Whitby ON 5 Bedroom Real Estate, Homes, Condos for Sale

4 Year New House Offered At Unbeatable Value, Location, And Income Potential For Families From Ajax And Durham Region. This Home Offers A Large 2-Story Layout, Detached Double Car Garage, 4 Bedrooms, 3.5 Bathrooms, And A Finished Basement With Separate Side Entrance, Providing Flexible Space For Multi-Generational Living Or Future Rental Income. Situated In Whitby's Rolling Acres, A Family-Friendly Neighbourhood With Great Schools, Parks, Trails, Transit, And Easy Access To Highways, It Delivers Daily Convenience And Long-Term Resale Value.

16 Morningstar Avenue, Whitby

$3,488,888

5 Beds ⋅ 4 Baths ⋅ E13584304 MLS

Welcome Home! This Custom-Built Open Concept Country Estate Bungalow By Corvinelli is Situated in Ashburn on a 10 Acre Lot Steps from Lakeridge Golf Course. Over 5,500 SF of Living Space Featuring 3 + 2 Bedrooms, 3.5 Bathrooms, Finished Walk-Out Basement with Wet Bar & Hot Tub! Well-Manicured and Meticulously Landscaped Estate Lot with In-Ground Saltwater Pool, Irrigation System, Cabana, Putting Green, Chicken Coop, Drive Shed Garage with 100 AMP Panel, Propane Heater, Hydraulic Car Lift & Air Compressor. Renovated From Top To Bottom - This Property Must Be Seen To Be Appreciated!

1045 Brawley Road W, Whitby

$1,399,800

5 Beds ⋅ 5 Baths ⋅ E13580704 MLS

Ravine lot offers privacy and resort-style living: Beautiful 5 Bedrooms 5 Baths Monarch Built Detached home with rare to find features like *Backing Onto Greenbelt, W/O Finished Bsmt*, *Main Floor Master Bedroom Boasts W/O To Deck, Updated 4Pc Ensuite W/Quartz Counters, W/I Closet**Soaring Ceiling Entry Opens To Combined Living/Dining Rm W/Vaulted & Coffered Ceilings*Updated Kitchen W/Quartz Counters, Backsplash, Newer LG ThinQ appliances*Soft Close Cabinetry*W/O To Gorgeous Cedar Deck*Soaring Ceilings In Fam Rm W/Gas Fireplace, Pot Lights*, 2nd Primary Br On Upper Level W/4Pc Ensuite *Finished W/O Basement W/Spacious Rec Rm, 5th Bed, 4Pc Bath, kitchen* See inclusions. Close to Public, Catholic, private schools, shopping, worship places, parks, recreation facilities, GO transit, 407 and much more.

1048 Mcquay Boulevard, Whitby

$1,199,900

5 Beds ⋅ 3 Baths ⋅ E13576380 MLS

Beautifully updated all-brick 2-storey home in a highly sought-after family neighbourhood! Finished from top to bottom, this spacious home offers an impressive vaulted 2-storey foyer and a functional open-concept main floor with hardwood flooring throughout principal rooms. Renovated kitchen features quartz countertops, porcelain flooring, ceramic backsplash, stainless steel appliances, and a bright breakfast area with walkout to a party-sized deck, patio, and fully fenced backyard. Cozy family room with hardwood floors and gas fireplace overlooks the kitchen, while the separate formal dining room with bay window and sunken living room provide excellent entertaining space. Renovated main floor powder room, mudroom, and interior garage access add everyday convenience. The elegant spiral staircase leads to a spacious primary suite with walk-in closet and 5-piece ensuite featuring a whirlpool tub, separate shower, and double vanity. Three additional generous bedrooms share an updated 4-piece bath. Professionally finished basement includes a bright recreation room with oversized windows, gas fireplace and laminate flooring, a versatile flex room or 5th bedroom with pot lights, large laundry room with sink, drying racks and ironing area, plus a workshop with built-in shelving and workbench. Beautifully landscaped with interlocking stone walkways, patio, mature gardens, and in-ground sprinkler system. Close to top-rated schools, parks, shopping, transit and all amenities. Move-in ready and perfect for growing families!

1 Glencedar Crescent, Whitby

$879,900

5 Beds ⋅ 4 Baths ⋅ E13569922 MLS

Welcome to this well maintained 3+1 bedroom, 4 Wash room all-brick detached family home is nestled in a quite, family friendly desirable Brooklin, Whitby; Offering an exceptional value, this two-storey home features a double-car garage; highlighted by an extended-height living room with a cozy gas fireplace; The finished basement adds valuable living space, complete with a fourth bedroom and bathroom-ideal for guests, extended family, and Den for Kids Play Area or a home office! Private backyard is perfect for entertaining Friends and Family Gatherings, featuring a large deck and Kids play set for endless outdoor enjoyment; Conveniently located close to schools, parks, transit, downtown Brooklin shops, grocery stores, restaurants and with easy access to Highway 7, 407 and 412; An Excellent Opportunity to own a Move-in ready Family Home in a Prime Location Which offers the perfect blend of Comfort, Convenience, and Lifestyle!

133 Tremount Street, Whitby

$1,694,999

5 Beds ⋅ 2 Baths ⋅ E13563186 MLS

Almost 2-acre private estate in prestigious Williamsburg. Enjoy the panoramic view of your treed lot with pond and the pristine Lynde Creek from your glass-paneled balcony with composite decking. You will have a spacious 3-car garage and the expansive paved driveway can accommodate 14 vehicles. The lower area has been upgraded with premium vinyl plank flooring. The living room's floor to ceiling glass windows allow plenty of sunlight. New Blinds. A UNIQUE, ONE-OF-A-KIND PROPERTY OFFERING THE EXPERIENCE OF LUXURIOUS COUNTRY LIVING CLOSE TO THE CITY.

3505 Cochrane Street, Whitby

$4,500,000

5 Beds ⋅ 2 Baths ⋅ E13511656 MLS

Approx 48 Acre landholding in rural Whitby. Agricultural property with existing residence situated along the Brawly Rd W corridor. Strategic location between Lakeridge Rd N and Ashburn Rd with convenient access to Brooklin, Hwy 407, and Hwy 412. Excellent opportunity for Investment, Agricultural Use, Estate Ownership, or Long-term Land Banking.

1370 Brawley Road W, Whitby

$1,489,000

5 Beds ⋅ 4 Baths ⋅ E13505550 MLS

Experience True Luxury In This Stunning, One-Of-A-kind Detached Home Perfectly Situated On A Rare And Breathtaking Ravine Lot In The Heart Of The Highly Sought-after Whitby Meadows Community. Offering Around 3,200 Sq. Ft. Of Premium Living Space And More Than $85,000 In Upgrades Beyond Builder Standards. From The Moment You Step Inside, You'll Be Captivated By Elegant Hardwood Flooring In The Living/Dining Area And Soaring 9-foot Smooth Ceilings Throughout Both The Main And Second Floors. The Spacious Open-concept Living And Dining Areas Are Designed For Both Entertaining And Everyday Luxury, Featuring Built-in Speaker Connections And An Exquisite Coffered Ceiling, While The Expansive Family Room Showcases A Cozy Fireplace And Stunning Architectural Detail. A Convenient Main-floor Office Provides The Perfect Work-From-Home Setup. The Gourmet Kitchen Is A True Showstopper, Complete With Stainless Steel Appliances, A Large Centre Island, And A Bright Breakfast Area Overlooking The Serene Ravine Setting. Upstairs, You'll Find Four Generously Sized Bedrooms, Including A Luxurious Primary Retreat With Breathtaking Ravine Views, A Spa-inspired 5-piece Ensuite, And A Walk-in Closet. The Second Bedroom Features Its Own Private 3-piece Ensuite And Walk-in Closet, While The Remaining Bedrooms Offer Large Windows And Ample Closet Space. A Convenient Second-floor Laundry Room Adds Everyday Practicality. The Unfinished Walk-out Basement Presents Endless Possibilities And Serves As A Blank Canvas Ready For Your Personal Vision. Additional Highlights Include Electric Car Charging Capability And Central Vacuum System Connections. Ideally Located Steps From Marcel Brunelle Park And Minutes From Top-rated Schools, Shopping, Dining, Walmart, Costco, And Everyday Amenities, With Easy Access To Highways 401, 407, And 412. Ultimate Luxury, Exceptional Space, And A Rare Ravine Setting Come Together In This Truly Irreplaceable Masterpiece Once You See It, Nothing Else Compares!

39 Armilia Place, Whitby

$1,299,900

5 Beds ⋅ 3 Baths ⋅ E13505508 MLS

Presenting the McGillivray on lot #3. Award Winning builder! 2,701sqft. Downtown Whitby - exclusive gated community. Located within a great neighbourhood and school district on Lynde Creek. Brick & stone - modern design. 10ft Ceilings, Hardwood Floors, Pot Lights, Designer Custom Cabinetry! ELEVATOR!! 2nd floor laundry - Hot Water on demand. Only 14 lots in a secure gated community. DeNoble homes built custom fit and finish. East facing backyard - Sunrise. West facing front yard - Sunsets. Home to be built! Photos from existing model home available for sale! Have the opportunity to customize and build the home of your dreams!

5 Inverlynn Way, Whitby

$1,799,000

5 Beds ⋅ 2 Baths ⋅ E13495724 MLS

Welcome to a truly one-of-a-kind country estate, proudly family-owned for over 50 years and offered for sale for the very first time. Set on approximately 7.5 picturesque acres, this exceptional property offers a rare combination of privacy, space, and versatility just minutes from the city.The spacious two-storey home features 5 bedrooms, 2 bathrooms, gas heating, municipal water, an attached 2-car garage, and excellent in-law potential. A bright sunroom overlooks the beautiful in-ground cement pool, creating the perfect space to relax, entertain, and enjoy the peaceful surroundings.Nature lovers will appreciate the park-like setting where Lynde Creek winds through the forested rear of the property, complete with private walking trails and a tennis court tucked beside the creek-your own private retreat.For entrepreneurs, tradespeople, collectors, or automotive enthusiasts, the impressive heated 50' x 32' truck shop is a rare find. Equipped with a 12-foot overhead door, 9,000-lb truck hoist, and separate gas and hydro meters, it offers outstanding flexibility. An adjoining car shop provides even more workspace for business, hobbies, or storage.With two separate driveways, abundant parking, and endless possibilities, this remarkable property is perfectly suited for multi-generational living, home-based businesses, or anyone seeking the ideal blend of country living and everyday convenience. Multiple -use opportunities in an unbeatable location. Just five minutes south of Highway 407, you'll enjoy the peace and privacy of rural living without sacrificing quick access to the GTA and surrounding communities.Opportunities like this rarely come to market. A truly exceptional property offering lifestyle, versatility, and endless potential. Must be seen to be appreciated. Pre-list home inspection available.

4860 Baldwin Street S, Whitby

$1,298,880

5 Beds ⋅ 4 Baths ⋅ E13485098 MLS

There will never be another LOT and Opportunity like this available in the desirable Otter Creek area. Loaded with thousands in upgrades including , hardwood floors throughout main floor & staircase, a premium 45' x 157 in town lot with walkout basement and oversized windows. This Home boasts an open concept kitchen with a large formal dining room and family room, perfect for entertaining! This ideal family home features a stunning fireplace with built-in surround and a walkout to deck overlooking the pool and private backyard with pond and gate to park area. Private master bedroom with ensuite walk in closet. Finished basement with Bedroom. Livingroom and private gym area just steps to the Stunning pool with stamped concrete surround. Front Yard has beautiful sitting area and has professionally landscaped. Local Toboggan Hill and Park is right next door. This was the first house built in the subdivision and now is the first time its available so don't miss this once in lifetime opportunity.

14 Ormandy Court, Whitby

$1,149,900

5 Beds ⋅ 4 Baths ⋅ E13484674 MLS

The perfect blend of family luxury and investment value in Pringle Creek. Situated directly across from scenic nature trails, this impressive 4+1 bedroom detached home offers a rare combination: a spacious, turn-key family home and a beautiful legal 1 bedroom basement apartment with the potential to lower your monthly carrying costs or for multi-generational living! The self- contained basement suite is vacant and ready to rent. High-quality modern finishes, separate entrance, open-concept living/dining room, stainless steel appliances and a walk-in closet add to the beauty of it. The family home is bright and functional with the main floor boasting a formal living and dining space, cozy family room with a fireplace (as-is) and a large eat-in kitchen. The backyard oasis features a newer deck overlooking a private yard equipped with an above-ground pool -- ideal for summer entertaining. The upper level has 4 oversized bedrooms, including a primary bedroom with a 4-piece ensuite and deep soaker tub. Complete with a double-car garage, a bonus finished room and plenty of storage in the basement for the family home's use. Close to schools, parks, trails, shopping and halfway between the 401 and 407. You don't want to miss out on this home. Live in a premier Whitby neighbourhood while letting your basement offset your mortgage.

137 Pringle Drive, Whitby

$1,800,000

5 Beds ⋅ 4 Baths ⋅ E13240554 MLS

Welcome to 875 Brawley Road West, a truly one-of-a-kind, custom-built ranch bungalow with a loft, perfectly situated on a premium 1.14-acre lot with 150 feet of frontage. Fully landscaped, a rare combination of rural serenity and smalltown charm, with exceptional outdoor and indoor living space, boasting a staggering 5,000 + square feet of total finished living space (over 3,100 sq ft above grade) The main level features a fully renovated gourmet kitchen with quartz countertops, custom backsplash, and stainless-steel appliances. Unwind in the spectacular family room, characterized by its soaring cathedral beamed ceilings, cozy fireplace and magnificent view of the sprawling back yard. The oversized primary includes an additional fireplace and offers a private, spa-like, fully renovated en-suite complete with a glass shower, soaker tub and a private sauna. Two additional main floor bedrooms, plus a large loft bedroom perfect for overnight guests or a large family. The massive, professionally finished lower level adds approx. 2,000 sq ft of incredible flex space. Designed as an entertainer's delight or a complete multi-family unit, it features a full second kitchen, dining area, a bedroom, 3 pc bathroom, a dedicated gaming zone, and a spacious great room. This unbeatable location offers a four-season resort lifestyle: Golf at nearby Lakeridge Links or Royal Ashburn, Ski at Dagmar/Lakeridge Ski Resorts, and Relax at the world-class Thermëa Spa Village or visit the local natural artisan spring and Fill up on pure, crisp water. Minutes to historic downtown Brooklin and top-rated schools! Don't miss this rare opportunity to own a piece of Whitby's finest countryside! *Note* Since the last sale, the owner added a massive 2,000 sq ft finished basement suite with a kitchen, dining, living room, bedroom, and 3pc bath. Recent exterior paint, full lot landscaping, an efficient natural gas furnace, main-level pot lights, and a refreshed bathroom complete this transformation.

875 Brawley Road W, Whitby

$1,900,000

5 Beds ⋅ 4 Baths ⋅ E13115276 MLS

Spectacular and rare home situated on a premium ravine lot overlooking a tranquil pond setting, 64 Closson Drive is a study in refined living and modernism. Impeccably upgraded, a 5-bedroom, 4-bathroom residence where designer finishes meets the serenity of nature. Inside, the home unfolds with quiet sophistication: 9-foot smooth ceilings, wide-plank engineered hardwood flooring, and a seamless layout that transitions effortlessly from daily living to elegant entertaining. The chef's kitchen anchors the main level-a sculptural quartz island, custom soft-close cabinetry, pantry storage, and stainless-steel smart appliances compose a space as functional as it is striking. Oversized windows and automated shades draw the landscape inward, blurring the boundary between architecture and setting. The upper level reveals four generous bedrooms with 9-foot ceilings and a versatile 5th bedroom with its soaring 13-foot ceilings, perfect for a home office, or private retreat. The primary suite is a sanctuary unto itself: a walk-in closet and spa-inspired 5-piece ensuite with freestanding tub, glass-enclosed shower, and dual vanities. Each remaining bedroom is bright, spacious, and thoughtfully appointed with bathroom access. Upgrades are woven throughout with enhanced doors and hardware, refined finishes, tankless water heater, high-efficiency furnace, upgraded insulation, reverse osmosis system and a full house humidifier. The fully reimagined backyard (2025) is nothing short of extraordinary: a custom pergola with automated shades and fireplace, modern composite deck, interlock patio, and hot tub. All set against the stillness of the ravine. It is, in every sense, an outdoor living room designed for both solitude and refined entertaining. Minutes from top-rated schools, parks, trails, major highways (401, 407, 412), and GO Transit. A rare offering where contemporary architecture meets the calm of nature in one of Whitby's most coveted settings.

64 Closson Drive, Whitby

$1,490,000

5 Beds ⋅ 4 Baths ⋅ E13087244 MLS

*EXCLUSIVE END UNIT ALERT!* *THE ONE*: 3.8-year-old gem with 4 beds, 4.5 baths + *RARE concrete slabs under basement (subdivision's ONLY one! ) *FEATURES THAT WOW*:- Master bedroom SKYLIGHT - Pot lights- Finished closets + PRIVATE WASHROOM per room - Gourmet kitchen w/ STAINLESS STEEL APPLIANCES - Gas stove, garbage disposal, tuck-away design - Corner unit = extra light + space *PRIME TAUNTON LOCATION*:- Minutes to 401/407- Top schools, amenities in North Whitby- Gulf Pride gems neighborhood *A TRUE GEM*. Book a viewing NOW! " Doors and rooms are above 9 feet, and all closet are customed and installed.

34 Huggins Drive, Whitby

$1,490,000

5 Beds ⋅ 6 Baths ⋅ E13084882 MLS

2 STOREY DETACHED HOUSE : 5 large beds, 6 baths. Basement finished. Vacant occupancy October 15, 2026. Large Great Gulf house model. Over 4500sqft finished livable space. Coveted Donald A. Wilson School District. Four bedrooms with ensuite. Master having a 5-pc ensuite. Numerous builder upgrades focusing on comfort and energy efficiency. Luxury stainless steel appliances, including six-burner monogram gas range. Fenced backyard. Open concept kitchen. Hardwood flooring and granite counters with stone backsplash in the kitchen. Located on a quiet street in a family friendly neighbourhood within close walking distance to parks. Main floor office and upper floor library. Formal dining. California shutters, gas fireplace. Laundry conveniently located on second floor. 2 car garage and 2 car driveway. Minutes to Hwy 412, Whitby GO, Thermia Spa, Hospitals, Groceries, Costco, Schools (public & private), etc. Appliances: Fridge Stove, B/I Dishwasher, Washer & Dryer, window coverings and parking HVAC: A/C and tankless water heater. Some photos include virtual staging.

15 Huggins Drive, Whitby

$1,299,990

5 Beds ⋅ 4 Baths ⋅ E13039702 MLS

Looking for space both inside and out? How about a 5-Bedroom, 4 Bathroom home that backs onto a Ravine but also has no neighbours on one side?? Then you need to check out this beautiful home that is situated next to a park and trail- this property is a fantastic opportunity! Book your showing to be welcomed into the home by fabulous double front doors and into the large foyer. With no crowded entryways in this home there is ALSO a mud room off the garage! With 9' Ceilings throughout the home there is natural light everywhere. There is also a convenient room that would make a great home office or library or play room - whatever you need. You will find the bright kitchen has granite counters, a sink in the large island and a breakfast area with lovely french doors facing the patio - and the Ravine! Eat in the breakfast area, or in the separate dining room. At the end of a long day, settle down in the Living Room complete with it's gas fireplace and even more windows facing the Ravine. On the second floor, you will find a Luxurious primary suite with a stunning 10' coffered ceiling, His-and-hers closets and a 5 Piece ensuite that feels like your own private SPA! It even has a freestanding tub and separate shower. There are 4 more spacious bedrooms and 2 full bathrooms (1 is a Jack & Jill shared by 2 of the bedrooms). And don't forget the 2nd floor Laundry room! The basment has lots of possibility- with above-grade windows and a side entrance the choice is yours! Taxes per Geowarehouse. Sold under power of sale. Sold As-Is, Where Is. Seller does not warranty any aspects of property, including but not limited to: sizes, taxes or condition.

47 Fruitful Crescent, Whitby

$1,389,000

5 Beds ⋅ 4 Baths ⋅ E12953650 MLS

Plan ahead-invest in your future! This legal duplex, semi-detached style bungalow is finished top to bottom and offers exceptional versatility for homeowners and investors alike. The main floor features 9 ft ceilings, 3 spacious bedrooms, 3 bathrooms, and an open-concept kitchen with a walk-out to a deck overlooking Peel Park-complete with tennis courts, soccer fields, a baseball diamond, and more. Situated on a premium lot, the property also offers 4-car parking and separate utilities. The lower level includes a well-designed legal basement apt with 2 bedrooms, an open-concept living/family room, and a custom kitchen, along with a walk-out to a large backyard. Equipped with separate furnaces and meters, this home is ideal for multigenerational living or maximizing rental income. Live in one unit and rent the other, or lease both-a smart investment with strong income potential. Located in a highly desirable, family-friendly neighbourhood, just steps to parks, schools, shopping, restaurants, and everyday amenities, with easy access to Highways 401, 412, and 407 and public transit.

807 Athol Street, Whitby

$1,389,000

5 Beds ⋅ 4 Baths ⋅ E12914042 MLS

Plan ahead-invest in your future! This legal duplex, semi-detached style bungalow is finished top to bottom and offers exceptional versatility for homeowners and investors alike. The main floor features 9 ft ceilings, 3 spacious bedrooms, 3 bathrooms, and an open-concept kitchen with a walk-out to a deck overlooking Peel Park-complete with tennis courts, soccer fields, a baseball diamond, and more. Situated on a premium lot, the property also offers 4-car parking and separate utilities. The lower level includes a well-designed legal basement apt with 2 bedrooms, an open-concept living/family room, and a custom kitchen, along with a walk-out to a large backyard. Equipped with separate furnaces and meters, this home is ideal for multigenerational living or maximizing rental income. Live in one unit and rent the other, or lease both-a smart investment with strong income potential. Located in a highly desirable, family-friendly neighbourhood, just steps to parks, schools, shopping, restaurants, and everyday amenities, with easy access to Highways 401, 412, and 407 and public transit.

805 Athol Street, Whitby

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