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  • 81 Helston Crescent in Whitby: Brooklin House for sale : MLS®# E13094066

    81 Helston Crescent Brooklin Whitby L1M 2K4
    Main Photo: 81 Helston Crescent in Whitby: Brooklin House for sale : MLS®# E13094066
    $1,199,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13094066
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome To This Beautifully Maintained, Move-In Ready Home In Sought-After Brooklin, Nestled On A Quiet Crescent. Offering 2,882 Sq. Ft. (As Per MPAC) Plus A Finished Basement With Wet Bar, Media Area & Games Space - Perfect For Entertaining.Functional Main Floor Layout Featuring Spacious Living & Dining Areas, Hardwood Floors Throughout And A Cozy 3-Sided Gas Fireplace. Family Room With A Bay Window Offering Abundant Natural Light. Kitchen With Granite Counters, Custom Cabinetry, Breakfast Bar & Wine Rack.Oak Staircase Leads To The Second Floor Featuring Four Generous Bedrooms, Including Two With Ensuites. Large Primary Bedroom With 5-Pc Ensuite & His/Hers Walk-In Closets. Second Floor Office Provides An Ideal Work-From-Home Space.Enjoy A Custom Composite Deck With Beautiful Summer Blooms And Outdoor Space Perfect For Entertaining. Rough-In Bath In Basement.Updates: Roof (2019), Front Yard Interlock (2022), Furnace (2025), A/C (2024), Second Floor Flooring (2025), Upgraded Bathrooms & Paint (2026), Attic Insulation (2024).All Of This Within Walking Distance To Top-Rated Schools & Moments From Downtown Brooklin, Golf Courses, The 407, Shops, Dining & More. More details
    Listed by HOMELIFE LANDMARK REALTY INC.
  • 9 Dunstable Drive in Whitby: Brooklin House for sale : MLS®# E13094384

    9 Dunstable Drive Brooklin Whitby L1M 2L8
    Main Photo: 9 Dunstable Drive in Whitby: Brooklin House for sale : MLS®# E13094384
    $974,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13094384
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to this beautifully maintained 3-bedroom detached home in the heart of Brooklin, where thoughtful updates, timeless finishes, and true pride of ownership come together on a quiet, family-friendly street. Rarely offered, homes of this calibre that are so well cared for, extensively updated inside and out, and set on a private lot backing onto a park with no rear neighbours don't come along often. Inside, you'll find a bright and inviting main floor featuring an open-concept living and dining area, perfect for gathering, with rich dark hardwood floors and California shutters adding warmth, style, and privacy throughout.A well-appointed eat-in kitchen complete with stainless steel appliances, quartz countertops, and a modern backsplash, offers a functional and welcoming space for everyday living. The spacious upper level is highlighted by a serene primary retreat complete with a walk-in closet and a beautifully renovated 5-piece ensuite featuring a soaker tub, while both upstairs bathrooms have been fully renovated down to the studs with over $70K invested in quality finishes and timeless design. The finished basement extends the living space with an additional bedroom and recreation area, ideal for relaxing, a teen 'hangout zone' or accommodating guests. Step outside to a private, fully fenced backyard backing onto parkland with no rear neighbours, offering a peaceful setting perfect for both entertaining and unwinding. Enjoy outdoor living with a hot tub, gas BBQ line, and beautifully landscaped front and back yards enhanced with hardscaping that elevates the home's curb appeal. Extensively upgraded throughout, this home features a new roof, front door, and garage door, a fully renovated garage with polyaspartic flooring, in-ground irrigation, pot lights throughout, a gas fireplace with an updated surround, a new asphalt driveway, and fresh neutral paint across all three levels. Ideally located close to top-rated schools, parks, and a splash pad, movein ready More details
    Listed by RE/MAX ROUGE RIVER REALTY LTD.
  • 9 Shrewsbury Drive in Whitby: Brooklin House for sale : MLS®# E13094062

    9 Shrewsbury Drive Brooklin Whitby L1M 0C9
    Main Photo: 9 Shrewsbury Drive in Whitby: Brooklin House for sale : MLS®# E13094062
    $999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13094062
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to 9 Shrewsbury Dr in Brooklin, Whitby - an award-winning, magazine-featured home that blends upscale design with warm, functional family living.Stunning 3-bedroom open-concept detached home in one of Brooklin's most desirable family neighbourhoods. This property was proudly featured in Urban Barn's 2014 home magazine for its standout design and style. The grand foyer is open to above and showcases an upgraded staircase, 9 ft smooth ceilings, pot lights, and pristine maple engineering floors on a main level , creating an airy, elegant first impression. The bright living room, with a cozy fireplace, framed by large windows, offers abundant natural light and a perfect space for entertaining or relaxing with family.The gourmet kitchen features stainless steel appliances, glass backsplash, valance lighting, and an efficient layout that flows seamlessly into the Dining and Living room - ideal for everyday living and hosting guests. Upstairs, you will find three well-proportioned bedrooms, including a comfortable primary retreat, with ample space in the Walk- in closet and room for a growing family or home office needs together with a specios den by the staircase. The home offers three bathrooms, providing convenience for busy mornings and guests alike. Great sized Bedroom in the basement perfect for in-laws or guests. Outside, the professionally landscaped property delivers impressive curb appeal and a private, low-maintenance outdoor space to enjoy summer evenings, gardening, or play. Located close to top-rated schools, parks, trails, sports fields, transit, and Brooklin's charming downtown shops and restaurants.With Brooklin's Community Center and public library being nearby, this home provides the perfect balance of lifestyle, community, and convenience.Brand new Engineering Flooring (May 2026) on a main level, new staircase Flooring May 2026, Freshly painted (May 2026), new Cement flooring in the mechanical room (2026) More details
    Listed by RIGHT AT HOME REALTY
  • 58 Vipond Road in Whitby: Brooklin House for sale : MLS®# E13094664

    58 Vipond Road Brooklin Whitby L1M 2P2
    Main Photo: 58 Vipond Road in Whitby: Brooklin House for sale : MLS®# E13094664
    $1,047,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13094664
    Bedrooms:
    5
    Bathrooms:
    5
    Great Investment Opportunity!!Legal All-Brick Duplex in Prime Brooklin Location. Well-maintained, purpose-built duplex offering two self-contained units with excellent layout and privacy. Main floor unit features open-concept kitchen with island, combined living and eating area, bedroom with ensuite, additional powder room, and two second-floor bedrooms with full bath. Includes exclusive use of1-car garage. Lower unit with discreet side entrance, open concept living w/ two bedrooms, full bathroom plus powder room, and private in-suite laundry. Private Driveway accommodates 3 to 4 vehicles. Separate entrances and separately metered. Desirable Downtown Brooklin neighbourhood close to schools, amenities, and transit. Tenants to be Assumed. Not subject to rent control. More details
    Listed by ROYAL LEPAGE FRANK REAL ESTATE
  • 58 Vipond Road in Whitby: Brooklin Commercial for sale : MLS®# E13094682

    58 Vipond Road Brooklin Whitby L1M 2P2
    Main Photo: 58 Vipond Road in Whitby: Brooklin Commercial for sale : MLS®# E13094682
    $1,047,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    E13094682
    Major Bus.:
    Apts - 2 To 5 Units
    Total Area:
    2,766 sq. ft.
    Great Investment Opportunity!!Legal All-Brick Duplex in Prime Brooklin Location. Well-maintained, purpose-built duplex offering two self-contained units with excellent layout and privacy. Main floor unit features open-concept kitchen with island, combined living and eating area, bedroom with ensuite, additional powder room, and two second-floor bedrooms with full bath. Includes exclusive use of1-car garage. Lower unit with discreet side entrance, open concept living w/ two bedrooms, full bathroom plus powder room, and private in-suite laundry. Private Driveway accommodates 3 to 4 vehicles. Separate entrances and separately metered. Desirable Downtown Brooklin neighbourhood close to schools, amenities, and transit. Tenants to be Assumed. Not subject to rent control. More details
    Listed by ROYAL LEPAGE FRANK REAL ESTATE
  • 60 Winchester Road E in Whitby: Brooklin House for sale : MLS®# E13089856

    60 Winchester Road E Brooklin Whitby L1M 1B4
    Main Photo: 60 Winchester Road E in Whitby: Brooklin House for sale : MLS®# E13089856
    $1,189,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13089856
    Bedrooms:
    4
    Bathrooms:
    2
    Rarely Offered! Exceptional Opportunity To Own A Truly Special Home In The Heart Of Brooklin On An Incredible 300+ Ft Deep Lot Offering A Private, Peaceful, Park-Like Setting That Feels Like Your Own Backyard Sanctuary! This Charming And Character-Filled 4 Bedroom Home Showcases Beautiful Craftsmanship Throughout, Including Tin Ceilings, Custom Mouldings, Elegant Trim Work, Classic Railings And Stunning Stained Glass Overlooking The Front Porch. Featuring A Functional And Inviting Layout With Oversized Principal Rooms, Formal Dining Room Perfect For Hosting Large Gatherings, Bright Living Area, Warm And Inviting Kitchen Overlooking The Expansive Yard, Rare Main Floor Bathroom, Spacious Bedrooms All Able To Accommodate Queen Beds Or Larger, And A Unique Third Floor Retreat Ideal As A Family Room, Kids Play Area Or Home Office. Set Far Back From The Street, This Home Offers Privacy And Tranquility While Still Being Steps To Everything Brooklin Has To Offer. The Backyard Is Truly A Standout Feature With Endless Space For Entertaining, Relaxing, Gardening Or Letting Kids Explore And Play. Adding Tremendous Value Is The Heated Detached 2 Car Garage And Separate Heated Workshop At The Rear Of The Lot, Perfect For A Home Gym, Studio, Office Or Hobby Space. Located In A Highly Sought-After Family Friendly Community, Walking Distance To Charming Downtown Brooklin Shops, Restaurants, Cafes, Parks And Trails, Top Rated Public And Catholic Schools, And Just Minutes To Hwy 412 And 407 For Easy Commuting Across The GTA. A Rare Offering Combining Character, Space, Privacy And Location. Homes Like This Almost Never Come Available! Extras: Heated Detached Double Car Garage, Heated Workshop, Tin Ceilings, Stained Glass, Custom Trim & Mouldings, Third Floor Family Retreat, Main Floor Bathroom, Oversized Principal Rooms, Deep 300+ Ft Lot, Private Backyard Setting, Ample Parking. More details
    Listed by Signature Elite Realty Ltd.
  • 63 Downey Drive in Whitby: Brooklin House for sale : MLS®# E13088500

    63 Downey Drive Brooklin Whitby L1M 1J2
    OPEN HOUSE: May 09, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, May 9, 2026 2:00PM - 4:00PM
    Main Photo: 63 Downey Drive in Whitby: Brooklin House for sale : MLS®# E13088500
    $1,149,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13088500
    Bedrooms:
    4
    Bathrooms:
    4
    Originally built in 1874 and carefully relocated in 2002 to lovely Downey Drive on a premium 50 ft lot, this stunning board & batten beauty has been lovingly maintained to deliver every modern comfort while preserving its timeless character. Inside, original wide plank pine floors run throughout, paired with curved archways, waffle ceilings, crown moulding, wainscoting, and custom built-ins. Statement-making high baseboards and elevated trim detail elevate every room, adding the kind of architectural craftsmanship you simply can't replicate. The chef's kitchen features walnut counters, stainless steel appliances, a breakfast bar, and ample storage. The sunlit great room is anchored by a floor-to-ceiling gas fireplace, with two walkouts to a covered side porch and a raised rear deck overlooking the private yard. A formal dining room and elegant living room with double doors leading into the main floor office complete the level. Upstairs offers a second primary, two additional bedrooms, a beautiful 3-piece bath with built-ins, clawfoot tub and wainscoting - plus a laundry hookup. The fully finished lower level is a private retreat - a primary suite with his & hers closets (auto lighting), an egress window and a stunning 4-piece ensuite with heated floors, dual vanity, pocket door, and whole-room shower. Rounding out the lower level, you'll find a spacious rec room, a convenient 2-piece bath and an exercise room with attached laundry - all set on a Dricore subfloor with spray foam insulation throughout for year-round comfort. Set in one of Brooklin's finest pockets, you're a short walk from downtown, top-rated schools, and beautiful parks. A true gem where heritage meets modern living. Location, character, and craftsmanship - all in one. More details
    Listed by RE/MAX ROUGE RIVER REALTY LTD.
  • 41 Zachary Place in Whitby: Brooklin House for sale : MLS®# E13091860

    41 Zachary Place Brooklin Whitby L1M 1E1
    OPEN HOUSE: May 09, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, May 9, 2026 2:00PM - 4:00PM
    Main Photo: 41 Zachary Place in Whitby: Brooklin House for sale : MLS®# E13091860
    $1,315,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13091860
    Bedrooms:
    4
    Bathrooms:
    3
    Lifted from the pages of a magazine, this spectacular 4-bedroom family home offers nearly 3,000 sq ft of beautifully finished living space and an exceptional main floor designed for both everyday comfort and entertaining. Featuring extensive hand-scraped heritage maple hardwood flooring, a hardwood staircase with wrought iron spindles, pot lighting, and elegant california shutters, this home is loaded with high-end upgrades.The gourmet kitchen is a showstopper, complete with quartz countertops, custom subway tile backsplash, stainless steel appliances including a gas range, apron sink, and a large centre island with breakfast bar & accented by stylish pendant lighting. A garden door walkout leads to the private backyard oasis, professionally landscaped with interlock patio (2021), relaxing hot tub, lush gardens, natural gas BBQ hookup, and access to the gas-heated double detached garage.The main floor also offers formal living and dining rooms with coffered ceiling, a cozy family room with upgraded gas fireplace with custom mantle (2026) and backyard views, a convenient home office, and a sunken laundry room. Upstairs, find four generously sized bedrooms including a luxurious primary retreat with a spa-inspired 5-piece ensuite featuring a custom granite double vanity, glass rain shower, heated floors, feature wall, and a stand-alone soaker tub with fireplace views. Dual walk-in closets include custom organizers. Additional updates include windows (2019), two-stage furnace (2020), upgraded attic insulation, and a 30-year roof (2010). The unspoiled basement offers above-grade windows, fully framed, insulated, roughed in plumbing for wet bar/bath and hookup for gas fireplace. Pride of ownership is evident throughout this exceptional home! Steps to sought after schools, parks, downtown Brooklin shops & easy hwy 407 access for commuters! More details
    Listed by TANYA TIERNEY TEAM REALTY INC.
  • 6705 Thickson Road N in Whitby: Brooklin House for sale : MLS®# E13089968

    6705 Thickson Road N Brooklin Whitby L1M 0M3
    OPEN HOUSE: May 09, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, May 9, 2026 2:00PM - 4:00PM
    OPEN HOUSE: May 10, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, May 10, 2026 2:00PM - 4:00PM
    Main Photo: 6705 Thickson Road N in Whitby: Brooklin House for sale : MLS®# E13089968
    $749,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13089968
    Bedrooms:
    3
    Bathrooms:
    4
    Allow me to introduce 6705 Thickson Road N - a STUNNING, ELEVATED Townhome in the Heart of Brooklin, Whitby. Here is what you will find in this beautiful home with over 2000 sq ft. A SPACIOUS, thoughtfully designed layout that offers an exceptional OPEN-CONCEPT FLOW. An EXPANSIVE family room that seamlessly connects to the kitchen and dining area- perfect for everyday living and entertaining. A CHEF-INSPIRED kitchen featuring an upgraded island, quartz countertops and stainless steel appliances. SOARING 9-foot ceilings and upgraded picket railings. Beautiful HARDWOOD flooring flowing throughout the home. CONVENIENT third-floor laundry. Upstairs, the primary suite also feels like a retreat- complete with a PRIVATE balcony, a luxurious 5-PIECE ENSUITE and a generous walk-in closet. To top it all off, a 4-CAR PARKING, offering incredible flexibility for families and guests. It's the epitome of comfort living close to parks, schools, trails, transit and everyday essentials. Come take a look for yourself! More details
    Listed by UNION CAPITAL REALTY
  • 23 Corvinelli Street in Whitby: Brooklin House for sale : MLS®# E13084568

    23 Corvinelli Street Brooklin Whitby L1M 0G7
    Main Photo: 23 Corvinelli Street in Whitby: Brooklin House for sale : MLS®# E13084568
    $590,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13084568
    Excellent Opportunity To Build Your Dream Home On This Executive Lot In A Prime Residential Community of Brooklin. Close To Parks, Schools, Shopping & 407. HST Is In Addition To Purchase Price. More details
    Listed by ROYAL LEPAGE FRANK REAL ESTATE
  • 20 Selkirk Drive in Whitby: Brooklin House for sale : MLS®# E13084458

    20 Selkirk Drive Brooklin Whitby L1M 2E6
    Main Photo: 20 Selkirk Drive in Whitby: Brooklin House for sale : MLS®# E13084458
    $1,170,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13084458
    Bedrooms:
    4
    Bathrooms:
    4
    Well Appointed Stunning Corner Tribute Built Cochrane Model In Family Friendly Brooklin! Steps To Brooklin Village Public School, St Leo's Catholic School & Brooklin High. This Home Has Been Lovingly Maintained & Cared For By One Owner. 10++ Curb Appeal!! Beautiful Oversized Wrap Around Front Porch Surrounded By Perennial Gardens. Double Car Garage, NO Sidewalk Out Front, Enjoy Parking Side By Side, NO More Juggling Cars! Added Bonus - Town Of Whitby Is Responsible For Snow Removal Along Corner Side Walk! The Main Floor Offers 9 Foot Ceilings With Exceptional 17 Foot Open To Above Ceilings In The Great Room. The Main Floor Layout Is Very Versatile With A Main Floor Office That Could Also Be Used As A Bedroom Complete With Multiple Windows And Plenty Of Natural Light Overlooking The Front Yard & Side Yards. A Spacious Mud Room/Laundry Room With Access To The Garage. Separate Dining Room With Tray Ceiling & Hardwood Flooring Right Next To The Open Concept Kitchen With Corian Counters, Solid Maple Wood Cabinetry & Crown Moulding Offering Under & Upper Cabinet Lighting With Remote. Bright, Spacious Eat In Kitchen With Convenient Access To The 12'x14' Backyard Deck, 8'x12' Shed & Fully Fenced In Yard. The Upper Floor Offers A Large Primary Room With Walk In Closet & 4pc Ensuite With Corner Soaker Tub & Stand Up Shower. Great In Law Potential Here! This Basement Offers Approx 850sq Feet Of Finished Living Space Complete With A Built In Wet Bar, Additional Cabinetry With Under Cabinet Lighting, A 3 pcs Bathroom, Massive Living/Rec Area (Easily Could Erect A Wall To Create A 5th Bedroom) With Gas Fireplace & 2 Egress Windows. This Is The Perfect Set Up For Your University Student, In Laws, Nanny Or Teenagers. Many Updates Include; Shingles 2015, Furnace, 3 Ton A/C & Hot Water Tank Replaced 2018, Driveway Sealing 2025, Duct Cleaning 2025, All New Hardwired Smoke & Carbon Monoxide Detectors 2026. More details
    Listed by ROYAL LEPAGE TERREQUITY REALTY
  • 4 Sturgess Crescent in Whitby: Brooklin House for sale : MLS®# E13084188

    4 Sturgess Crescent Brooklin Whitby L1M 1J9
    Main Photo: 4 Sturgess Crescent in Whitby: Brooklin House for sale : MLS®# E13084188
    $1,049,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13084188
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to this beautifully maintained bungalow in the heart of Brooklin, offering over 2,500 sq ft of finished living space and set on a quiet crescent along a mature, tree-lined street with no sidewalk! Enjoy sun-filled afternoons in the oversized west-facing backyard, professionally landscaped to create a private outdoor retreat perfect for relaxing or entertaining. Designed with both comfort and functionality in mind, the main floor features a spacious foyer and a separate formal dining room, enhanced by an elegant pocket glass door. The family-sized kitchen boasts a pantry, a centre island with a wraparound breakfast bar and overlooks the bright eat-in area with a walk-out to the deck. The open-concept living room is highlighted by soaring vaulted ceilings and a cozy gas fireplace. Three generously sized bedrooms are conveniently located on the main level. The primary suite offers serene garden views and includes a 4-piece ensuite with a soaker tub and separate shower, a walk-in closet, and a charming window bench with built-in storage. A practical mudroom with direct garage access completes the main floor. The fully finished basement extends the living space with a large recreation area, a fourth bedroom, and a 2-piece bathroom-ideal for guests, teens, or a home office. Quality finishes throughout include hardwood flooring on the main level (living/dining/hallways & bedrooms), new broadloom in the basement, and crown moulding in the dining room & primary bedroom. Additional features include central vacuum, epoxy-coated garage floor, separate side entrance to the garage, a secondary side entrance from the kitchen, updated windows (2019), front door (2021), furnace (2024), and California shutters throughout. Ideally located within walking distance to downtown Brooklin, parks, schools, shopping, restaurants, and the community centre and library-this is a rare opportunity to own a turnkey bungalow in one of Brooklin's most sought-after neighbourhoods. More details
    Listed by ZOLO REALTY
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Data was last updated May 7, 2026 at 12:15 PM (UTC)

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Local insight for homeowners and buyers exploring their options in Brooklin

Brooklin continues to attract buyers looking for space, strong schools, and a quieter pace while staying connected to the GTA. For homeowners, this means demand can be strong — but value, timing, and strategy matter.

Whether you’re actively planning to sell or simply wondering what your home might be worth today, understanding the local market is the best place to start. You don’t need to be “ready” to ask smart questions.

What Impacts Home Values in Brooklin?

Home values in Brooklin aren’t one-size-fits-all. Some of the biggest factors I help homeowners understand include:

  • Lot size and layout — especially for detached homes

  • Age and condition of the property

  • School catchments and neighbourhood demand

  • Proximity to Main Street, GO transit, and growth areas

  • Current buyer activity and seasonal timing

Thinking About Selling in Brooklin?

Many Brooklin homeowners start here:

  • “Is now a good time?”

  • “What would my home realistically sell for?”

  • “What would I need to do before listing?”

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Clarity around value and timing often makes the next step obvious.

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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.