Downtown Oakville boasts several Victorian-era homes characterized by intricate detailing, steep gabled roofs, and ornate trimmings. These houses often feature bay windows, decorative brackets, and colorful facades.
Where Historic Charm Meets Modern Luxury!
Welcome to Oakville
Discover the Timeless Elegance of Old Oakville. Nestled in the heart of South Central Oakville, Old Oakville is a picturesque community that seamlessly blends historic charm with modern luxury. Bounded by Lake Ontario to the south, this vibrant neighborhood is a testament to the rich history and enduring allure that defines the area.
Historic Architecture and Modern Living. Old Oakville welcomes you with tree-lined streets and meticulously maintained homes and landmarks dating back to the 19th century. The neighborhood offers a diverse mix of housing, from stately lakefront mansions to luxurious condos and townhomes, creating a timeless and sophisticated ambiance.
In Old Oakville, community is not just a concept; it’s a way of life. Residents share a deep pride and commitment to preserving the unique character of the neighborhood. Annual festivals celebrating cultural diversity and local initiatives enhancing parks and public spaces provide numerous opportunities to connect with neighbors and build lasting friendships. Old Oakville is where history meets hospitality, creating a warm and welcoming atmosphere for all.
Immerse yourself in the natural beauty of Old Oakville through its picturesque parks and green spaces. Gairloch Gardens, with its stunning lakefront views and immaculate gardens, offers a peaceful retreat for both residents and visitors. The Waterfront Trail beckons outdoor enthusiasts to explore the scenic shoreline, while Lakeside Park provides a family-friendly atmosphere with playgrounds and picnic areas.
Old Oakville boasts a thriving local business scene, featuring charming boutiques, cafes, and restaurants lining the streets. Support local artisans, indulge in gourmet treats, and discover unique treasures in boutique shops.
Throughout the year, Old Oakville comes alive with a variety of community events. From the Oakville Jazz Festival to the Oakville Santa Claus Parade, there’s always something happening that brings the community together. These events provide the perfect opportunity to celebrate, connect, and create lasting memories with friends and family.
Whether you’re a longtime resident or considering making Old Oakville your new home, we invite you to experience the timeless beauty and enduring sense of community that define the neighborhood. Old Oakville is more than just a place to live; it’s a warm embrace of history, culture, and connection. Join us in celebrating the unique blend of historic charm and modern luxury that makes Old Oakville truly exceptional.
Explore Oakville
Oakville Considered a sleepy town and home for the rich and famous
Discover the current homes for sale and recently sold properties in Oakville. From waterfront estates to charming heritage homes, Oakville offers a diverse range of real estate options for homebuyers.
Use the interactive map below to explore available listings and sold properties in Oakville and find your dream home in this picturesque town.
oakville Listings
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622 2480 Prince Michael Drive in Oakville: 1009 - JC Joshua Creek Condo Apartment for sale : MLS®# W13165838
622 2480 Prince Michael Drive Oakville L6H 0H1 
$525,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13165838
- Bedrooms:
- 1
- Bathrooms:
- 1
This Prestigious & Luxurious Emporium Condo In The Heart Of Joshua Creek, Oakville Is Sure To Impress. Located Within The Boundary Of Top-Ranked Iroquois Ridge High School, This Bright And Elegant Open-Concept Suite Features Soaring 9-Ft Ceilings, Floor-To-Ceiling Windows, Rich Engineered Hardwood Floors, And An Abundance Of Natural Sunlight Throughout. The Modern Gourmet Kitchen Boasts Quartz Countertops, Stainless Steel Appliances, Under-Cabinet Lighting, And A Large Centre Island Perfect For Entertaining. Walk Out To Your Spacious Covered Private Balcony And Enjoy Stunning Unobstructed Views Of The Toronto Skyline And Lake Ontario. Enjoy Resort-Style Amenities Including Indoor Pool, Sauna, Fully Equipped Gym, Theatre Room, Party Lounge & More. Conveniently Located Close To Parks, Trails, Shopping, Restaurants, Transit, Hwy 403/407/QEW And All Major Amenities. More detailsListed by EXP REALTY- GRACE CABRAL
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- 1 (416) 2782809
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301 2263 Marine Drive in Oakville: 1001 - BR Bronte Condo Apartment for sale : MLS®# W13166258
301 2263 Marine Drive Oakville L6L 5K1
$499,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13166258
- Bedrooms:
- 2
- Bathrooms:
- 1
Welcome home. Located in the heart of Bronte, "The Lighthouse" offers the perfect blend of lakeside living and everyday convenience in one of Oakville's most walkable communities. Welcome home to this rare 2-bedroom, 1-bathroom suite-one of the few units in the building featuring in-suite laundry. Bright and inviting, the open-concept layout is filled with natural light and enhanced by a western exposure. The updated kitchen showcases white cabinetry, modern backsplash, stainless steel appliances, and ample storage, including additional pantry space. It seamlessly connects to the dining area and spacious living room extends to an oversized private balcony, where you can unwind and enjoy peaceful, tree-lined views in the warmer months-perfect for morning coffee or evening relaxation. Two generously sized bedrooms, a full bathroom that has been updated with a walk-in glass shower, and the added bonus of IN-SUITE LAUNDRY provides comfort and convenient accommodations.. Thoughtful upgrades throughout include custom closet organizers, updated light fixtures, and plenty of additional storage. This unit also includes 1 owned parking space, 1 storage locker (Exclusive use), and access to visitor parking. This well-managed building offers a wide range of amenities to enjoy, including a fitness centre, saunas, party room, hobby workshop, library/lounge, billiards room, and an outdoor pool with sundeck. Condo fees are all-inclusive-covering utilities, Bell TV/internet, and parking-offering exceptional value and ease of living. More than just a home, this is a lifestyle. Just steps to Lake Ontario, Bronte Marina, waterfront trails, local shops, and popular dining, with easy access to major highways and the Bronte GO Station. This is a rare opportunity to have it all. More detailsListed by RE/MAX ESCARPMENT TEAM LOGUE REALTY- GRACE CABRAL
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- 1 (416) 2782809
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1374 Tansley Drive in Oakville: 1020 - WO West House for sale : MLS®# W13165498
1374 Tansley Drive Oakville L6L 2N4 OPEN HOUSE: May 24, 202602:00 PM - 05:00 PM EDTOpen House on Sunday, May 24, 2026 2:00PM - 5:00PM
$2,999,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13165498
- Bedrooms:
- 6
- Bathrooms:
- 6
This newly built modern custom home offers over 5000 sqft. of lavish living space. Whether you're commuting, enjoying the outdoors, or raising a family, this location on a quiet street of Oakville offers the perfect balance of convenience and lifestyle. This elite modern home is design and built by Zarina Construction. As you step through the oversized front door, you're welcomed by a dramatic 23-ft foyer with heated Italian tile flooring that flows through the main level. The main level features a private home office, an elegant living room with a stunning marble, wood, and mirror accent wall, and a breathtaking open-to-above family room. Anchored by a custom diamond-pattern feature wall and a double-sided Dimplex fireplace, large windows, this space is the heart of the home -open, bright, and welcoming.The gourmet kitchen is a chefs dream, offering a spacious island, custom cabinetry, and built-in Miele appliances. A separate spice kitchen keeps bold flavors contained and the main kitchen spotless. The layout flows seamlessly into a formal dining area with a walkout to the fully fenced backyard.Upstairs, you will find four generous bedrooms, each with its own ensuite bathroom featuring custom floating vanities, integrated sinks, heated tile flooring, and calming finishes. The primary suite is a luxurious retreat with a custom walk-in closet and a spa-like 5-piece ensuite with a freestanding tub, curbless shower, and dual vanities. A laundry room on this floor adds convenience.The finished basement offers 11.5-ft ceilings, a bright open rec area, a second kitchen, two bedrooms with a shared bath, and for the ultimate movie night experience, there's a dedicated theatre room fully equipped with 4 dedicated speakers for a true cinematic experience. This home also includes 16 built-in speakers throughout. With a basement walkout and large windows bringing in natural light. This home is a reflection of modern luxury tailored to your lifestyle More detailsListed by iCloud Realty Ltd.- GRACE CABRAL
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104 150 Sabina Drive in Oakville: 1008 - GO Glenorchy Condo Apartment for sale : MLS®# W13165992
104 150 Sabina Drive Oakville L6H 7C3
$599,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13165992
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to this spacious 940 sq. ft. southwest-facing unit built by award-winning Great Gulf Homes, offering a bright and open-concept floorplan with 9.5 ft. ceilings and floor-to-ceiling windows that flood the space with natural light. Featuring two generously sized split bedrooms for privacy, including a primary suite with a 3-piece ensuite and walk-in closet. The versatile den can function as a dedicated home office or a formal dining area to suit your lifestyle. Enjoy a sleek, modern kitchen with granite countertops, a large center island, and extra pantry storage perfect for everyday living and entertaining. Step out onto your large terrace with unobstructed city views. Ideally located close to Hwy 403, 407, QEW, and minutes to GO Transit and Oakville Transit. Surrounded by top retailers, restaurants, and everyday amenities. Quiet street with close access to the major roads. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- GRACE CABRAL
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2426 Shadow Court in Oakville: 1019 - WM Westmount House for sale : MLS®# W13166494
2426 Shadow Court Oakville L6M 5G6
$1,150,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13166494
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to this beautifully updated end-unit townhouse in a prime Oakville - Westmount - location! Offering over 1,500 sq ft of thoughtfully designed living space, this 3-bedroom, 2.5-bathroom home combines modern finishes with everyday functionality. The recently renovated main level features stylish updates throughout, including wide plank light hardwood flooring, a contemporary kitchen complete with stainless steel appliances, a large island, and an open-concept layout perfect for entertaining. Enjoy cozy evenings by the living room fireplace or step outside to your large private backyard, ideal for relaxing or hosting guests. Additional highlights include interior garage access, spacious bedrooms, and an unfinished basement ready to be customized to suit your needs. Conveniently located close to parks, schools, shopping, transit, highways, and all amenities, this is an incredible opportunity to own in one of Oakville's most desirable communities! More detailsListed by REAL BROKER ONTARIO LTD.- GRACE CABRAL
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3077 Welsman Gardens in Oakville: 1010 - JM Joshua Meadows House for sale : MLS®# W13166526
3077 Welsman Gardens Oakville L6H 7Z2
$1,289,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13166526
- Bedrooms:
- 4
- Bathrooms:
- 4
Bright and unique end-unit freehold townhouse offering 4 spacious bedrooms in the highly sought-after Joshua Creek community, newly built by Primont Homes. This sun-filled home showcases a stunning and functional layout with modern finishes throughout. Elegant kitchen featuring granite countertops, upgraded cabinetry, and ample space for entertaining. Enjoy new zebra blinds throughout, soaring 10-ft ceilings on the upper level, and an impressive 15-ft ceiling in the primary bedroom. Main floor features a spacious bedroom and a convenient 4-piece bathroom, ideal for extended family or guests, along with a laundry room complete with laundry sink. Stunning rooftop terrace perfect for entertaining, plus a private balcony off the second bedroom. Double car garage with garage door opener and built-in ventilation system. Ideally located close to Oakville Trafalgar Memorial Hospital, top-ranking schools, parks, shopping, and major highways. A rare opportunity to own a stylish, bright, and beautifully designed home in one of Oakville's most desirable neighbourhoods. More detailsListed by RE/MAX SUCCESS REALTY- GRACE CABRAL
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304 Winston Road in Oakville: 1020 - WO West House for sale : MLS®# W13159190
304 Winston Road Oakville L6L 4W5 OPEN HOUSE: May 24, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 24, 2026 2:00PM - 4:00PM
$4,480,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13159190
- Bedrooms:
- 5
- Bathrooms:
- 6
Welcome to 304 Winston Rd, an exceptional custom-designed and built residence offering 5897 sq ft of total living space in one of Oakville's most prestigious neighbourhoods. Perfectly positioned on a premium lot just a few minutes walk to Appleby College, this spectacular home blends timeless transitional architecture with sophisticated finishes, modern smart-home technology, and luxurious resort-inspired living.The exceptional backyard is an outdoor retreat featuring custom infinity edge saltwater pool and hot tub surrounded by expansive entertaining areas. Enjoy indoor-outdoor living beneath the covered rear porch complete with built-in automated screens, fireplace and TV allowing for enjoyment well into the shoulder seasons. Integrated security cameras, advanced Control4 automation, and a dedicated Generator provide added convenience, comfort, and peace of mind. Inside, the home exudes warmth and sophistication. The thoughtfully designed layout offers exceptional versatility, highlighted by a rare main floor primary complete with a luxurious ensuite bath and walk-in closet. An integrated elevator provides ease with access to all levels of the home. With 4+1 bedrooms and 5.5 baths, the residence is perfectly suited for families of all sizes. Two separate laundry rooms further enhance the home's everyday practicality and convenience. The fully finished lower level has been meticulously designed for year-round enjoyment featuring radiant heated floors throughout for exceptional comfort. This impressive space includes a home theatre, gym, rec area, guest/nanny suite & ample storage. Combining luxurious amenities, timeless design, and an unbeatable South Oakville location close to top-ranked schools, parks, waterfront trails, and everyday conveniences, 304 Winston Rd. presents an extraordinary opportunity to experience refined custom living in one of the town's most sought-after communities. More detailsListed by RE/MAX ABOUTOWNE REALTY CORP.- GRACE CABRAL
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- 1 (416) 2782809
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1103 2325 Central Park Drive in Oakville: 1015 - RO River Oaks Condo Apartment for sale : MLS®# W13162286
1103 2325 Central Park Drive Oakville L6H 0E2
$649,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13162286
- Bedrooms:
- 2
- Bathrooms:
- 2
Breathtaking, Forever-Protected Views! Enjoy Stunning Sunsets Every Night. Located In The Highly Sought-After River Oaks Community Of Oakville. This Renovated 2-Bedroom, 2-Full Bath, 2 Parking Suite Offers nearly 900 Sq Ft Of Thoughtfully Designed Living Space With Panoramic Pond Views And A Bright, Functional Layout - Upgraded Hardwood throughout. The Modern Kitchen Features Granite Countertops, Glass Tile Backsplash, High-End Built-In Stainless Steel Appliances, And Pass-Through To The Dining Area and Hunter Douglas Blinds Throughout. Additional Features Include 2 Parking spots! One Underground + One Surface, And An Owned Locker Unit For Added Storage. Residents Enjoy Excellent Building Amenities Including An Outdoor Pool With Lounge Area, Community BBQ Space, Exercise Room, And Party Room. Ideally Situated In The Desirable And Highly Walkable Oak Park Community, This Home Is Surrounded By Parks, Scenic Trails, Shopping, Restaurants, Transit, Sheridan College, And Everyday Amenities, With Convenient Access To Major Highways For An Easy Commute. A Fantastic Opportunity To Enjoy Comfortable Condo Living In One Of Oakville's Most Established Communities. More detailsListed by REVEL REALTY INC.- GRACE CABRAL
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89 Forsythe Street in Oakville: 1002 - CO Central House for sale : MLS®# W13163052
89 Forsythe Street Oakville L6K 3R7
$3,395,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13163052
- Bedrooms:
- 2
- Bathrooms:
- 3
This might be it! Unrivalled location w/direct Creek and Lake view. Incredible calm and quiet; steps to everything. Gren Weiss designed downtown sophisticated living at its best. Sound construction. Ample outdoor balcony/terrace/deck space. No disappointments here. Roof replaced in 2019. 3243SF of finished living space. 3 car garage parking. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- GRACE CABRAL
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2055 Blacksmith Lane in Oakville: 1007 - GA Glen Abbey House for sale : MLS®# W13159172
2055 Blacksmith Lane Oakville L6M 3A3 OPEN HOUSE: May 24, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 24, 2026 2:00PM - 4:00PM
$1,799,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13159172
- Bedrooms:
- 7
- Bathrooms:
- 5
A home built to last, nestled on a quiet, family-friendly street in prestigious Glen Abbey community.This impressive two-storey residence offers a timeless, functional layout with 5+2 bedrooms, 5 bathrooms, and over 5,000 sq ft of living space.Step inside and be welcomed by a spectacular Scarlet O'Hara staircase, complemented by double skylights that flood the home with natural light throughout the day. The bright living room features a picturesque window overlooking the front garden, while the formal dining room provides an elegant setting for entertaining.The kitchen showcases custom cabinetry, a central island, granite countertops, eating area, smooth ceilings, and pot lights, creating a perfect space for everyday living. The spacious family room, complete with a cozy wood fireplace, offers the ideal gathering place for family and friends. A main floor office adds flexibility for working from home space.Ascending the elegant wood staircase, the second floor features a spacious primary retreat with a reading nook, walk-in closet and 5-piece ensuite bathroom. Above the garage, an in-law suite with own private staircase offers exceptional private living space. Three additional generously sized bedrooms, each with large windows and ample closet space, share a well-appointed 4-piece bathroom.The finished lower level provides additional living space, featuring a large recreation room with enlarged windows, an extra two bedroom, a kitchen, and a full bathroom - ideal for extended family, guests, teenagers.Step outside to enjoy the private backyard retreat, complete with a wooden deck and patio stone area, perfect for outdoor entertaining and relaxing.Conveniently located near provincial parks, scenic trails, the new hospital, major highways including the QEW and 403, and award-winning golf courses, this exceptional home offers the perfect blend of space, comfort, and an unbeatable Glen Abbey lifestyle. More detailsListed by RE/MAX ABOUTOWNE REALTY CORP.- GRACE CABRAL
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2414 Upton Court in Oakville: 1020 - WO West House for sale : MLS®# W13159398
2414 Upton Court Oakville L6L 5E4
$1,449,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13159398
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to a beautifully finished home tucked away on a quiet, family-friendly court in one of Oakville's most desirable neighbourhoods. This home offers generous living space, flexible layouts, and thoughtful updates throughout. Tasteful upgrades are evident everywhere, including hardwood floors, modern lighting, and updated kitchens and bathrooms that balance style with functionality. A key feature is the versatile fourth bedroom, perfect as a home office or main floor primary, offering flexibility for families or multi-generational living. The fully finished basement extends the living space, while the landscaped backyard provides a private outdoor retreat, together creating the perfect balance of indoor and outdoor living. Close to schools, parks, shopping, a short walk to the heart of Bronte and the lake, this move-in ready South Oakville home is a must see! More detailsListed by Keller Williams Edge Realty- GRACE CABRAL
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2471 Castlebrook Road in Oakville: 1019 - WM Westmount House for sale : MLS®# W13159540
2471 Castlebrook Road Oakville L6M 5B4 OPEN HOUSE: May 24, 202601:00 PM - 05:00 PM EDTOpen House on Sunday, May 24, 2026 1:00PM - 5:00PM
$2,049,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13159540
- Bedrooms:
- 4
- Bathrooms:
- 4
A beautiful, renovated home situated on one of Westmount's most sought-after streets. This turn-key executive home offers curb appeal, extensive upgrades, a stunning ravine-lot and offers modern exceptional style, space, function, and lifestyle and is an extraordinary opportunity in the heart of Westmount.From the moment you enter, the welcoming foyer sets an elegant tone. The main floor features a thoughtful and highly functional layout with 9-foot ceilings, engineered hardwood flooring, and beautifully appointed living and dining rooms - ideal for entertaining, hosting family celebrations, and everyday living. The updated kitchen is both stylish and practical, showcasing a large centre island, quartz countertops and backsplash, stainless steel appliances, and an open concept to the spacious great room, complete with a fireplace and dramatic vaulted ceiling.Designed to capture the beauty of its setting, the kitchen and great room overlook a spectacular ravine lot, saltwater pool, and scenic walking trail beyond. Step outside to a private backyard oasis featuring a low-maintenance composite deck with modern glass railing, a stamped concrete pool deck, professional landscaping, and a new pool liner and equipment installed in 2026. This outdoor retreat offers the perfect backdrop for summer entertaining, quiet mornings, and relaxed family living.The upper level offers four generous bedrooms filled with natural light, including an expansive primary retreat with a luxurious 5-piece ensuite and large walk-in closet. The finished lower level provides additional living space with a spacious recreation room, ideal for a media room, home office, gym, or play area, along with a convenient 2-piece bathroom and ample storage.Additional highlights include a two-car garage with direct access to a functional mudroom, elegant stone steps, professionally landscaped grounds, and a layout designed for today's busy family lifestyle. More detailsListed by REAL ESTATE HOMEWARD- GRACE CABRAL
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Data was last updated May 23, 2026 at 04:15 PM (UTC)
Real Broker Ontario Ltd.
Location
130 King St. W., Unit 1800
Toronto, ON, M5X 1E3