WHITBY

Whitby is one of Durham Region’s most popular communities, known for its excellent schools, family-friendly neighbourhoods, growing amenities, and strong sense of community. With a mix of newer developments, executive homes, established neighbourhoods, and vibrant local amenities, Whitby attracts families, professionals, and buyers looking for more space outside Toronto. The Chantel Crisp Real Estate Team helps buyers and sellers navigate the Whitby real estate market with thoughtful strategy, local expertise, and highly personalized guidance.

Top Schools in Whitby

Elementary:

  • Earl A Fairman Public School 9.5 Fraser Score
  • St. Paul Catholic School 8.8 Fraser Score
  • Colonel J.E. Farewell Public School 8.4 Fraser Score
  • Captain Michael VandenBos Public School 8.0 Fraser Score
  • St. Bernard Catholic School 7.7 Fraser Score
  • Chris Hadfield Public School 7.7 Fraser Score
  • Williamsburg Public School 7.6 Fraser Score

Secondary:

  • Donald A. Wilson Secondary School 8.4 Fraser Score
  • Anderson Collegiate and Vocational Institute 7.9 Fraser Score
  • All Saints Catholic Secondary School 7.9 Fraser Score

Homes For Sale In Whitby

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  • 4 Upper Paradise Way in Whitby: Rural Whitby House for sale : MLS®# E14084870

    4 Upper Paradise Way Rural Whitby Whitby L1P 0S2
    OPEN HOUSE: Oct 17, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 17, 2026 2:00PM - 4:00PM
    Main Photo: 4 Upper Paradise Way in Whitby: Rural Whitby House for sale : MLS®# E14084870
    $959,990
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14084870
    Bedrooms:
    4
    Bathrooms:
    3
    Brand new spacious live/work freehold built by Paradise Developments, perfectly positioned at the prime corner of Coronation Rd. and McGowan Dr. within a thoroughly planned community of Whitby Meadows Newtowns. The Romano model offers a generous total area of over 3,415 Sq.Ft., including 780 Sq.Ft of commercial space with 11' ceiling and 4 generous bedrooms home (with 9' ceilings on both main and third levels)Feel welcome and relax in the main living area which features an open-concept main level boasts elegant neutral finishes, upgraded kitchen with large centre island, extended upper cabinetry, quartz countertops and backsplash. Abundant windows and doors. Great room equipped with charming electric fireplace and access to a huge outdoor terrace flooding the space with natural lighting. Principal bedroom features luxurious ensuite with frameless glass shower, double sink and two walk-in closets and access to a private oversized balcony. Commercial space is equipped with a 2-piece rough- in and space ready for handicap-accessible washroom, ensuring compliance with accessibility standards. The non-residential Commercial space of the dwelling can be used for many permitted-use including: offices, personal service establishment, retails, studio, food, catering services and many more (please see full list of use in attachment).This townhouse seamlessly blends comfort and functionality, making it an ideal choice for modern living. Welcome to Paradise Homes! More details
    Listed by PIVOT REAL ESTATE GROUP
    Chantel Crisp
  • 2 Upper Paradise Way in Whitby: Rural Whitby House for sale : MLS®# E14084934

    2 Upper Paradise Way Rural Whitby Whitby L1P 0S2
    OPEN HOUSE: Oct 17, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 17, 2026 2:00PM - 4:00PM
    Main Photo: 2 Upper Paradise Way in Whitby: Rural Whitby House for sale : MLS®# E14084934
    $999,990
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14084934
    Bedrooms:
    4
    Bathrooms:
    3
    Discover this rare find spacious Corner unit live/work freehold built by Paradise Developments, perfectly positioned at the prime corner of Coronation Rd. and McGowan Dr. within a thoroughly planned community of Whitby Meadows Newtowns. The Victoria model offers generous total area of over 3,535 Sq.Ft., including 760 Sq.Ft of commercial space with 11'ceiling and 4 generous bedrooms home (9' ceilings on both main and third levels). Feel welcome and relax in the main living area which features an open-concept main level boasts elegant neutral finishes, upgraded tiles and hardwood flooring, upgraded kitchen with large centre island, extended upper cabinetry, quart countertops and backsplash. Abundant windows and doors. Great room equipped with charming electric fireplace and access to a huge outdoor terrace flooding the space with natural lighting. Primary bedroom features luxurious ensuite with frameless glass shower, double sink and a walk-in closet and access to a private oversized balcony. Commercial space is equipped with a 2-piece rough- in and space ready for handicap-accessible washroom, ensuring compliance with accessibility standards. The non-residential Commercial space of the dwelling can be used for many permitted-use including: offices, personal services establishment, retails, studio, food, catering services and many more (please see full list of use in attachment). This townhouse seamlessly blends comfort and functionality, making it an ideal choice for modern living. Welcome to Paradise homes! More details
    Listed by PIVOT REAL ESTATE GROUP
    Chantel Crisp
  • 44 Finnegan Place in Whitby: Pringle Creek House for sale : MLS®# E14084978

    44 Finnegan Place Pringle Creek Whitby L1R 2K9
    Main Photo: 44 Finnegan Place in Whitby: Pringle Creek House for sale : MLS®# E14084978
    $999,990
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14084978
    Bedrooms:
    3
    Bathrooms:
    3
    Rare offering in the heart of sought after Pringle Creek, Whitby. ~ A beautifully renovated true bungalow delivering approximately 1,695 sq ft of easy one level living on a wide 49ft x125 ft (118ft) foot lot, plus a fully finished lower level for roughly 1500 sq ft with a total finished space of approximately 3195 sqft. ~ Just completed with brand new engineered hardwood, designer paint, and new black aluminum staircase spindles. ~ California shutters throughout and a dramatic vaulted cathedral foyer. ~ The bright white kitchen offers white appliances, a subway tile backsplash and a walks out to a fully landscaped, private yard. ~ The spacious primary retreat has a walk in closet and private ensuite, and two more generous main floor bedrooms make one level living effortless. ~ Gather in the family room by the gas fireplace, then head downstairs to a basement built for entertaining, complete with a bar area, a media room with its own fireplace, a 3 piece bath and a large workshop for the hobbyist. ~ Location is everything here. Pringle Creek is one of Whitby's most established and connected neighbourhoods, set on a quiet, mature street yet moments from it all. ~ You are close to top rated schools, parks, trails and recreation centres, with shopping and dining at Thickson and Taunton just minutes away. ~ Commuters will love the quick access to Highways 401, 407 and 412 and the nearby Whitby GO Station, making travel across the GTA simple. ~ A turnkey true bungalow on a premium lot in a prime pocket rarely comes to market. ~ Nothing to do but move in, unpack and enjoy all this special home and community have to offer. More details
    Listed by EXP REALTY
    Chantel Crisp
  • 1014 McCullough Drive in Whitby: Downtown Whitby House for sale : MLS®# E14085090

    1014 McCullough Drive Downtown Whitby Whitby L1N 1C6
    OPEN HOUSE: Oct 17, 2026
    12:00 PM - 04:00 PM EDT
    Open House on Saturday, October 17, 2026 12:00PM - 4:00PM
    OPEN HOUSE: Oct 18, 2026
    12:00 PM - 04:00 PM EDT
    Open House on Sunday, October 18, 2026 12:00PM - 4:00PM
    Main Photo: 1014 McCullough Drive in Whitby: Downtown Whitby House for sale : MLS®# E14085090
    $669,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14085090
    Bedrooms:
    3
    Bathrooms:
    2
    Solid Bungalow with lots of potential for income and equity growth. Great layout for an In-law Suite/Basement Apartment. Modest Cosmetic Upgrades are all that's needed to transform this family home into a Show Piece! Several Rooms have been Virtually staged for Perspective and Inspiration. The Large Bright Kitchen with Eat-in Dining area is nicely situated beside the generous Livingroom providing for a very Family Friendly Space. Handicap/Wheelchair ramp to the front entrance provides ease of access for those with mobility challenges. Large paved Double Drive with additional parking in the Carport. Carport has direct level access to the Side entrance and Backyard. Conveniently located in Downtown Whitby. Minutes to Downtown Shops and 401. Walk to Whitby Go and Bus Service. More details
    Listed by Royal LePage Frank Real Estate
    Chantel Crisp
  • 409 Gilbert Street E in Whitby: Downtown Whitby House for sale : MLS®# E14078270

    409 Gilbert Street E Downtown Whitby Whitby L1N 1R6
    Main Photo: 409 Gilbert Street E in Whitby: Downtown Whitby House for sale : MLS®# E14078270
    $839,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14078270
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to this cherished family home in the heart of downtown Whitby, lovingly cared for by its original owners. Offering 4 spacious bedrooms, 3 bathrooms, and set on an impressive 163-foot deep lot, this home is ready for a new family to create lasting memories.Inside, you'll find generous living spaces designed for everyday family life, while outside, the expansive backyard, with deck boards all replaced last year, offers plenty of room for children to play, family gatherings, summer barbecues, and future possibilities. The pride of ownership is evident throughout, reflecting years of care and attention.Perfectly located in a mature, family-friendly neighbourhood, you'll enjoy being just minutes from schools, parks, churches, shopping, restaurants, the GO Train, and Highway 401, making commuting and daily errands effortless. This is a rare opportunity to put down roots in a home that has been the backdrop for a lifetime of family memories and is ready to welcome its next chapter. Upgrades: Two new toilets upstairs bathroom. Windows at back of house Approx. 2023, Furnace and Ac Approx. 2021 - maintained yearly, Shingles 2012, Deck boards all replaced last year. More details
    Listed by Keller Williams Energy Real Estate
    Chantel Crisp
  • 26 Hanover Court in Whitby: Lynde Creek House for sale : MLS®# E14079786

    26 Hanover Court Lynde Creek Whitby L1N 7J2
    Main Photo: 26 Hanover Court in Whitby: Lynde Creek House for sale : MLS®# E14079786
    $1,875,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14079786
    Bedrooms:
    4
    Bathrooms:
    4
    Tucked at the end of a private court in one of Whitby's most sought-after pockets, this custom-built bungalow sits on a rare 81 x 232 ft. lot, offering the kind of space, privacy and layout that's simply hard to find. With 2+2 bedrooms, 4 bathrooms, over 2,500 sq. ft. above grade and a 2,000 sq. ft. finished basement, there's room here for everyone.Step inside to 9 ft. ceilings across the main floor, a soaring 12 ft. foyer and a cathedral-ceiling great room anchored by a cozy gas fireplace. Tray ceilings elevate the kitchen, dining room and primary bedroom. The fully renovated kitchen is the heart of it all: custom cabinetry, a large island, updated quartz counters and backsplash, built for cooking and entertaining. The primary ensuite was redone top to bottom with new flooring, a glass shower, freestanding tub, quartz counters and his-and-hers vanities.Downstairs carries those same 9 ft. ceilings and delivers a games/rec room, two large bedrooms, an updated 3-piece bath with quartz counters, a second gas fireplace and a separate entrance from the garage. An R-5 foil insulator was installed beneath the poured concrete in both the basement and garage to keep humidity in check.Outside, a 14 x 24 ft. composite deck and pergola overlook the ravine, your own private backdrop from morning coffee to sunset.Then there's the garage. A true 3-car at 44 x 24 ft., with a hoist lift in the far bay so a 4th vehicle fits with ease. Its own heated gas furnace, epoxy-finished floors and a side entrance off the interlocking walkway make it as functional as it is impressive.All of it set in established Lynde Creek, minutes to sought-after schools, downtown Whitby's shops and restaurants, the GO station, and quick access to Hwy 401, 412 and 407 for an easy commute in any direction.From the unbeatable court location to the sprawling lot, custom finishes and standout garage, 26 Hanover Court is a home you simply don't come across every day. More details
    Listed by RE/MAX Rouge River Realty Ltd.
    Chantel Crisp
  • 250 Glen Hill Drive in Whitby: Blue Grass Meadows House for sale : MLS®# E14079808

    250 Glen Hill Drive Blue Grass Meadows Whitby L1N 7J8
    OPEN HOUSE: Oct 17, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 17, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Oct 18, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 18, 2026 2:00PM - 4:00PM
    Main Photo: 250 Glen Hill Drive in Whitby: Blue Grass Meadows House for sale : MLS®# E14079808
    $889,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14079808
    Bedrooms:
    4
    Bathrooms:
    4
    Beautifully Appointed 3+1 Bedroom, 4 Bathroom Detached Home in Desirable Blue Grass Meadows! Welcome to a home that truly has it all! Gorgeous inside and out, this spacious and inviting property offers the perfect blend of comfort, functionality, and room to grow. Thoughtfully laid out with plenty of space for everyday living and effortless entertaining, this home is sure to impress from the moment you step inside. The main floor features a well-appointed kitchen, separate living and dining areas, and a welcoming family room, providing plenty of space to gather, relax, and entertain. Main floor laundry adds everyday convenience, while the generous mudroom just off the laundry offers excellent storage, direct garage access, and a separate side entrance - a practical touch for busy days and coming and going. Upstairs, you'll find three generously sized bedrooms, including a spacious primary retreat complete with a walk-in closet and a 4-piece ensuite. The finished basement adds even more versatility, featuring a second kitchen, living area, a potential fourth bedroom, and a walk-in pantry, along with abundant storage throughout. Whether you envision an extended living space, a private retreat for guests, or room for hobbies and recreation, the possibilities are yours to explore. Step outside to a large deck with a gazebo, creating the perfect setting for summer barbecues, morning coffee, and relaxing evenings. With additional green space for gardening, outdoor play, or simply enjoying the fresh air, the backyard offers the best of both entertaining and everyday enjoyment. Located in the sought-after Blue Grass Meadows neighbourhood, this beautiful home offers space, flexibility, and functionality in a setting you'll love to call home. A wonderful opportunity to enjoy comfortable living inside and out - don't miss it! More details
    Listed by Keller Williams Energy Real Estate
    Chantel Crisp
  • 127 Cathedral Drive in Whitby: Rolling Acres House for sale : MLS®# E14079920

    127 Cathedral Drive Rolling Acres Whitby L1R 3L9
    OPEN HOUSE: Oct 17, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 17, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Oct 18, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 18, 2026 2:00PM - 4:00PM
    Main Photo: 127 Cathedral Drive in Whitby: Rolling Acres House for sale : MLS®# E14079920
    $899,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14079920
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to 127 Cathedral Drive in Whitby's desirable Rolling Acres community! This exceptional 4-bedroom, 4-bathroom corner unit home offers almost 2,400 sq. ft. of beautifully designed above-grade living space, plus a fully finished basement! With its oversized corner lot, extensive upgrades and impressive layout, this home delivers the space and functionality of a detached home! Step inside to discover a bright, open-concept main floor featuring a beautifully updated kitchen, spacious living and dining areas, and a dedicated main-floor office. Elegant wainscoting throughout the first and second floors, freshly painted walls, California shutters, modern light fixtures and smart light switches add style and sophistication throughout. The fully finished basement is an entertainer's dream! Featuring an open-concept recreation room, premium vinyl flooring and a 3-piece bathroom, this level is highlighted by a professionally installed private home theatre! Enjoy the ultimate cinematic experience with a Dolby Atmos 9.2 surround sound system, receiver, massive 117-inch screen, 4K projector, 4K Blu-ray player and three motorized leather recliners. Outside, the oversized corner lot offers beautifully maintained landscaping, extensive interlocking pavers, automatic app-controlled in-ground sprinklers and a large garden shed. The convenience of a four-car driveway and garage featuring a NEW garage door (2026), EV charging plug-in and ceiling-mounted motorized bike rack. Additional highlights include laundry room cabinetry, a water softener and all existing light fixtures. LOCATION IS EVERYTHING! Just minutes from Metro, restaurants, shopping, parks, schools and everyday amenities, with convenient access to Highway 407 and major commuter routes. Beautifully updated, thoughtfully equipped and exceptionally spacious, 127 Cathedral Drive is anything but ordinary. A rare opportunity. THIS IS ONE YOU NEED TO EXPERIENCE IN PERSON! More details
    Listed by REVEL Realty Inc.
    Chantel Crisp
  • 13 Micklefield Avenue in Whitby: Rural Whitby House for sale : MLS®# E14080132

    13 Micklefield Avenue Rural Whitby Whitby L1P 0C2
    Main Photo: 13 Micklefield Avenue in Whitby: Rural Whitby House for sale : MLS®# E14080132
    $1,118,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14080132
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome home to Whitby's Country Lane Master-Planned Community! This Beautiful south facing sunny 4-bedroom home features a double driveway, double garage with direct access, 9 foot ceiling on main, Interlocked front porch, gourmet kitchen with centre island, built-in pantry, pot drawers and breakfast area. Main floor offers engineered hardwood, smooth ceilings, elegant metal pickets, gas fireplace and zebra blinds with remote. Spacious primary bedroom with ensuite and walk-in closet, plus convenient second-floor laundry. Double French doors walk out to the deck and sunny south-facing backyard. Amazing amenities are just minutes away, including Real Canadian Superstore, Walmart, restaurants, parks, and trails. Easy access to Highways 407 and 412 makes commuting convenient. Beautifully upgraded with a great mix of style, comfort, and convenience in a desirable Whitby community. More details
    Listed by BAY STREET GROUP INC.
    Chantel Crisp
  • 26 Amulet Way in Whitby: Rolling Acres House for sale : MLS®# E14080178

    26 Amulet Way Rolling Acres Whitby L1R 0R5
    OPEN HOUSE: Oct 17, 2026
    01:00 PM - 03:00 PM EDT
    Open House on Saturday, October 17, 2026 1:00PM - 3:00PM
    OPEN HOUSE: Oct 18, 2026
    01:00 PM - 03:00 PM EDT
    Open House on Sunday, October 18, 2026 1:00PM - 3:00PM
    Main Photo: 26 Amulet Way in Whitby: Rolling Acres House for sale : MLS®# E14080178
    $649,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14080178
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to 26 Amulet Way, a stunning, meticulously maintained 3-storey townhome nestled in Whitby's desirable Rolling Acres community. Showcasing exceptional pride of ownership, this beautifully appointed 2-bedroom, 2-bathroom home offers approximately 1,275 sq. ft. of above-grade living space, blending modern style, comfort, and functionality. Step inside and discover a bright, inviting interior featuring beautiful hardwood flooring, tasteful finishes, and carefully selected upgrades throughout. The open-concept living and dining area offers an ideal setting for both everyday living and entertaining, complete with a walkout to a private balcony with unobstructed views. The stylish kitchen is as functional as it is beautiful, featuring stainless steel appliances, a centre island, ceramic flooring, an upgraded backsplash, and thoughtfully added storage, including a pantry and built-in wine rack cupboard. Upstairs, the spacious primary bedroom offers a walk-in closet, California shutters, and convenient access to a semi-ensuite bathroom featuring a relaxing soaker tub. The second bedroom is equally inviting, complete with a mirrored closet and the flexibility to accommodate guests or a home office. Additional highlights include California shutters, upgraded lighting, an attached garage with driveway parking and an EV charging outlet, and a lower-level laundry and utility area with additional storage. Ideally situated close to parks, schools, shopping, public transit, and major commuter routes, this exceptional home offers the perfect balance of style, convenience, and low-maintenance living. Beautifully maintained and truly move-in ready, 26 Amulet Way is a home you'll be proud to call your own! More details
    Listed by Re/Max Impact Realty
    Chantel Crisp
  • 50 Treen Crescent in Whitby: Rolling Acres House for sale : MLS®# E14080232

    50 Treen Crescent Rolling Acres Whitby L1R 3C8
    OPEN HOUSE: Oct 18, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 18, 2026 2:00PM - 4:00PM
    Main Photo: 50 Treen Crescent in Whitby: Rolling Acres House for sale : MLS®# E14080232
    $749,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14080232
    Bedrooms:
    3
    Bathrooms:
    4
    Two bedrooms, four bathrooms and zero sharing required. This gorgeous freehold townhome was converted by the builder from three bedrooms to two, so each bedroom has its own ensuite and walk-in closet. Ideal for downsizers, co-owners, roommates or anyone who values their own space! You're going to love the beautifully updated, open concept layout loaded with upgrades including updated lighting and fresh paint throughout .The kitchen is bright and crisp in white, with quartz counters and a modern backsplash, and opens to the spacious great room and combined dining room. A powder room and a main floor laundry room with built-in cabinets and shelving round out the main level. Upstairs, enjoy two spacious primary suites, each with their own 4 pc ensuites. The finished lower level adds a third bedroom/office, a rec room and a 3-pc bath perfect for guests or a teenager in need of a hideout. Out back, an 18 x 14 ft deck with gazebo is ready for morning coffee and summer dinners. Built-in garage plus a 2-car driveway with no sidewalk to shovel. Enjoy no maintenance fees, and an excellent location close to parks and schools and quick hwy access for commuters in beautiful Rolling Acres. More details
    Listed by RE/MAX Rouge River Realty Ltd.
    Chantel Crisp
  • 2 92 Petra Way in Whitby: Pringle Creek Condo Apartment for sale : MLS®# E14080998

    2 92 Petra Way Pringle Creek Whitby L1R 0A3
    Main Photo: 2 92 Petra Way in Whitby: Pringle Creek Condo Apartment for sale : MLS®# E14080998
    $485,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    E14080998
    Bedrooms:
    2
    Bathrooms:
    1
    Spacious 2-Bedroom Condo Offering 960 Sq Ft Of Living Space Plus A Private Balcony. Functional Open-Concept Layout With A Kitchen Breakfast Bar Overlooking The Dining And Living Areas, With Walk-Out To The Balcony. Generously Sized Primary Bedroom With Walk-In Closet And Plenty Of Room For A King-Size Bed. Bright Second Bedroom Features A Walk-In Closet And Large Bay Window. A Smart Option For First-Time Buyers, Those Looking To Downsize, Or Investors Seeking A Spacious Condo In A Convenient Location. More details
    Listed by RE/MAX HALLMARK MAXX & AFI GROUP REALTY
    Chantel Crisp
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Data was last updated October 16, 2026 at 06:15 AM (UTC)
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.