Opportunities like this are rare in South Oakville. Penthouse-level residence at The Berkshire offering approximately 2,200 sqft of interior living space plus 1,550 sqft of private exterior living and 3 side-by-side parking. The layout delivers three full bedrooms, each with its own ensuite, a full den/office, separate powder room, full coat closet, pantry, and 10' ceilings. With over $180,000 in upgrades throughout. Every inch accounted for. The floorpan was reconstructed to ensure you have a proper laundry room and more storage. The outdoor space bridges the gap between a backyard lifestyle and the simplicity of condo living. Enjoy a large west-facing balcony with gas BBQ hookup plus a private rooftop terrace featuring a pergola, 6-seater hot tub w/ BT speakers, and front row seats to the sunset. No towers looking down. Real privacy. Parking is unmatched with three underground spaces (not tandem), all with EV rough-ins. Nearly impossible to find at this valuation. Only 83 units in the building, with amenities including a shared rooftop deck, social/party room, fitness studio two floors below, and 24-hour security. Ideal for a lock-and-leave lifestyle. One block to groceries and Trafalgar Community Centre, and approximately a 15 minute walk to downtown Oakville, the harbour, and top-rated restaurants. You will not find this size, outdoor space, and three parking at this valuation. The dollar-per-square-foot value is exceptional. This is a lifestyle upgrade for buyers who want space, privacy, and flexibility without the maintenance of a detached home.More details
Welcome to unit 415 at 55 Speers Road — a bright, modern 1-bedroom plus den condo offering a thoughtfully designed open-concept livings pace plus two private balconies for added outdoor enjoyment. Perfectly located in the heart of Oakville, this home blends comfort, convenience, and style. Step inside to discover a sleek kitchen outfitted with stainless steel appliances, rich cabinetry, and granite countertops, seamlessly flowing into the living and den areas. The large living room opens onto one of two private balconies, offering the perfect spot for morning coffee or evening relaxation. The bedroom features its own private balcony, a walk-in closet, and easy access to the 4-piece bath. Additional highlights include in-suite laundry and a spacious foyer and a pet friendly building. This unit includes 1 owned parking spot and 1 owned locker. Building Amenities Include, Fully equipped fitness centre, Indoor swimming pool, hot tub, sauna, party room, dining/meeting spaces, theatre/media room, elegant lobby with concierge service, roof top patio with BBQ, visitor parking and secure bike storage. Situated just steps from the Oakville GO Station, trendy shops, dining, and waterfront parks, 55 Speers Road offers an unbeatable lifestyle. Quick highway access makes commuting effortless, whether heading into Toronto or exploring the beauty of Halton Region. Whether you're a first-time buyer, downsizer, or investor, this vibrant unit gives exceptional value and an incredible opportunity to live in one of Oakville’s most convenient communities.More details
Wake up to tranquil water views in this refined penthouse,where comfort, craftsmanship, and location come together seamlessly.Overlooking the serene waters of Sixteen Mile Creek and views of Lake Ontario,this renovated residence has been thoughtfully redesigned to create a warm and inviting home with timeless finishes and a smooth flow. Inside,elegant engineered hardwood flooring runs throughout the space along with travertine marble in the foyer and kitchen.The updated kitchen is both beautiful and functional,featuring custom cabinetry with under-cabinet lighting,a new updated backsplash,and high end SS appliances.The Great Room and Dining Area boast soaring 9-ft ceilings and a cozy gas fireplace,creating an atmosphere that truly feels like home.With access to two balconies, you can step outside to enjoy uninterrupted views of Sixteen Mile Creek,an ideal setting for morning coffee or quiet evenings.Just off the living area, a versatile den offers flexibility for a home office, gym,or playroom w/ doors for privacy.This thoughtfully designed unit includes a two bedroom split floor plan.The spacious primary suite features a generous walk-in closet and a five-piece ensuite bathroom.The second bedroom also offers a walk-in closet, 4 pc ensuite bathroom, and a walkout to the balcony—perfect for unwinding before bed while enjoying peaceful views. A 2 pc powder room, laundry closet with stackable Bosch W/D & plenty of storage complete the Suite.
Offering over 1,400 sq ft of living space,this penthouse includes two premium parking spaces, a locker, and access to outstanding building amenities,incl. an indoor pool, gym, hobby room, & party space—completing this exceptional lifestyle.
Ideally positioned in Old Oakville, it's just steps from the Go Train and a 30-minute commute to downtown Toronto and easy access to the highway. Plus, you're just a short stroll away from Whole Foods and downtown Oakville's shops and restaurants.
Move in and enjoy!More details
Set on a quiet, tree-lined street in the highly sought-after College Park community, this meticulously maintained 4-level sidesplit offers space, privacy, and versatility on a generous 60’ x 125’ mature lot. A welcoming interlock walkway and newer front door lead into a bright, airy main level where gleaming hardwood floors and natural light set the tone for comfortable everyday living. The heart of the home is the well-appointed kitchen, featuring solid wood cabinetry and stainless steel appliances, seamlessly connected to the main living spaces—ideal for both family life and entertaining. Upstairs, three spacious bedrooms with original hardwood floors provide peaceful retreats, complemented by a full 4-piece bathroom. A standout feature is the separate exterior entrance to the lower level and finished basement, offering exceptional flexibility for multi-generational living, a home office, or potential in-law suite. The finished recreation room, private den, additional bedroom with new closet organizers, and 2-piece bath create a functional and inviting extension of the home. Step outside to a large, fully fenced backyard with both a deck and stone patio—perfect for summer gatherings and quiet evenings alike. A double-wide driveway with parking for up to six vehicles, plus a single-car garage, adds rare utility and convenience. Ideally located within the White Oaks Secondary School IB boundaries and close to top-rated French immersion schools, Sheridan College, trails and parks. This commuter-friendly location is minutes from the Oakville GO Station and major highways. This home delivers the perfect balance of suburban tranquillity and urban connectivity. A truly versatile property in one of Oakville’s most established and desirable neighbourhoods. *Some photos virtually staged*More details
Welcome to Unit 601, a spacious corner unit in the Oak Hill Condos of Oakville, located at 20 Speers Rd between the banks of Sixteen Mile Creek and the energy of Kerr Street. This 3-bedroom, 2-bath end-unit condominium offers approximately 1,240 sqare feet of well-proportioned living space and exceptional value-add potential. The layout is a standout, featuring a kitchen with breakfast bar, a spacious dining area, and a sunken living room with gas fireplace—an ideal canvas for a modern refresh. Sliding doors lead to an oversized west-facing balcony, providing sunny afternoon exposure and excellent indoor-outdoor flow. With strong bones and a functional floor plan, this unit presents an excellent opportunity to update finishes and add immediate equity. Major mechanical upgrades are already in place, including energy-efficient windows and a sliding balcony door installed approximately two years ago, enhancing natural light while improving energy efficiency. The end-unit configuration further adds privacy and brightness rarely found in comparable units. The building offers ample above-ground guest parking and amenities that many newer developments lack. Renovations to common areas and hallways are scheduled for this year, supporting future value and overall building appeal. Exceptionally located, the property is a 10-minute walk to Oakville GO/VIA Rail, a 5-minute drive to the QEW, and steps to Kerr Street’s growing collection of shops, cafés, and restaurants. Downtown Oakville is less than a kilometre away, offering waterfront trails, fine dining, and boutique shopping. An ideal opportunity for buyers seeking space, location, and the ability to create their own modern Oakville home.More details
Welcome to Windemere Manor at 205 Lakeshore Rd W. Oakville. This Art Deco inspire boutique residence has only 33 suites and is located in one of Oakville's most sought after neighborhoods. Suite 409 offers over 2200 sq/ft of luxury living space. This corner unit, with floor to ceiling windows, allows for sun filled rooms through out the space. Thoughtfully designed, the open concept floor plan is ideal for entertaining. Easy flow from formal living room to dining room to chefs kitchen. Living room features fireplace, built-in cabinets, crown molding and coffered ceilings. Stunning kitchen with custom white cabinetry, tiled backsplash and over sized island with waterfall edge solid surface counter top. Pamper yourself in the sprawling primary bedroom with walk in closet, ensuite and private balcony. The quality finishes and attention to detail extend through out the suite. Stylish bathrooms feature custom cabinetry, and glass showers. Flexible floor plan allows for 4 bedroom use or 3 bedroom + den/home office. Amenities include fitness center, party room, library, boardroom, sauna, and roof top patio with impressive views. Short walk to Lake Ontario, trails, parks, shopping and downtown Oakville. Two underground parking spots, two lockers.More details
Discover a rare opportunity at 276 Lakeshore Road West in prestigious Southwest Oakville. This well-cared-for detached bungalow offers two bedrooms, one full bathroom, and a versatile flex room with potential for a third bedroom. Recent improvements include a stylish kitchen update (2023) and new laminate flooring (2024).
The inviting main living area features vaulted ceilings and a cozy fireplace, while the partially finished basement and generous rear addition provide excellent potential to customize or expand. The private backyard, framed by mature trees, offers a peaceful outdoor retreat.
Surrounded by newly built luxury residences, the home sits on an impressive 75 x 120 ft lot—ideal for renovation, expansion, or a custom build. Just steps to Lake Ontario, scenic trails, downtown Old Oakville, and Appleby College, this exceptional location blends lifestyle, convenience, and long-term value.More details
Valley views from your balcony anyone? Have you been waiting for the right size, right location and right price condo to downsize into. Your opportunity is here with 60 Old Mill suite 205, in Oakville. Ask around and discover that this building is well run, well maintained, well located and highly touted by Retirees and Commuters alike. This sought after building is located directly adjacent to the Oakville GO Station where you are minutes walk from grocery, drugstore, LCBO and a short commute to anything downtown Toronto has to offer. Locally a short stroll will take you to Kerr Village or Downtown Oakville with their abundance of restaurants, pubs, lakeside walks and overall charm. Situated on the quiet side of the building, just one floor up from the well-appointed Lobby this minimizes your walk or elevator ride. This Sagewood model is 970 square feet with two good size bedrooms, two full four piece bathrooms and a separate den used as a dining room. The building boasts superior amenities with indoor pool, exercise, games and party rooms. The underground parking spot is located just steps from the elevator access with the included locker on the same level. This suite, never before offered for sale, has new paint, window and floor coverings and is available immediately for you to start off 2026 where you need to be. Act fast to not miss out.More details
Location! Location! Welcome to 1319 Greeneagle Drive nestled in the sought after Gated community of Fairway Hills. Quiet cul-de-sac plus granted access to 11 acres of meticulously maintained grounds. Backing onto the 5th fairway offering breathtaking views as soon as you walk in. This spectacular family home has been extensively renovated with well over 300K spent by the current owners. Painted throughout in crisp designer white, smooth ceilings, over 170 pot lights, updated 200amp panel, new shingles, skylight + insulation, stone driveway and walkway, commercial grade extensive home automation system with security/smart locks, EV ready and smart closet designs. The lower level has been professionally finished with a rec room, 5th bedroom, full washroom, gym and a fantastic pantry/storage room. The primary suite has been transformed to create his and hers closets and a spa- like ensuite with heated floors, glass curb less shower and soaker tub. Entertainers backyard with large deck and heated in ground pool. Close to top rated schools, hiking in the 16 mile trail system, shopping and highway access. Move in and enjoy!More details
Set on a quiet, tree-lined street in one of Oakville's most established and evolving neighbourhoods, 294 Southview Road offers an exceptional location defined by lot quality, walkability, and long-term value. Situated just north of Rebecca Street, this West Oakville address is surrounded by a mix of original homes and high-quality custom builds, reflecting the area's steady transition and strong redevelopment appeal. The property sits on a generous, pool sized south/western exposure 60' x 141' rectangular lot, a highly desirable footprint in this pocket, providing flexibility for future development or expansion. Current structure houses 3 Bedrooms and 2 full bathrooms with potential for 2 units with side entrance. The street is exceptionally well connected. Residents enjoy quick access to downtown Oakville, the harbour, and the lakeshore, while remaining moments from everyday amenities including grocery stores, cafes, libraries, parks, and places of worship. Commuters will appreciate the proximity to major transit routes and the ease of access to QEW, Highway 403, and nearby Oakville GO Station, making travel throughout the GTA efficient and convenient. Public transit options are also close at hand, reinforcing the location's appeal for both end users and rental strategies. This neighbourhood is particularly attractive to builders and developers seeking well-sized lots in an area where new construction continues to enhance streetscape value. At the same time, the location supports alternative visions such as a thoughtfully updated single-family home or a potential two-unit configuration, appealing to those looking for long-term rental income or multi-generational living. Newly constructed neighbouring 3500-4000sf homes. Surrounded by mature trees, established infrastructure, and strong resale demand, Southview Road represents a rare opportunity to secure land in a proven, central Oakville location where lifestyle, convenience, and future intersect.More details
Listed by RE/MAX PROFESSIONALS INC DUNDAS STREET WEST
Freehold executive townhome living just steps from everyday amenities, downtown Oakville, and the lake! Offering 3 bedrooms and 3 bathrooms across 3100+ total square feet, this beautifully designed residence is ideal for right-sizers, professionals, or modern families seeking a low-maintenance lifestyle without sacrificing space or comfort. Rarely offered features include a private elevator, parking for four vehicles (including an attached double garage), and multiple outdoor living spaces. Luxuriously finished throughout with rich hardwood floors, quartz countertops, custom millwork, and two fireplaces, the home delivers a refined, boutique-hotel feel. The main level is designed for entertaining, featuring a formal dining room, gourmet kitchen with chef-grade appliances, and a living room that walks out to a large terrace - perfect for summer barbecues. Indoor-outdoor living continues above with both north and south-facing rooftop terraces, ideal for morning coffees or sunset cocktails. The second level offers two spacious bedrooms, a beautifully appointed main bathroom, and convenient laundry. The entire third floor is dedicated to a serene primary retreat with dual dressing rooms and a spa-inspired five-piece ensuite showcasing a statement freestanding tub and stunning tilework. The finished lower level provides a versatile flex space ideal for a media room, home office, or gym. Enjoy a Saturday morning stroll to Kerr Street Café, window shopping downtown, or lakeside walks with your dog. This exceptionally walkable location is also moments from the Oakville GO Station and the QEW, making commuting and Toronto events effortless. 216 Rebecca Street isn’t just a home - it’s a (fabulous) lifestyle!More details
Introducing a bright, corner suite with a wrap-around balcony at 55 Speers Road Unit 1103, 830 sq. ft. of thoughtfully finished living in the heart of Oakville. Freshly painted with new trim, this turn-key residence feels crisp, inviting, and move-in ready the moment you step inside. The open-concept kitchen and living area are wrapped in floor-to-ceiling glass, drawing in natural light and extending your everyday living onto an outdoor balcony that spans the corner, perfect for morning coffee or sunset unwinds.
The primary bedroom features a walk-in closet and an upgraded 3-piece ensuite, offering a quiet retreat with quality finishes. A versatile second bedroom includes convenient Murphy bed inside custom built-in for streamlined storage or a refined home office setup. A full 4-piece main bathroom and in-suite laundry add ease to daily life.
Practicality shines with two owned parking spaces and a dedicated locker, an uncommon and welcome convenience. The building’s location places you moments from shops, dining, transit, and Oakville’s waterfront, with quick access to the GO and major routes for effortless commuting.
Professionally presented and impeccably maintained, Unit 1103 pairs style with function, clean lines, natural light, and smart upgrades, delivering a polished condo experience that stands out. If you value move-in readiness, bright modern living, and rare two-car parking, this is the one to see.More details