Upper Middle & Trafalgar Real Estate for Sale

Originals owners! Welcome to 2026 Golden Briar Trail, a spacious and beautifully maintained detached home in one of Oakville's most established family friendly communities. Offering over 3,100 sq. ft. above grade, this home delivers the space, layout and flexibility today's families are looking for. Freshly painted and move in ready, the main level features bright, generous principal rooms, hardwood flooring, a dramatic open to above foyer and an impressive curved staircase that gives the home real character. The living and dining areas offer plenty of room for entertaining, while the large eat in kitchen provides an abundance of cabinetry, counter space, stainless steel appliances and a functional layout for everyday family living. Upstairs, you'll find 4 spacious bedrooms, including an oversized primary retreat with excellent closet space and a private ensuite. The additional bedrooms are all well proportioned, making this an ideal home for growing families, guests or work from home needs. The finished lower level adds even more living space with 3 additional bedrooms, 2 bathrooms and a second kitchen, creating incredible flexibility for extended family, multi generational living, older children, guests or additional recreation space. Outside, enjoy a private, fully fenced backyard with mature landscaping, a large lawn and deck, perfect for summer entertaining, kids and pets. A double car garage and wide driveway complete the home. With 4+3 bedrooms, 3+2 bathrooms, 1+1 kitchens and over 3,100 sq. ft. above grade, this is a substantial Oakville home with the kind of space that is becoming harder to find.

TLC & RENOVATION OPPORTUNITY - CREATE THE CONDO YOU'VE BEEN DREAMING OF! Welcome to The Oaks Condominium, a highly sought-after community ideally located with Morrison Valley right in your backyard and Agrove Park at your side, offering an exceptional setting surrounded by beautiful walking and hiking trails. This spacious 3-bedroom, (or 2-bedroom + den), approximately 1,200 sq. ft. condo offers an excellent floor plan and plenty of potential - but it does require TLC and renovation. For the buyer with vision, this is an exciting opportunity to transform the existing space into a spectacular, personalized condo suite. The generous layout features a separate dining room and a large, sunken living room with walkout to a spacious balcony - an ideal space for relaxing, entertaining or enjoying the surrounding greenery. The primary bedroom offers a walk-in closet and convenient 2-piece ensuite bath, while the second and third bedrooms feature generous closets and bright windows. Parquet flooring thru-out. Additional features include ensuite laundry and storage, one exclusive underground parking space ( B62) and one private locker (#71). The building offers an impressive array of amenities, including a fitness room, party room, library, indoor pool, sauna, billiards room, golf driving room, woodworking shop and craft room. The beautifully maintained grounds include a charming gazebo and provide a peaceful, welcoming setting. Conveniently located close to the QEW, parks, shopping, GO Transit and public transportation, this is an ideal location for both lifestyle and convenience. Please note: This unit is being offered as a renovation opportunity and requires updating/TLC. Bring your ideas, creativity and vision and create a home that reflects your own style and taste. Non-smoking building. Cats permitted; no dogs. See attached floor plan. Status Certificate has been ordered.

Welcome To One of Falgarwood's Most Exceptional Properties, Perfectly Positioned on a Premium 75' X 150' Ravine Lot Backing Directly onto Morrison Valley South. This Fully Renovated Four-Bedroom Executive Home Offers a Rare Blend of Luxury, Privacy, & Everyday Comfort. Surrounded by Mature Trees and Spectacular Ravine Views, Retreat to Your Own Backyard Oasis Where Nature Becomes Part of Your Everyday Lifestyle. The Beautifully Renovated Interior Showcases Rich Hardwood Flooring, Spacious Principal Rooms, and a Stunning Chef-Inspired Kitchen with Quartz Countertops, Stainless Steel Appliances, and a Large Centre Island. The Inviting Family Room with a Gas Fireplace Overlooks the Breathtaking Ravine. While the Upper-Level Features Four Generous Bedrooms, including a Luxurious Primary Retreat with a Spa-Inspired Ensuite, Walk-In Closet, Vaulted Ceiling, & Gas Fireplace. The Professionally Finished Walk-Out Basement Adds Exceptional Living Space with a Theatre Room, Gym, And Direct Access to Your Private Outdoor Retreat. Unwind in the Heated Inground Pool with Waterfall, relax in the Hot Tub, Entertain on The Expansive Patios, or Simply Enjoy the Peace & Tranquility of One of Falgarwood's Most Coveted Ravine Settings. Minutes to Top-Rated Schools, Parks, Trails, Sheridan College, GO Transit, Shopping, & Major Highways. A Truly Rare Opportunity in One of Oakville's Most Desirable Neighbourhoods.

Imagine starting your morning with the lake on the horizon and ending the day watching the sky change over the escarpment. This bright 8th-floor corner suite offers a rare sense of openness, with floor-to-ceiling windows wrapping around 1,270 sqft of living space and views that become part of the experience of being at home. The generous 2-bedroom, 2-bathroom layout feels comfortable and easy, with plenty of room to settle in, entertain or simply enjoy the natural light and ever-changing outlook. The kitchen opens up to the full size dining room and living room. A large walk-in closet in the primary bedroom, in-suite laundry, updated flooring and lighting make the home feel polished and ready to enjoy. Outside your door, mature trees and landscaped grounds create a peaceful setting at the end of a quiet cul-de-sac. The well-managed building has undergone extensive updates, including a renovated lobby hallways and mailroom, new elevators, and refreshed common spaces with a library, fitness room and social room with full kitchen. And while home feels tucked away, everyday conveniences are remarkably close - Oakville GO, Oakville Place, groceries, transit and extensive walking trails are all nearby. A home that gives you space, light, quiet and a view worth coming home to. One parking and locker included! EV spots available.

Some homes are found. This one is discovered. Tucked away on one of Falgarwood's quietest streets, surrounded by mature trees, new builds and walking trails, 1277 Hillview Crescent is Oakville's best kept architectural secret: a custom residence with 4,725 sq ft, 5 bedrooms and 7 bathrooms. Main floor: 11.5 foot ceilings, double-height foyer, 4 skylights, floor to ceiling glazing, and 10 foot aluminum front door with 3 point locking system. Large format sintered stone flows from exterior façade through main floor, basement/front porch, with sintered stone countertops/fireplace surrounds, extensive custom millwork, integrated doors with concealed hinges, and imported European doors with concealed hinges. Main floor office suite has ensuite and separate exterior access for private office, guest suite or fifth bedroom. Solid iron staircase with open risers and crystal clear glass treads has integrated LED lighting at every step and handrail; visible through expansive walls of glass, an architectural centrepiece visible from interior/exterior. Upstairs: primary bedroom with hidden closet and custom stone sink ensuite; 2 additional bedrooms, each with its own 3 piece/4 piece ensuite and integrated custom closets; dedicated laundry room, 19mm engineered hardwood, nearly double standard thickness, throughout. Lower level: glass enclosed gym with shock absorbing rubber flooring, custom built-in infrared sauna, media room ready for theatre addition, guest suite with 3 piece ensuite, second 2 piece bathroom, and second washer/dryer. Also: enhanced basement insulation, added sound insulation and insulated doors at every bedroom, triple glazed aluminum windows, 2 independent air conditioning zones, built-in interior/backyard audio, full smart home integration with electric blinds, commercial grade garage door opener, and provisions for future second floor terrace off primary bedroom. Architectural statement, perfected down to the last detail, waiting to be discovered.

Tucked into a canopy of mature trees, this exceptional END UNIT townhome offers a level of privacy and outdoor living rarely found in the city. Set within the sought-after Treetop Estates community, this 3-bedroom, 2.5-bathroom home offers 1,425 sq. ft. plus a finished walk-out lower level, all surrounded by lush greenery and scenic walking trails.Thoughtfully designed across multiple levels, the home features a spacious family room with a walk-out to the private, tree-lined backyard. Three distinct outdoor spaces provide endless opportunities to entertain or unwind, including an impressive private rooftop terrace overlooking the treetops - a peaceful retreat with beautiful views of the surrounding grounds.Enjoy a secluded, nature-filled setting without sacrificing convenience, just minutes from Sheridan College, Oakville GO, Oakville Place, shopping, restaurants, schools, transit and major highways. A truly unique opportunity offering space, privacy and exceptional outdoor living in the heart of Oakville.

Over $600K spent on a complete top-to-bottom renovation! Welcome to this exceptional bungalow in one of Oakville's most sought-after neighbourhood. This stunning 2+2 BR, 3.5 bathroom home has been completely renovated from the studs with no detail overlooked, offering the perfect blend of luxury, comfort & peace of mind. Step inside to a bright, open-concept layout featuring new engineered hardwood flooring on main, premium vinyl flooring in the basement, tiled front entrance & kitchen, over 40 pot lights, designer lighting T/O & a breathtaking custom kitchen with 2-tone cabinetry, waterfall quartz island, quartz countertops, marble tile backsplash & black S/S Samsung smart appliances. The spacious primary retreat features a custom walk-in closet & a luxurious ensuite, while every bathroom has been beautifully redesigned W/premium tile, modern vanities, stylish fixtures & wall-hung vanities & tankless smart toilets. Beyond the stunning finishes, every major component of the home has been replaced, including all new framing, insulation, drywall, electrical wiring, upgraded 200-ampelectrical service, all new plumbing, reinforced & sealed sewer line, owned tankless high-capacity water heater, new air conditioning unit, updated HVAC ductwork, custom closets, trim, mouldings, switches, outlets, doors, handles & hardware. Step outside through the oversized 8-foot sliding patio door to your private backyard oasis featuring a large elevated composite deck with sleek glass railings, 12X16 aluminum gazebo, tranquil pond, brand new 8-person hot tub, interlock stone patio & new fencing, creating the perfect space for relaxing or entertaining. The exterior has also been completely transformed W/new insulation, modern stucco finish, all new high-efficiency windows, new front entrance door & new garage door, offering exceptional curb appeal. A rare opportunity to own a truly turnkey home where every inch has been thoughtfully renovated with quality craftsmanship & premium finishes

Welcome to Sovereign II and this exceptional ground-floor suite at the end of a quiet cul-de-sac with ravine views & trails. This sun-filled 3-bed, 3-bath condo's floor plan flows beautifully. Two generous bedrooms each feature a walk-in closet & 4-piece ensuite; plus third bedroom that provides a lovely guest room or den. Floor-to-ceiling windows in living room & primary bedroom. Generous living & dining areas provide the perfect setting for both everyday living & entertaining. Exceptional value is found in the comprehensive maintenance fees, which include building insurance, common elements, parking, water, heat from building to in-suite heat pump, high-speed internet & basic cable. Amenities include fitness centre, sauna, party room, visitor parking; indoor pool (currently being renovated). Perfectly positioned near Oakville Place, Sheridan College, Hwy 403/QEW and GO Station. Within minutes to Downtown Oakville's restaurants & shops. A rare and compelling opportunity not to be missed.

Welcome to this exceptionally spacious 1-bedroom condominium in the heart of Oakville's established College Park community. Offering an impressive 968 sq. ft. of living space, this bright corner suite features desirable east and south exposures, providing abundant natural light and a comfortable layout rarely found in today's condos.Step inside and immediately appreciate the generous proportions and functional design. The spacious living and dining areas provide plenty of room to relax, entertain, or create a dedicated work-from-home space. Continue into the eat-in-kitchen, offering ample cabinetry and everything needed for comfortable everyday living.The generously sized bedroom provides a peaceful retreat, while the full bathroom and convenient in-suite laundry add to the suite's functionality. An enclosed balcony extends the living space and offers a versatile spot to enjoy throughout the seasons. An exclusive locker and one underground parking space provide additional convenience.Residents enjoy access to building amenities including an exercise room, games room, elevator, and visitor parking. With the suite currently vacant and immediate possession available, buyers can move in and make it their own without delay.Ideally situated close to parks, playgrounds, schools, shopping, public transit, Sheridan College, and everyday amenities, this location offers excellent accessibility throughout Oakville and beyond. Whether you're a first-time buyer, downsizer, or investor, this spacious condo presents an excellent opportunity to own in a convenient and well-established Oakville community. Condo fees include telephone, cable, heat, water, high speed internet & common elements. Photos are virtually staged.

Welcome to this condo in the heart of Oakville, offering the perfect blend of comfort and convenience. This bright suite features a spacious open-concept layout with generous principal rooms, large windows that fill the home with natural light, and a functional floor plan designed for everyday living. The kitchen offers ample cabinetry and workspace. The spacious main bedroom features generous closet space and ensuite washroom. The second bedroom features the well-appointed bathroom add to the home's practicality. Situated close to shopping, restaurants, parks, public transit, major highways, and Oakville GO Station, this condo offers exceptional value for first-time buyers, downsizers, or investors alike. Centrally located, this is an excellent opportunity to enjoy living in one of Oakville's most established communities.

Welcome to 358 Erin Street, ideally situated directly across from Sheridan College and just minutes from Downtown Oakville and the waterfront. Tucked away on a quiet cul-de-sac in the desirable Falgarwood community, this 3-bedroom, 2.5-bathroom home offers a wonderful combination of comfort, space and location. Beautifully maintained and filled with natural light, the home features spacious principal rooms, a functional kitchen and dining area, and an inviting family room with a cozy wood-burning fireplace and walk-out to the backyard with a two-tier deck. Upstairs, the generous primary bedroom offers a private ensuite and walk-in closet, complemented by two additional well-sized bedrooms. A finished basement provides additional living space, while the attached garage and main-floor laundry add everyday convenience. Enjoy being steps from Sheridan College and minutes from Downtown Oakville, the waterfront, parks, shopping, schools, transit and major routes. An exceptional opportunity to own a well-maintained home in one of Oakville's desirable locations.

Welcome to 1353 Ripplewood Ave, a beautiful sun-filled home in the highly sought-after Rural Oakville community. Featuring a functional layout with soaring ceilings on the main floor, an open-concept great room with gas fireplace, and a spacious kitchen with granite countertops. The large breakfast area overlooks the backyard, creating the perfect space for family gatherings. Hardwood flooring throughout, a spacious primary bedroom with 5-piece ensuite and walk-in closet, separate main floor office/den, and convenient mudroom with garage access. Ideally located close to hospitals, parks, schools, shopping, and major highways. A wonderful opportunity for families seeking comfort, space, and convenience.

Welcome to this spectacular 2-storey detached home nestled on a quiet, family-friendly crescent in Oakville's sought-after Falgarwood neighbourhood. Beautifully updated from top to bottom, this turnkey residence offers over 2,570 sq. ft. of finished living space, combining timeless elegance with modern comfort. Situated on a 50 x 100 ft. lot (as per GeoWarehouse Report), this exceptional property offers generous outdoor space and outstanding curb appeal.The sun-filled main floor features wide-plank hardwood flooring, pot lights, spacious principal rooms, and an open-concept layout perfect for everyday living and entertaining. The designer kitchen boasts custom cabinetry, premium countertops,SS appliances, and a bright breakfast area overlooking the private, fully fenced backyard complete with a large custom deck and gazebo.Pet-friendly home with minimal-maintenance living, featuring a beautifully turfed backyard that's perfect for pets and outdoor enjoyment. The main floor offers a convenient 2-piece powder room, while the second level features two spacious 5-piece bathrooms. The finished basement includes an additional 3-piece bathroom, providing excellent convenience for family and guests.The impressive upper level showcases a luxurious primary suite addition (2022), featuring a private home office, sitting area, electric fireplace, wine fridge, bar sink, custom walk-in closet, and a spa-inspired 5-piece ensuite. Two additional generously sized bedrooms .The professionally finished lower level offers a cozy rec room with built-in cabinetry and an electric fireplace, a dedicated gym area, an updated 3-piece bathroom, laundry room, , and a private fourth bedroom-ideal for guests, in-laws,. Ideally located just steps minutes to the QEW, GO Station, Whole Foods, Oakville Place, parks, shopping, this exceptional home delivers luxury, convenience, and an unbeatable lifestyle in one of Oakville's most desirable communities.A rare opportunity not to be missed.

A Rare Oakville Ravine Retreat! Nestled On An Exceptional Pie-Shaped Lot With Approximately 145' Depth, This Unique Property Offers Stunning Ravine Views From Both The Rear And One Side, Creating A Private, Park-Like Setting Surrounded By Nature And Tranquility. Featuring A Rare Triple-Car Garage Plus Parking For 4 Additional Vehicles, This Home Offers Exceptional Parking And Flexibility Rarely Found In Oakville. The Spacious Layout Includes 4+1 Bedrooms, A Functional Floor Plan With Generous Principal Rooms, A Maple Kitchen With Granite Countertops And Centre Island Overlooking The Dining Area, Hardwood Floors, Main Floor Laundry, And An Abundance Of Natural Light Throughout. The Fourth Bedroom Can Easily Be Converted Back To Its Original Configuration To Suit Your Family's Needs. Enjoy A Fully Fenced Backyard Oasis With Beautifully Landscaped Grounds And A Heated Inground Pool, Perfect For Entertaining Or Relaxing While Surrounded By Breathtaking Ravine Views. Ideally Located Within Walking Distance To Sheridan College, Scenic Ravine Trails And Parks, And Situated In The Highly Sought-After Iroquois Ridge High School District, One Of Oakville's Top-Ranked Secondary Schools. A Rare Opportunity To Own A Truly One-Of-A-Kind Home Combining Privacy, Nature, Exceptional Parking, And An Outstanding Location.

Stunning Fully Renovated South-Facing Corner Suite with Serene Greenspace Views. Presenting a truly exceptional opportunity to own a beautifully renovated south-facing corner unit overlooking picturesque greenspace. Offering an abundance of natural light and tranquil views, this rare residence combines modern luxury with an unbeatable Oakville location. Spanning approximately 1,269 sq. ft., this spacious condominium features 2 generously sized bedrooms and 2 fully renovated bathrooms. Every detail has been thoughtfully updated in 2024 with high-quality finishes throughout. Highlights include: Smooth ceilings and luxury vinyl flooring throughout the entire unit. A completely redesigned kitchen featuring raised ceilings, LED pot lights, custom cabinetry, and brand-new stainless steel appliances purchased during the renovation. Bright and spacious primary bedroom enhanced with LED pot lighting. Two beautifully renovated bathrooms showcasing modern vanities and faucets, American Standard toilets, elegant tile flooring and shower walls, a frameless glass walk-in shower, and premium finishes throughout. Located in a meticulously maintained condominium community in the heart of Oakville, this home offers exceptional convenience with easy access to the QEW, GO Transit, Sheridan College, and is ideally situated between both Uptown and Downtown Oakville. Rarely available, this remarkable corner suite offers peaceful natural surroundings, extensive top-to-bottom renovations, and outstanding value-an exceptional place to call home.

This bright and well-kept 2-bedroom, 2-bathroom unit offers over 1,200 sq. ft. of comfortable living space in an exceptional ravine-side setting. Flooded with natural light, this functional and well-appointed floor plan features expansive windows that fill the home with natural light throughout the day, creating a warm and inviting open-concept living and dining space while framing beautiful forest views. Backing onto the scenic McCraney Valley Trail, this home offers a peaceful setting surrounded by nature. The spacious eat-in kitchen provides a welcoming space for everyday meals and entertaining. The sunroom, conveniently accessible from both the living room and second bedroom, features an expansive window overlooking the treetops, creating a peaceful space to relax, work, or enjoy the surrounding natural beauty. The spacious, sun-filled primary bedroom features a large walk-in closet and a private ensuite bathroom, while the second bedroom is conveniently located near a full bathroom, providing comfort and privacy for family or guests. Enjoy premium building amenities, including a fitness centre, party room, library, Bell Fibe TV, high-speed internet, and water, all included in the maintenance fees. Located just steps from scenic trails and minutes from major highways, shopping, and downtown Oakville, this exceptional ravine-side residence offers the perfect blend of nature and convenience.

Fully renovated and flooded with natural light, A functional and well-appointed floor plan featuring contemporary finishes, Rarely offered and backing onto the scenic McCraney Valley Trail, this exceptional ravine-facing condo showcases breathtaking, unobstructed forest views from every room. Expansive windows flood the home with natural light throughout the day, creating a bright and inviting open-concept living and dining space. Elegant diagonal-laid flooring flows throughout the home, while the kitchen showcases diagonally installed tile, adding architectural interest, a custom touch, and a sophisticated designer feel. The spacious chef-inspired kitchen features stainless steel appliances, a contemporary tile backsplash, and a rare picture window overlooking the treetops-offering a truly picturesque setting for everyday living and entertaining, The sunroom conveniently accessible from both the living room and primary bedroom, showcases an expansive window overlooking the treetops, creating a peaceful space to relax, work, or enjoy the surrounding natural beauty, Enjoy premium building amenities, including a fitness center, party room, library, Bell Fibe TV, high-speed internet, and water, all included in the maintenance fees. Located just steps from scenic trails and minutes from major highways, shopping, and downtown Oakville, this exceptional ravine-side residence offers the perfect blend of nature and convenience. The spacious, sun-filled primary bedroom features a large walk-in closet to accommodate all your wardrobe needs. Both bathrooms have been beautifully updated with custom-made vanities and mirrors, completing this move-in-ready home.

Wonderful Renovated 2 Br., 2 Bathroom Corner Penthouse Unit! 1 Underground Parking and 1 Large Locker! Kitchen and Bathrooms Have Been Renovated. Laminate floors Throughout. Stunning Views Overlooking Stream, Ravine and Treetops with Sunny Southern Exposure! Bright Spacious Unit! Primary Br. has Walk-In closet and 3 Piece En suite! Quiet Serine Location! situated on a Cul-de-sac! Walking distance to Sheridan college, Next to Oakville Place shopping Center. Minutes to Oakville Go, Hwys QEW, 403 and 407. Maintenance Includes High Speed Internet and Cable TV.

This beautifully maintained 4-bed, 3.5-bath family home situated on a premium ravine lot backing onto protected greenspace, offering exceptional privacy with no rear neighbours & peaceful natural views. Located in one of Oakville's sought-after family-friendly communities, this home is just min to Oakville Trafalgar Memorial Hospital, parks, shopping, top-rated schools, & major highways. Designed with both comfort & functionality in mind, this move-in ready home features 10-foot ceilings on the main floor, hardwood flooring throughout, neutral décor, & a thoughtfully designed layout. The main flr office provides the ideal work-from-home space, while additional sound insulation enhances everyday comfort. The open-concept living & dining rms are anchored by a striking three-sided gas fireplace & flow seamlessly into the spacious kitchen, featuring quartz countertops, stainless steel appliances, a centre island, ample cabinetry, & a bright breakfast area with walkout to the backyard deck. The living rm overlooks the private ravine setting, creating a beautiful backdrop for everyday living. Cat6 ethernet connectivity is also available in the living rm. A standout feature of this home is its upgraded bdrm configuration, offering the rare benefit of two ensuite bdrms on the second level. The spacious primary suite features a raised ceiling & a luxurious 5-piece ensuite complete with a separate glass shower, soaker tub, & double vanity. A secondary bedroom enjoys its own private 3-piece ensuite, ideal for guests, older children. Two additional bedrms, both with Cat6 ethernet connectivity, share access to the main family bathroom. second-floor laundry completes the upper level. The unfinished basement provides a blank canvas for future customization & additional living space. Offering a premium ravine setting, an upgraded floor plan with two ensuite bath, & a highly desirable location close to every amenity, this family home is ready for its next owners to move in & enjoy.

An exceptional opportunity to own a luxurious one-floor condominium in the prestigious North Morrison House, an exclusive low-rise boutique building with only 15 units. Built by the renowned Dawn Victoria Homes, this three-story residence boasts impressive curb appeal and is nestled within a serene, protected forest and valley, offering unparalleled privacy and tranquility. This rare and highly sought-after unit spans 1,920 square feet and features a thoughtfully designed open-concept layout ideal for both family living and entertaining. The suite includes two bedrooms, a versatile den (easily convertible to a third bedroom), and high-end finishes throughout. Key features include: Elegant interiors: coffered ceilings, 9-foot ceilings, and 6-inch baseboards in the living/dining room and front hall. Luxurious amenities: A double-sided gas fireplace (shared between the living room and den), extensive pot lighting, and crown molding in the living and dining areas. Gourmet kitchen: Equipped with stainless steel appliances and designed for the discerning chef. Quality craftsmanship: Hardwood flooring in the living, dining, bedroom, and den areas, along with custom closet organizers in both bedrooms. Spacious bathrooms: Designed with both functionality and luxury in mind. The pride of ownership is evident in every detail, making this move-in-ready condominium a true gem. Don't miss this rare opportunity to experience refined living in one of the most exclusive settings.