Oakville Houses with Pools for Sale

Trafalgar Rd & Lakeshore Rd E Welcome to 302 William Street in the heart of downtown Oakville. This classic red-brick home is steeped in character and warmth. Lovingly cared for and updated over the past 54 years by the current owners, it has beautiful gardens and mature trees. This home has

George Savage & North Park Dr Rare offering! Do not miss your chance to live in one of Oakville's best neighborhoods. This home features 5 large bedrooms, high ceilings on all 3 levels, serene pond views, multiple balconies, 4 car driveway parking, in ground heated salt water pool, year round

Queen Mary & Riverside Drive **Stunning 2015-Built Home in sought-after Old Oakville Neighborhood**This exceptional home offers an expansive and thoughtfully designed layout that perfectly balances luxury, comfort, and practicality. With soaring 22-foot ceilings on the foyer and a grand 14-foot

Lakeshore Rd East, South on Park Avenue. Welcome to 27 Park Avenue, nestled in the prestigious Orchard Beach community of Old Oakville, where the allure of the Hamptons meets thetranquility of Lake Ontario. Crafted by renowned architect Gus Ricci with handpicked fnishes by Studio H, this estate

Lakeshore/Dorval Located close to the shores of Lake Ontario in South Central Oakville, on the picturesque cul-de-sac Lakewood Drive, this brilliant David Smalls designed home will captivate your senses. This 4+1 bedroom, 4+1 bathroom home offers over a total 6,500 sqft. of quiet luxury with

Trafalgar Road/Cornwall Road Mile high luxury & vista views on the river. Welcome to 416 Trafalgar Rd! Nestled in the prestigious enclave of Old Oakville, this reno'd (2022) character home charms w/ its riverside locale & riparian privileges along 16 Mile Creek. This 4BED, 3.5BATH RES offers

W of Dorval , N off Rebecca This charming, high-end custom-built family home, set on a 75-foot front lot, is located in the heart of Oakville, just steps from the lake, Appleby College, Old Oakville's downtown, restaurants, and shopping. Featured on HGTV and built by TV personality Bryan Baeumler,

Lakeshore With its prime location in Old Oakville plus generous lot size and close proximity to downtown, it is easy to see why this gorgeous property is getting attention. The lot dimensions are a desirable 75.13ft frontage by 125.21ft depth, surrounded by tall, majestic trees that create

Lakeshore Rd E & Elton Park Rd Presenting This Resplendent Custom Masterpiece Located In SE Oakville Showcasing a Flawless Contemporary Design w/ Close Proximity To Lakeside Parks & All Desired Amenities. The Immaculate Interior Embodies a Luxurious Experience Spanning Over 7,426 SF Total.

Cornwall/Reynolds/MacDonald Prime Investment & Redevelopment Opportunity in Old Oakville. Exceptional 61' x 147' lot in prestigious Old Oakville, surrounded by high-end custom homes. Ideal for developers, investors, or families, the RL3-0 zoning with 35% lot coverage offers flexibility to design

Lakeshore Rd E to Balsam Drive Introducing an exceptional custom-built residence in the heart of downtown Oakville. This breathtaking sidesplit home offers unparalleled luxury, just steps from the lively downtown scene and the tranquil lakefront. With over 6,600 square feet of meticulously

Lakeshore Rd E & Pinehurst Dr Discover luxury & comfort in this exquisite new 2024 David Small Designed home in coveted Southeast Oakville. Spread across a generous 4,275 sqft, this architectural gem offers state-of-the-art living in a peaceful setting where tranquility & elegance fuse seamlessly.

Lakeshore Rd E-Raymar Place Stately residence at the bottom of an exclusive cul de sac, one house away from the Lake and steps to Downtown Oakville. Over 8000 sqft total space, including 5293 main & second floor, plus 902sqft heated & enclosed outdoor space. Extensively renovated by Cochren

Bronte Rd/Burnhamthorpe Premium Rural Lot in North Oakville! Perfect Opportunity To Build Your Dream Home in the Countryside of Oakville! Currently A Spacious 3Br, 2.5 Bath Bungalow Sits On A 0.924 Acre Property Close To Hwy 25 and 407 With Rentable Access to 3.3 Acres Of Land Behind the Property.

Trafalgar Rd/ Palmer Ave Fabulous location fronting onto iconic George's Square in the heart of Old Oakville just steps to the 16 Mile Creek and Downtown. This classic Old Oakville residence is known for its beautiful wrap around verandah overlooking the garden, the perfect spot to enjoy long

South of Lakeshore/Trafalgar A Rare Gem: This Elegant Home Is Situated In The Heart Of Vibrant & Historic Downtown Oakville! Nestled On A Generous 96' X 104' Wooded Lot Along A Picturesque, Tree-Lined Street, This Exceptional Property Is Only 100 Steps To The Lake & Town Square. Meticulously

South on Trafalgar Rd, Left on MacDonald Rd Fabulous renovation opportunity in prime Old Oakville. Original C.1912 brick 2 1/2 storey residence with dreamy front porch. Located mid-block and in an elevated position on this exceptionally bright and quiet property measuring 60' x 192' and over

Dorval/Rebecca Designed By Award Winning Architect Steve Hamelin, Custom Built Home Crafted with Timeless Finishes Located in the Prestigious Old Oakville Neighborhood. Rarely Offered Sitting on 60 Ft X 160 Ft Prime Pool Sized Lot! Just Steps To Kerr Village, Dt Oakville, Lakefront Community.

Queen Mary Drive/Speers This stunning high-end custom renovation/enlargement offers a unique, exquisitely appointed home for downsizers and small families!! Exceptional detailing includes coffered 9-ft ceilings, millwork and Wainscotting throughout! The kitchen is appointed with stainless steel

Sheddon Ave and Douglas Ave Rare renovation or build opportunity on prime Douglas Avenue in Old Oakville. Lovely square, flat and private 7169 SF lot measures 48x150. Arts & Crafts style 1646SF 2-Storey 2-storey with covered front porch. 5 Bedrooms, 2 Baths. 1970s addition featuring attached

Upper Middle / Dorval Elegantly appointed impressive residence with backyard oasis in the exclusive enclave community of Fairway Hills, Glen Abbey! Overlooking the historic Glen Abbey Golf Course with over 6700 ft. of grandeur incl finished basement. Boasting 4+1 bedrms, 4 full bathrms & 2

Morrison Road to Cumnock Crescent Set on a spectacular 0.566-acre lot, this property is enveloped by towering trees and lush gardens, and backing onto the tranquil Kings Park Woods. Offering nearly 25,000 sq. ft. of privacy and tranquility, this Muskoka-like retreat sits on one of Southeast

Dundas & Ninth Line Stunning 4 bedroom, 5 bathroom home in the desirable neighbourhood, Joshua Creek. Walking distance to both Joshua Creek Elementary school and Iroquois Ridge public high school. The home features a huge home gym, finished basement, backyard oasis with pool, upgraded kitchen.

Glenashton dr & Upper middle Rd Welcome to 1186 Glenaston Drive, a luxurious, three-storey above ground home located in the prestigious Joshua Creek neighborhood. This exceptional residence boasts 7 bedrooms, 5 bathrooms, and a rare third-level loft, offering nearly 6,000 sq ft of elegant living

Dundas St.E./Meadowridge Dr. 5 Elite Picks! Here Are 5 Reasons To Make This Home Your Own: 1. Stunning Upgraded Kitchen Boasting Generous Centre Island with Breakfast Bar, Granite C/Tops & B/Splash, Stainless Steel Appliances, Servery Area, Bright Breakfast Area & W/O to Cedar BBQ Deck (Updated

Great Lakes / Fox Run Circle This Recently Renovated And Upgraded Property Is A Masterpiece Of Modern Living, Offering Over 3,500 sqft Of Luxurious Living Space. The Home Includes 4+1 Bedrooms And 4+1 Bathrooms, With A Professionally Finished Basement That Features A Bedroom, Full Bathroom,

Dorval Dr & Upper Middle Rd W Enjoy nearly 5000 square feet of finished living space in this beautiful home in prestigious Fairway Hills. The completely renovated main floor includes a stunning chefs kitchen (check the feature sheet for all the bells and whistles!), an open concept family room

Upper Middle Rd W and Oxford Ave Nestled near the picturesque Sixteen Mile Creek in northeast Oakville, this stunning neoclassical house offers 3,400 square feet of elegant living space above ground. Scheduled for completion by mid-2026, the home features four spacious bedrooms, each with its

Dorval And Upper Middle Welcome to 1050 Masters Green! Nestled in the prestigious Fairway Hills community, this 65-ft corner lot offers luxurious living with approx. 4,300 sq. ft. of elegant space. Hardwood floors, crown moulding, upgraded trim, and built-in speakers flow throughout. The chefs

Monastery drive to Monks Passage Luxurious and Renovated 5 Bedrooms + Main Floor Office 3.5 Baths in Prestigious Glen Abbey! This stunning Mattamy 'Yorkshire' model features 3,791 sqft plus an additional 1,200 sqft of finished basement space. Fully transformed and meticulously maintained gem

Caincroft Rd/Lakeshore Rd E Top to bottom completely renovated 4+1bdr family home in sought-after Morrison S/E Oakville, situated on a 103x150ft large premium lot, steps to the lake and Gairloch gardens, minutes to downtown Oakville, walk to top rated schools(EJ PS, St Vincent PS,OT HS). Open

Fourth line and Rebecca Discover luxury living in this exquisite custom-built home, nestled on a prestigious street in South Oakville. This opulent residence boasts an impressive 6,212 sq ft above grade, w/ over 9,000 sq ft of finished living space and elevator, perfect for both family life

Glenashton & Grand Amazing Location! Most Sought After Wedgewood Creek. Conveniently Located Across The Street From Iroquois Ridge Community Centre And High School, more than 4,000 Sqft Of Living Space oncluding fully finished basement, 4 Bedrooms 2.5 Bath, Beautiful Master Bdr.4 Pc Ensuite

Bronte Road & Rebecca Street If you love to entertain, this home is the perfect fit for you! Situated on a quiet court and backing onto a picturesque green space, this property offers an impressive backyard oasis. The sparkling in-ground pool, surrounded by elegant tumbled stone, with access

Arichat Road and Digby Road Welcome to your dream home in one of South Oakville's most sought-after neighborhoods. This sophisticated 4-bedroom family residence offers almost 4000 square feet of style, comfort, & living space. Set on a prime corner lot with a lush backyard oasis, including

Upper Middle Road / Reeves Gate / Heritage Way Sought-After Glen Abbey! 150' Deep Lot with Saltwater Pool! Welcome to 1534 Heritage Way, a perfect home for families looking to establishroots in one of Oakville's most coveted neighbourhoods. This beautifully designed home offers a blend of elegance

Westoak Trails & Whitecliffe Way WELCOME TO 2197 WHITECLIFFE WAY BEING OFFERED FOR THE FIRST TIME-ORIGINAL OWNERS. THIS QUIET STREET IS LOCATED STEPS TO TOP RANKED SCHOOLS, TRANSIT, NEW OAKVILLE HOSPITAL, PARKS & MAJOR HIGHWAYS. THIS PREMIUM TRADITIONAL DEPTH LOT IS 48.06' X 153.35' FEET WHICH

BRIDGE RD. This exquisite, 2-storey home is ideal for the growing family, with 4+1 Bedrooms, 3 Bathrooms, main-floor Laundry, spacious Family Room, and a heated inground Pool! Upon entering, you will notice the comfortable layout and have a sneak peak through to the stunningly-designed Kitchen

3RD LINE NORTH TO VENETIA Nestled in the highly sought-after Bronte neighbourhood, this beautiful 3-bedroom, 3-bathroom bungalow offers you the perfect layout, with open-concept kitchen, dining, and living areas bathed in natural light, creating a bright, welcoming space. Step out onto the

Lakeshore/Maple Grove/Elmhurst Step into the Beautiful 2150 Elmhurst Avenue A Stunning Residence Nestled in the Coveted South East Oakville Neighborhood. Boasting Over 3200 Square Feet of Luxurious Living Space with an Additional 1339 Square Feet of Finished Basement there is plenty of room

Hixon Road to Southwood Court Welcome to this exceptional west-facing home nestled on a peaceful court in prestigious Bronte, where elegance meets modern comfort. Recently updated in 2018, this thoughtfully designed residence offers a harmonious blend of sophistication and functionality across

North Ridge Trail Welcome to your dream home, nestled on a premium 147' deep ravine lot in the desirable Joshua Creek neighbourhood. This stunning residence offers nearly 4,000 square feet of meticulously finished living space, designed with the perfect blend of elegance and modern comfort.This

Morrison Rd / Lakeshore Rd E Immerse yourself in South East Oakville's prestigious Eastlake community with this unparalleled farmhouse chic estate, blending luxury and exclusivity. This custom-built Hightower home spans over 7,000 SF, offering 4+2 bedrooms and 8 bathrooms. Expansive windows

Lakeshore Rd/ Ford Dr Great opportunity to own family home on a quiet tree-lined crescent in prestigious South East Oakville! Over 4000 sq. ft. of luxury living included finished basement area. One of the largest homes on the street! Main floor features spacious Living Room, separate Dining

Ford Dr & Aspen Forest Dr Beautifully fully renovated family home nestled on a quiet crescent in Southeast Oakville, offers the perfect blend of elegance, comfort, and functionality. Meticulously renovated from top to bottom, it features a tranquil, Muskoka-like backyard oasis, complete with

River Oak Blvd E Stunning back to ravine property located in sought after river oaks Oakville. Conveniently closed to shopping, parks, nature trails, schools, public transit, recreation center, Go station and easy highway access. 4+1 bedrooms, 3.5 bathrooms, double garage, walkout basement

Brookside & Woodside This exquisite custom built 4 + 1 bedroom 4.5 bath home in Oakville boasts an array of features designed to elevate your living experience. You're greeted by a spacious interior complemented by hardwood flooring T/O the main & upper floors, providing both elegance & durability.

Brookside and Woodside This exquisite custom built 4 + 1 bedroom 4.5 bath home in Oakville boasts an array of features designed to elevate your living experience. You're greeted by a spacious interior complemented by hardwood flooring T/O the main & upper floors, providing both elegance & durability.

Clearview Dr./Kingsway Dr. Welcome to this stunning 4-bedroom home in Oakville's highly sought-after Clearview neighborhood. With exceptional curb appeal, a fully bricked exterior, and professional landscaping, this home is warm and inviting. The roof (2019) and windows (2015) ensure energy

Sixth Line/Leighland Trafalgar, Leighland, Rancliffe Rare Opportunity To Have A Pie-Shape Ravine Lot Located on One of the Most Prestigious Streets in Oakville. Quiet and Child Friendly Cul-De-sac Steet. Totally Updated Bungalow On An Amazing True Ravine. Huge Deck. Three Fireplaces, Gas