A truly exceptional character home in the heart of Old Oakville. Located on a beautiful tree-lined street, this timeless residence blends classic elegance with modern comfort including elegant mouldings and hardwood floors throughout. Formal principal rooms include a separate dining room and inviting living room with gas fireplace and bay window. The kitchen features honed granite counters, stainless steel appliances, a breakfast area with chef desk and sliding door walk-out to the back deck. A den provides the perfect spot to enjoy a good book or catch up on the news. The second level has the primary bedroom with a luxurious 5pc ensuite bath with heated floor, 2 more ample-sized bedrooms as well as a contemporary 5pc main bath. The finished basement offers bonus living space in a large recreation room with hardwood floor, wood-burning fireplace, 3pc bath and a walk-up to the rear yard. The laundry/utility room provides extra storage space. Outside, lush landscaping frames a private garden, with perennials, cedar arbors and a wooden pergola. A covered outdoor patio extends from the detached garage to make a perfect spot for relaxed outdoor entertaining. Other features include central vacuum, central air, alarm system and outdoor irrigation system. Perfectly located steps from the lake, downtown shops and restaurants, top-rated schools, Oakville Go and easy highway access.

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347 Douglas Ave, Oakville, Ontario L6J3S7

This beautiful turn-key residence offers the rare combination of contemporary finishes and conveniences all within steps of the Waterfront trail and Downtown Oakville. This beautifully maintained bungaloft-style residence with nearly 3000SF above-grade living space features a main floor Primary suite & main floor Laundry with the bonus of 2 additional bedrooms and bathrooms on the second floor. Gracious front entry hall with hardwood floors leads through to the Great Room and Kitchen. The top-of-the-line Downsview kitchen with quartz counters and slab backsplash,48" Wolf range, full height SubZero Fridge & separate set of Freezer Drawers, Miele Dishwasher. Breakfast bar overlooks the Great Room with massive vaulted ceiling encompassing an informal Family Room & Dining Area. The top-of-the-line windows and doors features electronic remote Hunter Douglas louvered blinds. This room can be transformed at night into at state-of-the-art movie room with retractable projection screen. Main floor Den/Office. Primary suite with walk-in closet and renovated ensuite Bathroom, dual sinks and large glass shower. Upstairs find a bright open concept reading nook, two large bedrooms and an additional 1 1/2 Bathrooms, offering excellent space for family and guests. The lower level is finished and is ideally suited for storage, recreation and/or hobby space. Attached garage with epoxy flooring and inside entry. Family Room walk-out to new composite deck overlooking the private, fully landscaped garden with in-ground pool. This impeccably designed and easy to maintain property is sure to impress. Don't Miss

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69 Allan St, Oakville, Ontario L6J3M7

A truly one-of-a-kind, professionally restored home that blends timeless Victorian charm with modern luxury. This stunning residence features 10-ft ceilings on the main floor, pot lights throughout, and a custom-made kitchen with a high-end designer backsplash and a spacious walk-in pantry. Original details include elegant straw glass windows, many original glass-paneled doors (no locks), rounded wall edges, oak staircases, and beautifully preserved Victorian baseboards, crown moldings, and hinges. The living room features a classic wood-burning fireplace, while a striking gas fireplace connects the family room and dining room; perfect for both ambiance and warmth. Enjoy three expansive porches with cedar ceilings and pot lights, and a large separate garage with loft storage. The home boasts a floating staircase leading to the third floor, a skylight, coffered ceilings in the family room, and a third-floor teenager or nanny suite. All bathrooms include heated floors for year-round comfort, while the basement features in-floor heating, a quartz island bar, and a cozy entertainment space. Upgraded with 200 amp electrical service and a new water heater, this home offers over three full floors of living space plus a finished basement. Located just a 10-minute walk to downtown Oakville, this prestigious address offers character, warmth, and sophistication rarely found today.

376 Chartwell Rd, Oakville, Ontario L6J4A3

Welcome to 283 Spruce Street in the heart of Old Oakville, a charming 4-bedroom, 2-bathroom family home set on a prime 51 x 132 ft lot surrounded by mature landscaping and stunning gardens. This well-maintained home showcases true pride of ownership throughout. In the summer months, enjoy your own backyard oasis complete with lush greenery and raspberry bushes-perfect for outdoor enjoyment and entertaining. This thoughtfully designed home offers a functional layout ideal for family living. The quaint kitchen overlooks the backyard, while the open-concept living and dining areas provide a warm and inviting space for gatherings and everyday living. Hardwood flooring runs throughout the home, including beneath the carpet in the primary bedroom, which also features a versatile sitting area with potential to be converted into a private ensuite. The additional bedrooms are generously sized, each offering double closets for ample storage. Freshly painted throughout, the home is move-in ready while still offering opportunity to personalize. The finished basement features a spacious recreation room, perfect for family activities or entertaining, along with a dedicated workshop area complete with workbench and desk included. The basement has also been updated with replaced clay piping, providing added peace of mind. Additional highlights include a single car garage with convenient inside entry and direct access to the backyard. Located on a quiet, tree-lined street just steps to downtown Oakville, the lake, parks, and top-rated schools, this is a rare opportunity to own a property in one of Oakville's most prestigious and established neighbourhoods.

283 Spruce St, Oakville, Ontario L6J2G8

Builders, Investors, Or Future Homeowners with a vision: Welcome to 1123 Lakeshore Road, a bright, sun-filled home nestled on a rare and expansive 100 x 150 ft lot in one of Oakville's most sought-after neighbourhoods. Perfectly positioned at the corner of Lakeshore and Burgundy Road, this exceptional property is surrounded by mature trees and multi-million-dollar custom homes. Enjoy a short walk to the lakefront trails, downtown Oakville, or nearby parks and top-rated schools. This elegant, tree-lined pocket is known for its timeless charm and unbeatable location. The opportunities here are truly limitless. Plans are drafted and permit-ready for a stunning 4,400 sq ft residence designed by HDS Dwell, offering the chance to create a custom masterpiece in a prestigious setting where properties like this rarely come available. Currently on the lot is a beautifully maintained 4000 sq ft bungalow, featuring spacious principal rooms, a custom kitchen with granite counters and built-in appliances, a formal dining room, and a bright living room with wall-to-wall windows and gas fireplace. The second bedroom can convert to a private office/den, while the family room opens directly to the landscaped backyard oasis-complete with deck, patio, and in-ground swimming pool. The lower level includes a large recreation room with gas fireplace, three generous bedrooms (one used as a gym), and potential for a self-contained in-law or nanny suite. Additional highlights include a heated 2-car garage with epoxy floors, a double-door foyer, and a 6-car interlock driveway.

1123 Lakeshore Rd, Oakville, Ontario L6J1K9

This completely renovated contemporary residence represents the pinnacle of modern design and sophisticated living in one of Oakville's most desirable locations of Old Oakville.Every detail of this 4 Bedroom | 4+1 Bathrooms | 4,819 Sq Ft Finished Living Space has been meticulously reimagined to deliver an unparalleled standard of quality and craftsmanship.The highly functional main floor plan centers around an exceptionally sleek kitchen open to the Great Room with gas fireplace and walk out to the resort style backyard and pool.The kitchen is outfitted with luxury high-end appliances, an oversized island seating eight, and an additional peninsula for casual entertaining in the bar area.Adjacent to the kitchen, is a walk in pantry with an additional dishwasher and fridge. Not to be missed is the impressive temperature-controlled wine room accommodates approx 1,000 bottles-a striking feature for the discerning entertainer.A versatile family room/main floor bedroom with ensuite which can be used as a principal bedroom or guest suite, laundry room, walk-in main closet for storage and access to oversized double car garage.The 2nd level principal suite is a private sanctuary featuring juliette balcony, gas fireplace, two walk-in closets and a spa-inspired ensuite with heated floors, walk-in shower, and a standalone soaking tub.Two additional spacious bedrooms each with their own ensuites complete the level. Not to be missed is the finished lower level room with added storage in the pantry and crawl space area. The backyard is an entertainer's paradise, showcasing a saltwater pool, two expansive patio areas, two gazebos with a gas fire table, and premium Dutch-imported artificial turf that remains lush year-round with zero maintenance.Ideally situated steps from Whole Foods Market, Oakville GO Train, for seamless transit connectivity,and the Oakville Trafalgar Community Centre this extraordinary property offers both refined luxury and everyday convenience.LUXURY CERTIFIED

287 MacDonald Rd, Oakville, Ontario L6J2A6

Nestled in the Heart of Downtown Oakville, this renovated 3000+  sq ft home blends historical charm with modern luxury. Offering 4 bedrooms and 2.5 baths, this home has been extensively updated throughout by Stonewood Homes and finishes that include wide-plank white oak flooring throughout, wood beams, and natural stone fireplaces. The kitchen and walk-through pantry features luxurious custom cabinetry by Chervin Kitchens, high-end appliances and Ceasarstone countertops. The outdoor spaces offer 2 distinct living areas, a Detached 2 car Garage and 2 Driveways.  Convenient Downtown living, steps to dining, shopping and Oakville culture.

139 Allan St, Oakville, Ontario L6J3N6

Nestled Just Moments From The Shores Of Lake Ontario In One Of Oakville's Most Coveted Neighbourhoods, 298 Douglas Avenue Offers The Perfect Blend Of Lakeside Living And Refined Family Comfort. This Beautifully Renovated 4+1 Bedroom, 3 Bathroom Residence Has Been Thoughtfully Redesigned From Top To Bottom, Combining Timeless Character With Elevated Modern Finishes. The Main Floor Features Rich Hardwood Flooring, Elegant Mouldings, Pot Lights, And Expansive Windows That Fill The Home With Natural Light. The Custom Chef's Kitchen Is A True Showpiece With Quartz Countertops, Stainless Steel Appliances, Designer Lighting, A Large Centre Island With Seating, And Seamless Access To The Backyard, Ideal For Entertaining. The Inviting Living Spaces Provide Warmth And Sophistication, Including A Cozy Fireplace And Effortless Flow For Everyday Living. Upstairs, 4 Spacious Bedrooms Offer Flexibility For Growing Families, Highlighted By A Stunning Primary Retreat With A Walk In Closet And Beautifully Updated Ensuite. The Additional Bedrooms Are Bright, Generous In Size, And Finished With Tasteful Detailing And Neutral Tones. The Fully Finished Lower Level Expands Your Living Space With A Large Recreation Room, Additional Bedroom, And Versatile Space Perfect For A Home Gym, Media Room, Or Guest Suite. Enjoy The Best Of Oakville Living Just Steps To Waterfront Trails, Parks, And Minutes To Vibrant Downtown Shops, Restaurants, And Top Rated Schools.

298 Douglas Ave, Oakville, Ontario L4J3S4

Experience sophisticated urban living in the heart of Downtown Oakville. Perfectly positioned just steps from the lake, boutique shops, cafés, and restaurants, this stunning 2-bedroom, 2-bath loft townhome offers the ultimate blend of style, comfort, and location. Designed with a sleek urban aesthetic, the home features soaring loft-style ceilings and an abundance of natural light that fills the open-concept living space. A striking open steel staircase with modern glass panels serves as a dramatic architectural focal point, complemented by stylish concrete, wood, and steel accents throughout.The modern white kitchen is both elegant and functional, showcasing quartz countertops, stainless steel appliances, and ample cabinetry-perfect for everyday living or entertaining. The spacious living and dining area flows effortlessly beneath the impressive ceiling height, creating an airy and contemporary atmosphere.  Upstairs, a unique second-floor loft overlooks the main living area, offering a flexible space ideal for a gym, reading lounge, or office area. Both bedrooms are well-appointed, and the townhome has been freshly painted, making it completely move-in ready.  Additional features include locker, underground parking, a rough-in for an electric vehicle charger, and exceptional building convenience. With its unbeatable location just steps from world class restaurants, the waterfront, vibrant shops, and dining, this home truly offers the best of Old Oakville living.  A rare opportunity to own a stylish, loft-inspired residence in one of Oakville's most sought-after locations.

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2 221 Robinson St, Oakville, Ontario L6J7N9

A complete renovation & restoration was undertaken in 2005-2006 to this circa 1890 home. Exceptional attention to detail created a functional layout enhanced by superb finishings. An inviting front covered porch draws you into this 4 + 1 bdrm, 3 bath home in the heart of Old Oakville. The spacious front Foyer is finished with double closet & Powder Room with the added bonus of a separate side entrance from the driveway into functional mudroom with built-in cupboards. A private home Office with custom built-in bookcases is located at the front of the home. Sunshine from the south facing windows floods the open concept Family Room with gas fireplace, Dining Room, Kitchen & Breakfast Room with sunlight.  The renovated Kitchen with built-in appliances, centre island  & separate Breakfast Room can seat your family comfortably. Or enjoy more formal entertaining in the Dining Room adjacent to the Family Room.  The Breakfast Room, enhanced with corner windows o/l the garden, has a walk-out to covered BBQ area, flagstone patio & lush backyard.The Primary Bedroom is enhanced with 12 ft cathedral ceilings, his & hers walk-in closets & 5 piece ensuite bathroom.  Three other bedrooms & 5 pc family bathroom, complete the 2nd level.The fully finished lower level has a cozy Recreation Room with B-I entertainment unit & wall of south facing windows offering ample natural light.  A separate Exercise Room with built-in double desk could function as Playroom or 5th Bedroom. Ample storage under the stairs & in the Utility Room plus a spacious Laundry Room are bonus spaces. The private drive allows for 3 car parking. Enjoy the landscaped front & rear gardens with sprinkler system, new fence & patio. Or sit with morning coffee on the front porch & watch the world wake up. Situated in a much desired pocket of Olde Oakville w/ close proximity to Oakville GO Station, top tier public, private & Catholic schools, parks, shops & new Community Center. A opportunity not to be missed!

276 Spruce St, Oakville, Ontario L6J2G7

Enjoy the some of the Best Views Oakridge Heights has to Offer! 2 Private balconies with unobstructed South West Views of Sixteen Mile Creek & the Skyline- Sought after Condo Lifestyle in a Premier Old Oakville Location- this rarely offered floor plan is 1396 sq ft featuring 2 car tandem parking- 9 ft ceilings- Welcoming Foyer- Oversized Open Concept Living Room & Dining Room with Fireplace- Expansive Grand Scale Windows with Views from Every Room- Eat in Kitchen with Pass Through & Wall Pantry- Neutral Through out- Sprawling Primary Bedroom with California Shutters, Private 2nd Balcony- Walk in Closet & Spacious Ensuite with Oval Soaker Tub- Separate Shower- Large Second Bedroom- In suite Storage Closet- Main Bathroom & In Suite Laundry- Turnkey modern amenities include an indoor pool, billiards room, exercise facility, sauna and party room- outdoor BBQ area & Gazebos- Gated Entry with Security Guard for Peace of Mind- All with a prime location steps from the Go Train & highways, easy access/ walking distance to beautiful downtown Oakville, Lake Ontario and Kerr Village- Sought after local Shops, Grocery, Coffee, LCBO, restaurants and all the conveniences you need. This is the unit & lifestyle you have been waiting for in this well established superior complex in the Heart of Oakville

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705 50 Old Mill Rd, Oakville, Ontario L6J7W1

Experience refined living in this stunning custom end-unit condo, perfectly situated in the heart of Oakville's coveted downtown. This unit has been meticulously maintained and cared for. Just steps from the sparkling shores of Lake Ontario, this exceptional residence offers the ultimate blend of luxury, lifestyle, and location. This suite was originally a 2 bedroom that was customized into a 1 bedroom suite to allow for a large main living area and open concept space. It can easily be changed back into a 2 bedroom unit. A spacious kitchen serves as the heart of the home, featuring a convenient breakfast bar - perfect for casual dining, morning coffee, or entertaining guests. The primary bedroom offers a private retreat, complete with a full ensuite bath and a cozy reading nook or den. Additional highlights include a generously sized storage closet for all your organizational needs and a second full bathroom. With walking distance to Towne Square - a vibrant community hub known for its year-round events, boutique-lined streets, and lively atmosphere, you'll find yourself immersed in one of the GTA's most desirable neighbourhoods. Enjoy scenic strolls to Oakville Harbour, a historic and picturesque waterfront destination shaped by centuries of maritime charm and now celebrated for its recreational beauty. This unbeatable location also places you moments from the prestigious Oakville Club, the cultural richness of the Oakville Public Library, and world-class performances at the Oakville Centre for the Performing Arts. Embrace an active, outdoor lifestyle with nearby Lakeside Park and an extensive network of waterfront walking trails offering breathtaking lake views. From morning coffee runs to evenings at award-winning restaurants and relaxing spa experiences, everything you need is right at your doorstep. This rare end-unit condo delivers not just a home, but a lifestyle -where elegance meets convenience in one of Oakville's most sought-after communities.

203 185 Robinson St, Oakville, Ontario L6J7P6

Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. The Douglas Collection is an extension of the inaugural development with an exclusive collection of seven homes located on Douglas Avenue. Distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. "The Chatsworth"; detached home with 48-foot frontage, between 3,188-3,204sf finished space w/an additional 1,000+sf (approx)in the lower level & 4beds & 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry+ generous breakfast, expansive great room overlooking LL walk-up. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment.

Lot 101 Douglas Ave, Oakville, Ontario L6J2B7

367 Spruce Street captures the charm of Old Oakville architecture while delivering the comfort and performance of modern design. Originally a classic 1920s Foursquare, the home has been comprehensively rebuilt. Reimagined by John Wilmott, most of the residence consists of new construction additions, complemented by a fully new, poured-concrete basement, allowing the home to retain its architectural character while offering clean contemporary lines and abundant natural light. The two-storey layout offers five bedrooms and four bathrooms. The main level balances warmth with refined design. The dining room is framed by a large picture window, while the kitchen features Euro-style cabinetry, quartz countertops, stainless steel appliances, and a centre island with seating and storage. Heated tile floors extend through the kitchen, living areas, and mudroom. The living room is anchored by a Jøtul wood-burning stove and expansive backyard views. A mudroom with custom cabinetry provides access from the garage, driveway, and patio. Upstairs are four bedrooms, including a bright primary suite with oversized windows, a walk-through closet, and a five-piece ensuite. Upper-level laundry adds convenience. The finished lower level introduces an industrial edge, highlighted by a poured-concrete foundation with radiant-heated polished concrete floors, exposed structural elements, and generous ceiling height. The space includes a family room with a media niche crafted from reclaimed original trusses, a gym area, fifth bedroom, three-piece bath, and storage. A heat-recovery air exchange system provides continuous fresh air, while in-floor radiant heating enhances comfort on the main level and basement. Outdoors, the private backyard offers mature landscaping, a stone patio, and fire pit seating. An extended garage, EV charger, carport, and Ecoraster recycled driveway complete this distinctive Old Oakville offering.

367 Spruce St, Oakville, Ontario L6J2H2

Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. A selection of distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. Impressive detached w/47-foot frontage, 2836 sqft of finished space w/an additional 1,000+ sqft(approx) in the lower level left untouched. Curated:4 beds + 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry, expansive breakfast+great room. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment.

338 MACDONALD Rd, Oakville, Ontario L6J2B7

Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. A selection of distinct models, each magnificently crafted, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and contemporary gathering spaces. A true exhibit of flawless design and impeccable taste. The Arlington; 3,677 sqft of finished space, 3 beds, 3 full baths + 2 half baths, this model includes 622 FIN sqft in the LL. A few optional layouts ground + upper. Garage w/interior access to mudroom, ground floor laundry, walk-in closet, full bath + family room w/French door to rear yard. A private elevator services all levels. Quality finishes are evident; with 10 ceilings on the main, 9 on the ground & upper levels. Large glazing throughout, glass sliders to both rear terraces & front terrace. Quality millwork & flooring choices. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Chefs kitchen w/top appliances, dedicated breakfast, overlooking great room. Primary retreat impresses with large dressing, private terrace & spa bath. No detail or comfort will be overlooked, with high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Expansive outdoor spaces; three terraces & a full rear yard. Perfectly positioned within a canopy of century old trees, a stones throw to the state-of-the-art Oakville Trafalgar Community Centre and a short walk to Oakvilles downtown core, harbour and lakeside parks. This is a landmark exclusive development in one of Canadas most exclusive communities. Only a handful of townhomes left. Full Tarion warranty. Occupation estimated summer 2026.

321 Helen Lawson Lane, Oakville, Ontario L6J2B7

Nestled on one of Old Oakville's most coveted residential streets, 297 Watson Avenue is a masterfully reimagined Craftsman residence where timeless architectural charm meets meticulous renovation and uncompromising appointments throughout. A distinguished first impression is set by new Bevel Lap and cedar shake siding, a 2023 roof, and a custom solid wood front door with a triple-latch system.. Inside, new hardwood floors flow through principal rooms anchored by sophisticated gas fireplaces. The gourmet kitchen is a culinary masterpiece - white shaker cabinetry, granite countertops, and professional-grade Thermador, Sub-Zero, and Miele appliances. A dramatic custom 13-foot sliding door with phantom screen dissolves the boundary between the family room and the private, tree-lined grounds, where a three-zone irrigation system maintains the lush landscaping and a custom shed with bar, TV, and keg fridge invites effortless entertaining. The primary suite is a private sanctuary, with double closets and a spa-calibre seven-piece ensuite featuring heated floors, a soaker tub, custom vanity with toe kick lighting and a glass rain shower. For the connoisseur, a professionally appointed wine cellar with KoolR temperature control awaits. Modern peace of mind is ensured by an Avante cellular security system, 2020 furnace, updated windows and door, spray foam insulation and more (see attachments for full list of upgrades). Situated within a top-tier school district and steps from the boutique shops of Lakeshore Road, the serene Oakville Harbour, and Oakville GO Station - a rare opportunity to own one of Old Oakville's finest on a street where prestige is simply the norm.

297 Watson Ave, Oakville, Ontario L6J3V3

Gorgeous Family Home on Prestigious Chartwell Road in Old OakvilleNestled on a prime 0.29-acre west-facing lot backing onto serene woodlands, this immaculate 4+2 bedroom residence is situated on the coveted "Street of Dreams" Chartwell Road in the heart of highly sought-after Old Oakville. Offering endless potential, this exceptional property is ideal for families looking to move in, renovate, or build their custom dream home in a prestigious neighbourhood.The beautifully maintained home features gleaming hardwood floors, spacious living, dining, family principal rooms, and a thoughtfully updated patio and deck perfect for outdoor entertaining. The finished basement, with a private separate entrance, includes a 2-bedroom in-law suite complete with a full kitchen and bathroom, offering incredible flexibility for multigenerational living or rental income.Enjoy unparalleled convenience with a short walk to Whole Foods, Longos, charming local restaurants, top-rated schools, and minutes to the GO Station and QEW. This is a rare opportunity to own a slice of Oakville's most desirable enclave where lifestyle, luxury, and location meet.

494 Chartwell Rd, Oakville, Ontario L6J4A5

EXCEPTIONAL BUILDING LOT IN OLD OAKVILLE'S MOST SOUGHT-AFTER ENCLAVE Discover an exceptional opportunity to create your bespoke luxury residence on a superior, high-and-dry 50' x 168' lot in the heart of Orchard Beach. Nestled on a quiet two-block street is one of only a handful of streets in Oakville with truly unobstructed views of sparkling Lake Ontario. This parcel enjoys coveted western exposure, filling your future home in glorious golden hour light. PRIME LOCATION & LIFESTYLE HIGHLIGHTS: Prestige Neighbourhood: Orchard Beach, south of Lakeshore Road, renowned for its tree-lined streets, multi-million-dollar homes, and private lakeside Esplanade path. Rare Severance Opportunity: Purchaser will acquire the newly severed southern half of a 100' x 168' property, the final large older-home site to be redeveloped on Howard Avenue. Zoning for Your Vision: RL3-0 zoning permits a double-car garage; conceive the home you've always dreamed of. Architecturally Inspired: Approval to sever based on a Conceptual drawing by John Willmott, Architect, envisions a 4-bedroom, 2-car garage luxury home WHY THIS LOT? Unmatched South Western Exposure: A morning walk to spectacular sunrises at the lake, and long, light-filled evenings ideal for indoor-outdoor entertaining. Serene Yet Connected: Enjoy quiet privacy at day's end, a short stroll to downtown Oakville, boutique shopping, fine dining, with top-rated schools and major highways just moments away. Investment in Rarity: Premium land offerings in Old Oakville are a rarity. Secure your legacy in Oakville's coveted location.

74A Howard Ave, Oakville, Ontario L6J3Y5

Charming Co-Op Living in Historic Old Oakville Village Quiet boutique building in the heart of Old Oakville Village-perfect for retirees, downsizers, professionals, empty nesters, and snowbirds seeking a peaceful, low-maintenance lifestyle in one of Oakville's most desirable neighbourhoods. This bright and spacious 2-bedroom apartment (800+ sq. ft.) features beautiful hardwood floors, front facade, new awning and a functional layout designed for comfortable everyday living. Located in an intimate four-storey building with a building BBQ, only 15 residences, the property offers a warm, friendly atmosphere where neighbours know each other and take pride in their community. Surrounded by meticulously maintained gardens and mature landscaping, residents enjoy a tranquil setting just steps from everything Oakville has to offer. Stroll 9 minutes to Lakeshore Road for cafés, restaurants, boutique shopping, the Oakville Centre for the Performing Arts, library, and marina. The Oakville GO Station is only a 7-minute walk, making trips to Toronto simple and convenient. Nearby amenities also include Whole Foods, Fortinos, Longo's, Food Basics, and the Oakville Trafalgar Community Centre, plus the Oakville Tennis Club and Curling Club just steps away. The Mayfair is a quiet, owner-occupied community-rentals are not permitted-helping preserve a calm environment and long-term pride of ownership. Monthly maintenance fees conveniently include property taxes, heat, water, and parking, making budgeting simple and predictable. This self-managed building has an on-site superintendent. All of this and located in a beautiful neighbourhood surrounded by prestigious homes. Co-operative ownership is available with financing through DUCA Credit Union (minimum 30% down payment). All purchases require board approval. This is a wonderful opportunity for those who love Oakville and want to remain close to the community, lifestyle & charm of Old Oakville in a peaceful, well-maintained building.