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$1,995,000
5 Beds ⋅ 4 Baths ⋅ C13767612 MLS
Handsome 4+1 bedroom, 4 bathroom red brick in coveted Chaplin Estates. Located on the west side of the street on a large 45' x 129.91' sunsoaked lot, this discerning property offers fabulous curb appeal in a highly sought-after setting. The elegant centre hall plan welcomes you inside to a spacious foyer that opens into the breakfast room and includes a nicely tucked away 2-piece powder room. With large, oversized principal rooms, you feel the grandeur of this impressive residence, which includes the spacious living room with ultra-realistic gas log set fireplace and walk-out to the west-facing deck/backyard, a fabulous breakfast area just off the kitchen, a formal dining room overlooking the front yard and a chef-inspired kitchen with easy access to the sun/mudroom at the rear of the house. Upstairs, you'll find four nicely proportioned bedrooms, all with good closet space, which includes the primary suite with a 4-piece ensuite bathroom plus a nicely appointed 3-piece family bath. In the fully finished lower level, you'll find a large recreation room with fireplace, fifth bedroom featuring a full ensuite 3-piece bath plus a large laundry room and utility room, all with good ceiling height. Central air conditioning and a forced air furnace provide comfort in for all seasons and are a welcome addition in an area where radiators are usually the norm. A large two-car garage, a luxury in this neighbourhood, plus a lush backyard that gets lovely evening sun, including a nice deck, round out this truly exceptional property which also includes a purple Lilac tree in your front yard. Experience all the best this wonderful neighbourhood has to offer with a short walk to Yonge Street (including transit), beautiful parks, including the expansive Beltline Trail, plus easy commuting with close proximity to some of Toronto's best schools, including Upper Canada College and The Bishop Strachan School.

264 Oriole Parkway, Toronto
$1,660,000
4 Beds ⋅ 4 Baths ⋅ C13763464 MLS
Ideally Located In The Heart Of Midtown Toronto, This Spacious And Versatile Home Is Just Steps From The Vibrant Yonge & Eglinton Neighbourhood, Offering Convenient Access To Transit, Shops, Restaurants, Parks, And Everyday Amenities. Currently Configured As A Duplex, This Home Offers Excellent Flexibility For Investors And End-Users Alike, And Can Also Be Easily Converted Back To A Single-Family Residence To Suit Your Needs. This Property Features 2 Bedrooms And 2 Bathrooms On Both The Main And Second Floors, With Hardwood Floors Throughout A Bright, Functional Layout. The Main Floor Includes A Private Backyard And Deck, Along With A Spacious Eat-In Kitchen Providing Plenty Of Room For Family Gatherings And Everyday Living. The Second Floor Also Boasts An Eat-In Kitchen Accompanied By A Lovely Light-Filled Sunroom. A Garage And Separate Utility Meters Enhance Both Convenience And Versatility. A Rare Opportunity To Own A Move-In-Ready Property In One Of Toronto's Most Sought-After Neighbourhoods.

98 Roselawn Avenue, Toronto
$1,599,000
3 Beds ⋅ 2 Baths ⋅ C13758740 MLS
This well situated detached home in Chaplin Estates has been thoughtfully updated and impeccably maintained while keeping all the classic details making it a perfect move-in ready home. The property is well laid-out and features a formal entryway with beautiful stained glass and a closet. Generously sized principal rooms include a bright living room with a fireplace, built-in shelving & crown moulding, an inviting dining room where you where you can comfortably entertain and host dinner parties, and an updated and functional kitchen with heated floors, stone countertops, newer appliances, plenty of storage/pantry space. On the second floor you will find three well proportioned rooms including an oversized primary bedroom that easily fits a king sized bed and has two large separate closets, two additional large bedrooms both with closets, as well as a hall linen closet. The 5 piece family bathroom was tastefully renovated in 2023 and features a large vanity with storage & double sinks. The finished basement, with a side entrance, includes a TV and recreation room with a gas fireplace, and a proper laundry room with plenty of storage. Outside you will find beautifully landscaped perennial gardens, a composite back deck, remote controlled awning, and a flagstone walkway for easy maintenance. Parking via a mutual drive where sellers park a large SUV in the garage. Unbeatable location with a quick stroll to the endless shops and restaurants of Yonge & Eglinton as well as the Yonge Subway Line & Eglington LRT. The perfect family friendly neighbourhood with North Toronto Community Center and Eglinton Park at the top of the street, a quick walk to the Kay Gardner Beltline Trail, as well as top rated in-district schools including Oriole Park Jr School, Hodgson Middle School and North Toronto C.I. 149 Lascelles Blvd offers an exceptional and rare opportunity to live in one of Toronto's most established and convenient communities. Full list of updates in attachments

149 Lascelles Boulevard, Toronto
$3,399,000
5 Beds ⋅ 3 Baths ⋅ C13752432 MLS
Welcome to 69 Chaplin Crescent, an exceptional detached residence offering a rare blend of timeless character, sophisticated updates and resort-inspired living in the heart of coveted Yonge & Eglinton. Set on an impressive 45' x 120' south-facing lot, this beautifully appointed five-bedroom, three-bathroom home unfolds through a series of elegant and inviting spaces designed for both everyday living and effortless entertaining. Refined principal rooms showcase warm hardwood floors, graceful architectural detailing and a fireplace, while the updated kitchen overlooks the lush rear gardens. A sun-filled sitting room with French doors creates a seamless connection to the outdoors. Upstairs, five versatile bedrooms provide remarkable flexibility for growing families, guests or a dedicated home office, while the finished lower level extends the living space with a recreation area and generous laundry facilities.Outside, discover a private urban retreat surrounded by mature greenery. A spacious deck provides the perfect setting for summer dining and entertaining, overlooking the in-ground heated salt pool and beautifully landscaped grounds-a remarkably tranquil escape in the heart of the city.And the location is every bit as impressive. Oriole Park is virtually at your doorstep, the Beltline Trail is moments away, and Davisville Station is just a three-minute walk from home. Exceptional schools, neighbourhood parks, restaurants, shops and the energy of Yonge & Eglinton are all within easy reach. A distinctive family residence where character, convenience and an extraordinary backyard lifestyle come together - 69 Chaplin Crescent is city living at its finest.

69 Chaplin Crescent, Toronto
$1,499,999
3 Beds ⋅ 3 Baths ⋅ C13750298 MLS
Welcome to 110 Castlefield Ave, a thoughtfully renovated and meticulously cared-for home where timeless character meets modern comfort. This beautiful 3-bedroom, 3-bathroom semi-detached home offers an ideal blend of style, functionality, and thoughtful updates, complete with 2-car parking-a rare find in this sought-after location.The renovated kitchen (2022) is both stylish and functional, featuring new appliances, custom-built cabinetry, and an oversized island with seating for four. The fully renovated basement (2022) provides additional living space, while heated floors in the foyer, powder room, and basement bathroom add an extra layer of everyday comfort. A custom-built primary bedroom closet, completed in 2026, provides beautifully designed storage tailored to the space.The major updates have also been thoughtfully addressed, including a newer furnace and A/C (2022), interior and exterior waterproofing (2021), sump pump (2021), chimney mortar (2025), attic insulation (2024), furnace humidifier (2024), and exterior gas line (2022).Ideally located in the heart of Yonge & Eglinton, this home puts you steps from transit, restaurants, cafés, shops, parks, and all the amenities that make this neighbourhood one of Toronto's most desirable places to call home. This home is situated in one of the best school districts. Buyer/Buyer's Agent to verify all measurements.

110 Castlefield Avenue, Toronto
$2,250,000
5 Beds ⋅ 3 Baths ⋅ C13747640 MLS
4 Bedroom, 3 Bathroom Detached Centre Hall On One Of The Best Blocks In The Heart of Chaplin Estates. Set On Wide, 35' Lot With Parking For 2 Vehicles, This Exceptionally Cared For Property Is Ready For Its Next Chapter. Loaded With Traditional Charm, This Property Offers The Perfect Opportunity To Move Right In Or Make It Your Own While Leveraging Some of The Significant Improvements That Have Already Been Undertaken. The Main Floor Solid Double Door Vestibule Welcomes You Into A Secure Centre Hall Foyer Between Large Principal Living and Dining Rooms With Luminous Light Throughout. The Living Room Features A Fireplace & Bay Window That Overlooks The Picturesque Front Yard and Streetscape While The Dining Room Connects Seamlessly To The Kitchen With An Additional Eating Area Surrounded By Many Windows With Views To Your Beautiful Backyard With Private Lush Gardens & Interlocking Patio Complete With Mature Japanese Maple & Other Tree Species & A Custom Gazebo To Catch Some Shade. Upstairs You Will Find Four Generous Sized Bedrooms Including A King Sized Primary, Newer Engineered Hardwood Floors And A Four Piece Renovated Bathroom With Soaker Tub In Classic White Subway Tile. The Lower Level Recreation Room Is A Perfect Space For Kids To Play With Built-Ins For Easy Storage, A Study Area Ideal For Homework Or Work From Home, A 3 Piece Bathroom Plus A Laundry/Utility Room With Plenty Of Additional Storage Space. Garage Parking Offers Great Security With Space For One Additional Vehicle Infront Of The Garage. Significant Improvements Include Metal Roof (2019) Comes With Transferable 55 Year Warranty, Newer Windows & Professionally Landscaped Yard. Enjoy All This Fantastic Neighbourhood Has To Offer With Easy Walkability To Local Schools, Community Centre With Indoor/Outdoor Pool, Parks, Recreation Space, Shopping, Restaurants & Entertainment Plus Easy Accessibility To Transit With Eglinton LRT And Yonge Line TTC Subway Both A Short Walk Away. Offers Anytime.

110 Hillsdale Avenue W, Toronto
$2,999,999
6 Beds ⋅ 5 Baths ⋅ C13718062 MLS
Welcome to 106 Eastbourne Ave. Set in the famed Chaplin Estates neighborhood on one of the most desired streets. Imagine stepping out for morning coffee, artisan dining, and boutique wellness, then returning home to a quiet urban sanctuary designed for effortless family living. Set on a picture-perfect, deep 30 x 130 ft lot, this newly renovated, completely turn-key residence is where modern elegance meets total peace of mind. Step inside this 2,529 sqft (above grade) home to find sun-filled principal rooms anchored by rich main floor oak herringbone flooring and bespoke built-ins throughout. Here, details are everything, crafted with a level of care and precision that defines true luxury. At the heart of the home, the newly updated chef's kitchen seamlessly pairs style and functionality with a generous double island, quality finishes, and effortless flow for both daily life and large scale hosting. Upstairs, four light filled bedrooms offer comfortable retreats for the whole family, highlighted by a serene primary suite featuring a spa-inspired layout and a private walk-out terrace. The fully finished lower level boasts an integrated sauna alongside flexible space for extra bedrooms, a media lounge, or a home gym. Out back, thoughtful details continue: a full brick extension with upgraded matching masonry leads to custom planters, a rare backyard hot & cold water bib perfect for children water play, and a finished detached two-car garage equipped with EV charging, complemented by two additional driveway spots. Beyond your door, outdoor recreation is truly unmatched. Just a short stroll away lies Eglinton Park, a sprawling 9-hectare green space directly connected to the North Toronto Memorial Community Centre's aquatic facilities and ice rinks. For tranquil nature escapes, the ancient trees and ravine trails of Sherwood Park offer off leash dog paths and peaceful boardwalks. This Midtown gem is not to be missed!

106 Eastbourne Avenue, Toronto
$2,995,000
5 Beds ⋅ 5 Baths ⋅ C13681998 MLS
Set on a quiet, family-friendly street in Chaplin Estates, 29 Maxwell Avenue is a move-in-ready four-bedroom newer home that blends classic character with modern comfort, all in one of midtown Toronto's most loved neighbourhoods. Inside, a bright foyer with two closets offers a warm welcome. Natural light fills the living room and flows into the dining room, where a handy butler door to the kitchen makes hosting dinners with family and friends a breeze. The kitchen sits at the heart of the main floor, with quality appliances, custom cabinets, a breakfast bar, and a generous centre island. A breakfast area, bright family room and a powder room make the main floor the ideal layout for modern family living. Upstairs, the primary suite includes a private walkout, a walk-in closet, a fireplace and a five-piece bathroom with an oversized soaking tub. The second bedroom enjoys its own ensuite, while two other comfortable bedrooms share a family bathroom, and a laundry closet on this floor adds everyday convenience. The lower level is made for downtime: a media room with built-in speakers, a projector, and a wet bar, plus a large recreation room with a walkout to the backyard, great for after-school playdates or a potential mudroom. A flexible fifth bedroom or home office and a four-piece bathroom and pantry complete the space. Outside, a stone patio and low-maintenance astroturf yard are ready for relaxing or entertaining. The detached garage holds one car, with a widened private driveway for four more. Minutes from Eglinton Park, North Toronto Community Centre, the new LRT and TTC, and some of the city's most sought-after public and private schools, this is a wonderful home for a family's next chapter.

29 Maxwell Avenue, Toronto
$1,495,000
4 Beds ⋅ 2 Baths ⋅ C13638112 MLS
Don't let the charming exterior fool you. This beautifully appointed home has been thoughtfully designed to maximize every inch, blending timeless character with modern style and functionality. Perfect to everyday living and entertaining, the open concept main floor is filled with natural light and features hardwood floors, pot lights, a cozy gas fireplace, and a chef's kitchen with granite countertops, stainless steel appliances, a gas range and more. The inviting primary retreat features soaring cathedral ceilings, while the second bedroom walks out to a private deck overlooking the tranquil backyard. Complete with a BBQ gas cook up, the private outdoor space is perfect for morning coffee, summer dinners, or relaxing with friends. The professionally dug out lower level features a fully self contained suite with a private entrance, fully kitchen, and laundry access. Currently tenanted at $1,600/month, it offers immediate income or flexibility to reclaim the space for your own needs. Additional highlights include garage parking with storage, quality finishes throughout, and a highly functional layout. Located in one of Midtown Toronto's most sought after neighbourhoods, you're just steps to Eglinton Park, Yonge Street, Cafe's, restaurants, shopping, excellent schools, and transit. Beautifully finished from top to bottom, this is a rare opportunity to own a home that truly feels like home.

123 Helendale Avenue, Toronto
$2,350,000
4 Beds ⋅ 4 Baths ⋅ C13633628 MLS
Gorgeous, turnkey contemporary detached home in the heart of Yonge & Eglinton, situated in the highly sought-after Allenby neighbourhood & within walking distance of top-rated schools incl. Allenby Jr. P.S., North Toronto C.I., & St. Clement's School. Custom-built & beautifully renovated, this exceptional residence offers approx. 2,400 sq. ft. of living space incl. LL with 3+1 bdrms., 4 baths., & 1 legal front yard parking and 1 at back for smaller car. The open-concept main level features soaring ceilings (just under 10 ft.), white oak engineered hardwood flooring, custom millwork, architectural windows, & abundant natural light. Generous living & dining areas flow seamlessly into the designer kitchen with quartz countertops, custom cabinetry, breakfast island, Sub-Zero fridge, & Wolf gas range. A direct W/O leads to the professionally landscaped private backyard with multiple areas for al fresco dining, entertaining, family gatherings, & quiet relaxation.The upper level features a spacious primary retreat with custom built-in wardrobes & a spa-inspired 5-pc ensuite with a Victoria + Albert freestanding soaker tub, glass-enclosed shower, skylight. Two add'l bdrms. provide comfortable accommodations, incl. one with its own private ensuite. Convenient 2nd-floor laundry enhances everyday living.The finished lower level offers exceptional versatility with a spacious rec room/gym, flexible 4th bdrm., 3-pc bath., abundant storage, & a cold room that could easily be converted into a future wine cellar. Perfectly positioned steps to Eglinton Park & within walking distance of the vibrant shops, cafés, restaurants of Yonge & Eglinton, incl. PAI, Stock Bar, Sip Wine Bar, Bready, Paris Baguette, Mandy's, La Vecchia, Healthy Planet, Grazie Ristorante, & Mizzica Gelateria & Café. Convenient access to the TTC & Eglinton Crosstown LRT. Modern comfort, residential tranquillity, & exceptional urban convenience come together in one of Toronto's most desirable family neighbourhoods.

128 Montgomery Avenue, Toronto
$2,988,000
5 Beds ⋅ 4 Baths ⋅ C13502980 MLS
Pride of ownership & comfort take precedence in this beautifully maintained 4 bed, 4 bath residence, gracefully situated in the heart of Midtown Toronto. Lovingly cared for over the years & set on an expansive pool sized lot, this classic home is rich in warmth, character, & elegant living spaces that offer a true sense of home. The bright & spacious kitchen serves as the heart of the home, featuring stainless steel appliances, a centre island, ample cabinetry, & a sun filled breakfast area w/a walk out to the backyard deck, creating the perfect setting for effortless entertaining. Adjacent to the kitchen, the inviting family room offers a warm space for everyday living, whether gathering with loved ones or simply unwinding w/a cup of tea. Thoughtfully designed for elegant gathering, the welcoming living room is anchored by a classic fireplace & framed by oversized windows that fill the space w/natural light. The adjoining dining room showcases refined French doors, traditional wainscotting, & an inviting atmosphere perfectly suited for hosting memorable dinners. Upstairs, the spacious primary retreat features large windows, his & hers mirrored closets, & a private 4pc ensuite. Three additional generously sized bedrooms & an additional 4pc bath complete the second level, comfortably accommodating growing families & overnight guests alike. The finished lower level extends the home's living space w/a large recreation room, an additional versatile room ideal for a home office or guest suite, & a dedicated laundry area designed for everyday convenience. Outdoors, the expansive backyard offers a large deck & abundant green space for gardening, entertaining, or simply enjoying peaceful summer evenings in a private setting. Ideally located just a 5 minutes drive from Havergal College & Upper Canada College, the Crosstown LRT, & the vibrant Yonge & Eglinton district, and more, this is a truly special home filled with heart & timeless charm!

690 Oriole Parkway, Toronto
$1,868,900
5 Beds ⋅ 4 Baths ⋅ C13421790 MLS
Exceptional opportunity in the highly desirable Yonge & Eglinton neighbourhood! in one of Toronto's most sought-after communities. Flexible zoning allows for a variety of residential building options and select commercial uses, offering outstanding long-term potential. Property qualifies under Toronto's Garden Suite Program with potential for a rear garden suite up to approximately 1,291 sq. ft. Included are valuable planning resources such as the Planner's Building Potential Report, Laneway Housing Advisors Garden Suite Report, and 2022 survey. Conveniently located steps to shops, restaurants, cafes, transit, parks, and top-ranked schools. Upgrades & Improvements: Newer flooring, stairs, windows, and kitchen, New washer & dryer on the main floor, New basement kitchen range hood, washer & dryer, Updated roof, gutters, and roof insulation Replaced water heater, A/C system

33 Castlefield Avenue, Toronto