27 Milky Way Drive

Observatory, Richmond Hill, Ontario L4C 4M9

Overview

At a glance

Days on market105 days
ListedJul 13, 2026
UpdatedOct 15, 2026
Size3500-5000 sq ft
Lot27.07 x 140.82 Feet
Property taxes$12,669 (2025)
Parking4 spaces
BasementWalk-Out, Separate Entrance
MLS® numberN13557586
Data sourcePropTx MLS® System
Listing brokerageCENTURY 21 MYPRO REALTY

About this home

Welcome to one of the most extraordinary homes in prestigious Observatory Hill-a luxurious modern single-detached residence with 3700+ sf on an ultra-rare private pie-shaped ravine lot. Step directly from the walkout basement onto your tranquil backyard oasis overlooking the ravine, where deer wander by almost daily, creating a peaceful retreat unlike anywhere else.What truly sets this home apart is its one-of-a-kind layout. Enjoy a spacious 500+ sq. ft. third-floor loft and an exceptionally rare 360+ sq. ft. private open-air rooftop terrace. Thanks to the unique pie-shaped lot, the rooftop offers remarkable privacy-a feature you simply won't find in another Toronto home.Premium kitchen upgrades include 48-inch built-in Sub-Zero side-by-side refrigerator, upgraded Wolf gas cooktop, and built-in Samsung microwave and oven stack with one-touch steam cooking.Luxury continues with heated floors in both the walkout basement and primary ensuite. Relax in the upgraded freestanding soaker tub while enjoying your favorite music through the built-in Bluetooth speaker integrated into the bathroom fan, creating your own spa-like retreat. Both the main floor powder room and primary ensuite feature smart toilets with heated seats.Custom designer-built display and storage shelving with integrated luxurious LED mood lightingenhances both the first and second floors. An unobstructed skylight extending from the third floor fills the entire staircase with natural light, making every level feel bright, warm, and inviting.The spectacular third-floor loft is truly a home within a home. Complete with a full wet bar, custom cabinetry, and a full 4-piece bathroom, it's the perfect space for entertaining or spending an entire cozy weekend watching Netflix with your loved ones.Book your private showing today and experience this truly one-of-a-kind home for yourself.

Details

Property

Style
3-Storey
Fronting on
South
Cross street
Bayview Ave & 16th Ave
Community
Observatory
Municipality
Richmond Hill

Inside

Bedrooms above grade
4
Bathrooms
5
Kitchens
1
Basement
Walk-Out, Separate Entrance
Family room
Yes
Fireplace
Yes
Interior features
Auto Garage Door Remote, Bar Fridge, Built-In Oven, Carpet Free, Central Vacuum, Countertop Range

Utilities

Heating
Forced Air
Heating fuel
Gas
Cooling
Central Air
Sewer
Sewer
Electricity
Yes

Building

Construction
Brick, Concrete
Foundation
Concrete
Roof
Flat
Pool
None

Parking

Garage
Built-In
Parking spaces
2
Total parking
4
Driveway
Private Double

Land

Frontage
27.07
Depth
140.82
Lot size units
Feet
Waterfront
No
Property features
Clear View, Fenced Yard, Park, Public Transit, Rec./Commun.Centre, School Bus Route
Rooms (8)
RoomLevelSizeFeatures
Living RoomGround7.92 x 4.26Coffered Ceiling(s), 2 Way Fireplace, Overlooks Ravine
Dining RoomGround3.96 x 4.14Pot Lights, Hardwood Floor, Overlooks Ravine
KitchenGround4.14 x 5.02Sliding Doors, Centre Island, Overlooks Ravine
Primary BedroomSecond4.87 x 4.57Walk-In Closet(s), 5 Pc Ensuite, Overlooks Ravine
Bedroom 2Second3.65 x 3.04Walk-In Closet(s), 4 Pc Ensuite, Large Window
Bedroom 3Second3.53 x 3.73Hardwood Floor, B/I Closet, Large Window
Bedroom 4Second4.11 x 3.65Hardwood Floor, B/I Closet, Overlooks Ravine
LoftThird8.5 x 5.58Hardwood Floor, Wet Bar, W/O To Terrace
Value

What it’s worth

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Market read

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History

Listing history

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Compare

How it compares

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Neighbourhood

Around Observatory

What’s nearby

Backs onto woodsQuiet streetBackyard faces south

  • Elementary schoolSixteenth Avenue Public Schoolabout 9 min walk
  • High schoolBayview Secondary Schoolabout 28 min walk
  • Park about 1 min walk
  • Playground about 5 min walk
  • TrailDavid Dunlap Boulevardabout 4 min walk
  • River or lakeGerman Mills Creekabout 14 min walk
  • Grocery storeBruno's Fine Foodsabout 11 min walk
  • DowntownRichmond Hillabout 2.8 km
  • LibraryRichmond Hill Public Library - Central Branchabout 30 min walk
  • Rec centre or arenaElvis Stojko Arenaabout 11 min walk
  • Golf courseRichmond Hill Golf and Country Clubabout 4.1 km
  • HospitalMacKenzie Health - Richmond Hillabout 3 km
  • Highway on-rampExit 79about 2.5 km
  • GO or train stationRichmond Hillabout 25 min walk

Approximate: straight-line distances, and the backyard and street worked out from the map pin and map data © OpenStreetMap contributors. Check school boundaries with the school board.

On the map

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Community

The Observatory market

Observatory sale prices

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Costs

What it would cost

%
%
An example rate. Use the one your lender quotes.
Every monthEstimate
Mortgage payment$0
Property tax$0
Monthly total$0
At closing
Ontario land transfer tax$0

Estimates only, not financial advice. Uses Canadian semi-annual compounding, the minimum down payment and mortgage insurance rules, and Ontario’s land transfer tax brackets. Your lender and lawyer confirm the real numbers. Legal fees, title insurance and moving costs aren’t included.

Listing courtesy of CENTURY 21 MYPRO REALTY. Listing information from the PropTx MLS® System. Each listing shows the brokerage that represents it. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. Information is deemed reliable but is not guaranteed accurate by PropTx. Last updated October 27, 2026 at 10:53 a.m.

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