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Welcome to this remarkable 3-Storey semi-detached located in the coveted neighborhood of River Oaks. Expertly crafted featuring premium brick construction, this residence presents an exceptional opportunity offered at $1,274,900 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.
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Stunning 3-bedroom, 4-bathroom semi-detached home in the highly sought-after River Oaks community. Boasting 2,470 sqft of above-grade living space, this home is the perfect blend of functionality, style, and comfort. The main level is an entertainer's dream, with separate living and dining rooms, pot lights, crown molding, California shutters, hardwood floors, and a fresh coat of paint. The kitchen shines with granite countertops, stainless steel appliances, a coffee bar, and a Cavavin 116-bottle wine fridge, complemented by an under-counter beverage fridge. It opens up to a cozy family room with a gas fireplace and easy access to the backyard. Upstairs, the 2nd level offers 2 oversized bedrooms, each with ensuite privileges. The front bedroom includes a charming balcony overlooking the front porch, while the back bedroom boasts dual closets. This level also offers a versatile office/den space that could double as a playroom, library, or sitting area, with the option to convert the storage closet into a laundry room with hookups available. The 3rd level is reserved for the serene Primary Suite. Featuring a South-facing terrace (~10' x 20') with solar lighting, a raised cedar garden bed, his and hers walk-in closets, and a 5-pc ensuite with heated floors, a double sink vanity, Oceania Milano soaker tub, and a glass shower. The unfinished basement offers endless possibilities with its open layout. It includes a rough-in for a bathroom, a central vacuum system, and a workshop area. The backyard highlights a professionally finished deck, an Arctic Spas Fox Hot Tub (24), a built-in gas DCS BBQ with double side burners and a granite countertop, and an additional gas line. Recent updates include a full home security and automation system (21), a new roof (18), and remodelled bathrooms (18). Sitting in a prime location, this home is perfect for remote work or commuting to Toronto and is close to top-rated schools, the Oakville GO, shops, grocery stores, gyms, and parks.
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This detached home located at 20 Chester Street, Oakville is currently for sale and has been available on SousaSells for 571 days. This property is listed at $1,274,900 with an estimated mortgage of $4,244* per month. It has 3 beds, 4 bathrooms, and is 2500-3000 square feet. 20 Chester Street, Oakville is in the River Oaks neighborhood.
* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.Yes! Featuring 3 bedrooms and 4 bathrooms, this home offers ample space and comfort for growing families in River Oaks, Oakville.
Families, couples, or downsizers looking for a well-proportioned home in Oakville.
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Real estate boards require a verified account to access this data — free and fast to join
Real estate boards require a verified account to access this data — free and fast to join
Real estate boards require a verified account to access this data — free and fast to join
Real estate boards require a verified account to access this data — free and fast to join
Real estate boards require a verified account to access this data — free and fast to join
None listed
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No historical data available for this property.
This could be the first listing for this address.
This property at 20 Chester Street, Oakville, ON has closed. If you own a home on this street or nearby in Oakville, recent market trends and verified sold prices directly determine your home equity.
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The current listing price for 20 Chester Street, Oakville, ON in River Oaks, Oakville is $1,274,900.
This property features 3 bedrooms and 4 bathrooms across approximately 2500-3000 sqft.
20 Chester Street, Oakville, ON is a Semi-Detached (3-Storey) featuring a Full, Unfinished basement.
Key property features include: Golf, Lake/Pond, Library, Park, Rec./Commun.Centre, School.
Interior highlights include: Central Vacuum, Garburator.
Security features include: Carbon Monoxide Detectors, Monitored, Smoke Detector.
Yes, this property offers parking space for 2.0 vehicles (Detached).
Heating is provided via Gas and cooling via Central Air.
River Oaks, Oakville
12 assaults (60.0/100k)
10 B&E (50.0/100k)
16 thefts (80.0/100k)
Improving vs previous year
Formula: (Annual Occurrences / Population) Ă— 100,000. This standard policing calculation normalizes incident frequencies across different population sizes, allowing accurate safety comparisons between quiet residential pockets and dense urban centres.
Disclaimer: Crime and safety analytics are compiled from official municipal and regional police open data records for general consumer informational and demographic research purposes only. Data is deemed reliable but is not guaranteed and does not constitute a legal representation or guarantee of future safety.
Data-driven valuation for 20 Chester Street, Oakville, ON L6H 6G8
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Based on 0 recent similar sales in the pocket.
Properties in this area are selling at a steady pace.
Comprehensive city-wide demographics, local real estate stats, and school rankings for River Oaks, Oakville.
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Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.
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