Pickering Real Estate Search

Pickering Homes with a Pool for Sale

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Newest Pickering Homes with a Pool for Sale

$1,028,000
5 Beds 4 Baths E13742044 MLS
Well-Maintained Family Home Situated On A Deep Premium Lot In Pickering's Highly Sought-After Amberlea Neighbourhood! Freshly Painted And Thoughtfully Updated, With Major Home Components Already Taken Care Of. Move In, Add Your Personal Cosmetic Touches, And Make It Your Own., This Spacious Home Offers The Perfect Blend Of Comfort, Functionality, And Location. Featuring Three Generously Sized Bedrooms, The Spacious Primary Boasts A Walk-In Closet And A Private 4-Piece Ensuite Complete With A Soaker Tub And Separate Stand-Up Shower. The Updated Kitchen Showcases Quartz Countertops, Stainless Steel Appliances, And Ample Cabinetry, While The Bright Breakfast Area Walks Out To A Large Deck Overlooking The Private Backyard, Perfect For Outdoor Dining And Entertaining. Designed For Everyday Convenience, The Home Features A Main Floor Laundry Room And A Bright, Functional Layout Ideal For Growing Families. The Finished Walkout Basement Apartment Provides Excellent Flexibility For Extended Family, Guests, Or Potential Rental Income. Step Outside To Your Own Backyard Oasis Featuring An Inground Pool And Plenty Of Outdoor Space On This Premium Deep Lot. Recent Updates Include Roof (2022), Furnace (2023), Air Conditioner (2023), Kitchen Countertops (2018), And 200-Amp Electrical Service, Offering Peace Of Mind For Years To Come. Ideally Located Close To Everyday Amenities, Shopping, Restaurants, Parks, GO Transit, And Quick Access To Highways 401 And 407. Families Will Appreciate Being Surrounded By Some Of Durham Region's Top-Rated Schools, Including Gandatsetiagon Public School, Highbush Public School, Dunbarton High School, And St. Mary Catholic Secondary School. Best Of All, Highway 401 Is Just Minutes Away, Making Commuting Throughout The GTA A Breeze. A Rare Opportunity To Own A Move-In Ready Home In One Of Pickering's Most Established And Family-Friendly Communities - Welcome To Amberlea!

1855 New Street, Pickering

$799,900
3 Beds 2 Baths E13700828 MLS
Move-in ready detached living in Pickering's sought-after waterfront community - offered at **$799,900**. Freshly painted, this 3-bedroom, 2-bathroom backsplit offers a bright layout with vaulted ceilings, creating a wonderful sense of space throughout. The oversized eat-in kitchen is a standout feature - family-sized, highly functional, and ideal for anyone who loves to cook, gather, or entertain. It features a newer LG stainless steel appliance suite, updated cabinetry, a brand-new centre island, generous prep and storage space, and excellent potential to add a large pantry. A walkout to the side-yard patio adds convenient indoor-outdoor flow. The adjoining living and dining areas provide comfortable everyday gathering space, anchored by a gas stove, while the upper level offers three well-proportioned bedrooms and an updated full bathroom. Downstairs, the lower level adds exceptional versatility. Excellent as a studio-style in-law suite, it works equally well as an extended family room, teen space, or guest area - with a full bathroom and defined sleeping, living, dining and workspace zones. An additional storage room offers further flexibility and potential for a future kitchenette or beverage area. Outside, the refreshed backyard features a spacious patio with gazebo, lawn area, and in-ground pool - plenty of room to relax, entertain, and enjoy the outdoors. With no sidewalk, the driveway accommodates parking for up to five vehicles, a valuable bonus for families, guests, or multi-generational living. All of this in a connected lakeside neighbourhood where you can walk to Pickering GO, the waterfront boardwalk, beach, marina, parks, trails, schools, shops and restaurants, with quick access to Highway 401 and everyday amenities. A great opportunity to own a detached home under $800K with space, parking, versatility, and a true waterfront-community lifestyle. Offers anytime.

821 Krosno Boulevard, Pickering

$1,699,000
4 Beds 3 Baths E13700436 MLS
Rare Bungalow Oasis On An Expansive 64x246Ft Deep Lot! Prepare To Be Captivated By This Spectacular 4 Bdrm Detached Bungalow, W/ A Separate Entrance. From The Moment You Arrive, The Pristine Curb Appeal, Manicured Landscaping & Stately Half-Circular Driveway Hint At The Luxury Within. Step Into An Open, Sun-Filled Layout Designed For Seamless Indoor-Outdoor Living. The Heart of The Home Is The Kitchen, Featuring Rich Hardwood Floors, Premium Granite Countertops, S/S Appliances, Sunlit Skylights, A Modern Backsplash & A Functional 2-Toned Center Island. Both The Elegant Dining Rm & The Spacious Living Rm Flow Effortlessly Through W/O's Onto A Massive Upper Deck, Offering Panoramic Views Of Your Private, Resort-Style Backyard & Sparkling Pool. Retreat To The Primary Suite, A True Sanctuary W/B/I Closets, A Spa-Like 5Pc Ensuite & A Private W/O To The Upper Deck. This 5Pc Ensuite Is Loaded W/Upgrades, Such As Dbl Sink, Quartz Counter, Frameless Glass Shower W/A Dbl Headed Rain Shower, California Shutters, Pot Lights & A Unique Brick Feature Wall W/Custom Storage. 3 Generously Sized Bdrms Feature Hardwood Floors & California Shutters. The Main Bthrm Includes Heated Flooring. Head Downstairs, The Lower Level Is Where The Fun Begins! Welcome To Your Own Private Wellness Club & Sports Pub. Hit Your Fitness Goals In The Home Gym Or Unwind In Your Personal Sauna, Or Mix A Drink At The Ultimate Wet Bar-Fully Loaded W/Granite Counters & Your Very Own B/I Beer Keg On Tap! Challenge Friends In The Games Area W/A Game Of Pool, Or Cozy Up By The Crackling Wood-Burning Fireplace In The Family Rm. The Fun Spills Outside To A Covered Patio & A Jaw-Dropping Backyard. Dive Into The Massive 20x40 Ft Concrete/Marbilite Pool, Boasting An Incredible, Rare 11.5Ft Deep End. This Rear Yard Comes Alive At Night W/A Hot Tub, Gazebo, An Authentic Outdoor Pizza Oven For Epic Summer Parties. Experience Unparalleled Luxury & An Unmatched Entertainment Lifestyle In This 1 Of A Kind Home.

1889 APPLEVIEW Road, Pickering

$2,250,000
4 Beds 5 Baths E13672572 MLS
Beautiful 3+1 bedroom, 5-bathroom, Rubinoff Design Group custom-built water view home on Frenchman's Bay, offering over 5,100 sq ft of exceptional living space. A truly impressive residence designed for both everyday living and entertaining, with soaring 10' and 12' ceilings on the main floor and 9' ceilings on the second, with 8' exterior and interior doors. The sunken entryway welcomes you with immediate views of the Bay. The open-concept main floor features spacious dining and living rooms, gourmet chef's kitchen with high-end appliances, an oversized island with breakfast bar, and a sunken family room with a gas fireplace and walkout to the backyard deck with BBQ. The double-car garage features epoxy flooring and a bonus third garage door, ideal for a home gym, workshop, or car enthusiast. Upstairs, the spacious primary suite offers a massive walk-in closet/dressing room, luxurious 5-piece ensuite, and a separate office that could be used as a nursery or additional walk-in closet. Enjoy the second-floor wet bar with fridge and walkout to covered roof-top terrace offering panoramic west-facing views of Frenchman's Bay, the lake, and spectacular sunsets, complete with a gas fireplace and TV. A second bedroom with 4pc ensuite and a third bedroom with walkout to balcony and a 4pc semi-ensuite complete the second floor. The finished basement offers a fourth bedroom, 3pc bathroom, kitchen, dining and living areas, above-grade windows, and a full projection home theatre. The ultimate entertainer's retreat continues outside to a fully landscaped backyard featuring an inground pool with waterfall, hot tub, and walkout to a scenic walking trail leading to the Bay. A rare opportunity to enjoy luxury, privacy, and breathtaking waterfront views in one exceptional home.

830 Fairview Avenue, Pickering

$1,829,900
5 Beds 5 Baths E13657294 MLS
A Rare Opportunity On One Of Dunbarton's Most Sought-After Streets! Set On An Impressive 90 X 285 Ft Estate Lot, This Unique Raised Bungalow Offers An Exceptional Combination Of Space, Privacy And Versatility, Complete With An In-Ground Pool, Oversized Heated 3-Car Detached Garage And Parking For 10+ Vehicles. Offering Over Half An Acre On Appleview Road, The Property Welcomes You With A Covered Front Porch And Grand Foyer With Vaulted Ceilings. The Renovated Open-Concept Kitchen Features Stone Counters, Stainless Steel Appliances And A Centre Breakfast Bar, Flowing Seamlessly Into The Living And Dining Areas For Easy Everyday Living And Entertaining. The Main-Floor Primary Suite Offers A Private Retreat With A Walk-In Closet And Spa-Inspired Ensuite Featuring A Freestanding Soaker Tub And Frameless Glass Shower. A Front-Facing Office, Generously Sized Bedrooms And Convenient Laundry Add To The Home's Functional And Versatile Layout. The Finished Lower Level Provides Additional Living Space With A Fifth Bedroom, 2-Piece Bath, Wet Bar And Walk-Out To The Backyard. Outside, The West-Facing Yard Is A True Highlight, Featuring A Landscaped Two-Tier Patio, In-Ground Pool, Mature Trees And Exceptional Privacy-Creating Your Own Resort-Style Setting At Home. The Oversized Detached 3-Car Garage Offers Incredible Flexibility With Its Own Heating, Additional Laundry And Gym Space. Hardwood Flooring, Pot Lights, Two Gas Fireplaces And A Driveway Accommodating 10+ Vehicles Complete This One-Of-A-Kind Offering. Ideally Located Close To Schools, Parks, Waterfront Trails, Shopping, Transit, Highway 401 And Pickering GO.

1872 Appleview Road, Pickering

$1,199,900
4 Beds 4 Baths E13648282 MLS
Welcome to this exceptional 4-bedroom, 4-bathroom home in one of Pickering's most desirable neighbourhoods, where luxury, comfort, and thoughtful design come together seamlessly. From the moment you step inside, you'll appreciate the elegant engineered hardwood flooring throughout the living room and second floor, complemented by sophisticated cove lighting that creates a warm and inviting ambiance throughout the home. At the heart of the home is the professionally designed chef's kitchen, featuring premium appliances, a stunning wraparound island with ample seating and workspace, a cozy built-in electric fireplace, custom built-in shelving, and a stylish wet bar-creating the perfect space for both everyday living and entertaining. The spacious living room offers plenty of room to gather with family and friends and features charming window seating with built-in storage, combining comfort with functionality. A skylight fills the home with an abundance of natural light, enhancing the bright and airy feel throughout. Upstairs, the spacious primary suite serves as a private retreat complete with a luxurious 4-piece ensuite, accompanied by three additional generously sized bedrooms. The finished basement is designed with relaxation in mind, offering a 3-piece bathroom, private sauna, dedicated laundry room, and a built-in spa chair to create your own personal wellness retreat. Step outside to your private backyard oasis featuring a sparkling inground pool and backing onto peaceful greenspace with no rear neighbours, providing exceptional privacy and the perfect setting for entertaining or enjoying quiet evenings. Combining premium finishes, resort-inspired amenities, and an unbeatable Pickering location, this beautiful home offers an exceptional lifestyle for families seeking both elegance and everyday comfort.

1221 Fieldstone Circle, Pickering

$1,299,888
5 Beds 5 Baths E13634830 MLS
LUXURY LIVING | CITY-REGISTERED TWO-DWELLING UNIT | EXCELLENT INCOME POTENTIAL Welcome to this exceptional original-owner Mattamy executive home in the heart of New Seaton. Registered two-dwelling unit with outstanding flexibility for multigenerational living or additional rental income. Offering over 3500 sqft of thoughtfully designed living space with $200K+ in premium finishes & upgrades. This home was built as a replica of the model home, every detail was carefully considered for style, comfort, and functionality. Situated on a premium lot in one of the quietest pockets with direct access to Rouge National Urban Park trails, forests, and walking paths, this move-in-ready home features 4+1 bedrooms, a spacious loft that can be converted to an additional bedroom, 4.5 bathrooms, two full kitchens, two full laundry rooms, separate entrance, epoxy garage flooring, interlocked backyard with front interlock accents, a gas-heated above-ground pool, gas BBQ line, Cat5 wiring throughout, exterior pot lights, 200-amp electrical service, EV charger conduit, and premium appliances. Families will appreciate the existing public elementary school, and the new Catholic school already under construction and scheduled to open for September 2027. New Seaton's commercial hub is also under construction and, as per City plans, is expected to include Shoppers Drug Mart, Dollarama, a grocery store, restaurants, and other everyday amenities, all within a short walk while remaining far enough away to preserve the peace and privacy of this exceptional & convenient location. This is a rare opportunity to own a turnkey executive home that seamlessly combines luxury living, income potential, and long-term value in one of Durham Region's fastest-growing master-planned communities.

993 Dragonfly Avenue, Pickering

$1,099,000
4 Beds 4 Baths E13620432 MLS
Welcome to 1778 Silverthorn Square, a beautifully maintained all-brick detached two-story home located in one of Pickering's most sought-after family-friendly communities, surrounded by top-rated schools.Offering approximately 2,038 sq. ft. above grade, this impressive 3-bedroom, 4-bathroom residence showcases true pride of ownership and is ideal for growing or multi-generational families seeking comfort, space, and exceptional value. This House is bright and inviting open-concept living and dining area featuring a large windows that fills the home with natural light, creating the perfect setting for everyday living and entertainment. The updated kitchen is both stylish and functional, offering ample cabinetry and counter space, a spacious breakfast area, and a walkout to the private backyard oasis complete with a large in-ground swimming pool, perfect for summer fun and family gatherings. The upper level features two primary bedrooms plus a generously sized third bedroom. The main primary retreat boasts a walk-in closet and a luxurious 5-piece ensuite. huge value was added invested in high-quality upgrades, including new flooring, all new windows and front entrance door, custom blinds, four fully renovated bathrooms, fresh paint throughout, pot lights on every level and exterior, elegant chandeliers with ceiling fans, double-door entry, and a newly renovated open-concept kitchen with premium finishes and new appliances. Additional improvements include a new washer and dryer, new air conditioner, Tankless water heater, garage door, and raised stone front patio. The finished basement offers excellent flexibility with a bedroom, full bathroom, separate living area, and kitchenette with potential for a stove. With the possibility of creating a private side entrance, this space is ideal for extended family, in-law accommodation, or future rental income. Combining luxury finishes, versatile living space, outstanding curb appeal, easy commute to 401 and PTC.

1778 Silverthorn Square, Pickering

$1,349,000
5 Beds 4 Baths E13615662 MLS
Welcome to this exceptional family home in Pickering's highly sought-after Amberlea neighbourhood, one of the city's most established and desirable communities. Beautifully renovated and meticulously maintained by the same Italian family for over 20 years, this home showcases true pride of ownership at every turn.Offering over 3,000 sq. ft. of finished living space, this spacious residence features generously sized principal rooms, large bedrooms, gleaming hardwood flooring throughout, and elegant pot lights that add warmth and sophistication. The main floor office offers incredible flexibility and can easily serve as a fifth bedroom, making it ideal for multigenerational families or those working from home.The beautifully finished basement includes a second kitchen, creating the perfect space for extended family, entertaining, or potential in-law living.Step outside to your private backyard oasis featuring professionally landscaped grounds, beautiful interlock stonework, an above-ground pool, and plenty of space to relax, entertain, and enjoy summer with family and friends.Perfectly situated in a family-oriented community, this home is surrounded by parks, walking trails, and some of Pickering's top-rated schools, making it an ideal choice for families. Conveniently located just minutes to Highway 401, GO Transit, shopping, restaurants, and every amenity you need, this is a rare opportunity to own a move-in-ready home in one of Pickering's most desirable neighbourhoods where space, quality, and location come together perfectly.

1576 Saugeen Drive, Pickering

$1,175,000
6 Beds 4 Baths E13579140 MLS
Welcome To This Remarkably Upgraded Detached Home Featuring A Finished Walkout Basement (Basement completed with permit) And A Stunning Professionally Landscaped Backyard With An Inground Heated Saltwater Pool! Equipped With Geothermal Heating For Outstanding Energy Efficiency, This Impressive 5-Bedroom, 4-Bathroom Home Offers Exceptional Quality Throughout. A Grand Double-Door Entry Welcomes You Into A Spacious Foyer. The Main Floor Features Separate Living, Dining And Family Rooms, Plus A Bright Kitchen With Custom Cabinetry, Stainless Steel Appliances, Custom Cabinet Lighting, A Breakfast Area And Double Sliding Doors Leading To An Elevated Deck. The Family Room/Kitchen Wall Features Double-Wall Construction With Rockwool Safe 'n' Sound Insulation For Enhanced Soundproofing. Main Floor Laundry Includes Upgraded Plumbing. High-Quality Waterproof Torlys Vinyl Flooring Extends Throughout The Main And Second Levels, Complemented By Energy-Efficient Double- And Triple-Pane Windows And A Bright Skylight. The Upper Level Features Four Spacious Bedrooms And Two Full Bathrooms, Including A Primary Suite With A Walk-In Closet And Updated Ensuite Featuring A Rain Shower. The Main Bathroom Offers Custom Cabinetry, An Insulated Bathtub And Quality Tile Finishes. Exterior Walls On The Main And Second Levels Have Been Re-Insulated With R14/R22 Insulation. The Finished Walkout Basement Includes An Additional Bedroom, Office, Rigid Foam Insulation (R5 Floors/R10 Walls), Rockwool Safe 'n' Sound Ceiling Insulation With Resilient Channels, And Is Professionally Sealed For Energy Efficiency. Additional Features Include A 200-Amp Electrical Panel, Insulated 2-Car Garage (R5), Central Vacuum, Owned Instant Hot Water Heater, And A No-Sidewalk Driveway With Parking For 4 Vehicles. Pride Of Ownership Is Evident Throughout This Beautifully Maintained Home, Lovingly Cared For By The Same Owners For Over 40 Years!

1003 Maury Crescent, Pickering

$1,289,000
6 Beds 4 Baths E13514728 MLS
Welcome to Rougemount Drive, one of Pickering's most established streets, where homes rarely change hands. This 4+2 bedroom, 4 bathroom home offers over 3,500 sq ft of finished space across two buildings: a 1,970+ sq ft main house with a 1,125 sq ft finished basement, and a finished 480 sq ft detached garden suite at the rear. The suite has its own kitchen, bedroom, bathroom, two separate entrances, and heat pump heating and cooling. Set well apart from the main house, it suits extended family, guests, a studio, or a home office. Behind its stone cottage exterior, the main house has a layout all its own: generous rooms, no two quite alike, a living room open to the dining area, hardwood throughout, and multiple fireplaces in the principal rooms. The kitchen, with stainless steel appliances, opens to a beautiful breakfast room under a skylight. The primary bedroom has a spa-inspired ensuite, one of four finished bathrooms, each with its own shower. The basement holds a fifth bedroom and a second substantial area, currently a gym, with room for a media room or lounge. The rear yard has a 24-ft pool with a brand-new liner, a large deck off the living area, gardens, and two storage sheds, with parking for four out front. Recently upgraded from a 100-amp to a 200-amp electrical service, with a completed home inspection ready for you to review. All of this in South Rosebank, between the Rouge Valley and Lake Ontario. Rosebank Road PS and two Montessori schools within walking distance; Dunbarton HS catchment; Rouge Hill GO minutes away, roughly 38 minutes to Union; the 401 in five.

566 Rougemount Drive, Pickering

$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

$1,700,000
6 Beds 4 Baths E13158814 MLS
Welcome to 5455 Hoxton Street, a private country estate in Claremont, one of Durham's most prestigious and sought-after neighborhoods. Situated on 8 acres, backing up onto the Oak Ridges Moraine. Offering approximately 5,000 sq. ft. of thoughtfully curated living space, the home makes a striking first impression with its elegant façade. Inside you will find 3+2 bedrooms, a sauna and 4 bathrooms, including an in-law suite or professional home office with a private entrance. The estate features zoned controlled heating for year round comfort and entertainment. Extensively updated with major improvements throughout, including a new roof (2022), water heater (2022), furnace (2025), brand-new deck (2025), 2 pergolas (2025), in-law suite deck (2025), pool (2025), and interlocking stonework (2025). The backyard is fully enclosed with a wooden fence (2023), plus a separate fenced pool area (2023) for added safety and privacy. An invisible fence surrounding the entire property (2022) adds convenience for pet owners. Outdoor living is second to none with a beautiful pool, expansive entertaining areas, 2 pergolas, and endless room to enjoy nature. The barn is fully serviced with water heater, plumbing, and electricity, offering incredible potential for hobbies, storage, workshop space, or future use. A rare opportunity to own a turnkey country property with modern upgrades, income or multi-family potential, and unmatched outdoor amenities.

5455 Hoxton Street, Pickering

$1,249,500
6 Beds 4 Baths E13045776 MLS
Nestled on a prime corner lot, this home boasts a special blend of privacy and unparalleled curb appeal with no sidewalk in front of the house to spoil the view. With the expansive space afforded by its corner location, this property provides a sense of seclusion and tranquility not found in typical homes. A gardener's delight, enjoy a 4 season garden that features beautiful plants and blooms throughout spring, summer, fall and winter. Walk into a spacious foyer with 2 storey high ceiling beaming with light from the window above and the double entry door with iron design glass inserts. Filled with natural light, this home boasts of hardwood flooring throughout the main and second floors, an open concept layout that flows seamlessly from the formal dining room to the formal living room onto the family, breakfast area, kitchen and convenient laundry. From the breakfast area and family room, enjoy the view of the deck and the pool where you can enjoy alfresco dining and a delightful swim in the cool water of your own private pool during those hot summer days. Professionally landscaped, this area is excellent for entertaining and boasts of a spacious paved patio where friends and family can gather. An elegant staircase wraps around from the second floor to the basement that is perfect as an in-law suite that features 2 bedrooms, a 4 piece bathroom and a spacious multi purpose room great as haven for the in-laws, an office or an entertainment centre for the whole family. In addition, a recently installed 200 amp electrical panel is capable of supporting the installation of an electric vehicle charger and also, a cost saving high efficiency furnace. For your convenience, this home is close to everything; you are walking distance to Smart Centre in Brock Rd. It is also a short drive to 401 and Go Station.

1689 Major Oaks Road, Pickering

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