530 Windermere Ave

You have arrived at one of the best streets in the heart of the distinguished neighbourhood of Chaplin Estates, where residents enjoy incredibly convenient access to excellent public and private schools, shopping, parks and recreation, and soon with Metrolinks the best transit access in all of Toronto. At 106 Eastbourne in the heart of Chaplin Estates you really are 20 Minutes to Anywhere, whether it be on the Avenue Road Express bus to the downtown Financial and Entertainment districts, a 10 minute walk to Eglinton Subway or 20 minutes to Pearson Airport. A short walk to high-end fashion boutiques, gourmet food shopping, restaurants and the historic Eglinton Theatre. One of the best amenities of 106 Eastbourne is its unparalled access to recreation! A 5 minute walk to Eglinton Park and North Toronto Community Centre which boast some of the best recreational activities at exceptional value: amenities include -indoor and outdoor pools; water slides; gymnasium; walking track; exercise rooms; indoor and outdoor hockey and figure skating; tennis courts and pickleball courts; 2 baseball diamonds; North Toronto Soccer Club; Tommy Flynn outdoor playground Incredible! Short walk or bike ride south to the Kay Gardener Beltline which runs from Allen Road to Mt. Pleasant great for runners, cyclists, walkers, families and their dogs!

Welcome To This Wonderful High Park North Community-Close Knit & Vibrant Vibe With ALL The BEST Amenities Only A Pleasant Stroll From Your Front Door. Via Quiet Leafy Streets, This Home Offers An Ez Commute To: Top-Rated Schools Including Keele Street J&S PS & Humberside CI, Cafes (The Good Neighbour, Claudia's Coffee, Hannah's, Palmer Coffee, Cosette Coffee, Etc), Restaurants Everywhere!, The Hip Junction, Roncy Village, Bloor West Village, Rapidly Emerging Junction Triangle, Queen West & More 'Hoods To Explore, As Well The Martin Goodman Trail For Runners & Biking, Iconic High Park, Dog Parks Aplenty, Many Quick Transit Options To Downtown TO & The BEST Neighbours All 'Round! 4 Levels Of Spacious, Bright & Airy Living Area-Ideal For Those Seeking Their 'Forever' Home! Your Haven Awaits-This Home Has It All! Heart Of The Home Family Kitchen Walks Out To Rear Yard For Easy BBQ Access, Formal Living/Dining Rooms-Ideal Space For You & Your Fam/Friends. Well-Loved & Maintained By The Same Family For About 50 Years! You Will Be Captivated By This Spacious & Extra Bright Family Home So Much That You May Too Thrive Here For Many Many Years To Come! Welcome Home! It's All About The Location & Convenience-Again, This Home Has It ALL! 400 Acre High Park, Bloor Subway, UP Express/GO Are Less Than A 15 Minute Walk-Easy Access To Leisure & Downtown. This Immaculate Well-Maintained Family Home Offers 4 Bedrooms (Converted From 5), HUGE SOUTH Facing Sun-Filled Upgraded Windows, Large Principal Rooms, 2 Baths, Family-Sized Kitchen, Character Galore!, Mechanical Upgrades (As Per March 2025 Home Inspection Report (No Knob & Tube Wiring)), Basement Potential (Good Ceiling Height, Loads Of Large Above Grade Windows, Separate Entrance) & An Ideal Op For You To Create Your Masterpiece Now Or Down The Road! Also, A Wide 29.75 Foot Lot/Driveway AND A Newer Garage To Park Your Car. A Perfect Place To Lay Down Roots And Enjoy As Your Family Grows! A Warm Welcome Awaits You!

This must see High Park Home has much to offer. It's a spacious Legal Duplex w/ 4+1 bedrooms, 3 washrooms, 2 kitchens, 2 laundries, 1 car Detached Garage that exits directly onto Howard Park Ave. at St. Car Stop (506 to College St. U of T & University Ave Hospitals). Spacious, 19 plus Ft Living Rm w/ Window overlooking High Park, a recently built (2024) Gas Fireplace Insert & grass cloth textured wallpaper , Dining Rm w/ Hardwood Floor, Oak Beamed Ceiling, stippled walls & access to Powder Rm & Laundry, Spacious eat-in Kitchen w/ a Pella glass- enclosed venetian blind window overlooking garden, a 2022, hardly used Gas Stove, Hardwood floor, access to Sunroom w/ sliding door to backyard partially covered Wooden Deck & fabulous private garden. Upper floor washroom renovated to a 5 Pc bathroom. Improvements: Replaced knob and tube wiring & upgraded main service to 200 Amps, Basement foundation Walls (North and partial West) Waterproofed, Main Sewer Drain replaced w/ PVC, 2023 rebuilt Chimney , finished 1 bedroom basement Apartment w/ separate entrance. Short Walk to Keele Subway. High Park Gardens Montessori steps away. Potential for laneway house/ extending the main house. Only two owners in the past 70 years. 393 Parkside Dr. has Right of Way over East End of 391 Parkside Dr., which grants them access to Howard Park Drive.

Charming 3-Storey Brick Home in Prime Leslieville! Don't miss this rare opportunity to own a beautiful 3-storey brick home on a picturesque tree-lined street. Enjoy the inviting front porch, a spacious backyard, and a versatile finished basement perfect as an in-law suite or rental unit for additional income. Inside, you'll find original hardwood floors throughout, a bright kitchen with a cozy breakfast area, and thoughtfully designed living spaces. Located just minutes from downtown, the Beach, and 24-hour TTC access, this home offers the best of city living in a highly sought-after neighborhood.

Ready to be reimagined - your dream home awaits in on of Toronto's most sought after communities. Perched atop a quiet side street with breathtaking view, this massive detached home in sought after Regal Heights is a true masterpiece. With an expansive floor plan and enchanting original details - including stained glass, crown molding, and rich wood trim - this home offers a rare blend of size, character, and privacy. Step into storybook main floor that's made for gathering. Where a generous living room with bay windows and a cozy gas fireplace sets the stage for both intimate evenings and lively celebrations. A formal dining room flows effortlessly into the spacious eat-in kitchen, while a sunlit family room opens to a private back garden, perfect for entertaining or unwinding. Upstairs, four bright and airy bedrooms provide plenty of space for family and guest. The third-floor primary suite is a true escape, complete with 5-piece ensuite, a soaker tub, and an adjoining nursery or office. Abundant closet space ensures ample storage. A separate entrance basement provides exciting potential for an in-law suite or rental income. Outside, the low- maintenance yard ensures easy upkeep while offering a peaceful escape from city life. The detached structure ensures privacy with no shared walls. Located in one of the city's most desirable neighborhoods, you've just steps from the vibrant shops and restaurants of the St. Clair West, Hillcrest Park, Wychwood Barns, top- rated schools, and seamless transit options. This is more than a home - it's an opportunity to have a space that grows with you.

Get ready to seize the moment at 64 Northcote Avenue in Beaconsfield Villagethis isnt just a triplex, its a MONEY-MAKING POWERHOUSE or the ultimate family escape, and its calling YOUR name! Built from the start as a triplex, not a conversion, it offers three amazing, private units with layouts built for profit. Each unit has its own hydro meterfull cost control and prime rent potential! Recent upgrades shine: a roof replaced within five years, a seven-year-old electrical overhaul with new box, rewiring, and energy-saving heaters, plus some windows upgraded in the last five years for better warmth and quiet. The 2024 upgrades steal the showbasement waterproofing and a sump pump prevent flooding, while the front was stunningly redone, including a bright, appealing front porch with floating stairs! Copper water lines, new basement floors, and interlocking stone walkways plus a backyard thats Instagram gold make this a low-maintenance dream.The double garage? A standout with 11-foot ceilings and its own meterperfect for storage, a workshop, or rental income! Inside, each unit dazzles with open layouts, big kitchens for epic meals, high ceilings, and light pouring through large windowsideal for renters or your crew. Unique flair hits with a stained-glass window thats pure art, private balconies with stunning views, and an English-style garden straight from a storybook. Location? Youre in Beaconsfield Villages heartsteps from Queen Wests buzz, Dufferin Mall, Trinity Bellwoods Park, and a foodie paradise. Transits easy with buses and streetcars nearby. Rental demand here is on fire, making this a cash-flow rocket or future goldyour move! This upgraded gem in a hot market wont lastgrab it now!

Perched above Torontos iconic High Park, this elegant 4-bedroom, 2-bathroom home sits on a quiet, tree-lined street in the prestigious High Park-Swansea neighbourhood. Blending timeless charm. This home offers breathtaking views, bright and spacious interiors, and seamless indoor-outdoor livinga true urban sanctuary. Freshly painted throughout, this home is bathed in natural light thanks to expansive windows that frame the stunning greenery of High Park. The open-concept dining and kitchen area creates an inviting atmosphere, perfect for entertaining or family gatherings. A private deck off the nanny suite entrance provides a picturesque retreat to enjoy High Parks lush scenery, while a second deck off the kitchen offers the perfect spot for morning coffee or al fresco dining. The separate nanny suite with cathedral ceilings and a private entrance, adds remarkable flexibilityideal for multigenerational families, guests, or additional living space. The cozy living room has a warm and intimate ambiance. The lower-level rec room provides additional space for family gatherings or a quiet retreat.Step outside and immerse yourself in the beauty of nature with private decks, tranquil gardens, and panoramic views of High Park. This highly sought-after neighborhood offers an unbeatable blend of nature and city convenience, placing you just steps from Bloor West Villagehome to boutique shops, gourmet markets, cozy cafes, and top-rated restaurants. For outdoor enthusiasts, High Parks walking trails, gardens, zoo, and recreational facilities provide endless opportunities for leisure and relaxation, all within a short travel to downtown Toronto, Runnymede Station and major transit routes, major highways Gardinar Expressway, HWY 427 making commuting effortless. Experience the tranquil, nature-filled living with all the conveniences of city life, 1 Harcroft Road is a rare opportunity to own a distinguished home in one of Torontos most sought-after neighbourhoods.

Experience luxury living in the heart of the Fashion District with this multi-million dollar premium detached lot, featuring a sun-drenched southern backyard. Whether you choose to enjoy the existing residence or build a new while benefiting from rental income, this property offers flexibility. The spacious layout includes a 2-bedroom in-law suite with a separate front entrance, making it ideal for both homeowners and investors. Conveniently located just steps away from the vibrant entertainment area. **EXTRAS** Financial State Avail with Conditional Offer,Initial drawings for zoning review also available for 3 story house

Elevated living in "Old Millside" this 30 X 130 foot lot proves that size or frontage matters. Meticulously maintained charm and character of yesteryear tastefully married with the convenience todays buyers demand. Enjoy the enclosed front porch as the sun sets. The foyer features warm, golden wainscotting. The gracious living room provides ample space for very fullsized furniture. Enjoy Dinner in the open dining room. Crisp White Updated Kitchen with social breakfast bar. The Mudroom/Office looks out over the professionally landscaped backyard. Upstairs are three spacious bedrooms: the primary has a cornered wall of cabinets and comfortably fits a king size bed. The cherry on top is the excavated, finished basement with recreation room, open concept gym, full laundry and an additional bedroom. The wide right of way comfortably fits two SUV's at the rear. Added bonus for a nominal membership fee, you are in the coveted Baby Point Club catchment: Club House, Lawn Bowling, Yoga, Tennis, Seasonal Events (Games Day, May Opening, Christmas with Santa etc.), Skating and so much more. Stroll to Trendy Bloor West Village Shops & Restaurants, Jane Subway, Humber River Trails, Old Mill Tennis Courts and Fantastic schools. Catchment For Coveted Baby Point Club Membership. Easy Access to Major Highways. A Home to Grow Into!

Well appointed Victorian style detached family home of over 65 years with stunning views of C.N tower! Located on the 14th coolest street in the world between the vibrant and well established neighborhoods of Trinity-Bellwoods, Little Italy, Little Portugal & Beaconsfield Village. This property is full of charm, character & potential.5 + 1 beds & 3 bathrooms. Comes with rare extra large 2.5 car parking garage, family sized eat in kitchen that ventures out to private backyard w/ garage access, spacious dining room with bay window & french doors (converted to bedroom), original oak wood flooring, modern style butler's kitchen with custom pull out pantry on second floor, third storey loft retreat with beautiful cathedral ceilings and unobstructed C.N tower views, upgraded copper plumbing & electrical (220 AMP). Spacious basement with seperate entrance & powder room= huge potential for rental income or additional living/recreation space for the family. Move in and enjoy this home as is or transform into your dream home as so many neighbours have. Excellent neighbourhood surrounded by parks, excellent school district ( directly across from Ossington Old Orchard Public School/ Child care centre and steps away from Pope Francis Catholic School), direct access to public transit, community/art centres, restaurants, cafes, shops & plenty of entertainment.

First time available after 60 years! A truly exceptional opportunity! Timeless Charm on a Prime Corner Lot in Old Millside. Offered for the first time in 60 years, this lovingly maintained 1 1/2 storey home is a rare find. Built in 1936 with solid brick construction, it sits proudly on a spacious corner lot in a sought-after neighborhood known for its strong sense of community. Flooded with natural light, the home boasts gleaming original hardwood floors, a cozy wood- burning fireplace, and a beautifully preserved classic family bath. The well-sized bedrooms offer generous closets and ample storage, while the mature landscaping provides privacy and stunning panoramic views. A private driveway and garage add convenience, and the unbeatable location places you just steps from the subway, shops, coffee shops, restaurants, and excellent schools. With timeless character and tremendous potential, this cherished home is ready for its next chapter. Solid Home Inspection by Pillar and Post, available upon request. Don't miss this exceptional opportunity!

NEW YEAR!! NEW HOME - in one of Toronto's most coveted neighbourhoods! Stately corner detached century home - 10 rooms, 5 bedrooms, with garage and private drive, is perched on a hill, overlooking a beautiful park/playground. Amazing original architectural and hardwood trim details. Perfectly located in the heart of a family-friendly community - steps to TTC, award-winning schools, shops of Wychwood, Regal Heights and Hillcrest Village, and a high walkability score! Separate basement entrance has in-law or income potential. This exceptional house is Ideal for an extended family or rental income. It's just waiting for you to fashion your dream home! **EXTRAS** Newer Roof, Fascia, Soffits, Gutters, Downspouts (2022) and Furnace (2019)