East Gwillimbury Real Estate Search

East Gwillimbury Homes with a Pool for Sale

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Newest East Gwillimbury Homes with a Pool for Sale

$1,788,888
4 Beds 4 Baths N13766692 MLS
Contemporary Designer Residence Set On A Private Ravine Lot Within One Of Holland Landing's Most Exclusive Court Settings. A Fully Reimagined Home That Redefines Modern Living. Delivering A Rare Combination Of Architectural Detail, Refined Finishes, And Resort-Style Outdoor Living.This 4 Bedroom, 4 Bathroom Residence Offers A Seamless Open-Concept Layout Defined By 7 1/2" Engineered Oak Hardwood Flooring, Custom Millwork, Solid Wood Doors, Crown Moulding, And A Dramatic Skylight That Floods The Interior With Natural Light. The Main Living Spaces Are Tailored For Both Everyday Living And Elevated Entertaining. A True Statement Kitchen By Lighthouse Cabinetry Featuring Caesarstone Countertops, Full-Height Backsplash, And A Waterfall Island With Custom Reeded White Oak Detailing. Complete With Built-In JennAir Appliances, Perrin & Rowe Fixtures, And Designer Lighting, A Refined Centre piece Of The Home. The Living Area Is Anchored By A Napoleon Gas Fireplace With Marble Surround, Integrated Built-Ins, And Subtle Lighting Details. The Primary Suite Offers A Spa-Inspired Retreat With Freestanding Soaker Tub And Glass Walk-In Shower. The Lower Level Extends The Living Experience With A Fully Finished Space, Complemented By A Statement Powder Room Featuring A Solid Slab Italian Marble Floating Vanity - A Rare Custom Detail.Outdoors, A Private Ravine-Backed Setting Creates A True Resort Experience. A Heated Saltwater Pool With Waterfall Feature, Hot Tub, Gazebo, And Professionally Landscaped Grounds Are Paired With A Custom Cabana Featuring An Outdoor Washroom And Built-In Live Edge Wet Bar, An Exceptional Entertaining Environment.Extensively Upgraded With Triple-Glazed Black Framed Windows, Smart Home Integration, Built-In Audio, And Premium Mechanical Systems. Ideally Located Close To Top-Rated Schools, Parks, Major Amenities, And Highway 404. A Turnkey Designer Home Offering A Level Of Finish And Setting Rarely Available In This Market.

8 Brent Road, East Gwillimbury

$1,199,000
4 Beds 3 Baths N13762144 MLS
If a private backyard, an in-ground pool and plenty of room for the whole family are on your wish list, 222 Park Avenue has all three. Sitting on a large, mature corner lot surrounded by beautiful trees, this home offers an incredible amount of privacy and space in the heart of Holland Landing. The backyard is where you'll fall in love. Fully fenced and completely private, there's an in ground pool, a large deck with plenty of room for outdoor dining and entertaining, and a three-season room where you can enjoy morning coffee, summer evenings and the beautiful surroundings well beyond the warmer months. Mature trees frame the property, creating a backyard that feels tucked away from everything. Inside, the main level has a bright eat-in kitchen that walks directly out to the deck, making it easy to move between indoors and out. A large living room and two bedrooms, including the primary with its own ensuite. The lower level has large above-grade windows bringing in plenty of natural light, making it feel bright and comfortable. There are also two additional bedrooms, an office area, a 3 piece bath, large family room and direct access to the garage. So much extra space for kids, guests, working from home or simply having another place for everyone to spread out. There's also a heated garage, extra parking and a septic bed that was replaced in 2026 - a major update already taken care of. This is the kind of property families stay in and enjoy for years. A mature lot, beautiful trees, incredible privacy, four bedrooms and a backyard made for summers by the pool, all while being just minutes to Newmarket , Bradford and everything you need. You get the space and privacy Holland Landing is known for without giving up the convenience of having schools, parks, trails, shopping, restaurants and amenities close to home.

222 Park Avenue, East Gwillimbury

$1,229,900
4 Beds 3 Baths N13748428 MLS
Meticulously maintained & upgraded detached Countrywide home with a 2-car garage, 4-bedroom, 3-bathroom, a walkout basement & 2nd-floor laundry. Beautiful fully-fenced backyard oasis with a large, maintenance-free composite deck & waterproof ceiling, ideal for entertaining & $50,000 American Whirlpool Swim Spa with a child-proof cover (spa can be removed by seller). Steps from brand-new $90 Million Health & Active Living Plaza, a brand-new school, & future Bradford Bypass (Hwy 400/404 link)-positioning you perfectly for long-term growth & effortless connectivity. Upgraded interlocked front walkway, stairs & porch. Through the double doors, notice the 9foot smooth ceilings & hardwood flooring. The open-concept layout connects the kitchen, breakfast area & living room, creating an ideal space for everyday living & entertaining. Off the kitchen is a separate dining room, great for family gatherings. The kitchen flows perfectly to the large, elevated deck with maintenance-free composite decking & a direct BBQ hookup. Upgraded kitchen: quartz countertops, pot lights, undermount lighting, a Porcelain backsplash, and top-of-the-line appliances. Extended pantry doubles the kitchen's storage space. Large south-facing windows flood the home with natural light. Upstairs, the hardwood is continuous from the main floor. A spacious primary bedroom with a walk-in closet, custom built-ins & a luxurious 5-piece ensuite with a massive double quartz countertop vanity, soaker tub & frameless glass shower. Ultimate day-to-day convenience with a 2nd-floor laundry room featuring built-ins & a sink. 3 additional bedrooms offer generous space & large closets & elevated plugs for TVs. The loft area is ideal for a home office, kids' play area or family room. It's a bright space with large windows & a massive double-door linen closet. The unfinished walk-out basement with a separate entrance provides potential for an in-law suite or a separate basement apartment for additional income.

109 Ben Sinclair Avenue, East Gwillimbury

$1,849,900
6 Beds 6 Baths N13730906 MLS
Redefining modern luxury, this palatial Hillsborough estate by Great Gulf Homes commands attention with its 10-foot ceilings, a chef-inspired kitchen, and a jaw-dropping resort-style backyard featuring a heated in-ground saltwater pool. Step onto grand 24"x24" ceramic tiles leading to an open-concept haven anchored by 10ft coffered ceilings, custom millwork, rich hardwood floors, and extensive pot lights. The chef-inspired kitchen is a design triumph, showcasing quartz countertops, a sprawling island, striking high-end black appliances, and elegant gold accents. A versatile main-floor office/bedroom adapts beautifully to your lifestyle. The completely carpet-free upper level features an ultra-luxurious primary retreat with a spa-inspired ensuite and an oversized walk-in closet with custom organizers. Uniquely designed for ultimate privacy, three additional large bedrooms each boast their own dedicated 4-piece ensuite, complemented by an open loft which can easily be converted to an additional bedroom. The finished basement offers incredible income or in-law potential, complete with a separate entrance, a wet bar, a built-in entertainment unit with an electric fireplace, a 6th bedroom, 3-piece bathroom and a bonus office. Resort-Style Backyard: The stunningly private backyard is a masterclass in outdoor living. Fully outfitted with premium interlocking stone, it features a heated saltwater in-ground swimming pool, a generous gazebo, a covered BBQ hut, and mature, thoughtfully placed trees and privacy fencing for an authentic retreat feel. A widened interlock driveway effortlessly accommodates 5-car parking alongside the attached double garage. Situated in the elite Hillsborough neighbourhood, you are steps from 4 massive local parks complete with playgrounds, splash pads, sports courts, and walking trails. Enjoy seamless convenience just 10 minutes from Upper Canada Mall, Newmarket, andBradford, with top-tier schools just moments away.

43 Pear Blossom Way, East Gwillimbury

$1,999,000
5 Beds 5 Baths N13727092 MLS
Welcome to 1824 Mount Albert Sideroad - an exceptional 2-storey residence offering an impressive combination of space, luxury and resort-style outdoor living. Set on a spectacular 100' x 193' lot, this beautifully maintained 5-bedroom, 5-bathroom home is designed for comfortable family living and effortless entertaining. From the moment you arrive, the meticulously landscaped front yard and expansive driveway make an unforgettable first impression. With parking for up to 12 vehicles plus a spacious 3-cargarage, there is no shortage of room for family, guests and entertaining. The second floor features three spacious bedrooms, each complete with its own walk-in closet and private ensuite bathroom, providing comfort, privacy and convenience for every member of the family. The primary bedroom is a luxurious retreat, highlighted by a beautiful two-sided fireplace that creates a warm and inviting ambiance. The finished basement takes entertaining to the next level, featuring two additional bedrooms, a generous recreation area and a built-in bar - the perfect space for hosting family and friends, enjoying movie nights, creating a games room or simply relaxing at the end of the day. Step outside and discover your own private backyard oasis. The meticulously landscaped grounds create an incredible setting for outdoor entertaining and summer relaxation, while the impressive in-ground pool provides the perfect backdrop for unforgettable summer gatherings. With five bedrooms, five bathrooms, a finished basement with built-in bar, a three-car garage, extensive parking, exceptional landscaping and a spectacular in-ground pool, 1824 Mount Albert Sideroad offers a rare opportunity to enjoy an extraordinary home both inside and out. A remarkable property offering space, privacy, luxury and an incredible indoor-outdoor lifestyle - Welcome home to 1824 Mount Albert sideroad.

1824 Mount Albert Side Road, East Gwillimbury

$1,448,000
5 Beds 4 Baths N13614704 MLS
Welcome to your private sanctuary at 97 Thompson Drive, a home that offers a lifestyle so rare,it feels like a hidden paradise. Imagine a life uniquely enveloped between two breath taking ravines. With your backyard and front neighbours both facing lush, protected greenery, you are surrounded by the peaceful whispers of nature with unobstructed views from every window.Step inside to find everyday convenience blended with luxury, starting with a massive 2.5-cargarage. The lower level features a premium, light-filled walk-out suite offering two additional bedrooms, a full second kitchen, and a bathroom, ideal for an in-law suite, extended family, or multi-generational living.The real magic happens outside in your spectacular backyard oasis. Spend hot, sunny summer days lounging by your pristine swimming pool, equipped with a gas heating system to extend the season deep into the cooler months. Whether you are hosting vibrant barbecues under the automatic retractable canopy on your custom stone patio, or enjoying quiet misty mornings, this space feels exactly like a luxury resort.This isn't just a house. It is the peaceful escape and private retreat you have been searching for. Perfectly located within walking distance to the Holland Landing Community Centre, public library, and tennis courts, you are seamlessly connected to everything your family needs:Schools: Holland Landing Pub (1.1km), Good Shepherd Cath (1.6km), Jean-Beliveau (2km)Commuting: Newmarket GO (5.1km) - Easy access to Yonge St & future Bradford By pass Parks & Trails: Anchor Park (1.3km) - Nokiidaa Trail (1.6km) - Nature Reserve (2.1km)Health & Rec: Active Living Plaza (4km) - Planned Southlake hospital in Queensville (~5km)Shopping: Costco Business Centre (3.5km) - Costco Wholesale Newmarket (6.7km)

97 Thompson Drive, East Gwillimbury

$1,848,888
4 Beds 4 Baths N13512008 MLS
Contemporary Designer Residence Set On A Private Ravine Lot Within One Of Holland Landing's Most Exclusive Court Settings. A Fully Reimagined Home That Redefines Modern Living. Delivering A Rare Combination Of Architectural Detail, Refined Finishes, And Resort-Style Outdoor Living.This 4 Bedroom, 4 Bathroom Residence Offers A Seamless Open-Concept Layout Defined By 7 1/2" Engineered Oak Hardwood Flooring, Custom Millwork, Solid Wood Doors, Crown Moulding, And A Dramatic Skylight That Floods The Interior With Natural Light. The Main Living Spaces Are Tailored For Both Everyday Living And Elevated Entertaining. A True Statement Kitchen By Lighthouse Cabinetry Featuring Caesarstone Countertops, Full-Height Backsplash, And A Waterfall Island With Custom Reeded White Oak Detailing. Complete With Built-In JennAir Appliances, Perrin & Rowe Fixtures, And Designer Lighting, A Refined Centre piece Of The Home. The Living Area Is Anchored By A Napoleon Gas Fireplace With Marble Surround, Integrated Built-Ins, And Subtle Lighting Details. The Primary Suite Offers A Spa-Inspired Retreat With Freestanding Soaker Tub And Glass Walk-In Shower. The Lower Level Extends The Living Experience With A Fully Finished Space, Complemented By A Statement Powder Room Featuring A Solid Slab Italian Marble Floating Vanity - A Rare Custom Detail.Outdoors, A Private Ravine-Backed Setting Creates A True Resort Experience. A Heated Saltwater Pool With Waterfall Feature, Hot Tub, Gazebo, And Professionally Landscaped Grounds Are Paired With A Custom Cabana Featuring An Outdoor Washroom And Built-In Live Edge Wet Bar, An Exceptional Entertaining Environment.Extensively Upgraded With Triple-Glazed Black Framed Windows, Smart Home Integration, Built-In Audio, And Premium Mechanical Systems. Ideally Located Close To Top-Rated Schools, Parks, Major Amenities, And Highway 404. A Turnkey Designer Home Offering A Level Of Finish And Setting Rarely Available In This Market.

8 Brent Road, East Gwillimbury

$2,199,000
5 Beds 5 Baths N13443908 MLS
Welcome To 60 Maple Way, Where Modern Luxury Meets Timeless Elegance! Nestled On Large Pie-Shaped Lot In The Prestigious Community of East Gwillimbury, "Sharon" ! Step inside to a beautifully renovated interior that features high-end finishes and spacious living areas, perfect for both entertaining and family relaxation. This beautiful property boasts 4+1 generously sized bedrooms and 5 fully renovated bathrooms, which is perfect for a large family. Each bedroom features custom closets, providing ample storage and a touch of sophistication throughout. A dedicated home office on the main floor provides a quiet and comfortable space for work or study, while the open-concept design flows seamlessly throughout. The modern kitchen is equipped with top-of-the-line appliances, a large central island, and custom cabinetry, Ideal for both casual dining and hosting guests. The Second floor includes two skylights, filling the home with natural light and enhancing its airy, open feel. **Second Floor Laundry For More Conveniences**. The outdoor space is a true retreat, Sunny south exposure, a spacious deck overlooking the lush backyard, mature trees, and a relaxing inground pool, perfect for hot summer days and poolside gatherings. A fully fenced yard provides enhanced privacy, creating an oasis for you to enjoy. The fully finished 1 bedroom in Law Suite basement, with a separate entrance, offers even more flexibility, featuring a cozy bedroom, a 3-piece bathroom, a bar, and a sauna. Whether you need space for extended family, a nanny suite, or a personal getaway, the possibilities are endless. The Seller and LA make no warranty as to the retrofit status. The home also includes a 3-car garage, providing plenty of space for vehicles and storage. Close to schools, parks, and major amenities. This exceptional property truly offers everything you need and more. it's A Must-See!

60 Maple Way, East Gwillimbury

$2,488,888
5 Beds 3 Baths N13434472 MLS
Welcome to this exceptional 2-acre estate property (200' x 435.6'), offering the perfect blend of luxury, privacy, and future potential. This beautifully updated 4+1 bedroom, 3-bathroom bungalow features soaring 15-foot cathedral ceilings, hardwood floors, abundant natural light, and an open-concept design ideal for modern family living. The custom kitchen showcases an oversized granite island, stainless steel appliances, and a gas range, while the primary suite features professionally organized closets, including two walk-in closets. Heated bathroom floors add everyday comfort, and the fully finished walkout basement provides valuable additional living space with a fifth bedroom and direct backyard access. Enjoy true resort-style living with a heated 20' x 40' inground pool, natural gas BBQ hookup, custom treehouse, and a spectacular 30' x 40' heated and insulated workshop with extra-high doors. High-speed fiber internet and extensive smart-home features allow remote control of the security and surveillance system, garage doors, thermostat, pool equipment, outdoor lighting, and most interior lighting directly from your phone. Conveniently located minutes from Highway 404, schools, shopping, and GO Transit, this unique property offers the tranquility of country living with urban convenience. Situated within an area identified for future growth under the Secondary Plan, it also presents compelling long-term investment potential. Buyers are encouraged to conduct their own due diligence regarding planning policies, zoning, servicing, and future development opportunities. A rare opportunity to own a modern bungalow with a walkout basement, heated pool, heated workshop, smart-home automation, and exceptional future potential on a stunning 2-acre estate property.

535 Doane Road, East Gwillimbury

$2,998,000
7 Beds 9 Baths N13226490 MLS
Experience ultimate luxury and bespoke design at 3 Mary Willson Crt, a truly one-of-a-kind custom estate located on a private and quiet cul-de-sac, offering Over 6,000 sq. ft. of above-grade living space (excluding garage) with over $450,000 invested in premium upgrades.This exceptional residence features 7 spacious bedrooms and 9 bathrooms, with every bedroom offering a private ensuite and custom walk-in closet, delivering outstanding comfort and privacy. Hardwood flooring throughout both levels creates a fully carpet-free, refined interior, complemented by extensive recessed spot lighting throughout all rooms, bedrooms, and bathrooms, enhancing the bright and elegant ambiance. A grand open-concept foyer welcomes you into a thoughtfully designed layout ideal for family living and entertaining, highlighted by dual staircases, a super-sized private office, and a front walk-in coat closet with a window. The chef's dream kitchen serves as the heart of the home, featuring floor-to-ceiling custom cabinetry with decorative moulding, a stainless steel gas range, a large pantry, and an oversized open-concept layout perfect for everyday living and hosting.Designed for multi-generational living, the rare oversized main-floor bedroom includes its own private laundry and ensuite, while the upgraded second-floor laundry with window adds convenience. Ceiling heights impress with 10 ft on the main floor and 9 ft on the second floor, enhanced by a dramatic skylight.Enjoy a south-facing, resort-style backyard with a custom inground pool, premium interlocking, vinyl fencing, and a whirlpool jacuzzi, offering the perfect retreat for relaxation or entertaining. Completing this offering are a 4-car garage, total parking for 10 vehicles, and two independent furnace and air conditioning systems for year-round comfort.A rare luxury estate, extensively upgraded, generously scaled, and privately situated-an exceptional opportunity in one of East Gwillimbury's most prestigious locations.

3 Mary Willson Court, East Gwillimbury

$2,999,000
5 Beds 4 Baths N13051144 MLS
Imagine ending every day watching the sunset over the Holland River, launching your boat from your private dock, or relaxing in the hot tub after a long day - all just minutes from Hwy 404. Welcome to one of East Gwillimbury's most exceptional waterfront homes, where luxury, privacy and four-season recreation come together. Set back from the road on a beautifully landscaped property, this custom-built home offers over 4,500 sqft of thoughtfully designed living space, ideal for families, multigenerational living or those seeking an executive work-from-home lifestyle. Sun-filled principal rooms, soaring windows and quality craftsmanship create an elegant yet welcoming atmosphere.The chef-inspired kitchen features quartz countertops, premium Electrolux appliances, custom cabinetry, an oversized island, butler's pantry is perfect for entertaining. The primary suite overlooks the river and offers a spa-inspired ensuite and impressive walk-in closet.A separate entrance to the 2nd level family room provides excellent potential for a private in-law suite, executive office or income-generating space. Outside, your private resort awaits with an inground pool, hot tub, screened three-season porch, stone patio, firepit and private dock. Enjoy boating, kayaking and fishing on the Holland River with access to Lake Simcoe and the Trent-Severn Waterway. Every season brings something special, from summer days on the water to skating, snowmobiling and cozy evenings by the fire. Smart-home wiring, zoned climate control and exceptional energy efficiency complement this newer custom build. This is more than a home. It's a four-season waterfront lifestyle, a private family retreat, and an investment in one of York Region's most promising communities.

20572 Yonge Street, East Gwillimbury

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