Whitby Real Estate Search

Whitby Properties For Sale in 2026 Market

The 2026 market positions Whitby as a prime location for stable long-term investment and elevated lifestyle. Downtown Whitby continues its trajectory as a dynamic hub for cultural events and local enterprise, while highly sought-after areas like Brooklin are optimized for family living, offering immediate access to premium schools and green spaces. Buyers can explore spacious Single-family homes, classic Bungalows, and efficient Townhomes. Port Whitby is your gateway to premium waterfront living, providing stylish Condos and marina access. For proactive investors, secure undeveloped Land or high-potential Commercial properties. Discover the luxury of Homes with a pool or track new inventory with Just-listed properties.

Whitby’s established infrastructure, including the Iroquois Park Sports Centre and robust transit options via the Whitby GO Station, makes it a superior choice for modern commuters. Strategic highway access ensures connectivity across the GTA. The 2026 market rewards buyers who prioritize convenience, community engagement, and future valuation growth. Whitby is ready for your next move.

Newest Whitby Properties for Sale

69 Rampart Crescent, Whitby
$979,000
4 Beds ⋅ 4 Baths ⋅ E13703930 MLS
Welcome to 69 Rampart Crescent - a charming, all-brick 4-bedroom home on a deep lot in one of Whitby's most desirable, family-friendly neighborhoods. Designed for effortless living, this turnkey home welcomes you with a classic front porch, a fully finished basement, and major improvements already complete. A lifetime metal roof, owned hot water tank, and high-efficiency furnace offer lasting peace of mind and big future savings. Generous windows draw bright natural light throughout the home. Warm hardwood flooring extends across the main-floor living and dining rooms and continues through the upper level, while the updated kitchen provides a cozy, inviting, and functional space for daily meals and entertaining. Upstairs features four comfortable bedrooms, including a spacious master with a private 4-piece bath. Four pristine washrooms-including a main-floor powder room and a full bath in the finished basement -ensure total convenience for the whole family. Step outside to a sheltered backyard retreat-a private, low-maintenance space perfect for morning coffee, summer barbecues, and relaxed outdoor entertaining. Nestled in a wonderful community, this home is within walking distance of top-rated schools and neighborhood parks, with scenic nature escapes like Heber Down and Lynde Shores Conservation Areas just minutes away. Everyday living is wonderfully convenient with choice retail, local dining, and major grocery stores close by, alongside quick access to Highways 412, 401 and 407.Exceptional quality, meaningful upgrades, extraordinary value, and true comfort await-book your private tour today!

69 Rampart Crescent, Whitby

16 Donald Wilson Street, Whitby
$1,199,000
4 Beds ⋅ 3 Baths ⋅ E13700070 MLS
Welcome to Whitby's Prestigious Rolling Acres Community! This impressive all-brick detached two-storey home seamlessly blends sophisticated updates with exceptional everyday functionality. Meticulously maintained and beautifully presented, the property offers outstanding curb appeal with mature trees, manicured landscaping, an interlocking walkway, and a widened driveway. The renovated kitchen is the heart of the home featuring granite counters, an oversized centre island and a built-in pantry-perfect for both daily living and entertaining. Overlooking the kitchen, the inviting family room offers a gas fireplace and creates a warm, connected gathering space. A spacious upper-level great room showcases high ceilings, pot lights, and a second gas fireplace, providing an ideal setting for large family gatherings or entertaining guests. The home features four generously sized bedrooms, each with ample closet space. The main bathroom has been updated including a walk-in shower and bluetooth mirror. The primary suite offers a walk-in closet and a private 4-piece ensuite.Thoughtfully designed with multi-generational and growing families in mind, this home offers an abundance of versatile living space, including multiple sitting areas throughout. The finished basement features two additional lounge areas and a custom-built bar, creating yet another exceptional space to relax and entertain. Step outside and enjoy a backyard retreat with inground swimming pool and tiered deck providing the perfect setting for outdoor enjoyment, offering both privacy and a welcoming atmosphere for family and friends. **Please refer to the attached schedule for a complete list of upgrades.**Ideal location close to shopping, places of worship, excellent schools, and brand-new Rose Valley Community Park. Convenient access to public transit, Highway 401/407, making commuting a breeze.

16 Donald Wilson Street, Whitby

81 Garden Street, Whitby
$949,900
5 Beds ⋅ 3 Baths ⋅ E13697286 MLS
Exceptional Ravine Retreat with Incredible Multi-Generational & Investment Potential! Nestled on a premium ravine lot in the heart of Whitby, this unique hillside bungalow offers 2485sqft of living space over three finished levels of versatile living space designed to adapt to your family's needs. Featuring 5 spacious bedrooms, 3 bathrooms, multiple living areas, with each level having it's own separate entrance, this home presents an outstanding opportunity for multi-generational families, investors, or those seeking future income potential. The main level offers an inviting open-concept layout with a family-sized eat-in kitchen complete with Stainless Steel Appliances, Lots of Cupboards & Granite Countertops. Spacious living & dining areas, and a walk-out to a spectacular multi-level deck with gas hook-up overlooking the tranquil ravine, the perfect relaxing or entertaining spot. The primary bedroom features its own ensuite, while two additional bedrooms and a full bathroom complete the main level. The bright walk-out lower level includes two additional bedrooms, a full bathroom, an expansive family room with fireplace, and direct access to the multi-level deck. The finished basement offers a large recreation room with walk-out to a private patio, creating additional flexible space for extended family, home office, recreation, or future living quarters. Built into a natural slope, each of the home's three levels enjoys its own exterior entrance, making this an exceptional candidate for extended families, in-law living, or future income-generating. Enjoy the privacy of a ravine, mature trees, and peaceful outdoor living from every level while remaining just minutes from Downtown Whitby, GO Transit, Highway 401, schools, parks, restaurants, shopping, and every major convenience. A rare opportunity offering lifestyle, flexibility, and long-term investment potential in one of Whitby's most desirable established neighborhoods.

81 Garden Street, Whitby

Start Your Search