Houses for sale in Pickering Rosebank

Newest MLS listings in Pickering Rosebank area

Homes for sale in Pickering - Rosebank

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  • 515 Oakwood Drive in Pickering: Rosebank E14113132 - House

    515 Oakwood Drive Rosebank Pickering L1W 2M8
    Main Photo: 515 Oakwood Drive in Pickering: Rosebank E14113132 - House

    515 Oakwood Drive Pickering L1W 2M8 Rosebank

    $1,900,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14113132
    Bedrooms:
    4
    Bathrooms:
    3
    An exceptional opportunity in prestigious South Rougemount! Welcome to 515 Oakwood Drive, where an expansive half-acre-plus property, resort-inspired backyard and sought-after Pickering location come together. Set on an impressive 100 x 220 ft lot, this inviting family home offers the space to grow, entertain and enjoy an enviable lifestyle just moments from the waterfront. The backyard is truly a standout, featuring a pool, cabana and hot tub, creating your own private retreat for summer gatherings, plus an extensive grass area for kids to play. Inside, the open-concept living and dining rooms offer a warm, welcoming atmosphere with hardwood flooring, a wood-burning fireplace and walkout to the deck. The renovated kitchen features quartz countertops, stainless steel appliances and a large breakfast bar, while the sunken family room, complete with a gas fireplace and walkout to the pool and cabana, is perfectly suited to relaxed family living. A spacious primary retreat boasts a private balcony overlooking the pool and backyard, large walk-through closet with natural light and dressing room, and 5-piece ensuite with heated floors. A main-floor bedroom, 3-piece bathroom and separate entrance offer excellent potential for an in-law or nanny suite. Finished basement games room, upgraded bathrooms and a 3-car garage add to the appeal. Enjoy a coveted location close to Rouge Beach, Rouge Park, the Waterfront Trail and Petticoat Creek, with schools and Montessori's, major highways and GO transit nearby. A rare offering combining an exceptional lot, incredible outdoor living and the prestige of South Rougemount. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 520 Gillmoss Road in Pickering: Rosebank E14102766 - House

    520 Gillmoss Road Rosebank Pickering L1W 3J4
    Main Photo: 520 Gillmoss Road in Pickering: Rosebank E14102766 - House

    520 Gillmoss Road Pickering L1W 3J4 Rosebank

    $2,600,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14102766
    Bedrooms:
    4
    Bathrooms:
    4
    Developers/Builders Prime Residential Development Opportunity Rosebank Neighbourhood Pickering.(see Attachment) Land Area Over One-Acre Lot Frontage 211.38 Feet,Potential To Divide Into More Lots, Detached House With Bright Spacious 4 Bedroom 4 Washroom With Big Driveway 6 Parking, Prime Location Rosebank Neighborhood Close To Lake Ontario In Pickering, Spacious Living Room, Large Backyard & Big Kitchen. More details
    Listed by HOMELIFE/MIRACLE REALTY LTD
    LISTING DETAILS
    John Owen, Broker

  • 520 McLeod Crescent in Pickering: Rosebank E14096910 - House

    520 McLeod Crescent Rosebank Pickering L1W 3M5
    Main Photo: 520 McLeod Crescent in Pickering: Rosebank E14096910 - House

    520 McLeod Crescent Pickering L1W 3M5 Rosebank

    $1,199,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14096910
    Bedrooms:
    4
    Bathrooms:
    3
    A Rare Opportunity In Prestigious Rosebank! This Custom-Built Home Has Been Beautifully Refreshed & Modernized, Offering An Exceptional Combination Of Space, Quality & Flexibility On A Premium 64-Ft Corner Lot. Step Inside To A Fresh, Contemporary Interior Featuring New Smooth Ceilings & Pot Lights Throughout, Along With A Complete Repaint In A Stylish Modern Neutral Palette-Creating A Bright, Fresh & Move-In Ready Feel. Rich Hardwood Flooring & Elegant Principal Rooms Complete The Inviting Main Level. Offering Over 4,000 Sq. Ft. Of Potential Living Space, The Unique Layout Is Ideal For Multi-Generational Families. A Main-Floor Bedroom, Full Bathroom & Separate Side Entrance Lead To A Private Living Area With A Spacious Family Room Featuring A Custom Gas Fireplace & Built-In Shelving-Perfect For In-Laws, Adult Children, Guests Or A Private Home Office. At The Heart Of The Home, The Renovated Gourmet Kitchen Features Maple Cabinetry, Centre Island/Breakfast Bar, Pantry, Backsplash, High-End Appliances & Premium WOLF Gas Stove, Plus A Walk-Out To The Yard. Upstairs You'll Find 3 Generous Bedrooms & 2 Beautifully Updated Full Bathrooms, Now Enhanced With Quartz Countertops. The Primary Retreat Features A Walk-In Closet & Stylish 3-Piece Ensuite. The Partially Finished Basement Offers Incredible Potential For Additional Living Space, With Room For A Kitchen, Recreation/Living Area & Up To 2 Additional Bedrooms. Located In One Of Pickering's Most Sought-After Communities, Rosebank Is Known For Its Mature Tree-Lined Streets, Excellent Schools & Proximity To The Waterfront. Walking Distance To Blaisdale Montessori & Conveniently Located Near Rosebank Road P.S., Father Fenelon C.S., Dunbarton H.S. & St. Mary's C.S.S. Minutes To Hwy 401, GO Transit, Parks, Shopping & Pickering's Waterfront. Freshly Modernized, Exceptionally Spacious & Designed With The Flexibility Today's Families Need-This Is A Rosebank Home You Won't Want To Miss! More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 1007 Moorelands Crescent in Pickering: Rosebank E14092550 - House

    1007 Moorelands Crescent Rosebank Pickering L1W 3K3
    Main Photo: 1007 Moorelands Crescent in Pickering: Rosebank E14092550 - House

    1007 Moorelands Crescent Pickering L1W 3K3 Rosebank

    $1,000,049
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14092550
    Bedrooms:
    4
    Bathrooms:
    3
    Discover an exceptional opportunity in one of Pickering's most coveted neighbourhoods. Situated on a quiet crescent in the prestigious Rosebank community, this distinguished 4-bedroom, 2 1/2-bathroom residence rests on a beautifully landscaped, mature lot and offers approximately 2,000+ sq. ft. of above-grade living space. Featuring a grand two-storey design, double car garage, private driveway, main floor family room with gas fireplace, convenient main floor laundry, and an expansive unfinished lower level with roughed in plumbing and fireplace, awaiting your custom vision. The home's mature gardens, towering trees, and established streetscape create a setting rarely found in today's newer developments. Located in the highly sought-after Rosebank enclave, known for its larger lots, executive homes, mature tree canopy, and proximity to Pickering's waterfront amenities, this residence offers an exceptional lifestyle for discerning buyers. Enjoy convenient access to Lake Ontario waterfront trails, conservation lands, top-rated schools, GO Transit, Highway 401, fine dining, shopping, and recreation while maintaining the privacy and prestige of an established neighbourhood. Whether you're seeking a refined family residence, a long-term investment in a blue-chip location, or the opportunity to modernize and create your dream home, this property presents outstanding value in one of Durham Region's most desirable communities. A rare offering where location, lot size, and lifestyle converge. More details
    Listed by Coldwell Banker Electric Realty
    LISTING DETAILS
    John Owen, Broker

  • 492 Rougemount Drive in Pickering: Rosebank E13875868 - House

    492 Rougemount Drive Rosebank Pickering L1W 2B9
    Main Photo: 492 Rougemount Drive in Pickering: Rosebank E13875868 - House

    492 Rougemount Drive Pickering L1W 2B9 Rosebank

    $3,199,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13875868
    Bedrooms:
    7
    Bathrooms:
    5
    Discover custom luxury in Pickering's Rosebank neighbourhood. Set on an expansive ravine lot near the beach, 492 Rougemount Drive offers elegant interiors and a peaceful natural setting. Soaring 10-foot ceilings, hardwood floors and custom millwork complement a thoughtfully designed layout with two primary suites, one on each level.The chef's kitchen features Wolf, Miele and JennAir appliances, a generous island and a dedicated pantry and serving area. A distinctive domed ceiling and fireplace anchor the great room, while a home office, theatre room and finished walkout basement provide space for work, relaxation and entertaining.Outside, landscaped grounds overlook a serene creek, with water features, a firepit, gazebo and spacious entertaining area. Integrated audio, smart security and a heated entrance add everyday convenience to this exceptional home. More details
    Listed by PEAK GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 518 Rosebank Road in Pickering: Rosebank E13878900 - House

    518 Rosebank Road Rosebank Pickering L1W 2N5
    Main Photo: 518 Rosebank Road in Pickering: Rosebank E13878900 - House

    518 Rosebank Road Pickering L1W 2N5 Rosebank

    $1,899,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13878900
    Bedrooms:
    4
    Bathrooms:
    2
    Attention Dreamers, Builders & Developers! Welcome To 518 Rosebank Rd, An Exceptional Opportunity In The Prestigious South Rosebank Community. Situated On An Impressive 100 X 180 Ft Lot, This Property Offers Endless Possibilities For Today And The Future.Live In, Renovate Or Reimagine The Existing Home While Exploring The Potential To Sever The Property And Build Brand New On A Generous 50 X 180 Ft Lot - All While Continuing To Live Right Next Door. THERE IS MUCH MORE TO THIS ADDRESS. A Rare Opportunity To Create Your Dream Home, Develop For The Future, Or Take Advantage Of A Unique Multi-Generational Or Investment Opportunity.Surrounded By Mature Trees And Established Homes In One Of Pickering's Most Sought-After Communities, This Property Offers The Space, Privacy And Potential That Are Becoming Increasingly Difficult To Find. Enjoy Being Just Minutes From Petticoat Creek Conservation Area, STEPS to Lake Ontario, Waterfront Trails, Parks, Schools, Shopping And Convenient Access To Major Highways And Transit.Whether You Choose To Move In, Renovate, Build Or Explore The Severance Potential, 518 Rosebank Rd Is A Property Where Your Vision Can Become Reality. More details
    Listed by RE/MAX NOBLECORP REAL ESTATE
    LISTING DETAILS
    John Owen, Broker

  • 1001 Lytton Court in Pickering: Rosebank E13857952 - House

    1001 Lytton Court Rosebank Pickering L1W 3Z2
    Main Photo: 1001 Lytton Court in Pickering: Rosebank E13857952 - House

    1001 Lytton Court Pickering L1W 3Z2 Rosebank

    $1,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13857952
    Bedrooms:
    6
    Bathrooms:
    5
    Welcome to this stunning, sun-filled 4 + 2 bedroom, 5 bathroom fully detached executive home, perfectly situated on a quiet, child-friendly cul-de-sac in a high-demand Pickering neighborhood. Completely carpet-free and loaded with premium upgrades, this home showcases exceptional craftsmanship with beautiful crown moulding throughout and seamlessly blends luxury with functionality. At the heart of the home is a spectacular chef-inspired kitchen featuring an oversized center island - absolutely perfect for grand-scale entertaining or the passionate home chef. The upper level boasts a bright, airy layout, featuring a massive open flex room perfect for a grand home office or an effortless conversion into a 5th bedroom. Ideal for multi-generational living, the property includes a legal basement apartment providing excellent rental income potential. A truly turnkey masterpiece in the desirable Rosebank neighbourhood, close to the Rouge beach, HWY 401 and top-rated schools. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS
    John Owen, Broker

  • 369 Toynevale Road in Pickering: Rosebank E13858210 - House

    369 Toynevale Road Rosebank Pickering L1W 2G9
    Main Photo: 369 Toynevale Road in Pickering: Rosebank E13858210 - House

    369 Toynevale Road Pickering L1W 2G9 Rosebank

    $1,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13858210
    Bedrooms:
    5
    Bathrooms:
    4
    Home custom-made in 2015, Urban retreat/mins to Toronto in coveted area/walk to lake & conservation areas, parks, shopping, transit & schools/stunning design w/5600 sf liv/entertainment area & dressed to impress/featuring hardwood & porcelain tiles thru-out, vaulted & cathedral ceilings, Custom B.I. cabinetry, Servers, Bookcases, Fireplaces, Floating Staircases, Home Theatre/Finished Lower Level W/Access to garages/skylights, Stone countertops/Fully Fenced & Landscaped Mature Lot... Gar Dr Opener & Remote (S), Bbq Bib, Upgraded trim, Baseboards, Plumbing Fixtures, 9,10,12 & 22 & Coffered Ceilings. More details
    Listed by HOMELIFE/MIRACLE REALTY LTD
    LISTING DETAILS
    John Owen, Broker

  • 544 Gillmoss Road in Pickering: Rosebank E13830022 - House

    544 Gillmoss Road Rosebank Pickering L1W 3J4
    Main Photo: 544 Gillmoss Road in Pickering: Rosebank E13830022 - House

    544 Gillmoss Road Pickering L1W 3J4 Rosebank

    $1,289,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13830022
    Bedrooms:
    5
    Bathrooms:
    2
    Attention Builders, Developers And Savvy Investors new construction home next door! Rose Bank Neighbourhood, Pickering Prime Residential Development Opportunity Build your dream home, The site has development potential single detached lots with direct frontage onto the future extension of Gillmoss Road through the site. 3 Bedroom Brick Bungalow With Separate Entry To Basement. More details
    Listed by HOMELIFE/MIRACLE REALTY LTD
    LISTING DETAILS
    John Owen, Broker

  • 566 Rougemount Drive in Pickering: Rosebank E13816388 - House

    566 Rougemount Drive Rosebank Pickering L1W 2C2
    Main Photo: 566 Rougemount Drive in Pickering: Rosebank E13816388 - House

    566 Rougemount Drive Pickering L1W 2C2 Rosebank

    $1,228,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13816388
    Bedrooms:
    6
    Bathrooms:
    5
    Rosedale design meets south Rosebank: deceptively large, architecturally stunning, and built for multi-generational living in Pickering's most exclusive pocket! Forget cookie-cutter - this property serves up over 3,300 sq ft of finished living space across two separate structures. The main house features a sophisticated, multi-level layout reminiscent of a Rosedale cottage estate. The heart of the home is a stunning kitchen transported straight to Tuscany with granite tile floors, matching granite counters, and a sun-drenched, skylit family room. Rich hardwood leads to the primary bedroom's spa ensuite, while the massive, finished basement adds a 5th bedroom, gym, and a new bathroom with a luxury jetted dual shower. Tucked privately at the rear sits a fully finished, detached 480 sq ft guest suite featuring its own kitchen with new appliances, bedroom, bathroom, 2 separate entrances, and independent heat pump. It's the ultimate setup for multi-generational living, guests, or an executive home office. Home has been updated to 200amp service and panel. Enjoy a massive deck, a 24-ft pool with a new liner, and parking for 4. Walk to Blaisdale Montessori and other top schools in the area. Nestled between Rouge Valley and Lake Ontario - minutes to Highway 401 and Rouge Hill GO. Don't miss this exceptional opportunity! More details
    Listed by BOSLEY REAL ESTATE LTD.
    LISTING DETAILS
    John Owen, Broker
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Data was last updated October 26, 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.
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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.