Other GTA Noteworthy Luxury Properties & Exclusive Communities

Beyond Toronto’s most widely recognized luxury neighbourhoods, the Greater Toronto Area is home to a collection of distinguished, low-profile communities offering privacy, prestige, and exceptional estate living.

In Richmond Hill and Markham, luxury buyers find custom-built mansions, gated properties, and expansive homes in established executive enclaves. These areas offer proximity to major highways, top-ranking schools, and premium amenities while maintaining residential exclusivity.

Aurora and King City are renowned for estate-sized lots, golf course communities, and countryside-inspired luxury living just north of Toronto. These prestigious pockets attract high-net-worth families seeking privacy without sacrificing access to the city.

In Caledon, buyers discover sprawling luxury estates, equestrian properties, and custom-built residences surrounded by natural landscapes and conservation lands — ideal for those desiring space and tranquility.

Communities such as Whitchurch-Stouffville and Pickering offer emerging luxury markets with modern estates, waterfront proximity, and long-term investment potential.

These noteworthy GTA areas feature:

  • Custom Estate Homes

  • Gated Luxury Properties

  • Golf Course Residences

  • Ravine & Conservation Lot Homes

  • Waterfront & Lake-Access Properties

  • Modern Architectural Builds

With continued regional growth, infrastructure expansion, and sustained demand for premium housing, these communities represent exceptional opportunities for luxury homebuyers and investors seeking both lifestyle and long-term appreciation.

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Hidden Luxury Gems Across the GTA

Discover exclusive luxury homes and estate properties in Richmond Hill, Markham, Aurora, Caledon, King City and other prestigious GTA communities. Call +1-905-334-9000.
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  • 600 Liverpool Road W in Pickering: Bay Ridges House for sale : MLS®# E8120124

    600 Liverpool Road W Bay Ridges Pickering L1W 1P9
    Main Photo: 600 Liverpool Road W in Pickering: Bay Ridges House for sale : MLS®# E8120124
    $40,000,000
    Residential Freehold
    Status:
    Active Under Contract
    MLS® Num:
    E8120124
    Bathrooms:
    4
    See Virtual Tour**A Must See** Lake Ontario (34 Acres) Frenchmans Bay (134 Acres) Zoned R4 Residential. This Is A Once In A Lifetime Opportunity To Buy A 134 Acre Protected Bay, Marine Business And Banquet Facility All Overlooking Lake Ontario Add 591 Liverpool To This Listing For Boat Storage & Marine Services. Where Else In N. America Can You Buy This Opportunity That Predates Confederation Of Canada. **EXTRAS** Check Out Friday Harbour & Ontario Place Then Consider Frenchmans Bay - The Opportunity For Development Is Limited By Your Own Creativity & Imagination. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
  • 3658 Stouffville Road in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N10408233

    3658 Stouffville Road Rural Whitchurch-Stouffville Whitchurch-Stouffville L4A 7X5
    Main Photo: 3658 Stouffville Road in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N10408233
    $38,000,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N10408233
    Bedrooms:
    3
    Bathrooms:
    1
    Location, Location, Location! great opportunity for future development. Corner 45 acres land located on Stouffville Rd/Kennedy,Great Investment In The Fast Growing Community Of Stouffville MINUTES to Hwy 404, Farm House(as is) surrounded by trees. More details
    Listed by ROYAL LEPAGE GOLDEN RIDGE REALTY
  • 1775 Ridge Road W in Oro-Medonte: Shanty Bay House for sale : MLS®# S6655772

    1775 Ridge Road W Shanty Bay Oro-Medonte L0L 2L0
    Main Photo: 1775 Ridge Road W in Oro-Medonte: Shanty Bay House for sale : MLS®# S6655772
    $37,000,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S6655772
    Bedrooms:
    8
    Bathrooms:
    11
    Welcome to this exquisite waterfront estate nestled on sprawling 10 acres. The palatial mansion is truly a masterpiece, offering breathtaking vistas of Kempenfelt Bay on Lake Simcoe. Boasting expansive views of blue water, complemented by a range of luxe amenities. Featuring garage space for 8-cars, an indoor pool and spa, an outdoor pool and meticulously terraced grounds and tennis court. Boathouse with a finished loft and separate 3-bedroom gate house ensure ample space for guests, Designer interiors impress with gorgeous custom chef's kitchen. The primary suite offers an enormous walk-in closet, dressing room and spa-like bathroom. Towering trees line the winding drive that leads to this private oasis, located just a 1-hour drive from Toronto and 10 minutes to private airport. With 385 feet of shoreline, a private pier and unparalleled beauty both inside and out, this waterfront estate is truly a dream come true. **EXTRAS** Local Lake Simcoe Regional Airport supplies full service for private jets, helicopters and charters. Situated in the historic hamlet of Shanty Bay, one of Ontario's most desired areas for country homes and private waterfront estates. More details
    Listed by RE/MAX HALLMARK YORK GROUP REALTY LTD.
  • 13682 Warden Avenue in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N10410273

    13682 Warden Avenue Rural Whitchurch-Stouffville Whitchurch-Stouffville L4A 7X5
    Main Photo: 13682 Warden Avenue in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N10410273
    $35,000,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N10410273
    Bedrooms:
    6
    Bathrooms:
    6
    Location, Location, Location!Corner lot located on two main roads with heavy traffic, 25.41 acres beautiful land with one detached 6 bedroom house, two Outside Buildings With 2 Bedroom Apartments Each. 23 Stall Paddocks,ravine,and pond.4 MINUTES to Hwy 404,just south of Whitchurch Highlands Public School, great opportunity to investment. More details
    Listed by ROYAL LEPAGE GOLDEN RIDGE REALTY
  • 17 Ardwold Gate in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C13071068

    17 Ardwold Gate Casa Loma Toronto M5R 2W1
    Main Photo: 17 Ardwold Gate in Toronto: Casa Loma House for sale (Toronto C02)  : MLS®# C13071068
    $34,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13071068
    Bedrooms:
    8
    Bathrooms:
    11
    Perched Above The City Skyline. One Of The Most Architecturally Significant And Breathtaking Estates In Toronto, Discretely Nestled At The End Of A Cul-De-Sac. This Luxurious Residence Offers Stunning Views At Every Turn And Is Just A Short Walk To The Historical Casa Loma Landmark, Sir Winston Churchill Park, And All Other Amenities. This Estate Boasts Over 15,200 Square Feet Of Meticulously Designed Living Space, Crafted By Its Owner With The Finest Materials And State-Of-The-Art Innovation And Technology. Accommodate Eleven Cars With An Interior Parking Space Complete With Its Very Own Turntable And Car Wash. The Grand Main Level Features Soaring 12-Foot Ceilings, A Private Elevator, And A Chef-Inspired Kitchen With A Walk-In Fridge And Spacious Butlers Pantry. The Sprawling Primary Suite Includes An Impressive Sitting Area And An Opulent 8-Piece Marble Bath Fit For Royalty, While All Family Bedrooms Feature Ensuites. The Third Floor Offers State-Of-The-Art Gym/Spa Amenities With Dry And Wet Saunas, A Terrace, And A Hot Tub. The Lower Level Boasts A Cinematic Home Theatre, Kidzone Playroom, Catering Kitchen, Staff Quarters, And Fully Automated Dual Wine Cellars. The Gated Residence Features An Indiana Limestone Faade, Heated Driveway, Walkways, And Rear Stone Terrace. Meticulously Landscaped Gardens Include Multiple Water Features, An Outdoor Kitchen, Lounging Areas, A Breathtaking Concrete Pool With An Automated Cover, An Outdoor Fire Pit, And A Separate Cabana With A Change Room And 3-Piece Washroom. This Contemporary Opulence Sets A New Standard Of Luxury Living, Offering An Unparalleled Lifestyle For The Discerning Buyer. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
  • 464-468 Winona Drive in Toronto: Oakwood Village House for sale (Toronto C03) : MLS®# C12554262

    464-468 Winona Drive Oakwood Village Toronto M6C 3T7
    Main Photo: 464-468 Winona Drive in Toronto: Oakwood Village House for sale (Toronto C03)  : MLS®# C12554262
    $29,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12554262
    An exceptionally rare opportunity to acquire a premier development site in the heart of Midtown Toronto between Humewood and Cedarvale neighborhoods -one of the city's strongest and most resilient rental markets. The listing price includes Site Plan Approval (SPA) for the proposed 200-unit, 11-story rental development. PAC meetings' feedback and prepared Application Package suggest a short approval period. All seller's obligations related to SPA delivery will be detailed in the Agreement of Purchase and Sale. Offers may be made conditional on these final approvals, giving developers valuable certainty as the project moves toward completion of the planning process. Two independent appraisals have valued the land at about $25 million without approvals, reflecting its true highest and best use as a large-scale rental development. The proposed building aligns perfectly with CMHC's MLI Select program. The completed asset is expected to exceed $100 million in value with projected annual rental income of more than $5,500,000.Situated in a prime Midtown location surrounded by established high-demand rental buildings, the site benefits from strong municipal support for rental intensification as Toronto prioritizes new rental supply. The previously approved townhouse plan is no longer the highest and best use of the land, which is now optimized for a transformative multi-residential project. With near-zero vacancy in the area and robust demand for high-quality rental housing, this is a rare chance for forward-thinking developers to deliver a flagship rental asset in one of Toronto's most coveted neighbourhoods. More details
    Listed by FOREST HILL REAL ESTATE INC.
  • 975 Dovercourt Road in Toronto: Dovercourt-Wallace Emerson-Junction House for sale (Toronto W02) : MLS®# W12308319

    975 Dovercourt Road Dovercourt-Wallace Emerson-Junction Toronto M6H 2X6
    Main Photo: 975 Dovercourt Road in Toronto: Dovercourt-Wallace Emerson-Junction House for sale (Toronto W02)  : MLS®# W12308319
    $27,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12308319
    Bedrooms:
    18
    Bathrooms:
    10
    Introducing 975 Dovercourt Road a luxury, turn-key 11-unit property featuring all two-bedroom residences in Toronto's vibrant Downtown West, built by award-winning luxury home builder PCMnow. Designed to near-net-zero standards, each suite will be delivered fully furnished and accessorized for immediate occupancy or effortless rental use. Crafted to condo-quality design and conversion-ready standards, suites (approx. 600-890 sf) feature triple-glazed windows, high-efficiency HVAC, solar-assist, battery backup, custom millwork kitchens with integrated appliances, designer lighting, security cameras, snow-melting system, and smart-home integration. Planned amenities include a residents' lounge with chef's kitchen, co-working and social zones, landscaped courtyard, fitness area, secure bike storage, and snow-melt entry. Located steps to Ossington, Bloor, and College, minutes to U of T, major hospitals, and the Financial District. Post-2018 construction ensures modern code compliance and exemption from Ontario rent-control guidelines (if operated as rental). Includes builder 10-year warranty. Estimated completion: end of spring 2027 More details
    Listed by KELLER WILLIAMS ADVANTAGE REALTY
  • 21 Pemberton Lane in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13086952

    21 Pemberton Lane Rural Oro-Medonte Oro-Medonte L9S 3T7
    Main Photo: 21 Pemberton Lane in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13086952
    $24,000,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S13086952
    * APPROVED REDEVELOPMENT *WATERFRONT*EQUESTRIAN Set Within The Coveted Stretch Known As "Millionaires Row". Unlock The Full Potential Of Casa Lago Estate. Comprising Three Separately Titled Parcels With Dual Road Frontage And Four Gated Access Points. A Truly Exceptional, Permit-Ready Offering With Approved Plans Already In Place, Allowing You To Begin Building Your Dream Lakefront Estate Without Delay. Elevate The Property With A Spectacular 8,000-14,000 Sq. Ft. plus, Main Waterfront Residence, Complemented By An Guest House, Lakeside Pool, And An Impressive Three-Bay Boathouse-Excavation Completed-Featuring Second-Storey Storage Space And A Wrap-Around Deck. PLUS Two Stable Buildings, 8400 Sqft Indoor Riding Arena, 2400 Sqft Equipment Building. A Rare Opportunity To Own One Of The Most Significant Private Holdings Just 45 Minutes North Of Toronto. This Extraordinary 37-Acre Waterfront Estate Offers Over 515 Feet Of Pristine Shoreline Along The Prestigious Shores Of Kempenfelt Bay On Lake Simcoe. Framed By Mature Landscapes And Accessed Through Grand Private Gated Entrance, The Property Delivers A Remarkable Sense Of Scale, Privacy, And Natural Beauty. Including A Dedicated Service Entrance And Private Stable Access-This Estate Offers Unparalleled Flexibility For Customization, Expansion, Or Multigenerational Living. A True Legacy Property In One Of Ontario's Most Exclusive Waterfront Enclaves, Casa Lago Estate Represents A Seamless Blend Of Vision, Scale, And Readiness-An Unmatched Opportunity To Create A World-Class Lakefront Estate. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
  • 9297 3 Line in Halton Hills: 1064 - ES Rural Esquesing House for sale : MLS®# W12913152

    9297 3 Line 1064 - ES Rural Esquesing Halton Hills L9T 2X9
    Main Photo: 9297 3 Line in Halton Hills: 1064 - ES Rural Esquesing House for sale : MLS®# W12913152
    $19,950,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12913152
    Bedrooms:
    4
    Bathrooms:
    2
    Exceptional 99-acre farm holding on the east side of Third Line, just north of 5 Side Road in Halton Hills. Ideally positioned, only a 1-minute drive North of the new Orlando Business Park, currently under construction, offering strong long-term land value. The property features a farmhouse with a large barn and outbuildings, and offers cash crop income with a mix of fairly flat and rolling terrain. Convenient access to major corridors with easy access to Highway 401 via James Snow Parkway & Highway 25. Approximately 30 acres are within the Greenbelt overlay boundary. Farmhouse is being sold "As Is, Where Is." Buyers to satisfy themselves regarding permitted uses, overlays, and future development potential. The farmhouse features 4 bedrooms, 2 washrooms, and a 3-car garage and is currently rented for $1,900 per month and is serviced with Natural Gas. Cash crop fields are leased to a local farmer for $14,525 annually. More details
    Listed by LEE & ASSOCIATES COMMERCIAL REAL ESTATE INC.
  • 13570 7th Concession Road in King: Rural King House for sale : MLS®# N12782638

    13570 7th Concession Road Rural King King L7B 1K4
    Main Photo: 13570 7th Concession Road in King: Rural King House for sale : MLS®# N12782638
    $19,900,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N12782638
    Bedrooms:
    6
    Bathrooms:
    9
    Nestled in the heart of King Townships coveted countryside, this extraordinary 56-acre private estate exemplifies refined country living. Rarely does a property of this calibre come to market, offering a rare opportunity to own a truly exceptional rural retreat. The residence boasts timeless elegance with a natural stone exterior and over 18,000 sq ft of thoughtfully designed living space. Expansive windows frame panoramic views, filling the home with light and seamlessly blending luxury with the serene beauty of its surroundings. At the heart of the home is a chefs kitchen with state-of-the-art appliances, flowing into a formal dining room ideal for entertaining. Multiple wood-burning fireplaces and exquisite millwork highlight the homes superior craftsmanship. Five generous bedrooms, each with spa-inspired ensuites, offer luxurious comfort for family and guests. The lower level is an entertainers dream, featuring a home theatre, full kitchen, and wine cellar. A fully equipped gymnasium includes a basketball court and climbing wall, integrating wellness into daily life. Outdoors, a stunning pool and hot tub are set among stone terraces and lush perennial gardens. A large, spring-fed swimming pond enhances the sense of peace and connection to nature. Equestrians will appreciate professional stables with 8 stalls, four-board paddocks, and an outdoor riding ring. Private trails wind through woods and meadows, ideal for horseback riding or peaceful walks. Additional features include a rustic log cabin, a charming sugar shack for maple syrup making, and a private ski hill with motorized lift. Just under an hour from Toronto, 25 minutes to Pearson, and 10 minutes to King City GO Station. Close to top private schools like SAC, St. Annes, CDS, and Villanova. This is country living at its most luxuriouswhere every detail has been thoughtfully curated. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
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  • 1783 Lloydtown-Aurora Road in King: Rural King House for sale : MLS®# N12962096

    1783 Lloydtown-Aurora Road Rural King King L7B 0E1
    Main Photo: 1783 Lloydtown-Aurora Road in King: Rural King House for sale : MLS®# N12962096
    $19,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N12962096
    Bathrooms:
    2
    This meticulously maintained 103-acre farm nestled in a highly desirable area boasts picturesque pastoral land and gently rolling hills, offering an idyllic retreat for those seeking serenity and space. With three large barns,(60Ft X 360Ft), (60Ft X 120Ft) & (60Ft X 70Ft) exceptional office spaces equipped with beautiful kitchen, full bathroom, and recent updates throughout, this property offers both functionality and charm. Enjoy the convenience of two large road frontages on Dufferin and Aurora/Lloydtown Rd and easy access to major 400 series highways. Positioned in a highly visible location, close to major King City expansions including both housing and commercial developments. Conveniently located near the prestigious King Valley Golf Club, renowned schools, and major shopping centers, ensuring a perfect blend of rural tranquility and urban convenience. Don't miss your chance to own this exceptional piece of countryside paradise for agricultural purposes or a great future hold! More details
    Listed by RE/MAX HALLMARK YORK GROUP REALTY LTD.
  • 14358 Bathurst Street in King: Rural King House for sale : MLS®# N13068312

    14358 Bathurst Street Rural King King L7B 1K5
    Main Photo: 14358 Bathurst Street in King: Rural King House for sale : MLS®# N13068312
    $18,999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N13068312
    Bedrooms:
    6
    Bathrooms:
    8
    Welcome to a World-Class Masterpiece Inspired by the Timeless Elegance of 17th-Century French Chateau Estates, Reinforced with Cutting-Edge ICF Nudura Technology Built to Endure for Generations. Perched atop one of King's most coveted elevated locations, this architectural triumph spans over 20,000 sq. ft. of opulent living space. From its soaring 21.5 foot ceilings in the gourmet kitchen to the 13-foot average ceiling height throughout, every inch of this estate exudes refined luxury, meticulous craftsmanship, and unmatched attention to detail. Indulge in an extraordinary lifestyle with resort-caliber amenities, including: A grand Bar & Wine Room for sophisticated entertaining, A fully equipped Fitness Centre, An immersive Home Theatre, A tranquil Spa Retreat featuring a Finnish Dry Sauna and Steam Room, A dedicated Security Room for peace of mind and endless more features. Step outside to your private outdoor oasis, complete with a refreshing pool, elegant cabana, and lush, manicured one of a kind landscaping that offers an idyllic backdrop for both relaxation and grand entertaining. Located minutes from top-rated private schools, scenic hiking/cycling trails, and offering quick access to Hwy 400 & 404, premier shopping, and more. Visit 14358bathurst.com for the full virtual tour and experience the pinnacle of luxury living. More details
    Listed by RE/MAX REALTRON REALTY INC.
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Data was last updated June 3, 2026 at 02:15 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.