Oakville Real Estate | Oakville Properties between $1,500,000 and $2,500,000 for Sale

RECENTLY REIMAGINED FOR MODERN FAMILY LIVING WITH A RESORT-STYLE BACKYARD IN SOUGHT-AFTER WEST OAKVILLE! JUST MINUTES TO THE LAKE! This exceptional residence offers 4+1 bedrooms, 4.5 bathrooms, and a professionally finished lower level, seamlessly blending sophisticated design with everyday functionality. The open concept main level is enhanced by engineered hardwood flooring, expansive floor-to-ceiling windows, and light-filled principal rooms designed for everyday living and entertaining. The stunning custom kitchen features quartz countertops, oversized centre island with sink, JennAir gas range, pot filler, and access to the backyard. An open-riser staircase with glass panels creates a striking architectural focal point, while the living room is anchored by a dramatic feature wall with gas fireplace. Upstairs, engineered hardwood continues throughout. The primary retreat showcases a designer accent wall, elegant wall sconces, a walk-in closet with window and custom built-ins, and a spa-inspired five-piece ensuite with freestanding tub, glass shower with rainfall showerhead, and double vanity. A second bedroom features its own private three-piece ensuite, while two additional bedrooms share a beautifully appointed four-piece bathroom. A laundry room with sink completes the upper level. The backyard is a private oasis designed for entertaining and relaxation, featuring an inground pool with an eco-friendly, cost-effective copper ionizer system, extensive stone hardscaping, and a covered outdoor living area with gas fireplace. A dedicated BBQ station with natural gas line and convenient side-door access to the kitchen further enhances the outdoor experience. Ideally located close to parks, top-rated schools, Queen Elizabeth Park Community and Cultural Centre, shopping, transit, major highways, and the lake. This remarkable home offers an exceptional lifestyle in a coveted family-friendly neighbourhood. (certain exterior images have been digitally enhanced)

2212 Urwin Crescent, Oakville

$1,749,999

4 Beds ⋅ 2 Baths ⋅ W13493042 MLS

Prestigious South West Oakville Bungalow - Live, Lease, or Build. Discover refined living in this beautifully maintained four-bedroom bungalow, gracefully situated in one of South West Oakville's most distinguished and established neighbourhoods. Surrounded by mature trees and bespoke multi-million- dollar estate homes listed as high as $4.69 million-this residence is set on a generous, oversized lot boasting RL3-0 zoning and impressive frontage (61.59 x 128.57 x 123.46 x 60.60 ft), offering an unparalleled opportunity for discerning homeowners, investors, or builders. Exuding warmth and understated elegance, the home presents a harmonious blend of comfot, character, and versatility. The interiors are thoughtfully arranged to maximize functionality, featuring a modern kitchen, well-defined living areas, and tasteful finishes throughout. The current design encompasses two separate living units, ideal for extended families, rental income, or interim occupancy while preparing for a custom redevelopment. An updated estimate was provided recently, confirming that expanding to six bedrooms, alongside further enhancements, can be accomplished for under $10,000, underscoring the property's exceptional potential. This unique offering allows buyers the flexibility to move in immediately, lease one or both units, or redevelop within a pretigious enclave renowned for its collection of luxury custom residences. The current owner is amenable to remaining as a tenant, ensuring a seamless transition and immediate income stream. For builders and investors, the opportunity to lease during the permitting process provides valuable holding income while unlocking the fullpromise of this coveted parcel.

1368 Tansley Drive, Oakville

$2,495,000

3 Beds ⋅ 2 Baths ⋅ W13473380 MLS

Tucked into the coveted Orchard Beach enclave in southeast Oakville and just steps from the lake, 32 Park Avenue is a timeless residence that blends classic charm w/thoughtful modern updates. Set beyond a magnificent magnolia tree on one of Oakville's most desirable streets, this meticulously renovated home offers an exceptional lifestyle in a coveted lakeside setting. Enjoy morning strolls along the Esplanade, peaceful waterfront moments + views of sailboats gliding across the harbour. Inside, light-filled principal rooms unfold w/warmth and sophistication. The chef's kitchen is beautifully appointed with commercial grade appliances, Carrara marble countertops, slate flooring + Perrin & Rowe fixtures. Designed for both everyday living + entertaining, it flows seamlessly into the dining room + inviting living room. A glass-enclosed sunroom overlooks the gardens + is warmed by a gas stove, creating a tranquil retreat that can be enjoyed year-round. Upstairs, three generous bedrooms are served by a beautifully renovated four-piece bath. The primary bedroom enjoys access to a private terrace, offering a peaceful setting for morning coffee or quiet relaxation. The finished lower level extends the living space with a welcoming recreation room, gas fireplace, bar area + custom walnut-and-glass wine display. Outside, mature magnolias, Japanese maples, rhododendrons, hemlocks + moonbeam plantings create an enchanting English garden setting. Curated landscaping lighting + frequent visits from songbirds enhance the sense of serenity. Offering a rare blend of tranquillity + convenience, this exceptional property is just a short stroll to downtown Oakville's boutiques, cafes, restaurants, parks, harbour + waterfront trails, with GO Transit and top-ranked schools close at hand. Rarely does an opportunity arise in this prestigious lakeside pocket. Elegant, welcoming + undeniably special, this is Orchard Beach living at its finest.

32 Park Avenue, Oakville

$1,888,000

5 Beds ⋅ 4 Baths ⋅ W13470090 MLS

Welcome to this exceptional Georgian-style family home, lovingly maintained by its original owner for 39 years and beautifully renovated within the past 12 months. Offering approximately 3,000 sq. ft. above ground of thoughtfully designed living space, this move-in-ready residence combines timeless charm and modern upgrades in one of East Oakville's most sought-after family-friendly neighbourhoods, Clearview.Featuring 4 spacious bedrooms, a finished basement, and outstanding curb appeal, this home has been meticulously updated with a stunning renovated kitchen, stylish new flooring throughout, and beautifully renovated bathrooms. An upgraded roof adds further peace of mind, allowing buyers to simply move in and enjoy. The elegant Georgian exterior creates a lasting first impression, while the interior showcases pride of ownership at every turn.Designed for family living, the home offers generous principal rooms, functional living spaces, and a warm, welcoming atmosphere.Perfectly located for commuters, minutes from QEW/403, for quick access and easy drive into the city. Families will especially appreciate having one of Oakville's top-rated elementary schools James Hill just steps away at the end of the street, and also St.Luke Catholic School just along the street on Kingsway.A rare opportunity (offered for the first time by original owners) to own a meticulously cared-for home with extensive recent renovations, timeless character, and an unbeatable family-friendly location. This is the one you've been waiting for.

1338 Chalfield Drive, Oakville

$1,875,000

3 Beds ⋅ 3 Baths ⋅ W13469620 MLS

Nestled within The Berkshire Residences, this exceptional an impeccably designed two bedroom + den residence offering seamless luxury living and refined comfort. Offering 1,753 sq. ft. of beautifully designed interior space plus a 181 sq. ft. private balcony, this residence combines sophisticated elegance with modern comfort. Thoughtfully curated with premium upgrades completed in 2025 prior to occupancy, every detail has been elevated to create a truly turnkey lifestyle. The suite features soaring 10-foot ceilings, upgraded designer lighting throughout, and extensive custom built-ins that seamlessly blend style and functionality. Every bedroom closet has been enhanced with custom closet organizers, while the second bedroom showcases a full wall of bespoke cabinetry complete with an integrated Murphy bed, offering both versatility and refined design. The den has also been fully customized with stunning built-ins, creating the perfect executive workspace or stylish retreat. The contemporary chef inspired kitchen is complemented by an upgraded full-size dishwasher and premium finishes, while two spa like bathrooms feature upgraded vanities and high-end tile selections that exude timeless sophistication. Adding to the convenience are two tandem parking spaces equipped with EV Stage 2 charging and a private locker for additional storage. Designed for discerning buyers seeking elegance, comfort, and convenience, this remarkable residence offers an unparalleled opportunity to experience upscale living at The Berkshire Residences in one of Oakville's most desirable communities.

123 Maurice Drive Unit 303, Oakville

$1,930,000

2 Baths ⋅ W13456610 MLS

THIS GORGEOUS CORNER UNIT HAS EVERYTHING. BEAUTIFUL MODERN LEASEHOLDS THAT PROVIDE BOTH OPEN CONCEPT SPACE AS WELL AS PRIVATE OFFICES AND A GENEROUS BOARDROOM PLUS A KITCHENETTE. INTERIOR WALLS ARE GLASS , ADDING TO THE SPACIOUS APPEARANCE. HIGH CEILINGS GIVE THE APPEARANCE OF WIDE OPEN SPACE. MULTIPLE LARGE WINDOWS FACING EAST AND NORTH FLOOD THE SPACE WITH NATURAL LIGHT. PARKING IS PLENTIFUL, OUTDOOR/SURFACE PARKING AND IS ON A FIRST COME, FIRST SERVED BASIS . LOCATED CLOSE TO DORVAL & SPEERS, ON A BUS ROUTE. CONDO FEES ARE $1,151.37 MONTHLY HYDRO IS APPROX $350/MONTH. SPECTACULAR HIGH END LEASEHOLDS INCLUDE BUILT-IN STORAGE, STONE COUNTERTOPS, HIGH END LIGHT FIXTURES & EXCELLENT FLOOR COVERING. THIS IS THE ONLY BUILDING IN THE COMPLEX THAT PERMITS MEDICAL USE AS WELL AS NON-MEDICAL (PROFESSIONAL OFFICE) USE. FLOOR PLANS ARE ATTACHED.

225 SPEERS Road Unit 15 & 16, Oakville

$1,610,000

5 Beds ⋅ 4 Baths ⋅ W13431348 MLS

Freshly renovated executive home in prestigious Wedgewood Creek! This spacious 5-bedroom, 4-bathroom residence offers approximately 2825 sq. ft. of beautifully designed living space featuring new flooring throughout the main and upper levels, formal living and dining rooms, a dedicated home office, and a welcoming family room with a gas fireplace. The updated kitchen boasts quartz countertops, stainless steel appliances, a centre island, and a walkout to a private backyard. Upstairs, enjoy a luxurious primary retreat with a 5-piece ensuite, plus a versatile fifth bedroom with its own ensuite-ideal for guests or multigenerational living. A full, unfinished basement offers incredible future potential. Furnace (2020), NEW AC ( 2026), and water heater (2023) are new, no rentals. Washer/dryer 2025. Double garage and 4-car driveway. Located near top-rated schools, parks, trails, shopping, community centres, and major highways. An exceptional opportunity in one of Oakville's most desirable family communities.

2425 Nichols Drive, Oakville

$1,999,900

5 Beds ⋅ 4 Baths ⋅ W13417624 MLS

Welcome to 2205 Shaftesbury Court, nestled in Oakville's beloved Joshua Creek community. This stunning 4+1 bedroom home features athoughtfully designed main floor with a formal living and dining room, eat-in kitchen, and family room, perfect for everyday family living andentertaining. The walkout basement complete with in-law suite offers incredible flexibility for multigenerational families, a teenager retreat, orrental income potential. Sitting at the end of a quiet court, enjoy an extended driveway with ample parking for family and guests. Steps to top-rated Halton district schools, a park, and all the charm that makes Joshua Creek one of Oakville's most sought-after communities. A home thatadapts to every stage of family life, this one is truly special.

2205 Shaftesbury Court, Oakville

$1,899,990

1 Baths ⋅ W13245576 MLS

2,787 sq ft of fully built-out, move-in ready office space in Oakville's iQ2 office condo development, with direct access to Highways 403 and QEW. This contemporary second-floor suite is thoughtfully finished for professional use, yet flexible enough for a fitness studio, creative workspace, or other commercial uses. Backing onto protected greenspace with private balcony access - a rare outdoor element for staff and clients alike. Ample on-site surface parking completes this turnkey opportunity in a sought-after 403 corridor location.

1939 Ironoak Way Unit 206, Oakville

$1,749,900

3 Beds ⋅ 3 Baths ⋅ W13158968 MLS

Downsize in Style. Penthouse-level living at The Berkshire Residences - one of South Oakville's most coveted boutique addresses. 2 bedrooms + den across 1,632 sq ft of beautifully appointed interior space, plus 183 sq ft of balcony and a show-stopping 777 sq ft private rooftop terrace . About 2600sqft sq ft of SUMMER LIVING! Soaring 10-ft ceilings , high-end finishes and an open-concept layout creating a sense of grandeur. The gourmet kitchen features extended-height cabinetry and upgraded kitchen finishes , a waterfall-edge island, porcelain slab countertops with matching backsplash, and a Fisher-Paykel appliance package. Heated bathroom floors, spa-inspired ensuite, and premium hardwood throughout ensure a luxury experience at every turn. The rooftop terrace is the crown jewel , complete with gas BBQ hookup and a 6-seater hot tub with Bluetooth speakers. Entertain under the stars or unwind above the rooftops of South Oakville. Rise Living's fully integrated smart home system puts complete control at your fingertips ,manage suite access, lighting, temperature, and security all from a sleek 10" digital wall pad or your smartphone. Remote controlled sun shades. Keyless entry via PIN, FOB, or app. Remote visitor management with photo logging. Leviton ZigBee smart switches with dimmable lighting throughout. Integrated suite security with door and terrace motion sensors. Smart temperature control, Two-way concierge video connection and community camera access from anywhere in the world. For the lock-and-leave lifestyle, this is the infrastructure to match. Set within an intimate 55-unit building with 24-hour security, a fitness studio, rooftop deck, and social lounge. Two parking spaces with EV rough-ins included. The walk score here is exceptional. One block to groceries and Trafalgar Community Centre. A short stroll to Kerr Village cafés, boutique shops, and Oakville's top-rated restaurants. Walk to the Harbour, the lake, and downtown Oakville.

123 Maurice Drive Unit 414, 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

504 iroquois shore Road Unit 8, Oakville

$1,990,000

2 Baths ⋅ W13128562 MLS

Rare opportunity to own a versatile industrial condo unit in one of Oakville's most sought-after commercial corridors. This 4,255 sq ft unit is currently tenanted by a thriving indoor golf business, offering immediate income potential with an established, high-demand recreational tenant already in place. The unit features a functional 16' clear height, ideal for a wide range of uses, along with 1 truck-level shipping door for efficient loading and deliveries. Zoning permits a broad spectrum of uses including warehousing, food production, recreational and commercial operations, providing exceptional flexibility for investors and end-users. Strategically located at Iroquois Shore Rd & Eighth Line in the hear of Iroquois Ridge South, with direct access to the QEW, Hwy403 and Hwy407, a logistics and accessibility advantage that is hard to match in Halton region. Surrounded by a full array of amenities including dining, retail, and professional services.

504 iroquois shore Road Unit 8, Oakville

$1,970,000

4 Beds ⋅ 5 Baths ⋅ W13060630 MLS

4-Bedroom Detached Corner Residence In The Prestigious Glen Abbey Encore Community, Built By Lindvest In 2022. Offering 4,171 Sq Ft Total Area / 3,897 Sq Ft Of Finished Living Space (As Per MPAC). Designed With 10 Ft Ceilings On The Main Level And 9 Ft Ceilings On The Upper And Lower Levels. Hardwood Flooring Throughout Main And Second Floors, Complemented By Porcelain Tiles And High-Quality Luxury Vinyl Flooring In The Finished Basement. Chef-Inspired Kitchen Featuring Premium Appliances. Open-Concept Family Room With Fireplace And Main Floor Den Ideal For A Home Office. Well-Designed Layout With Two Bedrooms Offering Private Ensuites And Two Additional Bedrooms Connected By A Jack & Jill Bathroom. Primary Retreat Features A Spa-Inspired Ensuite With Freestanding Tub And Frameless Glass Shower, Along With Generous Walk-In Closets. Professionally Finished Basement With 9 Ft Ceilings, Full Bathroom, And Oversized 36" Windows Providing Abundant Natural Light. Located Steps To Saw Whet Park With Tennis, Pickleball, Soccer Fields, And Playground, And Surrounded By Trails And Green Space Near Fourteen Mile Creek. Photos Virtually Staged.

2395 Saw Whet Boulevard, Oakville

$1,689,990

4 Beds ⋅ 5 Baths ⋅ W13042670 MLS

Beautiful Valery home with 4 + 1 bedrooms, 5 bathrooms, offering approx. 3400 sq ft including professionally finished basement by the builder. Extensive upgrades including, engineered hardwood flooring, plaster Crown Moulding throughout main Fl and upper hallway, 10 & 9 ceilings, great room with fireplace, upgraded tiles on main fl. surround system on main Fl, beautiful kitchen with quartz counters, quartz backsplash, breakfast counter and top of the line Jenn-Air SS appliances, gas stove and gas oven.. Enlarged basement windows & rough-in for wet bar. 2nd floor laundry room. All upstairs bedrooms have ensuite bathrooms & the primary bedroom with luxe 5-piece ensuite soaker tub & glass shower. Close to schools, hospital Hwy, parks and lots more. Incredible value here! 10+! **EXTRAS** Some Furniture can be included please ask LA.

95 Viva Gardens, Oakville

$1,649,999

2 Beds ⋅ 2 Baths ⋅ W13011098 MLS ⋅ Ennisclare Ii On The Lake BLDG.

Experience the best of living at #403 - 2170 Marine Drive. Completely reimagined through a comprehensive renovation, this luxury suite boasts a redesigned layout to enhance flow & functionality, with impeccable attention to detail. Ceilings have been raised to maximize height in key areas, creating a bright, open & airy feel rarely found in similar units. Significant upgrades include built-in storage solutions complemented by high-end quality finishes, custom millwork & designer fixtures throughout. Finished with 7.5" Canadian ash hardwood flooring, smooth ceilings, crown moulding, custom 84" doors & pot lighting. Both bathrooms have been reconfigured with upgraded plumbing & electrical, quartz counters, porcelain tile floors & sleek pocket doors. The foyer offers a large closet, walk-in storage room with custom shelving & stylish niche. The living room showcases a custom entertainment unit with TV niche & Dimplex electric fireplace, floor-to-ceiling windows & walk-out to the balcony. The kitchen is equipped with white shaker cabinetry, granite counters, porcelain backsplash & stainless steel appliances. The primary suite features a customized walkin closet & raised sitting area. The second bedroom offers a custom builtin wardrobe & balcony walk-out. Additional highlights include a laundry room with custom cabinetry, sink, quartz counter, new washer/dryer & upgraded quiet ceiling fan. Ennisclare II on the Lake offers exceptional amenities: gated with 24-hour security, indoor pool, exercise rooms, clubhouse, party rooms, billiards, tennis, workshop, outdoor seating, visitor parking & so much more. Situated on 5 acres of waterfront in Bronte Village, steps to Bronte Harbour, waterfront parks, trails, dining & shopping. Smoke-free community & dogs not permitted. Includes 1 parking space & exclusive locker. A thoughtfully crafted one-of-a-kind residence! VIEW THE PROPERTY FEATURES PAGE FOR MORE DETAILS & 3D IGUIDE HOME TOUR FOR MORE PHOTOS, FLOOR PLAN, VIDEO & BROCHURE

2170 Marine Drive Unit 403, Oakville

$2,096,640

W12750954 MLS

Three Oaks Business Centre presents occupiers and investors a rare opportunity to own state-of-the-art industrial condo including mezzanine. Built by Beedie, one of Canada's largest private industrial developers, Three Oaks Business Centre is designed to position your business for success with exceptional connectivity, operational efficiency, and the highest quality construction. Connect better with your customers and employees with direct access to the QEW

3323 Superior Court Unit C103, Oakville

$1,699,000

4 Beds ⋅ 2 Baths ⋅ W12679326 MLS

An exceptional opportunity to build your dream home in one of Oakville's most prestigious and sought-after neighbourhoods. Set on a quiet, tree-lined 60 x 122 ft lot widening to 78 ft at the rear, this property offers a rare chance to design and build a custom home exceeding 3300 sq.ft.(above grade). The existing home is well maintained and fully livable, allowing you to move in or generate rental income while securing permits. Ideally Located just minutes from Lake Ontario, downtown Oakville, the GO Train, top-ranked schools, parks, and major highways, this address perfectly balances tranquility, convenience, and long-term value. Buyers or their representatives should verify all zoning and building details with the Town of Oakville's Planning and Building Department.

1169 Cynthia Lane, Oakville

Oakville Properties between $1,500,000 and $2,500,000 for Sale

Newest Oakville Properties between $1,500,000 and $2,500,000 for Sale

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