old Oakville

    $2,899,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12512148
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to a once-in-a-lifetime opportunity in the heart of Old Oakville's most exclusive enclave. Situated on a premium 100 x 88 lot on prestigious Chartwell Road, this charming residence is the last remaining original home this close to Lake Ontario offering unmatched potential in a neighbourhood where properties of this caliber rarely become available. Thoughtfully updated throughout, the home blends timeless character with modern convenience, featuring a newer roof, furnace, A/C, updated wiring, and plumbing. The location is truly unparalleled just a 10-minute walk to the boutiques, restaurants, and cafes of vibrant downtown Oakville, yet nestled on a quiet, tree-lined street steps from the lake. Importantly, this is not a designated historical home, giving buyers the flexibility to enjoy the existing residence or design and build a custom dream home in one of Canadas most desirable communities. Whether you're looking to move in, renovate further, or build new, this is your final chance to secure a prime piece of Chartwell Road this close to the water. More details
    Listed by Re/Max Hallmark Alliance Realty
    LISTING DETAILS
    MICHAEL ENGLUND
    Michael Englund

  • 404 185 Robinson Street in Oakville: 1013 - OO Old Oakville Condo Apartment for sale : MLS®# W12502118

    404 185 Robinson Street 1013 - OO Old Oakville Oakville L6J 7P6
    Main Photo: 404 185 Robinson Street in Oakville: 1013 - OO Old Oakville Condo Apartment for sale : MLS®# W12502118

    404 185 Robinson Street Oakville L6J 7P6 1013 - OO Old Oakville

    $644,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W12502118
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome to Ashbury Square in the heart of Downtown Oakville. This stylish two-storey loft-style condo offers just over 760 square feet of beautifully designed living space with soaring ceilings and abundant natural light. The open-concept main floor features an updated kitchen and stainless steel appliances, hardwood floors, and a dedicated office or den area-ideal for working from home. Upstairs, the spacious lofted bedroom includes a walk-in closet and views to below Step outside and you're in the vibrant core of Downtown Oakville-surrounded by boutiques hops, award-winning restaurants, cozy cafés, and just steps to the lake, the marina, and scenic waterfront trails. Enjoy refined urban living in one of Oakville's most coveted, walkable neighborhoods. Includes underground parking and locker. More details
    Listed by RE/MAX ABOUTOWNE REALTY CORP.
    LISTING DETAILS
    MICHAEL ENGLUND
    Michael Englund

  • 322 Pine Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W12503642

    322 Pine Avenue 1013 - OO Old Oakville Oakville L6J 2J9
    Main Photo: 322 Pine Avenue in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W12503642

    322 Pine Avenue Oakville L6J 2J9 1013 - OO Old Oakville

    $1,799,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12503642
    Bedrooms:
    4
    Bathrooms:
    4
    Rare Opportunity to own this Charming Family Home nestled in the Heart of Old Oakville in one of THE most sought after neighbourhoods. Very well maintained 1 1/2 storey home is situated on a fully landscaped 50' x 141.8' lot on a quiet, tree-lined cul de sac. The home is surrounded by covered porches and decks so you can enjoy the ambiance and stillness of nature at its best and still be close to everything! Originally purchased over 40 years ago as a quaint cottage, renovated in 1992 and now boasting large principal rooms, a sunken, oversized 19'8 x 18'6 family room featuring a reclaimed brick-faced, woodburning fireplace with barn board mantel and matching bar with sliding doors leading to a Muskoka like backyard. Expansive windows across the back of the house lead to the 36'4 x 14'6 rear deck! Winter or summer, special memories will be made at your family gatherings and celebrations, ideal for relaxing evenings or entertaining guests. Offering over 2,050 sq. ft. of above ground inviting living space, this property perfectly blends classic charm with modern comfort. 3+1 spacious bedrooms, 4 bathrooms, large living room currently being used as a separate dining room plus a partial finished basement provides ample space for families of all sizes. Main Floor Bedroom/Office/Den and updated bathroom. Gleaming hardwoods and ceramics adorn the foyer and main floor. Large pantry and abundant cupboards in the spacious kitchen with double sink. Separate laundry room on the main floor with laundry tub, folding counter and lots of under counter storage. On the rear of the property there are two additional stand alone structures for summer/garden equipment or workshop/studio with electricity. This property offers endless possibilities for renovation or addition. No homes across the street for ultimate privacy. Just minutes from top-ranked public and private schools, Downtown Oakville, Whole Foods, LCBO, charming shops, the lakefront, parks, and a walk to GO transit. More details
    Listed by Realty Executives Plus Ltd., Brokerage
    LISTING DETAILS
    MICHAEL ENGLUND
    Michael Englund
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Data was last updated November 15, 2025 at 08:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.

Michael Englund — Oakville Real Estate Agent (REALTOR®) | RE/MAX Escarpment Realty Inc., Brokerage

Serving South Oakville, Bronte, Old Oakville, Morrison, Glen Abbey & surrounding neighbourhoods.

Office: +1-905-XXX-XXXX • hello@michaelenglund.ca

Privacy Policy | Terms of Use

© Michael Englund. All rights reserved.

This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.

Old Oakville

Historic harbourfront living with heritage streetscapes, lake access, boutique shopping and dining, beautiful parks, and top-rated schools—minutes from everything.

At-a-glance
VibeHeritage, walkable, harbourfront
HighlightsOakville Harbour, Lakeshore boutiques, parks
CommutingQuick access to GO Transit & QEW/403

Old Oakville on the Map

Amenities & Everyday Convenience

Parks & Waterfront

  • Lakeside Park
  • Tannery Park
  • Shipyard Park
  • Erchless Estate grounds & museum

Schools (Nearby)

  • New Central Public School
  • Oakville Trafalgar High School
  • St. Thomas Aquinas Catholic Secondary
  • MacLachlan College (private)

Groceries & Shops

  • Downtown Oakville boutiques & services
  • Grocery options within a short drive

Dining & Cafés

  • Lakeshore Road E restaurants & patios
  • Local cafés and dessert spots

Note: Amenities evolve—check current hours/menus before visiting.

Old Oakville Homes for Sale

Curated by Oakville real estate agent Michael Englund.

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Why People Love Old Oakville

Old Oakville blends historic character with a vibrant main street and harbour. You’ll find heritage homes, luxury custom builds, and elegant condos—steps to parks, trails, boutiques, dining, and the lake. It’s walkable, picturesque, and well connected for commuters.

Buying or selling in Old Oakville?
Get tailored advice, comparable sales, and a smart strategy for today’s market.
Contact Michael Request a Valuation

Old Oakville FAQs

What kinds of homes are common in Old Oakville?

A mix of heritage homes, custom luxury builds, townhomes, and elegant condo options near the lake and downtown.

Is it walkable?

Extremely—most day-to-day needs, dining, and the waterfront are walkable from many streets in Old Oakville.

How convenient is commuting?

Quick access to the GO station and major routes, with local transit options nearby.