O'Connor & Woodbine Real Estate for Sale

8 Listings
1599 Woodbine Heights Boulevard, Toronto
4+1
BEDS
5
BATHS
$2,099,000
FOR SALE
The moment you arrive, the street is calm, the trees are tall, and the noise of the city simply disappears. The layout alone is worth the visit. Step inside to a timeless and elegant 4+1 bedroom, 5 bathroom home. The foyer sets the tone right away, brand-new tile, a generous closet, and a conveniently placed powder room just around the corner. The living room, with a fireplace and a grand piano (yes, it can stay)is easy to settle into. The dining room walks out to the deck, and beyond it a private backyard wrapped in trees, the kind of place where you find yourself with a morning coffee, listening to the birds, in no rush to be anywhere. The chef's kitchen deserves a second look. Restaurant-grade stainless steel countertops, a brand-new fridge, and the kind of kitchen where people just end up gathered and talking. Upstairs, the primary bedroom delivers his and hers closets and a spa-inspired ensuite, two bedrooms share a bathroom, and a fourth has its own ensuite and walk-in closet. Enjoy the garage and a long private driveway. And when you are ready to leave, ravine trails are around the corner, a TTC stop is a short walk from your door, and the Don Valley Parkway gives you fast access to every corner of the city.
30 Barbara Crescent, Toronto
3+1
BEDS
2
BATHS
$1,599,000
FOR SALE
Backing onto a serene ravine with stunning views from almost every window, this rare ranch-style bungalow offers a wonderful combination of space, privacy, and natural beauty. Situated on an extraordinary 40ft x 340ft lot that widens to an incredible 160 ft at the rear, this home is set back from the street and perched amidst the treetops to create a peaceful, cottage like escape. The preserved character of the original home adds immense warmth and authenticity, highlighted by classic 8-inch baseboards, rich wood trim, solid wood doors, thoughtful crown moldings, and original hardware with vintage glass handles. Designed for seamless living and entertaining, the main floor layout places all primary living spaces along the back of the home to maximize ravine views. The light-filled main floor features 3 bedrooms with hardwood floors and closets, a wood burning fireplace, eat-in kitchen, and a sunlit Muskoka room perfect for morning coffee while surrounded by nature. The full walk-out basement boasts high ceilings and Pella sliding doors that step out to an entertainer's yard featuring flat table land that gently flows into the ravine. Complete with a garage, private multi-car driveway, and wonderful curb appeal, this magnificent property offers endless possibilities. Enjoy the charm of a country estate just steps from Taylor Creek walking and bike trails, local parks, neighborhood coffee shops, amenities, and transit, all with swift access to the DVP and downtown Toronto. A home with a story to tell, offering the charm of a country retreat without leaving the city. Offers Anytime - no offer date.
2540 St Clair Avenue, Toronto
4
BEDS
5
BATHS
$2,190,000
FOR SALE
Recently Built Luxury Home Offering Over 4,000 Sq. Ft. Of Finished Living Space In The Highly Sought-after Parkview Hills Community. Overlooking A Parkette With Direct Access To The Taylor Creek Trail System, This Exceptional Residence Combines Upscale Living With Nature At Your Doorstep. Features Include 4 Spacious Bedrooms, 5 Designer Bathrooms With Premium Fixtures, Soaring 10' Ceilings On The Main Floor And 9' Ceilings On The Upper And Lower Levels, A Chef-inspired Kitchen With Built-in Miele Appliances, Custom Cabinetry, Walk-in Pantry With Servery And Secondary Sink, Family Room With Gas Fireplace, Oversized Second-floor Laundry, Central Vacuum, Security Camera And Alarm Systems. Professionally Finished Basement Includes A Large Recreation Area Plus Office, Nanny Or Guest Suite With Full 3-piece Bath. Premium Construction Features Include Spray-foam Insulated Basement Walls, Insulated Basement Floor, And Oversized Basement Windows. Built By Tarion-licensed Victory Estates With Over 30 Years Of Experience, This Is The Final Home In An Exclusive Collection Of Six Custom Residences. A Rare Opportunity In One Of East York's Most Desirable Family-friendly Neighbourhoods, Close To Parks, Trails, Top-rated Schools, The DVP, Danforth Shops And Downtown Toronto. Balance Of Tarion Warranty Included.
11 Hutton Avenue, Toronto
2+1
BEDS
2
BATHS
$999,999
FOR SALE
Excellent opportunity on a quiet side street in desirable East York! This solid brick raised bungalow offers great curb appeal and endless potential for homeowners, investors, builders, and renovators. Renovated with beautiful wood flooring and a brand-new ductless split heating & cooling system installed in Summer 2026. Featuring great bones, a high and dry basement with a separate side entrance, ready for added flexibility or income potential. Private driveway with a detached single-car garage. Superb potential for further renovation or a second-storey addition. Located in an area experiencing exciting intensification, close to Coxwell Ravine Park, schools, transit, shopping, and convenient DVP access. A fantastic opportunity to move in, invest, renovate, or expand in a sought-after East York neighbourhood!
16 Trenton Avenue, Toronto
4+2
BEDS
5
BATHS
$1,899,000
FOR SALE
Premium corner lot 25' x 91' with private drive + detached garage. The basement is fully finished, complete with a separate entrance, full kitchen, two bedrooms, private laundry which is ideal for extended family, guests, or potential rental income. The main floor features an open concept design with a beautiful kitchen, including a 8.5 ft. quartz island, built-in appliances, gas cook top, a cleverly concealed pantry, and built-in Sonos speaker throughout. The elegant family room offers custom built-ins and you can step outside through the sliding glass doors to a spacious, newly built deck that overlooks a fully fenced backyard. The sleek open-riser stairs goes up to the second floor which features four bedrooms and three full washrooms. The open, airy layout is defined by striking high ceilings and skylight that maximize natural light. It also features a sleek, custom-built workspace that seamlessly integrates into the modern aesthetic. Enjoy convenient local amenities: school & daycare on the same block, Stan Wadlow Park with outdoor pool, playground, off-leash dog park, baseball, indoor rink/arena, clubhouse with rec & arts programs. Local 24-hour Shoppers Drug Mart has grocery + produce. Few steps to public transit (TTC) and easy access to DVP.
2 Trimontium Crescent, Toronto
3+1
BEDS
4
BATHS
$1,800,000
FOR SALE
"COUNTRY IN THE CITY". First time offering! A large 4 bedroom all brick home (currently converted to 3 bedroom) having 2 primary bedrooms both with 4 pcs ensuited. Located in a much sought-after neighourhood in the heart of East York, nestled among an enclave of large executive homes in a tranquil ravine type setting. Over 3500 square feet of finished living space. Open concept living room, dining room, and a family size eat-in kitchen with a walk-out to a naturally enclosed backyard. This home is ideal for entertaining large family gatherings with its spacious principle rooms. The finished basement offers multiple offices, home gym, and recreation room for the work from home professional. Steps from main bus routes, shops, subway, DVP, parks, and all the conveniences at your door step. A unique opportunity to renovate this into your dream home!
20 Taylor Drive, Toronto
4+1
BEDS
5
BATHS
$3,784,900
FOR SALE
Nestled within a serene 1.68-acre ravine lot in sought-after East York, this custom-built masterpiece offers an unparalleled blend of modern elegance and natural tranquility. Backing directly onto Taylor Creek Park with 100 feet of treed frontage, the property is a private sanctuary where lush greenery and the gentle whispers of the ravine create a year-round retreat. Designed to harmonize with its surroundings, this two-story, four-bedroom estate boasts five luxurious bathrooms, a private driveway, and an oversized two-car garage ensuring both convenience and prestige. Inside, expansive windows frame breathtaking views of theravine, bathing the interiors in natural light while showcasing the homes high-end finishes and meticulous craftsmanship. Descend to the thoughtfully designed lower level, where versatile spaces cater to every need: a gym, a welcoming family room, and a self-contained in-law suite or nanny quarters complete with a full kitchen and laundry facilities, offering privacy and convenience for multi-generational living or guest accommodations. Step outside to discover your personal oasis: a sparkling saltwater pool surrounded by mature trees, perfect for summer relaxation or entertaining against a backdrop of pristine wilderness. The sprawling patio invites quiet mornings with coffee or evening gatherings under the stars all while immersed in the privacy of your treed enclave. Perfectly positioned minutes from downtown Toronto, this home balances secluded luxury with urban accessibility. Enjoy direct access to Taylor Creek Parks trails for hiking and biking, or explore nearby schools, shopping, anddining with ease. This is more than a home - it's a lifestyle crafted for those who demand excellence. Don't miss the opportunity to own East Yorks most exclusive address.
70 Parkview Hill Crescent, Toronto
4+1
BEDS
5
BATHS
$2,289,000
FOR SALE
Astounding Custom-built Home By One Of Parkview Hill's Finest Builders - Where Luxury, Comfort, And Thoughtful Design Come Together, With No Expense Spared! Every Detail Has Been Carefully Considered, From The Gourmet Maple Kitchen With A Stunning Walnut Island, Natural Quartzite Countertops And Backsplash, To The Chef-inspired Miele Appliances And Wolf Range Top. The Open-concept Kitchen, Breakfast Area, And Living Room Create An Ideal Space For Both Everyday Living And Entertaining, Complete With A Built-in Wall Unit And Fireplace. A Cambridge Elevator Services All Three Levels, Providing Effortless Access Throughout The Home And Adding An Exceptional Level Of Convenience And Accessibility. Walk Out To Your Deck, Patio, And Vegetable Garden, Creating A Seamless Connection Between Indoor And Outdoor Living. Enjoy Exceptional Year-round Comfort And Efficiency With A Fully Spray-foamed Home, Helping Save $$$$ On Utility Costs. And When Winter Arrives, Put Your Shovels Away! The Full Snow-melt System Extends All The Way To The Front Door. Additional Highlights Include In-floor Heating In The Basement And Bathrooms, Second-floor Laundry, Two Fireplaces, Built-in Audio In The Living And Family Rooms, Central Vacuum, And A Comprehensive Alarm System With Cameras And DVR. The Garage Is Equally Impressive, Featuring An 18' X 11' Storage Loft - Perfect For Keeping Everything Organized Without Sacrificing Valuable Garage Space. There Are Simply Too Many Exceptional Features To List - You Have To See This Home For Yourself To Truly Appreciate Everything It Has To Offer!
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