Find Your Home in Midtown Toronto
Welcome to the ultimate resource for finding homes in Midtown Toronto, one of the city’s most desirable and vibrant neighborhoods. Our listings feature a wide range of beautiful homes, perfect for families, professionals, and investors seeking a dynamic community with easy access to everything Toronto has to offer. Explore the best Midtown Toronto homes with our curated selection, detailed information, and expert guidance.
-
134 Pendrith Street in Toronto: Dovercourt-Wallace Emerson-Junction House for sale (Toronto W02) : MLS®# W12206105
134 Pendrith Street Toronto M6G 1R7 
$1,748,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12206105
- Bedrooms:
- 6
- Bathrooms:
- 4
In Toronto, a bustling city there is an amazing house at Dupont/Shaw - a Community - 134 Pendrith - with young and old, kids and bikes, dogs walking, people greeting each other. Christie Pits just few steps away. Walking distance to Shopping, Transportation, AAA Schools! It is a Vibrant Community. In 2015/16 it was completely renovated - New High Efficiency Boiler/Water Heater, Quality Air-Exchange System (HRV), Newer Windows -2 Electrical Meters, the finest of Italian Kitchen in the Main and Basement Units. Impeccably Maintained all 3000 sq ft living space. Presently it is a Legal Duplex + Basement Apartment w/a Private Drive for 2 cars a rarity in the community - It is Multi Functional - Perfect for Shared living, Generational Living, Investment, it can be converted to Single Family home + income or any combination that meets your needs. A unique Building with Character and Charm An Opportunity to Build Wealth . An Opportunity Unique. It must be seen - Reach out any time - Lets Chat! More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
57 Castle Frank Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12207133
57 Castle Frank Road Toronto M4W 2Z5
$3,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12207133
- Bedrooms:
- 5
- Bathrooms:
- 4
SLAY THE DRAGON AND LIVE AT CASTLE FRANK! Hold onto your hearts Rosedale: Gorgeous 1914 Craftsman with sweeping views over the gates of Drumsnab Park. With presence and poise, this home introduces itself before you even step inside through its deep front veranda that feels straight out of a fairytale among the lush and mature trees of South Rosedale. All four finished levels are elegant, expansive, and kissed with soft, natural light through many period specific leaded windows. Main floor with large principal rooms, wood burning fireplace, fabulous wainscotting and many cozy vignettes for reading and lounging. Bedroom suites upstairs are absolute sanctuaries with ample room for oversized beds, lounging, late-night chats and never wanting to leave. Finished basement with fabulous sunk-in media room and extra suite for guests, live-in help or independent teenager. Super rare and ultra private garage/parking.Minutes walk to the subway station, Craigleigh Gardens, the DVP and the Danforth. Perfect location for Rosedale Public and Branksome Hall schools.Commanding from the curb, graceful at every turn. The type of family home that makes you want to host every holiday and be part of a garden club. #letsbefrank #youneedacastle #sameherereally More detailsListed by SAGE REAL ESTATE LIMITED- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
658 Davenport Road in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12207520
658 Davenport Road Toronto M5R 1K9
$1,459,800Residential Freehold- Status:
- Active
- MLS® Num:
- C12207520
- Bedrooms:
- 5
- Bathrooms:
- 2
Stunning Casa Loma Gem - Completely Transformed & Move-In Ready! Welcome to this breathtaking, fully renovated home in one of Toronto's most coveted neighbourhoods. This gorgeous detached property seamlessly blends modern luxury with the charm of Casa Loma living. Main Level Excellence: 3 spacious bedrooms plus a versatile bonus sunroom - perfect as a 4th bedroom, home office, or family retreat; 2 beautifully renovated bathrooms with contemporary finishes; Chef's dream kitchen featuring stone countertops, gas range, brand new appliances, and abundant storage; Elegant white oak engineered hardwood floors throughout. Income Potential: The fully finished basement apartment is completely move-in ready, featuring polished concrete floors, stylish kitchenette, murphy bed, and bright, spacious living areas. Perfect for rental income or extended family. Premium Location Advantages: Steps to TTC and George Brown College. Easy walk to Dupont Subway Station, world-class museums, scenic parks and walking trails. Enjoy fine dining and entertainment in nearby Yorkville and Forest Hill Village - all at your doorstep. Additional Features: Single car garage. Exceptional neighbourhood with welcoming community. Fully furnished basement unit ready for immediate occupancy. This is more than a home - it's your gateway to Toronto's most sophisticated lifestyle, with income potential that makes it an investment as smart as it is beautiful. Properties like this don't last long in Casa Loma. Some of the photos have been virtually staged. More detailsListed by REAL BROKER ONTARIO LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
40 Warren Road in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C12207270
40 Warren Road Toronto M4V 2R5
$5,895,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12207270
- Bedrooms:
- 5
- Bathrooms:
- 5
Set in the esteemed central neighbourhood of South Hill, this immaculate and timeless family home offers 5 bedrooms and 5 bathrooms with a spectacular backyard oasis featuring an 40 inground pool. This grand home sits on a 50 x 180 west-facing lot with a private driveway, and the house has over 4,000 square feet of living space spread among the 4 levels. The home has been extensively renovated, with an addition, and was featured in Canadian House & Home magazine. The expansion added a two-storey contemporary light filled, corten-steel addition to the west face of the original house, resulting in an open kitchen and family room with walk-out to a deck onto the garden, as well as an expanded principal bedroom with walk-in closet and private sun deck. The kitchen area features a built-in pantry, front hall closet, and powder room as well as floor-to-ceiling steel and glass windows onto the garden. The primary suite is incredible with a huge dressing room, and a principal bath with a steam shower and Waterworks fixtures with a walk-out to a glass-screened privacy deck.The second floor features a guest room with built-in storage; an office with custom bookshelves around a fireplace. The third floor offers two additional bedrooms, each with their own built-in closets. The lower-level laundry was outfitted with a change and shower area for guests using the pool, as well as a pantry and wine storage. This level also has an original wood-panelled games room. Plumbing, electrical and heating and cooling systems are all updated. Roof (2021). Functional wood burning fireplace. The woodland-inspired landscaping of the front yard was designed by Leigh Gravenor in 2023. Every inch of this home has been thoughtfully curated for functional and stylish family living. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
337 Winona Drive in Toronto: Oakwood Village House for sale (Toronto C03) : MLS®# C12206389
337 Winona Drive Toronto M6C 3T2
$1,399,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12206389
- Bedrooms:
- 4
- Bathrooms:
- 2
Nestled between Humewood and Oakwood Village, a stones throw from Hunter coffee window and Primrose Bagels lies this bright and beautifully renovated 3-bedroom 2-bathroom home with legal front-pad parking, a fun low-maintenance back yard with a finished shed, and a basement with a separate entrance. Enjoy this homes open concept living and dining room with stylish herringbone hardwood and pot lights. Leave the white updated kitchen with its marble-topped island, large pantry, and farm-house sink open to the living space, or close it off with accented double doors for some privacy. Step out to enjoy your morning coffee on the sun-filled east-facing deck overlooking the backyard or sit at the kitchen island and enjoy the greenery. Three second-floor bedrooms each have generous closet space and share an elegant four-piece bathroom with heated marble floors and storage. A fully finished lower level with ample windows and w/o offers additional living space with a spacious rec room, 3-piece with heated towel rack, a laundry room with storage space, and a large bedroom. Store tires, bikes, sports equipment, and more in the spacious well-sealed backyard shed with electrical. A 7 minute walk will take you to shops and restaurants on St Clair, from What a Bagel and the Rushton to No Frills and LCBO. Steps to TTC on Vaughan, Oakwood, and St. Clair, continuous bike path from Winona all the way downtown, and quick vehicle access to the 401 via Allen Road. Easy walk to Rawlinson, Leo Baeck, and other excellent public and private schools as well as Cedarvale Ravine for tennis, skating, sports fields, dog park, playgrounds, and plenty of trails to explore More detailsListed by RE/MAX REALTRON REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
329 Glen Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12206203
329 Glen Road Toronto M4W 2X4
$2,395,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12206203
- Bedrooms:
- 2
- Bathrooms:
- 3
A One-of-a-Kind Tropical Oasis in North Rosedale. This extraordinary retreat feels like Bali in the heart of the city. Tucked away in coveted North Rosedale, the home features a jungle-inspired upper level with a retractable glass wall and a striking indoor waterfall wall, creating an unmatched indoor-outdoor living experience. The oversized rooms, spa-style deck, curated global artifacts, and serene ambiance give this home both scale and soul. Step outside to a beautifully landscaped backyard with an outdoor living area with fireplace and a large 6-person hot tub beneath a thatched-roof gazebo a true resort experience in your own private sanctuary. Located within the top-rated OLPH & Whitney school districts and just steps from the TTC, Chorley Park, ravines, Brickworks Market, and gourmet grocers. This is a rare turnkey opportunity in one of Toronto's most prestigious and walkable neighbourhoods. Note: Property is being offered all in fully furnished and move-in ready. Also, to all potential buyers please be aware this home is being SOLD AS IS. More detailsListed by ROYAL LEPAGE TERREQUITY REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
28 Hudson Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12207892
28 Hudson Drive Toronto M4T 2J9
$6,100,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12207892
- Bedrooms:
- 7
- Bathrooms:
- 6
Elegantly situated on one of Moore Park's most sought-after streets, this majestic home offers over 6,400 square feet of luxurious living space. Sitting on a rare 50x131 ft. west-facing lot, this seven-bedroom home offers three stories of endless elegance and elevated living. The centre-hall plan opens to hardwood and wainscotting throughout and an exquisitely-appointed living room with wood fireplace facing an elegant dining room, both adorned with meticulously-designed crown moulding. The combined kitchen and breakfast room are flanked with marble counter tops, SubZero fridge, Thermador range, Dacor double oven, Miele dishwasher, a walk-in pantry and a butler's pantry with wine fridge, along with a private desk area. The spacious family room's row of French doors overlook an impeccably landscaped yard with an expansive fieldstone patio, built-in BBQ and an inground pool with a private poolside gazebo, all nestled among the beautiful treed canopies of this coveted neighbourhood. The second floor offers private steps to a serene and lush master bedroom escape, with a 4pc bath, walk-in dressing room, a gas fireplace and French doors with a Juliette balcony overlooking the yard. Three additional generous-sized bedrooms round out the second floor, one with an ensuite, along with a beautifully-appointed office enveloped in mahogany built-in shelving. A third floor retreat offers two more bedrooms, another 4pc bath and additional storage - perfect for guests or a nanny suite. The lower level boasts an oversized sunken recreation room with entertaining and creative spaces, a private gym, laundry and storage. Accompanied by a private driveway and garage this distinguished home is a rare find in a highly-desirable pocket of the city. Within the Whitney Public School and OLPH school districts, with access to parks and extensive ravines/walking trails nearby, 28 Hudson offers an elegant and peaceful oasis, within walking distance of charming shops and restaurants. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
43 Douglas Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12208154
43 Douglas Crescent Toronto M4W 2E6
$8,300,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12208154
- Bedrooms:
- 4
- Bathrooms:
- 5
Nestled into the trees, this spectacular Rosedale home has been totally reimagined and redesigned, creating a home quite unique for Toronto. The ravine lot is an expansive 50x127.66 lot with additional green space at the rear, backing onto the abandoned rail line that leads to the Evergreen Brickworks. Incredible four seasons living, watching the wildlife outside your windows; truly an oasis in the city. As seen right now worldwide in Elle Decor, Architectural Digest, and the Local Project. Every ounce of the home showcases the best in materials and craftsmanship; a total renovation of this U shaped mid century modern home was undertaken, including new triple glazed windows, doors, and skylights, new roof, new heating and cooling systems with in-floor heating throughout the house in addition to forced air heating and cooling. An expansive glycol heating system for winter for the driveway, front pathway, side pathway, and entire inner courtyard surrounding the beautiful year-round Gunite pool and whirlpool. Limestone (sourced from Kentucky) pool deck, specimen trees create incredible privacy, an outdoor kitchen has been built on the expansive Ipe deck at the rear of the property from which to watch the seasons change. The best materials have been curated for the kitchen and washrooms; onyx, rare marbles, and designer finishes. The kitchen offers top of the line appliances, designed with a chef in mind. The whole house has been insulated and waterproofed with a new weeping tile system, sump pump, and backflow preventer. New Moncer oak hardwood floors have been installed throughout, and new light fixtures have been carefully chosen. The all new Creston system, audiovisual and components, offers the latest in smart home technology. This is an exquisite and rare offering, a calm retreat in our vibrant and busy city. Walk to Summerhill Market and shops, walk to area schools (Bennington Heights, Bessborough Drive Leaside HS, Branksome Hall). More detailsListed by ROYAL LEPAGE/J & D DIVISION- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
30 Kilbarry Road in Toronto: Yonge-St. Clair House for sale (Toronto C02) : MLS®# C12205738
30 Kilbarry Road Toronto M5P 1K5
$2,799,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12205738
- Bedrooms:
- 4
- Bathrooms:
- 4
Elegant Renovated Home in Prime Deer Park. Enjoy This Bright 3+1 Bedroom 4 Bath Home. Quiet Street And Centrally Located With Short Walk To Davisville Subway, Upper Canada College, Bishop Strachan School, Oriole Park, Beltline Trail. Great Public School Districts: Deer Park Jr/Sr Ps And North Toronto CI. More detailsListed by HOMELIFE BROADWAY REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
151 Dewbourne Avenue in Toronto: Humewood-Cedarvale House for sale (Toronto C03) : MLS®# C12206434
151 Dewbourne Avenue Toronto M6C 1Z1
$4,795,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12206434
- Bedrooms:
- 5
- Bathrooms:
- 6
***Truly Spectacular***Striking & Expansive Living space 3Storey(The Home has an---ELEVATOR(4 STOPS)---that reaches all four levels), South Facing/Luxuriously-Built Your family home in highly coveted cedarvale neighourhood-------Total 4,668Sf Modern Sophistication Living Space(Inc Basement-------1st/2nd/3rd Floors:3,253Sf as per building permit) and Thoughtful Architectural Design Meets Luxurious--Elegant Finishes To Impress----Every detail has been meticulously curated & Soaring ceiling draws your eye upward & The Main floor features 10Ft ceiling & an Open Concept/Airy & Sense of boundless Space of Living/Dining Rooms**Gorgeous-sumptuous Chef's Kitchen with Large Centre Island + Retractable Breakfast table & a W/O to a backyard. The Family Rm Itself features a Stately Gas Fireplace & deco shelves overlooking green/backyard thru a large window. The 2nd floor offers a modern office with glass door & 3bedroomsThe thoughtfully designed 3rd floor offers private spaces for rest and reflection to elevate your daily life, featuring an expansive ensuite and a walk-in closet designed with meticulous organization in mind & easy access to a balcony from the bedroom for fresh air--relaxation. Practical 2nd floor laundry room + 2Furnace room on 2nd floor & ""STUNNING""--a magazine-worthy 3rd floor for a private primary bedroom or teenagers/senior family member area with generous-hallway & study-sitting area with a mini fridge & luxurious/complete private ensuite & a w/o to balcony for green/city skyline views**The lower level also features a full kitchen, roughed in radiant floor heating floor making it an ideal space for family & friend gathering & a nanny or guest bedroom, full 3pcs washroom & extra laundry area, a walk-out, easy access to a backyard---Many lavish features:2 furnaces/2 cacs,4stops elevator,control4 smart home system,motorized smart blinds,smart thermostats,roughed in snow melting system for driveway and roughed in radiant floor heating for the basement & more! More detailsListed by FOREST HILL REAL ESTATE INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
-
77 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03) : MLS®# C12206983
77 Highbourne Road Toronto M5P 2J3
$2,795,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12206983
- Bedrooms:
- 5
- Bathrooms:
- 3
Nestled in prestigious Chaplin Estates, this stately 4+1 bed, 3-bath home blends classic elegance with thoughtful updates, offering refined living for buyers of all ages. Step into a spacious formal living room with a striking stone fireplace, custom built-ins, leaded glass bay window, and hardwood floors. The dining room features traditional wainscoting and flows seamlessly into both the kitchen and the sunken family room, perfect for entertaining or everyday life. A 21' x 18' family room addition impresses with French doors, an arched transom window, built-in cabinetry, and walkout to a slate stone patio and expansive backyard, ideal for indoor-outdoor living. The kitchen boasts white cabinetry, ample storage, and premium appliances, including a panel-front Sub-Zero fridge, built-in GE oven, Miele cooktop, & dishwasher. A bright breakfast nook offers a casual dining spot filled with natural light. Upstairs, three bedrooms offer flexibility, including a 16' x 12' bedroom with double closets and chandelier, another with access to a private terrace and a third, currently being used as an office. A renovated 4-piece marble bath adds a touch of luxury. The third floor is a dedicated primary retreat with walk-in closet, 4-piece ensuite, soaker tub, and picture window with treetop views. The finished lower level, with separate side entrance, offers a media/play room, laundry, additional bedroom, and income/in-law suite potential. The 40 X 130 ft pool-sized lot offers a fenced backyard. Located near UCC, BSS schools, steps to parks, and the vibrant shops along Yonge Street, this exceptional home offers timeless charm, space to grow, and unmatched lifestyle in one of Toronto's most desirable neighbourhoods. More detailsListed by ROYAL LEPAGE/J & D DIVISION- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
To access this listing,
please create a free account -
464 Hillsdale Avenue E in Toronto: Mount Pleasant East House for sale (Toronto C10) : MLS®# C12206979
464 Hillsdale Avenue E Toronto M4S 1V2
$899,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12206979
- Bedrooms:
- 2
- Bathrooms:
- 3
A Little Jewel Box In The City. Spacious Semi, Lovingly Maintained By The Same Owner For Over 50 Years. Situated In A Dynamic Community, Steps From Mount Pleasant/Bayview And Eglinton, This Property Offers Timeless Character, Exceptional Location, And Access To The Coveted Maurice Cody Public School, Hodgson Middle School And Northern Secondary School. Walk To Shops On Bayview And Mount Pleasant; Cumbraes, Alex Farm Cheese, Badali's Fruit Market. Warmth And Charm Hardwood Floors, Trim, Plate Rail. A Thoughtfully Designed Kitchen Addition Provides Extra Space And Function With The Added Bonus Of Main Floor Laundry And An Ingenious Two Piece Bathroom On The Main Floor. Stunning Perennial Garden Front And Back, Ideal For Green Thumbs And Backyard Bbq's. A True Oasis In The City. The Home Is Solidly Built And Well Maintained, With Strong Mechanical Systems. Enjoy The Quiet Of A Mature, Tree-Lined Street While Being Just Minutes To Shops, Restaurants, Transit, And Parks. Saving The Best For Last...Legal Front Pad Parking! More detailsListed by BOSLEY REAL ESTATE LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
Data was last updated June 10, 2025 at 03:15 AM (UTC)
powered by myRealPage.com
Explore Homes for Sale in Midtown Toronto
Browse our extensive listings of homes in Midtown Toronto, offering a variety of styles, sizes, and price points to suit your needs. Each listing includes detailed descriptions, high-quality photos, and essential information to help you make an informed decision. Whether you’re looking for a modern townhouse, a spacious detached home, or a cozy semi-detached house, our listings cater to all preferences and lifestyles.
Why Choose Midtown Toronto?
Midtown Toronto is known for its vibrant culture, excellent schools, and convenient public transit. It’s a perfect blend of urban living and peaceful residential areas, making it ideal for families and professionals. With its close proximity to parks, restaurants, shopping, and entertainment, Midtown Toronto offers a balanced and exciting lifestyle.
Navigating the Home Buying Process in Midtown Toronto
Buying a home in Midtown Toronto involves various considerations, such as understanding the local market, financing options, and neighborhood dynamics. Our resources and expert guidance are designed to help you navigate these complexities, ensuring a smooth and informed buying process. We offer advice on home inspections, mortgage options, and long-term investment strategies to help you make the best choice.
Start Your Search for a Home in Midtown Toronto Today
Embark on your journey to find the perfect home in Midtown Toronto with us. Our user-friendly platform and dedicated team are here to assist you every step of the way, making the search and purchase process seamless and rewarding.
Explore our listings and discover the ideal home for your next move or investment. Let us help you find your perfect property in Midtown Toronto.
Explore More Real Estate Options in Toronto:
- New Homes in Toronto
- Lofts in Toronto
- Luxury Penthouses in Toronto
- Cheap Houses in Toronto
- Condos for Rent in Toronto
- Toronto Townhomes for Sale
- Toronto Bungalows for Sale
- Luxury Homes in Toronto
- Toronto Detached Homes
- Toronto Real Estate Listings
- Homes for Sale in Leslieville
- Homes for Sale in Rosedale, Toronto
- Homes for Sale in Leaside, Toronto
- East York Homes for Sale in Toronto
Each of these links will direct you to a dedicated subpage with detailed listings and information tailored to that specific area or property type.
Get The Royal Treatment
When it comes to buying a home, you deserve real estate guidance from a team that truly cares about your long-term investment and client experience. Find out what it’s like to get the Royal Treatment by booking a buying consultation today.