Selected

    When would you like to visit...

    Complete the form below:
    Schedule a showing (optional):
    ’

    Alex Moloney

    Broker

    Right at Home Realty Inc, Brokerage

    OLD OAKVILLE HOMES

    Old Oakville is among the most beautiful and most lovely towns in the GTA. Old Oakville is known for its historical downtown shopping district, huge selection of independent schools and quite domestic streetscapes that are lined with heritage century houses designated with historical plaques. Old Oakville is a lakefront neighborhood with a lot of waterside parks and boardwalks supplying picturesque walking and picnic locations with stunning waterside vistas. This location has a wide range of houses varying from multi-million dollar estates on the lake, historical houses, custom-built modern homes as well as high-end town-homes and condos.

    Old Oakville is the city of Oakville's earliest community and it goes back to the early 19th century. In addition to historical houses and the picturesque lakefront, homeowners of Old Oakville can take pleasure in first-class cultural tourist attractions, lovely outside parks, and exceptional food.

    Old Oakville functions as the downtown core for the Town of Oakville. Oakville landmarks positioned in this area consist of: Oakville Centre for the Carrying Out Arts, Town Square with it's renowned clock tower. Old Oakville has actually long been a favored location for business executives and their households who value the large selection of schools, the appeal of this area and the benefit of being found so near to Mississauga and Toronto where lots of global business have their Canadian headquarters.


    Old Oakville includes some beaitiful tree-lined streets, with lots of historical homes, parks and churches. The main library, centennial swimming pool, the Oakville Centre for the carrying out arts, and among the town's primary art galleries lie in Old Oakville. In the summertime, the Oakville Harbour is a center of activity, with lots of sail and powerboats. Some of the exclusive member only clubs include the Oakville Club, Oakville Power Boat Club, and the Burloak Canoe Club

    OLD OAKVILLE HOMES FOR SALE

    + Advanced Search
    reset filter
    43 Listings Found
    You are viewing 36 out of 43 Listings. Quick Sign Up for full access.
    $25,000,000

    291 Balsam Dr

    • 3+1

    • 7

    • Area:

      5000+ Sq Ft

    MLS®#:W5388091
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 3+1

    • 7

    • Area:

      5000+ Sq Ft

    View Details

    This Rare Ultra-Luxurious Estate, Custom Master-Crafted In 2012, Offers Classic Chateau/European Style Architecture W/Detailed, Quality Workmanship, A True Timeless Masterpiece W/Over 16,850 Sqft Of Exquisite Living Space.1.17 Acres W/135Ft Of Gated Frontage On One Of The Most Desirable Streets In Old Oakville; Aptly Named One Of The Best Places To....More details

    $11,888,000

    173 Chartwell Rd

    • 4+1

    • 9

    • Area:

      5000+ Sq Ft

    MLS®#:W5290932
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+1

    • 9

    • Area:

      5000+ Sq Ft

    View Details

    Enter Through The Double Gates To The Splendour And Elegance Of Estate Living. This 100' X 300' Property Offers Over 12,000 Sq Ft' Of Total Living Space On Three Levels, Accessible By Elevator. The Scarlett O'hara Staircase Welcomes You And The Home Continues To Impress With Masterly Custom Built Finishes Of Walnut Millwork, Custom Inlays, Heated F....More details

    SHOW ALL LISTINGS

    Sign-up for full access to all listings

    $10,900,000

    11 Howard Ave

    • 5+1

    • 8

    • Area:

      5000+ Sq Ft

    MLS®#:W5166955
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 5+1

    • 8

    • Area:

      5000+ Sq Ft

    View Details

    Uncompromised Artisan Execution Of Gren Weis Design W/ Porte Cochere & Coach House, Liberal Use Of Natural Stone Inside & Out, 10,000 Plus Sqft, Huge Principal Rms W/ 10' Ceilings & Flr To Ceiling Windows W/ Views To Lake, Fully Private Backyard W/ Oversized Salt Water Pool, Hot Tub, Flagstone Patios, & Raised Gardens, All Bedrms Have Ensuites, Pri....More details

    $9,988,000

    1084 Argyle Dr

    • 3+1

    • 3

    MLS®#:W5443227
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 3+1

    • 3

    View Details

    South East Oakville Is The Most Coveted Location In Canada With Only A Few Lakefront Properties That Remain To Build Your Dream Home Or Renovate The Existing Bungalow. This Opportunity Will Not Last Long. The Property Has Riparian Rights And Is Private To The Shoreline. Also Walkable To Downtown Oakville. Just Under 1/2 Acre Of Land. 100' Of Shorel....More details

    $7,580,000

    30 Raymar Pl

    • 6+0

    • 5

    • Area:

      5000+ Sq Ft

    MLS®#:W5340564
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 6+0

    • 5

    • Area:

      5000+ Sq Ft

    View Details

    **Unique One For Only You**Architecture Masterpiece!What Brings This High-End Home To Life Are The Details Scattered Throughout, Even In Places That Are Not Easily Visible Such As Incredible Roof Pattern, This Is The One Hard To Find Similar Comparable. Exclusive Cul-De-Sac With Path To Lakefront Raymar Park, Steps To Downtown Shops And Restaurants....More details

    $6,498,000

    258 Chartwell Rd

    • 5+1

    • 6

    • Area:

      5000+ Sq Ft

    MLS®#:W5397331
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 5+1

    • 6

    • Area:

      5000+ Sq Ft

    View Details

    Situated On One Of Oakville's Most Coveted Address' And Often Referred As The "Street Of Dreams", This Home Is Folded With Elegance And Class. With Over 8,500 Sqft Of Living Space, This Beautiful Center Hall Floor Plan Has It All. Main Flr Master Complete With Wicloset And 5Pce En-Suite W/ Brand New Soaker Tub. Second Floor You'll Find Another Mast....More details

    $6,450,000

    167 Balsam Dr

    • 4+1

    • 5

    • Area:

      5000+ Sq Ft

    MLS®#:W5409628
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+1

    • 5

    • Area:

      5000+ Sq Ft

    View Details

    This 8600Sqft Family Home Is An Impressive Entertainment Space - All Upgraded W/ Latest Tech. Ethernet Throughout. All Lights Are Led & Controlled By Smart Home Tech As Is Sprinkler System. Built-In Sonos Speakers Inside/Out. Newly Refreshed Hrdwd Floors, New Main Bthrms & Paint. Refreshed Ktchn, Moroccan Handmade Back Splash, New Counters & Laconc....More details

    $6,088,000

    8 Lambert

    • 4+3

    • 7

    • Area:

      5000+ Sq Ft

    MLS®#:O5202282
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+3

    • 7

    • Area:

      5000+ Sq Ft

    View Details

    Converted Omdreb Listing(40099206)*Comments May Be Truncated.*South Of Lakeshore Road Down A Private Drive Sits 8 Lambert Common Set At The South End Of The Exclusive Cul De Sac With Views Of Lake Ontario. This Custom-Built Luxury Dwelling Offers Unrivaled Privacy Combined With Over 7,000 Liveable Square Feet Of Refined Finishes Making It The Ultim....More details

    $5,950,000

    205 Trafalgar Rd S

    • 5+0

    • 6

    • Area:

      5000+ Sq Ft

    MLS®#:W5390002
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 5+0

    • 6

    • Area:

      5000+ Sq Ft

    View Details

    Circa 1850, This Rare Property Is In The Gothic Revival Style. Renovated; The New Addition Offers 6,500 Sqft Of Luxury. A Short Stroll To The Lake, Downtown's Many Coffee Shops, Boutiques, Restaurants, Go-Train & The Finest Schools. Panoramic Windows Fills The House W/ Sunlight. A Large Dining Rm & Custom Kitchen. Spacious Fam Rm W/ A Gas Fireplace....More details

    $5,299,000

    138 Dianne Ave

    • 4+1

    • 7

    • Area:

      5000+ Sq Ft

    MLS®#:O5156586
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+1

    • 7

    • Area:

      5000+ Sq Ft

    View Details

    Converted Omdreb Listing(40083222)*Comments May Be Truncated.*Stunning Custom Built Stone Luxury Chateau To The Owner's Highest Of Standards And Quality, Approx 9200Sf Plenty Premium Luxury Living Space To Live,Work, School &Play From Home With Elevator, Power Generator, 3 Car Garage With Heated Driveway.Elegant Bill Hicks Design,State Of The Art M....More details

    SHOW ALL LISTINGS

    Sign-up for full access to all listings

    $3,798,800

    281 Watson Ave

    • 3+1

    • 4

    • Area:

      3000-3500 Sq Ft

    MLS®#:W5429978
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 3+1

    • 4

    • Area:

      3000-3500 Sq Ft

    View Details

    Gorgeous Old Oakville Offering! Live/Entertain In Almost 5000 Sf Of Fin Living W/2nd Lev Addition Oppt. Prem 92X150 Lot+ Priv Resort Style Pool/Hot Tub/Pond Oasis W/Lush Gardens & Lndscpg. Lux Primary Suite W/Walk In Closet & Spa Like Ensuite. Cameo Kitch W/Large Island + Prem Applncs Open To Fam Rm. Grand Muskoka Rm. Fin Lower Level W/Extra Bdrm....More details

    SHOW ALL LISTINGS

    Sign-up for full access to all listings

    $3,788,000

    360 Lakeshore Rd E

    • 4+0

    • 5

    MLS®#:W5423532
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+0

    • 5

    View Details

    Downtown Living! Steps To Shops! Over 4300 Sqft Of Living Space, Main Floor Scavolini Kitchen With Gourmet Appliances, Open Concept Lr/Dr, Principal Retreat On Second Floor, Elevator To All Levels And Rare 4 Car Parking (2-Car Tandem Garage) Ll Finished With Rec Room, Gym, Sauna, Laundry And 4-Pcs Bath. 854 Sqft Roof Top Terrace With Views Of The L....More details

    $3,699,000

    216 Watson Ave

    • 4+0

    • 5

    • Area:

      3000-3500 Sq Ft

    MLS®#:W5376469
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+0

    • 5

    • Area:

      3000-3500 Sq Ft

    View Details

    A Rare Opportunity To Be Built In Downtown Oakville! A Custom-Designed 4,500 Total Square Foot Home (Including Lower Level) To Be Built On A Western-Facing Lot, Framed By Mature Trees. Will Be Complete With Numerous Luxurious Features. Buyer Has The Opportunity To Choose The Final Exterior Design And Interior Finishes. On One Of Oakville's Favourit....More details

    MLS®#:O4919540
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    View Details

    Converted Omdreb Listing(40023569)*Comments May Be Truncated.*The Time Is Now... Build Your Custom "Someday " Home On A Waterfront Estate Lot Nestled In A Historic Enclave In Southwest Oakville. The Property, Circa 1920, Is One Of Oakville's Last Boutique Waterfront Opportunities. This Quiet Cul-De-Sac Offers Majestic Lake Views, Towering,Century-O....More details

    $3,495,000

    75 Allan St

    • 3+1

    • 4

    MLS®#:O5240771
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 3+1

    • 4

    View Details

    Converted Omdreb Listing(40088655)*Comments May Be Truncated.*Exceptional Residence Located South Of The Lakeshore & Steps To Historic Downtown Oakville. One Of Kind Gren Weis Architect Designed Custom Build By Cochren Homes Reflecting All The Charm Of Its Beautiful Surroundings. Fabulous Exterior Detailing, Stone Chimneys, Cedar Shingle & Shiplap ....More details

    $3,350,000

    121 Suffolk Ave

    • 4+1

    • 6

    • Area:

      5000+ Sq Ft

    MLS®#:W4879315
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+1

    • 6

    • Area:

      5000+ Sq Ft

    View Details

    Fabulous Custom Home With Almost 5,900 Sq Ft Of Finished Living Space. Great Floor Plan With Attention To Details. Open Concept Kitchen And Great Room, Separate Dining Room, Servery And Walk-In Pantry As Well As Main Floor Study. Large Mudroom And Laundry Room. 2nd Level Features 4 Bedrooms Each With Their Own Ensuite. Heated Lower Level Floors, La....More details

    $3,250,000

    115 Suffolk Ave

    • 4+2

    • 6

    • Area:

      5000+ Sq Ft

    MLS®#:W4879297
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+2

    • 6

    • Area:

      5000+ Sq Ft

    View Details

    Fabulous Custom Home With Over 5900 Sq Ft Of Finished Living Space. Great Floor Plan With Attention To Details. Open Concept Kitchen And Great Room, Separate Dining Room, Servery And Walk-In Pantry As Well As Main Floor Study With Fireplace. 2nd Level Features 4 Bedrooms Each With Their Own Ensuite And Laundry Room. Heated Lower Level Floors, Large....More details

    $3,188,000

    385 Chartwell Rd

    MLS®#:O5253340
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    View Details

    Converted Omdreb Listing(40121008)*Comments May Be Truncated.*Your Dream Home Can Materialize On This Lot.Perfect Premium Lot. Located On One Of The Most Prestigious And Sought After Streets For New Construction In South East Oakville. Amazing Privacy At The Backyard Surrounded By Amazing Sore Mature Trees. Architectural Drawings Ready And Permit ....More details

    $3,169,900

    329 Tudor Ave

    • 4+0

    • 4

    • Area:

      3500-5000 Sq Ft

    MLS®#:W5439708
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+0

    • 4

    • Area:

      3500-5000 Sq Ft

    View Details

    Location & Lifestyle In The Roc In West Oakville. Fernbrook Hme W/3604 Sf, 4 Bdrms/3.5 Bths, Prof Lndspg & Stone Patio. Wlk To Shops, Lake, Restaurants, Dwntn & Close To Hwys. Hrdwd Flrs, Crwn Mldgs, 10' Ceilings, Cust Cabinetry, Pot Lites, & Cal Shttrs. Frml Lvg Rm & Sep Dng Rm. Cust Kit W/Island/Brkfst Bar, China Cabinets, Ss & B/I Appls, Wolf Ga....More details

    MLS®#:O5240078
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    View Details

    Converted Omdreb Listing(40115538)*Comments May Be Truncated.*Welcome To Oak & Lake. Build Your Custom "Someday " Home On This Beautiful Estate Lot Nestled In A Historic Enclave In Southwest Oakville. The Property, Circa 1920, Is One Of Oakville's Last Boutique Waterfront Opportunities. This Quiet Cul-De-Sac Is South Of Lakeshore Road And Offers Ma....More details

    43 Listings Found

    Load More

    I'M INTERESTED IN OLD OAKVILLE HOMES

    phone