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4 Benington Court in Whitby: Brooklin House for sale : MLS®# E13056730
4 Benington Court Whitby L1M 0H3 
$1,850,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13056730
- Bedrooms:
- 4
- Bathrooms:
- 5
Luxury, Lifestyle, And Refined Living Come Together In This Spectacular North East Brooklin Showpiece. Built By Zanco And Set On A Premium 50 Ft Wide Court Lot Backing Onto Greenspace, This Home Offers Approx 3,300 Sq Ft Plus A Fully Finished Basement, With Hundreds Of Thousands Spent On Upgrades Inside And Out. The Stone And Brick Exterior, Mature Landscaping, Armour Stone, Interlock, Gemstone Lighting, And No Sidewalk Frontage Create Standout Curb Appeal With Parking For At Least 4 Vehicles Plus A Tandem Double Garage.Inside, Every Detail Feels Elevated. Crown Mouldings, California Shutters, Pot Lights, Built-In Speakers, And Engineered Hardwood Run Throughout The Home. The Family Room Stuns With Illuminated Built-Ins Surrounding A Gas Fireplace, While The Office Features Custom Built-Ins Perfect For Working From Home. The Gourmet Kitchen Is Designed To Impress With Oversized Island, Stone Counters, Stainless Steel Appliances, Breakfast Area Walkout, And A Phantom Screen Leading To The Composite Deck With Lighting, Gas Bbq Hookup, And Storage Below.The Backyard Feels Like A Private Resort With Mature Trees, Irrigation, Low-Voltage Lighting, A Cabana, A Saltwater Pool, And Spillover Spa. Upstairs, The Primary Suite Is A True Retreat With Cathedral Ceilings, Spa-Inspired Ensuite, And Custom Closet Built-Ins. Each Additional Bedroom Enjoys Ensuite Access.The Lookout Basement Is Pure Entertainment, Featuring Oversized Windows, A Full Wet Bar With Beverage Fridges And Dishwasher, Billiards Area, Media Space, Gym, Steam Shower, And Electric Fireplace. Close To Top-Rated Schools, Amenities, And The 407, This Is The Kind Of Home That Changes The Way You Live. More detailsListed by DAN PLOWMAN TEAM REALTY INC.- ANGELA JOSCH
- SUTTON GROUP-HERITAGE REALTY INC., BROKERAGE
- 1 (905) 4495870
- Contact by Email
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9 Dunstable Drive in Whitby: Brooklin House for sale : MLS®# E13056260
9 Dunstable Drive Whitby L1M 2L8 OPEN HOUSE: May 03, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 3, 2026 2:00PM - 4:00PM
$999,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13056260
- Bedrooms:
- 3
- 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 detailsListed by RE/MAX ROUGE RIVER REALTY LTD.- ANGELA JOSCH
- SUTTON GROUP-HERITAGE REALTY INC., BROKERAGE
- 1 (905) 4495870
- Contact by Email
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11 Durham Street in Whitby: Brooklin House for sale : MLS®# E13057886
11 Durham Street Whitby L1M 1A5
$1,149,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13057886
- Bedrooms:
- 6
- Bathrooms:
- 4
Perfect for Large or Multigenerational Families! This unique property offers two homes in one - a spacious One and a half-storey house plus a bungalow addition, each with its own entrance, kitchen, and living areas. Both spaces are fully self-sufficient, yet connected for easy access between the two.The main home features 4 bedrooms and 2 bathrooms, while the bungalow, added in 1999, is handicap accessible and ideal for in-laws or extended family.The large lot provides plenty of outdoor space - even room for a pool! Live together, but with your own space - or rent out one side for extra income. Truly, two homes for the price of one! This home must be viewed in person to fully appreciate More detailsListed by ROYAL HERITAGE REALTY LTD.- ANGELA JOSCH
- SUTTON GROUP-HERITAGE REALTY INC., BROKERAGE
- 1 (905) 4495870
- Contact by Email
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86 Winchester Road E in Whitby: Brooklin House for sale : MLS®# E13055124
86 Winchester Road E Whitby L1M 1B4
$849,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13055124
- Bedrooms:
- 2
- Bathrooms:
- 1
Corner Detached Property located on Simcoe Street & Winchester. Home is located across the street from Luther Vipond Brooklin Memorial Arena and Brooklin Memorial Park. Potential Development Opportunity. Property is zoned Medium density residential within Brooklin's Secondary plan. Buyers to Verify zoning and development potential with City & Region. Must be purchased together with 88 Winchester Road E. Both Properties combined is approximately 1/2 an acre. Pictures of lot is including neighboring lot. More detailsListed by ROSEMOUNT REALTY AND ASSOCIATES LTD.- ANGELA JOSCH
- SUTTON GROUP-HERITAGE REALTY INC., BROKERAGE
- 1 (905) 4495870
- Contact by Email
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74 Northgrove Crescent in Whitby: Brooklin House for sale : MLS®# E13050900
74 Northgrove Crescent Whitby L1M 2M9
$859,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13050900
- Bedrooms:
- 3
- Bathrooms:
- 6
Stylish, Move-In Ready Home in Prime Whitby Location! Beautifully updated with modern flooring and a newer roof, this well-maintained home offers comfort and convenience throughout. The spacious primary bedroom features a private ensuite and walk-in closet. Fully finished basement provides versatile extra living space-ideal for a rec room, office, or guest suite. Attached garage for added convenience. Located in a family-friendly neighbourhood close to golf courses, parks, and top-rated schools, with quick access to Hwy 401, 407 & 412. Minutes to shopping, dining, and all amenities. More detailsListed by RIGHT AT HOME REALTY and GALAXY STARS REALTY INC.- ANGELA JOSCH
- SUTTON GROUP-HERITAGE REALTY INC., BROKERAGE
- 1 (905) 4495870
- Contact by Email
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88 Winchester Road E in Whitby: Brooklin House for sale : MLS®# E13055058
88 Winchester Road E Whitby L1M 1B4
$849,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13055058
- Bedrooms:
- 3
- Bathrooms:
- 1
Detached 3 Bedroom 1 Bath Property located on beautiful lot on Winchester Road E. Home is located across the street from Luther Vipond Brooklin Memorial Arena and Brooklin Memorial Park. You can make this place your new homeor Purchase together with 86 Winchester for Potential Development Opportunity. Property is zoned Medium density residential within Brooklin's Secondary plan. Buyers to Verify zoning and development potential with City & Region. Both Properties combined is approximately 1/2 an acre More detailsListed by ROSEMOUNT REALTY AND ASSOCIATES LTD.- ANGELA JOSCH
- SUTTON GROUP-HERITAGE REALTY INC., BROKERAGE
- 1 (905) 4495870
- Contact by Email
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18 Telstar Way in Whitby: Brooklin House for sale : MLS®# E13052904
18 Telstar Way Whitby L1M 0G2
$815,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13052904
- Bedrooms:
- 3
- Bathrooms:
- 4
Welcome to this beautifully maintained 3 bedroom end unit townhome in the highly desirable Brooklin community of Whitby. Offering 1,761 sq. ft. of thoughtfully designed living space, this home is a fantastic opportunity for first time buyers, condo upsizers, downsizers, young professionals, and families looking for more space, comfort, and a true neighbourhood lifestyle. The large wraparound porch creates instant curb appeal and offers the perfect spot to enjoy your morning coffee or unwind at the end of the day. Inside, the main floor features crown moulding, a bright open layout, garage access, and an upgraded modern kitchen with quartz countertops, ideal for everyday living and entertaining. The ground floor office with wraparound windows provides a beautiful work from home space, reading nook, or creative studio. Upstairs, you will find three spacious bedrooms and the convenience of a second floor laundry room. The professionally finished basement adds valuable living space, perfect for a rec room, guest area, home gym, or movie night setup. Recent and practical upgrades include a new furnace installed in December 2025, an owned water softener, upgraded front and backyard doors, and a custom built wooden shed. Set on a premium lot with professional landscaping, this end unit offers extra outdoor space and a backyard that feels private, functional, and easy to enjoy. The location is exceptional, just steps to Brooklin Memorial Park with a track field, skate park, arena, and tennis courts. You are also close to grocery shopping, Highway 407, Lyndebrook Golf Course, Heber Down Conservation Area, walking trails, and community centres.Brooklin is loved for its small town charm, family friendly streets, parks, trails, and convenient access to major routes. This is the kind of home that gives you room to grow, space to simplify, and a connected lifestyle in one of Whitby's most desirable communities. More detailsListed by REMAX YOUR COMMUNITY REALTY- ANGELA JOSCH
- SUTTON GROUP-HERITAGE REALTY INC., BROKERAGE
- 1 (905) 4495870
- Contact by Email
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14 Napier Court in Whitby: Brooklin House for sale : MLS®# E13054186
14 Napier Court Whitby L1M 1H1
$919,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13054186
- Bedrooms:
- 5
- Bathrooms:
- 2
Nestled on a quiet cul-de-sac, this beautiful and recently updated home is in a community friendly neighbourhood and backing to green space. This well maintained all brick spacious bungaloft is just minutes from the 407, schools, parks, shopping & all activities/amenities that vibrant Brooklin has to offer. This is one level living at its best- 2 bedrooms, 2 bathrooms, open concept living/kitchen which flow seamlessly together, entertaining sized dining room, laundry room, entranceway with access to the 18'x17' garage. The 17'x16.5' loft area has great potential to be a bedroom, office, family room, studio etc.-the space itself includes a double closet, vaulted ceiling and wide picture window ensuring abundant natural light. Walkout from both the primary bedroom as well as the living room to an expansive deck with gas BBQ hookup & fully fenced backyard that overlooks the scenic green space. Pull up a stool and enjoy a meal at the kitchen peninsula. Mark special occasions with friends and family in the dining room. The finished basement expands the living space with a recreation room, 2 oversized bedrooms with above grade windows & double closets, and 3 dedicated storage rooms. New windows throughout(2025). 2026 updates: refreshed kitchen cabinetry & new quartz counter tops, broadloom in 2 bedrooms, loft area, 2 staircases & finished basement, laundry tub, numerous new ceiling light fixtures, and main floor bathroom fixtures. New stainless steel stove & dishwasher, (fridge, washer & dryer +/- 3 yrs old). Furnace & garage door (2021). Freshly painted entire main level & loft (2026). This home offers an abundance of natural light through the new windows in every room making this home most welcoming. The paved driveway accommodates parking for 4 vehicles. More detailsListed by RE/MAX ALL-STARS REALTY INC.- ANGELA JOSCH
- SUTTON GROUP-HERITAGE REALTY INC., BROKERAGE
- 1 (905) 4495870
- Contact by Email
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41 Zachary Place in Whitby: Brooklin House for sale : MLS®# E13047118
41 Zachary Place Whitby L1M 1E1 OPEN HOUSE: May 02, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, May 2, 2026 2:00PM - 4:00PM
$1,349,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13047118
- 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 detailsListed by TANYA TIERNEY TEAM REALTY INC.- ANGELA JOSCH
- SUTTON GROUP-HERITAGE REALTY INC., BROKERAGE
- 1 (905) 4495870
- Contact by Email
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69 Matthewson Place in Whitby: Brooklin House for sale : MLS®# E13043386
69 Matthewson Place Whitby L1M 1H4
$899,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13043386
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to 69 Matthewson Place, in the heart of Brooklin.Set on a quiet street in one of Whitby's most desirable communities,this well-maintained detached 2 storey home offers a bright/open functional living space designed for everyday comfort & entertaining.Main floor impresses with soaring cathedral ceilings & a dramatic staircase that enhances the open feel of the living & dining areas. The kitchen features a breakfast bar, eat-in area,built-in dishwasher, new-faced cabinets,sgwo to small deck to bbq & the convenience of garage access.The inviting cozy family room w/gas fireplace overlooks a private,beautifully landscaped backyard complete w/stone patio/interlock detailing & raised garden beds.Large Garden She/shed all perfect for summer gatherings or quiet evenings outdoors.Upstairs offers a large Primary bdrm w/his & her closets & 4pce ensuite.Unfinished basement ready for your custom vision.Located steps to top rated Catholic & Public schools, Parks, transit, downtown Brooklin shops & 3 minutes to Hwy 407. A solid opportunity in a highly sought-after neighbourhood.Newly re-faced kitchen cabinets and New Main floor Laminate. More detailsListed by RE/MAX ALL-STARS REALTY INC.- ANGELA JOSCH
- SUTTON GROUP-HERITAGE REALTY INC., BROKERAGE
- 1 (905) 4495870
- Contact by Email
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9 Nathan Avenue in Whitby: Brooklin House for sale : MLS®# E13042020
9 Nathan Avenue Whitby L1M 1J3
$1,349,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13042020
- Bedrooms:
- 4
- Bathrooms:
- 4
Stunning 4-Bedroom, 4-Bath Home in Sought-After, Family-Friendly Brooklin!This beautifully upgraded home showcases premium finishes and one of the best layouts in the area, offering both function and flow. The main floor features elegant hardwood and crown moulding, a coffered ceiling in the dining room, accent wall with chair rail detailing, and a bright living space designed for modern family living.The kitchen features a large island, sleek stainless steel appliances. Upstairs, the spacious primary retreat offers a luxurious 4-piece ensuite and a relaxing soaker tub. Three additional bedrooms provide plenty of room for the whole family, including a Jack & Jill washroom and a walk-out balcony. Step outside to your private backyard oasis featuring a natural wood deck and custom pergola - perfect for outdoor entertaining or quiet evenings. Additional highlights include central vac,convenient main floor laundry, and family-friendly touches throughout. Ideally located in a welcoming neighbourhood, just a short walk to both public and Catholic schools. This home truly has it all - comfort, elegance, and an unbeatable Brooklin location More detailsListed by ROYAL HERITAGE REALTY LTD.- ANGELA JOSCH
- SUTTON GROUP-HERITAGE REALTY INC., BROKERAGE
- 1 (905) 4495870
- Contact by Email
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33 North Street in Whitby: Brooklin House for sale : MLS®# E13041384
33 North Street Whitby L1M 1C2
$2,976,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13041384
- Bedrooms:
- 6
- Bathrooms:
- 5
Refined Elegance Defined By Curated Craftsmanship Encompassing Over 5000 Square Feet Finished On 95' Footage Corner Lot In Brooklin's Most Desirable Enclave - 4 Plus 2 Bed, 5 Bath Fully Custom Masterpiece Completed By Renowned "Delta-Rae" In 2020 Features Wide Plank Hardwood, Main Floor Office, Gourmet Chef's Kitchen And 21' Ceiling Great Room; Walking Out To Professionally Landscaped, Fully Fenced Backyard - Enjoy Resort Style Amenities From The Comfort Of Your Own Home With A Salt Water Pool, Spill Over Spa, Outdoor Kitchen Features B/I Gas Bbq And Fridge. Enjoy Mature Muskoka Like Trees For Ultimate Privacy. Impressive Primary WOW's With Expansive Walk-In And Bright Ensuite. Fully Finished Basement And Finished Gym Space. 4 Car Garage (3+Lift) Amplifies Functionality With "Garage Living" B/I Storage, Freezer, Purposeful Wall Trim And Epoxy Floor Finish. Walk To Downtown Brooklin In Minutes - Confluences Modern Conveniences With Small Town Feel. Walk To Downtown Through Quaint Unique Pedestrian Path To Bars, Ice Creamery, Restaurants, Parks, Longo's And So Much More. 3 Minutes To 407. Highly Ranked Elementary And Secondary Schools. No Sidewalk! Welcome Home!!! More detailsListed by REMAX YOUR COMMUNITY REALTY- ANGELA JOSCH
- SUTTON GROUP-HERITAGE REALTY INC., BROKERAGE
- 1 (905) 4495870
- Contact by Email
Data was last updated April 30, 2026 at 06:15 AM (UTC)
Location
44 Baldwin St., N
Whitby, ON L1M 1A2