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    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

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    58 Listings Found
    You are viewing 47 out of 58 Listings. Quick Sign Up for full access.
    $11,800,000

    173 Chartwell Rd

    • 4+1

    • 8

    • Area:

      5000+ Sq Ft

    MLS®#:W5546658
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+1

    • 8

    • Area:

      5000+ Sq Ft

    View Details

    French Chateau Estate Living In The Heart Of South East Oakville. Timeless Elegance & Exceptionally Well Crafted.This Exclusive Residence Is Approx 8,000 Sqft Above Grade W/4,000+ Finished Sqft In The Walk-Out Ll, Sitting On A Private 0.7 Acre Lot. Exquisitely Finished W/Soaring Ceiling Heights, Walnut Scarlet O'hara Staircases, Heated Marble Slab,....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

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    $8,999,999

    1225 Lawrence Cres

    • 4+1

    • 8

    • Area:

      5000+ Sq Ft

    MLS®#:W5583097
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+1

    • 8

    • Area:

      5000+ Sq Ft

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    Beautifully Appointed Executive Home In Sought After Southeast Oakville Boasts 8091 Square Feet Of Luxurious Living Space (5130 Above Grade). This Family Home Is An Entertainer's Dream Featuring A Chef's Kitchen Designed By Downsview Creates A Perfect Setting To Host The Ultimate Gatherings. Custom Lighting By Contemporary Designer Gabriel Scott. S....More details

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    $8,200,000

    259 Burgundy Dr

    • 4+1

    • 6

    • Area:

      5000+ Sq Ft

    MLS®#:W5500273
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+1

    • 6

    • Area:

      5000+ Sq Ft

    View Details

    Modern Sophisticated Design Masterpiece On One Of South East Oakville's Most Desired Cul-De-Sec Streets,Built With The Owner's Highest Standards, High Quality Finishes With Master Craftsmanship Throughout The Entire Home, A Truly Dream Home For The Most Discerning Buyer. Modern Style Exterior With Natural Imestone, Soaring High Ceilings,Open Concep....More details

    $6,995,000

    200 Chartwell Rd

    • 4+1

    • 6

    • Area:

      5000+ Sq Ft

    MLS®#:W5545953
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+1

    • 6

    • Area:

      5000+ Sq Ft

    View Details

    Aaa+ Location. This Stunning Custom Family Home Is Situated On One Of The Most Prestigious Streets In South East Oakville. A 100X225 Deep Lot, West Facing, Gated And Private Offers 4+1 Bedrooms, 7 Washrooms, 5 Gas Fireplaces, A Large Swimming Pool With Cabana And A Three Season Screened In Muskoka Room. A Bright And Sunny Home With Many Floor To Ce....More details

    $6,750,000

    184 Chartwell Rd

    • 5+0

    • 6

    • Area:

      5000+ Sq Ft

    MLS®#:W5601925
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 5+0

    • 6

    • Area:

      5000+ Sq Ft

    View Details

    This Estate Home Is Situated In The Most Sought-After Neighbourhood In Oakville. Stroll Into Beautiful Downtown Oakville And Enjoy All That Water Front Town Has To Offer Including Restaurants, Shopping, Parks And A Unique And Historical Vibe. This Home Is A Lifestyle Opportunity. Unique, Impressive, Ideally Located. With Over 7500 Sq Ft Of Luxury O....More details

    $6,749,000

    63 First St

    • 4+0

    • 6

    MLS®#:W5556071
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+0

    • 6

    View Details

    With A Location South Of Lakeshore Road, This Newly Constructed Home Combines Exemplary Finishes And Exceptional Craftsmanship Highlighting The Timeless Traditional Interior Style. The Gourmet Eat-In Kitchen Is The Heart Of The Home - A Cohesive Blend Of Transitional Design Fused With Warm Charm. The Secondary Entrance Provides Ease-Of-Flow To The....More details

    $6,698,000

    41 Chartwell Rd

    • 5+1

    • 5

    • Area:

      5000+ Sq Ft

    MLS®#:W5622930
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 5+1

    • 5

    • Area:

      5000+ Sq Ft

    View Details

    41 Chartwell Road, South Of Lakeshore, Is Where Elegance And Quality Craftsmanship Meet Family Functionality In The Heart Of Coveted Olde Oakville. This Home Has Been Lovingly Cared For And Masterfully Expanded Upon. Offering 8,490 Total Square Feet Of Living Space Combined With Your Own Private Tree Lined Oasis On A Rarely Offered 85X237 Ft Proper....More details

    $6,498,000

    63 First St

    • 4+0

    • 6

    MLS®#:W5556049
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+0

    • 6

    View Details

    With A Location South Of Lakeshore Road, This Newly Constructed Home Combines Exemplary Finishes And Exceptional Craftsmanship Highlighting The Timeless Traditional Interior Style. The Gourmet Eat-In Kitchen Is The Heart Of The Home - A Cohesive Blend Of Transitional Design Fused With Warm Charm. The Secondary Entrance Provides Ease-Of-Flow To The....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

    $6,380,000

    20 Lambert Common

    • 4+1

    • 5

    • Area:

      3500-5000 Sq Ft

    MLS®#:W5614308
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+1

    • 5

    • Area:

      3500-5000 Sq Ft

    View Details

    Custom-Built Luxury Home On A Private Cul-De-Sac South Of Lakeshore Rd. Over 6,000 Sf Living Space Features 10.5 Ft Crown Molding Ceiling, Soaring Fireplaces, Ambient Lightings, And Floor To Ceiling Windows Throughout. Custom Downsview Kitchen With Wolf Appliances. House Is Equipped With Central Sound System, Build-In Water Softener & Filter, Steam....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

    $5,299,000

    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

    $5,098,888

    205 Trafalgar Rd S

    • 4+1

    • 7

    • Area:

      5000+ Sq Ft

    MLS®#:W5479835
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+1

    • 7

    • 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

    $4,500,000

    348 Watson Ave

    • 3+1

    • 4

    • Area:

      3000-3500 Sq Ft

    MLS®#:W5588174
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 3+1

    • 4

    • Area:

      3000-3500 Sq Ft

    View Details

    Prime Old Oakville Home & Location Ft Over 4,500 Sq Ft Of Luxury Living, Built By Local Builder Forestwood Homes.Private West Facing Lot W Saltwater Pool, Stone Patio W Outdoor Gas Fireplace.Main Flr Office.Gourmet Kitchen & Unique Servery For Additional Pantry Space & A Bonus B/I Work Station.Kitchen Opens To The Great Rm W Cozy Fp, Waffled Ceilin....More details

    $4,498,000

    80 Barringham Dr

    • 4+0

    • 4

    • Area:

      3000-3500 Sq Ft

    MLS®#:W5605687
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+0

    • 4

    • Area:

      3000-3500 Sq Ft

    View Details

    A Truly Special Home In A Prestigious S/E Oakville Enclave South Of Lakeshore And Just Steps To The Lake! This Exceptional One-Of-A-Kind Bungalow With Incredible Architectural Details And Elegant Finishes Was Completely Redesigned In 2000 And Is Situated On A Premium 0.38 Acre Mature Lot Close To Top-Rated Private And Public Schools! Quality And Ch....More details

    $4,449,850

    36 Anderson St

    • 3+1

    • 4

    MLS®#:W5531717
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 3+1

    • 4

    View Details

    Spectacular Custom Built Luxury Home Steps To Lake & Downtown Oakville. Lavish Interiors Incl. Remarkable Finishes Incl. Solid Wood 8Ft. Doors, High Baseboards, High Ceilings, & Hardwood Flooring Throughout. Skylights & Expansive Windows Flood Open Space W/ Natural Light. 8Ft. Elevator To 3 Levels & Extra Wide Stairs. Smart Home Incl. Keyless Entry....More details

    $4,200,000

    309 Church St

    • 2+0

    • 2

    MLS®#:W5565127
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 2+0

    • 2

    View Details

    Ultimate Live/Work Built In 2001, This Mixed Use Commercial & Residential Building Is Located In The Heart Of Downtown Oakville And Has Parking For 4 Cars. There Is A Commercial Grade Elevator For Easy Access To Each Level Including The Third Floor Residential Unit With A Roof Top Terrace. First And Second Floor And Finished Basement With A Full Ki....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

    $3,595,000

    225 Church St

    • 4+1

    • 5

    • Area:

      3500-5000 Sq Ft

    MLS®#:W5619694
    Status:For Sale 
    Type:Residential
    Community:Old Oakville - Oakville
    • 4+1

    • 5

    • Area:

      3500-5000 Sq Ft

    View Details

    Steps Away From Oakville's Central Business District & The Shores Of Lake Ontario, This Freehold Townhome Is A Gem Like No Other. A Classic Take On The Iconic New York Brownstone. Nearly 5,000 Sqft Of Living Space W/A Remarkable 420 Sqft Rooftop Terrace. Double Garage, In-Law Suite, Indoor Swim Spa, Chef's Kitchen. 4+1 Beds & 4.5 Baths. Stately Hom....More details

    58 Listings Found

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