Rochester Realty Inc.
Rochester Realty Inc.
GTA Realtor
BuyersSellers
New BuildsCondosABOUT
Free Home Evaluation
Rochester Realty Inc.

Rochester Realty Inc.

GTA Realtor

Real estate guidance for buyers, sellers, and investors across the Greater Toronto Area.

Explore

  • About Stephen
  • Buyers
  • Sellers
  • Projects
  • Free Buyer's Guide
  • Blog
  • Contact

Listings

  • Search MLS® Listings
  • Office Listings
  • My Listings
  • Durham Region Homes
  • Whitby Homes
  • Homes Under $600K
  • Toronto & GTA Homes

New Construction

  • New Builds
  • Durham Region
  • Ajax
  • Pickering
  • Whitby & Brooklin
  • Oshawa
  • Condos
  • Freehold Homes

Connect

  • StephenR@royallepage.ca
  • (647) 676-5375
  • Serving the GTA & Durham Region

© 2026 Rochester Realty Inc. All rights reserved.

GTA · Durham Region · Ajax · Pickering · Whitby · Oshawa

Privacy Policy
Book a Call
← Back to listings
55 Oakwood Avenue, photo 11 / 28

$1,225,000

55 Oakwood Avenue

Wychwood, Toronto, ON

6

Bedrooms

4

Bathrooms

2500-3000

Sq Ft

3

Parking

About this property

Offered for the first time in decades, this distinguished Wychwood/Regal Heights detach home presents a remarkable opportunity to own a property with its' original character and charm, generous in scale and full of possibilities. Situated just steps from St. Clair Avenue West, this home offers the flexibility to preserve its existing legal duplex(with 2 separate hydro meters) configuration as an income property or undertake a thoughtful restoration to create an exceptional single-family residence. From the classic solid brick and welcoming large covered front porch to hardwood floors, original wood trim, stained-glass details, elegant staircase, bay windows and wood-burning and gas fireplace, the home's architectural heritage is evident throughout. Generously proportioned principal rooms and multiple levels of living space provide an inviting foundation for a transformation that keeps the property's history while introducing the comforts and finishes of contemporary living. For investors, the existing duplex setup offers an opportunity to establish a rental strategy with potential for up to 4 units. For those with a vision for restoration, the home's layout and distinctive period details invite a spectacular reinvention as a substantial single-family residence. One-car detached garage with One-car parking on driveway & One on parking pad and private, tree-lined backyard add further versatility. Just moments from cafés, restaurants, shops and everyday conveniences of St. Clair Ave W, this home enjoys access to the cultural energy of nearby Corso Italia, easy access to Transit with Bus Stop across the street, Schools nearby and Yorkdale Shopping Centre and 401 Hwy access just a 15 min drive away. Whether you're looking for a smart investment or a chance to enter the market with built-in income potential, this property checks all the boxes. Live in one unit and rent the others, helping to build equity while enjoying all the benefits of home ownership.

Property details

MLS® Number
C14142454
Property Type
Detached
Style
2 1/2 Storey
Lot Size
30.67 × 105 feet
Garage
Detached
Basement
Unfinished
Heating
Radiant
Cooling
None
Annual Taxes
$7,864.93
Listed
November 3, 2026
Brokerage
EXP REALTY

No obligation

15-Minute Real Estate Consultation

Talk through your goals, timeline and next steps with Stephen Rochester, buying, selling, investing or a specific property.

Book Your 15-Minute Call (647) 676-5375

Listing data is provided through our authorized MLS® feed and is deemed reliable but not guaranteed. Information is refreshed regularly and may change without notice, contact Stephen to confirm current availability.

Powered by REALTOR.ca, MLS®, REALTOR® and associated logos are trademarks owned by The Canadian Real Estate Association (CREA), identifying real estate professionals who are members of CREA.

Stephen Rochester

Stephen Rochester

GTA Realtor

(647) 676-5375

Request a showing

By submitting you agree to be contacted about this property. No obligation, and you can unsubscribe anytime.

Similar homes

105 Earlscourt Avenue, Toronto
New

$1,100,000

105 Earlscourt Avenue

Corso Italia-Davenport, Toronto

4 Beds 3 Baths 1100-1500 sq ft

Detached

View Property

MLS® W14143312 · ROYAL LEPAGE SIGNATURE REALTY

84 Cottonwood Drive, Toronto
New

$999,888

84 Cottonwood Drive

Banbury-Don Mills, Toronto

4 Beds 2 Baths 1100-1500 sq ft

Detached

View Property

MLS® C14143268 · KIC REALTY

70 Mason Road, Toronto
New

$998,000

70 Mason Road

Scarborough Village, Toronto

4 Beds 5 Baths 2500-3000 sq ft

Detached

View Property

MLS® E14143230 · RE/MAX PREMIER INC.

CallRequest Showing