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17 Sleepy Hollow Lane
Rural Whitchurch-Stouffville Whitchurch-Stouffville L4A 3G7

$2,395,000
Residential Freehold beds: 4+2 baths: 4.0

Main Photo: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 1: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 2: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 3: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 4: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 5: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 6: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 7: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 8: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 9: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 10: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 11: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 12: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 13: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 14: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 15: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 16: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 17: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 18: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 19: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 20: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 21: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 22: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 23: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 24: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 25: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 26: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 27: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 28: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 29: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 30: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 31: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 32: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 33: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 34: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 35: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 36: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 37: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 38: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 39: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 40: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 41: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 42: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 43: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 44: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 45: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 46: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 47: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 48: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 49: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Photo 50: 17 Sleepy Hollow Lane in Whitchurch-Stouffville: Rural Whitchurch-Stouffville House for sale : MLS®# N14034368
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
N14034368
Bedrooms:
4+2
Bathrooms:
4
Welcome to this exceptional, newly renovated executive residence in the prestigious community of Sleepy Hollow Estates.Perfectly situated on one of the most desirable cul-de-sac lots, this remarkable home backs onto protected conservation land anda scenic golf course, offering breathtaking western exposure and unforgettable sunset views. Designed with both elegance andfunctionality in mind, this expansive home is ideal for a large or multi-generational family. The beautifully appointed kitchen features a centre island, exquisite granite countertops, and a spacious breakfast area with a walk-out to the deck-perfect formorning co?ee or entertaining guests. The oversized family room is warm and inviting, highlighted by a cozy gas fireplace andwalk-out access to a large deck overlooking the stunning, fully rebuilt Betz swimming pool-creating the ultimate privatebackyard retreat. A grand central staircase adds timeless elegance and leads to four generously sized bedrooms. The luxuriousprimary suite serves as a private retreat, complete with a sitting area, walk-in closet, and a modern five-piece spa-inspiredensuite. The fully finished walk-out basement with a separate side entrance o?ers incredible versatility. Featuring a spaciousrecreation room, bar or secondary kitchen, games area, fireplace, two additional bedrooms, and a four-piece bath, this levelpresents the perfect opportunity for an in-law suite or extended family living. Complete with a three-car driveway andbeautifully updated throughout, this stunning property offers the perfect blend of luxury, comfort, and lifestyle. A rareopportunity to own a truly special home in one of the area's most sought-after communities. **New Furnace 2026 **Recentlyrenovated throughout with quality finishes and thoughtful upgrades**
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Approx. Age:
31-50
Total Approx Floor Area:
3500-5000
Lot Depth:
268'1"
Lot Frontage:
84'10½"
Topography:
Wooded/Treed
Direction Faces:
East
Bedrooms:
4+2
Bathrooms:
4.0
Water supply:
Well
Kitchens:
2
Kitchens in Basement:
1
Bedrooms Above Grade:
4
Bedrooms Below Grade:
2
Kitchens Above Grade:
1
Rooms Above Grade:
10
Heating type:
Forced Air
Heating Fuel:
Gas
Foundation:
Concrete
Roof:
Shingles
Basement:
Finished with Walk-Out, Separate Entrance
Fireplace Features:
Family Room, Other, Rec Room
Fireplace/Stove:
Yes
Garage:
Built-In
Garage Spaces:
3.0
Parking Features:
Available, Front Yard Parking, Private Triple
Parking Spaces:
6
Total Parking Spaces:
9.0
Family Room:
Yes
Possession Details:
TBD
Pool:
Inground
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$9,880.88 / 2026
Assessment:
$- / -
York
Whitchurch-Stouffville
Rural Whitchurch-Stouffville
Cul de Sac/Dead End, Fenced Yard, Golf, Greenbelt/Conservation, Public Transit, Wooded/Treed
Auto Garage Door Remote, Carpet Free, In-Law Capability, Sump Pump, Water Heater, Water Softener
Deck, Privacy, Seasonal Living
Alarm System, Smoke Detector
HWT
SubZero fridge, KitchenAid gas stove, dishwasher, stove hood, Miele side-by-side washer and dryer, all electric light fixtures, central air conditioner (not working), gas furnace, water softener, California shutters, 3 new electric garage doors, winter poolcover, pool heater and filter. All in "as is" condition.
N/A
Brick
Golf Course, Pond, Trees/Woods
Floor
Type
Size
Other
Ground
Foyer
13'1" × 11'2¼"
Hardwood Floor, Closet, Closet
Ground
Living Room
18'10" × 13'
Hardwood Floor, Pot Lights, Bay Window
Ground
Dining Room
15'1" × 12'9"
Hardwood Floor, Pot Lights, Fireplace
Ground
Kitchen
13' × 12'11⅛"
Granite Counters, Centre Island, Overlooks Backyard
Ground
Breakfast
14'11" × 12'10"
Tile Floor, W/O To Deck, French Doors
Ground
Family Room
19'11¾" × 19'11¾"
Fireplace, Hardwood Floor, W/O To Deck
Ground
Office
12'9" × 12'
Hardwood Floor, Overlooks Frontyard
Second
Primary Bedroom
30'1" × 18'3"
Walk-In Closet(s), 5 Pc Bath, Combined w/Sitting
Second
Bedroom 2
15'7" × 13'
Hardwood Floor, Walk-In Closet(s), Pot Lights
Second
Bedroom 3
14'6" × 13'1"
Hardwood Floor, Closet, Pot Lights
Second
Bedroom 4
13'1" × 12'
Hardwood Floor, Double Closet, Pot Lights
Lower
Recreation
19'1" × 18'10¾"
Fireplace, W/O To Yard, B/I Bar
Special Designation:
Unknown
Sewers:
Septic
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Laundry Level:
Lower Level
Date Listed:
Oct 14, 2026
Original Price:
$2,395,000
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Listed by RE/MAX REALTRON REALTY INC.
Data was last updated October 20, 2026 at 11:15 PM (UTC)
Area Statistics
Listings on market:
94
Avg list price:
$2,288,500
Min list price:
$585,000
Max list price:
$38,000,000
Avg days on market:
63
Min days on market:
1
Max days on market:
714
These statistics are generated based on the current listing's property type and located in Rural Whitchurch-Stouffville. Average values are derived using median calculations. This data is not produced by the MLS® system.
SAM  CHAIM


Why Clients Choose Sam

 

Experience You Can Trust

Decades of Toronto real estate expertise.

 

Skilled Negotiation

Helping clients protect their investment.

 

Local Market Knowledge

Neighbourhood insights beyond listing data.

 

Personalized Service

Every client receives tailored advice.
 


Frequently Asked Questions

 

What areas does Sam Chaim serve?

Sam helps buyers and sellers throughout Toronto, North York and the Greater Toronto Area.

 

How much is my Toronto home worth?

Home values depend on neighbourhood, property condition, comparable sales and current market conditions. Sam offers complimentary home evaluations.

 

Is now a good time to buy Toronto real estate?

Market conditions change throughout the year. Sam provides personalized advice based on your goals, budget and the latest Toronto market trends.

 

What makes Sam Chaim different?

Sam combines decades of experience with a relationship-first approach, providing honest guidance and strategic advice tailored to each client's needs.

 

How do I get started?

Schedule a consultation, request a home evaluation or browse current listings to begin your real estate journey.

 


RSS

Is there renewed optimism in the Canadian real estate market?

It has been more than a year since the Bank of Canada (BoC) raised interest rates, and now the policy rate is the highest since before the global financial crisis. Has Canada’s housing market baked rates into the cake? Are homebuyers taking advantage of the modest correction in residential property prices? Is the real estate sector bracing for the typically busy homebuying spring season?

The latest March 2023 numbers potentially offered a sneak preview of what to expect over the next few months. 

According to the Canadian Real Estate Association (CREA), home sales rose 1.4 percent month-over-month in March but remained down more than 34 percent year-over-year. The MLS® Home Price Index (HPI) edged up 0.2% month-over-month but was down 15.5% year-over-year. The national average home price was down nearly 14 percent from the same time a year ago, sliding to $686,371. When the Toronto real estate market and the Vancouver housing industry are removed from the equation, national home prices are about $530,000. 

So, with this in mind, what are some of the key trends in today’s Canadian real estate market? 

Economic Concerns

Unsurprisingly, concerns over the cost of living are playing a crucial role in the home buying and even selling process in 2023.

A new study commissioned by RE/MAX found that 59 percent of Canadians have at least one financial worry as they navigate the housing market: rampant price inflation (34 percent), the lack of affordable housing in their neighbourhood (25 percent), and the rising cost of rent impacting their ability to save for and purchase a home (25 percent). But even the broader economy is weighing on homebuying decisions, particularly among first-time homebuyers. The study revealed that 42 percent of first-time homebuyers are sitting on the sidelines of the Canadian real estate market due to the consternation surrounding the economy.

Overall, evolving conditions in the economic landscape have altered the buying decisions of 72 percent of Canadians.

Barriers to Homeownership Before the coronavirus pandemic, real estate prices in the major urban centres, particularly Toronto and Vancouver, were obstacles for households trying to accomplish the dream of homeownership. A common strategy was to relocate to a rural or suburban community. But with prices higher than they were before the COVID-19 public health crisis, this might no longer be feasible. 

Put simply; there are too many barriers to homeownership. 

The report commissioned by RE/MAX highlighted a series of barriers to entry to the country’s housing sector:

Economic Uncertainty (46 percent)
High Interest Rates (44 percent)
Not Enough Savings (36 percent)
Dislike the Neighbourhood (34 percent)
Language and Terminology (31 percent) 

Real Estate Agents

Real estate agents have always been critical to the homebuying and selling journey. Without them, you might set yourself up for too many headaches, and Canadians realize this. In fact, for the latest crop of homebuyers, 69 percent acknowledged that their real estate agent made them feel less stressed throughout the process.

Despite conceding the pressing need for real estate agents, buyers and sellers still have set criteria for realtors. Specifically, nearly half (49 percent) of Canadians list a real estate agent’s ethical credentials to be of the utmost importance, which is especially true for millennials (65 percent) and Generation Z (56 percent).

In the end, it is all about honesty, says Alisha, a repeat homebuyer in Alberta.

“[Our real estate agent] was very honest with us when we were doing our inspection,” she said in the report. “She went through it. She’s a mother of older kids now and went through it as if she was our mom, and she was like, ‘Make sure you ask them about this and do this.’ I felt she really cared.” 

Space for Work and Play

In the early days of the public health crisis, families learned that they needed more space since they would be confined to their homes for work, school, and a broad array of other activities, like entertainment and exercise.

Therefore, the post-pandemic modern life requires more space at home, meaning that they need to better utilize floors, rooms, and walls in the kitchen, living room, bedroom, and everywhere else.

“People learned during COVID that they can perform a lot of their working functions at home, which has implications for what the home is. The home is also a workplace, and the design of the home needs to accommodate that,” said Ken Greenberg, the former director of urban design and architecture of the city of Toronto, in the report. 

At the same time, Canadians desire a healthier work-life balance. Forty-seven percent of remote Canadian workers are struggling to achieve this desire, and a third of Canadians report feeling burnout.

Ultimately, it is about the home allowing families to “shift their mindset,” says Chelsea Hamre, a RE/MAX real estate agent.

“People are bringing more intentionality and purpose to how they are utilizing space. The office needs to feel different from the kitchen or the bedroom. They’re looking for spaces that can shift their mindset,” she stated. 

The Community

In recent years, it has often felt like the idea of community has been abandoned. Some assert that this is more pronounced in the big cities. However, experts argue that the pandemic diminished this feeling since more households gathered in parks instead of in front of their television sets.

As a result, more households have become accustomed to frequenting public areas, whether streets or outdoor cafes. In fact, more than half (56 percent) of Canadians consider community spaces as something they consider when purchasing a home and the same percentage report that a vibrant local community is something they consider when buying a home. Of course, safety is paramount, too. Seventy-three percent of Canadians list neighbourhood safety as a top priority when deciding where to buy. 

Homebuying Sentiments

Is the Canadian real estate market still moderating? Many markets across the country are shifting into balanced territory, and this, according to a survey, is the greatest cause for optimism (34 percent). 

But there are several other wishes that homebuyers need:

New ‘missing middle’ housing
Eco-friendly housing options
Liveability in rural areas
Car-free infrastructure
Updated road infrastructure

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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.