55 Chisholm St

Located in coveted West Harbour, come discover tranquility and elegance at 235 Lakewood Drive. Nestled on a generous .56-acre lot, embraced by majestic foliage in a private cul-de-sac, this residence epitomizes serene living mere steps from the lake. Crafted by renowned architect Gren Weis, the fusion of stone and wood siding spans over 6,200 square feet. Step into the foyer with its soaring cathedral ceilings, offering glimpses of the expansive living spaces beyond. Designed for seamless flow, this sophisticated layout effortlessly accommodates both grand and intimate gatherings. A bespoke oak staircase adorned with shimmering Schonbek chandeliers leads to the upper levels, where solid oak hardwood flooring graces much of the home. The living room boasts exquisite millwork, custom fireplace, and state-of-the-art entertainment amenities by Canadian Sound Ltd. The gourmet kitchen, recently reimagined, features top-tier appliances, quartz countertops, and abundant storage, with access to a sprawling composite, low maintenance deck. A stately maple wood-paneled study overlooks manicured gardens, providing a serene retreat. Five generous bedrooms, each with an ensuite and ample closets, offer luxurious comfort. The primary suite is a haven of indulgence, flaunting dual walk-in closets, spa-like ensuite with airy vaulted ceilings, skylights, and deluxe fixtures. The lower level is all about leisure and function, boasting a custom-painted wood-paneled rec room with lakeside vibes, alongside a gym, wine cellar, and top-notch utility room. Outside, the meticulously landscaped grounds offer a saltwater pool with waterfall, a spa, and outdoor entertainment system, perfect for alfresco movie nights. This home boasts a brand new roof with lifetime warranty! Stroll to lovely downtown Oakville, trendy Kerr Village, Tannery Park along the Lake & waterfront trails. Close proximity to highly esteemed schools.

Nestled on a highly sought-after street in a top school district, walking distance to downtown Oakville. This lot features the utmost privacy. The primary suite features a luxurious soaker tub and heated floors. Two additional spacious bedrooms and a charming bathroom ensure ample space for family and guests alike. Custom hardwood floors throughout. Designer kitchen with top end SS appliances and built in Miele coffee maker. Hidden speakers with surround sound in family room. 5 fireplaces throughout the home. New furnace and AC (2023). Brand new Muskoka room with sliding screen windows. Brand new wood sliding and windows/doors. State-of-the-art movie theatre, custom wine feature, making it the ideal spot for both relaxation and entertaining. The private backyard backs onto a park, ideal for families. This Oakville gem is a rare find offering a blend of luxurious feature, an unbeatable location, and the opportunity for further customization with permit for primary enclave and garage expansion.

Set on a spectacular 0.566-acre lot, this property is enveloped by towering trees and lush gardens, and backing onto the tranquil Kings Park Woods. Offering nearly 25,000 sq. ft. of privacy and tranquility, this Muskoka-like retreat sits on one of Southeast Oakville's most prestigious streets. A generously sized interlocked driveway leads past the elegant front yard to an impressive 3-car garage. Lovingly maintained by the same family for over 40 years, the home is in pristine condition. The interior features expansive principal rooms, including formal living and dining spaces, a large kitchen with a breakfast area addition, and an open-concept family roomperfect for both day-to-day living and entertaining. A wealth of windows throughout brings in abundant natural light and frames beautiful views of the front streetscape as well as the forested backyard. With multiple fireplaces and hardwood floors throughout the main level, the home exudes warmth and charm. Convenient access to the garage is provided through the laundry room. Upstairs, the spacious primary suite is complemented by three double closets, built-in bookcases, a 3-piece ensuite, and additional flexible space. Two more generously sized bedrooms, along with a 4-piece bathroom featuring a jacuzzi tub, complete this level. The true highlight of the home is the backyarda private oasis of mature trees, manicured gardens, and a well-positioned pool that basks in sunlight. A full irrigation system ensures the landscaping stays lush. Recent upgrades include a new roof, furnace, and electrical panel, while the garage boasts 50-amp service, ideal for a lift or electric vehicle charging. Walking distance to Oakvilles top public and private schools, including OT and St. Mildreds, and just minutes to shopping, this property offers exceptional potential. Whether you choose to build a custom home or renovate and expand this charming residence, the large lot allows for endless possibilities.

Nestled in the prestigious Morrison neighbourhood of Southeast Oakville, this meticulously renovated custom home rests on a 75ft x 150ft south-facing lot. Thoughtfully redesigned from the studs, it seamlessly blends high-end finishes with a family-focused, modern layout. Oversized windows flood the space with natural light, highlighting the white oak flooring and custom millwork throughout. The open-concept kitchen and family room create a warm, inviting atmosphere, featuring top-tier appliances, custom cabinetry and a large center island with seating for 3. Just off the kitchen, the sunroom extends your living space, offering views of the landscaped backyard, mature trees, and a large deck. The formal living and dining room are perfect for hosting, with soaring 13-foot ceilings and a cozy wood-burning fireplace, adding to the homes welcoming feel. Upstairs, the large primary suite offers a private retreat, complete with a spa-inspired ensuite featuring heated floors, dual sinks, a walk-in shower with bench seating, and a freestanding tub. Two additional generously sized bedrooms provide comfortable accommodations for family or guests. The fully finished basement extends the living space with a spacious recreation room, a well-equipped laundry area with a task sink, and a private nanny suite featuring a walk-in closet and a three-piece bathroom. Combining contemporary design, luxurious finishes, and an exceptional location, this home is the epitome of family living in one of Oakvilles coveted neighbourhoods. Easy access to both the Oakville and Clarkson GO station. Perfect for commuters. Quiet, family-friendly neighbourhood. Walking distance to public and private schools.

A Rare Gem: This Elegant Home Is Situated In The Heart Of Vibrant & Historic Downtown Oakville! Nestled On A Generous 96' X 104' Wooded Lot Along A Picturesque, Tree-Lined Street, This Exceptional Property Is Only 100 Steps To The Lake & Town Square. Meticulously Restored & Renovated, This Character-Filled Home Blends Timeless European Craftsmanship With Modern Luxury Finishes Throughout. The Main Floor Boasts Soaring 10' And 11' Ceilings, While The Second Floor Features 9' Ceilings, Creating An Airy And Spacious Ambiance. The Open-Concept Luxury Kitchen Flows Seamlessly Into A Sunlit Dining Room With Views Of The Serene Garden. The Expansive Primary Suite Offers A Spa-Like Ensuite And A Large Dressing Room For Ultimate Comfort. A Separate Entrance Leads To The Basement, Ideal For A Nanny Or Guest Suite. Step Outside To Your Private Courtyard With Access To An Oversized Garage With A Separate Office Space Perfect For Client Meetings Or A Private Work Experience. Enjoy The Large Veranda That Overlooks The Beautifully Landscaped, South And West-Facing Gardens, Surrounded By Mature Trees For Privacy. Located In The Vibrant Heart Of Old Oakville, You're Steps Away From High-End Dining, Boutique Shopping, The Harbour, Oakville Club, Recreation Centre, Library, And Performing Arts Venues. Situated In The Top-Ranked OT School District, This Home Offers A Truly Rare Opportunity To Experience Luxury Living In One Of Oakville's Most Sought-After Locations. **EXTRAS** Pool-Sized Yard, Heated Floors (Primary Ensuite, Basement Bathroom, Nanny Suite). Features High-End Stainless Steel Appliances, Indoor/Outdoor Speakers, Security System, Irrigation System. 3 Fireplaces, Separate Gym Or Office.

Walking Distance To Top Local Schools, Go Train And Lake! Rarely Do We See Such A Great Blend Of Home, Land And Location. The Traditional Circular Drive Opens To A Timeless All-Stone Exterior Welcoming You To What Is Truly A Coveted Find On One Of The Most Desirable Streets In Morrison; Only Steps To Downtown Oakville. In 2011 Underwent A Complete Remodel Top-To-Bottom, Inside And Out. Custom Kitchen With Chef Grade Appliances. Main Floor Bedroom Convenient For Elderly People And Easy Access.

Exquisite New England-inspired Lofted Bungalow with breathtaking views and unmatched privacy on 16 Mile Creek. This one-of-a-kind waterfront retreat offers coveted riparian rights and a private dock, perfect for embracing Oakville's scenic waterway. In winter, skate or ski on the frozen creek, or enjoy snowy vistas from your sunlit living room. Summer invites boating, swimming, and fishing, with easy paddling access to Oakville Harbour and Lake Ontario. This home feels like Muskoka in Oakville. A meticulous 2016 renovation elevated every inch, showcasing rich hand-scraped oak flooring, custom millwork, solid wood doors, and elegant tray ceilings. The expansive 1,700 sq. ft. deck, complete with a hot tub oasis, integrated fire table, and motorized awnings, leads to a Wolf PVC waterside deck with a floating dock, kayak launch, and swim ladder. Glass-encased staircases with helical pier construction are a visual masterpiece. Enjoy year-round water access, immersing you in natures beauty. Inside, every detail exudes sophistication. The living rooms floor-to-ceiling windows showcase the ravine's beauty, with mesmerizing sunset views and a gas fireplace with a live-edge mantel. The chef's kitchen features a leathered Taj Mahal quartzite island, Wolf and Miele appliances, and a seamlessly integrated Sub-Zero fridge. Heated floors extend throughout, including the spa-like primary ensuite with marble floors, a rain shower, and a double vanity. The lower level impresses with a linear gas fireplace, built-in bar, and sliding doors to the deck. A unique concrete-lined storage room, affectionately called the Bomb Shelter, offers versatility. This extraordinary home combines modern luxury, architectural excellence, and a stunning natural setting, making it one of Oakvilles most spectacular properties, just steps from downtown and the GO train.

Spectacular lakefront property with 93' frontage on Lake Ontario. Located on a quiet, mature cul-de-sac, this custom built, family home offers 4+1 Bedrooms, 3.5 Baths with over 2800SF above-grade + 1400 SF Finished Lower Level. Architecturally designed with wall-to-wall windows overlooking the lake, solid brick construction with clay tile roofing, this home was built to last. 9 and 10 ceilings on the main floor. Oak hardwood floors throughout both levels. Grand entrance foyer with oak staircase. Beautiful Living Room with fabulous antique marble fireplace surround with gas insert open to Dining Room with wall to wall patio doors to the terrace with incredible lake views. Fabulous Kitchen/Breakfast Room is a blank canvas with the perfect space to install the waterfront Kitchen of your dreams. Walk-outs to both decks and open to the the Family Room with stunning marble fireplace with gas insert. The main floor features a mudroom with side entry and inside entry from full-sized two-car garage. The Primary suite features oversized windows and a walk-out to second floor balcony with outstanding lake views, luxury ensuite bathroom and walk-in closet. Two more Bedrooms overlook the lake with oversized windows. The front Bedroom opens to a bonus room above the garage which could be handy as a Den or quiet retreat. The Lower Level has excellent ceilings height, good windows and features 1Bedroom, 3-Piece Bathroom, Recreation Room, Den, Laundry Room, storage and more. Beautifully landscaped and maintained property fully fenced with wrought iron gate access to the lake. Cobblestone driveway accommodates 4 cars. Outstanding value on Lake Ontario. A must see!

Experience elegant Muskoka-style living. This home features 4 bedrooms 4 bathrooms over 4680 sq. ft. of living space. Hard to find two main floor bedrooms, including a master suite with direct access to the deck, hot tub, and swimming pool. Natural Austrian oak floors complementing a gourmet chef's kitchen equipped with top-of-the-line appliances. A Muskoka room connects seamlessly to the outdoor saltwater pool and lush private backyard, ideal for relaxation and entertainment. Additional amenities include a temperature-controlled wine cellar for over 800 bottles, a 6-person Pacific hot tub, Lower-level theatre/library, Study/office, Gym and a sprawling deck accessible from multiple rooms. The property boasts a stunning layered private garden with amazing landscaping and mature trees. Located steps from Lake, close to downtown Oakville, Clarkson GO Station, and top-rated schools like OTHS and Maple Grove Elementary. Ideal for both entertainment and tranquility seekers, this home blends luxury with practicality in Oakville's prestigious neighbourhood. All existing appliances including 36" Sub-Zero glass-door, fridge-over-freezer units (X2), 48 Wolf 2-oven, 4-burner, griddle & grill, Hood enclosure, Wolf under-counter convection microwave, Wolf under-counter warming drawer, Miele Stainless Steel dishwasher, KitchenAid Garburators (X2), metal hanging pot rack, Basement KitchenAid dishwasher and side-by-side freezer-refrigerator, Basement Panasonic convection microwave oven, Maytag front-loading washer/dryer, HUSKY central vacuum unit (in Garage), All interior & exterior electric light fixtures, all window coverings and blinds, All installed (ceiling) speakers, All built-in furniture. **EXTRAS** Cedar Spa Pavilion W/ 6-person Pacific Hot tub.

Spectacular 'mid-century modern' style renovation of this very special 4 Bedroom, 3.5 bath bungalow spanning 3400SF in prime southeast Oakville just off Morrison Road. The sprawling additions create a courtyard around magnificent magnolia tree in the garden. Bright front entry with skylight. Wide plank oak flooring throughout. Custom glass pocket doors to Living Room with fabulous built-in surrounding a sleek gas fireplace. Spacious open concept kitchen with beautiful stone counters, sleek custom cabinetry, high-end built-in appliances and huge centre island features multiple seating and dining areas. A fabulous place to entertain! Huge glass patio doors open to covered porch overlooking the garden and lower decks. The Kitchen opens to a massive scale 24' x 22' Great Room with soaring 12'10 ceiling. This room features a gas fireplace, large skylight, clerestory windows that let the light shine in from the west. Side entry and garage entry to mudroom with bench seating and large closet with built-ins. Main floor Den/Gym with skylight. Main floor Powder Rm. Primary suite is it's own private wing to the house with walk-out to the garden, gas fireplace, luxury ensuite and dressing room. Three further bedrooms, one with its own Ensuite and a brand new sleek main bathroom. The lower level features a Den with fireplace and walk-in closet, New Laundry Room, large Recreation Room. Extensive storage. Incredibly private 0.42acre lot professionally landscaped with extensive hardscaping, deck & fire pit zone. Loads of room to add a pool. Located within walking distance to 7 schools, Gairloch Gardens, Wedgewood Pool, Lawson Park Tennis. A MUST SEE!

Located in one of Oakville's most desirable pockets this new custom home creates a stylish atmosphere that will impress even the most detailed buyer. Architecture by Hicks Design Studio and built by Gasparro Homes this home features over 3,100 square feet above grade as well as a rare double car garage. The transitional design layered with soft textures and high-end light fixtures make it the ultimate retreat! The foyer provides a clean sightline through the rear of the home which highlights the near floor to ceiling windows. Double metal French doors, with beveled privacy glass, lead you into the home office with wall-to-wall cabinetry. From the dining room, walk through the butlers pantry into the open concept kitchen and family room. The kitchen, by Barzotti Woodworking, is extremely functional and features white oak cabinetry with black/glass accents, an oversized island, and cozy breakfast nook. The second level of this home has a bright and airy feel with gorgeous skylights and semi-vaulted ceilings in every room allowing for extended ceiling heights. The primary suite spans the rear of the home with stylish ensuite and large walk-in closet with custom organizers. Two additional bedrooms share access to a jack-and-jill washroom. The final bedroom upstairs enjoys its own private ensuite and has a walk-in closet. The lower level of this home features 10ft ceilings and radiant in floor heating. The recreation room, with custom wet bar overlooks the glass enclosed home gym. A fifth bedroom along with full washroom is also found on this level. This level is finished off with a cozy home theatre. This home also features two furnaces and two air conditioners for ultimate home comfort. The private rear yard is freshly landscaped with a full irrigation system as well as landscape lighting. The back patio features retractable screens and naturally extends the indoor living space. The ultimate turn-key package.

Nestled just steps from the vibrant core of downtown Oakville, this custom-designed farmhouse redefines luxury living. Boasting 4+1 bedrooms and 5 bathrooms, this remarkable residence seamlessly integrates functionality with upscale features. As you enter, you're greeted by a bright and airy ambiance that flows through spacious principal rooms, a main floor office, and an eat-in kitchen with a separate dining area. The custom-designed kitchen opens to the living space and back porch, making it perfect for entertaining. Meticulous attention to detail is evident throughout, from the elegant panelled walls and coffered ceilings to the radiant heated floors that provide warmth year-round, complemented by two indoor fireplaces. Additional highlights include built-in speakers, camera and security system, designer light fixtures, high-end Miele appliances, and a garage featuring epoxy floors and slat walls. The private exterior showcases a granite stone driveway and address wall, an inground ozone pool with an automatic safety cover, an outdoor patio with an additional fireplace, a shed, and generous green space. With five skylights and oversized windows illuminating the interior, this home is truly exceptional. Situated in a highly sought-after school district, it perfectly combines luxury, comfort, and convenience, making it an outstanding choice!