AgeOld
Area Suburb
AmenitiesOakville Place
Commute25 mins DT
IncomeRich
3 ENNISCLARE DRIVE E IN OAKVILLE ONTARIO
$16,000,000
One Of The Last Remaining Developable Riparian Lakefront Estates In South East Oakville Boasting Unrivalled And Expansive Views Of Lake Ontario From Downtown Toronto To The Niagara Escarpment. With 184ft Of Lake Frontage And Boat Access And With A Total Of 3.63 Acres And ... Read More »
3 Ennisclare Drive E
Old Oakville, Oakville, Ontario
- 5 Beds
- 4 Baths
MLS® #W8269016
199 CHARTWELL ROAD IN OAKVILLE ONTARIO
$12,000,000
Magnificent Gated Estate On A Meticulously Landscaped 3/4 Acre Lot, On Oakville's Coveted ' Street Of Dreams'. This Architectural Monument Was Designed & Built By One Of The World's Most Renowned Master Builders Of Uber-luxury Residences. Solid Limestone Construction, Sla... Read More »
199 Chartwell Road
Old Oakville, Oakville, Ontario
- 5 Beds
- 7 Baths
MLS® #W8217968
26 TRAFALGAR ROAD IN OAKVILLE ONTARIO
$9,998,000
Nestled At The Base Of Trafalgar Road, In The Heart Of Old Oakville, This Home Boasts An Impressive Walk Store Of 94 Out Of 100. With Lake Front Access, Steps To Lakefront Trails, Parks, The Marina, Boutique Stores And Fine Dining. This Expansive Property Boasts Dimension... Read More »
26 Trafalgar Road
Old Oakville, Oakville, Ontario
- 6 Beds
- 9 Baths
MLS® #W8191522
210 CHARTWELL ROAD IN OAKVILLE ONTARIO
$9,998,000
Exceptional Californian Inspired Custom Rebuild On One Of Oakvilles Most Sought-after Streets. Modern Luxury Awaits You At 210 Chartwell Road.gren Weis Contemporary Interior Design And Architecture Along With Mazengas Craftsmanship, Created Over 7500 Sf Of Spectacular Liv... Read More »
210 Chartwell Road
Old Oakville, Oakville, Ontario
- 4 Beds
- 6 Baths
MLS® #W8086756
128 BALSAM DRIVE IN OAKVILLE ONTARIO
$7,798,000
Welcome To 128 Balsam Drive In South East Oakville, One Of The Prettiest, Most Exclusive And Desirable Streets In The Greater Toronto Area!this Extraordinary Custom Built Homes Is Just Steps To Oakville's Historic Downtown Shopping District, Plethora Of Private Schools An... Read More »
128 Balsam Drive
Old Oakville, Oakville, Ontario
- 7 Beds
- 10 Baths
MLS® #W8209234
112 ELTON PARK ROAD IN OAKVILLE ONTARIO
$7,388,000
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. Down The Foy... Read More »
112 Elton Park Road
Old Oakville, Oakville, Ontario
- 5 Beds
- 8 Baths
MLS® #W8152868
200 CHARTWELL ROAD IN OAKVILLE ONTARIO
$6,995,000
Exceptional Gated Estate Home Nestled On A Spectacular 100' X 225' Lot On Oakville's Most Coveted Street Of Dreams, Completely Reconstructed In 2020 With Over 7500 Sf Luxury Finished Living Space On Trend Finishes & Manicured Gardens With The Timeless Character And Curb A... Read More »
200 Chartwell Road
Old Oakville, Oakville, Ontario
- 5 Beds
- 7 Baths
MLS® #W8009782
95 BEL AIR DRIVE IN OAKVILLE ONTARIO
$6,098,000
Beautifully Proportioned Home, 103. 35’x148.59’ Lot On Sought-after South East Enclave. This Home Boasts 7715 Sqft Of Elegance And Exquisite Craftsmanship Living Space. Cozy Main Floor Master Bedroom With Heated Floor, Jacuzzi Whirlpool Bathtub.professional Landscapin... Read More »
21 SECOND STREET IN OAKVILLE ONTARIO
$5,500,000
Riparian Waterfront In Downtown Oakville. Potential Abounds! Fantastic Opportunity To Renovate, Or Build A New Custom Home. The Possibilities Are Endless In This Secluded Waterfront Residence Where Location And Privacy Are Second To None. Charming Main Floor Offers A Fun... Read More »
55 CHISHOLM STREET IN OAKVILLE ONTARIO
$4,990,000
For The Discerning Few, Step Into A Realm Of Unparalleled Luxury And Sustainability At 55 Chisholm St, Oakville. Nestled In West Harbour, Steps To The Lake Access Of Tannery Park, And Magical Downtown Oakville, This Iconic Residence Seamlessly Blends Old-world Elegance Wi... Read More »
55 Chisholm Street
Old Oakville, Oakville, Ontario
- 4 Beds
- 4 Baths
MLS® #W8233862
PH8 - 300 RANDALL STREET IN OAKVILLE ONTARIO
$4,899,900
One Of Oakvilles Most Prestigious Buildings. The ""chisolm"" Penthouse Suite Offers 2713 Sq Ft Ofluxurious Living Space With An Additional 1372 Sq Ft Private Rooftop Terrace. Access The Suite Withyour Own Semi-private Elevator & Enter Into The Signature Rotunda Foyer With... Read More »
Ph8 - 300 Randall Street
Old Oakville, Oakville, Ontario
- 2 Beds
- 2 Baths
MLS® #W8288460
301 LAKESHORE ROAD W IN OAKVILLE ONTARIO
$4,850,000
Brand New Custom Home Sit On A Private 75 X 140 Ft Lot Surrounded By Mature Trees. 4+1 Bedrooms / 5+1 Washrooms, Built By Scott Ryan, Designed By Keeren Design. Lot Boasts Extra Large Circular Driveway Can Park Over 8 Cars. Main Floor Features Soaring 10-ft Ceilings, Over... Read More »
301 Lakeshore Road W
Old Oakville, Oakville, Ontario
- 5 Beds
- 6 Baths
MLS® #W8107972
499 LAKESHORE ROAD E IN OAKVILLE ONTARIO
$4,799,000
Discover The Hidden Gem: A Private Oasis In Oakville With Stunning Outdoor Living Space\nthis Property Boasts More Than Just Privacy – It's A Nature Lover's Paradise With Gardens That Attract Birds And Butterfies, A Large Patio Area\nperfect For Entertaining Guests, And... Read More »
499 Lakeshore Road E
Old Oakville, Oakville, Ontario
- 5 Beds
- 4 Baths
MLS® #W8023966
143 BALSAM DRIVE IN OAKVILLE ONTARIO
$4,750,000
Rare Offering Of A Lush, Private 102' X 296' Lot (approx 0.7 Acre) On Coveted Street In Se Oakville, Close To Downtown Shops & Restaurants. Build Or Enjoy As Is! Long, Meandering Drive Leads To Existing Family Home Of Approx. 3,140 Sq Ft. Featuring 5 Bedrooms And 4 Bathro... Read More »
331 MACDONALD ROAD IN OAKVILLE ONTARIO
$4,695,000
Located In One Of Oakville's Most Desirable Pockets This New Custom Home Creates A Stylish Atmosphere That Will Impress Even The Most Detailed Buyer. Architecture By Hicks Design Studio And Built By Gasparro Homes This Home Features Over 3,100 Square Feet Above Grade As ... Read More »
331 Macdonald Road
Old Oakville, Oakville, Ontario
- 5 Beds
- 5 Baths
MLS® #W8328582
337 MACDONALD ROAD IN OAKVILLE ONTARIO
$4,695,000
Brand New, Never Lived In Custom-built Home Features A Double Car Garage And Over 3,100 Square Feet Above Grade In The Heart Of Old Oakville. Architecture By Hicks Design Studio And Built By Gasparro Homes, A Keen Eye For Detail Was Maintained To Ensure Top Quality Craft... Read More »
337 Macdonald Road
Old Oakville, Oakville, Ontario
- 5 Beds
- 6 Baths
MLS® #W8328594
398 LAKESHORE ROAD W IN OAKVILLE ONTARIO
$4,599,000
Elegant Luxurious Executive Family Residence. Cornerstone In One Of Oakville's Most Prestigious Neighbourhoods, Complete Privacy Surrounded By Mature Trees And Beautiful Landscaping. Impressive 5,600 Sqft Home, Sunshine And Light Washing The Living Room, Family Room , Kit... Read More »
398 Lakeshore Road W
Old Oakville, Oakville, Ontario
- 5 Beds
- 5 Baths
MLS® #W8327980
136 WATSON AVENUE IN OAKVILLE ONTARIO
$4,295,000
Exceptionally Well-maintained Custom-built Home On One Of Old Oakvilles Most Desired Streets. Situated On A Corner Lot That Allows In So Much Natural Light Through An Abundance Of Large Windows, This Home Features Over 3,250 Sq Ft Plus A Fully Finished Lower Level. As You... Read More »
136 Watson Avenue
Old Oakville, Oakville, Ontario
- 4 Beds
- 4 Baths
MLS® #W8280312
LOT 4 MACDONALD ROAD IN OAKVILLE ONTARIO
$4,150,000
Nestled In An Immensely Desired Mature Pocket Of Old Oakville, Exclusive Fernbrook Development. A Selection Of Distinct Detached 47' & 50' Single Family Models, With Refined Interiors. The ""manor"" Finished At 2920sf, 4 Beds+3.5 Baths. Double Garage W/interior Access To ... Read More »
Lot 4 Macdonald Road
Old Oakville, Oakville, Ontario
- 4 Beds
- 4 Baths
MLS® #W8039640
234 MAURICE DRIVE IN OAKVILLE ONTARIO
$4,098,000
Exclusive Luxury Living On Prestigious Old Oakville, Designed By Award Winning Architect Steve Hamelin, Custom Built Home Crafted With Fine Finishes. Rarely Offered Massive 60 Ftx160 Ft Prime Pool Sized Lot! Just Steps To Kerr Village, Trafalgar Park/community Center, Dt ... Read More »
234 Maurice Drive
Old Oakville, Oakville, Ontario
- 5 Beds
- 7 Baths
MLS® #W8305552
375 LAKESHORE ROAD W IN OAKVILLE ONTARIO
$3,999,000
Sophisticated, Elegant, Timeless Gem On A Park-like, Fully Landscaped 276' Deep Lot. Tranquility At It's Finest W/salt Water Pool, Hot Tub, Pond, Gorgeous Glass House, Outdoor Kitchen And Complete Privacy. This Gorgeous Home Offers Hardwood Floors Throughout, Gourmet Kitc... Read More »
375 Lakeshore Road W
Old Oakville, Oakville, Ontario
- 5 Beds
- 5 Baths
MLS® #W8328736
LOT 9 MACDONALD ROAD IN OAKVILLE ONTARIO
$3,803,000
Nestled In An Immensely Desired Mature Pocket Of Old Oakville, Exclusive Fernbrook Development. A Selection Of Distinct Detached 47’ & 50’ Single Family Models, With Refined Interiors. The ""chisholm†Finished At 2,778-2,842 Sf, 4 Beds+3.5 Baths. Garage W/int Mudroom... Read More »
Lot 9 Macdonald Road
Old Oakville, Oakville, Ontario
- 4 Beds
- 4 Baths
MLS® #W8039666
329 DOUGLAS AVENUE IN OAKVILLE ONTARIO
$3,799,000
Step Inside This Elegant, Timeless Home In Old Oakville! This Home Is Brimming With Character Yet Blended With Modern Amenities To Provide Everyday Convenience. Situated On A Sprawling 100 X 150 Lot, With Over 4,100 Sqft Of Finished Living Space, This Property Is Steeped ... Read More »
329 Douglas Avenue
Old Oakville, Oakville, Ontario
- 4 Beds
- 3 Baths
MLS® #W8187378
485 MACDONALD ROAD IN OAKVILLE ONTARIO
$3,799,000
Rare Find! Terrific 90ft*200ft Building Parcel In Coveted Old Oakville.this Expansive And Secluded Lot W/ 2850sqft Living Space.is Enveloped By Majestic Towering Trees, Providing Unmatched Privacy. Nestled On A Serene And Tree-lined Street Among Million-dollar Homes And M... Read More »
485 Macdonald Road
Old Oakville, Oakville, Ontario
- 5 Beds
- 3 Baths
MLS® #W7363444
155 STEWART STREET IN OAKVILLE ONTARIO
$3,212,000
Opportunity Knocks! Custom Home To Be Built! This Is Your Chance To Envision And Construct Your Dream Home On A Prime 57' X 123' Lot. A Home Isn't Just A Structure; Its Your Haven, Your Sanctuary, A Reflection Of Who You Are. Picture Yourself In A Meticulously Crafted Hom... Read More »
155 Stewart Street
Old Oakville, Oakville, Ontario
- 5 Beds
- 5 Baths
MLS® #W8127446
206 - 300 RANDALL STREET IN OAKVILLE ONTARIO
$3,150,000
Award-winning Rosehaven Construction Rich With Parisian Nostalgia, Complete With An Elegant Stone Facade That Offers The Absolute Best Of Lavish Finishes. #206 Is A Stunning Two-bedroom Suite With 2,355 Sq Ft Of Opulent Living Space Featuring Large Principal Rooms, Hardw... Read More »
206 - 300 Randall Street
Old Oakville, Oakville, Ontario
- 2 Beds
- 3 Baths
MLS® #W8244954
2 - 336 ROBINSON STREET IN OAKVILLE ONTARIO
$3,149,000
This Exquisite ""rock Cliff"" Residence, Ideally Positioned Mere Steps From The Lake In Prestigious Old Oakville, Epitomizes Luxurious Living. A Marvel Of Modern Construction, This Impeccable 3-bedroom Townhome Is Suffused With Natural Light And Adorned With Meticulous Cr... Read More »
2 - 336 Robinson Street
Old Oakville, Oakville, Ontario
- 3 Beds
- 5 Baths
MLS® #W8325968
298 RIVER SIDE DRIVE IN OAKVILLE ONTARIO
$3,100,000
Experience The Unique Charm Of This Well-maintained Bungalow Loft, Situated In One Of Oakville's Most Sought-after Neighborhoods! Boasting A Perfect Blend Of Comfort, Style, And Convenience, This Delightful Home Is The Ideal Choice For Your Next Move. The Main Floor Feat... Read More »
298 River Side Drive
Old Oakville, Oakville, Ontario
- 5 Beds
- 4 Baths
MLS® #W8204394
204 - 221 ALLAN STREET IN OAKVILLE ONTARIO
$3,049,900
In The Heart Of Se Oakville Lies The Brantwood Residences, An Exclusive Condominium Within A Historic Building. With Only 9 Units, This Property Promises A Rare Blend Of Luxury And Charm. Step Into This Meticulously Crafted 2-bdrm, 2.5-bath Unit Spanning Just Over 2000 Sq... Read More »
204 - 221 Allan Street
Old Oakville, Oakville, Ontario
- 2 Beds
- 3 Baths
MLS® #W8164636
220 REYNOLDS STREET IN OAKVILLE ONTARIO
$3,000,000
Fabulous Family Home In Old Oakville Perfect For Extended Family. Entertainer's Dream Backyard With Salt Water Pool, Patio And Shed, Elegant Hardwood Flooring And Staircases Throughout, In-law/nanny Suite And Rec Room In Finished Basement, Large Eat-in Kitchen With S/s Ap... Read More »
220 Reynolds Street
Old Oakville, Oakville, Ontario
- 5 Beds
- 5 Baths
MLS® #W8187764
115 SOUTH FORSTER PARK DRIVE IN OAKVILLE ONTARIO
$2,899,000
Welcome To 115 South Forster, A Stunning Custom Built Home In The Sought After River Side Community With A Very Private Backyard Backing Onto Forster Park With Gated Access. Walking Distance To Downtown Oakville, 16 Mile Creek, The Marina, The Shops, Cafes And Restaurants... Read More »
115 South Forster Park Drive
Old Oakville, Oakville, Ontario
- 5 Beds
- 5 Baths
MLS® #W8166180
UNIT 5 BLOCK 21 IN OAKVILLE ONTARIO
$2,895,000
Nestled In An Immensely Desired Mature Pocket Of Old Oakville, Exclusive Fernbrook Development. A Selection Of Distinct Townhome Models, With Refined Interiors. The ""douglas"", Finished At 3418sqft, 3 Beds+3.5 Baths. Elevator. 3 Terraces & Rear Yard. Mudroom & Ground Flr... Read More »
UNIT 2 BLOCK 21 IN OAKVILLE ONTARIO
$2,885,000
Nestled In An Immensely Desired Mature Pocket Of Old Oakville, Exclusive Fernbrook Development. A Selection Of Distinct Freehold Townhome Models, With Refined Interiors. The ""watson"", Finished At 3,132 Sqft, 3 Beds+3.5 Baths. Elevator. 3 Terraces & Rear Yard. Mudroom & ... Read More »
530 CARSON LANE IN OAKVILLE ONTARIO
$2,499,000
Located In One Of The Most Sought-after Locations In Old Oakville, This Building Lot Is Steps To The Lake And One Of The Few Remaining Opportunities To Build New In This Neighbourhood. This Property Has Recently Been Removed Off The Heritage Watch List, Giving You Unrestr... Read More »
26 PARK AVENUE IN OAKVILLE ONTARIO
$2,300,000
Prime Park Avenue Building Lot 50' X 110' Just 4 Houses From The Lake And The Esplanade Trail Along The Water. Catch Glimpses Of Lake Ontario From The Bedroom Windows And From The Spectacular Garden. The Perfect Location To Build Your Forever Home. Zoned Rl3-0 Allowing 35... Read More »
431 RIVER SIDE DRIVE IN OAKVILLE ONTARIO
$2,279,000
Over $650,000 Spent In Renovations And Landscaping!! Situated On A Stunning Ravine Lot This Fully Renovated Central Oakville Family Home Has 3+1 Bedrooms And 3.1 Baths. An Award-winning Front And Backyard Oasis Was Created By Proscape Land Design In 2022 Including A New D... Read More »
431 River Side Drive
Old Oakville, Oakville, Ontario
- 4 Beds
- 4 Baths
MLS® #W8323108
11 - 95 BROOKFIELD ROAD IN OAKVILLE ONTARIO
$2,269,900
Stunning Brand New Townhome At Harbour Place. The Serene Floor Plan Offers A Second Full Floor Master Retreat. This Home Comes Complete With An Individual Elevator That Takes You From The Parking Garage All The Way To Your Private Roof Top Terrace. This Is Your Opportunit... Read More »
11 - 95 Brookfield Road
Old Oakville, Oakville, Ontario
- 3 Beds
- 3 Baths
MLS® #W8187570
220 REBECCA STREET IN OAKVILLE ONTARIO
$2,098,000
Step Into This Exceptional Freehold Townhouse, Offering Almost 3,500 Total Sq Ft Of Comfort, Style And Convenience. A Meticulously Appointed Home Just Steps From Downtown Oakville And Lakefront Parks. With Double Car Garage, Private Elevator, Hot Tub And Plenty Of Outdoor... Read More »
220 Rebecca Street
Old Oakville, Oakville, Ontario
- 3 Beds
- 3 Baths
MLS® #W8313066
48 REBECCA STREET IN OAKVILLE ONTARIO
$2,090,000
Prestigious Downtown Oakville! Classic Styling With Luxurious Finishes! Modern Architecture! Approx 3,000 Sq Ft Of Living Space. Quiet, Upscale Neighborhood!! 5 Min To Go Train *short Walk To The Lake *7 Years Old * 10 Feet Ceilings Above The Ground And 9 Feet Ceiling In ... Read More »
48 Rebecca Street
Old Oakville, Oakville, Ontario
- 3 Beds
- 5 Baths
MLS® #W8083866
134 JOHN STREET IN OAKVILLE ONTARIO
$2,048,000
Come And Live In One Of Oakville's Most Vibrant Locations With So Much To Offer. Walking Distance To Kerr Village With All The Shops And Restaurants As Well As Walking Distance To The Famous Downtown Oakville, Definitely One Of The Best Offering So Many First Class Venues... Read More »
230 WEYBOURNE ROAD IN OAKVILLE ONTARIO
$2,000,000
Welcome To This Lovely 4+1 Bedroom Family Home Situated On A Quiet And Child-safe Court Just Steps From Downtown, Kerr Village, Appleby College, And Renowned Schools. This Home Has Been Meticulously Updated, Showcasing On-site Finished Hardwood Floors, Solid Doors With Up... Read More »
230 Weybourne Road
Old Oakville, Oakville, Ontario
- 5 Beds
- 3 Baths
MLS® #W8266592
331 ROBINSON STREET IN OAKVILLE ONTARIO
$1,985,000
Step Into Luxury Living With This Executive Freehold Townhouse Nestled In A Highly Sought-after Downtown Oakville. Boasting A Generous 2,300 Square Feet Of Meticulously Designed Space, This Residence Is A Testament To Modern Elegance. From The Moment You Enter, You'll Be ... Read More »
331 Robinson Street
Old Oakville, Oakville, Ontario
- 2 Beds
- 3 Baths
MLS® #W8323408
7 - 95 BROOKFIELD ROAD IN OAKVILLE ONTARIO
$1,929,900
Stunning Brand New Townhome At Harbour Place. The Inspired Floor Plans Offers A Second Full Floor\nmaster Retreat. This Home Comes Complete With An Individual Elevator That Takes You From The\nparking Garage All The Way To Your Private Roof Top Terrace. This Is Your Oppor... Read More »
7 - 95 Brookfield Road
Old Oakville, Oakville, Ontario
- 3 Beds
- 3 Baths
MLS® #W6813120
224 WEYBOURNE ROAD IN OAKVILLE ONTARIO
$1,899,900
This 4 Lvl Side Split Is Beautiful Inside & Out & Situated At The End Of A Quiet Court In Sought-after S/w Oakville. The Front Door Leads You Into The Main Lvl That Ft. A Living Rm, Din Rm And Kitch That Offers Lots Of Storage. The Recently Installed (2022) Hardwd Stairs ... Read More »
224 Weybourne Road
Old Oakville, Oakville, Ontario
- 4 Beds
- 2 Baths
MLS® #W8318594
260 ROBINSON STREET IN OAKVILLE ONTARIO
$1,699,000
Prime Value Add & Development Opportunity In The Heart Of Oakville. Zoned Rm1 With Drawings Available For A Multifamily Development Or A Single Family Residence Designed By Gren Weis (4500 Sq Ft). Prime Location, And Steps Away From Downtown Oakville And Lakeshore, Restau... Read More »
260 ROBINSON STREET IN OAKVILLE ONTARIO
$1,699,000
Prime Value Add & Development Opportunity In The Heart Of Oakville. Zoned Rm1 With Drawings Available For A Multifamily Development Or A Single Family Residence Designed By Gren Weis (4500 Sq Ft). Prime Location, And Steps Away From Downtown Oakville And Lakeshore, Restau... Read More »
260 Robinson Street
Old Oakville, Oakville, Ontario
- 2,723 Square FT
MLS® #W8249776
124 CHISHOLM STREET IN OAKVILLE ONTARIO
$1,690,000
Rare Opportunity To Own A Versatile Residential/commercial Zoned Property, Ideally Situated Just A 5-minute Stroll From The Vibrant Heart Of Downtown Oakville. This Meticulously Maintained Home Combines Character And Convenience, Offering An Ideal Fusion Of Functionality ... Read More »
124 Chisholm Street
Old Oakville, Oakville, Ontario
- 2 Beds
- 2 Baths
MLS® #W8322036
704 - 50 OLD MILL ROAD IN OAKVILLE ONTARIO
$1,585,000
You'll Adore This Condominium. It Boasts Exquisite Design With Meticulous Attention To Detail. Recently Renovated In 2022, It Features An Inviting Open-concept Layout, Custom Cabinetry, A Chef's Kitchen With Top-of-the-line Appliances, And Elegant Hardwood Flooring Throug... Read More »
704 - 50 Old Mill Road
Old Oakville, Oakville, Ontario
- 2 Beds
- 2 Baths
MLS® #W8325774
Old Oakville Real Estate Overview
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