Downtown Whitby Real Estate

Downtown Whitby Real Estate

Welcome to Downtown Whitby, a charming and vibrant neighborhood that perfectly blends small-town charm with modern conveniences. Nestled in the heart of Whitby, Ontario, this area is a hidden gem that offers an inviting atmosphere for residents and visitors alike.

Downtown Whitby is characterized by its picturesque streets lined with historic buildings, unique boutiques, and an array of delightful cafes and restaurants. Stroll along Brock Street and discover local shops that showcase artisanal goods, fashion, and home décor. The community embraces its heritage, with beautifully preserved architecture that tells the story of the town's rich history.

For those who appreciate the outdoors, Downtown Whitby boasts numerous parks and green spaces, perfect for leisurely walks, picnics, or simply soaking in the natural beauty. The nearby Whitby Harbour offers stunning waterfront views and recreational activities, making it a favorite spot for families and nature enthusiasts.

The neighborhood is also home to a vibrant arts scene, with galleries and cultural events that celebrate local talent. The Whitby Public Library and the Station Gallery host various programs and exhibitions, ensuring there’s always something new to experience.

With excellent schools, convenient public transportation, and a strong sense of community, Downtown Whitby is an ideal place for families, young professionals, and retirees alike. Whether you're looking to buy a cozy home or rent an apartment, this neighborhood offers a welcoming environment that feels like home. Come and explore Downtown Whitby, where community spirit and modern living harmoniously coexist!

Newest Listings in Downtown Whitby

$500,000
3 Beds ⋅ 1 Baths ⋅ E13666876 MLS
Detached 1.5 story house in fabulous area of Whitby on a great lot including a detached double car garage. This home features a cozy kitchen with laminate flooring, a window and a built in dishwasher. Living room with hardwood flooring, picture window and is a formal room. Dining room with hardwood flooring, window and is a formal room. Primary bedroom with hardwood flooring, closet and a window. Second bedroom with hardwood flooring, closet and a window. Lower level recreation room with broadloom, bar and a window. Third bedroom in the lower level with broadloom, closet and a window. Lots of parking. Covered porch at the back of the house. Large back deck perfect for entertaining. Close to all amenities: schools, shopping and transit.

1106 Green Street, Whitby
$299,000
1 Baths ⋅ E13663400 MLS
TURNKEY WELLNESS BUSINESS OPPORTUNITY IN WHITBY! An exceptional opportunity to acquire ReachWellness, a professionally established multidisciplinary healthcare and wellness clinic serving the Whitby and Durham Region community. Strategically located at 209 Dundas Street East, this recognized wellness destination brings multiple complementary healthcare services together under one roof, creating a strong platform for continued growth and expansion. The business offers a diverse range of services including physiotherapy, chiropractic care, naturopathic medicine, registered massage therapy, osteopathy, psychotherapy, acupuncture, nutrition counselling, custom orthotics and more. With an established brand, professional clinical environment and collaborative practitioner model, Reach Wellness provides an ideal opportunity for an entrepreneur, healthcare professional, investor or existing operator looking to expand their footprint. The clinic has built a strong reputation around personalized patient care, multidisciplinary treatment and convenience, including direct billing options. A buyer can stepinto an operating business with an established presence while benefiting from multiple avenues for future growth through practitioner recruitment, expanded services, increased marketing and optimized clinic operations. Turnkey operation with tremendous upside in a growing Whitby market

209 Dundas Street E Unit 7, Whitby
$999,000
E13655426 MLS
Rare opportunity to own a mixed-use office and residential building in a prime Downtown Whitby location, complete with its own private parking lot offering parking for up to 8 vehicles, an exceptionally rare and valuable feature in the downtown core. The main floor offers generous professional office space with two separate entrances, providing flexibility for a single business or the potential to accommodate multiple businesses. Currently configured with a large reception area, comfortable seating/waiting area and three private offices, with the potential to reconfigure the space to create a fourth office.The property also features two self-contained residential units, each with its own separate entrance. The upper level offers a one-bedroom apartment with private access from the north side of the building, while the lower level features a studio apartment with its own rear entrance. Both residential units are currently fully rented, generating a combined $2,700 per month.Adding to the investment potential, the current owner is willing to lease back the main-floor office space for one year at $3,000 per month, creating the potential for approximately $5,700 in total monthly rental income. An exceptional opportunity for an investor seeking multiple income streams or an owner-user looking to secure a prime Downtown Whitby property while benefiting from existing rental income and future flexibility.

916 BROCK STREET SOUTH Street, Whitby
$999,900
5 Beds ⋅ 3 Baths ⋅ E13652246 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
$599,900
3 Beds ⋅ 3 Baths ⋅ E13644330 MLS
Welcome to 33 Aspen Park Way! This beautifully maintained 3 bedroom, 3 bathroom end unit townhome with a very low maintainence fees of just $291 per month, this house has a functional layout with bright, spacious living areas perfect for families and entertaining. The main level features an open concept kitchen complete with a breakfast bar, seamlessly flowing into the dining and living rooms for comfortable everyday living. Upstairs, the primary bedroom offers a walk in closet and 3 piece ensuite. Two additional well sized bedrooms and a 4 piece bathroom provide plenty of space for family or guests. The finished lower level boasts a family room with a walk out to the deck and a fully fenced backyard--ideal for outdoor entertaining. Situated in a desirable Whitby neighbourhood close to parks, schools, shopping, transit and major highways, this move in ready home is an excellent opportunity for first time buyers, growing families or investors.

33 Aspen Park Way Unit 15, Whitby
$614,071
3 Beds ⋅ 3 Baths ⋅ E13644174 MLS
Welcome to Station No 3. Modern living in the heart of historic downtown Whitby. Brand new boutique building by award winning builder Brookfield Residential. Take advantage of hundreds of thousands in savings from original price!!!The "King" is a gorgeous, 2-storey townhome at 1383 sq. ft. with soaring approximate 11' ceilings. Floor to ceiling windows allow natural light to flow through the space. Enjoy the main floor's open concept layout with walk-out to terrace, additional pantry storage & powder room for guests. The oak staircase leads you to the upper floor's spacious den, primary bedroom with 4 piece en-suite washroom & double sinks, second bedroom with walk-out to balcony, an additional 4 piece washroom & in-suite storage with laundry area. Enjoy lovely finishes including kitchen island with waterfall edge, quartz countertops, soft close cabinetry, ceramic backsplash, black Delta faucets, wide-plank laminate flooring,& Smart Home System. This suites includes approximately $14,000 in upgrades. Easy access to highways 401, 407 & 412. Minutes to Whitby Go Station, Lake Ontario & many parks. Steps to several restaurants, coffee shops & boutique shopping. Immediate or flexible closings available. 1 EV parking & 2 locker's included. Station 3 is fully constructed & registered. State of the art building amenities include, gym, yoga studio, 5th floor party room with outdoor terrace with BBQ's & fire pit, 3rd floor south facing courtyard with additional BBQ's, co-work space, pet spa, concierge & guest suite.

201 Brock Street S Unit 110, Whitby
$905,000
6 Beds ⋅ 3 Baths ⋅ E13641874 MLS
Nestled on a quiet, tree-lined street in one of Downtown Whitby's most established and desirable neighbourhoods, this beautifully maintained 4-bedroom home offers the perfect blend of character, comfort, and modern updates. Surrounded by mature trees and spacious lots, you're just steps to Trafalgar Castle School, parks, trails, and the shops, cafes, and restaurants of vibrant Downtown Whitby, with convenient access to Highways 401, 412, and the Whitby GO Station. Inside, thoughtfully updated living spaces are designed for today's lifestyle. The bright, functional kitchen showcases quartz countertops, stainless steel appliances, and overlooks the private backyard oasis completed with a heated salt water pool, making it easy to stay connected whether you're preparing meals or entertaining guests. The spacious primary suite is a true retreat, featuring a walk-in closet and a beautifully renovated ensuite. The basement includes two large bedrooms and a small unfinished space awaiting your touches. This is an exceptional opportunity to own a move-in-ready home in one of Whitby's most sought-after neighbourhoods. Windows. A/C, Furnace all less than 5 years old! Move in ready home!

523 Reynolds Street, Whitby
$639,900
3 Beds ⋅ 1 Baths ⋅ E13638502 MLS
Updated 3 bedroom, 1 bathroom home in a prime location, directly across from Rotary Centennial Park. This move-in ready property is a fantastic opportunity for first-time buyers or downsizers seeking the convenience of one-level living, with primary bedroom, bathroom, and laundry all located on the main floor. Recent updates include a new furnace (2024), roof (2024), hot water tank (2022), 100-amp electrical service, windows (2014), and A/C (2013). Brand new patio doors (2026) lead to a spacious back deck overlooking the fully fenced backyard, complete with beautiful gardens, the perfect setting for relaxing or entertaining. Inside, the bright and functional layout features a modern kitchen, and clean, well-maintained interior. Upstairs offers two additional bedrooms, ideal for family, guests, or a home office. The clean basement provides excellent storage space. Conveniently located with easy access to Highway 401 and a 5-minute drive to the GO Station. Pre-list home inspection available.

810 Byron Street S, Whitby
$749,999
4 Beds ⋅ 2 Baths ⋅ E13634798 MLS
Welcome to this beautiful Bungalow corner lot with a lot of sunlight which 61 x 146 size lot adds value in a quite and beautiful neighbourhood. It features a 3+1 bedroom and 2 bathrooms, an attached garage with mezzanine, inground pool, an incredible private backyard w/ 2 deck areas. Kitchen consists of granite countertop, Stainless Steel range hood and open to living room area. Gas fireplace in the living room provide cozy evenings. Separate entrance and through house gives access to a partly finished basement that consists of 3-pcs bathroom, bedroom, entertainment/family/rec room and laundry room. A/C installed in June 2023, brand new owned hot water tank was replaced in July 2026.

505 Colborne Street E, Whitby
$799,900
3 Beds ⋅ 3 Baths ⋅ E13630452 MLS
Stunning And Bright Freehold End-Unit Townhome, Located In The Heart Of Downtown Whitby. Shows Like A Semi-Detached And Has One Of The Largest Premium Pie-Shaped Lot! Open Concept With Lots Of Natural Light. Updated Gourmet Kitchen. Spacious Living and Dining Room With Walkout To Huge Backyard, With Lots of Privacy. No Neighbours at the Back. Enjoy the Large Master Bedroom With Walk In Closet And A 4 Pc Ensuite. There Are Two More Good Sized Bedrooms. 1,972 Sq Ft Of Living Space With Garage Access From Basement. Finished Basement Can Be Used As An Extra Bedroom, Office, Family Room Or Recreational Area. Move In Ready. Tons Of Upgrades Already Done To The Property. Hardwood Floors (2019), S/S Appliances: Stove, Fridge & Dishwasher (2019). Kitchen Cabinets And Quartz Countertop (2019), Led Pot Lights (2019), Furnace & A/C (2017), West Side Of Roof Redone (2023), Microwave (2024) New Washer and New Ventless Dryer (2025), Freshly Painted (2026). Excellent Schools, Shopping, And Restaurants All Just Steps Away. Close to Transit & GO Station.

137 Stokely Crescent, Whitby
$13
E13578348 MLS
Positioned in a prime location just moments from public transit and a short stroll to the heart of downtown Whitby, this exceptional office space offers both convenience and prestige. The property features reserved parking and has been extensively renovated with meticulous attention to detail, creating a refined and sophisticated professional environment.

420 Green Street Unit 204,205,206, Whitby
$475,000
3 Beds ⋅ 1 Baths ⋅ E13607438 MLS
Welcome to this bright and spacious second-level apartment, ideally located in one of Whitby's most desirable mature neighbourhoods! Offering 3 generously sized bedrooms and 1 full bathroom, this inviting home is perfect for families, professionals, or anyone looking to enjoy the convenience of downtown living. The sun-filled living room features a large picture window that fills the space with natural light, creating a warm and welcoming atmosphere. The bright eat-in kitchen offers plenty of room for family meals and everyday living. Spacious bedrooms provide comfort and flexibility for growing families, guests, or a home office. Situated just steps from vibrant Downtown Whitby, you'll enjoy easy access to transit, shopping, restaurants, banks, schools, parks, and all essential amenities. Experience the perfect blend of space, comfort, and an unbeatable location in this charming rental opportunity!

540 Mary Street E Unit 1-3, Whitby
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