353 FOOT DEEP RAVINE LOT! Over 2000 Square Feet! Sits on close to an acre! Incredible, unique home nestled on nearly an acre, backing onto Heber Down Conservation Area. Tons of potential! Located in the highly sought-after Macedonian Village area of Whitby, this property backs onto serene greenbelt, providing unparalleled privacy and breathtaking views. With over 2000 square feet, this home boasts a warm and inviting post-and-beam interior that exudes rustic charm and elegance. Best of both worlds! Private, backcountry feel, BUT very central to all amenities. Mere minutes to shopping, downtown Brooklin, and major highways! Enjoy three generously-sized bedrooms soaked in natural light, as well as three full bathrooms, offering ample space for family and guests. Enjoy year-round relaxation in the sunroom, complete with a hot tub and three skylights, ideal for unwinding after a long day. It's the perfect spot to relax and unwind while enjoying the tranquility of nature, and soaking up lots of natural light. Perfect for the DIY-enthusiast, with a basement workshop, as well as a workshop above the detached garage with FULL POWER. The ultimate hideaway for any handyman. The expansive .85-acre lot offers endless possibilities and opportunities for outdoor activities and fun, maintaining a lush garden, or simply enjoying the tranquility of a ravine right in your backyard. Have your morning coffee in nature. Take in a fierce winter storm from the comfort of your indoor hot tub. This home oozes character and repose. Most definitely one of a kind. Do not miss out on this rare opportunity to own a piece of tranquility in one of Whitby's most coveted neighbourhoods. A must see! You will love it here. **EXTRAS** Three wood stove hookups (bsmt, liv. room, den). 35 ft dug well, cleaned 2023 - foot valve replaced. New pump. Fiber optic internet cable has been ran but is not hooked up. Tilt and turn back doors. Hot tub. Gutter guard on all eavestroughs
For sale
C$1,538,000
5 Shepherd Rd, Whitby, ON L1M 1G8
3beds
3baths
Single Family Residence
Built in ----
0.98 Acres Lot
$-- Zestimate®
C$--/sqft
C$-- HOA
What's special
Deep ravine lotNearly an acreSerene greenbeltRustic charm and eleganceGenerously-sized bedroomsSoaked in natural lightBasement workshop
- 83 days
- on Zillow |
- 26 |
- 0 |
Zillow last checked: 7 hours ago
Listing updated: April 05, 2025 at 10:31am
Listed by:
RE/MAX HALLMARK FIRST GROUP REALTY LTD.
Source: TRREB,MLS®#: E11954522
Originating MLS®#: Toronto Regional Real Estate Board

Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
Heating
- Baseboard, Electric
Cooling
- Window Unit(s)
Appliances
- Included: Built-In Oven, Countertop Range
Features
- Basement: Finished,Walk-Up Access
- Has fireplace: Yes
Video & virtual tour
Property
Parking
- Total spaces: 7.5
- Parking features: Private
- Has garage: Yes
Features
- Stories: 2
- Pool features: None
- Has view: Yes
- View description: Forest, Trees/Woods
Lot
- Size: 0.98 Acres
- Features: Wooded/Treed, Greenbelt/Conservation
Details
- Parcel number: 265700140
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Wood
- Foundation: Unknown
- Roof: Unknown
Utilities & green energy
- Sewer: Septic
- Water: Dug Well
Community & HOA
Location
- Region: Whitby
Financial & listing details
- Annual tax amount: C$8,031
- Date on market: 2/4/2025
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