Upper Middle & Trafalgar Real Estate for Sale

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.

Welcome to this beautifully updated raised bungalow in the heart of Falgarwood - a rare opportunity to own a move-in-ready home in one of Oakville's most desirable and family-friendly neighbourhoods. Pride of ownership is evident throughout this lovingly maintained home. Featuring a bright and functional layout, the main level offers a warm and inviting living space highlighted by a charming arched doorway, a fully renovated kitchen with modern finishes, and spacious bedrooms including a primary retreat with a brand new 3-piece ensuite. A second full bathroom with double sinks adds both style and convenience.The separate entrance leads to a bright lower level with excellent potential-ideal for extended family living, in-law suite, or future rental income. With the option to easily separate laundry between levels, this home offers flexibility for both end-users and investors. Extensively updated with new windows, upgraded kitchen (2022), newer A/C, upgraded electrical panel (200Amp), and well-maintained mechanicals, this home is truly turnkey. Enjoy the lifestyle this location offers-quiet, mature street surrounded by parks, trails, and just minutes to the lake. Close to top-rated schools, Sheridan College, Oakville Place, and all major amenities. Commuters will love the quick access to QEW, GO Transit, and major routes. Whether you're looking for your forever home or a smart investment, this property checks all the boxes. A must-see-your search ends here. (Some photos are virtually staged and/or from the previous listing.)

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.

Welcome to this exceptional, completely renovated bungalow in one of Oakville's most sought-after neighbourhoods. This stunning 2+2 bedroom, 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 the main level, 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 stainless steel Samsung smart appliances. The spacious primary retreat features a custom walk-in closet & a luxurious ensuite, while every bathroom has been beautifully redesignedW/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-amp electrical 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 with 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.

Fabulous, bright, corner suite in sought-after "The Oaks", offering nearly 1,200 sq. ft. of beautifully designed living space plus balcony. This exceptional 2+1 bedroom, 2-bath condo features kitchen with granite counter tops and coffee bar, spacious dining room, and inviting sunken living room with hardwood floors, gas fireplace, and walkout to a large balcony. Additional highlights include in-suite laundry/multi-purpose room and double hall closet..The private primary suite offers a walk-in closet, expansive windows, and 2-piece ensuite. The second bedroom features a double closet and wall of windows, while the versatile plus one room offers French door, closet inset, and Juliet balcony making it ideal as a third bedroom, den, home office, or guest suite.Enjoy stunning west-facing views of the Escarpment and spectacular sunsets. The Oaks offers beautifully landscaped grounds, wooded walking trails at its door step and outstanding amenities including an indoor pool, sauna, fitness room, party room, library, games room, golf practice room, Wood shop, gazebo, EV charging, and abundant visitor parking.Ideally located near shopping, medical offices, transit, GO, QEW, 403, 407, parks, and Sheridan College. A perfect opportunity for those seeking space, comfort, and an exceptional lifestyle in one of the area's premier condominium communities.

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.

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 this beautifully updated home in the desirable College Park community, conveniently located near Sheridan College, shopping, Town Hall, parks, transit and major amenities. Offering over 3,300 sq. ft. of total living space, this spacious residence has been extensively renovated from top to bottom.Features include newer windows and doors, modern kitchen, renovated bathrooms, hardwood flooring, basement vinyl flooring, skylight, crown moulding and fresh paint throughout. Major updates include the roof, furnace, central air conditioning, central vacuum and upgraded attic insulation.The eat-in kitchen provides a walkout to a large deck overlooking a private, fully fenced backyard with mature fruit trees-perfect for outdoor entertaining and family enjoyment. The finished basement includes a kitchen and bathroom, offering excellent additional living space for extended family or guests.Minutes to the QEW, GO Transit ,Top Ranked Schools ,and everyday conveniences. Move-in ready and not to be missed!

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.

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.

Steps to **Sheridan College** with a **Separate Entrance Legal Basement Apartment**, Previously Rented for $4000! A Golden Opportunity in Oakville's Wedgewood Creek. Exceptional Curb Appeal & Pride of Ownership Visible All Around! Spanning almost 3800 SqFt of Finished Living Space, Step Inside The Grand Entrance with Ceramics, Full Foyer, & Circular Oak Stairs. Sun-Kissed Open Concept Kitchen & Breakfast Area with Stainless Steel Appliances(2022), **Premium Gas Range**, Granite Counters, & Walk-Out to Picturesque, Private, Treed Backyard Oasis with Rope-Lighted Gazebo Deck & BBQ, Hot Tub, Shed(2023), & Gala Lighting. Cozy Family Room + Fireplace, Separate Pot-Lighted Living Room, Chic Dining Room + Main Floor Laundry Room(Washer 2020). Massive Primary Bedroom with 5 Piece Ensuite & Walk-In Closet + 3 Large Bedrooms & Bathroom. Fully Finished Basement Apartment with 2 Large Bedrooms, Full Bathroom + Separate Laundry(2021), Eat-In Kitchen with Built-in Microwave(2023), Rec Area, Office, & Tremendous Theatre Room. 200 Amp Electrical(2022) + Hard-Wired for Ethernet & CCTV Cameras On All Levels. Newer Roof, Triple Car Driveway, & Stone Walkway(All 2020). Family-Friendly Neighborhood with Top Schools like Iroquois Ridge High School & Falgarwood Public Elementary. Private Schools like Walden International & Oakville Christian School, as well as French Immersion, AP, & IB Schools Situated Around. Parks & Public Transit Nearby. Artery Street with Priority City Snow Removal. Excellent Community & Connectivity with Oakville GO, 403/QEW, Trafalgar Memorial Hospital, & Upper Oakville Shopping Centre.

EXECUTIVE Family Home on a Rare RAVINE Corner like Lot in Prestigious North Oakville with impressive 5+2-bedroom plus office at main floor, 4+2 bathroom detached home with 4375 sq ft finished area on a desirable 39.6 x 91.88 ft lot in the sought-after Uptown Core community. This BRIGHT and SPACIOUS home is unique in the area and offers the perfect blend of luxury, functionality, and privacy. Included is a fully finished walk-out LEGAL BASEMENT APARTMENT which adds significant living space with its own 2 bedrooms and 2 washrooms - ideal for INCOME potential. The main levels boast soaring 10 ft ceilings and 9 ft ceilings upstairs, creating an open-concept layout flooded with NATURAL LIGHT. The gourmet kitchen is a highlight with a massive center island, premium quartz countertops, stainless steel appliances, and a large walk-in pantry, walkout deck. A convenient main-floor office is perfect for work-from-home needs. Hardwood flooring runs throughout the home for a clean, modern look and easy maintenance. Upstairs, the generously sized bedrooms include a LUXURIOUS PRIMARY SUITE with a SPA-like ensuite featuring a standalone tub and oversized walk-in closet. This home stands out beside a catwalk to TRAIL, which positions it as a functional corner lot, offering extra privacy and appeal. Best of all, it backs onto a RAVINE - enjoy peaceful, treed views and a sense of being nestled in nature while remaining close to everything. A rare opportunity to own an executive home with premium finishes, versatile living space, and an exceptional ravine setting in one of Oakville's most desirable areas EXCELLENT SCHOOLS. This property will not last long - schedule your private viewing today!

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.

First time offered by the original owners, this beautifully renovated detached executive home in sought-after Oakville presents over 3,762 sq. ft. of finished living space, thoughtfully designed for modern family living and multi-generational comfort. Step inside to a bright, spacious layout featuring a brand-new chef-inspired kitchen with stainless steel appliances, elegant renovated bathrooms, and a combination of stylish porcelain tile and durable laminate flooring throughout. Large windows bring in natural light, creating a warm and welcoming atmosphere ideal for everyday living and entertaining. A major highlight is the fully finished legal basement with a separate entrance, complete with a 2-bedroom suite, full kitchen, generous living area, and bathroom, offering excellent income potential or the perfect space for extended family. Recent upgrades include newer windows, a new roof, and a new furnace (Dec.2025), providing peace of mind for years to come. Offering exceptional convenience, the home includes a double car garage plus a private driveway with parking for three additional vehicles, making it ideal for families and guests. Set in a quiet, family-friendly Oakville neighbourhood known for its strong sense of community, this home is just steps from parks, walking trails, and top-rated schools including Iroquois Ridge High School. Sheridan College, shopping, and major transit routes including QEW/403 & GO Station are all nearby, making commuting and daily errands effortless. A rare opportunity to own a move-in-ready home that combines comfort, income potential, and an unbeatable location in one of Oakville's most desirable communities.

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.

Take advantage of this great opportunity to own a 1,170 sq. ft. 3-bedroom, 2-storey apartment located in the heart of Oakville. The main floor features spacious living and dining rooms, each with a balcony-perfect for enjoying your morning coffee or relaxing after a long day at work. The open-concept kitchen has a family-sized storage pantry. On the second floor, you'll find three large bedrooms along with a 4-piece bathroom. The apartment includes one underground parking space and an additional exclusive parking spot available upon request (xtra fee), as well as an oversized locker for extra storage. Residents can enjoy various building amenities, including a party room, fitness center, sauna, and common laundry facilities. This apartment is ideally situated just steps away from Morrison Valley Trail, Oakville Place, shops, restaurants, schools, and public transit. Additionally, it offers easy access to Highway 403/QEW, Sheridan College, and Oakville GO.

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.

Exceptional 3-Bedroom 3-Bathroom Luxury Lifestyle Condo Living with picturesque ravine views. Welcome to "Sovereign II", perfectly situated at the end of a quiet cul-de-sac, with ravine and trails. This fabulous, sun-filled main floor suite features 3 bedrooms, including 2 large ones that EACH have a walk-in closet and 4-piece ensuite bathroom for luxury living. 3rd bedroom is currently being used as an office. A powder room strategically placed adjacent to front hall is ideal for guests. Living Room and Primary Bedroom provide stunning lawn and ravine views via floor-to-ceiling windows. Light-filled and airy spaces throughout, with wood flooring. Large living and dining areas are perfect for entertaining, and are where down-sizers will find lots of room for good-sized living and dining furniture. In-suite laundry. Sovereign II offers a premium ravine location in the heart of Oakville, providing excellent access to Oakville Place, Sheridan College, Oakville Town Hall, Hwy 403/QEW and the Oakville GO Station. This unit is truly special.