Browse All Oakville ON Properties with Pool for Sale

5 Beds ⋅ 7 Baths ⋅ W13419574 MLS

Discover luxury living in this exquisite custom-built home, nestled on a prestigious street in South Oakville. This opulent residence boasts an impressive 6,212 sq ft above grade, w/ over 9,000 sq ft of finished living space and elevator, perfect for both family life & entertaining. Step inside to find a thoughtfully designed floor plan featuring 10 ceilings on the main, upper & lower levels. The main floor showcases a separate living room, formal dining room, & home office. The heart of the home is the great room, complete w/ a fireplace flanked by custom built-ins, seamlessly flowing into the gourmet kitchen & breakfast area. Culinary enthusiasts will appreciate the atmosphere with a walk-in pantry, while side door lead to a covered terrace perfect for al fresco dining and relaxation. Ascend to the upper level, where you'll find the primary bedroom suite, a true sanctuary. The spa-like bathroom features a freestanding jacuzzi and a large shower with a steamer. Three additional bedrooms, each with their own ensuite and walk-in closet, ensure privacy and comfort for family and guests alike. The lower level extends the living and entertaining space with a recreation room, wine room, wet bar, home theatre, sauna, exercise room and additional bedroom with ensuites. Outside, the expansive rear yard is adorned with perennials and mature trees and swimming pool, creating a private oasis. this home offers the perfect blend of luxury and convenience. With easy access to the GO train and major highways, it's ideal for commuters. Experience the epitome of opulent living in this remarkable residence that seamlessly combines everyday family comfort with exceptional entertaining spaces. Approximately 80% of construction completed. Property Tax is not assessed yet

581 Maplehurst Avenue, Oakville

$1,799,000

6 Beds ⋅ 4 Baths ⋅ W13137924 MLS

Welcome to 2439 Bridge Road, a professionally renovated and expanded home in the heart of Southwest Oakville, set on a premium mature lot in one of the area's most established and sought-after neighbourhoods. The home's front elevation and entry have been reimagined with an elevated covered portico, leading into a dramatic two-storey foyer that creates an immediate sense of scale, openness, and arrival. From there, the home flows into a bright, expansive main level defined by a modern open-concept layout, offering approximately 3,070 sq ft of living space, clean architectural lines, glass-panel railings, and custom lighting with integrated LED features throughout. The kitchen offers quality cabinetry, stone counters, and a functional layout that anchors the living space. Bedrooms across levels provide flexibility for family, guests, work-from-home needs, or multi-generational living. A standout feature is the private primary suite addition, designed as a true retreat with soaring ceilings, Juliette balconies, a walk-in closet, dedicated climate control with its own furnace, and a refined ensuite with heated floors, offering rare separation, comfort, and architectural presence. The lower level has enlarged above-grade windows, bringing in natural light and creating a bright, open living area that feels connected to the outdoors rather than below grade. The backyard is a private oasis with mature landscaping, inground pool, patio areas, cabana, and a dedicated herb and vegetable garden, offering lifestyle, privacy, and function. Extensively renovated, remodelled, and expanded with over $500,000 invested, including exterior finishes and the primary suite addition, the scope and quality reflect a level of finish significantly more costly to replicate today. Located minutes to Bronte Harbour, the lake, parks, trails, Bronte GO Station, top-rated schools, amenities, and convenient QEW access, this is a compelling opportunity in one of Oakville's most desirable pockets.

2439 Bridge Road, Oakville

$2,679,000

5 Beds ⋅ 6 Baths ⋅ W13126692 MLS

An exceptional custom residence set on a commanding 150 x 75 ft lot in one of Southwest Oakville's most established and coveted neighbourhoods.Boasting over 6,300 square feet of total living space, this home offers 5 bedrooms and 6 bathrooms across three beautifully finished levels. This home showcases a rare and highly desirable layout with two primary suites - one on the main floor and a second grand retreat upstairs. Designed for elevated living and effortless entertaining, the home features refined principal rooms including formal living and dining areas, a private office, two powder rooms, and a full laundry suite. At its heart, the chef's kitchen impresses with rich cabinetry, granite countertops, marble flooring, a large centre island with seating, built-in stainless steel double wall ovens, gas cooktop, beverage fridge, and seamless flow into the family room with gas fireplace and custom built-ins. The main-floor primary suite offers privacy, an ensuite bath, and walk-in closet - ideal for multigenerational living or main-level convenience. Upstairs, the second primary retreat feels like a private sanctuary with its own fireplace, spa-inspired ensuite, and generous dressing space. Two additional bedrooms share a spacious 5-piece Jack & Jill bath, creating a functional family wing. The fully finished lower level enhances the lifestyle appeal with a large recreation lounge, wet bar, gym area, fifth bedroom, and full bath - perfect for guests or extended family. Outdoors, a private backyard oasis framed by mature landscaping features an inground pool, pergola-covered lounge, multiple hardscape entertaining areas, and a detached shed. A double garage with upgraded tiled flooring and private driveway complete this distinguished offering. Five bedrooms. Two primary suites. Three finished levels. A rare estate-sized lot in Southwest Oakville. 390 Seaton Drive - a home of scale, versatility, and enduring elegance.

390 Seaton Drive, Oakville

$2,698,000

5 Beds ⋅ 5 Baths ⋅ W13066506 MLS

This Architecturally Designed Home Comes Complete With 5 Bedrooms 3 Full Baths And 2 Half Baths A Custom Kitchen With Built In Appliances, Located In A Highly Sought After Tree Lined Quiet Street In South West Oakville This Quality Custom Built Home Offers Exceptional Decor High End Features And Over 5000 Sq Feet Of Finished Living Space. Great Room Open To Above, Fully Finished Basement, In-Ground 24X32 Salt Water Pool With Extensive Landscaping & Mature Gardens.

531 Jeanette Drive, Oakville

$6,459,000

5 Beds ⋅ 8 Baths ⋅ W13050914 MLS

This Incredibly Keeren Designed Home Built In 2022! Located In Prestigious Eastlake Neighbourhood. This Home Boasts Approx.6300sf Luxury Living Space! Featuring Top-Notch Architectural Refinements With 4+1 Bdrms, 8 Baths (6 Full, 2 Half). Exterior Facade And Walk-up Area Built With Indiana Stone From The United States, Pella Windows And Doors, 71/2"*3/4 Grandeur White Oak Colour Engineered Hardwood Floor Through Out.The First Floor Boasts 10' Ceiling, A Double-Height Entry W/A Chandelier Lift/Down/W/A Skylight. Spacious Main Flr Office Perfect For Working From Home. The Great Rm Area Includes A Cozy Gas Fireplace, Breathtaking Views Of the Stunning Backyard Pool. Kitchen Equipped With B/I High-end Wolf Gas Stove & Hood, B/I Miele 30'' Fridge, Freezer, Oven & Micro, 2 B/I Asko Dishwashers And 24" Marvel Wine Fridge. A Lg 60* 91 Centre Island, Marble Calacatta Porceline Countertop And Backsplash, Ample Upper & Lower Cabinetry Space.The Interior Showcases Detailed Trim Work, Plaster Crown Molding, A Motorized Blinds System On Main Flr And Master Bdrm, Heated Floors In The Basement And All Ensuite Upstairs. Massive Windows Flooding Every Space With Light. The 2nd Floor Offers 4 Luxurious Bdrms, Each With Its Own Ensuite And W.I.C. Primary Bdrm W/A Lg Dress Rm W/A Skylight & Elegant 5pc Ensuite. The Residence Is Further Equipped With 2 Carrier Air Conditioning Units and 2 Furnaces W/Humidifiers. The Basement Includes A Guest Bdrm W/Ensuite, Rec, Home Theatre, Gym & Glass-enclosed Wine Rm. Designed Landscaping At Front & Backyard. The Fully Fenced Rear Yard Is A True Oasis W/Salterwater Pool W/Waterfall, An Outdoor Covered Porch W/Stone Gas Fireplace & BBQ Area. Irrigation System, Security System W/HD Outdoor Cameras, An Indoor Sound System And Google Home Automation. Six Routers Allow Network Signal Transmitted Within Entire House. HWT Owned. Walking Distance To Town, Parks & The Lake. OT High School, Maple Grove, Ej James, St. Mildreds, Linbrook, Appleby, Maclachlan.

172 Burgundy Drive, Oakville

$23,980,000

5 Beds ⋅ 8 Baths ⋅ W13030806 MLS

Welcome to 489 Lakeshore Road East, a truly exceptional estate crafted by the renowned Ferris Rafauli, nestled in the prestigious enclave of southeast Oakville along the serene shores of Lake Ontario. This rare one-acre property boasts a remarkable 18,000+ square foot steel-frame home, meticulously designed to showcase unparalleled craftsmanship and timeless elegance. Every detail of this exquisite residence speaks to a dedication to luxury living, from its concrete structure to its five bedrooms and eight baths, eight fireplaces, three kitchens, and elevator for seamless access to all levels. Indulge in the ultimate relaxation with amenities such as an indoor pool, built-in spa, dry sauna, and cabana with a full kitchen. The property also features a four-car garage, 600-amp electrical service, in-floor heating, and cutting-edge building operation systems, all complemented by award-winning landscaping that surrounds this magnificent estate. For the discerning buyer seeking the epitome of luxury living, 489 Lakeshore Road East offers an unparalleled opportunity to experience a lifestyle of opulence and refinement.

489 Lakeshore Road E, Oakville

$6,999,900

6 Beds ⋅ 7 Baths ⋅ W12871004 MLS

Crafted as the personal residence of a renowned designer, this 5+1 bedroom, 10,000+ sq.ft. waterfront estate is a rare offering in one of Bronte's most coveted settings. While neighbouring homes were also designed by him, none compare to the scale, craftsmanship, and artistry dedicated to this residence-his own masterpiece. Expansive windows and soaring ceilings flood the home with natural light, framing breathtaking lake views on every level. Multiple balconies and terraces offer front-row views of sunrises, sunsets, and moonlit water-creating a seamless connection to nature from morning to night. Thoughtfully designed for both family living and elegant entertaining, the main level features grand principal rooms, multiple gas fireplaces, formal and informal living spaces, and a gourmet kitchen with walkout to the lakeside terrace. Each level offers outdoor retreats - private balconies off bedrooms, and expansive terraces perfect for gatherings. The upper level includes generously sized bedrooms, including a luxurious primary suite with private balcony, spa-like ensuite, and unobstructed views of the lake. A full lower level adds an additional bedroom, recreation spaces, gym, and walkout access. Set on a quiet street with a strong sense of community, this home offers a rare blend of privacy and connection. The saltwater pool, manicured grounds, and lakeside setting make every day feel like a peaceful escape. Minutes to Bronte Harbour, boutique shops, trails, parks, and top-rated schools-this residence is more than a home; it is a lifestyle on the water.

3206 Shoreline Drive, Oakville

$4,295,000

6 Beds ⋅ 8 Baths ⋅ W12644824 MLS

This is a remarkable vacant lot that includes drawings and building permit. House pictures are renderings and details are from the drawings. Embark on a life of uncompromised luxury with this architectural masterpiece by renowned architect David Small. Perfectly located South of Lakeshore steps from Appleby College, lake and downtown Oakville. Evoking a sophisticated "Laneway Country" atmosphere on a rare 90' x 340' lot with walk-out basement. The estate features a long circular private drive that frames a sun-drenched, West-facing backyard. The home is designed as the ultimate multi-generational sanctuary, that offers a rare "Double Primary" layout: a magnificent main-floor master suite for accessible luxury, plus a second-level master retreat with separate "His & Her" ensuites. The elevator services all three levels, ensuring effortless movement throughout soaring interiors defined by dramatic cathedral ceilings. With building permits in hand and a bespoke interior package by WOLFE Interior Design, this Net Zero Ready estate blends timeless character with elite modern performance. Car enthusiasts will prize the 5-car capacity, utilizing the attached garage and the detached tandem garage within the cabana. Beyond the essentials, the floor plan is packed with exceptional features, including a main floor office, lower level dedicated music/theater room, glass-walled fitness center, custom sauna and steam room, wine cellar, and private nanny and guest suites. Surrounded by 10M-12M estates. Architectural drawings, interior design, floorplans and building permits available on request. 10+++

408 Lakeshore Road W, Oakville

$3,250,000

4 Beds ⋅ 3 Baths ⋅ W12419345 MLS

Nestled south of Lakeshore in the heart of Old Oakvilles historic district, this beautifully restored Georgian-style home, designed by Gren Weis, blends timeless character with modern updates. Steps from the lake, river, and vibrant Downtown, it offers an unmatched lifestyle location.The home boasts exceptional curb appeal with a flagstone path leading to a spacious foyer. Sun-filled interiors feature Farrow & Ball paint, new hardwood on the main level, preserved fir upstairs, smooth ceilings, and recessed LED lighting.The updated kitchen includes a large island, built-in appliances, and desk area. The dining room offers panelled walls, RH sconces, French doors to the garden, and plantation shutters. A charming living room features built-in bookcases, window seat, wood-burning fireplace, and walkouts to a sunroom overlooking the southwest garden and pool. A mudroom and stylish powder room complete the main floor.Upstairs are four bedrooms with ample closets and antique brass hardware. The primary suite offers custom built-ins and a renovated ensuite with heated Carrara marble floors and zero-threshold shower.The fully finished lower level (8 ceilings, slate flooring) adds living space with a media room, workout room, cedar closet, laundry, and storage. Updated mechanicals include a high-efficiency furnace, central AC, 100 AMP panel, irrigation. Cedar roof, new fencing, cobblestone driveway. Outside enjoy a private oasis with saltwater inground pool, brick patios, and landscaped gardens. Steps to the Lake, Oakville Club, Yacht Squadron, Library, Performing Arts Centre, Downtown, and top schools.

53 Thomas Street, Oakville

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Oakville Homes with Pool

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Browse All Oakville ON Properties with Pool for Sale

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