Oakville Real Estate | Oakville Properties between $2,500,000 and $5,000,000 for Sale

Beautifully designed modern home with a unique layout in Bronte, a short walk to the lake and Bronte Village amenities. Highlights include outdoor entertaining with an in-ground pool, covered porch and outdoor kitchen; luxury cabinetry imported from Italy; a glass-enclosed car showcase, golf simulator or studio space; 6 bathrooms; two laundry rooms; and expansive windows. Designed for those who love to entertain, appreciate luxury finishes or have a passion for cars. The glass-enclosed showcase offers space to display a classic or sports car. Most principal living space is on the second level, creating the feel of an elevated bungalow. The kitchen, dining and living areas flow together amid luxurious cabinetry, wall panelling and expansive windows with interesting views. The primary suite features an open walk-in closet with custom organizers, built-in dresser and five-piece ensuite. The main level has a mudroom and laundry room off the garage. A workspace/office features floor-to-ceiling windows on two sides, filling the space with natural light. A three-piece bathroom serves the outdoor entertaining area and pool. The lower level offers generous ceiling heights and large window wells, a bedroom with adjacent three-piece bathroom, recreation room with built-in shelving and a separate space ideal for a gym. A spa-like shower and sauna complete this level. The covered outdoor entertaining area has second-level living space above, the glass enclosure on one side and a street-side privacy fence. The outdoor kitchen includes a barbecue, ample counter space and refrigerator, complemented by the in-ground pool. Enjoy Bronte's restaurants, cafés, lake and marina just a short walk away, and the best of lakeside village living.

239 Jones Street, Oakville

$4,995,000

5 Beds ⋅ 6 Baths ⋅ W14129458 MLS

Welcome to 1529 Venetia Drive, a turn-key masterpiece in Oakville's Coronation Park. Set on more than a third of an acre with 116 feet of frontage and a lot that deepens to 198 feet at its longest point, this residence offers an unparalleled family experience. This fully automated home features bespoke living with oak floors, an abundance of natural light and high-end finishes throughout. Bright, serene and stylish, the gourmet kitchen features Thermador appliances, a secondary catering kitchen and options for both formal and casual dining as well as entertaining. Upstairs, four spacious bedrooms offer serene retreats with ensuite bathrooms, heated floors, and custom walk-in closets. The master suite's spa-like bath and softly lit closet impress. A private office and convenient laundry room complete the upper level. The finished basement includes an entertaining area, separate theatre, home gym and guest suite offering space for relaxation and self-care. The exterior more than impresses with beautifully landscaped grounds surrounding a sparkling pool, entertainment decks, and a charming gazebo.Discover Coronation Park, where you're moments from the lake and minutes from top-tier private schools, offering the perfect blend of luxury and convenience for you and your family.

1529 Venetia Drive, Oakville

$4,350,000

4 Beds ⋅ 5 Baths ⋅ W14128732 MLS

5 Elite Picks! Here Are 5 Reasons To Make This Home Your Own: 1. Stunning Custom-Designed Kitchen Boasting Abundant Cabinetry, Oversized Island with Breakfast Bar, Quartz Countertops, Top-of-the-Line Appliances (Including Pizza Oven!) & Double W/O to Porch/Patio, Combined with Bright & Beautiful Dining Room with Gas Fireplace, Ample Oversized Windows & Sun-Filled Sitting/Reading Nook Overlooking the Backyard... Plus Gorgeous Great Room Featuring Ample Oversized Windows, Gas Fireplace & Stunning Custom Coffered Ceiling! 2. Spacious 2nd Level Boasting 3 Large Bedrooms (Each with Custom W/I Closet & Its Own Ensuite!), Office Nook with B/I Desk/Shelving & Beautiful Upper Level Laundry Room with Chic Tile Flooring & B/I Storage. 3. Spacious Primary Bedroom Suite Featuring Bountiful B/I Storage Thruout, Plus W/I Closet/Dressing Room & Breathtaking 5pc Ensuite with Huge Double Vanity, Freestanding Soaker Tub & Large Glass-Enclosed Rain Shower with B/I Seat. 4. Bright & Beautiful Finished Basement with Oversized Windows Boasting Spacious Open Concept Rec/Games Room with Generous Wet Bar Area, Plus Multi-Functional Room (Office, Theatre Room, etc.) with B/I Storage, Stunning 3pc Bath & Large 4th Bedroom with Access to W/I Closet/Fabulous 2nd Laundry with Ample B/I Storage! 5. Gorgeous Private Lot with Oversized Patio, No-Maintenance Artificial Turf (Including Front Yard Putting Green Area!) & Mature Trees & Shrubs, Located in Beautiful Old Oakville Just Steps from Downtown Oakville with Boutique Shopping, Classy Restaurants & Much More! All This & More!! Convenient 2nd Entry to Mud Room with B/I Storage Nook. Striking 2pc Powder Room on Main Level. Solid Hdwd Flooring Thru Main & 2nd Levels. Nearly 3,000 Sq.Ft. A/G Finished Living Space + 1,800 Sq.Ft. in the Finished Basement! 10' Ceilings on Main Level / 9' on 2nd Level & Basement. Dual A/C Units for Efficient Cooling (2nd Unit Added '25)! Heated Flooring in Basement & All Baths!

129 Watson Avenue, Oakville

$2,579,900

5 Beds ⋅ 5 Baths ⋅ W14127168 MLS

Situated on a premium ravine lot in Oakville's sought-after Bronte Creek community, this beautifully appointed detached home offers over 5,000 sq. ft. of living space, exceptional privacy and a resort-style backyard designed for entertaining. Surrounded by mature trees, the fully fenced outdoor retreat features an inground swimming pool, hot tub, covered gazebo, professional-style putting green and extensive stone patios. A dedicated outdoor cooking station with a DCS dual-fuel grill and Kamado Joe smoker completes this impressive setting. Inside, the home offers spacious principal rooms, hardwood flooring, crown moulding, wainscoting and pot lights throughout. A curved hardwood staircase with wrought-iron railings welcomes you into the home, leading to a formal living and dining room, private office with French doors and a family room with fireplace. The updated chef's kitchen features white cabinetry, a contrasting centre island, quartz countertops and a full-height quartz backsplash surrounding the range hood, along with premium Wolf and Sub-Zero appliances. A bright breakfast area overlooks the backyard, while the main-floor laundry provides convenient garage access. Upstairs, four spacious bedrooms include a primary retreat with sitting area, walk-in closet, double-sided fireplace and five-piece ensuite with soaker tub and separate shower. The second bedroom features a private four-piece ensuite, while the remaining two bedrooms share a four-piece semi-ensuite. The professionally finished and soundproofed lower level offers an extensive entertainment area with custom wet bar, built-in aquarium, dedicated home theatre, private gym, sauna and additional family room with fireplace, plus a fifth bedroom and three-piece bathroom. A double-car garage with epoxy-style flooring and organized storage completes this outstanding home, conveniently located near parks, trails, schools, shopping and major highways.

3447 Liptay Avenue, Oakville

$3,049,000

6 Beds ⋅ 5 Baths ⋅ W14125914 MLS

Beautifully custom-built home showcasing luxury finishes throughout in one of the area's most prestigious and highly sought-after neighbourhoods. Boasting stunning curb appeal with a timeless stone exterior and an oversized driveway accommodating up to 6 vehicles, this exceptional residence blends elegance, comfort, and functionality. Designed with impeccable attention to detail, the home features elegant herringbone white oak flooring, soaring floor-to-ceiling windows in the family room, and a skylight that fills the main floor with an abundance of natural light. The chef-inspired kitchen offers quartz countertops, premium finishes, and ample space for both entertaining and everyday living. Beautiful custom drapery throughout the home adds warmth and sophistication to every space. The fully finished entertainer's basement is a true showstopper featuring a massive custom bar, rough-in completed for heated flooring, and a convenient separate entrance from the backyard offering endless possibilities for hosting, extended family, or future potential. The garage is thoughtfully designed with an additional rear garage door providing easy backyard access, perfect for storage, lawn equipment, and added convenience. Located in a prestigious and highly desirable neighbourhood close to top-rated schools, parks, shopping, and major amenities. Too many upgrades and features to mention - this is a must-see home that truly stands apart. Book your private viewing today!

431 Seaton Drive, Oakville

$3,995,000

5 Beds ⋅ 7 Baths ⋅ W14122216 MLS

Set on a prime west-backing lot in Morrison, one of SE Oakville's most established + distinguished neighbourhoods, this custom-built family home pairs thoughtful design + enduring quality w/an exceptional natural setting. Mature trees + dense greenery frame the coastal-inspired residence, while a stone portico with wood-burning fireplace, linear pool + layered outdoor gathering areas extend the living experience in the rear gardens. You are welcomed by formal foyer, introducing the well-considered material palette, w/natural stone + plaster crown moulding carried throughout. Expansive principal spaces, vaulted ceilings + abundant natural light establish a sense of volume, complemented by mixed wood finishes + full-height glazing connecting the interior to the rear grounds. The chef's kitchen balances timeless white cabinetry, an oversized island + carefully selected stone with a distinctive wood-framed stove canopy. A full wall of glazing that opens to the rear portico, carries to the great room, with feature fireplace, tongue-and-groove wood ceiling + garden views, the layout lends itself to both everyday living + entertaining. A generous dining room with servery, versatile front den/office + well-appointed mudroom with custom storage + dog wash complete the main level. The second level offers 4 spacious beds, each with dbl/walk-in closets + private ensuites. Bespoke millwork + a windowed cupola add architectural distinction, while the primary suite features a private balcony walkout, luxurious ensuite + exceptional dressing room. The LL is versatile w/an expansive recreation area, dedicated theatre w/projection screen + gas fireplace, adjoining billiards space + well-appointed gym w/ensuite. A fifth bedroom + full bath complete this generous family retreat. Should you require the space, the gym could function as a 6th bedroom suite. This is a property of exceptional design w/in a well-established SE Oakville neighbourhood.

416 Wedgewood Drive, Oakville

$2,575,000

5 Beds ⋅ 5 Baths ⋅ W14122148 MLS

Welcome to 408 Seabourne Drive, a charming 4 + 1 bedroom and 4.5 Bath custom-built home in desirable West Oakville, surrounded by mature trees and showcasing exceptional curb appeal. The stone and stucco exterior, architectural metal accents, extensive interlocking and covered entrance create a striking first impression. Inside, the bright and beautifully finished main level features marble-look flooring, rich hardwood, crown moulding, pot lights, an elegant staircase and a living area with large windows and a dramatic floor-to-ceiling fireplace. The stunning custom kitchen offers extensive cabinetry, quartz-style countertops and backsplash, a large contrasting island with seating, decorative glass cabinetry, under-cabinet lighting and stainless steel appliances, along with a spacious family room, private office and stylish powder room. The upper level features hardwood floors, generous bedrooms and excellent closet space. The impressive primary retreat includes a custom walk-in closet and spa-inspired ensuite with dual vanities, freestanding soaker tub and oversized glass shower. Convenient upper-level laundry adds everyday functionality. The expansive finished lower level offers a large recreation/media area, second kitchen with grey cabinetry, wood countertops, stainless steel appliances and a striking live-edge island, plus a wood-lined pantry, bedroom, renovated bathroom and flexible space for a gym, office or games area. The garage is equipped with separate heating equipment, providing added comfort and year-round functionality. Outside, enjoy a generous private lot with mature trees, landscaped grounds, expansive interlock patios, tiered gardens and a large covered gazebo with decorative lighting. Ideally located close to green space, tennis courts, community amenities and beautiful Lake Ontario. A beautifully appointed home combining custom craftsmanship, modern elegance and exceptional indoor-outdoor living.

408 Seabourne Drive, Oakville

$2,998,000

6 Beds ⋅ 4 Baths ⋅ W14121326 MLS

Classic Oakville Setting. Contemporary Family Living. Positioned in one of Southeast Oakville's most established neighbourhoods. Completely rebuilt from the foundation up in 2009, this distinctive family home offers 3,950 sq. ft. of total living space across three levels, with a well-planned layout designed for both everyday family living and entertaining. The main level is flooded with natural light, with beautiful sightlines from the front entry through to the rear garden and pool. The bright, open-concept kitchen, dining and living areas are complemented by a private office and practical mudroom. A generous kitchen island with seating for six creates a natural gathering point. A complete renovation of the living room, kitchen and mudroom was undertaken in 2022, including a new fireplace and custom mantle, updated stairs and a refreshed overall design that brings a contemporary feel and improved functionality to the main level. The second level offers five spacious bedrooms and two full bathrooms, providing excellent flexibility for family and guests. The lower level adds a walk-up, recreation and games areas, exercise room, three-piece bathroom, laundry and ample storage. Outside, the private, fully fenced backyard (93 ft across the back) is designed for summer living, with a upgraded solar-heated saltwater pool, expansive lawn and generous entertaining areas. 2023 pool improvements include a new heater, liner, chlorinator and pump, while the driveway, deck, walk-up and fencing were also updated that year. Further updates include interior improvements in 2022, along with Hunter Douglas motorized shades, smart lighting controls, motion sensors and security technology added in 2024. An exceptional Southeast Oakville location close to top public and private schools, including Maple Grove Public School and Oakville Trafalgar High School, with easy access to the GO, highways, shopping, Downtown Oakville and the lake.

407 Maple Grove Drive, Oakville

$3,999,000

4 Beds ⋅ 5 Baths ⋅ W14118406 MLS

Welcome to 131 Mayfield Drive. Poised on a premium 60 x 131ft lot, this designer custom-built residence seamlessly blends architectural sophistication with everyday comfort, offering over 5,200 square feet of meticulously designed living space across all levels. A marble-clad foyer opens into formal living and dining spaces framed by soaring floor-to-ceiling windows and a grand gas fireplace, flowing into a custom chef's kitchen anchored by a marble waterfall island and premium Sub-Zero, Wolf, and Miele appliances. The upper level features four broad bedrooms and three beautifully appointed baths, including a serene primary retreat complete with a boutique walk-in closet and a spa-inspired ensuite, alongside a convenient second-floor laundry room. Below, the finished walk-up lower level is dedicated to leisure and wellness, hosting a private home theatre, gym, dedicated office, guest suite, and a private spa with both a sauna and steam room. Finished throughout with heated hardwood floors and refined stone. Close proximity to top-rated schools and the Oakville Golf Club. Luxury Certified.

131 Mayfield Drive, Oakville

$2,795,000

4 Beds ⋅ 3 Baths ⋅ W14118346 MLS

An exceptional opportunity in one of South East Oakville's most desirable enclaves. Set on a mature, beautifully landscaped lot, this all-brick-and-stone bungalow offers spacious living, distinctive amenities and exciting potential to renovate or explore the possibilities of building your dream home, subject to applicable zoning and municipal approvals.The bright main level features separate living and dining rooms. The living room is highlighted by a wood-burning fireplace and walkout to a balcony overlooking the spectacular private, treed backyard. The eat-in kitchen enjoys peaceful garden views. Three spacious bedrooms include a primary bedroom with a 3-piece ensuite, complemented by an additional 4-piece bathroom.Hardwood flooring lies beneath the broadloom.The finished lower level offers a generous recreation room with gas fireplace and walkout to the backyard, an additional bedroom, 2-piece bathroom, dedicated craft room equipped with a kiln, pottery wheel and double sink, separate laundry room and ample storage. A rare and distinctive feature is the heated inground concrete swimming pool, chlorine-filtered and housed in its own dedicated indoor pool room.The private backyard is surrounded by mature trees and established gardens, with a tranquil water feature and irrigation system. Double-car garage plus four additional exterior parking spaces.A unique offering in an exclusive Oakville neighbourhood, combining space, privacy and exceptional lifestyle amenities with exciting future possibilities to renovate or to explore future development possibilities.

2086 Glenforest Crescent, Oakville

$4,349,999

5 Beds ⋅ 7 Baths ⋅ W14117700 MLS

Exceptional custom-built detached residence offering refined luxury, elegant design, and outstanding attention to detail throughout. Featuring 4 spacious bedrooms on the upper level plus an additional bedroom in the finished basement, 5 full bathrooms and 2 powder room. The main level showcases expansive floor-to-ceiling windows in the living, dining, family, and breakfast areas, filling the home with natural light. The gourmet kitchen features granite countertops, a Bright backsplash, and custom panelled built-in appliances & cabinetry. The inviting family room boasts a gas fireplace, custom wood built-ins, and a striking feature wall. The luxurious primary retreat features an electric fireplace, custom walk-in closet, and a spa-inspired 5-piece ensuite. The professionally finished basement offers a bar area, Electric fireplace, additional room, and versatile space for entertaining or extended family living(In Law Capability). Enjoy beautifully landscaped grounds, elegant built-in front yard lighting, and a private backyard oasis complete with a built-in BBQ area and decorative fountain. Additional features include 2 furnaces and 2 air conditioning units for enhanced comfort. An opportunity to add a third-car garage, subject to applicable approvals. A remarkable home combining timeless elegance, premium finishes, and exceptional functionality.

2107 Lakeshore Road W, Oakville

$3,130,000

6 Beds ⋅ 4 Baths ⋅ W14116714 MLS

Set on a remarkable estate-sized lot in coveted Morrison, this traditional family home offers an exceptional opportunity in one of SE Oakville's most established + sought-after neighbourhoods. Surrounded by towering mature trees + an enclave of beautiful homes, the setting offers privacy, character + permanence. Walk to elementary + secondary schools, Lake Ontario, Gairloch Gardens, waterfront trails + parks, while enjoying the rare scale of a 100'x150' lot. The immaculate grounds + private rear yard create a wonderful setting for family life through every season. With 5+1 beds, 3.5 baths + triple car garage, it's poised to welcome a large family. Expansive principal spaces create a sense of scale across the main level. Beautifully appointed kitchen offers abundant cabinetry, ample workspace + picturesque views of the yard, w/a separate breakfast area connecting easily to the living + dining rooms. Tucked away, the main floor laundry + mudroom add everyday convenience. Bright solarium-style family room w/fireplace provides a warm space to gather, surrounded by generous glazing. Upstairs, five bright bedrooms offer generous proportions + natural light. Refined main bath serves the family bedroom wing, while the expansive primary suite features a very large ensuite + comfortable retreat-like proportions. LL is designed for family life w/a spacious recreation room, wet bar, gym area, 6th bed + full bath. There is room for movie nights, guests, older children + everything in between. Masterfully landscaped + incredibly private, the rear yard is anchored by a linear pool, stone lounges + layered gardens. A cedar-thatched gazebo w/fireplace creates a cozy gathering spot, while the stone patio is ideal for al-fresco dining. Flat grassy areas provide plenty of space for summer games + even a winter rink. Cherished neighbourhood known for its natural beauty, community + enduring appeal, Morrison offers an exceptional place to set down roots + truly enjoy the neighbourhood.

240 Colchester Drive, Oakville

$3,299,999

5 Beds ⋅ 6 Baths ⋅ W14116002 MLS

Welcome to 369 Wade Street, a true luxury custom family residence offering more than 5,500 square feet of refined living space, exceptional craftsmanship and an extraordinarily functional layout. Thoughtfully executed from top to bottom, the home combines impressive scale with the comfort and practicality of true family living. A massive concrete driveway creates a striking sense of arrival, while the private backyard is anchored by a pristine pool and an inviting setting for summer entertaining. Inside, the main level makes an immediate statement with soaring 10-foot ceilings, a dramatic 16-foot formal living room and a spectacular 21-foot great room that fills the principal spaces with natural light. Striking designer lighting fixtures and thoughtfully selected statement pieces throughout further elevate the home's custom aesthetic. Designed to transition effortlessly between everyday living and grand-scale entertaining, the floor plan continues with a commanding foyer, private executive office, formal dining room and an outstanding chef's kitchen showcasing extensive custom cabinetry, top-of-the-line Wolf and Sub-Zero appliances, and a bright breakfast area overlooking the pool. Upstairs, four generously sized bedrooms each enjoy 10-foot ceilings, abundant natural light, custom built-ins and their own private ensuite with heated flooring. The primary suite is elevated by beautifully executed bespoke closets with integrated LED detailing and luxurious spa-inspired ensuite, complemented by a spacious second-floor laundry room. The finished lower level adds exceptional flexibility with an expansive open-concept layout, walk-up access, a sleek bar, two additional bedrooms, a full bathroom and a separate entrance. Ideally located minutes from the QEW, Highway 407, Appleby College and downtown Oakville, 369 Wade brings together dramatic architecture, distinctive custom millwork, exceptional scale and one of the most thoughtfully designed family layouts in the area.

369 Wade Street, Oakville

$2,998,000

5 Beds ⋅ 4 Baths ⋅ W14114612 MLS

Rare offering of Mattamy's largest model "The Ryland" located in the prestigious upper Joshua Creek community offering over 3,700 sq. ft. of beautifully designed living space. This exceptional residence features 10' ceilings on the main floor and 9' ceilings on the second level and a walk-out basement, creating an open, airy feel throughout. Designed with modern family living in mind, the open-concept layout showcases a spectacular chef's kitchen complete with high-end appliances, including a Sub-Zero fridge and Wolf range. The oversized island serves as the perfect gathering place, while expansive windows flood the space with natural light and seamlessly connect the kitchen to the inviting family room with a elegant gas fireplace. A separate dining room with a convenient servery is ideal for formal entertaining, while a private main-floor office offers the perfect work-from-home setup. The thoughtfully designed mudroom with custom built-ins adds everyday functionality. Upstairs, the luxurious primary suite features elegant tray ceilings, dual custom walk-in closets, and a spa inspired ensuite with a glass-enclosed shower and freestanding tub overlooking tranquil green space. Three additional generously sized bedrooms, each with ensuite access and most with custom closets, provide comfort and privacy for the whole family. Plus and extra large media room that could be turned into a 5th bedroom. The second floor laundry room is bright and spacious. The walk-out basement with oversized windows offers endless potential for additional living space. Set on an impressive fully fenced 62 x 152 ft lot, this home enjoys true privacy and rare pond and ravine views, with direct access to trails and nature. Relax or entertain on the main-level deck while taking in the serene surroundings

1416 Ford Strathy Crescent, Oakville

$2,599,000

5 Beds ⋅ 6 Baths ⋅ W14113488 MLS

Just 2 blocks from Lake Ontario in sought-after Bronte, this upscale Oakville home with approx. $400,000 in recent upgrades offers a resort-style backyard & an exceptional lakeside lifestyle, steps from waterside parks, nature & beaches, with easy access to shopping, amenities & highways. Extensive professionally landscaped grounds frame this private oasis, featuring a 14' x 28' heated pool with a sheer descent waterfall, LED colour-changing lighting, copper filtration, a spacious concrete patio & composite wood seating platforms, perfect for summer get-togethers. Smart technology lets you control the pool functions & thermostat from your phone, & exterior cameras add peace of mind. Inside, discover approx. 3,200 sq. ft. of luxury living space plus a professionally finished lower level, with 4+1 bedrooms & 5.5 bathrooms. Premium finishes include 9 & 10-foot ceilings, upgraded hardwood floors, deluxe laminate in the lower level, oversized designer tile in every bathroom, pot lights, chic light fixtures, wainscotting & a dramatic 2-storey mirrored foyer feature wall, while the floating oak staircase with glass railings makes a stunning first impression. The main level offers formal living & dining rooms, a family room with a coffered ceiling & gas fireplace, a private office, a powder room & laundry with garage access. The chef's eat-in kitchen boasts quartz countertops, deluxe white cabinetry, a butler's pantry, a centre island, premium appliances & a walkout to the dream backyard. Upstairs, 4 spacious bedrooms each have a walk-in closet & a private ensuite, including the primary retreat with a tray ceiling, an electric fireplace & a spa-like 5-piece ensuite. The finished lower level adds a large rec room with an electric fireplace & wet bar, a fifth bedroom & a stylish 3-piece bath, ideal for entertaining, extended family or guests. A rare offering in one of Oakville's most coveted lakeside pockets. Simply move in & enjoy!

175 Burloak Drive, Oakville

$2,850,000

4 Beds ⋅ 6 Baths ⋅ W14113358 MLS

Straight from the pages of a design magazine, this beautifully renovated, on-trend home offers more than 4,500 sq. ft. of thoughtfully designed living space. Tucked away on a quiet cul-de-sac in prestigious Southwest Oakville, it's just steps from Appleby College and the shores of Lake Ontario. The property is professionally landscaped by award-winning Gildermans, creating a stunning setting that perfectly complements this exceptional home. Designed for both everyday living and effortless entertaining, the main floor features a spacious formal dining room and a warm, inviting family room with a wood-burning fireplace. The stunning chef's kitchen is a true showpiece, featuring a Wolf induction cooktop, two double wall ovens, Sub-Zero refrigerator, two Miele dishwashers, two Marvel wine and beverage refrigerators, quartz countertops, and an impressive 9-foot island. The kitchen flows seamlessly into the family room, creating the perfect setting for gathering with family and friends. Upstairs, the luxurious primary suite serves as a private retreat, complete with a spa-inspired five-piece ensuite, walk-in closet, and an expansive terrace-ideal for enjoying your morning coffee or unwinding in the evening sun. This level also includes a generously sized second bedroom with its own ensuite, two additional bedrooms, a home office, a full bathroom, and a brand-new full laundry room for ultimate convenience. The finished lower level offers exceptional additional living space with a large recreation room, a second laundry room featuring a Miele washer and dryer, and a three-piece bathroom. Step outside to your own private backyard oasis, where a sparkling saltwater pool and beautifully landscaped gardens create the perfect escape. This exceptional home combines luxury, comfort, thoughtful design, and an unbeatable location-an opportunity not to be missed.

105 WHITTINGTON Place, Oakville

$2,799,900

4 Beds ⋅ 5 Baths ⋅ W14112590 MLS

Beautifully updated executive residence showcasing exceptional pride of ownership, thoughtful design, & a functional Upgrades ideal for family living and entertaining. Renovated kitchen, powder room, laundry room & garage entrance (2022), professionally painted throughout, new LED lighting on main & lower levels, new TOTO washlet toilets & Thermador appliances. Elegant main floor features maple hardwood flooring, crown moulding, pot lights, California shutters, custom built-ins, travertine foyer with medallion detail, bay window & pocket doors. Updated kitchen & breakfast area with quartz counters, oversized island, built-in microwave, 6-burner gas Stove with grill, b/i Thermador wall coffee station, charging station drawer. Custom Pantry with Beverage fridge, B/I Wine Rack and Storage Galore. Family feature cast stone fireplace and 21" ceiling, decorative columns, oversized windows & Swarovski chandelier in Dining Rm. Spacious primary suite with sitting area & Cast Stone fireplace, walk-in closet w/ organizer, and spa-inspired ensuite with rain shower, soaker tub, granite counters & California shutters. Additional bedrooms feature hardwood flooring, double closets, upgraded finishes, and Jack & Jill bath with granite counters & wood-looking tile flooring. Fully finished walkout basement with above-grade windows, recreation area, wet bar with double sink, gas fireplace with Wood mantle, built-in shelving, additional storage, cold cellar with automatic lighting, 3-piece bath. Mature landscaped backyard with private setting, outdoor bar seating, BBQ area, backyard WiFi router & shed added in 2022. Pool upgrades include new heater & Pentair Prowler (2022), liner (2023), filters & Intellichlor IC40 cell (2024). Additional updates include furnace & humidifier (2023), duct cleaning, serviced tankless hot water system, garage door hardware replaced, plus power washing, joint replacement & professional tree pruning completed in 2024.

203 Burloak Drive, Oakville

$3,275,000

5 Beds ⋅ 6 Baths ⋅ W14111822 MLS

Welcome to Glen Abbey Encore, one of Oakville's most coveted communities. Built in 2022 and never lived in, this Hallett Homes estate sits on a premium 57' ravine lot, offering 5,132 sq. ft. of refined living space and a 3-car tandem garage. The home features 10' main-floor ceilings, coffered detailing, hardwood flooring, and a thoughtfully designed layout with five spacious bedrooms, each with a private ensuite. The main floor includes a private office, formal dining room, wet bar with island and JennAir mini fridge, and an expansive great room with gas fireplace. The gourmet kitchen features quartz countertops, a central island, ceramic backsplash, and a premium Sub-Zero appliance package. Upstairs, the primary suite has vaulted ceilings, dual walk-in closets, a spa-inspired 5-piece ensuite with in-floor radiant heating, and a concealed morning bar. Four additional ensuite bedrooms and a conveniently located laundry room complete the upper level. Additional features include a home smart system, a basement with a 3-piece bathroom rough-in and potential for a separate suite, dual furnaces and A/C units, and a combination of cord-controlled and motorized window coverings. The landscaped backyard offers mature cedar trees for privacy, a covered lanai, and gas BBQ, ideal for outdoor entertaining. With a community park steps away and nearby walking trails, this exceptional property combines luxury, comfort, and the sought-after Glen Abbey lifestyle.

2339 Hyacinth Crescent, Oakville

$2,988,000

5 Beds ⋅ 6 Baths ⋅ W14110728 MLS

RAVINE! PRIVATE BACKYARD OASIS! RARE THREE-CAR GARAGE! Discover an exceptional River Oaks residence nestled on a quiet cul-de-sac, where refined family living meets a remarkable natural setting. Backing onto Lions Valley Park and Sixteen Mile Creek, this impressive home offers a rare blend of space, privacy, and outdoor living. The professionally landscaped backyard is a private retreat, featuring a saltwater pool with a natural stone surround, raised TimberTech composite deck (2020), lush gardens, mature trees, and towering cedars that stay green year-round. Enjoy the ultimate setting for summer entertaining, outdoor dining, and poolside relaxation with direct access to scenic trails. The inviting main level features a living room with soaring 18' decorative ceiling and gas fireplace, elegant dining room, vaulted-ceiling den, and dedicated home office. The gourmet kitchen showcases refinished maple cabinetry, granite countertops, S/S appliances, pantry, centre island, and bright breakfast area with built-in dining table and walkout to rain-proof deck. Spacious primary retreat offering two walk-in closets and a renovated (customizable) five-piece ensuite (2025) with glass shower, dual sinks, and dual toilets. The professionally finished walkout lower level offers versatile living space with potential for an in-law or nanny suite. Additional highlights include 9' ceilings on all three levels, hardwood staircase (2025), windows (2019), front and rear doors (2019), furnace and air (2020), roof (2015) with outdoor heating element on lower roof, inground sprinkler system, and attractive stone and brick exterior. Ideally located close to scenic trails, Sixteen Mile Sports Complex, private schools, shopping, restaurants, Glen Abbey Golf Club, transit, highways, and GO Train. A truly exceptional River Oaks offering where a rare three-car garage, private resort-inspired backyard, and breathtaking ravine setting come together to create an extraordinary family lifestyle!

1036 Valley Crest Circle, Oakville

$3,769,000

4 Beds ⋅ 5 Baths ⋅ W14110702 MLS

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 Road, Oakville

$3,098,000

5 Beds ⋅ 6 Baths ⋅ W14107954 MLS

A rare offering of true architectural drama on a premium, nearly quarter acre lot - 200 ft deep, backing onto Fourteen Mile Creek. Over 5,400 sq. ft. above grade living with 5 bedrooms and 6 washrooms, blending luxurious finishes, grand proportions and breathtaking ravine views.Beyond 8-ft Custom Double French Doors: 11-ft ceilings on the main, 10-ft on the upper and lower levels, and a soaring 22 ft Double height ceiling in the great room. Flooded with natural light and designed for grand-scale entertaining, with crown moulding, coffered details and designer lighting throughout.The chef's kitchen features Custom Dual-height Island with integrated dining extension, Double-thick quartz counters and top-of-the-line Sub-Zero and Wolf appliances, Butler's Pantry, Extended Height soft close Cabinetry . The four-season Sunroom captures ravine views against a private, treed backdrop that changes beautifully with the seasons.An open, curved staircase with wrought iron railings sweeps between levels, plus a Four-stops Elevator serving the lower level, garage, main and upper floors. The primary retreat offers a spa-inspired ensuite with heated floors, ravine-facing picture windows, a deep soaking tub, glass walk-in shower , double vanity, and expansive dressing room with floor-to-ceiling built-ins, and a private walkout balcony overlooking the ravine. Four additional bedrooms features park views and cathedral/dome ceilings, each with its own upgraded ensuite.Extra features include Sculpted Wide Plank Engineered hardwood, California shutters, Hunter Douglas motorized drapes, Bespoke Chandeliers, Pot Lights& Pendant Lighting, Juliette Balcony, Upper floor Laundry ,Three car garage (One tandem), Two Sets of HVAC, Central vac, Walk-up basement with extra-large windows, Basement heated floor, Premium composite backyard fence and more. Close to golf, top-ranking schools, hospitals, shopping and highways . An unforgettable blend of luxury, light and ravine privacy.

2359 Saw Whet Boulevard, Oakville

$2,688,880

5 Beds ⋅ 5 Baths ⋅ W14107320 MLS

Nestled on a quiet cul-de-sac beside Florence Park in the heart of Kerr Village this custom-built home offers an exceptional blend of luxury ,comfort & lifestyle. With approx 4,800 sq ft of beautifully finished living space, this impressive home features 4+1 bedrooms, soaring ceilings ,and premium finishes throughout. The sun-filled main level features 10-ft ceilings, expansive windows, and wide-plank engineered HDW flooring. The chef-inspired kitchen showcases premium S/S appliances, large centre island with brkfst bar & open-concept layout flowing seamlessly into dining & living areas. Custom BIs, gas FP, & stylish wet bar w/ wine fridge create an inviting space for everyday living & effortless entertaining. Impressive 16-ft sliding glass doors open to a covered outdoor living area w/ recessed lighting & stmt chandelier creating perfect ambiance for evening entertaining or unwinding. A thoughtfully designed mudroom with custom BIs & direct garage access adds everyday functionality. A striking glass-railed staircase leads to an U/L featuring a luxurious primary retreat with spacious W/I closet and spa-inspired 5-pc ENS. Each addl BR enjoys a private ENS or semi-ENS w/ glass showers and premium finishes. Solid wood interior doors & designer hardware reflect the home's outstanding quality. The professionally finished L/L is designed for relaxation & recreation w/ spacious family room, custom BIs, HDW flooring, gas FP, & a versatile flex space for media lounge, playroom, home office, or fitness studio. A bright 5th BR, 3-pc bath, & oversized cantina provide flexibility for guests, extended family, or storage. The landscaped fully fenced lot has approx 50ft frontage, widening to 75ft at the rear and extending over 150ft along the south property line, offering excellent outdoor space & privacy. In one of Oakville's most vibrant, walkable & sought-after NBHDs, it is just steps to the shops, cafés, restaurants & amenities of Kerr Village, with DT & waterfront min away.

18 Florence Drive, Oakville

$2,668,000

5 Beds ⋅ 5 Baths ⋅ W14104712 MLS

Discover an exceptional, fully furnished residence in Glen Abbey Encore, one of Oakville's most sought-after communities. Built by renowned luxury builder Fernbrook Homes in 2025, this sophisticated two-storey home offers 3,714 sq. ft. of thoughtfully designed living space on a45-foot-wide lot, complete with a two-car garage and a west-facing backyard overlooking park space. Professionally landscaped grounds create a beautiful setting, while the backyard offers a private retreat for relaxing and entertaining. Furniture is included, making this exceptional home truly move-in ready. Exquisite finishes include oak hardwood flooring, porcelain tile, coffered ceilings, and pot lights throughout. Five generously sized bedrooms and 4.5 bathrooms, each featuring heated floors, provide comfort and elegance for family and guests. The main floor showcases 10-foot smooth ceilings, a sunken living room, a formal dining area, and an open-concept great room anchored by a gas fireplace. A private office offers a quiet space to work from home. The chef-inspired kitchen features quartz countertops and backsplash, an oversized island with concealed storage, custom Downsview cabinetry, ample pantry space, and premium Wolf and Sub-Zero appliances. An additional built-in oven and a second sink in the servery add convenience for effortless entertaining. Upstairs, the primary suite is a luxurious sanctuary with two walk-in closets and a lavish ensuite featuring a soaker tub and an upgraded porcelain-and-glass shower. A second-floor laundry room and central vacuum further enhance everyday living. Conveniently located close to major highways and shopping centres, this remarkable residence offers luxury living in an exceptional Oakville setting, with six years remaining on its Tarion warranty.

2343 Edward Leaver Trail, Oakville

$4,389,000

6 Beds ⋅ 5 Baths ⋅ W14104200 MLS

Outstanding One Of A Kind Custom Residence Designed By European Architect Showcasing Timeless Finishes And Refined Craftmanship For Luxury Living. Quietly Located In A Cul-De-Sac, Walking Distance To; Top Ranked Schools, Conservation Riverside Trails, Tennis Courts, Park (Gairloch Gardens), Waterfront "Edgemere Promenade" Walk , Various Amenities And Shops. This French Inspired "Chateau" W/ Natural Limestone Façade Includes Over 5,200 Square Feet Of Finished Living Space Plus A Remarkable 400 Sq. Ft. Outdoor Concrete/Stone Patio Overlooking Pool Size Backyard, Soaring 10 Ft Ceilings On Main, 2 Storey Open Foyer W/ White Oak Herring Bone Floors, Step Through French Doors Into The Executive Den/Office W/ Customer Cabinetry Gas Fireplace & Coffered Moulded Ceiling, Formal Dining Room With Plaster Designed Ceiling & Beautiful Lacquered Cabinetry W/ Arched Doors, Natural " White Oak Hardwood Floors Throughout Finished Onsite - Including Staircase, Emtek Lever Door Handles, Unique Millwork, Crafted Custom Vanities, Remarkable Floor To Ceiling Elegant Kitchen Fine Cabinetry W/ Oversized Island "House Of Rohl" Faucets And Adorned By "Forge Hardware Studio" Brass Handles & Knobs. This Home Is Truly Something Special For The Above Average Buyer Who Will Appreciate - Home Theater, 3 Zone In Floor Bsmt Heating System, Oversized Double Garage W/ Separate Doors & Rough In For Ev, And Home Includes A Full Package Of Miele Appliances.

450 Bedford Road, Oakville

$2,888,000

5 Beds ⋅ 4 Baths ⋅ W14102544 MLS

Tucked away in prestigious Southeast Oakville, this extraordinary custom-built bungalow tells astory of timeless elegance and effortless family living. Offering 4,356 sq. ft. of beautifullycrafted space on a premium lot, every corner of this home was designed for comfort, connection,and refined everyday living. Beyond the doors, a private backyard retreat and expansive deckcreate the perfect setting for quiet mornings, lively gatherings, and evenings under the stars.Inside, soaring 10 foot ceilings and rich hardwood floors guide you through sun-filled formalliving and dining spaces, warmed by a gas fireplace and framed by grand 8-foot sliding doors.At the heart of the home, the chef-inspired kitchen invites everyone to gather, featuringgranite countertops, a Bertazzoni gas stove, a charming Belfast sink, and a bright breakfastarea that opens seamlessly to the deck for easy indoor outdoor living. The main-floor primarysuite is a peaceful retreat of its own, complete with French doors to the deck, a spaciouswalk-in closet, and a spa-inspired five-piece ensuite with a clawfoot soaker tub. Twoadditional bedrooms on the main level offer comfort and flexibility for family or guests.Downstairs, the finished lower level extends the story with a welcoming recreation room, secondgas fireplace, games area, wet bar, laundry, and two additional bedrooms ideal for extendedfamily, guests, or a private home office setup. Car enthusiasts will appreciate the double cargarage with soaring ceilings ready for a lift, along with a double-wide driveway accommodatingup to six vehicles. Designed for seamless one level living, this home offers the perfectbalance of luxury and practicality for families, professionals, and downsizers alike. Justmoments from Oakville Trafalgar High School, Deer Run Park, and Sobeys Maple Grove, this movein-ready residence captures the best of Southeast Oakville living where sophistication, warmthand memories come together. Luxury Certified.

2073 Deramore Drive, Oakville

$3,895,000

7 Beds ⋅ 8 Baths ⋅ W14101204 MLS

A bold statement in luxury living. Set on an impressive 75 x 150 ft. lot in prestigious SouthOakville, this newly built custom residence offers approximately 6,200 sq. ft. of meticulouslydesigned living space, where striking architecture meets exceptional craftsmanship.Soaring 11-foot ceilings lead to a breathtaking double-height great room with expansive windowsoverlooking a pool-sized backyard. The showstopping chef's kitchen features premium Wolf andThermador appliances, exquisite countertops, custom cabinetry, and a walk-in pantry.A sophisticated main-floor office with arched glass doors, two closets, and a privatethree-piece bathroom offers exceptional versatility. Upstairs, four spacious bedrooms provideluxurious private retreats, while the fully finished lower level is designed for entertainingwith a home theatre, wet bar, and generous recreation spaces.Just minutes from Downtown Oakville, the lake, parks, and amenities, 1415 Rebecca Street is arare offering of scale, sophistication, and timeless design in one of Oakville's most covetedneighbourhoods.

1415 Rebecca Street, Oakville

$2,788,000

4 Beds ⋅ 5 Baths ⋅ W14096876 MLS

An exceptional family residence in desirable Oakville, offering approximately 3,550 sq. ft. above grade of beautifully appointed living space, thoughtfully designed for elegant entertaining and everyday family living. Featuring 10' ceilings on the main level, 9' on the second, hardwood flooring, expansive windows and a spectacular family room with soaring approximately 20' open-to-above ceilings and a striking stone-clad fireplace. The main level showcases elegant principal rooms, a private home office, custom wet bar conveniently situated between the dining room and kitchen, and a stunning gourmet kitchen featuring premium Jenn-Air appliances, quartz countertops and backsplash, a generous centre island, heated floors and a spacious breakfast area overlooking the backyard. The second level offers four generous bedrooms, including a luxurious primary retreat with spa-inspired ensuite. Custom window shades throughout, including dual privacy and blackout shades in every upstairs bedroom, and convenient second-floor laundry add comfort and practicality. The finished lower level provides additional living and entertaining space with a spacious recreation room, fireplace and bathroom. The beautifully landscaped backyard is a true private oasis, featuring a heated inground saltwater pool, covered patio and fully equipped cabana with shower, washroom and dedicated change room, ideal for family enjoyment and summer entertaining. Ideally located near excellent public and private schools, parks and amenities, this remarkable home offers an exceptional combination of luxury, comfort and indoor-outdoor living.

529 Pineland Avenue, Oakville

2660 Sherwood Heights Drive Unit 200A, Oakville

$3,303,600

W14095302 MLS

Exceptional opportunity for an owner occupier to acquire a highly visible, second floor office condominium with prominent exposure to the QEW. The property offers abundant on site parking and the unit is move-in-ready with quality finishes throughout. The building is well-maintained with only a handful of professional tenants, creating a quiet and functional working environment.

2660 Sherwood Heights Drive Unit 200A, Oakville

$4,098,000

4 Beds ⋅ 6 Baths ⋅ W14094924 MLS

Nestled among lush, beautifully landscaped grounds in one of Southeast Oakville's most coveted neighbourhoods, this exceptional stone residence occupies a rare 0.8-acre ravine lot, offering timeless elegance, generous living spaces and exceptional privacy. Inside, 7,000 sq. ft. of finished living space unfolds, offering the generous proportions and expansive living areas that are increasingly rare in today's newer builds. A grand foyer sets the tone, complemented by rich hardwood flooring, high ceilings and an abundance of space for both gracious entertaining and comfortable family living. The home features four spacious bedrooms, each with its own private ensuite, premium appliances and a custom wine cellar. A separate side entrance provides added flexibility, with direct access to the lower level. Designed for both elegant entertaining and relaxed everyday living, the outdoor setting is equally impressive. Multiple stone patios surround the home, creating inviting spaces to gather, dine and unwind, while the saltwater in ground pool and uninterrupted ravine views transform the backyard into a private, resort-style retreat that feels more Muskoka than city. Ideally located within walking distance of Oakville's top-ranked schools and minutes from premier amenities, this distinguished residence offers a rare combination of estate-scale grounds, timeless stone architecture, substantial living space and exceptional privacy in a prime urban location. Meticulously maintained, it reflects true pride of ownership throughout.

437 Cairncroft Road, Oakville

$3,495,000

2 Baths ⋅ W14093754 MLS

Freestanding industrial building in Oakville featuring two driveway points of access and three10' x 12' drive-in shipping doors. Property features, fully air conditioned, upgraded electrical with new LED lighting, security system, new roof (2024), renovated office area, freshly painted, and newly paved parking lot, and commercial kitchen with floor drains. Well suited for a range of industrial uses, including food service catering, automotive repair and body shop, or contractors yard. Excellent location with convenient access to Highways 403, 401,410, and the QEW.

1021 Industry Street, Oakville

$3,000,000

5 Beds ⋅ 5 Baths ⋅ W14093216 MLS

Step into the pinnacle of modern elegance with this stunning custom-built executive home, nestled in the highly sought-after heart of Southeast Oakville. Offering a seamless blend of sophisticated design, premium finishes, and an abundance of natural light. From the moment you enter, you'll be captivated by the open and intelligently configured interior layout, soaring 10' floating ceilings with cove lighting, and floor-to-ceiling windows that fill the space with sunlight. Every detail has been meticulously crafted, from the European white oak engineered hardwood floors to the 8' solid core doors, flush trim, and hidden anchored glass railings that exude contemporary sophistication. The heart of the home is the designer kitchen, featuring an oversized island, 10' cabinetry, and top-of-the-line appliances, perfect for entertaining or enjoying quiet family moments. The main floor flows effortlessly into a spacious living area, complete with a gas fireplace, built-in surround sound, and motorized blinds for ultimate convenience. Upstairs, natural light continues to shine through skylights and oversized windows, illuminating four generously sized bedrooms, each with its own ensuite bathroom and custom-built walk-in closets. The bespoke laundry room, with floor-to-ceiling cabinetry, adds a touch of practicality and style. The finished basement offers additional living space, ideal for a home theatre, gym, or playroom, while the mono-stringer staircase and glass railings create a striking visual statement from top to bottom. This home is more than just a residence; it's a lifestyle. With its unparalleled craftsmanship, high-end finishes, and prime location in one of Oakville's most desirable neighbourhoods, this property is truly Luxury at Its Finest. Don't miss the opportunity to experience the intricate quality and modern elegance of this exceptional home.

1337 Waverly Avenue, Oakville

$3,999,900

5 Beds ⋅ 5 Baths ⋅ W14093158 MLS

Rarely does a property offer this combination of land, privacy and lakeside living. Set on a rare 1/2+ acre estate lot in one of South West Oakville's most coveted neighbourhoods, 1098 Lakeshore Rd is a custom 6,500+ sq. ft. home just steps from Lake Ontario and minutes from Appleby College. Designed with both family living and entertaining in mind, the home features 10' ceilings on the main level and 9' ceilings on the upper and lower levels, with rich hardwood floors, extensive custom millwork and thoughtful architectural details throughout. The Hampton-inspired kitchen and adjoining butler's pantry create a beautiful centre for everyday living and effortless entertaining. The large main-floor primary retreat offers the convenience of single-level living, complete with a custom walk-in closet, gas fireplace and spa-inspired 5-piece ensuite. Upstairs, two generously sized bedrooms each enjoy their own ensuite, offering comfort and privacy for family or guests. The finished lower level adds another layer of flexibility, with a second kitchen, two additional bedrooms, gym, wet bar, games area and expansive recreation space - ideal for multigenerational living, older children, extended family or guests. Outside, mature landscaping creates a private backyard retreat with a saltwater pool, waterfall feature and covered outdoor living area - perfect for summer days by the pool and evenings spent together. Beyond the property, top-ranked schools, parks, steps to the lake, trails and the shops and restaurants of downtown Oakville just minutes away. **Land. Privacy. Location. Flexibility.**A rare opportunity to enjoy space, privacy and lakeside living in one of Oakville's most sought-after settings.

1098 Lakeshore Road W, Oakville

$2,598,000

3 Beds ⋅ 4 Baths ⋅ W14088748 MLS

Welcome to sophisticated downtown Oakville living. This beautifully renovated luxury townhome offers over 2700sq.ft. of total living space, an exceptional combination of elegant design, generous spaces, and an unbeatable walkable location. Thoughtfully updated throughout with quality finishes and timeless style, this turnkey residence is ideal for discerning buyers seeking a refined, low-maintenance lifestyle in one of Oakville's most coveted neighbourhoods. The bright and spacious main living area is designed for comfort and effortless entertaining. Expansive living and dining areas are filled with natural light and flow seamlessly into a stunning renovated kitchen featuring premium appliances, extensive custom cabinetry, an oversized centre island, abundant storage, and a functional layout that will impress the most avid home chef. Step directly from the kitchen onto a large private deck, creating the perfect extension of your living space for outdoor entertaining, or simply enjoying a quiet morning coffee. Offering 2+1 bedrooms and 3+1 bathrooms, this home provides remarkable flexibility for families, professionals, and downsizers alike. The spacious primary retreat offers comfort andprivacy, while additional bedrooms accommodate family and guests with ease. A dedicated main floor office creates the ideal work from home environment, providing separation from the main living spaces without sacrificing convenience. The walk-up from the lower level presents endless possibilities and is perfectly suited for a nanny suite, in-law accommodation, guest quarters, home gym, or additional living space. With its own direct access, this level adds tremendous versatility to an already exceptional floorplan. Outdoor living is further enhanced by two private decks, offering multiple spaces to relax and entertain. A rare attached double car garage, combined with parking for an additional vehicle in the back drive, provides convenience seldom found in downtown locations.

146 Reynolds Street, Oakville

$2,749,000

5 Beds ⋅ 5 Baths ⋅ W14088202 MLS

A covered porch, stone and shingle exterior and mature gardens set the tone for this custom-built West Oakville home. With 4+1 bedrooms and 4+1 baths on a 60 125 ft lot, it offers generous space for family life, minutes from the lake.Inside, dark-stained wide-plank hardwood, wainscoting and crown moulding extend through the mainfloor, with a private office near the entrance. At the rear, the kitchen brings together full-height white Shaker cabinetry, a veined slab backsplash, a five-burner Wolf gas cooktop, two Miele built-in ovens, a paneled fridge and Miele dishwasher, walk in pantry and an island that seats four. The adjoining dining area and vaulted family room with a gas fireplace keep the main living spaces connected. A mudroom with a built-in bench, cubbies and laundry provides a practical place for daily arrivals.Sliding glass doors extend the living space to a covered patio with Phantom retractable screens, a stone outdoor fireplace, mounted TV and built-in speakers. Beyond, mature trees frame a private, fenced backyard with two raised vegetable gardens, included with the home.The upper level has four bedrooms and three full bathrooms. The primary suite includes a walk-in closet and a five-piece ensuite with heated floors and a freestanding tub. An expanded second bedroom offer sits own sitting area and ensuite. Downstairs, a large rec room is complemented by a gym that could serve as an office or studio, along with a spacious nanny or in-law suite with a private bathroom and walk-in closet. An oversized storage room beneath the porch provides additional storage.The waterfront, Bronte Harbour, downtown Oakville, the YMCA, Appleby College and local schools are nearby, with GO Transit and the QEW a short drive away. From the main-floor office to the lower-level suite, the layout offers flexibility as a family's needs change.

1394 WAVERLY Avenue, Oakville

$3,275,000

6 Beds ⋅ 5 Baths ⋅ W14084648 MLS

A STATEMENT IN CUSTOM LUXURY. Timeless architecture and bespoke craftsmanship define this Oakville residence, offering 3,527 sqft above grade plus an expansive finished lower level. Landscaped gardens and an extended driveway w/ interlocking borders lead to a soaring covered porch. A grand open-to-above foyer introduces interiors with 10-ft main-floor ceilings. At the home's heart, a dramatic circular architectural feature crowned by a domed skylight fills the interior with natural light. Tiles imported from Spain, intricate wainscotting and custom millwork reflect attention to detail. A private office features library cabinetry, while a coffered ceiling elevates formal dining. The two-tone kitchen showcases illuminated glass-front cabinetry, a contrasting island, coordinated counters and backsplash, Wolf, Sub-Zero and Miele appliances, and Waterstone fixtures. A spacious butler's pantry w/ prep sink supports effortless entertaining. Soaring ceilings, expansive windows and a gas fireplace define the great room. An illuminated staircase leads to the skylit upper gallery. Four bedrooms enjoy 9-ft ceilings, including a primary retreat w/ fireplace, W/I closet and spa-inspired ensuite w/ heated floors, freestanding tub, glass shower and double vanity. A second bedroom has a private ensuite; upper laundry adds convenience. The lower level offers 9-ft ceilings, large windows, two bedrooms, a rec area and living space w/ the third gas fireplace, plus heated bathroom floors. A walk-up opens to a fenced backyard w/ patio stonework and a covered patio featuring a wood-finished ceiling, pot lights and gas BBQ connection. A high-ceiling garage offers rear vehicle access; a custom mudroom adds built-in storage. Built-in Sonos speakers, cameras, Ring doorbell, biometric entry, irrigation and EV charging add comfort and convenience. Close to Downtown Oakville, Lake Ontario, Bronte Harbour, Coronation Park, Glen Abbey Golf Club, schools, shopping, dining, GO, QEW, 403 & 407.

471 Willis Drive, Oakville

$2,649,000

5 Beds ⋅ 5 Baths ⋅ W14083872 MLS

Custom built 4+1 bedroom, 4/5 bath home on a provate pie- shaped lot in Southwest Oakville, steps from lake Ontario. Set at the end of an exclusive court just off Lakeshore Road, this residence offers rare privacy in an unbeatable location. It's a 6-minute walk to Appleby College and minutes to downtown Oakville, Oakville Harbour, Bronte Village, waterfront parks and beaches, with quick access to the QEW and Bronte GO.A stone facade, precast stone detailing, covered entry and stone-lined driveway with double garage make a commanding first impression. Inside, you get approx. 3,444 sq ft above grade plus a professionally finished 1,659 sq ft lower level. Details include 10 ft main floor ceilings, coffered and tray ceilings, crown mouldings, wainscoting, rich hardwood and a solid oak staircase with iron pickets.The chef's kitchen has custom cabinetry, quartz counters, a large island and premium appliances. Its sunny breakfast area walks out to a newly installed 690 sq ft stone patio under mature trees. This backyard retreat works for entertaining or quiet mornings and has green space for kids. The family room is centred on a gas fireplace with a limestone mantel, and the formal living and dining rooms are made for gracious hosting.Upstairs, every bedroom has ensuite access, including a primary suite with two walk-in closets and a spa-inspired ensuite. The lower level adds a spacious rec room, a fifth bedroom and a full bath, ideal for teens, guests or extended family.Lakeside living, top schools and a premium lot in one of Oakville's most desirable neighbourhoods. A rare find!

125 Paliser Court, Oakville

$4,265,000

5 Beds ⋅ 6 Baths ⋅ W14083808 MLS

An exceptional opportunity to secure pre-construction pricing in the heart of Old Oakville. Completion is anticipated for September 2027. Photos are of the builders work to show detail and craftsmanship. This lot is tucked along one of the neighbourhood's most coveted streets, and this custom residence offers an exceptionally private, tree-lined setting just a stroll from downtown's shops, restaurants, and waterfront. Refined finishes, thoughtful proportions, and exceptional craftsmanship define the home, complemented by a rarely offered double-car garage and fully finished lower level. With a dedicated interior designer guiding your selections throughout the build, each finish becomes an opportunity to make the home distinctly yours. An optional elevator is available. Crafted by a trusted custom builder with nearly 20 years of experience, this is a rare chance to shape a timeless home in a prestigious, walkable neighbourhood. Drawings are approved by the Committee of Adjustment, the permit process is underway.

343 Douglas Avenue, Oakville

$4,190,000

5 Beds ⋅ 7 Baths ⋅ W14080548 MLS

Home with wonderful first impression. Feel the difference between a well built home and the one that is thoughtfully created to get the natural light throughout the day with effortless flow from one space to the next. Balance between grand entertaining spaces and comfortable everyday living. This luxury residence offers over 6234 SF finished living space on a premium lot just steps from Ontario lake. A soaring 20' H foyer, 10' ceilings of the main level & the basement, Oak staircase an architectural center piece. Living and Dining create an elegant arrival, 21' high Spectacular Great room w/media wall, overlooking pool. Covered porch creates a feeling of comfort and safety while enjoying beautiful pool and landscaping. Elegant kitchen connected w/Great room to create an extra space for the family enjoyment. Miele Appliances. Main level has an office. Upper level has another nice family sitting to enjoy morning coffee. Spacious Primary Bedroom has his & her closets and luxurious ensuite. Upper 3 Bedrooms W/own ensuites and closets. Basement is designed with same attention to detail, offering 10.5' ceiling height w/generous recreation space entertainment & gathering space, a dedicated Theatre, Exercise room, Bar area, complete w cozy Gas Fireplace w/media wall nook-a spectacular setting for celebrations, private Sauna w/separate Shower, creating exceptional flexibility for entertaining to create memorable evenings with friends and family. One spacious walkout Bedroom w/Ensuite. Integrated audio system rough-ins ready to install your own sound system. Lower level delivering an extraordinary level of comfort, wellness, and convenience under one roof. A spacious guest bedroom with its own ensuite provides comfort and privacy for family and visitors. 2016 Seafare Dr. is more than a home. It is an elevated lifestyle experience. From its sophisticated architectural details and exceptional finishes to its resort-inspired backyard and remarkable lower-level amenities,

2016 SEAFARE Drive, Oakville

$2,599,000

4 Beds ⋅ 5 Baths ⋅ W14080006 MLS

Welcome to 2434 Taylorwood Drive, where exceptional design is found in every detail. Owned and thoughtfully curated by an interior designer, this is a home where custom is not an upgrade, it is the standard. The main floor is defined by 10' ceilings, beautifully proportioned spaces and sophisticated finishes throughout. A formal living room and dining room set the tone, complemented by a private home office and walk-in hall closet. The expansive family room features coffered ceilings, custom built-in shelving surrounding the television, a built-in desk and an exquisite marble surround framing the gas fireplace. At the heart of the home, the chef's kitchen is designed for both everyday living and entertaining, while custom drapery, millwork and carefully considered details create a polished, cohesive feel throughout. Upstairs, four bedrooms each enjoy their own ensuite, while custom built-in closet systems provide exceptional organization. The primary suite goes well beyond the expected with a separate dressing room/sitting room that can also function as a private office. A dedicated homework room with chalkboard, second-floor laundry and a window nook between the first and second floors add another layer of thoughtful functionality. For the car enthusiast, the garage may steal the show. Outfitted with a car lift, built-in tool bench and racking system, it has been designed with the same attention to detail as the rest of the home. Outside, an inground pool, pergola and outdoor kitchen create a backyard designed for entertaining and relaxed family living. The pool house with outdoor bathroom tops off the outdoor oasis! This is a home where form and function have been considered in equal measure, and where the difference truly is in the details.

2434 Taylorwood Drive, Oakville

$4,150,000

5 Beds ⋅ 7 Baths ⋅ W14031550 MLS

Beautiful Custom Built Home In Fabulous Southeast Oakville Location. 4,140 Sq Ft. Very Private And Bright Corner Lot. Spacious Side Centre Hall Plan With Expansive Kitchen, Family Room And Walk-Out To 335 Sq Ft Of Covered Deck. Gas Line On The Deck And Walk Out To Backyard Oasis. Still Room To Add A Pool. Main Floor Has Separate Formal Living Room, Dining Room And Home Office. 24 X 21 Double Garage Will Hold Two Cars Easily. ALL 4 Bedrooms On The Second Floor Have Ensuites. Second Floor Also Has Laundry Room With Side By Side Machines. Lower Level Has 2 Potential Extra Bedrooms, Screening Room, Wet Bar, Wine Cellar, Gym. Winding Streets And Mature Trees Characterize This Prime Eastwood Neighbourhood. Established, Family Community With Excellent Schools. Walk To Maple Grove Public, St. Vincent, Oakville Trafalgar High School & Ej James. QEW And Lakeshore Blvd Equidistant. Trails To The Lake Are Close By.

302 Pinehurst Drive W, Oakville

$3,149,000

5 Beds ⋅ 6 Baths ⋅ W14029404 MLS

Welcome to this exceptional executive home nestled on a private court in one of Oakville's most sought-after communities. Flooded with natural light and thoughtfully updated throughout, this elegant 2-storey residence features 5 spacious bedrooms, 5.5 bathrooms and over 5000+ SF of total finished living space. The designer kitchen is the heart of the home, featuring a central island, granite counters, premium cabinetry, and upscale millwork. The main level boasts smart lighting, beautifully renovated formal and family rooms, hardwood flooring, pot lights, deep trim work, and refined finishes including crown moulding and waffle ceilings. Upstairs, each bedroom offers access to a full bathroom, creating comfort and privacy for the whole family. The main level includes an additional bedroom, full bathroom and powder room, ideal for guests or multigenerational living. Step outside to professionally landscaped grounds, complete with an irrigation system, outdoor lighting, and a stunning stone porch. A custom metal gazebo with a patio off the deck offers the perfect space to unwind or entertain in the private backyard. Located on a secure private cul-de-sac with a manicured common area, residents also enjoy fob access to the YMCA and 5 shared security cameras for peace of mind. Located steps to Appleby College, Lake Ontario & Downtown Oakville. An ideal opportunity for those seeking luxury, privacy, and convenience in a premier Oakville location. Don't Miss!

124 Paliser Court, Oakville

$3,758,000

5 Beds ⋅ 5 Baths ⋅ W14008434 MLS

Set On A Coveted Street In SW Oakville, 203 Weybourne Road Is A Rare Architectural Statement Where Old World Craftsmanship Meets New World Sophistication. Built By Heights Custom Homes And Designed By Heights Studio, This Custom-Built Home Spans Over 4,900 SqFt Of Refined Space, Seamlessly Blending Natural Imported Materials Like Honed Marbles, Venetian Plaster, And White Oak With The Latest In Smart Home Innovation.Every Inch Of This Residence Reflects A Commitment To Top-Tier Materials And Timeless Design. Enter Through 10-Foot Triple-Pane French Doors Into A Soaring 11-Foot Main Floor Where Light Streams Through 8-Foot Tall Fiberglass Windows, Framing The Open-Concept Living, Dining, And Kitchen. Anchored By A Venetian Plaster Ortal Fireplace And Samsung Frame TV, The Great Room Flows Into A Chefs Kitchen Outfitted With Perla Venata Quartzite, Wolf/Sub-Zero/Miele Appliances, Integrated Lighting, And Hidden Coffee Station. A Private Prep Kitchen Connects Effortlessly To A Fully Integrated Outdoor Kitchen And Limestone Patio - Ideal For Intimate Evenings Or Grand Entertaining.This Home Features Control4 Automation for Lighting and Audio/Video, Surveillance, And Climate Control. The Lower Level Offers A Dolby Atmos Theatre, 120 Bottle Wine Cellar, Gym, Bar, Home Theatre And Spa Steam Room - All Beneath 9-10 Ft Ceilings With Radiant In-Floor Heating.Upstairs, The Serene Primary Suite Offers Remote Blinds, Dual Custom Closets, And A Magazine-Worthy Ensuite In Calacatta Green Marble. Additional Bedrooms Feature Vaulted Ceilings, Designer Finishes, And Private Or Semi-Private Baths.Exterior Highlights Include A Heated Front Porch, Custom Lighting, Holiday Integration, Lift-Ready Garage With 22 Ft Ceilings, Radiant Slab Heating-4 car potential . Walking Distance to Lakeshore Dr, Dt Oakville, Lake Ont., Kerr Village. Close Prox to Appleby College, St. T Aquinas. Completed In 2023, This Is Not Just A Home - Its A Curated Experience Of Enduring Beauty And Relaxed Luxury.

203 Weybourne Road, Oakville

$3,195,000

5 Beds ⋅ 4 Baths ⋅ W13912338 MLS

Rarely Offered! Amazing family home on one of the most sought after streets in Southeast Oakville's Morrison Corridor. Welcome to 1151 Morrison Heights Drive, set on an impressive irregular 100 x 150 ft (18,083.35 sq ft) lot surrounded by distinguished estates and mature trees. This exceptional property offers just under 4,000 sq. ft. total living space, 5 bedrooms, 4 bathrooms and extraordinary potential.The spacious main floor features separate living and dining rooms, a family room, office and an eat-in kitchen with granite countertops, island and stainless steel appliances. Additional highlights include two fireplaces, an inground pool, double-car garage, oversized driveway and partially finished basement. Explore the possibilities of a main-floor primary bedroom with separate entrance or an in-law suite.Ideally located near renowned private schools St.Mildred's-Lightbourn School and Linbrook School, minutes to vibrant Downtown Oakville, the Lake, all amenities, with convenient access to Oakville GO and major highways. Renovate and modernize the existing residence, enjoy the home as it stands, or build your own custom estate - an incredible opportunity in one of Oakville's most coveted neighbourhoods.

1151 Morrison Heights Drive, Oakville

$2,998,000

3 Beds ⋅ 4 Baths ⋅ W13886706 MLS

SPECTACULAR LUXURY TOWNHOME IN THE HEART OF DOWNTOWN OAKVILLE! This stunning freehold end-unit residence offers approx 2,950 sq. ft. of luxurious living space and has been completely transformed from the studs with exceptional craftsmanship and high-end finishes throughout. Offered fully furnished and professionally designed, this turnkey home features 2+1 bedrooms, 4 baths, oak hardwood flooring, two fireplaces and a custom Brahms kitchen. A separate entrance to the lower level adds convenience and versatility. Enjoy a private terrace off the kitchen and a private rooftop terrace, ideal for outdoor entertaining. A rare double-car garage with parking for three vehicles completes this exceptional offering. Perfectly situated steps from downtown Oakville's finest restaurants, boutiques, cafés and waterfront. An extraordinary opportunity to enjoy sophisticated, maintenance-free luxury living in one of Oakville's most desirable locations. Simply move in and enjoy!

305 Randall Street, Oakville

$2,799,000

4 Beds ⋅ 3 Baths ⋅ W13884274 MLS

Welcome to 150 Cairncroft, a rare opportunity to own a distinctive property in one of Oakville's most coveted neighbourhoods. Nestled on a stunning 0.4 acre (17,416 sq ft) corner lot, this charming 3,052 sq ft residence is enveloped by mature trees and lush landscaping, offering the perfect blend of privacy and prestige. Set just steps from the lake and picturesque Gairloch Gardens, the location is unparalleled for those seeking an upscale lifestyle surrounded by nature, yet within easy reach of top-rated schools, downtown Oakville, major commuter routes & transit. Whether you're looking to move right in, renovate, or build your custom dream home (RL1-0 zoning), this property delivers exceptional potential. The existing home is rich in character and warmth with its Mediterranean-inspired façade and design, offering 4 bedrooms + den, and 2.5 bathrooms. The living room showcases exposed structural beams set amongst 1 of this home's 4 cozy fireplaces, lending a rustic allure and architectural interest. While the soaring two-storey foyer also offers captivating views of the inviting yet secluded courtyard-style patio - ideal for entertaining or relaxing under the canopy of greenery. Properties of this caliber and location are exceedingly rare. Don't miss your chance to secure a premium foothold in a neighbourhood known for luxury homes, timeless appeal, and rare public lakefront access only steps away!

150 Cairncroft Road, Oakville

$2,548,000

4 Beds ⋅ 5 Baths ⋅ W13881020 MLS

A meticulously maintained family home in Joshua Creek, built by Fernbrook and thoughtfully upgraded by its original owners over two decades.The main floor features 10-foot ceilings throughout, with an open plan encompassing a home office, sitting room, powder room, and great room with vaulted ceilings and gas fireplace. The formal dining room includes a servery. The kitchen centers around a substantial island with extensive cabinetry. A mudroom provides direct garage access.Nine-foot ceilings continue on the upper floor, where four generous bedrooms and three bathrooms are arranged. The primary suite occupies its own wing with a sitting area, gas fireplace, dual walk-in closets, and a spa-inspired ensuite.The lower level features 9 and 10-foot ceilings and includes a family room with gas fireplace, gymnasium, billiards room, wet bar, steam shower, and state-of-the-art theatre room with integrated sound system. New wide-plank oak flooring spans the main level. Crestron and Nest smart home systems control music, lighting, climate and the alarm system throughout.Outside, $150,000 in professional landscaping surrounds a fresh water pool, with mature plantings and custom lighting creating privacy. The property includes security cameras and a comprehensive alarm system.Top-rated schools within the district. Highway access, premium shopping, and dining including Narenj, Oak Cafe Gallery, and BLK & CO all within ten minutes.

1468 Ferncrest Road, Oakville

$2,899,000

5 Beds ⋅ 7 Baths ⋅ W13878164 MLS

Stunning fully renovated family home in a prestigious Oakville neighbourhood! Renovated down to the studs - all-new electrical wiring, plumbing, HVAC, drywall and insulation from top to bottom. This 2-storey detached home offers 4 bedrooms, each with its own private ensuite full bathroom - including the primary with a walk-in closet. Seven washrooms in total, plus a rough-in ready for a future dog wash station. The main floor boasts bright, sun-filled living spaces with large windows, a skylight right above the stairs, and an updated kitchen with all-new appliances overlooking the deep private yard. The full basement offers excellent below-grade space with huge potential for a rec room or home office. Outside, enjoy a 70 x 120 lot backing onto the Maple Grove Arena tennis courts - no rear neighbours! Steps to Oakville Trafalgar High School and minutes to the QEW via Ford Drive. A rare turn-key opportunity in one of Oakville's most sought-after pockets - nothing to do but move in and enjoy!

292 Still's Lane, Oakville

$3,895,000

4 Beds ⋅ 6 Baths ⋅ W13877812 MLS

Many homes make a wonderful first impression. The best reward your attention until you reach that quiet moment when you begin to understand what makes them truly exceptional. That is the difference between a house that is simply well built and one that has been thoughtfully conceived. It is found in the effortless flow from one space to the next, the way natural light fills the home throughout the day, and the balance between grand entertaining spaces and comfortable everyday living. Newly built by a Tarion Registered builder, this exceptional custom residence offers over 6,300 square feet of finished living space on a premium 75 x 140 foot lot just steps from the lake in Bronte. A soaring 22-foot foyer introduces 11-foot ceilings throughout the main level and a dramatic oak staircase that serves as both an architectural centrepiece and the heart of the home. Formal living and dining rooms create an elegant arrival, while the spectacular great room, expansive kitchen, chef's kitchen and servery provide a setting equally suited to intimate family evenings or entertaining on a much larger scale. Sub-Zero and Wolf appliances, a private elevator and thoughtfully integrated technology reflect the same disciplined approach to design found throughout the home. The upper level continues the same philosophy. A remarkable primary retreat with fireplace, expansive dressing room and luxurious ensuite is complemented by three additional bedroom suites, each with its own ensuite and walk-in closet. The lower level is planned with the same attention to detail, offering generous recreation space, a dedicated theatre, gym, office, bar and elevator access, creating exceptional flexibility for entertaining, extended family or everyday living. Sophisticated home automation, integrated audio and an advanced mechanical package complete a residence where every decision has been made with purpose. Perhaps that is why the finest homes are remembered long after the features fade from memory.

146 Third Line, Oakville

$4,479,000

W13877720 MLS

Incredible turn-key 5,463 SF corner unit available for sale at the highly desirable Maple Grove Corporate Centre in the heart of Oakville's thriving business corridor. Flexible layout suitable for retail or office use allowing for various uses including medical. Offering a mix of reception, openspace, kitchen, boardroom, washrooms and several offices and workspaces on glass including a large outdoor patio. Located in a well maintained complex with ample on-site parking and quick access to the QEW and Highway 403. Ideal opportunity for businesses seeking astrategic and accessible Oakville location.

1525 Cornwall Road Unit 26-27, Oakville

$4,479,000

W13877716 MLS

Incredible turn-key 5,463 SF corner unit available for sale at the highly desirable Maple Grove Corporate Centre in the heart of Oakville's thriving business corridor. Flexible layout suitable for retail or office use allowing for various uses including medical. Offering a mix of reception, open space, kitchen, boardroom, washrooms and several offices and workspaces on glass including a large outdoor patio. Located in a well maintained complex with ample on-site parking and quick access to the QEW and Highway 403. Ideal opportunity for businesses seeking a strategic and accessible Oakville location.

1525 Cornwall Road Unit 26-27, Oakville

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