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

63 Waterside Way, Whitby
$699,900
3 Beds ⋅ 3 Baths ⋅ E13835074 MLS
Welcome to 63 Waterside Way, a beautifully upgraded 3 bedroom, 3 bathroom home in desirable Port Whitby. Thoughtfully finished throughout, this home offers a modern, move in ready interior with quality upgrades and smart home features. The main floor features upgraded 5 inch wide engineered hardwood flooring, pot lights, smart light switches and no carpet throughout the home. The upgraded kitchen offers quartz countertops, high end stainless steel appliances and a gas line to the stove, making it both stylish and functional. All three bathrooms have been fully upgraded. The primary ensuite features a heated floor and a full height mirror extending to the ceiling, creating a clean, modern feel. Additional upgrades include Cat 6 wiring throughout the home, providing reliable high speed connectivity, perfect for work at home set ups. Enjoy the custom walk in closet and custom laundry cabinetry professionally designed and installed by Closets by Design. The spacious one car garage offers enough room to park your vehicle while still having space for gym equipment or additional storage. Pet perfect parks and walking trails surround this home. A virtually brand new Town Home, thoughtfully upgraded offering modern finishes, practical features and plenty of storage in a sought after Port Whitby location. Enjoy walking paths, parks and a short stroll to the lake. Close to Bus, Go Station, highway 401, 412, 407.

63 Waterside Way, Whitby
44 Iberville Road, Whitby
$969,000
4 Beds ⋅ 3 Baths ⋅ E13834420 MLS
Beautiful 3+1 Bedroom 3 Bathroom Detached Bungaloft Situated On A Premium Corner Lot StepsFrom The Village Of Brooklin!! This Bright & Spacious Home Boasts A Super Functional LayoutWith Sun filled Kitchen With Breakfast Area Walks Out To Private Deck And Fully FencedLandscaped Back Yard, A Separate Family Room, Dining Room & A Sunken Living Room And MainFloor Master With Luxurious Ensuite. The Upper Level Has Two Good Sized Bedrooms And A Main 4Pc Bath. For convenience there is a 4th bedroom in the basement for the additional familymember. Furnace 2022, washer 2024, Roof shingles 2014. Pre-Listing Inspection report isavailable.

44 Iberville Road, Whitby
108 underwood Drive, Whitby
$749,000
3 Beds ⋅ 3 Baths ⋅ E13834410 MLS
MOVE-IN READY | BEAUTIFULLY UPGRADED 3-BEDROOM FREEHOLD TOWNHOUSE IN BROOKLIN! Welcome to this stunning, freshly painted 3-bedroom freehold townhome in the highly sought-after Brooklin community of North Whitby! From the moment you step inside, you'll appreciate the bright open-concept layout, hand-scraped hardwood flooring, smooth ceilings, pot lights, upgraded lighting, elegant oak staircase with wrought-iron pickets, and stylish finishes throughout.The modern chef-inspired kitchen is designed to impress, featuring quartz countertops, an undermount sink, crackle-pearl backsplash, under-cabinet lighting, stainless steel appliances, and an upgraded faucet. Spacious bedrooms, premium custom window coverings, upgraded trim, and fresh professional paint make this home truly move-in ready. The primary bedroom adds a warm and inviting touch with its electric fireplace.Step outside to your own private backyard retreat! Professionally landscaped with a beautiful stone patio, deck, hot tub, and **no rear neighbours**-an ideal setting for summer entertaining, family gatherings, or simply relaxing at the end of the day.The finished garage with durable epoxy flooring, extra driveway parking, and extended boulevard add even more convenience.Ideally located close to excellent schools, parks, shopping, public transit, and easy access to Hwys 407 & 412. A fantastic opportunity to own a beautifully upgraded freehold townhome in one of Brooklyn's most desirable communities. Just unpack and enjoy-this is the one you've been waiting for!

108 underwood Drive, Whitby
7860 Cedarbrook Trail, Whitby
$3,989,000
7 Beds ⋅ 7 Baths ⋅ E13834276 MLS
Opportunity to live on the most desired estate street in Brooklin Ont. Cedarbrook Trail You will love this Unique Bungaloft Custom Executive Home. Cared for & Lived in by the same family for 13 years. This is a once in a life time opportunity to buy this magnificent home. Sieze this narrow time window to buy it before it sells or goes off the market for another X years ? This beautiful property is loaded with Features galore. Newer Gourmet kitchen with 3 ovens multiple sinks & walkin pantry. This combined with the open concept sunken family room with soaring ceilings & a double sided fireplace both overlooking with multiple walkouts to large heated pool & patio with awnings & entertainment systems + pool house & gardens with no rear neighbors The newer majestic primary suite on the main floor with spa bath fireplace & walkout to its own lounging space overlooking the pool and its gardens is beautiful and private *** The upstairs bedroom suites have their own ensuite bath, + walkin closet & lounging area one has its own office *** Here are 5 reasons why this Unique One of Kind Home is right for you #1 Privacy, this is 3.48 acres of lanscaped privacy. #2 Turn Key, nothing to do! Just move in & unpack. #3 Perfect for large mature or multigenerational families, 7500 sqft, up to 8 BR & 7 Baths (4 ensuites) 2 inlaw suites if needed. #4 Loaded with custom upgrades & features. #5 Location is perfect! Right on the edge of the picturesque village of Brooklin, with its amenities & easy access to Hwy 407. Must See! Spectacular Drone Video Attached + 360 Video of Each Room

7860 Cedarbrook Trail, Whitby
51 Peter Hogg Court, Whitby
$759,000
3 Beds ⋅ 3 Baths ⋅ E13832568 MLS
Welcome to your new home! This fully freehold townhome is meticulously taken care of, only 4 Years Old, and is set on A Quiet Cul-De-Sac. The modern 4 panel glass garage looks amazing as you drive up the driveway. You are welcomed by Soaring 9 foot ceilings on the main. This beautiful home has dark upgraded hardwood throughout! Stained to match staircase to give the feeling of flowing elegance throughout the entire home. Stainless steel Fridge, stove, dishwasher, range hood and a beautiful brand new island add a rich touch to the chefs kitchen. Romantic electric fireplace in the living room for those cozy nights in, or even an evening with friends! The backyard features a generous deep 110 lot which feels super private! Perfect to go along with the natural gas line connection in the back yard for those summer night bbq's!

51 Peter Hogg Court, Whitby
153 Watford Street, Whitby
$1,099,999
7 Beds ⋅ 4 Baths ⋅ E13832536 MLS
Welcome to 153 Watford Street - A Real Brooklin Beauty - This Stunning Detached 2 Storey Home Features 4 + 3 Bedrooms & 4 Baths - 2,162 Sq Ft Above Grade - 900 Sq Ft of Finished Area in the Basement - 2 Bed + 1 Bath Detached Garage Converted Unit - Including it's own Stacked Washer/Dryer - Appx 400 Sq Ft - This Property is Loaded With Potential for Cash Flow & Multi Generational Living - Hardwood Floors Throughout Main Floor - Features Large Front Covered Porch - Lots of Natural Sunlight - Freshly Painted - Newer Foyer Tiles - 9'f Ft Ceilings - Pot Lights Throughout - Smooth Ceilings - Great Functional Floor Plan for Families to Enjoy - Living Room - Dining Room with Cathedral Ceiling - Servery with Lots of Cabinet Space - Main Floor Spacious Laundry Room - Beautiful kitchen with Drop Down Pendant Lighting - Quartz Countertops with Subway Tile Backsplash - Large Pantry - Upgraded Faucets in Bathrooms & Kitchen - Oak Staircase with Custom Iron Wrought Pickets - Family Room Features Gas Fireplace Overlooking the Backyard - Spacious Breakfast Area - Laminate Floors Throughout 2nd Floor - 4 Spacious Bedrooms on the 2nd Level with 2 Full Bathrooms - Beautiful Open to Above Feature - Primary Bedroom features Walk in Closet & Renovated 5 Pc Ensuite Bath - Beautiful Sky Light in Ensuite Bath with Double Vanity - Beautiful Tiling Throughout Ensuite Bath - A Finished Basement with Laminate Floors - Rec Area & Another Room with French Doors - Beautiful Gas Fireplace - Easily Park up to 6 Vehicles - Privately Fenced Backyard - Beautiful Interlocking on Driveway & Backyard - Garden Shed - This Home Will Charm You The Moment You Step in - A Home with Beauty & Character - A Must View!

153 Watford Street, Whitby
101 Greenfield Crescent, Whitby
$785,000
3 Beds ⋅ 2 Baths ⋅ E13832476 MLS
Welcome to 101 Greenfield Cres - Where Modern Comfort Meets Timeless Style! Located on a charming, family-friendly street in Whitby, this beautifully updated 3-bedroom, 2.5 bathroom home offers a perfect blend of style, functionality, and comfort. Step inside to a bright, inviting open-concept layout featuring brand new hardwood flooring throughout, smooth ceilings, crown moulding, and pot lights throughout the home, creating a warm and sophisticated atmosphere. The newly renovated kitchen offers a practical eat-in breakfast area and a convenient walkout to the backyard, making everyday living and entertaining effortless. All three bedrooms are thoughtfully designed with generous windows that fill the rooms with natural light, while the primary bedroom features a spacious double closet. Enjoy the beautifully upgraded luxurious bathrooms, thoughtfully finished to provide a modern and elegant feel. The carpet-free design throughout the home offers both style and easy maintenance. The renovated basement offers additional living and entertaining space, featuring a stylish bar-style renovation, smooth ceilings, pot lights, and durable flooring. Step outside to the newly built backyard deck with integrated pot lights, creating the perfect setting for outdoor entertaining, family gatherings, or relaxing evenings. Situated close to parks, schools, shopping, transit, and everyday amenities, this move-in-ready Whitby home offers an exceptional opportunity for comfortable modern living in a welcoming neighbourhood. Don't miss your chance to make 101 Greenfield Cres your new home!

101 Greenfield Crescent, Whitby
36 Zachary Place, Whitby
$850,000
3 Beds ⋅ 4 Baths ⋅ E13831918 MLS
Welcome to this spectacular all brick Tribute built family home, ideally situated in the highly sought after Brooklin community. Offering 3 spacious bedrooms, 4 bathrooms and a detached double garage, this sun-filled home combines generous living space with an inviting, functional layout. The bright, open-concept main floor features extensive laminate flooring and a grand open hardwood staircase. The formal sunken living room showcases an elegant coffered ceiling, crown moulding and a beautiful bow window overlooking the front gardens, while the separate dining room is enhanced by its own coffered ceiling. At the heart of the home, the family-sized kitchen boasts butcher block counters, a large pantry, breakfast bar and a spacious breakfast area with a garden-door walkout to the deck and backyard. The impressive family room is highlighted by soaring cathedral ceilings, a cozy gas fireplace, pot lighting and backyard views. Convenient main-floor laundry and garage access complete this level. Upstairs, you'll find three generously sized bedrooms, including a spacious primary retreat with a vaulted ceiling, organized walk-in closet and a spa-inspired 4-piece ensuite featuring a relaxing corner soaker tub.The partially finished basement provides even more versatility, with ample storage, a roughed-in bathroom and an exercise room/den. Enjoy an exceptional Brooklin location just steps from schools, parks and the shops and amenities of downtown Brooklin, with easy access to Highway 407 for commuters. A wonderful family home in a community you'll love!

36 Zachary Place, Whitby
28 Longfellow Court, Whitby
$949,000
5 Beds ⋅ 4 Baths ⋅ E13831304 MLS
WELCOME TO YOUR DREAM FAMILY HOME IN THE HIGHLY SOUGHT-AFTER PRINGLE CREEK COMMUNITY! NESTLED ON A QUIET COURT, THIS BEAUTIFULLY MAINTAINED 4+1 BEDROOM, 4-BATHROOM HOME OFFERS THE PERFECT BLEND OF STYLE, SPACE & FUNCTIONALITY, COMPLETE WITH A FULLY FINISHED BASEMENT FEATURING AN IDEAL IN-LAW SUITE! STEP INSIDE TO A BRIGHT, OPEN-CONCEPT MAIN FLOOR WITH A SEAMLESS FLOW BETWEEN THE SPACIOUS LIVING, DINING & KITCHEN AREAS-PERFECT FOR EVERYDAY FAMILY LIVING & EFFORTLESS ENTERTAINING. THE UPDATED KITCHEN SHINES WITH QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, CUSTOM BACKSPLASH & A CONVENIENT BREAKFAST BAR. THE INVITING BREAKFAST AREA FEATURES A BEAUTIFUL BUILT-IN WOOD-BURNING FIREPLACE, ADDING WARMTH, CHARM & CHARACTER TO THE HEART OF THE HOME. WALK OUT TO YOUR DECK & PRIVATE BACKYARD-THE PERFECT SPOT FOR MORNING COFFEE, SUMMER BBQS & RELAXING EVENINGS. UPSTAIRS, DISCOVER 4 GENEROUSLY SIZED BEDROOMS, INCLUDING A SPACIOUS PRIMARY RETREAT WITH HIS & HER CLOSETS & A PRIVATE ENSUITE BATHROOM. ALL BEDROOMS FEATURE HARDWOOD FLOORING, AMPLE CLOSET SPACE & ABUNDANT NATURAL LIGHT. THE MAIN BATHROOM OFFERS DOUBLE SINKS & A LARGE SOAKER TUB, PERFECT FOR BUSY MORNINGS OR UNWINDING AT THE END OF THE DAY. THE FULLY FINISHED BASEMENT ADDS EVEN MORE VERSATILITY WITH A SPACIOUS LIVING AREA, BEDROOM, 3-PIECE BATHROOM & SECOND KITCHEN-CREATING THE PERFECT IN-LAW SUITE OR FLEXIBLE SPACE FOR EXTENDED FAMILY, GUESTS OR MULTI-GENERATIONAL LIVING. SITUATED IN A PRIME COURT LOCATION SURROUNDED BY TOP-RATED SCHOOLS, BEAUTIFUL PARKS, TRANSIT & SHOPPING, THIS EXCEPTIONAL HOME OFFERS THE SPACE, COMFORT & LOCATION TODAY'S FAMILIES ARE LOOKING FOR. A MUST-SEE OPPORTUNITY IN THE HIGHLY DESIRABLE & FAMILY-FRIENDLY PRINGLE CREEK COMMUNITY! OPEN HOUSE - SATURDAY & SUNDAY, OCTOBER 3 - 4 | 2:00-4:00 PM

28 Longfellow Court, Whitby
88 Underwood Drive, Whitby
$1,129,900
4 Beds ⋅ 4 Baths ⋅ E13831014 MLS
Backing Onto Green Space, Private Backyard & Room For The Whole Family, Welcome Home To This Move-In-Ready Brooklin Beauty! Nestled On A Quiet, Family-Friendly Street, This Home Offers Curb Appeal W/ Beautiful Landscaping On The Exterior & The Perfect Combination Of Style, Space & Privacy. The Main Level Feat. A Spacious Front Entry, Engineered Hardwood Flooring, Soaring Ceilings & A Versatile Flex Room That Can Be Used As An Office Or Playroom. The Heart Of The Home Is The Bright, Open-Concept Living Space, Where The Kitchen Takes Centre Stage Feat. A Large Island W/ Seating Overlooking The Living Room & Dining Area. The Living Room Is Filled W/ Natural Light & Anchored By A Beautiful Fireplace, While The Dining Area Feat. A Striking Feature Wall & W / O To The Backyard. A Convenient Powder Room & Direct Garage Access Complete The Main Level. Upstairs, You'll Find Four Generously Sized Bedrooms, Including The Primary, Offering A W/ I Closet & Five-Piece Ensuite. Three Additional Bedrooms Feat. Large Windows, Ample Closet Space, & Plenty Of Natural Light, Along With A Convenient Main Bathroom To Complete The Upper Level. The Finished Basement Feat. A Spacious Rec Room, Laundry Room, And Additional Bathroom W/ Walk-In Shower, Perfect For Guests, Movie Nights, Or A Growing Family. Step Outside & Discover A Backyard Designed For Relaxing And Entertaining. The Composite Deck Leads Down To A Beautiful Interlock Patio & Firepit Area, Manicured Gardens & Gazebo. Backing Onto Peaceful Greenspace W/ Walking Path, This Private Backyard Offers The Perfect Setting For Morning Coffee, Summer Gatherings, & Evenings Around The Fire. With Beautiful Finishes, A Functional Family-Friendly Layout, & Private Backyard, This Home Offers The Perfect Blend Of Comfort & Style. EXTRAS: Basement Carpet 2026, Kitchen Update 2026, Stairs 2022, Electric Fireplace 2021, Built-Ins 2021, Front Land 2021, Exterior Painting 2020, Landscaping 2020, New Front Door 2020, Carpet In Bedrooms 2019

88 Underwood Drive, Whitby
511 Centre Street S, Whitby
$1,399,900
4 Beds ⋅ 4 Baths ⋅ E13830758 MLS
INCREDIBLE century home in highly sought-after Olde Whitby, blending timeless charm & character with exceptional modern updates! Upgraded top to bottom with immaculate finishes, custom millwork, crown moulding, pot & sconce lighting, built-in speakers, shiplap & thoughtful details throughout. Set on a manicured 58 x 136 ft lot with lush gardens, ample parking, cozy front porch & detached garage with 6.64 x 4.39 m workshop addition. The private backyard oasis features a wrought-iron-gated inground pool, custom pool house, natural stone patio, mature trees, pergola, gazebo & ambient exterior lighting. Inside feels straight from the pages of a magazine! Elegant living room with wainscotting & front garden views. Formal dining room with stunning waffle ceiling. Gourmet kitchen with granite counters, subway tile backsplash, extended cabinetry, under & in-cabinet lighting, pantry, breakfast bar & breakfast nook with built-in chef's desk, seating & garden-door walkout to the backyard. Convenient anteroom with heated ceramic floors & picturesque garden views. Upstairs offers 3 generous bedrooms with closet organizers, including a beautiful primary retreat with beamed ceiling & shiplap detail. Fabulous loft provides additional living space with gas fireplace, built-in bookcase & desk, 2pc bath, vaulted ceiling & skylight-perfect for a home office, study or 4th bedroom. Finished basement with separate side entry, rec room, built-in closet, 3pc bath, above-grade windows, laundry & ample storage. Homes like this rarely come to market! Steps to parks, schools & transit, with easy Hwy 401 access, GO Train & close to downtown Whitby shops, restaurants & amenities. A truly special home!

511 Centre Street S, Whitby
521 Hickory Avenue N, Whitby
$899,999
3 Beds ⋅ 4 Baths ⋅ E13830532 MLS
Welcome home to this beautifully renovated 3-bedroom, 4-bathroom gem in the heart of downtown Whitby, sitting on a 180 FT lot with over 2300 SF of combined living space! Completely stripped down to the studs and newly renovated from top to bottom with a functional, modern layout. The main floor offers an open-concept kitchen with a dedicated breakfast nook, plus generous living and dining areas that flow seamlessly out to the backyard, along with a convenient powder room. Upstairs, find three spacious bedrooms, including a primary with its own ensuite and walk in closet, plus a large, well-appointed main bathroom. The finished basement impresses with high ceilings, a spacious entertainment area, and a fourth full bathroom - ideal for guests or movie nights. Outside, enjoy a deep, beautifully landscaped ravine backyard with interlocking stone and room to entertain, plus charming curb appeal up front with 1 garage and 2 driveway parking spaces. All this just steps from the shops, cafes, and restaurants of historic downtown Whitby. Move-in ready and waiting for you!

521 Hickory Avenue N, Whitby
8700 Coronation Road, Whitby
$499,999
E13829662 MLS
Excellent Opportunity to Own 10 Acres of Agricultural Land in Prime North Whitby Location. This Flat Vacant Parcel offers Strong Long-Term Value. Located on an Unassumed Road.

8700 Coronation Road, Whitby
2 Longshore Way, Whitby
$888,000
4 Beds ⋅ 3 Baths ⋅ E13829540 MLS
Stunning End-Unit Urban-Style Townhome Offering Over 1,800 Sq. Ft. Of Bright, Spacious Living-One Of The Larger Layouts In The Complex-Located In The Highly Sought-After Port Whitby Community Between Tranquil Lynde Creek And Scenic Whitby Harbour. The Main Floor Features 9-Ft Ceilings, New Flooring, Fresh Paint, And A Sun-Filled Open-Concept Layout Ideal For Modern Living And Entertaining. The Newly Updated Kitchen Showcases New Countertops, Stainless Steel Appliances, Ample Cabinetry, And A Convenient Breakfast Bar Flowing Seamlessly Into The Dining And Living Areas. The Second Floor Offers Three Generously Sized Bedrooms Plus A Versatile Media Room, Including A Spacious Primary Retreat With A Luxurious 5-Piece Ensuite. Enjoy Beautiful Rooftop Terrace Views Overlooking Lake Ontario-Perfect For Relaxing Or Entertaining Guests. Additional Updates Include Renovated Washrooms, New Flooring, Updated Stairs, Fresh Paint Throughout, And New Countertops. Prime Location Just Steps To The Waterfront Trail, Marina, Beaches, Parks, Schools, Restaurants, Shopping, Whitby Centrum, Lynde Shores, Hospital, And Metro Plaza, With Quick Access To Hwy 401, Hwy 412, And Whitby GO Station. An Exceptional Opportunity Combining Style, Space, Extensive Updates, And An Unbeatable Waterfront Location.

2 Longshore Way, Whitby
5260 Coronation Road, Whitby
$1,625,000
4 Beds ⋅ 3 Baths ⋅ E13828934 MLS
A rare opportunity to acquire a distinguished ten-acre estate in the prestigious community of Macedonia Village. This stunning property is enveloped by mature trees, walking paths, and complete tranquility, offering an unparalleled sense of exclusivity. Upon entering this updated home, you are welcomed by soaring vaulted ceilings, rich hardwood floors, a sleek modern glass railing, and a dramatic two-way fireplace that serves as the architectural centerpiece of the main living space. The expansive chef's kitchen is a true culinary showcase, featuring a generous wet-bar island, undermount lighting, extensive cabinetry & a dining area framed by a picturesque bay window. Whether enjoying the ambiance of the fireplace or the sweeping views of your private grounds, this space is designed for both intimate gatherings & grand entertaining. The adjoining family room extends to a private balcony, creating a luxurious indoor-outdoor living experience and capturing breathtaking vistas of the property. Thoughtfully positioned for maximum privacy, the primary suite occupies the front of the home and offers a serene retreat complete with a private balcony, wall to wall closets & a spa-inspired five-piece ensuite. Two additional generously sized bedrooms, a beautifully appointed four-piece bath, & a discreet laundry closet complete the main level. The fully finished walk-out lower level enhances the home's versatility with an original stone fireplace, an open-concept kitchenette, an expansive recreation room, a bright oversized bedroom, and a stylish three-piece bathroom. Direct access to the gardens makes this level ideal for extended family or guests. A long paved driveway framed by a majestic treed canopy creates a grand sense of arrival, leading to a spacious 2 car garage & parking for up to ten vehicles. This rare country-in-the-city lifestyle, just minutes from Heber Downs Conservation Area and 407/412 to 401 Access truly is the place you will love to call home!

5260 Coronation Road, Whitby
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