Avenue & Eglinton Real Estate for Sale

30 Listings
89 Elmsthorpe Avenue, Toronto
4+1
BEDS
4
BATHS
$2,600,000
FOR SALE
Welcome to 89 Elmsthorpe, a spacious family home in prestigious Chaplin Estates/Forest Hill on an exceptional 164' deep lot, offering nearly 2,0200 sq. ft. above grade. This 5-bedroom, 4+ bath home features a renovated custom eat-in kitchen with quartz waterfall counters, marble finishes, and new appliances; a primary suite with walk-out to deck, walk-in closet, and renovated ensuite; hardwood floors throughout the main living areas; and a finished lower-level with in-law/nanny suite potential and separate side entrance. Recent upgrades include a new shingles (2024), furnace(2025), windows and sliding doors (2025), smart garage door opener (2026), renovated kitchen and ensuite, and fresh paint. Enjoy a professionally landscaped backyard with pond, fountain, gas BBQ hookup, private driveway, and built-in garage with kitchen access. Ideally located near top schools, the Kay Gardner Beltline, TTC Crosstown,Eglinton Way shops, Allen Rd., Hwy 401, Yorkdale, and downtown.INVESTORS PLEASE NOTE: purchase the home directly or acquire the holding corporation. The deep lot may allow for a future garden suite while maintaining privacy.A pleasure to view, exceptional to call home.
230 Dunvegan Road, Toronto
5+1
BEDS
5
BATHS
$8,500,000
FOR SALE
Introducing a captivating Georgian masterpiece in the sought-after Forest Hill address. Prepare to be mesmerized by this meticulously renovated residence that blends classic sophistication with contemporary luxury. As you enter, you'll be greeted by the grandeur of the Georgian design elevation, a testament to architectural excellence. Every detail has been thoughtfully curated to create a space that exudes elegance and comfort. Spanning over 6000 ft of living space, This lavish living space offers tranquility with 5 bedrooms, each showcasing refined taste. The kitchen is a culinary haven adorned with the finest materials, including a French la cornue stove and an oversized fridge freezer. The centerpiece is the marble island, mbolizing grandeur and functionality. A 2nd kitchen on the main floor is perfect for hosting gatherings. Equipped with 48 Thermador Range double oven, this space elevates your cooking experience. Step inside and be awed by the grand 2 story high ceiling foyer, setting the tone for elegance.
204 Forest Hill Road, Toronto
5+1
BEDS
6
BATHS
$11,399,000
FOR SALE
204 Forest Hill Rd - A Rare Deep-Lot Estate in the Heart of Forest HillSet on a coveted 40 x 190 ft lot in prestigious Forest Hill, this exceptional estate offers 7,500 sq. ft. of masterfully crafted living space, designed by renowned architect Richard Wengle and styled by acclaimed interior designer Robin Nadel. Every detail reflects a seamless blend of timeless elegance and modern functionality. At the heart of the home is a grand, oversized kitchen with a spacious breakfast area, opening effortlessly to a large family room and framed by walls of glass overlooking the backyard. A large formal dining room offers an elegant setting for entertaining, while the backyard is a private retreat complete with a concrete pool, perfect for both relaxation and hosting. The walkway and driveway are fully heated. The built-in garage, complete with a car lift, adds a rare touch of function and luxury. With its unbeatable location, deep lot, and thoughtfully designed interiors throughout, 204 Forest Hill Rd is a truly special offering in one of Toronto's most sought-after neighbourhoods.
690 Oriole Parkway, Toronto
4+1
BEDS
4
BATHS
$2,988,000
FOR SALE
Pride of ownership & comfort take precedence in this beautifully maintained 4 bed, 4 bath residence, gracefully situated in the heart of Midtown Toronto. Lovingly cared for over the years & set on an expansive pool sized lot, this classic home is rich in warmth, character, & elegant living spaces that offer a true sense of home. The bright & spacious kitchen serves as the heart of the home, featuring stainless steel appliances, a centre island, ample cabinetry, & a sun filled breakfast area w/a walk out to the backyard deck, creating the perfect setting for effortless entertaining. Adjacent to the kitchen, the inviting family room offers a warm space for everyday living, whether gathering with loved ones or simply unwinding w/a cup of tea. Thoughtfully designed for elegant gathering, the welcoming living room is anchored by a classic fireplace & framed by oversized windows that fill the space w/natural light. The adjoining dining room showcases refined French doors, traditional wainscotting, & an inviting atmosphere perfectly suited for hosting memorable dinners. Upstairs, the spacious primary retreat features large windows, his & hers mirrored closets, & a private 4pc ensuite. Three additional generously sized bedrooms & an additional 4pc bath complete the second level, comfortably accommodating growing families & overnight guests alike. The finished lower level extends the home's living space w/a large recreation room, an additional versatile room ideal for a home office or guest suite, & a dedicated laundry area designed for everyday convenience. Outdoors, the expansive backyard offers a large deck & abundant green space for gardening, entertaining, or simply enjoying peaceful summer evenings in a private setting. Ideally located just a 5 minutes drive from Havergal College & Upper Canada College, the Crosstown LRT, & the vibrant Yonge & Eglinton district, and more, this is a truly special home filled with heart & timeless charm!
67 Gilgorm Road, Toronto
3+2
BEDS
2
BATHS
$1,598,900
FOR SALE
Welcome To 67 Gilgorm Rd In Highly Sought-After Forest Hill North. A Classic 2-Storey Detached Home On A Quiet, Tree-Lined One-Way Street, Set On A Deep 25 X 132 Ft Lot. Renovated And Move-In Ready, This Charming 3-Bedroom, 2-Bath Home Features Hardwood Floors, Spacious Principal Rooms, Newer Kitchen & Appliances, Finished Basement With Separate Entrance, Detached Garage And Brand New Roof. Enjoy A Private Backyard In One Of Midtown Toronto's Most Walkable And Family-Friendly Neighborhoods. Steps To Chaplin Station, TTC, Beltline Trail, Memorial Park, Top-Rated Schools, Shops, Cafes And Everyday Conveniences Along Eglinton. An Exceptional Opportunity For End Users, Investors Or Builders - * Drawings And Permits Available and ready! For A Stunning Custom Home, Offering The Flexibility To Enjoy, Or Build Now/Later.
217 Chaplin Crescent, Toronto
3+2
BEDS
4
BATHS
$2,895,000
FOR SALE
In one of Toronto's most prestigious pockets, an exceptional residence awaits. Fully renovated and reimagined in Forest Hill South, 217 Chaplin Crescent offers a refined, design-forward lifestyle only moments from prestigious schools, the Beltline Trail, boutique shopping, and transit. The open-concept main floor makes an immediate statement, wrapped in custom architectural panelling and built-in cabinetry that lend warmth, texture, and a sense of tailored luxury. Sunlight pours through oversized windows, illuminating the seamless flow between living, dining, and kitchen spaces. The chef-inspired kitchen anchors the floor with sleek cabinetry and generous prep space, while a striking centre island features an integrated family table. The large walk-out to a sun-drenched deck, blurs the line between the polished interior and serene outdoor living. Ascend to a primary retreat designed to indulge, complete with a wall of custom built-in closets and a spa-inspired ensuite finished with a custom double vanity - a private sanctuary of calm. Two further bedrooms offer versatility and generous proportions, the second appointed with a bespoke desk nook (or convert to a walk-in dressing room), the third with abundant closet space. Second-floor laundry adds an effortless layer of convenience. The fully finished lower level is equally considered, offering two additional bedrooms or sophisticated home offices, a sleek kitchenette, and a separate entrance - a seamless suite ideal for guests, extended family, or potential rental income. Outside, you have parking for 5 cars and double gates for addition privacy and security. The backyard is a private oasis: an expansive entertainer's deck, refined interlock patio and driveway, and a fully finished and insulated garage that can be used as a studio or living space. Lots of green space backing directly onto a tranquil walking trail, offering rare privacy and an enviable connection to nature.
11 Ormsby Crescent, Toronto
6+1
BEDS
6
BATHS
$8,998,000
FOR SALE
Welcome to 11 Ormsby Crescent, a landmark estate in the heart of Forest Hill proper - one of Toronto's most exclusive and distinguished enclaves. Set on a spectacular, estate-sized property, this extraordinary residence offers over 7,000 sq. ft. of impeccably designed living space, where timeless architecture meets uncompromising modern luxury. Situated on a desirable family, friendly crescent and masterfully renovated to the highest standards, this 6+1 bedroom home exudes sophistication at every turn. Grand principal rooms, refined detailing, and curated designer finishes create an atmosphere of understated elegance, while seamlessly integrating contemporary comfort and functionality. Every element has been thoughtfully considered, resulting in a residence that is both impressive in scale and intimate in feel. The grounds are nothing short of breathtaking-an ultra-private, resort-inspired sanctuary that ranks among the most exceptional in the city. Backing directly onto the iconic Toronto Belt Line Trail and enveloped by a lush ravine setting, this cinematic outdoor oasis has been featured in film and enjoyed by high-profile celebrities. The rear pies out to over 100 feet and is designed for elevated entertaining and serene everyday living, it showcases multiple bespoke lounge areas, statement fire features, serene English Gardens and waterfalls, a saltwater pool, hot tub, and a full-scale sports court-all framed by exquisite landscaping and total privacy. Perfectly positioned just moments from the refined boutiques and cafes of Forest Hill Village, and within close proximity to Toronto's most prestigious public and private schools, this address offers a lifestyle defined by prestige, convenience, and discretion. A rare offering of this calibre-11 Ormsby Crescent is a true statement of luxury, legacy, and distinction.
221 Forest Hill Road, Toronto
6+1
BEDS
9
BATHS
$22,995,000
FOR SALE
Welcome to 221 Forest Hill Road, an architectural masterpiece with nearly 13,000 sq ft of living space set on a private 17,000 sq ft lot (nearly half an acre), nestled along the Beltline Trail in the heart of one of Toronto's most exclusive enclaves. This estate represents the pinnacle of bespoke luxury, meticulously brought to life by some of Toronto's finest: Lorne Rose Architect, JTF Homes, Dvira Interiors, and Fitzgerald and Roderick Landscape Design. Clad in hand-selected limestone with slate and copper roofing, this residence evokes the timeless elegance of a Provençal château. The interiors are layered rather than loud, defined by chevron white oak floors, custom crown moulding, imported wallpaper, hand-carved mantels, tailored lighting, and generous rooms designed for real life. The kitchen is warm, detailed, and highly functional, with handmade Portuguese tile, millwork by Emanuele Furniture Design, marble counters, Miele appliances, and a charming breakfast nook. It connects naturally to the family room, where French doors open seamlessly onto the terrace. This is where mornings, after-school play, long dinners, and quiet weekends all make sense. The primary suite is one of the home's most memorable chapters. Vaulted ceilings, a fireside sitting room, arched detailing, and custom drapery create a private retreat. The upper levels unfold with generous bedrooms, thoughtful storage, dormer reading nooks, garden views, and spaces that feel personal rather than generic. The lower level adds another dimension to the home, with a large prep kitchen, recreation room, games area, gym, theatre, cedar infrared sauna, cabana storage complete with a kitchenette and bath, dog washing station, and nanny's quarters. Outside, the grounds are designed for privacy, leisure, and year-round use. The saltwater pool and hot tub, sport court, covered porch, outdoor kitchen, imported stone planters, automated gate, and landscaped gardens create a setting that feels deeply livable.
29 Tarlton Road, Toronto
4+1
BEDS
4
BATHS
$2,850,000
FOR SALE
Large 4+1 bedroom updated home in South Forest Hill/Chaplin Estates. Large 35' lot with private driveway, over 3,000 sq/ft of living space, close to UCC and BSS. This home has a 2 level addition to provide an oversize family room with wood burning fireplace and walk out to the professionally landscaped backyard and a primary bedroom with a new luxurious 5 piece ensuite bath with his/her shower and a standalone soaker tub. Large formal Living room, Dining room and a main floor powder room. Finished basement with a rec room and an additional bedroom/office as well as a proper laundry room with sink. This home is entirely move-in ready but with the potential to modernize the kitchen and secondary bathroom. Walking distance to both Avenue and Chaplin Eglinton LRT stations and shops and restaurants on Eglinton West.
51B Burnaby Boulevard, Toronto
3
BEDS
3
BATHS
$1,749,000
FOR SALE
Experience this sophisticated 4-storey freehold townhome offering 2,341 sq.ft. of interior living plus 420 sq.ft. of private outdoor space, perfectly situated in the heart of the Avenue Rd & Eglinton corridor. Meticulously maintained with over $60K in recent upgrades (see upgrade sheet), this home showcases exquisite designer finishes-wide plank hardwood floors, quartz and marble accents, oversized windows and glass doors that fill the south exposure home with natural light, and custom built-ins for elevated style and organization.The main floor boasts 10-foot ceilings and features a private south-facing terrace with a BBQ hookup, ideal for entertaining or relaxing outdoors. The second and third floors feature 9-foot ceilings, enhancing the home's bright, spacious atmosphere. The primary suite offers two large walk-in closets, complemented by thoughtful storage solutions throughout. Designed for ultimate convenience, this residence includes a private elevator and an underground enclosed garage with visitor parking.Enjoy 420 sq.ft. of private outdoor living, including the main floor terrace, a rooftop lounge with breathtaking city and CN Tower views ideal for entertaining, and a peaceful north terrace, perfect for morning coffee or quiet retreat.Located near top private schools; Branksome Hall, Blyth Academy, Havergal College, UCC - and excellent public schools including North Prep, Glenview, and North Toronto Collegiate, this home combines luxury, comfort, and practicality. Steps to the Eglinton LRT, parks, the Beltline Trail, and vibrant shops, restaurants, and spas.Nothing to do, just move in and enjoy a turnkey lifestyle in one of Toronto's most sought-after communities. Residents also enjoy the ease of professional maintenance services: garbage collection, snow removal, landscaping, heated garage and driveway ensuring truly carefree living. For additional parking, monthly parking permits available at Green P CP-47 (approx 4-min walk), subject to availability.
480 Oriole Parkway 303, Toronto
3
BEDS
1
BATHS
$848,000
FOR SALE
Welcome to Suite 303 at 480 Oriole Parkway, a lovely updated corner suite on the top floor facing south and East. Offering approximately 1,270 sq. ft. of bright, functional living space in one of Midtown Toronto's most desirable neighbourhoods. Freshly painted and filled with natural light, this three-bedroom condo features hardwood floors throughout, a spacious open-concept living and dining area, and an oversized kitchen with stainless steel appliances, abundant counter space, and a breakfast bar overlooking the dining and living area. Three generous bedrooms, each with its own closet, plus the convenience of an ensuite laundry, make this an ideal home for families and professionals alike. Located in the sought-after Oriole Park JPS and North Toronto CI school districts and close to many of Toronto's top private schools. Enjoy an unbeatable location just steps to Eglinton Park, North Toronto hockey Arena and Community Centre with an indoor and outdoor pool. Yonge & Eglinton, shopping and dining, TTC transit, and the new Eglinton LRT. Quiet, well-managed building with low maintenance fees, current owners rent a garage for $100/month or easy street permit parking for $26.08/month. Buyer to confirm availability with City of Toronto, and one locker included. Exceptional value in a prime Midtown location.
5 Braemar Avenue, Toronto
4+1
BEDS
4
BATHS
$3,995,000
FOR SALE
Welcome To The Most Spectacular Residence In North Forest Hill. An Architectural Masterpiece Designed By Richard Wengle, 5 Braemar Delivers More Than 4,000 Sq. Ft. Of Modern, Minimalist Luxury. A Rare Design Statement, This Custom-Built Home Unfolds Along A Floating Glass Hallway And Dramatic Sunken Family Room, All Wrapped In Floor-To-Ceiling Glass. The Striking Chef's Kitchen Is Fully Panelled With State-Of-The-Art Thermador Appliances, Built-In Wine Fridge, And An Airy Breakfast Area Overlooking The Backyard. Open-Concept Living And Dining Spaces Feature Soaring Ceilings, Gallery-Like Walls And A Glass Display That Anchors Both Rooms. The Primary Retreat Is A World Of Its Own-Wrapped In Glass With A Private Terrace, Overhead Automated TV, Sleek Custom Built-Ins, And a Large Dressing Room. Its Marble-Clad Ensuite Is Pure Indulgence, With Heated Flooring, A Double Vanity, Smart Toilet, Freestanding Tub And Walk-In Steam Shower. Three Additional Bedrooms With Custom Closet Organizers And Floor-To-Ceiling Windows. Lower Level With Large Recreational Room, Home Theatre, And Cold Storage. Heated Bathroom Flooring And Smart Toilets Throughout. Newly redesigned landscaping of entire property. Oversized Garage fits 2 SUVs and more. Partially covered private drive with Parking For 6 Cars. Steps to shoppes, new Eglinton LRT, parks, Beltline Trail, UCC, BSS, and several other top schools. Rare opportunity to purchase a brand new total indoor/outdoor renovation that has not yet been lived in. With All The Finishing Touches One Could Dream Of, This Home Is As Functional As It Is Breathtaking. A True One-Of-A-Kind Modern Showpiece!
30 Hillhurst Boulevard, Toronto
3
BEDS
3
BATHS
$2,690,000
FOR SALE
Luxury, location, and convenience come together in this exceptional Lawrence Park South townhome. One of only seven custom-built residences, this turnkey home features 10-foot ceilings on the main floor, a private four-stop elevator with direct access from the garage, hardwood floors, designer finishes, and a chef-inspired kitchen complete with premium Miele appliances and a waterfall quartz island.Filled with natural light and thoughtfully designed for effortless living, this home offers the perfect blend of sophistication and functionality. Walk to some of Toronto's top-rated schools, including John Ross Robertson PS, Glenview SPS, and Lawrence Park CI, as well as parks, cafés, boutique shopping, restaurants, and transit. Just minutes from Yonge Street, Avenue Road, and the vibrant Upper Village.Offering the space and feel of a detached home with the ease of low-maintenance luxury living, this is a rare opportunity to own in one of Toronto's most prestigious and family-friendly neighbourhoods.
428 Briar Hill Avenue, Toronto
4
BEDS
2
BATHS
$2,175,000
FOR SALE
This charming side-centre hall home in the coveted Allenby and North Toronto Collegiate school district has been lovingly maintained and enjoyed by the same family for the past 14 years. Ideally located just steps to the shops, restaurants, transit, and amenities of Eglinton, Avenue Road, and Yonge Street, it offers the perfect balance of neighbourhood charm and urban convenience. A wonderful home for both everyday family living and entertaining, the private backyard provides an ideal setting for summer BBQs, outdoor dining, and playtime for children and pets in the fenced garden. Ideally located near highly regarded public schools (Allenby, Glenview, North Toronto Collegiate, Lawrence Park Collegiate) and a range of respected private schools (UCC, Havergal, St. Clement's and TFS). Children can safely walk to Allenby Public School without crossing a major intersection. The gracious living room is large enough to accommodate a grand piano and features a wood-burning fireplace, pot lights, French doors, and a beautiful bay window. The spacious main floor family room, with its vaulted ceiling, skylights, and gas fireplace, opens directly to the interlocking brick patio and private and mature garden. The updated main bathroom adds modern comfort, while the bright breakfast room offers the perfect place for homework, casual family meals, or a quiet cup of tea at the end of the day. The dug-down lower level with above-grade windows provides excellent additional living space for a growing family. The private driveway can accommodate side by side parking and is equipped with an EV charger. A warm and welcoming family home where lasting memories have been made, ready for its next chapter.
308 Oriole Parkway, Toronto
4
BEDS
3
BATHS
$2,395,000
FOR SALE
THE INTERIOR OF THE HOUSE HAS BEEN TAKEN BACK TO THE STUDS FOR EASE OF RENOVATION. A classic two storey residence with a rare opportunity to design and customize your dream home with ease. Ideally situated on the west side of Oriole Parkway, this impressive property sits on a generous 51 x 134-foot lot in Chaplin Estates. The home offers outstanding proportions, a flexible floor plan, large principal rooms, and an abundance of natural light throughout. The grand front to back living room features a wood burning fireplace, and walkout to a deck overlooking the private west facing garden. The large kitchen has direct access to the deck and garden, main floor den and a powder room completes the main level. The second floor features four well sized bedrooms and roughed in plumbing for two separate bathrooms, providing excellent flexibility for a modern redesign. The lower level offers additional potential with recreation room space and above grade windows. A long private driveway leads to a double detached garage. One of Toronto's most coveted neighbourhoods, Chaplin Estates is renowned for its family friendly atmosphere, and exceptional walkability. The distinctive tree lined boulevard of Oriole Parkway creates a picturesque canopy of mature trees, while nearby parks, top-rated schools, transit, and vibrant shopping and dining options make this a highly coveted location offering a small-town vibe in the heart of the city, this location provides the perfect blend of convenience and community. This home is truly a rare find on an exceptional lot. This is ready to be reimagined for the next owners to personalize the space to suit their lifestyle and create their own special memories.
470 Russell Hill Road, Toronto
5+1
BEDS
5
BATHS
$6,495,000
FOR SALE
Welcome home to 470 Russell Hill Rd. Located On One Of The Most Prestigious Streets In Forest Hill. This Well-Appointed Classic Georgian Home Is Perfect For Entertaining. With Grand Living, Dining & Family Rooms, This Home is Turn-Key & Move In Ready. Private Garden That Feels completely secluded. Modern Kitchen With Top Of The Line Wolf & Sub Zero Appliances. Heated Drive In The Front with electric car charger, And Double Car Garage At Rear with additional driveway space. The detached two-car garage is accessible from Old Forest Hill Rd. 5 Large Bedrooms, 2 Laundries, Top Of The Line Finishes Throughout. Steps To Upper Canada College & Bishop Strachan School, Canada's Top Private Schools. A Short walk to the Forest Hill Village shops & restaurants. This home has been lovingly maintained, and is ready for you to move right in. Property is currently tenanted until August 31, 2026 at $22,500.00 Per Month. The Tenants are willing to extend for an additional year if the Buyer agrees until August 31, 2027.
163 Cortleigh Boulevard, Toronto
4+1
BEDS
6
BATHS
$6,695,000
FOR SALE
Welcome To The Finest Of Lytton Park. This Newly Built Georgian Beauty Built By Enirox Group Offers Over 6,300 Sq. Ft. Of Refined Living Space With Soaring 11-Foot Ceilings On The Main Level, Seamlessly Blending Grand Living And Dining Areas With A Designer Chefs Kitchen Featuring Custom Cabinetry, A Large Centre Island, And A Smooth Flow Into The Family Room With Walkout To A South-Facing Deck And Private Yard. Every Detail Speaks Of Craftsmanship And Care, From The Custom Millwork To The Thoughtfully Designed Layout, All Designed For Everyday Living And Entertaining At Its Finest. The Main Floor Also Includes A Sophisticated Private Study, Perfect For Work Or Relaxation. Upstairs, Discover Your Primary Suite With A Walk-In Dressing Room And Spa-Like Ensuite, Alongside Three Additional Sizable Bedrooms Each Complete With Their Own Ensuite. The Fully Finished Lower Level Is Designed For Entertaining And Comfort, Featuring A Spacious Rec Room With Wet Bar, Wine Cellar, Guest Suite With Bath, And Tons Of Space For A Gym Or Games Area, Plus A Convenient Side Entrance With Mudroom And Direct Access To An Oversized Garage With Car Lift. Steps To Schools, Parks, Yonge Street, LPCI, And The Best Of Avenue Road. Experience The Kind Of Home That's Even More Impressive In Person, One Visit And You'll See Why It Defines Lytton Park Living.
1208 Avenue Road, Toronto
4+1
BEDS
5
BATHS
$1,949,999
FOR SALE
Turnkey income opportunity! Two beautiful two bedroom rental units plus an additional basement 1-bedroom, 2-bath suite with strong rental income. Each upper unit offers 2 bedrooms, 1.5 baths, with stunning kitchens and large floor plans and upgraded finishes throughout. Lovely Balconies and Outdoor Space. Professionally landscaped with parking. All units currently tenanted with strong rental income. A/C Wall Units Only In Second Floor
137 Highbourne Road, Toronto
6+1
BEDS
6
BATHS
$3,495,000
FOR SALE
Two Large Units in a Prime Location! Welcome to this stunning, fully renovated duplex in the highly sought-after Chaplin Estates. This impressive property features two spacious units: a main floor plus basement unit totaling 2,268 sq.ft. with 3+1 bedrooms and 3 bathrooms; Additionally a massive 2,403 sq.ft. 3-bedroom, 3-bathroom suite spanning the second and third floors. The main floor suite offers ample living and dining spaces, perfect for comfortable family living. The basement features a large rec room, a 4-piece bathroom, plus a bedroom with a 2-piece ensuite, providing versatile living options. The upper two floors house an expansive suite that blends luxury and functionality. Enjoy a massive living room and formal dining area filled with natural light, along with a generous family room, private den, and separate home office. A gorgeous terrace off the family room offers a peaceful outdoor retreat in the city. This suite has been extensively renovated with premium finishes, modern fixtures, and top-tier appliances throughout, combining elegance and practicality.Located just moments from the new LRT subway station, this duplex offers unparalleled convenience for commuting, along with easy access to trendy restaurants, boutique shops, public transit, and TTC options. Chaplin Estates is renowned for its tree-lined streets, community charm, parks, and excellent public and private schools, making this property ideal as a family home or a savvy investment. Additional features include separate utilities, large windows providing abundant natural light, tasteful neutral decor, and comprehensive infrastructure upgrades that ensure comfort and safety year-round. Offering versatility, generous space, and a prime location, this duplex is perfect for living in one unit while renting the other, multigenerational families, or investors seeking a high-demand neighbourhood. Don't miss this rare opportunity to own a beautifully renovated duplex in Chaplin Estates. Welcome home!
8 Tarlton Road, Toronto
3+1
BEDS
5
BATHS
$4,499,000
FOR SALE
An Immaculate Contemporary Style Custom Home On Most Sought After South Forest Hill, featuring 3,505 sq. ft. of total living area. This Upscale Design Of Main Floor With Open Concept That Were Designed To More Efficient Use Of Spaces And Comfortable Living. Soaring Ceiling With Skylights Filled Natural Sunlight In Hallway, Living Room And Dining Room. Custom Architectural Floating Staircase With Glass Railing. All Floor To Ceiling Windows Also Provide A Lot Of Natural Sunlight As Well. Modern Kitchen With Porcelain Counter-Top & Backsplash And High End Miele Appliances. Primary Bedroom With Custom Built-In Closet With Skylight And 5 Pc Ensuite. Two Gas Fireplaces, Elevator, Heated Flooring In Basement, Front Foyer And Master En-Suite Bathroom.
43 Hillholm Road, Toronto
4
BEDS
6
BATHS
$12,295,000
FOR SALE
The Moment You Walk Through The Doors To This Wayne Swadron Visionary Masterpiece And Built With Mazenga Craftsmanship, You Will Immediately Be Captivated By Its Sheer Beauty, Modern Feel, Attention To Every Detail and Jaw Dropping Style Throughout. A True Entertainer's Dream Home Both Inside and Out. Nothing Has Been Overlooked. Huge Principal Rooms, Radiant Heated Floors Throughout, Fantastic Flow, 2 Kitchens, 2 Laundry Rooms, Top Notch HVAC, Stunning Spa Inspired Bathrooms and a Primary Suite That Should Be In Magazines. The Focus Of This Awe Inspiring Home is Simple ... Subtle Class in the Front and Dramatic Flare in the Back. Natural Light and Airiness Fill Up Each Room From The Oversized Windows Throughout. The Ultra Private and Stunning Backyard Will Mesmerize You And Make You Feel Like You Are In Your Own Muskoka Paradise. Get Ready To Be Wowed!
1202 Avenue Road, Toronto
4
BEDS
4
BATHS
$2,488,000
FOR SALE
Tucked within an exclusive collection of just seven custom-built luxury townhomes in the heart of Lawrence Park South, this stunning three-storey residence delivers the perfect balance of sophisticated design, effortless living, and urban convenience. Designed for modern professionals and discerning buyers alike, the home is flooded with natural light and features soaring ceilings, rich hardwood floors, expansive windows, and beautifully curated designer finishes throughout.Enjoy the convenience of a private garage and private elevator access stopping at every floor, offering seamless luxury living throughout the home.The seamless open-concept layout was made for both stylish entertaining and everyday comfort, anchored by a breathtaking chef's kitchen complete with premium Miele appliances, custom cabinetry, and a dramatic waterfall quartz island.A rare highlight is the fully self-contained lower-level studio suite with its own private entrance - ideal for extended family, guests, a live-in nanny, home office setup, or valuable income potential.Just steps from top-ranked schools, boutique shops, parks, cafés, fine dining, and the charm of the Upper Village, this is a rare turnkey opportunity in one of Toronto's most prestigious and connected neighbourhoods.
221 Dunvegan Road, Toronto
6+1
BEDS
8
BATHS
$13,999,000
FOR SALE
Introducing 221 Dunvegan Road, an extraordinary Forest Hill residence that captures the essence of modern luxury. Crafted to an exceptional standard by one of the area's most respected builders, this home blends architectural sophistication with a warm, livable design, creating a setting that feels both impressive and deeply inviting.With an expansive layout across four levels, the home offers 8,719 square feet of beautifully designed interior space, including seven generous bedrooms and eight elegantly finished bathrooms. Soaring ceilings, bespoke detailing, and refined finishes create a sense of understated elegance throughout, while each space has been thoughtfully designed to support both intimate daily living and effortless entertaining. An elevator connects every level, adding to the comfort and ease of its design.The true centerpiece is the seamless flow between indoors and outdoors. Multiple walkouts open onto a private backyard retreat complete with landscaped gardens, a sparkling pool, a relaxing hot tub, and generous spaces for lounging or dining.Practical comforts have been integrated with the same level of care, including a two-car garage and additional parking for four on a heated driveway, making everyday living feel seamless.Set within one of Toronto's most prestigious neighbourhoods, just moments from leading schools, shops, and local amenities, 221 Dunvegan Road offers a rare combination of privacy, prestige, and timeless appeal.
211 Dunvegan Road, Toronto
5+1
BEDS
8
BATHS
$22,000,000
FOR SALE
211 Dunvegan Rd is a newly built, iconic ultra-luxury gated estate in Forest Hill Toronto, an exclusive enclave long recognized among North America's most affluent and distinguished communities. Designed by visionary Omid Taba OE Design, this extraordinary residence earned 2025/2026 International Property Awards (Miami) for Best Architecture Single Residence and Best Interior Design. Masterfully positioned on prominent corner lot with elevated topography and appx 170 ft depth, the striking 4-level building showcases expansive façades, large-scale proportions, and commanding 270d views, defining a magnificent Modern Transitional Architecture. Blending contemporary clean lines with luxe tones and classic sophistication, it offers near 10,000 SF of impeccably refined space with "perfection to the millimeter" workmanship & curated furnishings. Gallery ambiance begins at grand foyer, double-height ceiling & sculptural floating mono-beam staircase. Bespoke glass dividers, textured wall paneling, integrated planters, exquisite designer lighting, and flr-t-ceiling windows create layered luminous interiors with dimensional architectural depth. Magazine-worthy chef's kitchen presents dual Lilac & Calacatta Viola marble islands, elegant Servery Pantry Hall & extensive suites of top-tier appliances. Comprehensive lavish amenities incl boutique dressing rooms, heated floors, wellness retreat, pet spa, nanny suite, 2-laundry, gym, cinema, elevator, wine cellar, 3 wet bars, and 5 intimate lounges. An epic private backyard provides a resort-style experience with pool, jacuzzi, water features, firepit sculpture, zen garden, landscaped lawns, stone terrace, outdoor kitchen, dining pavilion & garage courtyard. Advanced automation comfortably controls gates, security, cameras, lighting, sound, shades, irrigation, pool and snowmelt. Tarion Warranty. A rare turnkey showpiece, this estate embodies architectural artistry, enduring luxury, and world-class craftsmanship at the highest level.
110 Hillsdale Avenue, Toronto
4+1
BEDS
3
BATHS
$2,295,000
FOR SALE
4 Bedroom, 3 Bathroom Detached Centre Hall On One Of The Best Blocks In The Heart of Chaplin Estates. Set On Wide, 35' Lot With Parking For 2 Vehicles, This Exceptionally Cared For Property Is Ready For Its Next Chapter. Loaded With Traditional Charm, This Property Offers The Perfect Opportunity To Move Right In Or Make It Your Own While Leveraging Some of The Significant Improvements That Have Already Been Undertaken. The Main Floor Solid Double Door Vestibule Welcomes You Into A Secure Centre Hall Foyer Between Large Principal Living and Dining Rooms With Luminous Light Throughout. The Living Room Features A Fireplace & Bay Window That Overlooks The Picturesque Front Yard and Streetscape While The Dining Room Connects Seamlessly To The Kitchen With An Additional Eating Area Surrounded By Many Windows With Views To Your Beautiful Backyard With Private Lush Gardens & Interlocking Patio Complete With Mature Japanese Maple & Other Tree Species & A Custom Gazebo To Catch Some Shade. Upstairs You Will Find Four Generous Sized Bedrooms Including A King Sized Primary, Newer Engineered Hardwood Floors And A Four Piece Renovated Bathroom With Soaker Tub In Classic White Subway Tile. The Lower Level Recreation Room Is A Perfect Space For Kids To Play With Built-Ins For Easy Storage, A Study Area Ideal For Homework Or Work From Home, A 3 Piece Bathroom Plus A Laundry/Utility Room With Plenty Of Additional Storage Space. Garage Parking Offers Great Security With Space For One Additional Vehicle Infront Of The Garage. Significant Improvements Include Metal Roof (2019) Comes With Transferable 55 Year Warranty, Newer Windows & Professionally Landscaped Yard. Enjoy All This Fantastic Neighbourhood Has To Offer With Easy Walkability To Local Schools, Community Centre With Indoor/Outdoor Pool, Parks, Recreation Space, Shopping, Restaurants & Entertainment Plus Easy Accessibility To Transit With Eglinton LRT And Yonge Line TTC Subway Both A Short Walk Away. Offers Anytime.
48 Old Forest Hill Road, Toronto
5+1
BEDS
7
BATHS
$8,495,000
FOR SALE
From the moment you step inside this custom built Forest Hill residence, you are struck by its timeless elegance, refined transitional design, exceptional attention to detail and the highest quality finishes throughout. Masterfully designed by acclaimed architect Richard Wengle and beautifully curated by Robin Nadel Interiors, this home offers a seamless blend of luxury and functionality. Highlights include custom millwork, marble finishes, and impressive 10' and 11' ceilings throughout the main level. The chef's kitchen is a true showpiece, featuring a 10' centre island with breakfast bar, separate pantry and servery, and a bright breakfast area with two walk-outs to private terraces. Family room with custom built-ins, main floor office, a formal living room with a wood-burning fireplace, and a grand dining room with servery access complete the thoughtfully designed main floor. The second level offers rarely offered five spacious bedrooms and 4 bathrooms. The primary suite is a private retreat, complete with his and hers walk-in closets and a stunning spa-inspired ensuite that rivals a five star hotel. Vaulted ceilings, custom panelling, a linear gas fireplace, and built-ins add warmth and sophistication. The elevator provides convenient access to all levels. The lower level has been thoughtfully designed for both relaxation and entertaining. This level features a large at grade recreation room, a custom designed mudroom with direct access to the three car garage and separate mechanical room, theatre/exercise room, a spa area with wet steam, a custom bar, and a guest suite with its own ensuite. The walk-out leads to a private beautifully landscaped, low maintenance backyard with artificial grass, an irrigation system, and a covered patio ideal for entertaining. Situated on a premium block in Forest Hill, this exceptional home offers unparalled luxury in one of Toronto's most prestigious neighbourhoods.
41 Old Forest Hill Road, Toronto
4+1
BEDS
6
BATHS
$11,900,000
FOR SALE
A rare statement of architectural distinction, this Forest Hill estate announces itself with quiet confidence and timeless elegance. Designed by award winning architect Richard Wengle and nominated for Luxury Home of the Year, this stately custom residence offers approximately 7,300 square feet of impeccably finished interior space, recently reimagined to exacting bespoke standards.Every detail reflects craftsmanship at the highest level. A slate tile roof and Indiana limestone exterior create a commanding first impression, while the interiors unfold with soaring ceilings, abundant natural light, rich plaster mouldings, and refined architectural finishes. The chef's kitchen by world renowned designer Clive Christian blends beauty and functionality, anchoring the home's principal living spaces.Designed for both entertaining and everyday comfort, the residence features a steam room, trophy wine cellar with brick floors and tasting area, as well as an English style panelled office with custom built shelving. Wellness and convenience are seamlessly integrated with an exercise room, built in speakers, advanced security, and an exceptionally rare six car underground garage complemented by a heated driveway. Outdoors, a landscaped in ground pool, natural stone gas fireplaces, and automated irrigation create a private setting for year round enjoyment. Moments from Yorkville, top private schools, fine dining, and picturesque parks, this is a legacy property in one of Canada's most prestigious communities.
16 Duncannon Drive, Toronto
4+1
BEDS
5
BATHS
$3,499,900
FOR SALE
Welcome to 16 Duncannon Drive! a masterfully reimagined residence in the heart of prestigious Forest Hill. This beautifully redesigned home offers the perfect blend of timeless elegance and modern luxury, situated on a coveted street just steps from top-tier schools, parks, and vibrant local amenities. Every inch of this exceptional property has been thoughtfully renovated with high-end finishes and meticulous attention to detail. The chefs kitchen is a true showpiece, featuring a Wolf gas cooktop, double wall ovens, a fully paneled refrigerator, and sleek custom cabinetry and separate serveryideal for both everyday living and entertaining in style. The spacious living and dining areas are centered around a stunning gas fireplace, creating awarm and inviting atmosphere. Wide-plank hardwood floors, refined millwork, and expansive windows complete the sophisticated design. Upstairs, the luxurious primary suite offers a private retreat, complete with a custom dressing room and spa-inspired ensuite. Additional bedrooms are generously sized, offering comfort and versatility for family or guests. A rare find in Forest Hill, the home includes a private attached garage and a double driveway, offering ample parking in a highly walkable neighborhood. Don't miss this opportunity to own a turnkey home in one of Toronto's most sought-after locations.
1177 Avenue Road, Toronto
3
BEDS
4
BATHS
$2,999,000
FOR SALE
The Briar on Avenue - Ruby. Where Classic Elegance Meets Modern Toronto Living.The Briar on Avenue is a celebration of timeless architecture and contemporary sophistication in the heart of Toronto's prestigious Lytton Park. Designed by internationally acclaimed architect Richard Wengle, meticulously built by Brightstone, and featuring interior design by Tara Fingold, this limited collection of residences reflects a harmonious balance between heritage charm and modern refinement.Tree-lined streets and manicured gardens create a picturesque setting reminiscent of old Toronto, where Georgian and Tudor-style homes exude quiet grandeur. Each residence at The Briar is a private retreat-crafted with soaring ceilings, bespoke millwork, and thoughtfully curated finishes that define understated luxury.Just beyond your doorstep lies a world of refined experiences. Avenue Road offers a curated selection of upscale boutiques, artisan cafés, and celebrated dining destinations-from Buca and Kappo Sato to Scaramouche and Auberge du Pommier. Toronto's culinary icons are all within reach. Weekend strolls lead to Lytton Sunken Gardens and Alexander Muir Memorial Gardens, where nature, art, and serenity converge.The neighbourhood lifestyle is both cultured and convenient-surrounded by prestigious schools, boutique fitness studios, and wellness retreats, with the Eglinton Crosstown LRT placing the entire city within effortless access.This is more than a home; it's a statement of refined living in one of Toronto's most enduring neighbourhoods. The Briar on Avenue. Luxuriously Lytton Park. A new level of timeless Toronto living. A world of magnificence awaits.
1173 Avenue Road, Toronto
3
BEDS
4
BATHS
$2,999,000
FOR SALE
The Briar on Avenue - Ruby. Where Classic Elegance Meets Modern Toronto Living.The Briar on Avenue is a celebration of timeless architecture and contemporary sophistication in the heart of Toronto's prestigious Lytton Park. Designed by internationally acclaimed architect Richard Wengle, meticulously built by Brightstone, and featuring interior design by Tara Fingold, this limited collection of residences reflects a harmonious balance between heritage charm and modern refinement.Tree-lined streets and manicured gardens create a picturesque setting reminiscent of old Toronto, where Georgian and Tudor-style homes exude quiet grandeur. Each residence at The Briar is a private retreat-crafted with soaring ceilings, bespoke millwork, and thoughtfully curated finishes that define understated luxury.Just beyond your doorstep lies a world of refined experiences. Avenue Road offers a curated selection of upscale boutiques, artisan cafés, and celebrated dining destinations-from Buca and Kappo Sato to Scaramouche and Auberge du Pommier. Toronto's culinary icons are all within reach. Weekend strolls lead to Lytton Sunken Gardens and Alexander Muir Memorial Gardens, where nature, art, and serenity converge.The neighbourhood lifestyle is both cultured and convenient-surrounded by prestigious schools, boutique fitness studios, and wellness retreats, with the Eglinton Crosstown LRT placing the entire city within effortless access.This is more than a home; it's a statement of refined living in one of Toronto's most enduring neighbourhoods. The Briar on Avenue. Luxuriously Lytton Park. A new level of timeless Toronto living. A world of magnificence awaits.
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