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Meet Sam Chaim

For over 30 years, Sam Chaim has helped buyers, sellers, and investors make confident real estate decisions throughout Toronto and the GTA.

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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 22, 2026 at 02:15 PM (UTC)
Area Statistics
Listings on market:
93
Avg list price:
$2,289,000
Min list price:
$585,000
Max list price:
$38,000,000
Avg days on market:
59
Min days on market:
1
Max days on market:
716
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

5 Reasons Home's Don’t Sell

Most home sellers have two main objectives: to sell quickly and for the highest price. The beauty of owning real estate (whether it’s a principal residence or an investment property) is that historically, it has yielded solid returns to Canadians who are in it for the long haul. Indeed, equity gains in Canadian real estate have been notable in some particularly hot markets, with the proceeds used to fund everything from the purchase of a bigger and better home, to retirement, travel, an investment strategy, or life’s next big milestone – whatever that may be.

A number of major cities across Canada have experienced tight market conditions over the last few years, but a slew of interest rate increases in 2022 have eased demand, prompting a market shift in many Canadian regions. In fact, balanced conditions are expected to occur in 60% of Canadian housing markets this year. This means sellers are unlikely to see the same frantic buyer competition that defined Canadian housing markets during the pandemic.

There are many possible reasons houses don’t sell, ranging from broader economic and market conditions, right down to the condition of the property itself. Here are some of the most common reasons houses don’t sell, and how to avoid them.

Reasons Houses Don’t Sell

1. Wrong Listing Price

To you, your home may be priceless. After all, you have an emotional attachment to the place you call “home.” However, to a buyer, that is not the case. Ultimately, it doesn’t really matter what the homeowner, or even the listing agent, thinks a house is worth. The only thing that matters is what the buyer is willing to pay.

The right listing price will likely be a combination of a few factors, such as the market conditions, the home’s condition and the seller’s circumstances. Home Value Estimators are readily available online and are a great resource to give you a ballpark idea of what your home is worth. I will pull recent sales of comparable homes in the same neighbourhood. Then, based on the condition of the home and how desperate you are to sell, I will recommend a listing price.

The listing price is the first impression homebuyers will have of your home. When a buyer decides to start shopping for a new home, step one is creating a budget. With this number in hand, step two is to browse online listings. Within that price range. Success can come down to a few dollars over or below that specific threshold. This is why it’s important to be realistic when it comes to pricing the home.

While overpricing a home is a concern, so too is underpricing it. Buyers may wrongly assume that a home priced well below market value has something wrong with it, or that the seller is hoping for a bidding war – both turn-offs for homebuyers.

2. Bad Listing Photos

Believe it or not, bad listing photos can be a reason that your house is not selling. Although many homebuyers will still drive around on a Saturday or Sunday afternoon in search of “Open House” signs, most shoppers today take a more targeted approach to their home hunt. They hit the streets armed with a budget, their list of liveable locations, the features their future home should have, and specific addresses of homes for sale that are worth an in-person tour. So, how do you get on that list?

Enter the real estate photographer and this adage: a picture is worth a thousand words. I will arrange for listing photos that will show your home in the best possible light.

On the flip side, don’t be a catfish. Nothing is worse than falling in love with the listing photos and taking the time to attend a showing, only to discover that it isn’t as it's presented. Good and honest listing photos are a critical part of your selling strategy.

3. Didn’t Stage the Property

While it’s important to showcase your listing in a realistic way, it never hurts to do a little primping before putting up the “For Sale” sign. Some buyers have trouble seeing past what a home is and visualizing what it could be. Staging a home can help highlight its best features, minimize the worst, and give prospective homebuyers some inspiration as to how they can use the space.

Remember that as a home seller, you’re not only selling the property but you’re also selling the idea of “home.” This is why putting an empty house on the market can be a big mistake. An empty house may leave the impression that it is smaller than it actually is, or that it’s uncared for.

4. Unfavourable Market Conditions

When it comes to selling your home, there are many things within your control. Others are wild cards, as far as the seller is concerned. Factors such as a growing or declining population, economic conditions, interest rates, housing demand and supply, and even the weather can all be reasons why a home is not selling.

What you can control, however, is when you choose to sell your home. I can help you time the market. I have the market experience to speak to what is happening in the real estate landscape, and to predict what may happen down the road.

While you can’t control things like the job and housing markets, these are still important factors to consider when deciding if now is a good time to sell. Determine when your house is most appealing to homebuyers. The return of spring tends to rouse homebuyers out of hibernation. Similarly, keep your ear to the ground for other circumstances that may affect home-buying trends, such as an upcoming employment boom or new developments in your area that may increase housing demand.

Sometimes it can be tough to pinpoint why a home isn’t selling. At other times, it’s painfully clear. I'll provide important insight into what you’re doing (or not doing) that may help or hinder the sale.

5. Didn’t work with a professional.

Selling a home can be complicated, even under favourable market conditions. Know that market conditions can change quickly, impacted by everything from local, national and international economies, to population fluctuations and even the weather. Especially in uncertain times, a little professional help can go a long way.

While most homebuyers and sellers will only have a limited number of transactions under their belt, an experienced listing agent has handled hundreds of home sales under a variety of market conditions. Let me guide you through the twists and turns of the housing market.

To A Good Life!

Sam Chaim⁠ - Your Point Man in Real Estate⁠
Making A Difference For You⁠
Re/Max Realtron⁠
(416) 543-7252⁠
sam@samchaim.com

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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.