Oakville Luxury Real Estate
Trying to find Luxury Oakville homes for sale? Luxury Oakville Real Estate $2.5 Million Homes.
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175 Burloak Drive W in Oakville: 1001 - BR Bronte Single Family Residence for sale (1 - Oakville) : MLS®# 40850447
175 Burloak Drive W Oakville L6L 6E6 
$2,699,000Residential- Status:
- Active
- MLS® Num:
- 40850447
- Bedrooms:
- 5
- Bathrooms:
- 6
- Floor Area:
- 3,200 sq. ft.
Welcome to this upscale Southwest Oakville home offering an exceptional lakeside lifestyle, steps from nature & a short drive to conveniences & highways. This sought-after neighbourhood, just 2 blocks from Lake Ontario, close to waterside parks & beaches, is perfect for outdoor enthusiasts. Extensive professionally landscaped grounds, including the private, resort-style backyard, featuring a 14’ x 28’ heated pool with a sheer descent waterfall, LED colour-changing lighting, copper filtration, a spacious concrete patio, & composite wood seating platforms, elevate summer get-togethers. Cameras monitor the building exterior, & Smart technology allows you to control the pool functions & thermostat via an app on your phone. Inside, enjoy approximately 3,200 sq. ft. of luxury living space with 4+1 bedrooms & 5.5 bathrooms, plus the professionally finished basement, & approximately $400,000 in recent upgrades. Premium finishes include 9 & 10-foot ceilings, upgraded hardwood floors, deluxe laminate in the lower level, oversized designer tile in all bathrooms, pot lights, chic light fixtures, wainscotting, a dramatic 2-storey mirrored foyer feature wall, & the floating oak staircase with glass railings is beyond impressive. The main level offers a formal living & dining area, a family room with a coffered ceiling & gas fireplace, a private office, powder room, & laundry with garage access. The chef’s eat-in kitchen features quartz countertops, deluxe white cabinetry, a butler’s pantry, a centre island, premium appliances, & walkout to the dream backyard. Upstairs, you’ll find 4 spacious bedrooms, each with walk-in closets & dedicated ensuite bathrooms, including the primary suite with a tray ceiling, an electric fireplace & spa-like five-piece ensuite. The finished lower level includes a large rec room with an electric fireplace & wet bar, a fifth bedroom, & a stylish 3-piece bath—ideal for entertaining, extended family, or guests. More detailsListed by Royal LePage Real Estate Services Ltd.- ELENA CIPRIANO
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287 Macdonald Road in Oakville: 1013 - OO Old Oakville Single Family Residence for sale (1 - Oakville) : MLS®# 40851190
287 Macdonald Road Oakville L6J 2A6
$3,949,000Residential- Status:
- Active
- MLS® Num:
- 40851190
- Bedrooms:
- 4
- Bathrooms:
- 5
- Floor Area:
- 4,819 sq. ft.
This completely renovated contemporary residence represents the pinnacle of modern design and sophisticated living in one of Oakville's most desirable locations of Old Oakville. Every detail of this 4 Bedroom | 4+1 Bathrooms | 4,819 Sq Ft Finished Living Space has been meticulously reimagined to deliver an unparalleled standard of quality and craftsmanship.The highly functional main floor plan centers around an exceptionally sleek kitchen open to the Great Room with gas fireplace and walk out to the resort style backyard and pool.The kitchen is outfitted with luxury high-end appliances, an oversized island seating eight, and an additional peninsula for casual entertaining in the bar area. Adjacent to the kitchen, is a walk in pantry with an additional dishwasher and fridge. Not to be missed is the impressive temperature-controlled wine room accommodates approx 1,000 bottles-a striking feature for the discerning entertainer.A versatile family room/main floor bedroom with ensuite which can be used as a principal bedroom or guest suite, laundry room, walk-in main closet for storage and access to oversized double car garage.The 2nd level principal suite is a private sanctuary featuring juliette balcony, gas fireplace, two walk-in closets and a spa-inspired ensuite with heated floors, walk-in shower, and a standalone soaking tub.Two additional spacious bedrooms each with their own ensuites complete the level.Not to be missed is the finished lower level room with added storage in the pantry and crawl space area.The backyard is an entertainer's paradise, showcasing a saltwater pool, two expansive patio areas, two gazebos with a gas fire table, and premium Dutch-imported artificial turf that remains lush year-round with zero maintenance.Ideally situated steps from Whole Foods Market, Oakville GO Train, for seamless transit connectivity, and the Oakville Trafalgar Community Centre this extraordinary property offers both refined luxury & everyday convenience. LUXURY CERTIFIED More detailsListed by RE/MAX Escarpment Realty Inc.- ELENA CIPRIANO
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54 Raymar Place in Oakville: 1013 - OO Old Oakville Single Family Residence for sale (1 - Oakville) : MLS®# 40852110
54 Raymar Place Oakville L6J 6M1
$7,249,000Residential- Status:
- Active
- MLS® Num:
- 40852110
- Bedrooms:
- 5
- Bathrooms:
- 5
- Floor Area:
- 7,241 sq. ft.
Welcome to 54 RAYMAR PL, OAK ON L6J 6M1, a single-family residence built in 1988 that has undergone a complete transformation. This property, fully updated from its recently refreshed exterior to its meticulously remodeled interior, offers a contemporary aesthetic designed for modern living. The heart of this home is undoubtedly the recently updated kitchen, a culinary enthusiast's dream. It features a generous island with a built-in sink, providing ample space for preparation and casual dining, complemented by a convenient wine cooler. Adjacent to this, the living room provides a comfortable gathering space, enhanced by the warmth of a fireplace. The bathrooms throughout the home offer a touch of luxury, with features such as double vanities, floating vanities, and invigorating walk-in showers. Beyond the interior, the private yard is an entertainer's paradise, offering an outdoor living space complete with a fire pit and a dedicated outdoor dining area. For ultimate relaxation, indulge in the private pool or unwind in the private outdoor hot tub. The property also includes a workshop and a patio, along with a built-in garage providing four spaces for vehicles. Discover the exceptional lifestyle this meticulously updated property offers; schedule your private viewing today. Over 7000 Square ft. of Living Space. More detailsListed by RE/MAX Escarpment Realty Inc.- ELENA CIPRIANO
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2288 Chancery Lane W in Oakville: 1006 - FD Ford Residential for sale (1 - Oakville) : MLS®# 40852234
2288 Chancery Lane W Oakville L6J 6A3
$6,499,000Land- Status:
- Active
- MLS® Num:
- 40852234
Some properties simply cannot be replicated. Set along one of South East Oakville's most prestigious waterfront streets, this exceptional offering represents one of the area's last opportunities to create a truly landmark custom estate. Occupying approximately 0.59 acres with 99 feet of private pebble shoreline, Riparian Rights and nearly 300 feet of depth, the property enjoys breathtaking, uninterrupted views across Lake Ontario while mature trees provide an extraordinary sense of privacy. The property offers an exceptional backdrop for a custom residence designed to embrace every aspect of waterfront living. With the potential to build over 8,000 sqft custom home (plus basement, subject to all applicable approvals), the possibilities are endless. Grand principal rooms, seamless transitions to outdoor living spaces and resort-inspired amenities can all be thoughtfully incorporated to maximize the property's panoramic lake views. Life on the water becomes part of your everyday routine. Launch a kayak or paddleboard directly from your own shoreline, enjoy coffee overlooking the lake, or simply experience the tranquility that only true lakefront living can provide. Despite its remarkable sense of seclusion, the property is only minutes from Downtown Oakville's boutique shops, acclaimed restaurants, marinas and waterfront amenities. Located within one of Ontario's most highly regarded school districts, this is an opportunity to create not simply a home, but a lasting family legacy in one of South East Oakville's most exclusive lakefront communities. More detailsListed by Century 21 Miller Real Estate Ltd.- ELENA CIPRIANO
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197 Polly Drive in Oakville: 1008 - GO Glenorchy Single Family Residence for sale (1 - Oakville) : MLS®# 40853392
197 Polly Drive Oakville L6M 5K2
$3,358,000Residential- Status:
- Active
- MLS® Num:
- 40853392
- Bedrooms:
- 6
- Bathrooms:
- 6
- Floor Area:
- 5,600 sq. ft.
Some homes make a statement the moment you arrive. Others reveal themselves gradually, each space uncovering another layer. This remarkable residence does both. Set on a premium ravine lot backing onto mature woodland and walking trails, extensive custom stone landscaping frames both the front and rear gardens, creating an arrival that offers little hint of what awaits within. Step inside and the experience begins. A sculptural floating staircase, soaring 10-foot ceilings and expansive European windows draw your attention to the wooded ravine beyond. Scandinavian-inspired interiors, wide-plank white oak floors, dramatic slab feature walls and bespoke millwork create a calm contemporary aesthetic where architecture, craftsmanship and nature exist in perfect balance. At the heart of the home, an exceptional chef’s kitchen is anchored by a dramatic natural quartzite waterfall island, beautifully crafted cabinetry, integrated appliances and thoughtful design that brings everyday living and effortless entertaining together. Upstairs, generous family accommodation gives way to a private primary retreat. A dramatic three-sided fireplace, bespoke walk-in dressing room with custom Italian cabinetry and a beautifully appointed spa-inspired ensuite create a peaceful sanctuary at the end of each day. The finished lower level expands the home’s possibilities with a private theatre and recreation lounge, together with a beautifully finished legal two-bedroom secondary suite featuring its own entrance, full kitchen, separate laundry and oversized windows. Ideal for multigenerational living, extended family, guests or supplementary income, it offers exceptional flexibility without compromise. Beautifully conceived inside and out, this is a home where exceptional design serves everyday living rather than demanding attention. Some homes are admired for their finishes. Rare ones, like this, are remembered for how they make you feel. More detailsListed by RE/MAX Aboutowne Realty Corp.- ELENA CIPRIANO
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564 Stonecliffe Road in Oakville: 1020 - WO West Single Family Residence for sale (1 - Oakville) : MLS®# 40855110
564 Stonecliffe Road Oakville L6L 4N9
$3,199,000Residential- Status:
- Active
- MLS® Num:
- 40855110
- Bedrooms:
- 6
- Bathrooms:
- 6
- Floor Area:
- 5,647 sq. ft.
Remarkable custom-built (2023) contemporary residence on an expansive irregular 76' x 143' lot in sought-after West Oakville, offering 4+2 bedrooms, 6 bathrooms and a professionally finished walk-up basement. Ideally located within walking distance to Brookdale Park & outdoor pool, St. Nicholas Catholic Elementary School, Kinoak Arena, library and Thomas A. Blakelock High School, with Coronation Park, Lake Ontario, YMCA, Appleby College and major highways minutes away. Bold stone, wood & glass exterior, stone-edged double driveway with parking for 6, attached double garage with inside entry and beautifully landscaped private rear yard with large deck, stone patio, glass railings, soffit lighting and side golf green. Exceptional construction standards and designer finishes throughout include European white oak engineered hardwood, imported Italian tiles, custom cabinetry, wall mouldings, wood-slat feature walls, designer lighting, premium plumbing fixtures and ceilings ranging from 9' to 20'. Advanced smart-home technology includes Alexa HVAC, lighting & sprinkler controls, exterior cameras, smart locks, MyQ garage remotes, DMSS security system, built-in speakers and some automated blinds/curtains. The sophisticated open-concept main floor features an expansive living room, dining room, custom chef's kitchen, family room and office. Upstairs offers four bright bedrooms, three luxurious bathrooms and laundry, including a spectacular primary suite with custom organizer and hotel like 5-piece ensuite; one of the additional bedrooms features its own 3-piece ensuite, ideal as a second primary suite. The walk-up lower level delivers exceptional versatility with a large recreation room, two bedrooms, two full bathrooms, second kitchen, second laundry and abundant storage. A distinctive West Oakville residence where innovative architecture, luxury finishes and cutting-edge technology unite. More detailsListed by Royal LePage Real Estate Services Ltd.- ELENA CIPRIANO
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- 1 (905) 6166821
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319 Beechfield Road in Oakville: 1006 - FD Ford Single Family Residence for sale (1 - Oakville) : MLS®# 40855385
319 Beechfield Road Oakville L6J 5H9
$4,689,000Residential- Status:
- Active
- MLS® Num:
- 40855385
- Bedrooms:
- 8
- Bathrooms:
- 9
- Floor Area:
- 5,602 sq. ft.
This exceptional property presents a unique opportunity for multi-generational living or income-generating potential with its fully self-contained in-law suite.Situated on a quiet tree-lined street in the highly sought-after Ford area,this impressive residence offers over 5,600 square feet of total living space,thoughtfully designed to accommodate a variety of modern lifestyles. The main house features 4+1 bedrooms and 5 baths.Step into the double-height foyer, where a statement chandelier sets the tone for the sophisticated interiors and open concept main living area with separate office area.The heart of the home is a custom-designed chef’s kitchen,outfitted with premium Wolf and Sub-Zero built-in appliances,incl a beverage fridge. An oversized island,wide plank oak hardwood flooring,high-end lighting, and a spacious main floor laundry/mudroom with abundant storage complete the refined main level. Floating stairs lead you to the 2nd level.The principal bedroom features a walk in closet and 5pc spa like ensuite.3 additional bedrooms and 2x4 pc bathrooms offer comfort and privacy.The finished lower level includes an additional 5th bedroom,recreation space, a 4pc bathroom, & rough-in home theatre area. Connected via the mudroom but also offering a private separate entrance,the second dwelling home offers 2,056+ square feet of thoughtfully appointed living space.The main floor features living/dining & kitchen area with stainless steel appliances.The 2nd level with principal bedroom,walk in closet and 5 pc ensuite.2 additional bedrooms with shared ensuite access and conveniently located laundry room completes this level.Fully finished basement with wet bar and 4-piece bath.This home is perfect for extended family or tenants. Set on a large,pool-sized lot,the backyard awaits your personal touch-ideal for creating a private outdoor retreat. Don't miss this opportunity to live in one of Oakville's best neighbourhoods. More detailsListed by RE/MAX Escarpment Realty Inc.- ELENA CIPRIANO
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- 1 (905) 6166821
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2076 Glenforest Crescent in Oakville: 1006 - FD Ford Single Family Residence for sale (1 - Oakville) : MLS®# 40855646
2076 Glenforest Crescent Oakville L6J 2G1 OPEN HOUSE: Oct 10, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 10, 2026 2:00PM - 4:00PM
$3,750,000Residential- Status:
- Active
- MLS® Num:
- 40855646
- Bedrooms:
- 5
- Bathrooms:
- 4
- Floor Area:
- 4,763 sq. ft.
Spectacular 2/3-acre premium lot in South East Oakville's highly coveted private crescent. Thoughtfully designed for both refined family living and multi-generational flexibility, this beautifully renovated residence blends contemporary architecture, sophisticated finishes, and an impressive resort-style setting. At the heart of the home is the sleek Top Notch kitchen, featuring high-gloss white cabinetry, marble backsplash, an oversized 12+ feet long white Caesarstone central island, and premium appliances. The elegant living room is anchored by a linear fireplace and striking glass-enclosed wine cellar, creating a sophisticated setting for entertaining. The luxurious primary suite features a spa-inspired ensuite with heated floors, floating contemporary cabinetry, and a walk-in glass shower. Heated flooring extends through all bathrooms, the mudroom, and laundry room, adding comfort and quality throughout. A rare highlight is the fully self-contained 2-bedroom in-law suite, complete with a separate entrance, private kitchen, laundry, and bathroom-ideal for extended family, guests, or live-in support. The main residence is filled with natural light, including a stunning glass-enclosed breakfast area that overlooks the expansive grounds. Outside, the extraordinary grounds offer a true private retreat with an in-ground saltwater pool, hot tub, mini-golf area, mature landscaping, and exceptional privacy. Fully renovated to create a fresh, airy, contemporary feel, this one-of-a-kind home also enjoys a functional family-friendly layout and is within walking distance to some of Oakville's top-rated schools. A rare opportunity to own a truly distinctive residence on one of South East Oakville's most coveted large estate lots. More detailsListed by RE/MAX Hallmark Realty Ltd- ELENA CIPRIANO
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105 Whittington Place in Oakville: 1017 - SW Southwest Single Family Residence for sale (1 - Oakville) : MLS®# 40852645
105 Whittington Place Oakville L6K 3W1
$2,999,000Residential- Status:
- Active
- MLS® Num:
- 40852645
- Bedrooms:
- 4
- Bathrooms:
- 6
- Floor Area:
- 4,832 sq. ft.
Straight from the pages of a design magazine, this beautifully renovated, on-trend home offers more than 4,500 sq. ft. of thoughtfully designed living space. Tucked away on a quiet cul-de-sac in prestigious Southwest Oakville, it's just steps from Appleby College and the shores of Lake Ontario. The property is professionally landscaped by award-winning Gildermans, creating a stunning setting that perfectly complements this exceptional home. Designed for both everyday living and effortless entertaining, the main floor features a spacious formal dining room and a warm, inviting family room with a wood-burning fireplace. The stunning chef's kitchen is a true showpiece, featuring a Wolf induction cooktop, two double wall ovens, Sub-Zero refrigerator, two Miele dishwashers, two Marvel wine and beverage refrigerators, quartz countertops, and an impressive 9-foot island. The kitchen flows seamlessly into the family room, creating the perfect setting for gathering with family and friends. Upstairs, the luxurious primary suite serves as a private retreat, complete with a spa-inspired five-piece ensuite, walk-in closet, and an expansive terrace-ideal for enjoying your morning coffee or unwinding in the evening sun. This level also includes a generously sized second bedroom with its own ensuite, two additional bedrooms, a home office, a full bathroom, and a brand-new full laundry room for ultimate convenience. The finished lower level offers exceptional additional living space with a large recreation room, a second laundry room featuring a Miele washer and dryer, and a three-piece bathroom. Step outside to your own private backyard oasis, where a sparkling saltwater pool and beautifully landscaped gardens create the perfect escape. This exceptional home combines luxury, comfort, thoughtful design, and an unbeatable location--an opportunity not to be missed. More detailsListed by RE/MAX Escarpment Realty Inc.- ELENA CIPRIANO
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1114 Truman Avenue in Oakville: 1003 - CP College Park Single Family Residence for sale (1 - Oakville) : MLS®# 40856636
1114 Truman Avenue Oakville L6H 1Y8
$3,649,999Residential- Status:
- Active
- MLS® Num:
- 40856636
- Bedrooms:
- 4
- Bathrooms:
- 6
- Floor Area:
- 3,907 sq. ft.
Tucked into a quiet court, this custom modern farmhouse, built by custom home builder Oak Bay Homes, sits on a 66 x 187 ft lot and offers over 3,900 sq ft above grade with 4 bedrooms and 5.5 bathrooms, plus a finished walkout basement for approximately 5,500 sq ft of total living space. A custom EPAL front door opens to a double-height foyer with pine stairs and matte black railings, complemented by 10 ft main-floor and 9 ft upper- and basement-level ceilings. The great room features a wall of windows overlooking the pool and gardens, accented by cedar beams. The chef’s kitchen showcases custom Barzotti cabinetry, a porcelain CIOT backsplash, JennAir appliances and an 8-burner range, along with a hidden walk-in pantry, custom built-ins and designer lighting. The primary ensuite features a steam shower, while the finished basement offers a gym, theatre, bar, lounge, gaming area and ample storage. Outdoors, enjoy a heated saltwater pool with an automatic cover, turf, irrigation and landscape lighting. Conveniently located near Oakville’s only public International Baccalaureate (IB) school, as well as GO Transit, major highways and Oakville Place. (71030456) More detailsListed by Comfree- ELENA CIPRIANO
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46 Second Street in Oakville: 1013 - OO Old Oakville Single Family Residence for sale (1 - Oakville) : MLS®# 40857110
46 Second Street Oakville L6J 3T2
$7,599,000Residential- Status:
- Active
- MLS® Num:
- 40857110
- Bedrooms:
- 5
- Bathrooms:
- 7
- Floor Area:
- 6,830 sq. ft.
Walk to downtown Oakville from this 2024 custom-built residence, third house from Lake Ontario on a 65 x 158 lot south of Lakeshore. A rare new-construction opportunity in Old Oakville's most walkable pocket: minutes walk to the harbour, the Oakville Club, Lakeshore Road shops and restaurants, and waterfront trails.4,362 sqft above grade plus 2,468 sqft finished lower level (6,830 sqft total). Net Zero Ready, Tarion warranty. Designed by Chatsworth Fine Homes with architect John Willmott and designer Jane Lockhart. Herringbone white oak floors, panel mouldings throughout, and a formal dining room with dual chandeliers. The chef's kitchen is equipped with Miele appliances including built-in coffee system plumbed to the waterline, dual Miele ovens (standard & steam), SubZero refrigeration, and a SubZero wine and beverage column. Opens to a great room anchored by a linear fireplace, custom built-ins, and expansive rear-yard windows. Servery, custom mudroom with exterior access, and private main-floor office. The primary suite is a quiet retreat with spa-inspired ensuite: freestanding tub, oversized shower, double vanity, and dressing-island walk-in closet. Secondary bedrooms each with private ensuite. Heated floors and curbless showers throughout. Upper-level laundry with 2 washer/dryer sets. The lower level (10' ceilings) is built for entertaining: rec room with custom bar and kitchenette, additional bedroom, gym, theatre room, full bath, and walk-up access to the rear yard. West-facing rear yard with covered heated lounge, in-ground pool with waterfall, and hot tub: built for afternoon sun and long summer evenings. Heated driveway, partial lake views, radiant in-floor heating, Crestron home automation, Tesla charger rough-in, and standby generator. A new-construction home in walkable Old Oakville, steps from the lake. Morning coffee on the porch, lunch on Lakeshore Road, dinner by the pool. Inventory like this rarely comes to market in this pocket. LUXURY CERTIFIED. More detailsListed by RE/MAX Escarpment Realty Inc.- ELENA CIPRIANO
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240 Colchester Drive in Oakville: 1011 - MO Morrison Single Family Residence for sale (1 - Oakville) : MLS®# 40855310
240 Colchester Drive Oakville L6J 5S5
$3,298,000Residential- Status:
- Active
- MLS® Num:
- 40855310
- Bedrooms:
- 6
- Bathrooms:
- 3
- Floor Area:
- 5,093 sq. ft.
Set on a remarkable estate-sized lot in coveted Morrison, this traditional family home offers an exceptional opportunity in one of SE Oakville’s most established + sought-after neighbourhoods. Surrounded by towering mature trees + an enclave of beautiful homes, the setting offers privacy, character + permanence. Walk to elementary + secondary schools, Lake Ontario, Gairloch Gardens, waterfront trails + parks, while enjoying the rare scale of a 100'x150' lot. The immaculate grounds + private rear yard create a wonderful setting for family life through every season. With 5+1 beds, 3.5 baths + triple car garage, it’s poised to welcome a large family. Expansive principal spaces create a sense of scale across the main level. Beautifully appointed kitchen offers abundant cabinetry, ample workspace + picturesque views of the yard, w/a separate breakfast area connecting easily to the living + dining rooms. Tucked away, the main floor laundry + mudroom add everyday convenience. Bright solarium-style family room w/fireplace provides a warm space to gather, surrounded by generous glazing. Upstairs, five bright bedrooms offer generous proportions + natural light. Refined main bath serves the family bedroom wing, while the expansive primary suite features a very large ensuite + comfortable retreat-like proportions. LL is designed for family life w/a spacious recreation room, wet bar, gym area, 6th bed + full bath. There is room for movie nights, guests, older children + everything in between. Masterfully landscaped + incredibly private, the rear yard is anchored by a linear pool, stone lounges + layered gardens. A cedar-thatched gazebo w/fireplace creates a cozy gathering spot, while the stone patio is ideal for al-fresco dining. Flat grassy areas provide plenty of space for summer games + even a winter rink. Cherished neighbourhood known for its natural beauty, community + enduring appeal, Morrison offers an exceptional place to set down roots + truly enjoy the neighbourhood. More detailsListed by Century 21 Miller Real Estate Ltd.- ELENA CIPRIANO
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Data was last updated October 9, 2026 at 05:50 AM (UTC)
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