2203 Winding Woods Drive

FOR SALE
$2,199,000
2203 Winding Woods Drive, Oakville
2203 Winding Woods Drive
2203 Winding Woods Drive
2203 Winding Woods Drive
2203 Winding Woods Drive
2203 Winding Woods Drive
2203 Winding Woods Drive
2203 Winding Woods Drive
2203 Winding Woods Drive
2203 Winding Woods Drive
2203 Winding Woods Drive
2203 Winding Woods Drive
2203 Winding Woods Drive
2203 Winding Woods Drive
2203 Winding Woods Drive
2203 Winding Woods Drive
2203 Winding Woods Drive
2203 Winding Woods Drive
2203 Winding Woods Drive
2203 Winding Woods Drive
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4
BEDROOMS
5
BATHROOMS
1
KITCHENS
9 + 2
ROOMS
W13797086
MLSID
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Property Description
Luxury Living set on one of River Oaks' most coveted streets! This residence is completely immersed in nature, with forest and walking paths wrapping the rear and south side, and a ravine beyond, the setting is incredibly private. Offering over 4,200 sq. ft. above grade and 6,000 sq. ft. of total finished living space, the home has been impeccably maintained and thoughtfully upgraded, blending scale, warmth, and timeless character. At its heart is a truly exceptional custom kitchen by BINNS Kitchens of Toronto, a $285K investment designed for those who love to cook and entertain. Anchored by a dramatic 15' island and equipped with Sub-Zero and Wolf appliances, the space is as functional as it is striking. It flows effortlessly into a sun-filled solarium with four skylights and garden doors on both sides, opening to two private decks and creating a seamless indoor-outdoor experience. The main floor offers beautifully proportioned principal rooms, a welcoming family room with wood-burning fireplace, a refined dining space with architectural openings that allow light to move through the home, and a versatile front den perfect as a library or office. Upstairs, four generous bedrooms and three full baths provide comfort for family and guests, along with a separate study tucked behind French doors. The lower level is designed for unforgettable evenings, featuring a classic wood bar with brass rail, a full-size snooker table, gas fireplace, and abundant space to relax, entertain, or unwind-complete with a steam shower bathroom. Surrounded by mature landscaping, enhanced with stonework, lighting, irrigation, and modern conveniences including a Tesla charger, this is a home that offers not just space, but a private lifestyle, inviting, and truly a rare opportunity.
Nearby Intersections
Property Features
Electric Car Charger, Golf, Park, Rec./Commun.Centre, Wooded/Treed, Ravine, Auto Garage Door Remote, Central Vacuum, Private
Property Details
Address
2203 Winding Woods Drive
Postal Code
L6H 5T9
Property Type
Detached, Detached
Zoning
RL5
Lot Size
58' x 137'
Taxes
$11,070 (2026
Basement
Finished
Exterior
Lawn Sprinkler System, Landscape Lighting, Backs On Green Belt
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Parking Spaces
4
Garage Type
Attached
Listing contracted with Re/Max Escarpment Realty Inc.
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BEDS
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BATHS
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4
BEDS
4
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4
BEDS
4
BATHS
$2,049,000
FOR SALE
Welcome To One of Falgarwood's Most Exceptional Properties, Perfectly Positioned on a Premium 75' X 150' Ravine Lot Backing Directly onto Morrison Valley South. This Fully Renovated Four-Bedroom Executive Home Offers a Rare Blend of Luxury, Privacy, & Everyday Comfort. Surrounded by Mature Trees and Spectacular Ravine Views, Retreat to Your Own Backyard Oasis Where Nature Becomes Part of Your Everyday Lifestyle. The Beautifully Renovated Interior Showcases Rich Hardwood Flooring, Spacious Principal Rooms, and a Stunning Chef-Inspired Kitchen with Quartz Countertops, Stainless Steel Appliances, and a Large Centre Island. The Inviting Family Room with a Gas Fireplace Overlooks the Breathtaking Ravine. While the Upper-Level Features Four Generous Bedrooms, including a Luxurious Primary Retreat with a Spa-Inspired Ensuite, Walk-In Closet, Vaulted Ceiling, & Gas Fireplace. The Professionally Finished Walk-Out Basement Adds Exceptional Living Space with a Theatre Room, Gym, And Direct Access to Your Private Outdoor Retreat. Unwind in the Heated Inground Pool with Waterfall, relax in the Hot Tub, Entertain on The Expansive Patios, or Simply Enjoy the Peace & Tranquility of One of Falgarwood's Most Coveted Ravine Settings. Minutes to Top-Rated Schools, Parks, Trails, Sheridan College, GO Transit, Shopping, & Major Highways. A Truly Rare Opportunity in One of Oakville's Most Desirable Neighbourhoods.
1339 Pellican Pass, Oakville
4+1
BEDS
5
BATHS
$1,999,999
FOR SALE
Wow,This Is An Absolute Showstopper And A Must-See! Priced To Sell Immediately! This Stunning 4+1 Bedroom, 5-Washroom Residence With An Open-To-Above Foyer Sits On A Premium Lot In Oakville, Offering Approx. 3,200 Sq Ft Plus A 671 Sq Ft Legal 1-Bedroom Basement Apartment Finished By The Builder! Elegance Greets You With Premium Hardwood On The Main And Second Levels, A Hardwood Oak Staircase With Upgraded Wainscoting, 10' Ceilings On The Main, 9' On The Second, And 9' In The Basement, All Elevated By Designer Light Fixtures For A Luxe Ambiance. The Chef's Gourmet Kitchen Shines With A Large Center Island, Quartz Countertops, Sleek Backsplash, Wine Fridge, And Top-Tier Built-In Stainless Steel Appliances. Seamlessly Connected Is The Cozy Family Room Featuring A Gas Fireplace And Custom Waffle Ceiling-The Perfect Setting For Relaxing Nights Or Memorable Gatherings. Retreat To The Primary Suite, A Private Haven With A Walk-In Closet And Spa-Inspired 6-Piece Ensuite; A Striking Feature Wall Adds Style And Personality. The Second Level Is Designed For Comfort And Productivity With 4 Spacious Bedrooms, 3 Full Bathrooms, And Convenient Second-Floor Laundry. The Legal Finished Basement Impresses With A Separate 1-Bedroom Suite Complete With Kitchen And Full Washroom-Ideal For Extended Family, Guests, Or Potential Rental Income. Thoughtful Details And Quality Finishes Are Evident In Every Room, Delivering The Space, Style, And Function Today's Buyers Demand. This Home Truly Checks Every Box-Location, Luxury, And Layout. Don't Miss It!
1130 Truman Avenue, Oakville
4
BEDS
4
BATHS
$1,999,999
FOR SALE
Exceptional opportunity to complete and customize a substantial detached residence in Oakville. Spacious home with generous principal rooms and significant potential for an end-user, renovator or investor. Portions of the dwelling remain incomplete. An existing building permit remains open; final inspections were not completed and occupancy approval was not granted. The requirements to obtain occupancy approval and/or close the permit have not been finally determined. Buyer/Buyer Agent to conduct independent due diligence regarding the property, permit, inspections, occupancy requirements, condition and completion. Property isbeing sold in its present condition on an "as-is, where-is" basis.
1409 Tansley Drive, Oakville
4
BEDS
4
BATHS
$1,999,990
FOR SALE
*Power of Sale* Stunning, Custom-Built 4 Bedroom, 4 Bathroom Home Featuring Approximately 3,000 Sq. Ft. Of Finished Living Space In The Heart Of West Oakville. With Custom Features From Top To Bottom, This Home Offers An Abundance Of Natural Light And Features An Open Concept Main Floor w/Full Sized Kitchen And Dining Area, Walk-Out To Backyard, Open To Family Room And Formal Living/Dining Room. Second Floor Includes Four Generous-Sized Bedrooms, Primary Bedroom Includes Walk-In Closet W/Ensuite, Separate Laundry Closet. Unfinished Basement Includes Approximately 1,600 Sq. Ft. And Offers The Opportunity To Create More Living Space. Within Close Proximity To All Oakville Has To Offer, Including Bronte GO Station, Restaurants, Shopping, Golf Courses and Trails. Easy Access To QEW HWY.
125 Ulster Drive, Oakville
3
BEDS
5
BATHS
$1,999,900
FOR SALE
Experience luxurious living in this custom, fully rebuilt & thoughtfully crafted home. A short stroll from the waterfront & Bronte village. Exceptional residence built in 2013 offers over 3,300 sq. ft. of impeccably finished living space, incl lower level. 3 spacious bedrms, 5 bathrms, custom millwork, hardwood flooring, smooth ceilings, pot lights throughout! Captivating Curb appeal! Stone & wood exterior with cedar shake accents. Covered front & back porch with cedar ceiling. A perfect place to enjoy morning coffee or evenings unwinds! Parking for 6 vehicles + 2-car garage.Inside impressive porcelain tiles welcome you. Stunning great room features custom builtins & gas fireplace. Custom white Barzotti kitchen is beautifully appointed with sanded & stained on-site hardwoods, marble & granite countertops pendant lighting, breakfast bar, pots & pans drawers, glass-front cabinetry, marble backsplash, pantry & 4 S/S appls. Spacious eat-in area. Main floor mudroom w/ access to the back garden & garage! 2 tone wood staircase, 2 storey millwork & dramatic light fixture. The luxurious primary suite offers a spacious bedroom, dressing area & lavish 5pc spa ensuite featuring glass shower including rain shower, freestanding soaker tub & custom double vanity with stone countertops. A true private retreat. 2 additional bedrms w/ ample closets & convenient bathroom access. One bedroom easily functions as a 2nd primary with private ensuite. A rare perk: multiple heating/cooling systems for perfect temp control on both levels! Exceptional lower level extends the living space with finished rec room & office area, hardwoods, laundry plus 3 pc bath. Outside enjoy nature with a premium corner lot & incredibly private backyard- the perfect place to relax. embrace Bronte & its vibrant, active lakeside lifestyle: marina, boutiques, cafés & restaurants, year-round events & lake sunrises. Experience this lake style home with exceptional craftsmanship & the best of living close to the lake!
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