Upper Middle & Trafalgar Real Estate for Sale

A RARE FIND IN COLLEGE PARK! If you know College Park, you know it isn't often that you find a home with a 3-car garage, especially one with an additional garage door providing access to the backyard! Add a quiet, tree-lined street, a deep backyard and an excellent family location, and you have a super combination.This 3-bedroom home offers approximately 1,700 sq. ft. of comfortable living space, with 2 full bathrooms and 2 powder rooms. The main level features brand new Luxury Vinyl Wide Plank Flooring, while brand new carpeting has just been installed upstairs. Freshly painted on the first two levels.The Living and Dining Rooms both feature attractive bay windows. The sunken Family Room offers a floor-to-ceiling brick-faced fireplace, while the Kitchen and Breakfast Area open onto the irregular, approximately 133-foot-deep backyard. Enjoy an open view across neighbouring backyards rather than looking directly into other houses. A convenient main-floor powder room completes this level. Upstairs, the generous Primary Bedroom features a 4-piece Ensuite Bathroom and an oversized closet. Two additional well-sized Family Bedrooms, both with bay windows, and a 4-piece Family Bathroom complete the second level.The basement is already partitioned into a Recreation Room, Den, Utility Room and 2-piece Bathroom. It's ready for your finishing touches - just add the carpet! The roof, furnace and air conditioner have been recently replaced in 2022. Excellent schools are another bonus, including Sunningdale Public School (French Immersion), White Oaks Secondary School (International Baccalaureate), École Secondaire Gaétan-Gervais and Sheridan College. Oakville Place is also just minutes away, and it's an easy drive to the QEW. A rare 3-car garage, a great family layout, a deep backyard and an excellent College Park location... Come check it out!

Welcome to "The Oaks," an upscale lifestyle community featuring freshly updated, modern decorated hallways and an inviting main lobby. You do not want to miss this rare opportunity to own a premium corner unit boasting 1,200 square feet of spacious living with 3 full sized bedrooms and 2 bathrooms. Enveloped by expansive windows on two sides, this home is bathed in abundant natural light, creating a bright and cheerful ambiance throughout the day and spectacular sunsets in the evenings. Step out onto your generous private balcony, perfectly positioned with western exposure to offer magnificent, sweeping views of the lake and the escarpment.The primary suite serves as a true retreat, complete with a private ensuite and a spacious walk-in closet (which could be converted to a shower). The second and third bedrooms offer excellent closet storage, with the third bedroom enjoying its own charming Juliette balcony.The unit is complete with an upscale four-piece main bathroom. For ultimate convenience, the spacious in-suite laundry room comes with washer and dryer and extra storage cabinets. Residents can indulge in a wealth of premium on-site amenities, including an indoor pool, a sauna, a fully equipped exercise room, golf practice room, billiards room, dedicated woodworking and craft rooms. Enjoy community events? You can easily get involved via the social committee. A lavish backyard space overlooks a lush, wooded ravine, adjacent park with 8 km Morrison walking trail perfect for nature lovers.This unit includes one storage locker, one underground parking space, and plenty of visitor parking. Centrally located in the heart of Oakville, you are just moments away from premier shopping, medical facilities, local transit, Sheridan College, the GO and VIA stations, the QEW, and the international airport. EV charging stations.

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 facade through main floor, basement/front porch, with sintered stone countertops/fireplace surrounds, extensive custom millwork, integrated 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 with spa-like waterfall shower; 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.

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

PRIVATE, MUSKOKA-INSPIRED BACKYARD BACKING ONTO FORESTED GREENBELT! Beautifully upgraded 3-bedroom, 4-bathroom freehold townhome offering an exceptional blend of comfort, style and nature! The bright, open-concept main floor features impressive 9' ceilings and a spacious living/dining area flowing seamlessly into the newly renovated (2026) gourmet kitchen, complete with custom cabinetry and quartz countertops. The adjacent breakfast area walks out to a fully fenced, exceptionally private, Muskoka-inspired backyard overlooking a tranquil forested greenbelt - your own peaceful outdoor retreat! The second floor features 3 generously sized bedrooms, highlighted by a spacious primary retreat with a walk-in closet and private 4-piece ensuite bath. The professionally finished basement adds valuable living space, featuring an open recreation room with pot lighting, a convenient 2-piece bathroom, dedicated laundry area, top-of-the-line engineered laminate flooring and a separate play area for the kids! ADDITIONAL FEATURES & UPGRADES: Hardwood flooring throughout the main and second floors. Newly installed central air conditioning unit (2025), 4 bathrooms throughout. Fully fenced, private backyard backing onto forested greenbelt. Parking for 2 vehicles in the driveway. (No sidewalk out front) - maximizing driveway parking convenience! A wonderful opportunity to enjoy stylish, move-in-ready living with the added luxury of a private, nature-inspired backyard!

Welcome to this exceptional 2,998 sq. ft. residence in Oakville's coveted College Park/Falgarwood community. Meticulously maintained and set on an impressive 49 x 131 ft. lot surrounded by mature trees, this distinguished 4-bedroom, 3-bathroom home offers timeless elegance, spacious living, and an enviable location. A grand two-storey foyer creates a striking first impression, featuring an elegant split staircase and abundant natural light. Warm hardwood floors and beautiful solid oak trim flow throughout the principal rooms. Designed for both everyday living and entertaining, the spacious living and dining rooms transition seamlessly into the well-appointed kitchen and inviting family room. The main-floor office offers a private, versatile space ideal for working from home or a professional home-based business. Upstairs, the expansive primary retreat features a luxurious 5-piece ensuite, generous closet space, and a private balcony overlooking the dramatic foyer and open-concept layout below - a rare architectural detail. Three additional generously sized bedrooms provide excellent flexibility for family and guests. The unfinished lower level offers endless potential for a recreation room, home theatre, gym, additional bedroom, or in-law suite. Step outside to a private backyard oasis surrounded by mature greenery. A large deck is perfect for outdoor entertaining, while the exceptional lot depth provides privacy, space, and endless possibilities. Ideally located near highly regarded Oakville schools, including Iroquois Ridge High School, with parks, playgrounds, scenic trails, and the Morrison Valley Trail ravine just moments away. Enjoy convenient access to Oakville GO, the QEW and 403, as well as exceptional shopping and dining. A rare opportunity to enjoy nearly 3,000 sq. ft. of thoughtfully designed living space on a generous private lot in one of Oakville's established and sought-after communities.

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.

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.

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, filling the home with natural light and offering a generous layout rarely found in today's condos. Step inside to discover spacious living and dining areas with plenty of room to relax, entertain, or create a dedicated work-from-home space. The eat-in kitchen offers ample cabinetry and a functional layout, providing an excellent opportunity to personalize and make it your own. The generously sized bedroom offers a comfortable private retreat, while a full bathroom and convenient in-suite laundry add to the home's everyday functionality. An enclosed balcony extends the living space, creating a versatile area to enjoy throughout the seasons. One underground parking space and an exclusive locker provide additional convenience and storage. Residents enjoy access to building amenities including an exercise room, games room, elevator, and visitor parking. Condo fees include telephone, cable, heat, water, high-speed internet, and common elements, offering exceptional value and convenience. Ideally situated close to parks, schools, shopping, public transit, Sheridan College, and everyday amenities, this established location provides excellent accessibility throughout Oakville and beyond. Whether you're a first-time buyer, downsizer, or investor, this spacious suite presents an outstanding opportunity to enjoy comfortable condominium living with the potential to add your personal touch. Currently vacant with immediate possession available, this is your chance to secure a generously sized condo in a convenient Oakville neighbourhood. Photos are virtually staged.

Some Condos Simply Feel Like Home, And This Is One Of Them! Welcome To A Beautiful 2-Bedroom, 2-Bathroom Residence Offering The Ease Of Main-Floor Living, The Comfort Of A Thoughtfully Designed Interior, And Something You Rarely Find In A Condo: An Expansive Private Terrace That Feels Like Your Own Backyard, Providing The Freedom And Feeling Of Having Your Own Outdoor Space Without Giving Up The Convenience Of Condominium Living! The Open-Concept Living And Dining Area Creates A Warm, Inviting Space To Relax Or Entertain, With Sleek Vinyl Flooring And Plenty Of Natural Flow Into The Modern Kitchen. Finished With Granite Countertops And Stainless-Steel Appliances, The Kitchen Is As Practical As It Is Stylish. Step Outside From The Living Area And Discover What Truly Sets This Home Apart. The Exceptionally Large Main-Level Terrace Gives You An Incredible Extension Of Your Living Space. Perfect For Morning Coffee, Summer Dinners, Entertaining Friends, Or Simply Having Somewhere To Step Outside And Unwind. The Primary Bedroom Offers A Comfortable Retreat With Its Own Ensuite, While The Second Bedroom Provides Flexibility For Family, Guests, Or A Home Office. And For Those Who Value Convenience, This Home Delivers In A Big Way. Two Owned Underground Parking Spaces Are A Rare And Highly Desirable Feature, Offering The Convenience Of Parking For Two Vehicles Without The Hassle Of Sharing Or Searching For A Spot. A Main-Floor Locker Adds Even More Storage, While Being On The Main Level Means Easy, Elevator-Free Access Every Day. Enjoy The Benefits Of Condo Living With Amenities Including A Gym And Party Room, All While Being Surrounded By The Shops, Restaurants, Parks, And Everyday Conveniences That Make Oakville Such A Desirable Place To Call Home. A Condo Unit That's Easy, Comfortable, Connected, With The Space And Privacy That Make It Feel Like Home!

Welcome to 390 Upper Middle Road East - where downsizing doesn't mean compromising. Tucked away against a peaceful wooded setting with walking trails, this exclusive boutique residence offers the privacy, space and effortless lifestyle discerning buyers are looking for. This bright and spacious corner penthouse in a prestigious three-storey low-rise building is surrounded by windows, filling the home with natural light and bringing the beauty of the surrounding trees and green space into virtually every room. The views are wonderfully private and tranquil - a rare feeling in condominium living. Lovingly maintained by the original owner, this exceptional Hudson model by Victoria Don offers just under 2,000 sq. ft. of beautifully proportioned living space. The open-concept design provides the room you want to bring your favourite furniture, entertain family and friends, and enjoy the freedom of a more carefree lifestyle - without feeling as though you've sacrificed space. The generous dining room is ideal for hosting holiday dinners and special occasions, while the spacious principal rooms provide plenty of room to settle in and make this home your own. And for those looking for the ultimate lock-and-leave lifestyle, this is a rare find. With three parking spaces, there's even room for the summer car, guest parking or simply the extra flexibility that comes with having more space. Quiet, private and surrounded by nature, yet conveniently located in Oakville close to all amenities, this is condominium living at its finest - designed for those ready to enjoy more of life and less of the work that comes with maintaining a home. A rare opportunity to downsize beautifully, without giving up the space, privacy or lifestyle you've worked hard to enjoy.

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.

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.

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.