40 CHESTER Street, Oakville

Price: $3,700

4 bedrooms, 4 bathrooms

2,000 - 2,499 sqft

Property Type: Townhouse

MLS#: W12984366

Beautiful, Move-In ready home in highly desirable and highly rated school zone in River Oaks! Offering over 3,000+ sq. ft. of finished living space, this spacious 3+1 bedroom, 4-bath home (including 3 full baths) is perfect for families seeking comfort, style, and convenience.The main floor features bright dining and living rooms with hardwood floors, a double-height ceiling, and a stunning double-sided natural stone fireplace overlooking the private backyard. The upgraded kitchen includes a large island, granite counters, and stainless steel appliances.Smart home features such as a Nest thermostat and smart light switches allow for convenient voice control through Alexa or Google Home.The sun-filled primary bedroom on the third floor offers a private balcony, skylight, large closet, and a spacious ensuite with a Jacuzzi tub and separate shower. The second floor includes a laundry room, full bathroom, and two generous bedrooms-one with its own fireplace.The finished basement adds even more versatility with a bedroom, office, and rec room. A detached 2-car garage with storage and a backyard with interlocking stone complete this impressive home.Located in a prime River Oaks location-quiet yet close to top-rated schools, Oakville GO, shopping, gyms, parks, and more-this home is ideal for those working from home or commuting to Toronto.

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$3,700/mo - 40 CHESTER Street, Oakville

Townhouse for Rent in Oakville

70 days on market
4Beds
4Baths
2,000 - 2,499Sq Ft
Townhouse
Property Details
MLS Number
W12984366
Property Type
Townhouse
Status
active
Days on Site
70
Bedrooms
4
Bathrooms
4
Square Feet
2,000 - 2,499 sqft
Neighbourhood
Oakville
Listing Brokerage
ROYAL LEPAGE REAL ESTATE SERVICES LTD.
Description

Beautiful, Move-In ready home in highly desirable and highly rated school zone in River Oaks! Offering over 3,000+ sq. ft. of finished living space, this spacious 3+1 bedroom, 4-bath home (including 3 full baths) is perfect for families seeking comfort, style, and convenience.The main floor features bright dining and living rooms with hardwood floors, a double-height ceiling, and a stunning double-sided natural stone fireplace overlooking the private backyard. The upgraded kitchen includes a large island, granite counters, and stainless steel appliances.Smart home features such as a Nest thermostat and smart light switches allow for convenient voice control through Alexa or Google Home.The sun-filled primary bedroom on the third floor offers a private balcony, skylight, large closet, and a spacious ensuite with a Jacuzzi tub and separate shower. The second floor includes a laundry room, full bathroom, and two generous bedrooms-one with its own fireplace.The finished basement adds even more versatility with a bedroom, office, and rec room. A detached 2-car garage with storage and a backyard with interlocking stone complete this impressive home.Located in a prime River Oaks location-quiet yet close to top-rated schools, Oakville GO, shopping, gyms, parks, and more-this home is ideal for those working from home or commuting to Toronto.

Neighbourhood Guide: Oakville

Discover Oakville

Oakville is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.

Why Live in Oakville

  • Convenient location in Oakville
  • Access to local shops and dining
  • Good public transit connections
  • Community parks and green spaces
  • Well-maintained neighbourhoods

Nearby Schools

Oakville Trafalgar High SchoolPublic High School
Iroquois Ridge High SchoolPublic High School
Holy Trinity Catholic Secondary SchoolCatholic High School
Abbey Park High SchoolPublic High School

Transit & Commuting

  • MiWay bus routes throughout the area
  • GO Transit stations within driving distance
  • Easy highway access to 401/403/QEW
  • Walking distance to local amenities

Parks & Amenities

  • Local parks and recreational facilities
  • Community centres
  • Shopping plazas nearby
  • Restaurants and cafes

Lifestyle & Community

Oakville offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.

70
Walk Score
Varies
Price Range

40 CHESTER Street, Oakville

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Rental Market Analysis

How this lease stacks up against the local rental market

Asking Rent
$3,700/mo
↓ Below typical 4-bed market rent
Annual Rent Cost
$44,400
12 × monthly rent

Estimated Monthly Budget

Asking Rent$3,700/mo
Utilities (est.)~$180/mo
Est. Total Monthly Cost~$3,880/mo

Things to Confirm Before Signing

· Are utilities included, or separate?

· How many parking spots are included?

· Is the landlord open to a 1-year or 2-year lease?

· Are pets and small renovations (paint, hooks) allowed?

· When was the last rent increase, if there is a prior tenant?

Utility estimates are approximate and vary by season, habits, and what the landlord includes. Always confirm inclusions with the listing agent.

Joe Battaglia - Top Real Estate Agent in Mississauga, REMAX Realty Specialists

Joe's Thoughts

Honest perspective from 30+ years of GTA real estate experience

Competitive Rent

At $3,700/mo, this is priced below the typical 4-bedroom rent of ~$4,200/mo in Oakville. Well-priced rentals move fast — worth acting on. That said, let's check what's driving the lower ask: landlord flexibility, lease term restrictions, or simply a motivated landlord.

Negotiation Opportunity

At 70 days on site, this property has exceeded the typical selling timeline for Oakville. This creates leverage for buyers. The seller may be motivated by carrying costs, life circumstances, or previous deals falling through. I'd recommend a strategic offer below asking with terms that favour you.

Townhouse Benefits

Townhouses offer an excellent balance of space and maintenance. You get more room than a condo with lower upkeep than a detached home. Key things to verify: whether it's freehold or condo-titled (affects fees and rules), and the condition of shared walls for noise considerations. Townhouses in Oakville have shown strong appreciation as families seek more space.

Family-Friendly Layout

4 bedrooms hits the sweet spot for most families. You'll have room for 2-3 children plus a home office or guest room. This is the most sought-after configuration for families relocating to Oakville. Good resale value as demand remains consistent.

Bathroom Count Matters

With 4 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.

Oakville Premium

Oakville commands premium prices for good reasons: top-rated schools, waterfront access, charming downtown, and affluent community. Homes here hold value exceptionally well during market corrections. The trade-off is higher property taxes and home prices. If schools and lifestyle are priorities, Oakville delivers.

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    40 CHESTER Street, Oakville | $3,700 | Battaglia Team