Luxury Homes in Islignton Woods, Vaughan

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Luxury Homes and Condos For Sale in Islington Woods - Vaughan

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  • 187 Davidson Drive in Vaughan: Islington Woods House for sale : MLS®# N13688620

    187 Davidson Drive Islington Woods Vaughan L4L 1M2
    Main Photo: 187 Davidson Drive in Vaughan: Islington Woods House for sale : MLS®# N13688620
    $7,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N13688620
    Bedrooms:
    6
    Bathrooms:
    8
    Spectacular custom-built French Château estate, majestically situated on one of the highest points in Woodbridge. This exceptional handcrafted stone residence is set on approximately 0.6 acres, backing onto a picturesque ravine and the Humber River, offering remarkable privacy, breathtaking views, and an extraordinary natural setting. Boasting over 10,000 sq. ft. of luxurious living space, this one-of-a-kind residence showcases exceptional craftsmanship and impressive architectural details throughout. The main level features soaring 12ft ceilings, while the second floor offers 10ft ceilings. A magnificent 22ft domed ceiling creates a dramatic focal point in the grand living room, complemented by a spectacular 25ft domed solarium filled with natural light. All 2nd-floor bedrooms feature open balconies overlooking the ravine, providing beautiful views and a seamless connection to the surrounding landscape. Designed with both sophisticated entertaining and everyday functionality in mind, the residence also features a W/I pantry, 2 service staircases, and an expansive private driveway with parking for 10+ vehicles. The professionally finished lower level offers an exceptional extension of the home's living and entertainment space. Enjoy a private home movie theatre featuring a laser projector and impressive 120" screen, creating an immersive experience at home. The lower level also includes a spacious guest bedroom with a private 4Pc Ensuite and W/I closet, dedicated space for a home gym, a private sauna, and an additional 4Pc bathroom-perfectly designed for recreation, wellness, relaxation, and overnight guests. Step outside into a spectacular private resort-style backyard oasis, highlighted by an 18' x 40' heated in-ground saltwater pool W/waterfall. The meticulously landscaped grounds also features a custom stone pizza oven and BBQ area, firepit, and multiple spaces for outdoors entertaining & relaxation-all surrounded by the beauty and privacy of the ravine setting. More details
    Listed by SUTTON GROUP-ADMIRAL REALTY INC.
  • 36 Waymar Heights Boulevard in Vaughan: Islington Woods House for sale : MLS®# N13740124

    36 Waymar Heights Boulevard Islington Woods Vaughan L4L 2P7
    Main Photo: 36 Waymar Heights Boulevard in Vaughan: Islington Woods House for sale : MLS®# N13740124
    $4,998,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N13740124
    Bedrooms:
    6
    Bathrooms:
    7
    Welcome to this breathtaking French chateau-inspired residence in the heart of Woodbridge, where timeless European elegance meets modern luxury. Set on a landscaped lot, this approx. 10,000 sq ft limestone masterpiece was crafted by Stonebrooke Homes in collaboration with designer Marin Zabzuni, featured in Living Luxe and Dolce Magazine. His signature style blends refined luxury with warm transitional design inspired by the world's most iconic five-star hotels. Inside, oversized windows and skylights fill the home with natural light, highlighting architectural millwork, polished Ciot stone, suede accents, and 7" chevron white oak floors. This exceptional home offers a 5+1 bedroom layout, including four ensuite bedrooms and a luxurious primary retreat with spa bath, Aquabrass fixtures, and a private 1,000 sq ft terrace. An additional upper lounge provides flexible space, easily converted into a fifth bedroom if desired. The walk-out lower level is designed for entertaining, featuring a theatre room with 120" screen, gym with steam room, and a kitchenette with pantry, ideal for nanny or in-law quarters, with direct access to the backyard pool. The Art Deco-inspired kitchen includes an oversized fluted hood, Miele and Sub-Zero appliances, and a striking central island. Control4 smart home technology and a private elevator connect all levels. Outdoors, enjoy a 16 x 32 saltwater pool, cabana with wet bar and bath, outdoor kitchen, firepit lounge, and lush gardens. Heated terraces, snowmelt driveway, four-car garage, dual laundry, safe room, and automated blinds complete this exceptional offering More details
    Listed by NEST SEEKERS INTERNATIONAL REAL ESTATE
  • 101 Longview Crescent in Vaughan: Islington Woods House for sale : MLS®# N13767546

    101 Longview Crescent Islington Woods Vaughan L4H 1A9
    Main Photo: 101 Longview Crescent in Vaughan: Islington Woods House for sale : MLS®# N13767546
    $3,888,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N13767546
    Bedrooms:
    5
    Bathrooms:
    7
    There Are Homes You Admire, And Then There Are Homes You Remember. This Award-Winning Home Designed By The Renowned Fleur-De-Lis Design Firm & Featured In Toronto Home Magazine Is One That Leaves A Lasting Impression. Tucked Away On A Private Ravine Lot In Prestigious Islington Woods, This One-Of-A-Kind Home Is Defined By Its Distinctive Design, High-End Finishes & Peaceful Ravine Backdrop.Every Element Has Been Thoughtfully Designed & Placed, Creating A Home That Is Both Beautifully Curated & Effortlessly Livable. Four Generous Bedrooms Upstairs, Each With Its Own Ensuite, Offer Comfort & Privacy For Every Member Of The Family. The Primary Suite Is A Private Retreat With A Spa-Like Ensuite, Walk-In Closet & Custom Cabinetry. The Main Living, Family & Kitchen Areas Overlook The Recently Revitalized Backyard With A Salt-Water Pool, Expansive Deck, Lush Landscaping & Beautifully Finished Interlocking. The Finished Lower Level Is Designed For Gatherings, Relaxation & Your Own Private Escape, Featuring An Additional Bedroom With Ensuite, Home Theatre, Private Gym & Sauna, Wet Bar & Flexible Spaces For Family & Guests.Move-In Ready, With Every Detail Already In Place, This Exceptional Residence Is Ready To Be Enjoyed From Day One. Surrounded By Nature & Privacy, With Award-Winning Design & Resort-Style Living At Home, This Is A Rare Opportunity To Make A Truly Exceptional Home Your Own! More details
    Listed by RE/MAX HALLMARK REALTY LTD.
  • 93 Longview Crescent in Vaughan: Islington Woods House for sale : MLS®# N13491614

    93 Longview Crescent Islington Woods Vaughan L4H 1A9
    Main Photo: 93 Longview Crescent in Vaughan: Islington Woods House for sale : MLS®# N13491614
    $3,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N13491614
    Bedrooms:
    5
    Bathrooms:
    7
    Above grade square footage is 4621. Architecturally striking luxury residence on a ravine lot backing toward the Humber River. Designed w/ meticulous attention to detail, this home integrates sophisticated finishes, breathtaking views, and a functional layout for entertaining & family living. Grand principal rooms feature wide-plank Brazilian walnut flooring, oversized porcelain slabs, custom walnut millwork, linear gas fireplaces, built-in speakers, expansive windows, and seamless indoor-outdoor living. The chef-inspired kitchen showcases Brazilian Cristallo quartzite countertops and backsplash, an oversized waterfall island, premium Thermador appliances, custom floor-to-ceiling cabinetry, a pull-out pantry, and a built-in leathered stone breakfast table. The open-concept layout flows into the dining and family rooms, w/ access to the rear grounds upper-level lounge overlooking the ravine. The upper level offers spacious bedrooms with raised ceilings, generous closets, and private ensuites with heated floors. The primary suite features custom dressing cabinetry with integrated lighting, a spa-inspired ensuite and a private balcony overlooking the ravine. The walk-out lower level is ideal for entertaining or multi-generational living, complete with a recreation room, games/fitness area, second kitchen, guest suite with wet sauna, full bath and direct access to the glorious backyard. Professionally landscaped grounds feature multiple terraces, interlocking patios, a firepit, water feature, perennial gardens, and mature trees. Additional highlights include SulmoRay lighting, Control4 home automation, Neo Smart automated blinds, a hidden hose central vacuum, smart door locks, and a timeless terracotta tile roof. Ideally located near golf courses, conservation trails, Kleinburg Village, Vaughan Mills and major highways, this exceptional residence offers luxury living in one of Vaughan's most prestigious neighbourhoods. More details
    Listed by KELLER WILLIAMS EMPOWERED REALTY
  • 107 Deerchase Circle in Vaughan: Islington Woods House for sale : MLS®# N13647168

    107 Deerchase Circle Islington Woods Vaughan L4H 1B4
    Main Photo: 107 Deerchase Circle in Vaughan: Islington Woods House for sale : MLS®# N13647168
    $2,688,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N13647168
    Bedrooms:
    4
    Bathrooms:
    6
    Nestled On A Premium 95.03 Ft. x 146.50 Ft. Lot In Prestigious Islington Woods, 107 Deerchase Circle Presents An Exceptional Opportunity To Own A Beautifully Maintained Family Home Offering 4 Bedrooms, 6 Bathrooms And 3,763 Sq.Ft. Above Grade Plus A Fully Finished 1,945 Sq.Ft. Basement. Showcasing Remarkable Curb Appeal, The Exterior Features A Fully Interlocked Oversized Driveway, Mature Landscaping And A Three Car Garage. Thoughtfully Designed Throughout, The Home Offers Hardwood Floors, Crown Mouldings, Pot Lights, Coffered Ceilings, 9 Ft. Ceilings On The Main Floor And Expansive Windows That Fill The Space With Natural Light. The Main Floor Features Formal Living And Dining Rooms, Along With A Private Office. The Open Concept Kitchen Is Equipped With Top Of The Line Built-In Appliances, A Centre Island, Built-In Miele Coffee Machine And A Breakfast Area With Walk-Out To The Backyard. The Oversized Primary Suite Includes A Walk-In Closet And Luxurious 5 Pc Ensuite, While The Additional Bedrooms Are Bright And Spacious, Each Offering Access To An Ensuite. The Fully Finished Basement Adds Incredible Living Space With An Additional Kitchen, Large Open Concept Rec Area, Additional Living Room And Bathroom. The Award Winning Backyard, Completed Five Years Ago, Is Truly The Crown Jewel Of This Home! Designed For Both Relaxation And Entertaining, It Features Extensive Interlocking, An Inground Pool, Beautiful Landscaping, An Additional Bathroom, Covered Built-In BBQ Area And Fireplace, All Surrounded By Mature Trees Offering Exceptional Privacy And Showcasing True Pride Of Ownership. More details
    Listed by SALERNO REALTY INC.
  • 43 Carstad Crescent in Vaughan: Islington Woods House for sale : MLS®# N12782168

    43 Carstad Crescent Islington Woods Vaughan L4H 1H5
    Main Photo: 43 Carstad Crescent in Vaughan: Islington Woods House for sale : MLS®# N12782168
    $2,499,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N12782168
    Bedrooms:
    5
    Bathrooms:
    5
    This beautifully customized residence offers outstanding curb appeal, highlighted by a gorgeous new front door and a widened 6-car driveway leading to a 2.5-car garage. Situated on an irregular pie-shaped lot widening to approximately 75 ft at the rear, the property delivers both presence and privacy.The main floor has been extensively upgraded with all-new hardwood flooring, modern baseboards, and smooth ceilings throughout. The custom gourmet kitchen features granite countertops, upgraded island surfaces, porcelain tile flooring, designer backsplash, breakfast bar, and stainless steel appliances - seamlessly blending style and function. An oversized deck directly off the kitchen creates seamless indoor-outdoor living and is ideal for entertaining.Upstairs, the luxurious primary retreat showcases a fireplace, striking stone accent wall, and custom cabinetry. Bathrooms have been thoughtfully updated with new flooring, upgraded countertops, and a spa-inspired super shower and bath.The professionally finished walk-out basement offers exceptional versatility with new flooring, a full kitchen with upgraded countertops, recreation room, bedroom, full bath, and direct access to the expansive backyard - providing true walk-out convenience and excellent in-law or extended family potential.Outdoor highlights include a custom-stained and painted oversized deck and approximately 2,000 sq. ft. of low-maintenance astro turf - creating an ideal space for entertaining and year-round enjoyment.A rare opportunity to own a fully upgraded, turnkey home with space, style, and superior craftsmanship inside and out. More details
    Listed by ANALYST REALTY INC.
  • 71 Dorengate Drive in Vaughan: Islington Woods House for sale : MLS®# N13753556

    71 Dorengate Drive Islington Woods Vaughan L4L 1M6
    Main Photo: 71 Dorengate Drive in Vaughan: Islington Woods House for sale : MLS®# N13753556
    $2,499,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N13753556
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to 71 Dorengate Drive, a completely renovated luxury residence backing onto a private ravine in one of Vaughan's most desirable neighbourhoods. Offering 4 spacious bedrooms, 4 beautifully updated bathrooms, a triple-car garage, heated driveway, security system, and approximately 3400 square feet of luxurious living space, this exceptional home has been redesigned with uncompromising attention to detail. The open-concept interior features a stunning chef-inspired kitchen with built-in appliances, oversized island, custom cabinetry, and seamless access to an Ipe wood deck overlooking the backyard oasis. The fully finished walkout basement includes a second kitchen and 3-piece bath, providing exceptional flexibility for entertaining or extended family living. Outside, enjoy a resort-inspired retreat complete with a saltwater pool, custom Ipe cabana and fencing, Lynx BBQ, outdoor bathroom with shower, sprinkler system, and breathtaking ravine views. A rare turnkey opportunity that perfectly blends luxury, comfort, and privacy. More details
    Listed by RE/MAX EXPERTS
  • 16 Bridgend Court S in Vaughan: Islington Woods House for sale : MLS®# N13695738

    16 Bridgend Court S Islington Woods Vaughan L4L 3L3
    Main Photo: 16 Bridgend Court S in Vaughan: Islington Woods House for sale : MLS®# N13695738
    $2,199,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N13695738
    Bedrooms:
    6
    Bathrooms:
    6
    Opportunity to grab the renovated property at most sought after Islington Woods Prominent Woodbridge Community ! over 4600 sq ft of Living space with 70.54 ft x 185.92ft Deep lot backing onto Ravine situated on mature court & steps from Kiloran park. Immaculately renovated home delivers modern look with high end finishes with attention to detail. ample sunlight to enjoy at back yard or at balcony/terrace , very quiet and serene living within the heart of the city, Renovation done in 2022 , main and upper level 2"x4"Porcelain tiles, brand new stairs with iron spindles, pot lights, ceiling trims, crown molding, finished basement with 2 bedrooms and 2 washrooms with separate entrance, rental potential or perfect in law suite **EXTRAS** Stainless Steel appliances Fridge, Gas Cooktop, B/I Range, B/I Microwave, Dishwasher, Washer and Dryer, All Electrical Light Fixtures, All Window Coverings, Tankless Water Heater Rental More details
    Listed by ROYAL LEPAGE PLATINUM REALTY
  • 56 Cipriano Court in Vaughan: Islington Woods House for sale : MLS®# N13776154

    56 Cipriano Court Islington Woods Vaughan L4H 1K6
    Main Photo: 56 Cipriano Court in Vaughan: Islington Woods House for sale : MLS®# N13776154
    $2,158,000
    Residential Freehold
    Status:
    Active Under Contract
    MLS® Num:
    N13776154
    Bedrooms:
    4
    Bathrooms:
    5
    Cipriano Court is the epitome of class in Islington Woods, and 56 Cipriano Crt does not disappoint. Set on a 60 x 168 ft lot backing onto nothing but nature and park, the home offers just under 3,200 sq ft above grade plus another 1,545 sq ft of finished living space in the basement, space will not be an issue here. Four bedrooms and four and a half bathrooms, with nine-foot ceilings throughout. Every bedroom is well appointed and generous enough to take a king bed. From the moment you walk in, you'll fall in love with the flow of the space. The finished basement has dual staircase access, one off the laundry room, one off the main foyer and is equipped with a gym and a bar. The big ticket items are done: windows and roof both updated within the last eight years, air conditioning installed in 2023, and a new pool heater the same year. Out back there's plenty of room to host friends and family, with a large pool, numerous seating areas, and mature trees and plantings that create a private, serene setting. The location is exceptionally connected, sitting between the 427 and the 400, with every amenity within a ten-minute drive and beautiful parks and conservation land close by, including Woodbridge Highlands Park and Vaughan Mills Park. Homes on Cipriano Crt rarely come available to the market. More details
    Listed by PROSPECT REALTY INC.
  • 352 Crofters Road in Vaughan: Islington Woods House for sale : MLS®# N13702536

    352 Crofters Road Islington Woods Vaughan L4L 8Y3
    Main Photo: 352 Crofters Road in Vaughan: Islington Woods House for sale : MLS®# N13702536
    $2,089,800
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N13702536
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome To Beautifully Updated Family Home Offering Bright & Spacious Living Spaces With Extensive Indoor & Outdoor Upgrades! Enlarged Main-Floor & Basement Windows Bring In Abundant Natural Light Throughout! Enjoy A Low-Maintenance Backyard Retreat Featuring Artificial Grass, Fully Stone-Paved Grounds & A Newly Upgraded Deck With Durable PVC Foam Decking - Perfect For Entertaining With Minimal Upkeep! Private Backyard With Swimming Pool & Generous Outdoor Entertaining Space! Upgraded Outdoor Electrical & Lighting System Allows All Exterior Lights To Be Conveniently Controlled From Inside! Finished Basement Features Brand New LED Lighting Throughout, A Newly Installed Projector & Sound System Creating Your Own Private Home Theatre, Plus Plenty Of Space For Recreation, Fitness & Family Entertainment! Garage Upgraded With Durable Epoxy Flooring For A Clean, Dust-Free & Easy-To-Maintain Finish! Major Recent Upgrades Include New A/C, Furnace, Hot Water Heater & Basement Refrigerator (2025)! Conveniently Located Close To Shopping, Schools, Parks & Everyday Amenities. A Spacious, Well-Maintained Home Designed For Comfortable Family Living & Effortless Entertaining - Move In & Enjoy! More details
    Listed by RE/MAX EXCEL REALTY LTD.
  • 506 Vaughan Mills Road in Vaughan: Islington Woods House for sale : MLS®# N13669220

    506 Vaughan Mills Road Islington Woods Vaughan L4H 1G9
    Main Photo: 506 Vaughan Mills Road in Vaughan: Islington Woods House for sale : MLS®# N13669220
    $1,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N13669220
    Bedrooms:
    4
    Bathrooms:
    4
    Rarely Offered, Original Owners, Pride of Ownership! Detached Upgraded 4 Beds + 4 Baths with Coveted 3-Car Tandem Garage Situated on 60 x133 Ft. Lot in Prestigious Islington Woods! This Distinguished Family Home Features an Exceptional Opportunity to Enjoy Luxury Living in One of Vaughans' Most Prestigious & Desirable Communities. Surrounded by Mature Trees & Professional Landscaping, The Property Offers Endless Opportunities with both Interior & Exterior Entertaining. Thoughtfully Designed, this Dwelling Exudes a Functional, Practical Layout not Compromising Privacy or Space. Upper Floor Consists of a Primary Retreat Furnished with a Walk-In Closet & Ensuite Bath. Three Additional Bedrooms are Spacious & Bright with a Servicing Washroom. Main Floor Boasts Living & Dining Rooms, Mudroom with Entrance from Garages; Main Floor Laundry, Open Concept Living, Comfortable Family Room (with 2 Skylights & Gas Fireplace) extending from Renovated Kitchen with Centre Island & Custom Cabinetry. Walk-Out to Private Oversized Backyard Oasis: 5 Ft. Deep Saltwater Pool with Outdoor Covered Kitchen Area Including: BBQ; Pizza Oven, Cabana with 2-Pc Bath, Golf Putting Area. The Fully Finished Basement Enhances the Living Space with a Fully Equipped Second Kitchen, Open to Family/Living Space, Gas Fireplace, 3-Pc Bath, Separate Staircase Entrance from Garage & Mudroom, Creating an Inviting In-Law Suite. More details
    Listed by CENTURY 21 PARKLAND LTD.
  • 53 Alpha Court in Vaughan: Islington Woods House for sale : MLS®# N13783104

    53 Alpha Court Islington Woods Vaughan L4L 8Y2
    Main Photo: 53 Alpha Court in Vaughan: Islington Woods House for sale : MLS®# N13783104
    $1,999,990
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N13783104
    Bedrooms:
    5
    Bathrooms:
    5
    WELCOME TO THIS RARELY OFFERED DETACHED HOME ON PRESTIGIOUS ALPHA COURT IN THE HIGHLY DESIRABLE ISLINGTON WOODS COMMUNITY! FEATURING 4+1 BEDROOMS, 5 BATHROOMS, A 3-CAR GARAGE & APPROX. 5,000 SQ. FT. OF TOTAL LIVING SPACE, INCLUDING A 1,400 SQ. FT. FINISHED WALKOUT BASEMENT. SITUATED ON A QUIET COURT, THIS IMPRESSIVE HOME SITS ON A MASSIVE POOL-SIZED PIE-SHAPED LOT WIDENING TO APPROX. 75 FT AT THE REAR, OFFERING EXCEPTIONAL PRIVACY & PEACEFUL GREENBELT VIEWS. THE MAIN FLOOR FEATURES 9-FT CEILINGS, DARK-STAINED HARDWOOD FLOORS, CROWN MOULDINGS & A BRIGHT OPEN-CONCEPT LAYOUT. FORMAL LIVING & DINING ROOMS ARE FILLED WITH NATURAL LIGHT, WHILE A PRIVATE MAIN-FLOOR OFFICE IS IDEAL FOR WORKING FROM HOME. THE GOURMET KITCHEN FEATURES GRANITE COUNTERS & STAINLESS STEEL BUILT-IN APPLIANCES INCLUDING FRIDGE, MICROWAVE, OVEN & GAS COOKTOP. THE LARGE EAT-IN AREA WALKS OUT TO A SPACIOUS DECK OVERLOOKING THE BEAUTIFULLY LANDSCAPED BACKYARD WITH EXTERIOR POT LIGHTS & SPRINKLER SYSTEM. UPSTAIRS OFFERS 4 GENEROUS BEDROOMS, 3 BATHROOMS, INCLUDING 2 RECENTLY RENOVATED, PLUS A LARGE SITTING AREA. THE PRIMARY SUITE FEATURES HIS & HERS WALK-IN CLOSETS & A 4-PC ENSUITE. THE FINISHED WALKOUT BASEMENT OFFERS A SEPARATE ENTRANCE, SECOND KITCHEN, BEDROOM, LARGE REC AREA & ADDITIONAL LIVING SPACE-IDEAL FOR EXTENDED FAMILY OR NANNY QUARTERS. COMPLETE WITH A 6-CAR INTERLOCKED DRIVEWAY, TRIPLE GARAGE WITH DIRECT HOME ACCESS & AN EXPANSIVE PRIVATE BACKYARD. A RARE COMBINATION OF SPACE, PRIVACY, LOT SIZE & LOCATION IN ONE OF VAUGHAN'S MOST SOUGHT-AFTER COMMUNITIES! OPEN HOUSE | SATURDAY & SUNDAY, SEPTEMBER 26 & 27 | 2:00-4:00 PM More details
    Listed by EXP REALTY
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Data was last updated September 30, 2026 at 07:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.