442 Sherin Drive

FOR SALE
$3,300,000
442 Sherin Drive, Oakville
442 Sherin Drive
442 Sherin Drive
442 Sherin Drive
442 Sherin Drive
442 Sherin Drive
442 Sherin Drive
442 Sherin Drive
442 Sherin Drive
442 Sherin Drive
442 Sherin Drive
442 Sherin Drive
442 Sherin Drive
442 Sherin Drive
442 Sherin Drive
442 Sherin Drive
442 Sherin Drive
442 Sherin Drive
442 Sherin Drive
442 Sherin Drive
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4 + 2
BEDROOMS
5
BATHROOMS
1 + 1
KITCHENS
8 + 4
ROOMS
W13496464
MLSID
Contact Us
Property Description
Welcome to this exceptional custom-built home in the heart of South Oakville, where timeless design meets modern luxury. Offering 3,387 sq. ft. above grade (MPAC) and approximately 5,400 sq. ft. of beautifully finished living space, this residence was thoughtfully designed for comfortable family living and elegant entertaining.The sun-filled open-concept layout features dramatic floor-to-ceiling windows, 10-foot ceilings on the main floor, and premium finishes throughout. The gourmet kitchen is the centerpiece of the home, complete with custom white cabinetry, quartz countertops, high-end appliances, and a large centre island overlooking the spacious family and dining areas.This home offers 4+2 generously sized bedrooms, a private main-floor office, and 5 beautifully finished bathrooms, providing plenty of space for growing families. The professionally finished walk-up basement with 9-foot ceilings includes an oversized recreation room, wet bar, exercise area, and two additional bedrooms, making it ideal for entertaining or extended family living.Step outside to a professionally landscaped backyard featuring a covered cedar-ceiling patio, creating the perfect setting for relaxing or hosting family and friends.Situated in one of South Oakville's most desirable neighbourhoods, this home is within walking distance to parks, shopping, Appleby College, Queen Elizabeth Park Community and Cultural Centre, and is just minutes from the lake. It is also surrounded by some of the area's top-rated public, Catholic, and private schools.Proudly built by the owner for personal use-not as a speculative build-this home reflects exceptional craftsmanship, quality materials, and meticulous attention to detail throughout. This is a rare opportunity to own a truly remarkable custom home in one of Oakville's most sought-after communities.
Sold History
List Date Sold Date Days Listed List Price Sold Price
2019-01-09 2019-03-08 58 $900,000 $865,000
2016-08-03 2016-08-09 6 $750,000 $851,000
2006-01-16 2006-01-18 2 $314,900 $304,000
2003-11-28 2003-11-28 0 $239,900 $239,900
Nearby Intersections
Property Features
Carpet Free, Central Vacuum, In-Law Capability, Sump Pump, Water Heater Owned, Family Room
Property Details
Address
442 Sherin Drive
Postal Code
L6L 4J5
Property Type
Detached, Detached
Lot Size
60' x 125'
Acreage
7,500.0 Feet
Taxes
$13,370 (2025
Basement
Walk-Up
Exterior
Canopy, Landscaped, Patio
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Parking Spaces
5
Garage Type
Attached
Listing contracted with Home And Business Realty
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4+1
BEDS
6
BATHS
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5
BEDS
5
BATHS
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$2,599,900
FOR SALE
Welcome To 1404 Wren Avenue, A Spectacular Custom Residence That Perfectly Blends Contemporary Luxury With Everyday Functionality. Situated On A Premium Pool-Sized Corner Lot, This Architectural Masterpiece Offers An Unparalleled Living Experience. From The Moment You Step Inside, The Meticulous Craftsmanship And Sophisticated Design Are Immediately Apparent. The Bright, Airy Main Level Boasts An Open Concept Layout With Soaring 10-Foot Ceilings And Picturesque Windows Which Flood The Home With An Abundance Of Natural Light. The Living Room Is Complete With An Oversized Fireplace Featuring Exquisite Book Matched Stone And Custom Built-In Cabinetry. A Striking Floating Glass Staircase Serves As A Functional Piece Of Art, Transitioning You Elegantly To The Upper Level. The Chef's Kitchen Features Premium Two-Tone Cabinetry, Stunning Quartz Countertops, A Generous Breakfast Bar, And Built In High-End Appliances. The Main Floor Is Complete With A Walkout To The Massive, Private Backyard Which Provides A Blank Canvas To Create Your Very Own Backyard Oasis. The Luxury Continues On The Second Floor Thanks To Four Generously Sized Bedrooms. The Primary Bedroom Boasts Expansive His And Hers Closets Alongside A Spa-Inspired 5-Piece Ensuite Designed For Ultimate Relaxation. The Bright, Finished Lower Level, Features Impressive 9-Foot Ceilings, And A Massive, Open-Concept Recreation Room/Den. Located Just Minutes From Oakville's Top-Rated Schools, Boutique Shopping, And The Lakefront, This Turn-Key Custom Home Represents A Rare Opportunity To Own A Luxurious Home In One Of Oakville's Most Desirable Neighbourhoods.
1079 John Laird Circle, Oakville
4+1
BEDS
5
BATHS
$2,549,000
FOR SALE
5 Elite Picks! Here Are 5 Reasons To Make This Home Your Own: 1. Stunning Gourmet Kitchen Boasting Espresso Maple Cabinetry with Upgraded Custom Features, Centre Island with Breakfast Bar, Granite Countertops, Stainless Steel Appliances, Convenient Servery Area with Bar Sink & Bright Breakfast Area with W/O to Balcony! 2. Spacious Principal Rooms... Gorgeous Great Room Featuring Large Windows & Gas Fireplace, Plus Open Concept Formal D/R & Separate Formal L/R. 3. 4 Generous Bedrooms, 3 Full Baths & Convenient Upper Level Laundry Room on 2nd Level, with 4th/Guest Bedroom Boasting Private 3pc Ensuite with Large Frameless Glass Shower. 4. Double Door Entry to Spacious Primary Bedroom Suite Featuring W/I Closet & Luxurious 5pc Ensuite with Double Vanity, Freestanding Soaker Tub & Large Glass-Enclosed Shower. 5. Bright & Beautiful W/O Basement with Spacious Open Concept Rec Room & Office Area with Large Windows & W/O to Backyard, Plus Good-Sized 5th Bedroom, Full 3pc Bath & Ample Storage! All This & More!! Gracious Dark Oak Staircase with Wrought Iron Pickets. Convenient Mud Room (with Ample Storage & Access to Garage) & 2pc Powder Room Complete the Main Level. 2nd & 3rd Bedrooms Share Access to Very Functional 4pc Semi-Ensuite (Each with Private Vanity Area) with Upgraded Frameless Glass Shower. Upgraded Porcelain Tile Flooring Thru Foyer, Kitchen & Servery Area, Mud Room & Powder Room. Engineered Hdwd Flooring Thru Main & 2nd Levels. 10' Ceilings on Main Level / 9' on 2nd Level & Basement. Upgraded 8' Interior Doors on 2nd Level. Upgraded Floor Tiles, Shower Floor Tiles & Shower Systems in 2nd Level Baths. Generous Fully-Fenced Backyard is a Blank Canvas for Your Design & Landscaping Ideas! Fabulous Location on Quiet Crescent in Desirable Joshua Creek Community Just Minutes from Many Parks & Trails, Top-Rated Schools, Rec Centre, Restaurants, Shopping & Amenities, Plus Easy Hwy Access.
3338 Fox Run Circle, Oakville
5+1
BEDS
6
BATHS
$2,498,000
FOR SALE
NOT A COOKIE CUTTER HOME. Modified Builder's Plans! Meet your expectations for a spacious 2 storey; circular staircase 3 levels, 5 bedrooms plus finished basement with 2 baths, 9ft ceiling main level. Welcome to 3338 Fox Run Circle-where success feels right at home. This isn't just a home-it's a statement. Nestled on one of Oakville's most desirable streets in Lakeshore Woods, this exceptional residence is designed for those who appreciate quality, success, and lifestyle. Elegant spaces that impress guests yet feel effortlessly comfortable, reflecting pride of ownership and every detail enhances daily living. Whether you're entertaining in style, enjoying quiet evenings with family, or simply taking pride in owning a home that stands above the rest, this is where your next chapter begins. Lakeshore Woods is close to top-rated schools, Appleby College, parks, trails, Beaches, shopping, and commuter routes, you'll enjoy the perfect balance of prestige and convenience. Featuring a 3 car tandem garage. Extended driveway to accomodate another 3 car parking. NO KITEC PLUMBING. Close to Appleby College and New Costco now under construction.
1416 Ford Strathy Crescent, Oakville
5
BEDS
4
BATHS
$3,199,000
FOR SALE
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 60 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
250 Gatestone Avenue, Oakville
5
BEDS
4
BATHS
$3,099,000
FOR SALE
Tucked away on a picturesque tree - lined street, this pride of ownership home is situated in a sought after neighborhood of East Oakville. Sprawling property of 100 x 150 ft lot size is surrounded by mature trees , professionally landscaped complete w/irrigation and shed (2020). This 5 bedroom home has elegant curb appeal and the driveway conveniently accommodates 6 vehicles with an additional double car garage. Step inside the covered veranda to an oversized foyer featuring a solid wood staircase and lots of natural light from the bay windows showcasing the front gardens. Elegant living room/dining room open concept, carpet free w/custom wood wainscoting. The eat-in kitchen is complete with island, desk area and walk out to a private deck, ideal for entertaining around the outdoor fireplace perfect for your own personal escape. The family room has a cozy wood fireplace w/ walk-out to the backyard deck. The home boasts over 3500 square ft of total liveable space, all five bedrooms on the second level are generous in size and offer comfort and connection for the family . The spacious primary has double door entry , ensuite privileges (renovated 2019) walk in closet and a balcony accommodating lounge chairs and table. The lower level is timeless w/solid wood wet bar and bar fridge and oversized recreation room w/custom wood built-in shelves and custom solid oak wood walls. An additional bathroom , work shop, cedar closet and tons of storage! Excellent schools in the area such as St. Vincents, Oakville Trafalgar Highschool, Maple Grove Public School, St. Mildreds Lightbourne Schools and close proximity to QEW. Follow your Dream, Home.
2359 Saw Whet Boulevard, Oakville
5
BEDS
6
BATHS
$3,098,888
FOR SALE
Experience exceptional luxury at 2359 Saw Whet Blvd, set on a rare 200ft+ deep ravine lot backing onto Fourteen Mile Creek Trails in Glen Abbey. >Built by Fernbrook Homes, this architectural showpiece offers over 5,500 sq ft of refined living space featuring a castle-inspired facade, Juliet balcony, French double doors, and a rare 3-car tandem garage.Highlights include soaring ceilings (11ft main, 10ft upper/lower, 22ft living room), engineered hardwood, polished porcelain, bespoke chandeliers, and Hunter Douglas motorized drapery. The chef's kitchen boasts Sub-Zero & Wolf appliances, a dual-height quartz island, and a sunlit breakfast nook overlooking the lush ravine.All 5 spacious upper bedrooms feature private ensuites, highlighted by a primary suite with heated floors, a 5-piece spa bath, and a custom dressing room.Complete with a private hydraulic elevator across all levels, coffered ceilings, a glass sunroom, and architectural plans for an indoor pool, this estate offers timeless elegance and tranquil ravine living.
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