Rosedale-Moore Park Homes with 100+ Approx Age

Rosedale-Moore Park Homes with 100+ Approx Age

Welcome to Rosedale-Moore Park, one of Toronto's most enchanting neighborhoods that effortlessly blends historical charm with modern living. Nestled in the heart of the city, this picturesque area is renowned for its lush landscapes, tree-lined streets, and a rich tapestry of architectural styles that tell stories from a bygone era.

As you stroll through Rosedale-Moore Park, you'll be captivated by the stunning homes, many of which boast an impressive age of over 100 years. These residences showcase exquisite craftsmanship and timeless designs, from grand Victorian mansions to cozy Arts and Crafts bungalows. Each home is unique, reflecting the neighborhood’s historical significance while offering modern amenities that today’s homeowners desire.

The community is not just about beautiful homes; it’s a lifestyle. Rosedale-Moore Park is adorned with vibrant parks, including the expansive Rosedale Ravine, which provides a serene escape from the hustle and bustle of city life. Families and nature lovers alike will appreciate the abundance of walking trails, picnic spots, and playgrounds. The area also boasts excellent schools, making it a desirable location for families.

With its close proximity to downtown Toronto, residents enjoy easy access to a plethora of dining, shopping, and cultural experiences. Whether you’re sipping coffee in a quaint café or attending a local art exhibit, Rosedale-Moore Park offers a vibrant community atmosphere that is hard to resist.

Discover the charm of Rosedale-Moore Park, where history meets contemporary living, and find your dream home in this captivating neighborhood!

Newest Rosedale-Moore Park Homes with 100+ Approx Age

$3,750,000
5 Beds ⋅ 5 Baths ⋅ C13818260 MLS
There's a certain kind of house that feels made for family life, and 106 Highland Avenue is exactly that. Set well back from the street on an exceptional 39' x 150' lot in prime North Rosedale, this handsome red-brick semi offers privacy, space and permanence. Approximately 4,000 sf (total). Completely renovated in 2015 by architect Peter Higgins, it pairs remarkable craftsmanship with thoughtful, enduring design. Step into the foyer, where heated floors & a fluted wood feature wall offer the first glimpse of the detail found throughout. The main floor features a chef's kitchen with Wolf & Miele appliances and generous island seating, opening to a large dining area. Beyond, the family room overlooks the expansive rear garden, while the elegant living room features a gas fireplace & stone mantel. Upstairs, the private primary suite offers 2 walk-in closets, its own gas fireplace, & a beautifully appointed ensuite with deep soaker tub. A 2nd spacious bedroom includes a 4-piece ensuite & walk-in closet. The 3rd floor features 2 oversized, light-filled bedrooms with custom built-ins, a shared 3-piece bath and an additional laundry room. The L/L is exceptionally functional, with high ceilings & a walkout. A heated-floor mudroom provides plenty of storage, while the expansive rec room offers space to play & work, including a dedicated office area. An additional bedroom or gym, 3-piece bath & laundry room complete the level. Outside, the rear garden is beautifully centred around an elegant fountain, creating a tranquil setting for entertaining. A long private driveway & the home's generous setback create an added sense of privacy, while a covered side storage area keeps bikes, & all the equipment of family life neatly out of the way. Walk to Summerhill Market for Saturday-morning groceries, wander the nearby ravine trails, & enjoy close proximity to Branksome Hall & Whitney Junior P.S.- all while coming home to a quiet, established North Rosedale street.

106 Highland Avenue, Toronto
$1,399,000
3 Beds ⋅ 2 Baths ⋅ C13814888 MLS
Best Priced Home In Rosedale! Fully Upgraded Luxury Home in the Highly Sought-After Rosedale-Moore Park Community. Originally a 3-Bedroom Semi-Detached, This Home Has Been Converted to 2 Spacious Bedrooms. This Exceptional Residence Features a Brand-New Custom Kitchen With Butcher Block Countertops, Designer Backsplash, Ceramic Tile Flooring, Premium Stainless Steel Appliances, and a Walkout to a Private Deck Perfect for Relaxing or Entertaining. The Renovated Bathrooms Offer Stylish Subway Tile Surrounds and Elegant Ceramic Flooring, While Hardwood Floors, Pot Lights, and Fresh Neutral Paint Create a Bright, Modern Atmosphere Throughout the Home. The Open-Concept Living and Dining Area Is Thoughtfully Designed for Comfortable Everyday Living and Effortless Entertaining. The Entire Third Floor Is Dedicated to a Private Primary Retreat Featuring a Spa-Inspired Ensuite and an Expansive Mirrored Closet. The Fully Finished Basement Offers a Spacious Recreation Room, Additional Space Ideal for a Bedroom, Home Office, or Gym, and a Separate Entrance for Added Flexibility. A Brand-New High-Efficiency Furnace and a Brand-New A/C Unit Has Just Been Installed. Step Outside to a Tranquil, Fully Fenced Backyard Oasis Surrounded by Mature Trees, Offering Exceptional Privacy and a Peaceful, Zen-Like Setting Perfect for Outdoor Living and Entertaining. Ideally Located Just Steps From Chorley Park, Scenic Ravine Trails, Evergreen Brick Works, Top-Rated Schools, Upscale Grocers, Boutique Shops, Cafés, and Convenient TTC Access, This Home Offers the Perfect Blend of Luxury, Nature, and Urban Convenience in One of Toronto's Most Prestigious Neighbourhoods. ***Please Note: The Listing Photos Have Been Enhanced With AI To Show Potential Décor And Layout Ideas. The Property's Structure Is Accurately Shown, But The Interiors Are Virtually Staged. This Is To Help Envision Possibilities, Not To Reflect Actual Furnishings***

337 Glen Road, Toronto
$2,649,000
5 Beds ⋅ 3 Baths ⋅ C13809074 MLS
ELEGANT EDGEWOOD Beautifully renovated and completely turnkey, this elegant North Rosedale home is tucked away on one of the neighbourhood's most coveted cul-de-sacs - a quiet, private setting with a wonderful sense of community. The main floor is bright with an open-concept layout designed for both everyday living and effortless entertaining.Upstairs, the spacious primary suite is a serene retreat, complemented by a spa-inspired bathroom and freestanding tub. The generous second bedroom offers plenty of space and flexibility for a guest room, home office or growing family. The light-filled third floor adds another layer of living space, equally suited to a children's retreat, playroom, study or relaxed family room. It's the kind of flexible space that evolves with the needs of a family. Outside, the private, low-maintenance backyard feels like a natural extension of the home. There's ample space for outdoor dining, summer entertaining and laid back afternoons, with a gas line already in place for the BBQ. Set in one of Toronto's most established and sought-after neighbourhoods, the home is moments from amazing parks, exceptional schools and the everyday conveniences of the city, including highly regarded Whitney Public School. A refined, thoughtfully renovated home in an exceptionally special North Rosedale setting.

32 Edgewood Crescent, Toronto
$5,600,000
6 Beds ⋅ 5 Baths ⋅ C13799918 MLS
Newly renovated from top to bottom, this stately five-bedroom residence is set on one of North Rosedale's most private and established streets, offering the very best of Rosedale living-refined, timeless & beautifully appointed throughout. The main level features luxurious herringbone floors. A timeless kitchen, anchored by a Wolf range & expansive centre island, flows seamlessly into the adjoining family room. Both spaces open to the rear yard & deck through wall-to-wall picture windows, while a gas fireplace warms the heart of the home. A formal dining room suits family gatherings, while a versatile living room-with its own gas fireplace-works equally well as an elegant sitting room, home office or piano room. A side entrance from the driveway adds everyday convenience. Upstairs, the generous primary suite features a sizeable walk-in closet & completely reimagined five-piece ensuite with sophisticated finishes. French doors open to a south-facing balcony overlooking the rear yard. Two well-proportioned secondary bedrooms, a four-piece family bathroom & brand-new hardwood floors complete the second level. The third floor offers two additional bedrooms: a spacious room with a walk-in closet & private south-facing balcony overlooking the treetops, plus a second ideally suited to children or guests. An additional four-piece bathroom completes this level. Heated floors extend throughout the lower level, featuring a sizeable recreation room with gas fireplace, dedicated gym enclosed by a full glass partition wall, sixth bedroom & three-piece bathroom with curbless shower. Outside, a resort-style backyard awaits, with a concrete pool & integrated hot tub, cabana with cedar sauna, pergola & multiple seating areas creating a private oasis for effortless al fresco entertaining. Steps from Chorley & Rosedale Park, the boutique shops of Summerhill Avenue, this newly transformed residence presents a rare opportunity to secure one of North Rosedale's most coveted addresses.

37 St Andrews Gardens, Toronto
$5,295,000
3 Beds ⋅ 3 Baths ⋅ C13792396 MLS
A remarkable opportunity to live in this prime Rosedale location in a space that has been transformed into total perfection. This editorial worthy masterpiece is approx 3,500 sf of bright living space. The grand great room (originally a ballroom) will become the focus of your life with the impressive stone wood-burning fireplace and decorative plaster ceiling. Perfect for entertaining and flows out to the large picturesque terrace. The bright family-sized kitchen is stunning with top-of-the-line appliances and finishes. Relax in the family room with a gas fireplace and custom millwork. Spacious primary suite with walk-in closet and attached dressing room and office, and stunning 5-piece spa-like ensuite. There are multiple walk-outs to a sublime terrace overlooking the trees of Rosedale and the skyline beyond. The lower level has a great multiple purpose room (currently used as a gym) and bedroom with ensuite. The deep history of this Rosedale mansion, which once housed Sir Henry Pellatt (of Casa Loma), can be felt throughout with timeless details and points of interest. Intricate moulding details, arched doorways, stone wood-burning fireplace, and a spectacular grand staircase with a showpiece chandelier. Three car parking: [two surface parking spaces at front of house plus one garage parking]. The location cannot be beat. Walk to Yonge St amenities, Subway, and green spaces. This magnificent, unique, and stylish home is perfect for those looking for modern living in the coveted Rosedale neighbourhood.

78 Crescent Road Unit 2, Toronto
$3,999,000
4 Beds ⋅ 4 Baths ⋅ C13787722 MLS
Tucked along one of Rosedale's most coveted streets, 43 Whitehall Road is a rare offering: an impeccably finished residence with the pedigree of the neighbourhood and the flexibility today's most discerning buyers are looking for. Beyond the classic façade, over 3,000 square feet of beautifully appointed living unfolds across two finished levels - four bedrooms, four bathrooms, and interiors finished to an exacting standard, where timeless architecture meets a considered, modern sensibility. What truly sets this home apart is what comes next. A fully permitted and roughed-in third floor and basement add an additional 1800 square feet - waiting for the next owner's own touches. It's a rare canvas: the freedom to enjoy the home as it is, a grand single-family residence, or to thoughtfully introduce income potential. The vision is approved; the possibilities are yours. All told, that's over 4,500 square feet of potential on one of Toronto's most distinguished streets - impeccably finished today, and ready to become entirely your own. And the location is second to none. Enjoy a quick stroll to the shops and cafés of Summerhill, and settle into one of the city's most sought-after school catchments - served by top-rated public and private schools including Whitney Junior Public School, Our Lady of Perpetual Help, and Branksome Hall. This is Rosedale living with room to dream - a distinguished address, exquisitely finished, and ready for its next chapter.

43 Whitehall Road, Toronto
$1,599,000
5 Beds ⋅ 3 Baths ⋅ C13782304 MLS
Welcome to 112 Rose Park Drive, an exceptionally rare 4-bedroom, 25-ft-wide semi-detached home in the heart of Moore Park. Beautifully updated & entirely turnkey, this special residence offers space & functionality so rarely found. A deep, covered front veranda offers a sheltered spot to gather, complete w/a custom-crafted built-in bench w/storage. Step inside to a gracious, oversized foyer & bright, generous principal rooms w/refinished hardwood floors, crown mouldings & gas fireplace. A main-floor powder room & abundant storage add everyday practicality. Upstairs are 4 well-proportioned bedrooms & a charming second-floor balcony overlooking the garden. Extensive improvements include new windows throughout & new A/C. See attachments for a complete list of upgrades. The finished lower level w/separate entrance provides flexible additional living space. Outside, the fully fenced & landscaped backyard features a new glass-railed patio, perfect for outdoor dining & entertaining. Approved plans for a rear garden suite offer exciting future potential. And then there is the Moore Park lifestyle! Walk the kids to Whitney Public School or OLPH, stroll the ravine & Beltline trails with coffee in hand, or spend summer days at Moorevale Park w/its splash pad, playground, tennis courts, sports fields, programs & camps. Schools, green space & community are steps from your door. Walk to shops, restaurants & TTC at Yonge & St. Clair, w/Summerhill, Leaside & downtown close by. Rear garage & parking for 2 cars complete this rare offering.4 bedrooms. 25 ft wide. 2-car parking. Garden suite opportunity. Turnkey living in Moore Park. A truly special place to put down roots. *Some photos have been virtually staged.

112 Rose Park Drive, Toronto
$5,495,000
6 Beds ⋅ 5 Baths ⋅ C13753998 MLS
Set discreetly behind a wall of mature hedges, this grand Rosedale residence occupies a remarkable bright corner lot, its width and setting allowing for a scale and presence rarely found. Manicured front gardens feel like the pages of a magazine and introduce a home where beautiful proportions, original character and thoughtful renovation come together effortlessly. The expansive main floor retains the elegance of formal living and dining rooms + a grand foyer, while a renovated kitchen opens to a generous family room with coffered ceilings and oversized character windows. A private office like a sun room and substantial mudroom with exceptional floor-to-ceiling storage and a separate side entrance offering a natural connection to the lower level nanny suite. The completely reconfigured and beautifully renovated second floor is devoted to two impressive bedroom suites. The primary is particularly exceptional, with a beautifully scaled ensuite and steam shower and dream walk-in closet. Two additional bedrooms occupy the third floor alongside a second laundry area, and a relaxed family room, an ideal space for children, guests or potential fifth bedroom. Outside, the property becomes its own private world. Lush gardens surround a saltwater pool with waterfall, outdoor kitchen, stone terrace and covered, heated pergola with outdoor fireplace and television, creating a backyard designed to be lived in from spring through fall. A private driveway accommodates 2+ cars, while the garage offers parking for up to 3 with the existing lift. Generous in proportion yet remarkably private, this is a Rosedale home of exceptional space and presence, both inside and out.

43 Maple Avenue, Toronto
$1,680,000
4 Beds ⋅ 2 Baths ⋅ C13732964 MLS
Welcome to 168 Moore Avenue, where timeless character meets sophisticated modern living in coveted Moore Park. Meticulously renovated from top to bottom, this move-in-ready home has been thoughtfully reimagined to improve flow and functionality while preserving the warmth and defined living spaces that give a classic Toronto home its enduring appeal.At its heart, a beautifully restored, WETT-certified wood-burning fireplace creates an authentic and inviting focal point-a rare luxury in the city. Extensive improvements include updated electrical with no knob-and-tube, upgraded plumbing, modern lighting and beautifully refinished interiors throughout. The stylish kitchen and bathrooms have been extensively rebuilt and upgraded, while the finished lower level adds valuable living space with a custom three-piece bath and dedicated laundry.Step outside and discover one of the home's greatest assets: a remarkably deep, private, tree-lined backyard that feels like a retreat from the city. An expansive deck extends the living space outdoors, while the powered garden studio/cabana offers exceptional flexibility as a home office, gym, creative studio or playhouse.Set in one of Toronto's most established and sought-after neighbourhoods, moments from excellent schools, parks, ravine trails, transit, shops and downtown, 168 Moore Avenue offers the increasingly rare combination of character, comprehensive renovations, exceptional outdoor space and true move-in-ready living. A distinctive Moore Park opportunity-simply move in and enjoy.

168 Moore Avenue, Toronto
$4,245,000
6 Beds ⋅ 5 Baths ⋅ C13622090 MLS
An exceptionally refined, fully renovated five-bedroom residence tucked into one of Summerhill's most peaceful enclaves. Perfectly positioned just steps from the subway, David Balfour Ravine, Yonge & St. Clair, and some of the city's most sought-after schools and private athletic clubs. Stroll to Rosedale's boutiques and Toronto's flagship LCBO, or wander wooded trails leading to the Brickworks Farmers' Market. Every inch of this home reflects thoughtful design and uncompromising quality. Five bedrooms plus a flexible additional space, paired with five beautifully finished baths. Premium windows and doors throughout, custom modern window treatments, and extensive integrated storage one very level. The chef's kitchen is both striking and functional, featuring Sub-Zero and Wolf appliances and generous workspace ideal for entertaining. The lower level is bright and welcoming, finished to main-floor standards with heated floors, a cozy recreation room wrapped in designer wool carpeting, a dedicated home gym, and a beautifully appointed laundry room with built-in cabinetry. A functional mudroom with separate entrance adds everyday ease. The third floor offers a private retreat with a built-in home office or 5th bedroom with walkout to a patio and green roof-an ideal space to work, relax, or recharge. A truly turn-key home where location, craftsmanship, and livability come together seamlessly.

96 Summerhill Avenue, Toronto
$11,500,000
6 Beds ⋅ 9 Baths ⋅ C13461906 MLS
Nestled in one of Toronto's most coveted neighbourhoods, 170 Roxborough Drive stands as a testament to timeless elegance and architectural brilliance. This landmark heritage house in North Rosedale offers an unparalleled blend of history, luxury, and modern living, seamlessly woven together to create a residence that is both sophisticated and welcoming. With its impressive stone walls and meticulously designed interiors by Robert Noakes, this home is a true gem in the heart of the city, offering the utmost privacy and exclusivity. Located just moments away from Chorley Park and the vibrant Summerhill Market this home enjoys the perfect balance of quiet residential living. The expansive property boasts 120 feet of frontage, surrounded by mature trees and landscaping, ensuring complete privacy while remaining close to the pulse of the city. The substantial stonework of this landmark house reflects the craftsmanship and care that has gone into preserving its historic charm, while modern updates ensure that the home is not only beautiful but also highly functional for contemporary living. The main floor of this remarkable home offers an array of grand principal rooms that are perfect for both intimate gatherings and large-scale entertaining. With 5 generously sized bedrooms, each complemented with its own ensuite bathroom ensuring privacy, the primary bedroom is a sanctuary with 2 full bathrooms. The third level living room is a private retreat flanked by two bedrooms. Step outside into the beautifully landscaped garden where a stunning in-ground pool takes centre stage. Surrounded by flagstone terraces and greenery this outdoor oasis with a built-in BBQ, is a peaceful and luxurious retreat. The focal point of the lower level is the temperature controlled wine cellar along with a media room, billiard room, and recreation room. A direct entrance from the two car garage and a walk out to the pool storage area and garden from this level are an added benefit.

170 Roxborough Drive, Toronto
$5,795,000
5 Beds ⋅ 5 Baths ⋅ C13422080 MLS
Set along one of Rosedale's most established and private streets, 80 Binscarth Rd offers a rare combination of timeless architecture, contemporary refinement and exceptional family functionality. Set on a deep 31 x 150 ft lot within one of Rosedale's most coveted and tightly held pockets, this detached 4+1 bedroom,5 bathroom residence pairs timeless architecture with calm, contemporary interiors. Defined by quiet tree-lined streets, landmark homes, privacy and enduring long-term value, this exceptional enclave is among the finest in the neighbourhood. The home has been meticulously maintained and extensively renovated over the years with significant investment and a careful commitment to preserving its timeless Rosedale character. A refined Bulthaup kitchen with Gaggenau appliances anchors the main floor, complemented by pale oak floors, custom millwork, both gas and wood-burning fireplaces and oversized windows that flood the interiors with natural light. Formal principal rooms balance warmth and sophistication while offering seamless functionality for family living and entertaining. Upstairs, four spacious bedrooms include a serene primary retreat with a generous dressing room/walk-in closet, garden views and a beautifully updated ensuite. Secondary bathrooms have also been thoughtfully renovated with timeless finishes and exceptional attention to detail. The lower level offers excellent flexibility with a recreation/media space, gym area, additional bedroom or office, full bathroom, laundry and extensive storage. Outdoor spaces feel private and immersive, with mature landscaping, layered gardens and multiple seating areas creating a true urban retreat. A rare offering that combines architectural integrity, exceptional livability, and one of the most prestigious residential settings in Toronto.

80 Binscarth Road, Toronto
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