




































$850,000 - 59 Regency Crescent, Whitby
Detached for Sale in Whitby
- MLS Number
- E13150826
- Property Type
- Detached
- Status
- active
- Days on Site
- 26
- Bedrooms
- 5
- Bathrooms
- 2
- Square Feet
- 1,100 - 1,499 sqft
- Neighbourhood
- Whitby
- Lot Size
- 5,403 sqft
- Listing Brokerage
- RE/MAX HALLMARK FRASER GROUP REALTY
Rarely available accessibility-focused bungalow in the heart of Downtown Whitby. 59 Regency Cres offers 3+2 bedroom, 2-bath home designed for practical, barrier-conscious living, with an elevator lift accessible from the attached garage to both the main floor and finished lower level. Set on a quiet, low-traffic crescent, this home offers the ease of one-level living with the added flexibility of a fully usable lower level. The main floor is planned for barrier-free living, featuring hardwood flooring, an open-concept living/dining area, and a custom kitchen with roll-under counters, centre island, breakfast bar, wall oven, and cooktop. The generous primary bedroom is combined with the second bedroom, creating an expanded retreat with a semi-ensuite designed for accessibility, including a roll-in shower, jetted soaker tub, and roll-under vanity. A third main-floor bedroom adds flexibility for family, guests, office use, or care support. The lower level extends the home's usability with elevator access, an open-concept recreation room, a 3-piece bath, two additional bedrooms, and laundry. Ideal for multi-generational living, guests, hobbies, or private work-from-home space. Outside, the huge pie-shaped lot offers a backyard patio overlooking green space, creating a quiet setting with room to garden, gather, or simply breathe. Located in an established Downtown Whitby pocket, Regency Crescent offers calm residential living close to the conveniences buyers value: Brock Street shops, restaurants, cafés, the Whitby Farmers' Market, Whitby Courthouse Theatre, Lynde House Museum, parks, schools, transit, and commuter routes. Whitby GO Station is approximately 10 minutes away by car, with quick access to Highways 401 and 412. Stone kitchen counter 2025, porch and walkway 2023, eavestrough 2021, roof 2006.
Estimate your monthly payments for this property
Estimated Payment
$4,360.94/mo
Includes CMHC insurance ($23,715)
5-yr fixed avg.
Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.
Discover Whitby
Whitby is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.
Why Live in Whitby
- •Convenient location in Whitby
- •Access to local shops and dining
- •Good public transit connections
- •Community parks and green spaces
- •Well-maintained neighbourhoods
Nearby Schools
Transit & Commuting
- •MiWay bus routes throughout the area
- •GO Transit stations within driving distance
- •Easy highway access to 401/403/QEW
- •Walking distance to local amenities
Parks & Amenities
- •Local parks and recreational facilities
- •Community centres
- •Shopping plazas nearby
- •Restaurants and cafes
Lifestyle & Community
Whitby offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.
59 Regency Crescent, Whitby
Open in Google MapsUse the map controls to zoom, pan, and switch between map and satellite views. Drag to explore the neighbourhood.
Rental income estimator & ROI calculator
Monthly Cash Flow Breakdown
Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe's Thoughts
Honest perspective from 30+ years of GTA real estate experience
Competitive Pricing
At $773/sqft, this is priced below the area average. This could represent genuine value, but let's investigate why. In my experience, underpriced homes often have deferred maintenance, unfavourable layouts, or motivated sellers. I'll help you determine which it is.
Market Position
At 26 days on site, this property has had reasonable exposure. It hasn't sold immediately (which often indicates overpricing), but isn't languishing either. There's likely room for a 3-5% negotiation from asking price.
Detached Home Advantages
Detached homes in Whitby are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.
Excellent Flexibility
With 5 bedrooms, you have genuine flexibility. Beyond the master and kids' rooms, you can have a dedicated home office, guest room, hobby space, or even rental income potential. In today's work-from-home era, extra bedrooms add significant value. Properties with 5+ bedrooms are relatively rare in Whitby.
Investment Perspective
Looking at this as an investment: Whitby properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $3,542 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.
Let's See It Together
Photos only tell part of the story. During our showing, I'll point out things the camera doesn't capture: neighbourhood feel, natural light quality, traffic noise, and overall condition. I'll also share what comparable homes have sold for and help you craft a winning strategy if you decide to move forward.