Refine Search
Map
Sort by
$1,600,000
5 Beds ⋅ 3 Baths ⋅ C13765214 MLS
Rare opportunity on one of the Annex's most desirable, family-friendly streets - a quiet single-block stretch of Howland Avenue - this classic red-brick home blends timeless character with exceptional urban convenience at the base of historic Davenport Escarpment. Step past the lush, shaded front porch into an inviting sanctuary offering impressive space, flexible functionality, and endless potential as a single-family retreat. The expansive open-concept main floor features a seamless living and dining area highlighted by a stunning stained glass transom, alongside an updated kitchen with a cozy sitting area that steps down to a recently landscaped, deep, and serene backyard tailored for weekend gatherings and quiet relaxation. The second level hosts a spacious primary bedroom with a private balcony, plus a versatile second bedroom or study featuring its own private outdoor deck. Up on the top floor, you will find two additional large, light-filled bedrooms, a two-piece bathroom, and a convenient upper-level laundry room. Adding incredible versatility, the functional lower level offers a separate entrance, making it ideal for a rec room and a fifth bedroom or guest suite. Located in the heart of Toronto's iconic Annex neighborhood, this character-filled sanctuary offers rare urban tranquility just steps to top-rated schools, parks, transit, and fine dining. Quiet family living with to-tier urban convenience.

356 Howland Avenue, Toronto
$1,695,000
4 Beds ⋅ 3 Baths ⋅ C13758844 MLS
Tucked into one of Toronto's most distinctive neighbourhoods at the foot of Casa Loma, 738 Huron feels instantly welcoming. Behind its classic brick façade, this wide semi offers generous principal rooms, beautiful original details and a layout that unfolds far beyond what you might expect from the street with approximately 1,800 sq. ft. above grade. Restored leaded glass, hardwood floors, crown mouldings and a decorative fireplace give the living and dining rooms warmth and personality, while the rear of the house opens into the space that truly sets this home apart. The sun-filled family room addition is the heart of the house, featuring exposed brick, a gas fireplace, a powder room and striking wrought-iron French doors opening directly onto the garden. It is relaxed, inviting and connected to the outdoors. The adjoining eat-in kitchen offers excellent storage, stone counters, stainless steel appliances Upstairs are two generous bedrooms and a spacious family bathroom with both a soaker tub and glass shower. Above, the finished third-floor loft provides an entirely different kind of space: bright, private and flexible, with a skylight, large window, storage and charming views toward Casa Loma. Use it as a bedroom, office, studio, or playroom. The lower level adds even more versatility, with a separate side entrance, three-piece bath, storage and additional living space well suited to a live-in nanny, guests, teens, work-from-home needs or extended family. Then there is the garden. Mature, beautifully established and exceptionally private, with flagstone and layered greenery, it feels like a tranquil retreat from the city around it. Legal front pad parking completes the package. All of this in an exceptionally central location, steps to Dupont Subway Station, walking distance to the shops, restaurants, and amenities in Yorkville, the Annex and Yonge & St Clair. Top rated public and private schools including Brown & Deer Park, Mabin, Waldorf, York, ICS and more.

738 Huron Street, Toronto
$4,498,000
6 Beds ⋅ 4 Baths ⋅ C13752540 MLS
Renovate and restore this original home, or start fresh with a new custom build. The generous 50' frontage and 150' depth, prime South Hill location, and south-facing orientation make this a compelling site for a discerning buyer, renovator, or builder. Set on a coveted 50 x 150' lot on one of South Hill's best blocks, this south-facing three-storey home offers five bedrooms and four bathrooms in original condition - a rare opportunity on an exceptional footprint.

219 Balmoral Avenue, Toronto
$2,650,000
4 Beds ⋅ 4 Baths ⋅ C13752178 MLS
Tucked into the exclusive pocket of South Hill, this is a home that quietly announces itself to those who know where to look. Set along a serene street framed by Toronto's most esteemed heritage estates, the property offers a rare sense of calm. Completely transformed in 2023, this is an unmatched renovation executed down to the studs by VFA Architecture + Design with almost 2,300 total sq ft. Every detail reflects intentional design, practical and stylish, setting a new tone for a modern South Hill family or executive couple. The reimagined main floor unfolds with ease - inviting sitting rooms, a flexible, light-filled workspace, exposed brick & heated stone floors. At the rear, a custom kitchen now anchors the home, relocated to capture garden views. With an abundance of storage a generous centre island, and a cozy breakfast room wrapped in floor-to-ceiling glass. Upstairs, a bright design-forward staircase leads to 3 well-appointed bedrooms. The primary suite is a retreat of its own, with bespoke wall-to-wall closets w integrated lighting & tranquil treetop views, complemented by a spa-like ensuite bathroom. The lower is thoughtfully designed with impressive ceiling height & a full bathroom. With its own walk-up to the back garden, offering flexibility for a nanny or in-law suite. The reno also introduced direct garage access into a well-designed mudroom. Outdoors, a fully reimagined garden features a heated stone terrace & purposeful low-maintenance landscaping/turf. The home also offers 4 car parking, complemented by a heated stone driveway, as well front steps & rear patio. Enhanced with superior insulation, energy efficiency, whole-home air and water filtration system to every tap, this residence is as intelligent as it is beautiful. All just a moments walk from the neighbourhoods exclusive ravine network, Sir Winston Churchill Park & 2 blocks from Brown School - all things that make living on Clarendon Avenue in South Hill so special. Must see in person!

42 Clarendon Avenue, Toronto
$34,500,000
8 Beds ⋅ 11 Baths ⋅ C13737220 MLS
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.

17 Ardwold Gate, Toronto
$3,600,000
3 Beds ⋅ 5 Baths ⋅ C13727666 MLS
"Casa Loma" Incredible opportunity to live on a quiet, private street minutes from Toronto's Famed Castle. The inviting front porch has views to the architecturally perfect stables. A tasteful renovation of 4200 sq feet of living space. Main Floor formal living and dining room perfect for executive entertaining. Family living in the open concept, well appointed kitchen tandem to the convenient family room with a walk out to a recently built deck. "Other" All three second floor bedrooms have ensuite' s. Two laundry rooms: Upper and Basement. Total flexibility in the lower level with a dedicated entrance from the backyard: Nanny, In-law, Income or returning child who you wish to provide independence to but still able to keep a watchful eye. Additional Recreation Room/Home office in the lower level separate from the potential suite. Newly approved front pad parking (not yet permitted). Rare two car garage accessed by the back lane. Exceptional access to transit. George Brown College 5 minute walk. Coveted private schools, 5 minutes by car. Walk to the Greenbelt. Stroll to Forest Hill Village or one of the largest grocery stores on St. Clair. This is truly a rare find in the city.

329 Walmer Road, Toronto
$8,995,000
6 Beds ⋅ 5 Baths ⋅ C13705548 MLS
Welcome to 128 Lyndhurst Ave, a designed and renovated residence where Scandinavian-inspired design meets comfort and technology. Reimagined in 2020 with custom Millwork and furniture design by Toronto firm MSDS. Offering principal rooms and comfort, this home features over 7,000 sq. ft. of total interior living space, including six bedrooms, five bathrooms, plus an additional full bathroom in the pool house. The kitchen features custom cabinetry, Miele appliances, quartz countertops, a large island, hidden pantry, servery with pocket doors and wet bar. A primary retreat with a wrap-around private terrace, his and hers closets, and ensuite with a steam sauna and deep soaker tub. Designed for indoor-outdoor living and entertaining, the landscaped backyard with lighting and sprinkler system, is a private oasis. Enjoy a saltwater fibre glass pool with water fountain feature and integrated lighting, along with multiple composite decks perfect for hosting gatherings, gas BBQ, fire table, turf play area and wired outdoor speakers. A pool house, completed in 2021, provides an additional 1200 sqft of living space and offers a full kitchen, full bathroom, full size laundry and storage. Additional highlights: glass enclosed gym, heated bathroom floors for enhanced comfort, stunning pool view, built-in wired speakers throughout, smart home technology with seamless connectivity, monitored alarm system, and CAD5 wiring so you always have perfect wifi. Energy efficient home with spray foam insulation and aluminum window and doors. Separate entrance connecting to the mudroom where you will find ample storage space. Designed with the potential to install an elevator shaft for future use. Also, never worry about yard maintenance, this home is equipped with an irrigation system for your lawn and heated driveway and walkways so you never have to shovel again! An opportunity to own a residence offering design, technology and resort-style living in the neighbourhood of Casa Loma.

128 Lyndhurst Avenue, Toronto
$9,488,888
6 Beds ⋅ 7 Baths ⋅ C13685530 MLS
A Rare Forest Hill Landmark - Rich in History, Character & Possibility Set on an exceptional 75 x 175 ft lot in prestigious Forest Hill, this distinctive pink stone residence, built in 1913, is a rare offering of architectural character, scale and privacy. Originally a private residence, it later served as Cantab College, a boys' school during the Depression, before being acquired by the current owners in 1985 and lovingly restored from the ground up.The home offers an elegant balance of period character and modern family living. A welcoming vestibule opens to a gracious central hall, leading to a library, formal dining room with fireplace and expansive living room with bay window and fireplace. The heart of the home is an integrated kitchen, eating and family living area with a dramatic two-way fireplace, opening directly to the large patio, landscaped gardens and private swimming pool.The upper levels provide generous bedroom accommodation, including a principal bedroom with fireplace and ensuite, additional ensuite bedrooms and a substantial third-floor bedroom/sitting room with three-piece ensuite and cedar closet.The lower level features approximately seven-foot ceilings and exceptional flexibility, with a gym, private movie theatre with fireplace, bathroom, rooms historically used for live-in help, wine cellar and extensive storage. The space can readily accommodate offices, hobbies, wellness or additional living areas.A detached two-car garage and pool cabana with washroom complete the property. Minutes from Upper Canada College and B.S.S., with Forest Hill's renowned schools, parks and amenities nearby.A truly special residence offering history, character, privacy, exceptional outdoor living and the rare potential of a 75 x 175 ft lot.

287 RUSSELL HILL Road, Toronto
$6,280,000
5 Beds ⋅ 6 Baths ⋅ C13680314 MLS
This exceptional residence is a masterpiece of comfort, Exquisite Luxury Appointments Boasting State of The Art Innovation & Technology, spanning over 4,000 sqft living space, every inch of this home is designed with meticulous attention to detail. The property boasts an array of luxurious features, including an elevator to all levels, The Second Floor is a primary master suite with a private terrace, Jaw dropping walk-in closets and a 7-piece spa-like bathroom with Harvia Finland Sauna room, offering a sanctuary of relaxation. All bedrooms feature bathroom ensuite. 3 zones climate control and 2 separate laundries! Thoughtfully designed and elegantly finished with precision like craftsmanship and timeless style summoning an expression of refined taste., Enjoy living in one of Toronto's most prestigious neighbourhoods, steps to Toronto's most coveted private schools, shops and parks, truly a once in a life time opportunity as homes like this.

124 Lyndhurst Avenue, Toronto
$5,995,000
6 Beds ⋅ 5 Baths ⋅ C13658168 MLS
Hidden entirely behind a mature wall of hedges on one of South Hill's most coveted streets, this private residence on Poplar Plains Road pairs the formal pedigree of Georgian Revival with the romance of a European garden estate, offering a rare combination of scale, seclusion, and Old World character on an oversized 79.65 x 110 ft lot. A gated stone walkway leads to a grand arrival, where a classical pedimented portico framed by columns opens to a gracious foyer and sweeping main hall staircase. Inside, 6,464 square feet of stately living space unfolds with soaring ceilings, solid hardwood floors, leaded glass windows, and original detailing throughout. A formal living room with wood-burning fireplace walks out to a serene covered veranda, while the panelled formal dining room, anchored by its own fireplace, holds a true sense of occasion. At the heart of the home, a chef-calibre kitchen with honed Calacatta counters and framed cabinetry opens to a warm family room. The second floor is anchored by an elegant primary suite with a beautifully appointed ensuite, alongside two additional well-proportioned bedrooms, while the third floor offers two further bedrooms and a private retreat with office, den, and family room warmed by a gas fireplace. The lower level is dedicated to lifestyle, with a home gym and wine cellar. Outside, a covered veranda with terracotta floors overlooks a professionally landscaped garden wrapped entirely in greenery, framed by mature hedges and Japanese maples - a private oasis with the romance of a European country estate and a storybook garden chalet. Moments from Winston Churchill Park, the shops and restaurants of Yonge & St. Clair, and Toronto's most respected public and private schools, this is a setting families hold for generations. Private viewings by appointment. Virtual tour link has additional photos.

236 Poplar Plains Road, Toronto
$3,849,000
3 Beds ⋅ 5 Baths ⋅ C13623654 MLS
Welcome to 74B Rathnelly Ave - custom-built luxury home in the prestigious Republic of Rathnelly, one of Toronto's most in-demand neighbourhoods. Steps to Yorkville and close to some of Canada's top private and public schools, this is a truly rare offering with exceptional design, craftsmanship, and high-end finishes throughout.Featuring German-imported Schuco aluminum windows and doors with triple-glazed glass, wide-plank white oak flooring, and a sleek trimless modern design with drywall-groove detailing. Impeccable interior detailing includes custom wall paneling and millwork, a statement mono-beam staircase, glass railings throughout, and upgraded strip lighting/fixtures. Chef's kitchen with custom-painted cabinetry, premium Sub-Zero & Wolf (Miele Dishwasher) appliances, and natural stone countertops including Super White. Natural stone carries throughout the home (vanities, basement bar, fireplace), highlighted by a dramatic triple-sided marquee fireplace. Spa-inspired bathrooms feature CariMali Italian fixtures plus Italian tile and slab finishes with a strong focus on the Italian-slab basement.Enjoy a two-level, double-height heated basement with a large rec room and bar area. The exterior impresses with high-quality linear brick wrapping the sides/rear/walkout, extensive interlock (including interlock driveway), and a standout snow-melt heated system in the driveway, front porch, heated garage area, rear walkout, and even select portions of the backyard for year-round comfort. Entertain on the composite deck and enjoy a large backyard rarely found in the area, complete with composite fencing for a clean, modern finish.Integrated heated garage (extremely rare in the neighbourhood), two furnaces + two A/C systems, high-efficiency spray-foam insulation, smart security/speaker system, central vacuum, and more - a true turnkey statement home in an A++ location.

74B Rathnelly Avenue, Toronto
$3,575,000
4 Beds ⋅ 4 Baths ⋅ C13551378 MLS
Nestled in the prestigious South Hill neighbourhood, this residence offers over 4,200 sq. ft. of beautifully designed living space, perfectly tailored for modern family living. With striking curb appeal, lush landscaping, and a timeless brick and stone exterior, the home immediately conveys elegance and warmth. Inside, thoughtfully designed formal and open-concept spaces create an effortless flow for both everyday living and entertaining. The chef-inspired kitchen with a brand-new large centre island opens into bright, welcoming gathering areas featuring fireplaces, expansive windows, and walk-outs that seamlessly extend the living space outdoors. A private elevator connecting all levels adds both convenience and accessibility-ideal for multi-generational families or simply enhancing daily comfort. The home offers generously sized bedrooms designed for privacy and relaxation, while the expansive upper-level retreat with a private terrace provides the perfect setting for a home office, creative studio, or tranquil escape for those working from home. The fully finished walk-out lower level adds exceptional versatility with heated floors, a custom entertainment space, a full bathroom, and extensive space for family movie nights, a home gym, or a comfortable guest suite. Recent upgrades include new windows, premium appliances, modern comfort systems, and professionally designed landscaping and driveway, ensuring both beauty and peace of mind. Ideally located just moments from Toronto's top private schools, including Upper Canada College, Bishop Strachan School, York School, and De La Salle College, as well as nearby parks and transit, this exceptional home offers a rare blend of luxury, convenience, and family-friendly living in one of Toronto's most sought-after communities.

241 Poplar Plains Street, Toronto
$1,995,000
4 Beds ⋅ 4 Baths ⋅ C13521564 MLS
Attention Developers, Investors & Entrepreneurs! Welcome To The Prestigious Republic Of Rathnelly Neighbourhood, One Of Toronto's Most Sought-After Locations. A Rare Opportunity To Own A Prime Mixed-Used Property Offering Endless Possibilities For A Customized Live/Work Space, Professional Office, Income-Generating Rental Units, Or Future Redevelopment. Zoning Along This Stretch Of Avenue Road Permits A Mix Of Residential And Commercial Uses, Making This An Exceptional Investment In A Highly Desirable Area. This Full Three-Storey Brick Semi-Detached Building Is Ready For Your Vision. Whether You're Looking To Create A Unique Residence Offering A Business Below, Design Modern Office Space, Or Renovate Into Rental Units, The Potential Is Outstanding. The Property Also Features A Newer Detached Four-Car Garage Accessed Via The Rear Laneway, Which Provides Valuable Private Parking Or Additional Flexibility. A Short Walk To Summerhill, Yorkville, And Yonge & Bloor, With Convenient TTC Access And Only A 10-Mintue Walk To Summerhill Or Dupont Subway Stations. Minutes To Toronto's Downtown Core. Sold As Is, Where Is, This Property Presents An Incredible Opportunity To Renovate, Reimagine, And Make It Your Own.

278 Avenue Road, Toronto
$3,900,000
5 Beds ⋅ 5 Baths ⋅ C13489188 MLS
Client RemarksThis 5-bedroom home in the prestigious Casa Loma neighborhood offers over 3,000 sqft of luxury living. This three-storey property includes a built-in elevator and sits on a deep 272-foot ravine lot. The open-concept main floor features 10-foot ceilings and a chef's kitchen with a large island. Large windows throughout flood the space with natural light, while a walk-out provides easy access to the deck, gas BBQ and backyard. The primary retreat includes a 7-piece ensuite, a walk-through closet, and a Juliette balcony overlooking the expansive ravine lot. The four additional bedrooms are generously sized: two have private ensuites, one has a skylight and the last includes a private balcony. The lower level hosts a home theatre with towering 12-foot ceilings and a walk-up to the rear grounds, perfect for family movie nights. Ideally located just three minutes from the subway and steps from Loblaws and restaurants.

177A Lyndhurst Avenue, Toronto
$2,750,000
4 Beds ⋅ 5 Baths ⋅ C13462902 MLS
Stunning, Newly Renovated Three-Storey Modern Residence In Prime Summerhill. Just Steps From Vibrant Avenue Road. Engineered White Oak Hardwood, Italian Porcelain Tiles, And High-End Finishes Throughout. Main Floor Features Dining Room And Living Room With Fireplace, And Gourmet Kitchen Complete With Centre Island And Spacious Breakfast Area With Walkout To The Rear Garden. A Custom White Oak Staircase With Modern Acrylic Railing Leads To The 2nd Floor Featuring Two Large Bedrooms, A 6-Piece Semi-Ensuite Plus Convenient Upper Level Laundry Room. Natural Light Floods The Home Through The Majestic Skylight On The 3rd Floor Where The Primary Bedroom Offers The Ultimate Retreat With A Sprawling Walk-In Closet And Spa-Like 4-Piece Ensuite. A Fourth Bedroom Plus Additional Bathroom Complete The Level. The Partially Finished Lower Level With Powder Room Provides The Perfect Space For Your Future Custom Rec Room, Wine Room, Or Theatre Room Design. Low-Maintenance Exterior, Offering A Convenient 2-Car Private Drive, Fully Fenced Rear Garden Complete With Wood Deck Plus Fire Pit Surrounded By Mature Trees. Conveniently Located Within Walking Distance Of Dupont Station, Public Transit, Parks, Shops And Restaurants Of Summerhill And Yorkville.

231 Macpherson Avenue, Toronto
$3,980,000
6 Beds ⋅ 4 Baths ⋅ C13171166 MLS
This elegant detached three-storey, six-bedroom family home sits on a spectacular 50 x 154 ft. pool size lot in the heart of South Forest Hill. With ample backyard space, create your own personal oasis, and never feel the need to escape the city. The original 1916 build has been completely reimagined through a meticulous back-to-the-studs renovation, seamlessly blending timeless architectural character with contemporary finishes. Offering expansive principal rooms in a 4,000 square-foot layout ideal for both family living and entertaining, this residence delivers modern pleasures and comfort. Located just steps from the shopping and dining of Forest Hill Village, and the green spaces and recreational amenities of Winston Churchill Park, this property is also walking distance from prestigious schools like Upper Canada College, Bishop Strachan School, and St. Michael's College. A unique opportunity to afford entrance into one of Toronto's most exclusive neighbourhoods, this family home is a rare offering that balances history, location, and lifestyle with attainable price.

3 Shorncliffe Avenue, Toronto
$12,900,000
6 Beds ⋅ 7 Baths ⋅ C12502300 MLS
This remarkable residence stands apart among Forest Hill's most architecturally sophisticated homes. Designed & lived in by the current owners for their young family, its adaptable 8,345' layout easily accommodates executive lifestyles-from entertaining with ease to family-focused living where the stunning Kit can seamlessly open to the adjoining DR & Fam areas, & the lower media room/play room may be a children's play room or creative studio. Balancing warmth with precision, the interiors evoke serene modernism through tactile finishes & finely measured detail. Pale oak, bronze fixtures, honed limestone, & softly textured surfaces create a natural palette that diffuses light with quiet luxury. Expansive windows frame curated garden views, merging the exquisite interiors with the lush landscape. Featured in design publications, the home, built by Whitehall Homes, embodies elevated craftsmanship, soaring 11' clgs, Venetian plaster, de Gournay, molded & panelled walls, & a circular DR complemented by an elegant cherrywood study. Two offices on the main & a 14' high Library offer exceptional versatility for modern professionals. Thoughtful updates include gallery-grade lighting ('21), a Bloomsbury kitchen with servery & adjoining mudroom ('18/19), refinished rift-sawn oak herringbone floors ('18), & exquisite terraces & gardens by Janet Rosenberg ('17/18). Exemplary appointments include 2 1/4" thick veneered & hand-waxed crotch mahogany doors with custom Nanz hardware, a 31' grand hall anchored by a dramatic 3-floor split staircase, Scalamandré silk-upholstered walls in the Fam Rm, & a sumptuous PR suite featuring a vaulted Atrium Sitting area, dual ensuites with sep dressing zones, & handwoven silk broadloom. A light-filled 28' Hall Sitting area overlooks the grounds & striking Library. The lower provides a 5th & 6th BDRM, a fabulous Media/Play Rm, wine storage, a fitness or yoga studio, lots of storage & Lau. Radiant-heated floors in principal rooms.

10 Shorncliffe Avenue, Toronto