Pickering Real Estate | Pickering 5 Bedroom Properties for Sale

Welcome to 2358 Wildwood Crescent, an exceptional home nestled in the prestigious Brock Ridge community of Pickering. Lovingly owned and meticulously cared for by the same family since its construction, this remarkable property offers a rare combination of space, privacy, and natural beauty. Set on an extraordinary 51.48 ft x 219.36 ft ravine lot, the property offers an incredible sense of privacy and an idyllic natural setting that is truly difficult to find. Boasting approximately 2,716 sq. ft. of above-grade living space, this 4-bedroom, 3-bathroom home offers a generous, thoughtfully designed layout with spacious principal rooms, comfortable family living areas, and abundant natural light. The 4-season sunroom is a standout feature, creating a beautiful year-round space to relax, entertain, and enjoy the peaceful ravine views and surrounding greenery. Throughout the home, you can feel the pride, love, and care that has been given to this property over the years. From its exceptional lot and ravine setting to its generous interior space and highly sought-after location, 2358 Wildwood Crescent is a truly special home and a rare opportunity to join one of Pickering's most desirable communities.

2358 Wildwood Crescent, Pickering

Listing courtesy of RE/MAX IMPACT REALTY.

$1,149,000

5 Beds ⋅ 3 Baths ⋅ E13593342 MLS® #

Your search ends on Fieldstone Circle. Welcome to a home where lasting memories meet thoughtful updates. Proudly cherished by the same family for 29 years, this beautifully maintained 4-bedroom, 3-bath home offers exceptional space, quality renovations, and a warm, inviting atmosphere on one of Maple Ridge's most peaceful tree-lined streets. From the moment you step inside, you'll appreciate the light airy feel of this home. The high-quality updated eat-in kitchen was designed for everyday living and entertaining. Featuring abundant cabinetry, generous counter space, and room for casual family meals, it's a space where everyone naturally gathers. The welcoming family room is the perfect place to unwind, anchored by a cozy fireplace with custom built-ins and a walkout to the backyard. The updated main floor laundry room and powder room adds convenience and functionality to busy daily routines. Upstairs, you'll find four bedrooms, including a spacious primary retreat complete with a large walk-in closet and a private ensuite bathroom, for a comfortable escape at the end of the day. The finished lower level is an entertainer's dream, offering an expansive recreation area with pool/ping pong table and endless possibilities for movie nights, games, hobbies, or hosting family and friends. There's also excellent potential to easily finish a fifth bedroom, for guests, or a home office. Outside, the backyard is a true extension of the home-private, spacious and extensively landscaped. Enjoy your own putting green, multiple seating areas for entertaining, and summer BBQs. The attached two-car garage provides ample parking and storage and features a practical enclosed mudroom that leads directly to the side entrance. The mature, tree-lined street offers a quiet neighbourhood setting you'll look forward to coming home to every day. Close to great schools, parks, shopping at Pickering Town Centre and quick access to Highways 401, 407, and Pickering GO Station.

1236 Fieldstone Circle, Pickering

Listing courtesy of ROYAL LEPAGE SIGNATURE REALTY.

$1,468,000

5 Beds ⋅ 4 Baths ⋅ E13593118 MLS® #

Welcome To This Exquisite Detached 5 Bdrms Home With Walkout Basement! Newer Home Built In 2015, Rarely Offer Back Onto Ravine Premium Lot! Approx.3700 sf, Spacious Open Concept with 9 Ft Ceilings On Both Main And 2nd Floors, 10 ft In Master Bedroom. Modern Upgrade Kitchen And Large Breakfast Area. Carpet Free, Lot Of Pot Lights, Excellent Layout & Finishes, Move In Condition, A Huge Unfinished W/O Basement Area Allows You To Create Your Dream Entertainment Or Potential Income Apartment. Minutes To Hwy 401, Schools, Shopping, And More. Don't Miss This Incredible Opportunity!

1815 Fairport Road Unit 6, Pickering

Listing courtesy of REAL ONE REALTY INC..

$969,999

5 Beds ⋅ 3 Baths ⋅ E13592444 MLS® #

Welcome to 1288 Old Orchard Ave, a beautifully updated bungalow in Pickering's desirable Bay Ridges community offering over $140,000 in upgrades and exceptional versatility for today's homeowner. The standout feature is the legal basement apartment, complete with a spacious primary bedroom featuring a custom walk in closet, cozy gas fireplace, private 3 piece ensuite, and separate side entrance. Whether you're accommodating extended family, creating a luxurious primary retreat, welcoming guests, or generating rental income, this thoughtfully designed lower level offers flexibility that's rarely found.Upstairs, you'll find a bright and inviting main floor showcasing rich hardwood flooring, smooth ceilings, and pot lights throughout the living and dining rooms. The upgraded kitchen combines style and function with stone countertops and stainless steel appliances, while generously sized bedrooms provide comfortable living for the whole family. The beautifully updated main bathroom features quartz countertops, a double vanity, and a glass walk in shower. The third bedroom offers added versatility with a walkout to the backyard, making it ideal as a home office, guest room, or additional family space.Step outside to your own private backyard retreat featuring a two tier deck, relaxing hot tub with custom privacy walls, and a storage shed, creating the perfect space for entertaining or unwinding after a long day.The fully finished legal basement apartment continues to impress with laminate flooring, pot lights throughout, a spacious living area, an additional full bathroom, large above grade egress windows, and a bar area with a rough in for a future kitchen, providing outstanding potential for independent living or rental income. A newer roof and quality upgrades throughout complete this move in ready home. Combining comfort, style, and incredible long term flexibility, 1288 Old Orchard Ave is a rare opportunity in one of Pickering's most sought after neighbourhoods.

1288 Old Orchard Avenue, Pickering

Listing courtesy of RE/MAX HALLMARK FIRST GROUP REALTY LTD..

$2,149,000

5 Beds ⋅ 3 Baths ⋅ E13590610 MLS® #

Welcome to refined country living on 15 acres, situated on a no through street, you find a peaceful retreat where luxury, nature and privacy come together. Mins to the 407. The paved and interlocking driveway lead to this lovely 3 + 2 bedroom home w an oversized 2 car garage w access to the home.The main floor is designed for everyday living & entertaining. Greet your guests in the spacious foyer which opens to the main floor. The chef inspired kitchen awaits you, large centre island w breakfast bar, granite counters, pantry +S/S appliances. Entertain in the open concept living room, sitting area and dining room w walk-out to covered stone patio, outdoor kitchen w b-in barbecue & more! The guest bathroom + laundry complete the main floor.The 2nd floor great room features vaulted ceiling, hardwood floors, wall to wall windows that allow the light to flow in. Upstairs the primary suite provides a private escape, complete w 2 w-in closets, hardwood floors, spa like 5pc ensuite w jacuzzi tub, separate w-in shower & w/o to private balcony overlooking the gardens. There is one additional bedroom on this floor and a 3rd bedroom on the main floor + 4 pc bath w tub & glass shower. The family room has a warm ambiance w its wood burning fireplace, feature brick wall, + w/o to stone patio & rock water feature. The in-law suite on the lower level features 2 brs, living & kitchen w A/G windows & separate entrance from garage. Geothermal heating + solar panels makes this home environmentally friendly & economical to work from home - the spacious shop provides possibilities for hobbyist or contractors w 2nd floor loft storage or office space. Forest management program ensures the preservation of flora & fauna plus provides a tax reduction. Duffin's Creek courses gently through the property, with its walking trails to explore the forest, century old hemlocks, cedar & deciduous trees. The pond w dock & ladder for swimming, plus extensive landscaping, all gives you a sense of calm. (id:5764)

4710 Sideline 8 Sideroad, Pickering

Listing courtesy of SUTTON GROUP-HERITAGE REALTY INC..

$2,149,000

5 Beds ⋅ 3 Baths ⋅ E13590610 MLS® #

Welcome to refined country living on 15 acres, situated on a no through street, you find a peaceful retreat where luxury, nature and privacy come together. Mins to the 407. The paved and interlocking driveway lead to this lovely 3 + 2 bedroom home w an oversized 2 car garage w access to the home.The main floor is designed for everyday living & entertaining. Greet your guests in the spacious foyer which opens to the main floor. The chef inspired kitchen awaits you, large centre island w breakfast bar, granite counters, pantry +S/S appliances. Entertain in the open concept living room, sitting area and dining room w walk-out to covered stone patio, outdoor kitchen w b-in barbecue & more! The guest bathroom + laundry complete the main floor.The 2nd floor great room features vaulted ceiling, hardwood floors, wall to wall windows that allow the light to flow in. Upstairs the primary suite provides a private escape, complete w 2 w-in closets, hardwood floors, spa like 5pc ensuite w jacuzzi tub, separate w-in shower & w/o to private balcony overlooking the gardens. There is one additional bedroom on this floor and a 3rd bedroom on the main floor + 4 pc bath w tub & glass shower. The family room has a warm ambiance w its wood burning fireplace, feature brick wall, + w/o to stone patio & rock water feature. The in-law suite on the lower level features 2 brs, living & kitchen w A/G windows & separate entrance from garage. Geothermal heating + solar panels makes this home environmentally friendly & economical to work from home - the spacious shop provides possibilities for hobbyist or contractors w 2nd floor loft storage or office space. Forest management program ensures the preservation of flora & fauna plus provides a tax reduction. Duffin's Creek courses gently through the property, with its walking trails to explore the forest, century old hemlocks, cedar & deciduous trees. The pond w dock & ladder for swimming, plus extensive landscaping, all gives you a sense of calm.

4710 Sideline 8 Side Road, Pickering

Listing courtesy of SUTTON GROUP-HERITAGE REALTY INC..

$1,699,999

5 Beds ⋅ 5 Baths ⋅ E13588876 MLS® #

Welcome to This Stunning 4-Bedroom, 5-Bathroom Family Home, Located on a Quiet and Safe Court. Step Through the Front Door Into the Impressive Grand Foyer, Leading to an Elegant Formal Dining Room, a Private Main-Floor Office and Inviting Living Spaces Connected by a Beautiful Two-Way Fireplace.The Spacious Family Room Features Large Windows and Views of the Backyard and Pool. The Brand-New Chef's Kitchen Is Complete With High-End Appliances, Custom Cabinetry, a Large Centre Island, Modern Finishes and Ample Storage. New Flooring Throughout and California Shutters on the Main Floor Complete the Fresh, Contemporary Interior.Upstairs, You'll Find Four Generously Sized Bedrooms, Including a Large Primary Retreat With a Custom Walk-In Closet and Private Ensuite. The Finished Basement Features 8-Foot Ceilings, a Wet Bar and a Built-In Entertainment Centre, Providing Additional Space for Entertaining and Family Living.Outside, the Home Offers a Large Driveway With No Sidewalk and Sits on One of the Largest Lots on the Street. The Fully Landscaped, Premium Pie-Shaped Lot Backs Directly Onto a Park and Features a Private Backyard Oasis With an Inground Pool-Perfect for Relaxing and Entertaining All Summer Long. A Must-See Home in a Fantastic Family-Friendly Location!

832 Darwin Drive, Pickering

Listing courtesy of Your Home Sold Guaranteed Realty Imperium.

$1,449,900

5 Beds ⋅ 5 Baths ⋅ E13581068 MLS® #

Discover Unrivaled Luxury in Dunbarton Nestled at the end of a prestigious, quiet cul-de-sac, this exceptional luxury bungaloft offers the perfect blend of elegance and functionality. Backing directly onto the serene Dunbarton Creek Ravine, this residence provides a private, picturesque retreat. The main level features an expansive open-concept layout accentuated by soaring ceilings and an abundance of natural light streaming through oversized windows. Step through the main-floor walkout to a private deck, perfectly positioned to overlook the lush ravine-an ideal space for morning coffee or evening relaxation. Designed for the culinary enthusiast, the chef's kitchen is complete with premium granite countertops and custom cabinetry. The convenience of a main floor primary suite offers effortless living, complemented by rich hardwood flooring that flows throughout the home. The professionally finished WALKOUT LEGAL BASEMENT serves as a versatile space, featuring a fully equipped 2 + 1 bedroom & 2 full washroom apartment with a 9 ft ceiling, high-end finishes, modern kitchen and brand-new appliances, separate laundry room-perfect for extended family or income potential. Situated minutes from Hwy 401, top-rated schools, and premier shopping, this home offers a rare opportunity to enjoy ravine-side tranquility with urban convenience. To view more pictures and the 3D tour, please check the virtual tours.

1815 Fairport Road Unit 12, Pickering

Listing courtesy of ROYAL LEPAGE TERREQUITY REALTY.

$1,299,000

5 Beds ⋅ 5 Baths ⋅ E13576734 MLS® #

Welcome to this stunning, upgraded home in Pickering's highly sought-after New Seaton community, one of the GTA's fastest-growing and most family-friendly neighborhoods. Built in 2021 and enhanced with over $100 K in premium upgrades, this exceptional 4+1 bedroom, 4+1 bathroom residence offers the perfect blend of luxury, comfort, and functionality. Designed for modern family living, the home features a professionally finished builder-completed walk-out basement, providing valuable additional living space with endless possibilities. The original sixth bedroom has been thoughtfully transformed into a spacious den, ideal for a home office, media room, gym, or playroom. Meticulously maintained and move-in ready, this home showcases quality finishes throughout and offers an ideal layout for growing families and discerning buyers. The no-sidewalk lot provides added convenience with extra driveway parking. Enjoy convenient access to Highways 401 and 407, making commuting effortless. The neighborhood offers outstanding family-friendly amenities, including two nearby children's parks, a soccer field, tennis courts, and public transit within walking distance. An elementary school is conveniently located nearby, with a new Catholic elementary school coming soon. Adding even more value, a new commercial plaza featuring shopping, dining, and everyday conveniences is currently underdevelopment within 1 km of the home. Don't miss this opportunity to own a beautifully upgraded home in one of Pickering's most exciting and rapidly developing communities.

1067 Purus Path, Pickering

Listing courtesy of HOMELIFE/GTA REALTY INC..

$4,999,999

5 Beds ⋅ 2 Baths ⋅ E13572398 MLS® #

Unlock the potential of approximately 10 acres of prime development land, strategically positioned within the Town of Pickering's North East Secondary Plan-an exceptional opportunity for developers, builders, land bankers, and visionary investors.Ideally situated at the highly visible corner of Highway 7 and Westney Road, the property offers approximately 519feet of frontage along Highway 7 and 677 feet along Westney Road, providing outstanding exposure, accessibility,and future development flexibility in a rapidly expanding urban area.Adding immediate value is a spacious and well-maintained 4-bedroom, 4-bathroom, 4-level split residence, ideal for generating rental income, housing staff, or occupying while development applications and planning are underway.Surrounded by existing and future residential communities, major transportation corridors, schools, parks, shopping,transit, and planned infrastructure, this property is perfectly positioned to benefit from Pickering's continued growth and long-term appreciation.Whether you're looking to develop now, secure a strategic landholding, or invest in one of the GTA's most promising future communities, opportunities of this size, location, and potential are exceptionally rare. (id:5764)

3680 Westney Road, Pickering

Listing courtesy of RE/MAX CROSSROADS REALTY INC..

$848,888

5 Beds ⋅ 2 Baths ⋅ E13574270 MLS® #

Welcome to this beautifully renovated legal duplex located in the heart of Pickering. This property is ideal for families seeking a multi-generational home or investors looking to earn rental income. 3 plus 2 Bedrooms, 2 Bathrooms and parking for 5 cars. Nestled in a vibrant neighbourhood, this home offers convenient access to local amenities, parks, schools, beach, GO transit, restaurants and public transportation. Enjoy the best of suburban living with easy commuting options to Toronto and surrounding areas. This property is registered as a LEGAL duplex, providing you with the flexibility of living in one unit while renting out the other. Perfect for generating additional income or housing extended family. The main floor boasts modern updates, featuring an open-concept layout that enhances the living space. Enjoy a stylish kitchen with contemporary finishes, spacious living areas, and ample natural light.Take advantage of the lucrative rental market in Pickering. The second unit is fully equipped and has a Triple A tenant, who is willing to stay, making it an attractive investment opportunity. This home is designed with multi-generational families in mind, offering privacy and space for everyone. Each unit has its own entrance, kitchen, laundry and living area ensuring comfort and independence.**Don't miss out on this exceptional opportunity to own a versatile property in a prime location! Schedule a viewing today to explore all that 714 Lublin Ave has to offer.**

714 Lublin Avenue, Pickering

Listing courtesy of CENTURY 21 PERCY FULTON LTD..

$4,999,999

5 Beds ⋅ 2 Baths ⋅ E13572398 MLS® #

Unlock the potential of approximately 10 acres of prime development land, strategically positioned within the Town of Pickering's North East Secondary Plan-an exceptional opportunity for developers, builders, land bankers, and visionary investors.Ideally situated at the highly visible corner of Highway 7 and Westney Road, the property offers approximately 519feet of frontage along Highway 7 and 677 feet along Westney Road, providing outstanding exposure, accessibility,and future development flexibility in a rapidly expanding urban area.Adding immediate value is a spacious and well-maintained 4-bedroom, 4-bathroom, 4-level split residence, ideal for generating rental income, housing staff, or occupying while development applications and planning are underway.Surrounded by existing and future residential communities, major transportation corridors, schools, parks, shopping,transit, and planned infrastructure, this property is perfectly positioned to benefit from Pickering's continued growth and long-term appreciation.Whether you're looking to develop now, secure a strategic landholding, or invest in one of the GTA's most promising future communities, opportunities of this size, location, and potential are exceptionally rare.

3680 Westney Road, Pickering

Listing courtesy of RE/MAX CROSSROADS REALTY INC..

$1,949,000

5 Beds ⋅ 4 Baths ⋅ E13568984 MLS® #

Welcome to 81 Woodview Dr., a grand custom home backing onto Rouge National Urban Park, just 30 minutes from downtown Toronto. Set on an impressive 93-ft lot with excellent privacy, this stately residence offers over 5,300 sq. ft. above grade plus a full basement. Freshly professionally painted with no occupants since completion, and featuring major updates including roof, HVAC, water heaters, garage doors, and professionally refinished and re-caulked windows, this home is truly move-in ready while offering room to personalize. Woodview Drive is known for its charming custom homes, large lots, and the absence of through traffic, creating a quiet, safe, and private setting. Four of the five oversized bedrooms feature their own private ensuites, while the main-floor bedroom with ensuite is ideal for in-laws or guests. Enjoy summer days in the well-maintained saltwater pool with sought-after southern exposure, and take advantage of direct access to Rouge National Urban Park's trails and natural beauty. A rare opportunity to own a spacious, well-maintained home in a sought-after community at an exceptional value.

81 Woodview Drive, Pickering

Listing courtesy of RE/MAX WEST REALTY INC..

$879,000

5 Beds ⋅ 4 Baths ⋅ E13565912 MLS® #

Discover this beautifully updated home in Pickering's highly desirable Dunbarton community. This inviting property features 3+2 bedrooms and 4 bathrooms, offering a versatile layout ideal for families and guests. Enjoy bright, spacious living areas, a comfortable primary bedroom retreat, and a finished lower level perfect for additional living or entertainment space. The private, expansive, backyard provides a great setting for relaxing or hosting friends and family. Close to parks, great schools, shopping, and transit, this is a fantastic opportunity to own in one of Pickering's most established and desirable neighbourhoods. 50 x 155 Ft. Lot * Renovated *New Kitchen with Quartz Counters * New Primary Bedroom Ensuite * Pot Lights * Hardwood Floors on Main *Spacious Family Room with Gas Fireplace * Kitchen and Basement feature new flooring * New Doors * Freshly Painted * New Railing and Front Landing *Close to 401, Shopping, Schools and more * Roof (4yrs) * Furnace (6yrs) * Newer Windows * Tremendous investment opportunity *Current A+ tenant willing to stay, but will vacate *Great investment opportunity!

1994 FAIRPORT Road, Pickering

Listing courtesy of RE/MAX HALLMARK FIRST GROUP REALTY LTD..

$1,200,000

5 Beds ⋅ 4 Baths ⋅ E13565324 MLS® #

An extraordinary backyard retreat on an approximately 80-foot-wide lot sets this Amberlea home apart. At its centre is a heated 20 x 40-foot saltwater pool framed by a stone pool deck, with a hot tub, expansive deck, hard-top gazebo and established garden beds creating a private setting for summer afternoons, relaxed evenings and effortless entertaining. Thoughtful landscaping continues into the front yard, adding colour, texture and a welcoming first impression. Inside, the 4+1 bedroom, 4 bathroom layout offers generous space for everyday living. The living room makes an immediate statement beneath a soaring cathedral ceiling, while the renovated 2019 kitchen brings warmth and function together with stone countertops, stainless steel appliances, tile flooring, a centre island, crown moulding, California shutters and pot lights. The adjoining family room is freshly painted and finished with new carpet, anchored by a gas fireplace and connected to the outdoors through a walkout to the deck. Upstairs, new 2026 carpeting creates a fresh, cohesive feel. The oversized primary suite includes a dedicated office area, wainscoting, a large walk-in closet and a private 3-piece ensuite. The main 4-piece bathroom is brightened by a skylight and finished with a jetted bathtub. The finished basement adds another complete level of living space, with a generous recreation room centred around a built-in wood-burning fireplace framed in white brick. A kitchenette with a bar counter makes the space ideal for movie nights, casual gatherings, extended family or overnight guests. Set in established Amberlea, the home is close to schools, parks, shopping along Whites Road, transit and everyday essentials, with Pickering City Centre, GO connections, Highways 401 and 407, waterfront trails and Petticoat Creek all within easy reach. Hot tub is 2020, fence is 2021, roof is 2018, pool renovated in 2022, 200amp panel, Central Air and Furnace fixed in 2015, HWT is 2017.

1797 Parkside Drive, Pickering

Listing courtesy of RE/MAX HALLMARK FRASER GROUP REALTY.

$999,000

5 Beds ⋅ 3 Baths ⋅ E13562744 MLS® #

Lovely detached home in Pickering's sought-after Rural Pickering community. Featuring 4+1 spacious bedrooms, 3.5 bathrooms, and an upgraded kitchen complete with quartz countertops, a stylish backsplash, and stainless steel appliances. Enjoy two family rooms, including a dramatic loft-style living area with soaring 20-foot ceilings and a private walkout terrace-an ideal space to relax or entertain while taking in the impressive two-storey ceiling. This home offers the perfect blend of open-concept living and private family spaces. Thoughtfully finished throughout with hardwood flooring and a builder-finished basement complete with its own full bathroom. Ideally located just minutes to Highway 407, schools, shopping, parks, and everyday amenities. A beautiful family home that is truly a must-see. (id:5764)

1278 Aquarius Trail, Pickering

Listing courtesy of ROYAL LEPAGE WEST REALTY GROUP LTD..

$900,000

5 Beds ⋅ 4 Baths ⋅ E13563276 MLS® #

Spacious 3+2 Bedroom, 4 Bathroom Detached Home In The Amberlea Community * 1475 Sqft Approx * Newly Painted * Bright Main Floor Featuring Hardwood Floors, Pot Lights, Separate Living & Dining Rooms & Family Room With Walk-Out To Deck * Spacious Primary Retreat Complete With 4-Piece Ensuite & Walk-Out To Private Balcony * Finished Basement Featuring Recreation Room, Kitchen, 2 Bedrooms, Den & 3-Piece Bathroom - Ideal For Extended Family Or Potential In-Law Suite * Attached 2-Car Garage With Convenient Interior Access * Private Backyard With Deck Perfect For Entertaining * Vinyl Windows* Parking For 5 Vehicles * Conveniently Located Close To Top-Rated Schools, Parks, Shopping, Transit & Easy Access To Highways 401/407 * Central Air (2yrs), Roof (7 yrs)

696 Lamour Road, Pickering

Listing courtesy of CENTURY 21 PERCY FULTON LTD..

$999,000

5 Beds ⋅ 3 Baths ⋅ E13562744 MLS® #

Lovely detached home in Pickering's sought-after Rural Pickering community. Featuring 4+1 spacious bedrooms, 3.5 bathrooms, and an upgraded kitchen complete with quartz countertops, a stylish backsplash, and stainless steel appliances. Enjoy two family rooms, including a dramatic loft-style living area with soaring 20-foot ceilings and a private walkout terrace-an ideal space to relax or entertain while taking in the impressive two-storey ceiling. This home offers the perfect blend of open-concept living and private family spaces. Thoughtfully finished throughout with hardwood flooring and a builder-finished basement complete with its own full bathroom. Ideally located just minutes to Highway 407, schools, shopping, parks, and everyday amenities. A beautiful family home that is truly a must-see.

1278 Aquarius Trail, Pickering

Listing courtesy of ROYAL LEPAGE WEST REALTY GROUP LTD..

$999,999

5 Beds ⋅ 3 Baths ⋅ E13561832 MLS® #

Welcome to one of Pickering's most desirable neighbourhoods, where waterfront living meets everyday convenience. Just minutes from Frenchman's Bay, Pickering GO Station, Highway 401, waterfront trails, Petticoat Creek Conservation Area, parks, schools, shopping, and restaurants, this spacious family home offers the flexibility today's buyers are looking for, complete with lake views and a legal basement apartment.The bright main floor features an open-concept living and dining area with pot lights and beautiful flooring, creating an inviting space for both everyday living and entertaining. The updated kitchen overlooks the cozy family room with a fireplace and walkout to the large double-tier deck, making it easy to gather with family and friends indoors or out. Upstairs, the spacious primary bedroom includes a private 3-piece ensuite, while the additional bedrooms are generously sized, with beautiful views of Lake Ontario from the upper level.The legal basement apartment is ideal for multigenerational living or generating rental income. Complete with a full kitchen, open-concept living area with pot lights, one bedroom, a 3-piece bathroom, and separate laundry, it offers a comfortable and private living space with excellent income potential. Outside, the low-maintenance backyard features a large double-tier deck, side patio, and minimal grass to maintain, giving you more time to enjoy the nearby waterfront, beaches, parks, and trails. Combining an unbeatable location, functional family layout, lake views, and a legal income suite, this home is perfectly suited for growing families, investors, or buyers looking to offset their mortgage in one of Pickering's most established waterfront communities.

721 Leaside Street, Pickering

Listing courtesy of RE/MAX HALLMARK FIRST GROUP REALTY LTD..

$2,750,000

5 Beds ⋅ 4 Baths ⋅ E13560738 MLS® #

Welcome to this A One-of-a-Kind Private Country Estate. This extraordinary modern farmhouse is nestled on 7.91 acres, surrounded by nature and featuring a protected pond that attracts local wildlife. *Bonus* Detached 3-car garage, has an Upper Seasonal Guest Studio featuring an open concept living, dining, kitchen, 3-piece bath, & W/O to a private deck ideal for in-laws, or guests.The property offers a rare blend of privacy, elegance, and opportunity.The Main house is Over 3,000 Sq.Ft. of living space and includes 3 fireplaces , and 5 skylights.The large chefs kitchen has a center island and granite counters making it the perfect space for hosting many memorable gatherings.The large family room is wired for surround sound, has a wet bar and walk-out to an enclosed solarium. The show-stopping great room has beamed cathedral ceilings and walk-out to the patio. The modern glass stairway and skylight lead to the upper level where the luxurious primary bedroom has heated floors and a 5-piece spa ensuite, with soaker tub. The 2nd bedroom has a walk-out to a private sundeck overlooking the tranquil pond. The main house is heated with an Energy-efficient Geothermal heating/cooling system (2009).The barn is equipped with hydro, paddocks, a 2nd floor paradise for workshop pros, and an insulated art studio with views of the pond. The property is zoned agricultural and beautifully landscaped with perennial gardens, greenhouse, apple, pear, cedar trees plus private, peaceful walking trails. Located directly across from the Claremont Nature Centre and just minutes to Hwy 407, 412, and all minutes from city amenities.This estate offers a peaceful retreat without sacrificing convenience. Endless Possibilities, perfect for a multi-generational family, boutique event venue, destination dining experience or simply your own private escape.Don't miss this opportunity to own a truly special property blending historic charm with modern luxury.*Photographed when Property Previously Staged. (id:5764)

4395 Westney Road North, Pickering

Listing courtesy of ROYAL HERITAGE REALTY LTD..

$2,750,000

5 Beds ⋅ 4 Baths ⋅ E13560738 MLS® #

Welcome to this A One-of-a-Kind Private Country Estate. This extraordinary modern farmhouse is nestled on 7.91 acres, surrounded by nature and featuring a protected pond that attracts local wildlife. *Bonus* Detached 3-car garage, has an Upper Seasonal Guest Studio featuring an open concept living, dining, kitchen, 3-piece bath, & W/O to a private deck ideal for in-laws, or guests.The property offers a rare blend of privacy, elegance, and opportunity.The Main house is Over 3,000 Sq.Ft. of living space and includes 3 fireplaces , and 5 skylights.The large chefs kitchen has a center island and granite counters making it the perfect space for hosting many memorable gatherings.The large family room is wired for surround sound, has a wet bar and walk-out to an enclosed solarium. The show-stopping great room has beamed cathedral ceilings and walk-out to the patio. The modern glass stairway and skylight lead to the upper level where the luxurious primary bedroom has heated floors and a 5-piece spa ensuite, with soaker tub. The 2nd bedroom has a walk-out to a private sundeck overlooking the tranquil pond. The main house is heated with an Energy-efficient Geothermal heating/cooling system (2009).The barn is equipped with hydro, paddocks, a 2nd floor paradise for workshop pros, and an insulated art studio with views of the pond. The property is zoned agricultural and beautifully landscaped with perennial gardens, greenhouse, apple, pear, cedar trees plus private, peaceful walking trails. Located directly across from the Claremont Nature Centre and just minutes to Hwy 407, 412, and all minutes from city amenities.This estate offers a peaceful retreat without sacrificing convenience. Endless Possibilities, perfect for a multi-generational family, boutique event venue, destination dining experience or simply your own private escape.Don't miss this opportunity to own a truly special property blending historic charm with modern luxury.*Photographed when Property Previously Staged.

4395 Westney Road N, Pickering

Listing courtesy of ROYAL HERITAGE REALTY LTD..

$2,080,000

5 Beds ⋅ 4 Baths ⋅ E13559706 MLS® #

Tucked away on a stunning, tree-lined lot in the prestigious Dunbarton community, this beautifully reimagined residence blends timeless character and a thoughtfully designed living space for everyday family living and effortless entertaining. From the moment you arrive, the mature landscaping and exceptional curb appeal create an unforgettable first impression. Inside, a one-of-one floor plan unfolds into warm, light-filled living spaces highlighted by a dramatic double-height family room. Whether hosting intimate dinners or holiday celebrations, the spacious layout connects seamlessly to inviting living spaces that feel both elegant and comfortable. When you step outside you discover your own private resort. Surrounded by mature trees for exceptional privacy, this remarkable backyard was designed for making memories-from relaxing beside the saltwater in-ground pool and unwinding in the hot tub to enjoying evenings around the wood-burning fireplace and authentic pizza oven. Enjoy the detached three-car garage with a workshop, generous parking, and an unbeatable location just minutes from top-rated schools, parks, walking trails, shopping, restaurants, Highway 401 and GO Transit. The triple-car garage and deep driveway provides parking for 15. Truly a rare gem of a residence.

1829 Appleview Road, Pickering

Listing courtesy of WE REALTY.

$1,149,000

5 Beds ⋅ 4 Baths ⋅ E13550360 MLS® #

Welcome to 1110 Timber Crt, beautifully renovated, move-in ready, all brick home tucked away on of Pickering's most sought-after family friendly courts in upper Maple Ridge! Sunny, bright & thoughtfully updated throughout this exceptional home offers the perfect blend of timeless character & modern comfort for growing families. The welcoming foyer opens to generously sized principal rooms bathed in natural light.The large eat-in kitchen is the heart of the home; with quartz countertop, ample storage & walkout to the dreamy backyard. The formal living & dining rooms offer picture windows while the separate family rooms provides space for everyone to spread out & relax by the cozy fireplace. Gleaming flooring, fresh neutral finishes & tons of windows create a warm & inviting feeling throughout. The upper level hosts 4 spacious bedrooms, including a primary retreat complete w/ a walk-in closet & ensuite. The finished lower level provides versatility; a large bedroom, 4 piece bath, huge rec room & kitchenette; perfect for teenagers, extended families or multi-generational living. The real showstopper is the lush backyard oasis centred around the large, sparkling inground pool. A cabana anchors one end of the oversized, irregularly shaped yard & a dedicated entertaining zone sits just off the kitchen on the freshly painted deck. Everything is arranged to flow comfortably making the space perfect for lazy afternoon swims & hangouts or an evening dinner party under the stars. Situated on a quiet, low-traffic court, this home enjoys the safety & community feel of the quintessential family neighbourhood. Pickering's excellent schools, rec centres, parks & trails are within easy reach. Commuters will appreciate the proximity to both the 401 & 407, Pickering GO Station & shopping at Shops at Pickering Town Centre - making this the ideal location for families who want suburban tranquility without sacrificing convenience!

1110 Timber Court, Pickering

Listing courtesy of RE/MAX ROUGE RIVER REALTY LTD..

$2,250,000

5 Beds ⋅ 4 Baths ⋅ E13544326 MLS® #

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.

369 Toynevale Road, Pickering

Listing courtesy of HOMELIFE/MIRACLE REALTY LTD.

$2,999,900

5 Beds ⋅ 7 Baths ⋅ E13534714 MLS® #

Two-year new custom-built, gated estate offering 8,700+ sq. ft. of finished living space at the Durham-York border: just 7 minutes to Hwy 407. Electronic gates open to a fully fenced property (approx. 150 ft metal front + 600 ft wood), double garage + double carport, EV charger, and parking for 40+ vehicles. Inside: 20-ft foyer ceilings, statement chandelier, and a full-height glass staircase; double-sided fireplace; open-to-above family room; whole-home automation with built-in speakers and 40+ motorized blinds. Chef's kitchen with dual islands, Jenn-Air appliances, 48" cooktop, and twin pantries. Four upper bedrooms each with private balcony, spa ensuite, and custom walk-in; second-floor laundry. Finished lower level with theatre, gym, rec room, and guest suite. Comfort upgrades include two brand-new, efficient cold-climate heat pumps. Resort-style backyard with Zen garden, 3 decks, 1,000-sq.-ft. patio, basketball court, and playground.

5321 Old Brock Road, Pickering

Listing courtesy of HIGHPOINT HOMES REALTY.

$2,390,888

5 Beds ⋅ 4 Baths ⋅ E13531624 MLS® #

Experience luxury living just steps from the scenic beauty of Frenchman's Bay. Fully renovated with exceptional attention to detail, this stunning home blends elegant design with resort-style outdoor living. The professionally landscaped backyard is a private oasis featuring an in-ground pool, custom outdoor kitchen with granite countertops, farmhouse sink, stainless steel cabinetry, porcelain tile accents, and a covered pergola, perfect for entertaining. Inside, the chef-inspired kitchen showcases built-in oversized refrigerators, a large centre island, and premium finishes. The open-concept living space is enhanced by a sleek electric fireplace and custom acoustic feature wall. The spacious primary suite offers a spa-inspired ensuite and an oversized private balcony with beautiful views toward Frenchman's Bay and spectacular sunsets. A second-floor laundry adds everyday convenience. The finished lower level features a separate entrance, its own laundry, and luxury vinyl flooring, offering excellent flexibility for extended family or future income potential. A rare opportunity to own a beautifully upgraded home in one of Pickering's most desirable locations, offering luxury, comfort, and exceptional indoor-outdoor living.

661 Front Road, Pickering

Listing courtesy of RE/MAX CROSSROADS REALTY INC..

$999,900

5 Beds ⋅ 4 Baths ⋅ E13531492 MLS® #

Some streets rarely offer opportunities to buy... and 1322 Redwood Lane is just that! This 4+1 bedroom, brick detached home has been lovingly cared for by the same owner since 1999. Nestled in the heart of Pickering's sought-after Liverpool community. Some features of this home include: California shutters throughout, main floor laundry, and garage access mudroom, finished basement with large bedroom, wet bar and office, walk-in closet and ensuite bath in primary bedroom, large fully fenced backyard with fully stained wood deck - perfect for those summer BBQs, Upgraded with laminate floors in family room and on 2nd floor, Quartz countertops, full main bathroom and primary bathroom renovation. New exterior landscaping including driveway, interlocking and walkway. This location offers the perfect blend of convenience and family-friendly living. Surrounded by highly rated schools, beautiful parks, recreation facilities, shopping, and everyday amenities, residents enjoy an exceptional lifestyle. Commuters will appreciate quick access to Highway 401, Kingston Road, and the Pickering GO Station, while nearby Pickering Town Centre, Frenchman's Bay, waterfront trails, and numerous dining options provide endless opportunities for shopping, entertainment, and outdoor recreation. Ideal for growing families looking to plant roots in an established neighbourhood. Welcome home.

1322 Redwood Lane, Pickering

Listing courtesy of RE/MAX HALLMARK REALTY LTD..

$989,000

5 Beds ⋅ 4 Baths ⋅ E13528018 MLS® #

Ravine Lot + Pie Shape Premium Lot + No Sidewalk + Walkout Legal Basement (ready to rent) + 5 Bedrooms + Perfectly Located + Full Brick & Over 2600sqft Of Living Space! Stunning Ravine Pie lot with Builder (Coughlan Homes) Finished Legal Basement Apartment on a Link Semi-Detached Home "Congratulations-your search for the perfect home ends here." Experience ultimate serenity in this premium ravine-backed residence, where the soothing sounds of nature offer a private cottage-like escape. Situated on an expansive 62-foot-wide pie-shaped lot, this home offers panoramic views of the forest that are rarely available in current market. Key Features: Link Semi-Detached (detached from back)Legal Walk-Out Basement: Professionally finished by Colgan Homes with a separate entrance and income potential. Basement has its own laundry room . Unmatched Lot Size: A rare pie-shaped configuration providing a deep driveway with 4 parking spots (potential for 5).Luxury Upgrades: Brand-new hardwood flooring throughout (2026), smooth ceilings on the ground floor (2026), and extensive pot lighting. With 3 walk-in closets & pantry, you'll have ample storage space. A stunning skylight brings natural light into the home, complemented by a fresh, modern coat of paint throughout (2026). Spa-Inspired Master: Wake up to ravine views through your private Juliet balcony and unwind in your own whirlpool Jacuzzi tub. Peace-of-Mind Mechanicals: Furnace (2024) | Heat Pump (2023) | Stove (2025) | Fridge (2025) upgraded insulation. Prime Location: Nestled on an exclusive, child-safe street surrounded by forest, you are perfectly positioned within the catchment area of one of Durham Region's top-rated schools. Enjoy a seamless commute with proximity to HWY 401 and public transit within minutes. Beyond the house itself, you'll find a tight-knit community where neighbors truly look out for one another. Schedule your private viewing today-this rare ravine gem won't last long. PLS SEE ATTACHED FEATURE SHEET

2120 Erin Gate Boulevard, Pickering

Listing courtesy of HARVEY KALLES REAL ESTATE LTD..

$999,000

5 Beds ⋅ 5 Baths ⋅ E13521994 MLS® #

Experience luxury living in this stunning detached home, set on a premium pie-shaped lot-one of the largest in the subdivision. Featuring 4+1 bedrooms, 5 bathrooms, and over $350K in upgrades, this residence blends elegance and comfort. Enjoy a chef-inspired kitchen with top-tier appliances, gas stove, and quartz countertops, along with engineered hardwood floors, pot lights, motorized blinds, and multiple fireplaces. The finished basement offers a spa-like steam shower, ideal for relaxation or guests. Additional highlights include custom garage storage, security system, in-ground sprinklers, and potential for a separate entrance. Located in a sought-after, family-friendly neighbourhood close to top schools, parks, and amenities-this home defines modern luxury at its finest.

1219 Cactus Crescent, Pickering

Listing courtesy of PROPERTY XCHANGE REALTY POINT.

$949,000

5 Beds ⋅ 4 Baths ⋅ E13513368 MLS® #

Wow - this is a showstopper! Great starter in a very desirable neighborhood. Completely move in ready - just unpack and enjoy! This Beauty Features a Huge Premium Sized Lot With Private Backyard Oasis With Inground Pool & Bbq Area,(No Neighbors Behind) Perfect For Summer Entertaining. This 4 Br Home Is Completely Renovated & Decorated Throughout With A Modern Flare! All The Work Has Been Done For You, Just Move In & Enjoy! 6 minutes away from Go Transit, Hwys and Pickering Town Centre

1209 Gloucester Square, Pickering

Listing courtesy of HOMELIFE LANDMARK REALTY INC..

$1,850,000

5 Beds ⋅ 4 Baths ⋅ E13509302 MLS® #

Rare 120' x 200' lot! Upscale Pickering Woodlands neighbourhood. Minutes to 401/Toronto border, GO Train, 407, schools, and shopping. Fantastic, larger, custom-built stone and brick bungalow approximately 2976 sf. Ample parking for approximately ten cars in the courtyard driveway. Oversized triple garage (double front door width & one tandem). This custom bungalow offers a unique open-concept main floor, perfect for entertaining family and friends. The open-concept kitchen features granite countertops, a large center island, a wall-to-wall pantry, stainless steel appliances, numerous skylights, cathedral ceilings, and a spacious eating area with a walkout to an oversized, maintenance-free deck. A gas fireplace separates the kitchen and great room. Step down to the spacious ground-floor family room, featuring a stone gas fireplace, hardwood floors, and California shutters for added privacy. The Primary Bedroom is a unique space featuring a 5-piece custom en-suite bath with a private staircase to the lower-level walk-in dressing room, complete with built-in custom cabinets. Off the Primary bedroom is a second bedroom, which can also serve as a main-floor den or be customized into a walk-in dressing room. Two additional spacious bedrooms on the main floor, one of which features a 5-piece custom semi-ensuite. Also, for convenience, there is a main-floor 2-pc designer powder room. The main staircase leads down to the spacious recreation room, an additional bedroom, both with above-grade windows, and a three-piece custom bath. There is also ample unfinished storage space in the basement area. The sprinklers are located in the front and back yards on timers. The oversized backyard offers multiple options for family enjoyment, including a hot tub on a private patio off the deck.

1449 Rosebank Road, Pickering

Listing courtesy of ROYAL LEPAGE TERREQUITY REALTY.

$2,400,000

5 Beds ⋅ 6 Baths ⋅ E13497426 MLS® #

Brand New, Never-Been-Lived In, Gorgeous Custom-Built 3-Storey Dream Home W/ The Highest Quality Design, Finishes& Features, Complete With A Rough-In For A Residential Elevator. With Over 4600Sq Ft Of Above Grade Luxury Living Space + Basement with a separate walk-up entrance. This Home Is Truly An Entertainer's Dream, Loaded with Upgrades. An Unparalleled Coalescence Of Modernity&Contemporary Warmth Throughout This Magnificent Custom Home. Live & Play In This Emerging Waterfront Community, 5 minute walk to the lake and just 20 Mins Fr Downtown Toronto. Elevate your family in this outstanding custom residence by Wiltshire Homes. Experience an abundance of luxurious and practical features, backed by New Home Tarion Warranty.

711 Hillview Crescent, Pickering

Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY.

$1,999,900

5 Beds ⋅ 5 Baths ⋅ E13497058 MLS® #

Welcome to this elegant, custom-built family home, where no expense was spared in achieving the finest attention to detail and modern luxury. This impressive retreat is ideally located just minutes from the stunning views of Frenchman's Bay, adjacent to a park and scenic trail system. The interior features rich hardwood floors, premium tiling, and a chef's kitchen boasting granite countertops, a giant island, and a walkout to the backyard. The main living area includes a cozy built-in gas fireplace and sophisticated built-in shelving, while the entire home is smart-wired with built-in speakers and security cameras for ultimate convenience and peace of mind. With quick access to public transit, shopping centers, and the 401, this home offers a perfect blend of high-end features and prime, convenient location near the lake.

752 Hillview Crescent, Pickering

Listing courtesy of RE/MAX HALLMARK FIRST GROUP REALTY LTD..

$699,800

5 Beds ⋅ 4 Baths ⋅ E13492990 MLS® #

End Unit, 4+1 (Plus One can also be used as a family room Or 5th Bedroom), 4 Washrooms, Over 1900 Sq Ft One Of The Largest Units In The Area, Prim Bedroom With 3 Pc Ensuite. Finished Basement With 2 Pc Washroom. Gas Heating Central Air Conditioning. Separate Laundry Room Walk Out From Living Room To Fenced Yard, Recent Upgrades Include Stairs (2026) Fresh Paint (2026) Basement Flooring, Foyer Flooring (2026) Powder Room (2024) Guest Washroom (2022) Ensuite Washroom (2021) Crown Moulding (2019) Shingles (2024), Amenities In The Area Incldue Pickering Town Centre, Rec Centre, Schools, Churches, Parks, Go Train Stain, Transit, Shopping, Mins To Hwy 401. Show + Sell

1415 Fieldlight Boulevard Unit 4, Pickering

Listing courtesy of CENTURY 21 PERCY FULTON LTD..

$2,500,000

5 Beds ⋅ 5 Baths ⋅ E13492252 MLS® #

A rare opportunity to own one of Pickering's most spectacular waterfront residences. This custom-built luxury estate offers over 4,100 sq. ft. of meticulously designed living space, featuring 5 spacious bedrooms, exceptional craftsmanship, and premium custom finishes throughout. Perfectly positioned along the shoreline, this remarkable home showcases breathtaking panoramic water views from virtually every room. Wake up to stunning sunrises, entertain in style, and enjoy the tranquility of waterfront living while remaining less than 30 minutes from downtown Toronto. Combining the elegance of a luxury home with the serenity of a year-round vacation retreat, this is a lifestyle reserved for the fortunate few. Properties of this caliber rarely become available. Be among the first to experience this extraordinary waterfront masterpiece.

968 Essa Crescent, Pickering

Listing courtesy of ROYAL HERITAGE REALTY LTD..

$2,198,000

5 Beds ⋅ 4 Baths ⋅ E13488790 MLS® #

Absolutely Knock-Out Gorgeous Custom Built Masterpiece Home Featuring Highest Quality Designs And Stunning Architectural Details. Enjoy Views Of Frenchman's Bay In This Entertainer's Delight With Open Concept Spaces, Soaring 10Ft Ceilings, Dream Chef's Kitchen With Huge Custom Island, Built In Wine Racks, Designer Lighting And Elegant Wainscoting & Paneling Details. This Spectacular Home Shows Meticulous Attention To Detail With Extensive High-End Upgrades At Every Turn. Complete With Beautiful Finished W/Out Basement With Its Own Private Self Contained Suite. Heated Tandem Double Garage Offers Ample Space And Year Round Comfort. Truly A Magnificent Home Not To Be Missed!

809 Fairview Avenue, Pickering

Listing courtesy of RE/MAX REALTRON REALTY INC..

$2,250,000

5 Beds ⋅ 5 Baths ⋅ E13488010 MLS® #

Welcome To One Of Pickering's Most Coveted Streets. This Exceptional Home On A "VERY PRIVATE & PREMIUM" 69 Ft. x 309 Ft. Lot Was Completely Rebuilt In 2012, Then Fully Reimagined In 2017. New Kitchen With Custom Rocpol Cabinetry, Updated Fireplace, Extended Foyer, Premium Appliances, New Flooring & Windows, All By Award Winning Accubuilt/DeSousa Homes. The Backyard Is Truly A Showpiece, Professionally Landscaped By Distinctive Designs With A Gas Fireplace, Napoleon BBQ, Pergola & 8 Zone Irrigation System. Welcome To Resort Style Living In The City.

1434 Rougemount Drive, Pickering

Listing courtesy of RE/MAX HALLMARK FIRST GROUP REALTY LTD..

$2,800,000

5 Beds ⋅ 5 Baths ⋅ E13485752 MLS® #

Set within the prestigious Barclay Fieldstone Estates enclave, 3335 Hollywood Crt is a rare custom bungalow on approximately 1.5 acres, backing onto forest and quietly positioned among estate-calibre homes, ravine, and mature trees in one of north Pickering's most coveted pockets. With 5,000+ sq ft of finished living space, the home balances architectural scale, everyday comfort, and entertaining potential, all within minutes of major highways and daily amenities. Deer Creek Golf Club is nearby, while Rouge National Urban Park, Pickering Village, and Durham Live bring together nature, dining, and entertainment in a way that makes this location feel both established and forward-moving. The arrival experience is immediate. A 12-ft foyer introduces soaring interiors, dramatic window lines, and rooms that feel both expansive and intimate. The living room rises beneath a 15-ft vaulted ceiling, framed by a striking wall of floor-to-ceiling Palladian windows. Natural light moves beautifully through the principal rooms, while the 20-ft double-height breakfast area brings volume and presence to the heart of the home. Hardwood flooring extends throughout, complemented by select stone and tile finishes chosen with purpose. Designed for flexibility as much as beauty, the home offers 5 bedrooms. The walk-out lower level functions as a true extension of the home, a second kitchen with built-in gas cooktop, generous living areas, and spa-inspired bathrooms with steam shower. The layout suits multigenerational living, extended guest stays, or evolving family needs with ease. The grounds feel closer to a private resort than a backyard. Framed by landscaping and estate privacy, they feature a gunite inground pool, cascading waterfall, gas firepits, elegant lighting, and a cabana with outdoor gas BBQ and stove. It is a setting built for summer entertaining, quiet evenings outdoors, and day-to-day enjoyment on a scale increasingly rare in the GTA.

3335 Hollywood Court, Pickering

Listing courtesy of RE/MAX HALLMARK FRASER GROUP REALTY.

$1,198,900

5 Beds ⋅ 4 Baths ⋅ E13465494 MLS® #

NEW AND IMPROVED PRICE- Situated on a generous lot approximately 49.21 x 101 ft, this full brick home features no aluminum siding and is located in an ideal, family-friendly neighbourhood close to grocery stores, public transit, parks, and schools. Fully upgraded from top to bottom with luxury finishes, the home includes upgraded doors, pot lights, modern light fixtures, interlocking, tile flooring, and a beautifully finished staircase. The kitchen is equipped with a gas cooktop and the home includes leaf guards for added convenience. Freshly painted throughout, this property also features California shutters, a cozy wood-burning fireplace, and a sprinkler system. Enjoy outdoor living with a private, interlocked backyard complete with a gas BBQ connection-perfect for entertaining.

2007 Lynn Heights Drive, Pickering

Listing courtesy of RIGHT AT HOME REALTY.

$1,250,000

5 Beds ⋅ 3 Baths ⋅ E13459980 MLS® #

Nestled on a premium lot just steps from the shores of Lake Ontario this one-of-a-kind bungalow offers an incredible blend of space, versatility, and character. Originally built in 1953 for the landowner, this solid custom home has been thoughtfully expanded over the years while maintaining its timeless charm. Backing onto a picturesque creek (Glen Ravine Park), the property offers a peaceful natural setting rarely found in the area. Inside, you'll find a spacious layout featuring 3+2 bedrooms, a large living and dining room perfect for entertaining, and an impressive chef's kitchen loaded with premium features and finishes. The added family room creates the ideal gathering space for everyday living. Picture windows on the main level are a real wow factor. The finished basement offers exceptional in-law or future income potential with a separate walk-up entrance, kitchenette with space to expand, and additional bedrooms for extended family, young adults, or guests. Ready for you to complete the finishes! Car enthusiasts, hobbyists, and business owners will appreciate the oversized double garage - large enough to accommodate two pickup trucks, a workshop, storage loft, and even the possibility of a car lift. With parking for up to nine vehicles in the driveway, there's room for work vehicles, trailers, campers, and more. Step outside to enjoy the reinforced deck (approx 1100 sq feet) designed to support a hot tub (50 amp service available) while overlooking the expansive yard and tranquil creek setting. Shed with electrical. Sprinkler system. A truly unique property with no comparable home in the neighbourhood - offering endless possibilities, multi-generational living potential, and an unbeatable location within walking distance to the lake. Close to all amenities and enjoy the proximity to the Whites Road east and west 401 ramps.

956 Bayshore Court, Pickering

Listing courtesy of ROYAL HERITAGE REALTY LTD..

$1,225,000

5 Beds ⋅ 4 Baths ⋅ E13459922 MLS® #

Welcome to 660 Dunn Crescent, a beautifully upgraded 4+1 bedroom, 4-bathroom family home tucked away on a quiet cul-de-sac in the highly sought-after Rosebank waterfront community. With nearly $300,000 in renovations completed over the past five years, this exceptional residence offers the perfect blend of luxury, comfort, and modern family living. Filled with natural light, the thoughtfully designed layout features spacious principal rooms and elegant finishes throughout. At the heart of the home is a stunning chef-inspired kitchen with an oversized center island, ample workspace, and beautiful views of the backyard-perfect for entertaining or everyday family life. The second level offers four generously sized bedrooms, including a spacious primary retreat complete with a walk-in closet and private ensuite. The finished lower level provides exceptional versatility with an oversized recreation/games room, prewired surround sound system, a dedicated home office that can easily serve as a fifth bedroom, and a spa-inspired bathroom featuring a luxury steam shower, body jets, and ambient LED lighting. Step outside to your own private backyard oasis, designed for relaxation and entertaining, complete with a pool and resort-like atmosphere that feels like a cottage getaway. An inviting front patio, double-car garage, and abundant storage add to the home's outstanding functionality. Ideally located just minutes from the waterfront, beaches, conservation trails, parks, and year-round outdoor recreation, Rosebank is one of Durham Region's most desirable family-friendly neighborhoods. Enjoy quick access to Highway 401, two GO Stations, top-rated schools, shopping, and downtown Toronto in under 30 minutes. A rare opportunity to own a truly move-in-ready home in an established lakeside community-where luxury, lifestyle, and location come together perfectly.

660 Dunn Crescent, Pickering

Listing courtesy of Royal LePage Our Neighbourhood Realty.

$1,899,000

5 Beds ⋅ 4 Baths ⋅ E13445452 MLS® #

Rare Opportunity! Over 50 ft of frontage backing directly onto the picturesque Rouge River. This stunning architect designed three storey waterfront residence offers a truly exceptional blend of luxury, privacy, and natural beauty. Inspired by European waterfront villas, this custom built home showcases timeless architecture, grand proportions, and unparalleled privacy located in Rosebank, one of Pickering's most coveted neighbourhoods. Offering over 4,000 sqft of bright and spacious living space, the home features expansive principal rooms, tall ceilings, luxurious finishes, top tier appliances, multiple skylights, and oversized Tuscan inspired windows that flood the interior with natural light, while capturing breathtaking views of the Rouge River and surrounding conservation lands. The primary retreat features a spacious bedroom overlooking the river with direct access to a private balcony. The suite also includes a walk in closet, private office, and a spa-inspired 5 piece ensuite complete with a two person soaker tub, stand up shower, and heated floors, creating the perfect space to relax and unwind. Designed with both functionality and flexibility in mind, the home includes two oversized built-in garages, multiple separate entrances to the main floor and lower level, and a highly versatile layout ideally suited for large families, multigenerational living, or those seeking private living quarters for extended family and guests. Designed for both everyday living and exceptional entertaining, the extensive outdoor decking on all 3 levels provides the perfect setting to relax, host guests, and enjoy magnificent sunsets and ever changing waterfront vistas throughout the seasons. Nature lovers will appreciate direct access to the beach, conservation trails, kayaking, ice skating, and the peaceful beauty of this remarkable riverfront setting, all while being conveniently located less than 30 minutes from downtown Toronto and close proximity to top rated schools!

322 Dyson Road, Pickering

Listing courtesy of RE/MAX HALLMARK REALTY LTD..

$1,899,900

5 Beds ⋅ 4 Baths ⋅ E13438670 MLS® #

Nestled on a quiet cul-de-sac in the prestigious Mapleridge enclave of Liverpool, this custom-built 4+1 bedroom residence offers an exceptional blend of luxury, privacy, and timeless craftsmanship. Set on a rare 73 x 136 ft treed lot with refreshing in-ground pool & no rear neighbours, this nearly quarter-acre property is a private retreat in one of Pickering's most sought-after communities. Showcasing outstanding curb appeal with manicured landscaping, an interlocking 4-car driveway, and no sidewalk, this one-owner home features gleaming hardwood floors, a grand hardwood staircase, custom built-ins, California shutters, pot lighting, and elegant finishes throughout. Formal living and dining rooms provide sophisticated entertaining spaces, while the gourmet chef's kitchen is appointed with granite countertops and backsplash, centre island, built-in oven and microwave, and a bright breakfast area with walkout to the backyard oasis. The inviting family room features a striking stone fireplace, custom bookcases, and picturesque garden views. A convenient main-floor laundry room offers granite counters and direct garage access. The luxurious primary suite boasts custom walk-in closet organizers and a spa-inspired ensuite with a jetted soaker tub, double vanity, and glass rain shower. The finished lower level extends the living space with large windows, a spacious recreation room with gas fireplace, fifth bedroom, cedar sauna, 3-piece bath, and abundant storage. Step outside to your own resort-style sanctuary featuring beautifully landscaped gardens, a tranquil pond with waterfall, two garden sheds, and a solar-heated saltwater in-ground pool surrounded by mature trees for ultimate privacy. Ideally located near top-rated schools, GO Transit, Highways 401 & 407, parks, trails, tennis courts, and shopping. A rare offering where luxury, comfort, and lifestyle converge in one of Pickering's most coveted neighbourhoods!

1255 Abbey Road, Pickering

Listing courtesy of TANYA TIERNEY TEAM REALTY INC..

$949,000

5 Beds ⋅ 5 Baths ⋅ E13436888 MLS® #

Extremely rare end-unit opportunity in the highly sought-after Brock Ridge community! Welcome to this impressive 3-storey end-unit townhome that lives like a semi-detached, offering over 2,000 sq ft of thoughtfully designed living space in one of Pickering's most desirable family neighbourhoods. Freshly painted throughout, this spacious residence delivers exceptional flexibility for growing families, multi-generational living, or those simply seeking room to spread out. Step inside to discover a bright and versatile layout with generous living space on every level. The main floor features a welcoming family room with direct access to the backyard, a spacious bedroom, and a convenient 3-pc bathroom, perfect for guests, extended family, or a private home office setup. The nearly finished basement offers incredible additional living space and is ideally suited for multi-generational families. Complete with a large bedroom, 3-pc ensuite bath, and a spacious galley-style kitchen with rough-ins already in place, the possibilities are endless. The heart of the home is found on the second level, where an expansive open-concept living and dining area creates the perfect setting for entertaining. The chef-inspired eat-in kitchen overlooks the adjoining family room and features quartz countertops, a large breakfast bar, stainless steel appliances, and abundant cabinetry. A cozy gas fireplace adds warmth and character, while a walkout to the elevated balcony provides the perfect spot to enjoy your morning refreshment. The third floor offers three generously sized bedrooms, two bathrooms, and convenient upper-level laundry. The spacious primary retreat and well-appointed secondary bedrooms provide ample room for the entire family. Location is everything. Situated just steps from the prestigious Masjid Usman Centre and minutes from shopping, restaurants, parks, schools, transit, and major commuter routes, this home offers the perfect blend of space, comfort, and convenience.

1761 Magenta Road, Pickering

Listing courtesy of GET SOLD REALTY INC..

$1,199,900

5 Beds ⋅ 4 Baths ⋅ E13423416 MLS® #

Beautiful home in the highly sought-after Maple Ridge neighbourhood. Features a saltwater pool, spacious recreation room (28' x 18'), and a large office (15'7" x 19') . spacious breakfast area Equipped with permanent exterior Gemstone Lights for year-round curb appeal and convenience. Ideally located just steps to three schools, parks, transit, and Highway 401, and only minutes to the GO Station, Town Hall, Recreation Complex, and Pickering Town Centre.

1206 Fieldstone Circle, Pickering

Listing courtesy of HOMELIFE/VISION REALTY INC..

$3,199,000

5 Beds ⋅ 5 Baths ⋅ E13422680 MLS® #

Part of Goldenridge Estates, an exclusive luxury enclave by Forest Meadows Developments, a Tarion-registered builder of high-quality custom residences in one of Pickering's most desirable neighbourhoods. Situated on one of the last remaining estate lots on Appleview Road in the prestigious Dunbarton neighbourhood, this home is set on a premium 77 ft x 210 ft lot with an exceptionally deep backyard offering endless possibilities for outdoor living and entertaining. A grand two-storey custom home offering approximately 5,741 sq.ft. above grade (2,973 sq.ft. on the main floor and 2,768 sq.ft. on the second floor), featuring 5 bedrooms, each with a private ensuite, plus a main floor powder room. Equipped with an elevator, offering convenience and long-term accessibility. The main floor features a grand foyer, formal living room, library, and formal dining room served by a walk-in pantry and butler's servery. The oversized chef's kitchen opens to a breakfast area with an extended island, flowing into an expansive great room with a fireplace, designed for entertaining. A mudroom off the three-car garage completes the level. Upstairs, five generous bedrooms each enjoy a private ensuite and walk-in closet, anchored by a luxurious primary suite with a spa-inspired ensuite. An upper-level laundry room, skylight, and dramatic open-to-below overlook complete the second floor. The striking exterior showcases oversized black-framed windows, an arched entry portico, a distinctive rounded turret bay with standing-seam metal roof accents, and elegant architectural design throughout. Features include 10 ft ceilings on the main floor, 9 ft ceilings on the second floor and basement, smooth ceilings throughout, HRV, a high-efficiency furnace, and central air conditioning. Buyers currently have the opportunity to personalize interior finishes, including the kitchen, bathrooms, flooring, cabinetry, and lighting, creating a truly custom luxury residence.

1756 Appleview Road, Pickering

Listing courtesy of THE AGENCY.

$649,999

5 Beds ⋅ 2 Baths ⋅ E13422346 MLS® #

Opportunity Knocks at 869 Douglas Ave, Pickering! Perfectly situated in one of Pickering's most convenient and connected locations, this property offers incredible potential for investors, renovators, and first-time buyers alike. Located just steps from the GO Station, Highway 401, Pickering Town Centre, restaurants, shopping, and everyday amenities, you'll enjoy unmatched convenience right at your doorstep.Set across from a park and surrounded by nature, the home is also just steps from a scenic creek that flows into Frenchman's Bay and only minutes from Pickering Beach, waterfront trails, and recreational amenities. Commuters will appreciate the easy access to major highways and transit options.Filled with opportunity, this home offers excellent potential to renovate, customize, and create the home of your dreams. With a separate side entrance providing access to the lower level, there is also potential for a future duplex or in-law suite configuration (buyer to conduct their own due diligence).Whether you're a first-time buyer looking for an affordable entry into the market, a growing family seeking a home to make your own, or an investor searching for your next project, this property presents exceptional value in a highly desirable location.Property is being sold in "as is, where is" condition with no representations or warranties by the Seller.

869 Douglas Avenue, Pickering

Listing courtesy of REVEL REALTY INC..

$2,088,800

5 Beds ⋅ 5 Baths ⋅ E13415474 MLS® #

Set on one of Pickering's most desirable streets in the prestigious Dunbarton community, this beautifully updated raised Bungalow offers an exceptional blend of space, style, and lifestyle, surrounded by distinguished estate homes and set on an expansive 90-ft wide lot. A covered front porch leads to a grand foyer with vaulted ceilings. The renovated open-concept kitchen features stone counters, stainless steel appliances, a centre breakfast bar, and flows seamlessly into the living and dining areas, ideal for both everyday living and entertaining.The main-floor primary suite offers a private retreat with a walk-in closet and spa-inspired ensuite complete with a freestanding soaker tub and frameless glass shower. A front-facing office, generously sized bedrooms, and main-floor laundry complete the upper level.The finished lower level includes a fifth bedroom, 2pc bath, wet bar, and walk-out to the backyard. The west-facing backyard is a true highlight, featuring a landscaped two-tier patio, an in-ground pool, mature trees, and exceptional privacy, creating a resort-style setting. An oversized detached 3-car garage with its own heating, 2-piece bath, and gym space offers outstanding versatility. Hardwood flooring, pot lights, two gas fireplaces, and a driveway accommodating 10+ vehicles complete this offering. Ideally located close to top-rated schools, parks, waterfront trails, shopping, and transit.

1872 Appleview Road, Pickering

Listing courtesy of RE/MAX METROPOLIS REALTY.

$1,688,000

5 Beds ⋅ 5 Baths ⋅ E13248724 MLS® #

Welcome to this quality custom built home in the prestigious Rosebank community, Pickering most sought after neighborhoods. Ideally located near the beach, Rouge Park, Petticoat Creek Conservation Area, the Seaton Trail, and walking distance to schools, Nestled on a quiet cul- de-sac and surrounded by nature. Featuring 4+1 bedrooms, 5 bathrooms, and approximately 3,000 sq. ft. above grade plus a 1,525 sq. ft. finished basement, you'll enjoy 4,525 sq. ft. of total living space. The main and second floors feature hardwood flooring, while the finished basement includes laminate flooring, a wet bar, large recreation room, gym. area, one bedroom, spacious three piece bathroom, ideal for guests or an in law suite, Kingman fireplace (heat output 23250 BTU) in the basement. Additional features include: Stone/stucco exterior with oversized double car garage, Tesla fast EV charger Vinyl casement windows, 9 ft. ceilings on main floor, Decorative columns & upgraded colonial trim, Gourmet kitchen with custom cabinetry & granite countertops, Coffered ceiling in dining room, 200 amp electrical service, Smart toilet in primary ensuite, lot of pot lights inside and out side the house, security alarm rough in, Good size deck with BBQ gas connection and remote-controlled awning, A rare opportunity to own a beautifully crafted home in one of Pickering's finest neighborhoods.

593 Maitland Drive, Pickering

Listing courtesy of HOMELIFE SILVERCITY REALTY INC..

$1,998,000

5 Beds ⋅ 4 Baths ⋅ E13236068 MLS® #

The ultimate in privacy and tranquility. Set on 7 picturesque acres, this expansive and elegant bungalow offers complete serenity without sacrificing accessibility. Inside, an elegant main floor is designed for both everyday living and entertaining, featuring a spacious open-concept kitchen with quartz countertops and generously sized principal rooms. Large bedrooms provide exceptional comfort, while the primary suite is a true retreat, complete with an airy ensuite bath. From the main living space, step out to the backyard deck complete with a hot tub, an inviting extension of the home and perfect for unwinding in a private natural setting. Surrounded by a mature hardwood forest and Crown land, this property provides a rare and opportunity to escape development and enjoy an unparalleled connection to nature. The partially finished basement, featuring impressive 9-foot ceilings, offers a blank canvas ready to be customized to suit your lifestyle and vision. A wonderful opportunity for comfortable multi-generational living. Perfectly positioned across from Four Seasons Country Club and just minutes to the 407, Stouffville, Pickering, and Uxbridge, this exceptional property combines peaceful country living with unmatched convenience. A rare opportunity to enjoy space, privacy, and connection, all in one remarkable setting. (id:5764)

1995 Concession 8 Road, Pickering

Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED.

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