ROSEDALE

Rosedale is one of Toronto’s most exclusive and historic neighbourhoods, known for its luxury homes, ravine lots, quiet streets, and prestigious reputation. Offering a unique blend of classic architecture, luxury estates, boutique condos, and unmatched proximity to downtown Toronto, Rosedale continues to attract luxury buyers seeking elegance, privacy, and long-term value. The Chantel Crisp Real Estate Team helps clients buy and sell luxury homes in Rosedale with strategic positioning, market insight, personalized service, and a highly discreet, concierge-style approach.

Top Schools in Rosedale

Elementary:

  • Cottingham Junior Public School: 10 Fraser Score
  • Whitney Junior Public School: 9.7 Fraser Score
  • Holy Rosary Catholic Elementary School: 8.6 Fraser Score
  • Brown Junior Public School: 7.0 Fraser Score

Secondary:

  • Our Lady of Perpetual Help Catholic Secondary School: 9.7 Fraser Score
  • Rosedale Heights School of the Arts: 8.0 Fraser Score

Private:

  • The York School: Co-Ed, Grades JK -12
  • Branksome Hall: All-Girls, Grades JK-12
  • The Rosedale Day School: Co-Ed, JK-8

Homes For Sale In Rosedale + Moore Park

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  • 609 5 Rosehill Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C14130876

    609 5 Rosehill Avenue Rosedale-Moore Park Toronto M4T 3A6
    Main Photo: 609 5 Rosehill Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C14130876
    $759,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14130876
    Bedrooms:
    2
    Bathrooms:
    2
    Rare Opportunity in the Prestigious Rosehill Neighbourhood! Bright and Cozy 2-Bedroom+2-Bathroom Condo With Split Floor Plan In A Low Rise Boutique Building At Yonge & St. Clair Location. Large Primary Bedroom Offers A Walk-In Closet With Custom Built-Ins And 4-Piece Ensuite Bath. Functional Kitchen Features Breakfast Bar, Granite Countertops And Stainless Steel Appliances, Seamlessly Flowing Into the Open-concept Dining and Living Areas and Sun Filled Balcony. Freshly Painted. 1 Parking Spot and 1 Locker! Steps To Schools, Parks, Shops, Restaurants, Subway + More! More details
    Listed by ROYAL LEPAGE PEACELAND GRACE HUANG REALTY
    Chantel Crisp
  • Th101 825 Church Street in Toronto: Rosedale-Moore Park Condo Townhouse for sale (Toronto C09) : MLS®# C14132078

    Th101 825 Church Street Rosedale-Moore Park Toronto M4W 3Z4
    OPEN HOUSE: Oct 31, 2026
    01:00 PM - 03:00 PM EDT
    Open House on Saturday, October 31, 2026 1:00PM - 3:00PM
    OPEN HOUSE: Nov 01, 2026
    01:00 PM - 03:00 PM EDT
    Open House on Sunday, November 1, 2026 1:00PM - 3:00PM
    Main Photo: Th101 825 Church Street in Toronto: Rosedale-Moore Park Condo Townhouse for sale (Toronto C09)  : MLS®# C14132078
    $1,299,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14132078
    Bedrooms:
    5
    Bathrooms:
    3
    Rare 2-storey townhome in prestigious Rosedale-Moore Park! Welcome to TH101 at the Milan Condominiums, offering 1,461 sq ft of elegant living space plus a large private wrap-around terrace. This 4-bedroom plus den, 3-bathroom residence combines townhouse privacy with full-service condominium convenience, ideal for families, downsizers, or professionals seeking space without compromise. The bright main floor features open-concept living and dining rooms with hardwood floors, floor-to-ceiling windows, and a walk-out to the terrace, perfect for entertaining, gardening, or relaxing outdoors. The modern kitchen offers stainless steel appliances, quartz counters, generous cabinetry and a breakfast bar. A fourth bedroom and a 3-pc bath with a glass shower complete the main level, offering flexible space for guests, a home office, or a playroom. Upstairs, the primary bedroom features a walk-in closet and a 3-pc ensuite with a glass walk-in shower. Two additional bedrooms, a versatile den, a 4-pc main bath, and convenient upper-level laundry complete the second floor. Abundant natural light and a thoughtful layout throughout.Includes owned underground parking and an owned locker. Building amenities include 24-hour concierge, a fitness centre, an indoor pool, a theatre room, a billiards and party room, a landscaped rooftop terrace with lounge areas and fire pits, and visitor parking. Steps to Bloor-Yonge subway, Yorkville shopping and dining, the Toronto Reference Library, parks, ravine trails, schools, and the University of Toronto. Flexible possession. A rare opportunity to own in one of Toronto's most prestigious neighbourhoods! More details
    Listed by RE/MAX EXCEL TITAN
    Chantel Crisp
  • PHG 40 Rosehill Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C14132918

    PHG 40 Rosehill Avenue Rosedale-Moore Park Toronto M4T 1G5
    Main Photo: PHG 40 Rosehill Avenue in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C14132918
    $1,999,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14132918
    Bedrooms:
    4
    Bathrooms:
    3
    Downsizers seeking luxurious space will be captivated by this rare 4-bedroom, 3,206 sq.ft. south west corner penthouse. With thoughtfully designed, truly oversize rooms, this residence cocoons you in comfort and style. Ideal for entertaining, this penthouse features expansive walls of windows with sweeping skyline views, an indoor/outdoor "Muskoka" Room, and wrap around slimline balconies with transparent glass and sliding doors for uninterrupted vistas and fresh air. The home offers tall ceilings, a gracious dining room for 12, wood-burning fireplace, family room/solarium, fantastic eat-in kitchen, wet bar, large ensuite laundry room with sink, abundant storage, three parking spaces, and 2 concrete walled, entirely private locker rooms with steel fire doors (approx 10'x10' or 10'x 12' each). The building's windows were replaced and the elevator refurbished in 2019. A focus for suites of this size in the vibrant Yonge/St. Clair hub, this prestigious midrise boutique building is steps from the subway and surrounded by superb amenities: David Balfour Reservoir Park for dog walking, Rosedale Ravine walking trails, boutique shops, top dining, Loblaws, and Farm Boy. Refined, sophisticated, and uniquely spacious, this home offers exceptional scale and comfort - urban living at its most polished! Virtually staged "new look" photos showcase the alternative contemporary elegance options available to you. This is matchless value at the intersection of Summerhill, Deer Park and Moore Park! Excellent area amenities including indoor pool in condo. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    Chantel Crisp
  • PH3802 8 Park Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C14132946

    PH3802 8 Park Road Rosedale-Moore Park Toronto M4W 3S5
    Main Photo: PH3802 8 Park Road in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C14132946
    $1,029,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14132946
    Bedrooms:
    3
    Bathrooms:
    2
    Rarely does an opportunity like this come along at The Penthouses of 8 Park Road! This exceptional, fully renovated corner penthouse offers spectacular, unobstructed views of the Rosedale Valley, creating a beautiful connection to nature right in the heart of downtown Toronto. Completely gutted and thoughtfully renovated from top to bottom, this residence offers an outstanding combination of style, comfort, privacy and convenience. Nothing to do but move in and enjoy!The beautifully redesigned kitchen features custom cabinetry, integrated Bosch appliances and a unique window above the sink, bringing in natural light while offering a lovely city view. Every detail has been carefully updated, including flooring, bathrooms, lighting, appliances and finishes throughout. The upgraded balcony flooring further enhances the outdoor space, providing the perfect spot to relax, entertain and enjoy the spectacular valley views.Enjoy the privacy and prestige of penthouse living in this exceptionally well-maintained building, complete with 24-hour concierge service, one parking space and one locker. An attractive maintenance fee of approximately $1,231/month includes utilities.One of the building's greatest advantages is its direct indoor access to the TTC subway, making commuting effortless in any weather. Just steps to Yorkville, Bloor Street, Rosedale, fine dining, world-class shopping and beautiful parks. Enjoy convenient access to the DVP while being surrounded by everything downtown Toronto has to offer.An ideal opportunity for those downsizing from a larger home or professionals looking for a distinctive downtown residence. A truly turn-key penthouse offering exceptional views, extensive renovations and an unbeatable location. More details
    Listed by RE/MAX REALTRON REALTY INC.
    Chantel Crisp
  • 29 Standish Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C14130340

    29 Standish Avenue Rosedale-Moore Park Toronto M4W 3B2
    OPEN HOUSE: Oct 31, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 31, 2026 2:00PM - 4:00PM
    Main Photo: 29 Standish Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C14130340
    $2,645,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14130340
    Bedrooms:
    4
    Bathrooms:
    4
    A Private Retreat With Just Over 3300 Square Feet Of Functional Living Space On 3 Levels. An Extraordinary Setting. Tucked Away On One Of North Rosedale's Most Coveted Streets And Just A Mere 150 M From Picturesque Chorley Park. This Detached, 3+1 Bedroom, 3.5-Bathroom Home Offers A Rare Combination Of Space, Privacy And Timeless Elegance. This Home Is Surrounded By Mature Trees And The Natural Beauty Of The Rosedale Ravine. The Setting Feels Remarkably Peaceful, Yet Remains Connected To Everything The City Has To Offer. Inside, Generous Principal Rooms Provide Wonderful Spaces For Both Everyday Family Living And Entertaining, Including A Formal Living Room And Dining Room, Inviting Main Floor Family Room And Three Wood-Burning Fireplaces That Add Warmth And Character Throughout. The Well-Appointed Kitchen Features Premium Appliances, Including A Viking Gas Range And Oven, While The Excavated Lower Level Offers Impressive Ceiling Height And Exceptional Versatility, With An Additional Bedroom, Kitchenette And Separate Side Entrance, Ideal For Guests Or Nanny Accommodations. Outdoors, Discover A Truly Spectacular Backyard Oasis. Beautifully Landscaped And Exceptionally Private, This Inviting Retreat Features Mature Trees, Lush Gardens, Thoughtfully Designed Dining And Seating Areas, Outdoor Lighting And A Fire Pit For Memorable Evenings Outdoors. Complete With Private Parking For One Car, And Just A Short Stroll To Chorley Park's Scenic Walking Trails, Summerhill Market, Excellent Schools (Branksome Hall & Whitney Junior P.S) And Neighbourhood Amenities. This Is A Rare Opportunity To Enjoy The Serenity Of North Rosedale Without Sacrificing The Convenience Of City Living. An Extraordinary Home In An Equally Extraordinary Setting. Let Your Next Chapter Begin. Public Open House, Sat. Oct 31st 2-4 PM. More details
    Listed by RE/MAX HALLMARK REALTY LTD.
    Chantel Crisp
  • 39 Standish Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C14120018

    39 Standish Avenue Rosedale-Moore Park Toronto M4W 3B2
    Main Photo: 39 Standish Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C14120018
    $1,980,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14120018
    Bedrooms:
    6
    Bathrooms:
    4
    Three Distinct Paths. One Exceptional Rosedale Address. In one of Toronto's most coveted neighbourhoods, this versatile property presents a rare opportunity at a price point seldom found in Rosedale. With three self-contained units and an attractive existing income stream, the property offers a choice of possibilities, each with its own appeal. For those envisioning a substantial single-family residence, the property offers the opportunity to reimagine the existing footprint and create a home tailored to your vision, in an established neighbourhood renowned for its tree-lined streets and excellent schools. Alternatively, enjoy a more manageable living space while retaining two tenanted units to generate income and help offset carrying costs. A compelling proposition for those seeking a foothold in Rosedale without the commitment of a larger home. For the investor, the existing configuration and rental income offer an opportunity to acquire a multi-unit property in a premier location, with flexibility for the future. Whether your plans are to transform, occupy and earn, or invest and hold, the possibilities are as appealing as the address itself. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    Chantel Crisp
  • 417 1177 Yonge Street in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C14121076

    417 1177 Yonge Street Rosedale-Moore Park Toronto M4T 2Y4
    Main Photo: 417 1177 Yonge Street in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C14121076
    $629,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14121076
    Bedrooms:
    1
    Bathrooms:
    1
    Exceptional space in Summerhill. Set within The Ports, a low-rise condominium with 24-hour concierge, this completely renovated, expansive one-bedroom suite offers an impressive blend of understated luxury, generous proportions and an enviable connection to nature in one of midtown Toronto's most coveted neighbourhoods. Approximately 1,000 square feet of interior living space, south-facing and filled with natural light, the open-concept interior is defined by a spacious living and dining area, a beautifully appointed kitchen and a well-proportioned bedroom offering a quiet, private setting. Every closet features custom organizers, while the oversized walk-in closet offers ample wardrobe space. The four-piece bathroom is finished with high-end Ciot tile throughout and features a large soaker tub. A separate, oversized ensuite laundry room adds an uncommon level of convenience. The Ports offers an exceptional array of private amenities rarely found in the neighbourhood, including beautifully landscaped gardens with gazebos, BBQs and a tennis court- a hidden retreat set within the heart of Summerhill. Residents also have access to a well-equipped gym and private party room. Just beyond the property, David A. Balfour Park provides an immediate connection to nature, with access to ravine and valley trails that extend through the green space and ultimately lead to Evergreen Brick Works, placing an extraordinary network of trails and parkland right at the end of the street. The suite also includes an oversized private locker, ideally positioned beside the parking space and features extensive custom built-in shelving. Just moments from Summerhill subway station and the boutiques, cafes and restaurants of Yonge Street, this exceptional residence offers a rare combination of expansive proportions, elevated finishes, exceptional amenities and an enviable connection to nature in one of midtown Toronto's most established and sought-after neighbourhoods. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    Chantel Crisp
  • 63 Astley Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C14121724

    63 Astley Avenue Rosedale-Moore Park Toronto M4W 3B5
    OPEN HOUSE: Oct 31, 2026
    01:00 PM - 03:00 PM EDT
    Open House on Saturday, October 31, 2026 1:00PM - 3:00PM
    OPEN HOUSE: Nov 01, 2026
    01:00 PM - 03:00 PM EDT
    Open House on Sunday, November 1, 2026 1:00PM - 3:00PM
    Main Photo: 63 Astley Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C14121724
    $2,149,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C14121724
    Bedrooms:
    4
    Bathrooms:
    2
    A Ravine Retreat on a Quiet Rosedale Street! This beautifully renovated modern 3+1 bedroom, 2 bathroom detached gem sits on a quiet North Rosedale street, backing onto a breathtaking ravine with no neighbours behind, just nature & total tranquility. Modern living shines the moment you arrive, with a private parking pad, freshly landscaped front, custom stone planter wall framing lush perennial gardens & a charming covered porch. Inside, the bright open concept main floor shines with modern finishes, pot lights & a brand new remote controlled gas fireplace set in custom cabinetry. A large new picture window with smart electric roller blinds frames the tree lined street. The chef's kitchen will win your heart, with a massive Sub Zero fridge, gas range, wine & beer fridge, butcher block counters, magnetic knife wall, reverse osmosis water filter & breakfast bar, plus a separate dining room for hosting. Double doors open to a huge composite deck overlooking the ravine, a private retreat that's stunning in every season. Upstairs, new runners lead to three bedrooms, including a spacious primary & a large second bedroom with custom built ins, plus a renovated spa inspired bathroom. The finished lower level delivers a fourth bedroom with a walk in closet & bathroom, a professional office with a drilled in safe, a play & TV area, laundry tucked behind custom cabinetry & a secret reading nook under the stairs the kids will love. Fully smart enabled, with a facial recognition front lock, Ring alarm & camera, smart thermostat, app controlled fireplace, blinds & lights, plus USB C ports & network hubs throughout. Built for the future, with second floor supports, upgraded HVAC & capped ducts in place for a potential third storey or rear addition (buyer to verify). Steps to Summerhill Market, Chorley Park, ravine trails & Evergreen Brick Works, near top public & private schools. Rick Astley promised he'd never give you up. Once you're home on Astley, you won't either. More details
    Listed by SAGE REAL ESTATE LIMITED
    Chantel Crisp
  • PH1 409 Bloor Street E in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C14121898

    PH1 409 Bloor Street E Rosedale-Moore Park Toronto M4W 1H7
    Main Photo: PH1 409 Bloor Street E in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C14121898
    $2,995,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14121898
    Bedrooms:
    4
    Bathrooms:
    5
    A ONE-OF-A-KIND TORONTO PENTHOUSE, NEWLY RENOVATED. An extraordinary offering, this spectacular two-level, 5,000-square-foot penthouse encompasses the entire footprint of the building, delivering an exceptional sense of space, privacy and architectural distinction. Located in an exclusive boutique residence of just 23 suites, this remarkable home has been newly renovated with four bedrooms, new flooring and an updated bathroom.The dramatic great room is defined by soaring 16-foot ceilings, floor-to-ceiling windows and a striking curved steel staircase. Expansive windows wrap around three corners of Bloor Street, capturing breathtaking, unobstructed views over the lush treetops of Rosedale, the downtown skyline and the waterfront beyond. A spectacular rooftop conservatory opens onto a private 700-square-foot terrace, creating an extraordinary setting for entertaining or simply taking in the panoramic city views. Luxurious finishes, a custom-designed eat-in kitchen and generously proportioned principal rooms further distinguish this exceptional residence. Offering the ultimate in privacy and convenience, the penthouse features direct elevator access into the suite, a private double-car garage within the underground parking and a large storage locker. Ideally situated just minutes from Yorkville, the subway, Rosedale Ravine, the DVP and downtown Toronto, this remarkable residence combines the scale and sophistication of Manhattan-style living with the best of Toronto's urban lifestyle. A truly rare and distinctive offering. More details
    Listed by Johnston & Daniel
    Chantel Crisp
  • 913 20 Scrivener Square in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09) : MLS®# C14122622

    913 20 Scrivener Square Rosedale-Moore Park Toronto M4W 3X9
    Main Photo: 913 20 Scrivener Square in Toronto: Rosedale-Moore Park Condo Apartment for sale (Toronto C09)  : MLS®# C14122622
    $900,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C14122622
    Bedrooms:
    2
    Bathrooms:
    1
    "Don't miss this Gem" situated in sought-after Scrivener Square, overlooking Rosedale, Summerhill and park, surrounded with beautiful trees and greenery; this south facing suite is flooded with natural light; the floor plan provides a gracious living room with a gas fireplace, perfect for home comfort and entertaining; walk-out to a large balcony big enough to accommodate a table, chairs/lounge; brand new wood floors throughout, renovated bathroom, freshly painted, including the kitchen cupboards; bright with open concept kitchen and centre island providing lots of storage; 2 spacious bedrooms; primary bedroom has a large walk-in closet and semi-ensuite bathroom which also provides privacy for your guests; 2nd bedroom has a double closet; 9' ceilings T/O; great building amenities include: 24-hour concierge desk; fitness facilities, party and meeting rooms, guest suites, visitor's parking; steps to great shops, Rosedale subway, convenience stores, first class restaurants, entertainment, ravine trails, etc; all of which provide for top-class urban living; 1 parking and 1 locker included; pet policy includes 2 dogs/no weight restrictions. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    Chantel Crisp
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    Residential Condo & Other
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Data was last updated October 31, 2026 at 12:15 AM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.