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52 Rowanwood Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12405135
52 Rowanwood Avenue Toronto M4W 1Y7 
$4,985,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12405135
- Bedrooms:
- 5
- Bathrooms:
- 5
Nestled on one of Toronto's most iconic tree-lined streets, just steps away from the vibrant Yonge Street, you'll discover the exquisite 52 Rowanwood Avenue. This beautifully updated 5-bedroom family home has been cherished and meticulously maintained by the same family for 25 years, showcasing a perfect blend of character and modern amenities. The main floor is an entertainer's dream, featuring a stunningly renovated kitchen that seamlessly flows into a landscaped backyard oasis, perfect for outdoor gatherings. The brand-new butler's pantry conveniently services the oversized dining room, making hosting dinner parties a delight. After a meal, retreat to the inviting living room, where a cozy wood-burning fireplace provides warmth and ambiance. With abundant natural light and ample seating, this space is ideal for relaxing or gathering around the grand piano to create unforgettable memories. Ascend to the second floor, where you'll find a generously proportioned primary suite complete with a private two-piece bath. This level also boasts a brand-new five-piece bathroom, a guest room, and an oversized study and family room, offering versatility for work or leisure. The third floor features two additional spacious bedrooms, including one with a newly renovated ensuite, along with a convenient laundry room that provides ample storage. This home truly offers a harmonious blend of comfort, style, and functionality, making it a perfect haven for family living. The lower level features a spacious recreation area, a home gym, ample storage, and a three-piece bathroom. Step outside to the private, fully fenced west-facing backyard, where a sun-soaked deck is enhanced by seasonal tree canopies and integrated stonework, creating a serene outdoor retreat More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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40 Castle Frank Crescent in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12376693
40 Castle Frank Crescent Toronto M4W 3A3
$4,659,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12376693
- Bedrooms:
- 5
- Bathrooms:
- 5
Nestled in prestigious Rosedale. This exceptional property offers a perfect blend of elegance and comfort. With grandeur and space it presents a rare opportunity to own in this sought-after location.This residence features thoughtfully designed living spaces bathed in natural light through generous windows. The architectural details throughout speak to quality craftsmanship and timeless design. The property offers oversized, versatile living areas ideal for both everyday comfort and sophisticated entertaining.The surrounding landscape provides privacy while maintaining a connection to nature, with over 12,000 SF of lot area.. Conveniently located with easy access to urban amenities while providing a serene residential retreat. With over 6600 sq ft of total space, 40 Castle Frank Crescent represents an opportunity to create your legacy in one of the area's most coveted locations. A must see & experience firsthand the unique character and potential of this distinguished property. The Coach House/Garage Provides Perfect Storage Or The Potential To Convert To A Studio Space. Step Out Into Your Private Backyard Oasis, With Winding Pathways And Vibrant Perennials. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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135 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12447205
135 Madison Avenue Toronto M5R 2S3
$3,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12447205
- Bedrooms:
- 6
- Bathrooms:
- 5
This grand dame home sits on the iconic Madison Avenue in the prime Annex. Circa 1905, 135 Madison Avenue is just under 4,000 square feet above grade and filled with original character including 4 fireplaces, original trim, wainscotting, crown moulding, and stained glass windows. The well proportioned house features 9.5' ceilings on the main floor, a large formal living room, dining room, an oversized kitchen with a butlers pantry, and a beautiful main floor family room that leads out to the lush garden. On the second floor you will find a generous primary bedroom with a sitting area, fireplace and a three piece ensuite. There are an additional 2 large bedrooms on the second floor as well as 2 full washrooms, a dedicated laundry room, and a large sunny deck. The third floor would make a fabulous primary suite and currently includes a large living room, kitchen, two additional bedrooms and a large deck with skyline and treetop views. The basement is partially finished with 7 foot ceilings and features a separate entrance. This home has been used as single family for many years but has potential for many layouts and possibilities including converting the property back into multiple units. Two car private drive parking and garden suite potential. The Annex speaks for its self with easy TTC, fabulous shops, restaurants, parks and schools. Floor plans attached to listing. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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294 Douglas Drive in Toronto: Rosedale-Moore Park House for sale (Toronto C09) : MLS®# C12401174
294 Douglas Drive Toronto M4W 2C2
$2,695,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12401174
- Bedrooms:
- 3
- Bathrooms:
- 3
Perched atop a hill in the heart of North Rosedale, this cherished family home offers an extraordinary opportunity to live in one of Toronto's most sought after neighbourhoods. With sweeping views of beloved Chorley Park, this detached residence has been lovingly maintained and thoughtfully updated, blending classic charm with everyday comfort. Inside, you'll find expansive principal rooms with soaring 9-foot ceilings and an abundance of natural light. The living room features a wood burning fireplace, perfect for cozy evenings, while the generously sized dining room sets the stage for memorable dinners and family celebrations. A bright rear sunroom opens to a back deck overlooking the lush, private garden, an ideal setting for summer lounging and outdoor entertaining. Upstairs, the oversized primary suite includes a recently renovated ensuite, walk-in closet, and a dedicated home office area. Two additional bedrooms enjoy serene park views and share a stylishly updated second bathroom. The open concept lower level presents a blank canvas with limitless potential, whether you envision a recreation space, gym, or home theatre. It also includes a third bathroom, laundry area, abundant storage, and convenient side entrance. The private drive leads to a rare extra large two car garage along the 35 x 121 ft deep lot. Enjoy easy access to the nearby Beltline Trail, Evergreen Brickworks, and a network of local parks. Just minutes to the shops and restaurants of Summerhill, TTC transit, and the Bayview Extension. Located in the top tier school district for Whitney, OLPH, and many of the city's premier private schools.294 Douglas Dr. is a true family home in every sense spacious, inviting, and surrounded by parks and top schools. Don't miss this rare opportunity to put down roots in a timeless home with an unbeatable location. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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357 Roehampton Avenue in Toronto: Mount Pleasant East House for sale (Toronto C10) : MLS®# C12405522
357 Roehampton Avenue Toronto M4P 1S3
$2,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12405522
- Bedrooms:
- 7
- Bathrooms:
- 3
Desirable North Toronto, 3 unit dwelling with expansive 32' x 195' lot with luxurious inground pool and triple detached garage ideally located on a highly sought-after street and a 5 minute walk to the new Mt. Pleasant Subway Station. Close to amenities, including Yonge Street, Eglinton, TTC transit, schools, parks, and more. Main Level Unit: This spacious unit boasts over 1,200 square feet of well designed living space, featuring an open-concept living and dining area with a cozy fireplace, a modernized kitchen, two generously sized bedrooms, and a walk-out to a beautifully landscaped garden. (6 mths remaining on term). Upper Unit: Also offering approximately 1,200 square feet, the upper unit includes separate living and dining rooms, a fireplace, a renovated kitchen outfitted with premium Bosch stainless steel appliances, and three bedrooms. (mth to mth). Lower Level: Spacious 2 bedroom unit thoughtfully updated with comfort and functionality in mind, this level offers excellent space for extended family living or rental income. (mth to mth). offers exceptional value and versatility for homeowners and investors a like. Note: Could also be purchased as part of a pre- approved 14 unit development with neighbouring property. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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8 Dawlish Avenue in Toronto: Lawrence Park South House for sale (Toronto C04) : MLS®# C12512848
8 Dawlish Avenue Toronto M4N 1H1
$2,400,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12512848
- Bedrooms:
- 5
- Bathrooms:
- 2
Country feel in the City! Nestled in the Heart of the coveted neighbourhood of South Lawrence Park on a beautifully tree-lined Street, overlooking the Landscaped gardens of Muir Park and natural Ravine trails. Lovingly cared for by 2 generations for 60 years, this charming 2 storey 3 bedroom plus tandem home is where warm character meets endless potential, and awaits your creative flare. Live-in, renovate or re-build to create your new family home. The spacious main floor features a sun-filled Family Room with french doors, a direct walk-out to a private garden, formal dining room, living room with built-ins and a wood burning fireplace. A quaint sunroom features wrap around windows and a walk out to a covered deck and patio. The Bright & spacious primary bedroom overlooks a mature garden. A one bedroom in-law suite is ideal for a nanny, teenager or guests. Located within walking distance of top-rated public and private schools, including, Blythwood, Glenview, Lawrence Park Collegiate, Crescent, Havergal, and Toronto French School, this location provides access to the finest education in the city. Only a short stroll to TTC, Lawrence Subway, Library, Children's playground, Fine Dining and Shops. Minutes drive to 401, Golf, Cricket Club, Rosedale Golf Club & Granite Club. Move right in, or explore the potential to renovate or re-build. Don't miss this opportunity to live in one of Toronto's most desirable neighborhoods. Please note Schedule C and Survey. Property at #8 Dawlish has access to 7 feet 4 inch right of way over #12 Dawlish Ave, as per agreement and survey of 1944. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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520 Manning Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12283576
520 Manning Avenue Toronto M6G 2V7
$2,399,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12283576
- Bedrooms:
- 4
- Bathrooms:
- 4
Discover Your Family's Dream Home In The Heart Of Vibrant Downtown Toronto! This Beautifully Renovated, Approximately 2500 Square Foot Semi-Detached Residence Offers An Exceptional Blend Of Modern Comfort And Classic Victorian Era Charm. Step Inside And Be Greeted By A Bright, Open-Concept Living Space, Enhanced By Impressive 10-Foot Ceilings That Create An Airy And Spacious Atmosphere, Perfect For Entertaining And Family Gatherings. The West-Facing Kitchen And Dining Area Are Bathed In Natural Light, Creating A Warm And Inviting Atmosphere. A Convenient Powder Room And Spacious Entrance Closet Add To The Main Floor's Functionality. The Main And Second Levels Feature Elegant Oak Flooring, Adding A Touch Of Timeless Sophistication. This Home Boasts Three Generously Sized Bedrooms, Including A Master Suite With Ample Closet Space, And The Second Floor Also Includes The Very Convenient Addition Of A Laundry Closet. The Recently Finished 8-Foot Basement Is A True Highlight, Featuring Radiant In-Floor Heating, A Spa-Like Bathroom With A Luxurious Hot Tub And Shower, A Spacious Recreation Room Perfect For Family Activities, And A Separate Bedroom Ideal For Guests. Recent Upgrades, Including A New Furnace, Boiler, Electrical Panel And A Replaced City Water Main, Ensure Worry Free Living. Outside, The Bright, West-Facing Landscaped Backyard Is A Private Oasis On This 21+ Ft Lot, Shielded From Neighboring Windows, Providing An Ideal Space For Children To Play Safely And For Hosting Outdoor Gatherings. Enjoy The Convenience Of Two Dedicated Parking Spaces, A Rare Find In This Sought-After Downtown Location. Located Within Walking Distance Of Three Parks, Christie Subway Station, The University Of Toronto, Hospitals, Little Italy, Korea Town, The Annex, And Chinatown, This Home Offers Unparalleled Access To The City's Best Amenities. Don't Miss This Opportunity To Own A Piece Of Downtown Toronto Paradise. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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3055 Sawmill Road in Port Hope: Rural Port Hope House for sale : MLS®# X12389275
3055 Sawmill Road Port Hope L1A 3V7
$2,395,000Residential Freehold- Status:
- Active
- MLS® Num:
- X12389275
- Bedrooms:
- 4
- Bathrooms:
- 5
Welcome to a breathtaking reimagining of the classic English country estate - a newly built custom luxury residence where traditional architecture meets modern elegance, nestled amongst 50 private & pristine acres. Upon arrival the homes stunning architectural presence is evident: a brick water table grounds the structure with strength & tradition, while elegant corbels, detailed cornice mouldings, limestone sills, & gleaming copper eaves & downspouts add depth & timeless sophistication. Inside, every inch reflects thoughtful design & extraordinary quality. Eight foot solid wood doors, solid brass hardware, rich walnut flooring & handcrafted walnut staircase evoke old-world craftsmanship. Soaring ceilings & expansive windows flood the home with natural light, framing views of gently rolling hills, meandering streams & private forested trails your own private park. The heart of the home is a show stopping custom kitchen - a high-end culinary space equipped with top-of-the-line built-in appliances, concealed coffee bar, full pantry & additional laundry area. Whether entertaining or enjoying a quiet morning, this space offers both beauty & functionality. The home offers 4 luxurious bedrooms, including 3 private suites, each with beautifully appointed bathrooms. One of these is the spacious & bright primary bedroom suite with a large walk-in closet & a stunning marble ensuite bath. The fourth is a generous multi-use suite located above the oversized three-car garage makes an ideal office, studio or private guest/in-law space. Stencilled wood ceilings, refined architectural details & a seamless connection between indoor & outdoor living spaces make this home a rare find rooted in tradition & designed for contemporary living. This once-in-a-lifetime property is minutes from historic Port Hope & all its amenities, Trinity College School with quick access to the 401 and is truly a modern country estate like no other. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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140 Dovercourt Road in Toronto: Little Portugal House for sale (Toronto C01) : MLS®# C12417532
140 Dovercourt Road Toronto M6J 3C4
$2,198,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12417532
- Bedrooms:
- 5
- Bathrooms:
- 3
Expansive Victorian gem configured as three units. Extraordinary main floor owners suite filled with character including restored Victorian mouldings and trim, walkout to a lovely garden and oversized two car garage. Earn extra income from: a two-level apartment on the 2nd and 3rd floor with up to 4 bedrooms and 2nd floor deck, and a spacious 1 bedroom basement apartment with private separate entrance along the side of the building. This property offers an excellent opportunity for an investor, a buyer looking for a beautiful apartment with supplementary income from fantastic tenants, or is suitable for a conversion to a large single family home. All tenants are month to month. The extra wide and deep lot combined with the broad rear laneway , make this home a prime candidate for a laneway home. The precedent has already been set by neighbouring properties. Steps to vibrant Queen West, Ossington, and Trinity Bellwoods Park More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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5 Lukow Terrace in Toronto: Roncesvalles House for sale (Toronto W01) : MLS®# W12413335
5 Lukow Terrace Toronto M6R 3B7
$2,185,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12413335
- Bedrooms:
- 5
- Bathrooms:
- 4
Nestled in a private enclave at the edge of Sorauren Park, this bright and welcoming Victorian-inspired home is a hidden gem in the heart of Roncesvalles. Built in 1999, it blends timeless character with the peace of mind of modern construction and mechanicals, offering nearly 3,000 sq. ft. across four light-filled levels. Inside, the rare wide clear-span design, tall ceilings, and generous windows create airy, inviting spaces. The family-sized eat-in kitchen is perfect for gatherings, with updated appliances, pantry storage, and natural light that pours in for morning coffee, homework, or entertaining. Upstairs, find convenience and comfort: a renovated family bath with glass shower and soaker tub, second-floor laundry, and a third-floor retreat with vaulted ceilings, skylights, ensuite, and a dreamy rooftop terrace with skyline views easily transformed into a primary suite oasis. The high, dry basement with water management, separate entrance, and cantina storage offers flexibility for a gym, rec room, or teen/in-law suite. Outdoors, enjoy a low-maintenance fenced yard with stone patio, garden, and laneway access, plus an upper lounge with retractable awning. Steps from Sorauren Parks farmers market and festivals, top schools, Charles G. Williams playground, High Park, St. Joes, Railpath, Sunnyside Pool, MOCA, cafes, shops, and transit this is Roncesvalles living at its best, with the ease of a newer home and none of the upkeep of a century property. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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56 Helena Avenue in Toronto: Wychwood House for sale (Toronto C02) : MLS®# C12374506
56 Helena Avenue Toronto M6G 2H2
$2,179,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12374506
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome To 56 Helena Avenue - A Beautifully Renovated Detached Home In Sought-After Wychwood! This Tastefully Updated Home Offers Exceptional Living On Every Level, WITH A FULL ADDITION From The Basement Up And Thoughtful Upgrades Throughout. Situated On A Rare 144-Foot Deep Lot, This Property Boasts A Double Car Garage And Exciting Laneway House Potential. Inside, You'll Find A Chef's Dream Kitchen, Renovated In 2021, Featuring An Oversized Peninsula With Stone Countertops, Matching Stone Backsplash, Custom Millwork, Stainless Steel Appliances, A Built-In Pantry And A Pull-Out Coffee Station - Perfect For Everyday Living And Entertaining. The Home Features Three Sun-Filled, Oversized Bedrooms, Including the ADDITION OF A **NEW ENSUITE BATHROOM (2025)**, Wall-To-Wall Custom Built-In Closets. Enjoy The Convenience Of Three Bathrooms--One On Every Level--And A Main Floor Mudroom For Added Functionality. The Fully Finished Basement Offers Incredible Flexibility, With A Large Family Room That Easily Converts Into A Fourth Bedroom, Teenager's Retreat, Or Home Gym. It Also Includes A Full Bathroom With Heated Floors And Built-In Storage Solutions. Stylish Details Bring Warmth And Character To The Home, Including Hardwood Floors, Custom Reclaimed Wood Barn Door, Elegant Wainscoting, Pot Lights Throughout, And A Cozy Fireplace. Step Outside To A Fully Fenced, Private Backyard With Premium Turf--Ideal For Relaxing Or Play. All Of This In An Unbeatable Location--Steps To Wychwood Barns With Weekly Farmer's Markets And Community Events, Transit In Every Direction--A 3 Minute Walk To The Subway, Close To Excellent Schools, Parks, Vibrant St. Clair West Amenities, And The Best Of City Living. This Home Truly ****Checks All The Boxes! 4 Bathrooms (Including **New 2025 Ensuite**), AC (2024), 200 Amp Service, Sump Pump; 3/4 Inch Waterline**** More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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7 Sidney Street in Toronto: Yonge-St. Clair House for sale (Toronto C02) : MLS®# C12422981
7 Sidney Street Toronto M4V 2G3
$2,175,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12422981
- Bedrooms:
- 4
- Bathrooms:
- 3
YOUR SUMMERHILL STORY - On a quiet cul de sac, facing Robertson Davies Park, this 3-bedroom, 3-bathroom semi-detached home stands apart...literally and figuratively. Built in the 1970s, it delivers all the charm of the neighbourhood with the bonus of a private driveway, a built-in garage, and a unique layout that's as functional as it is stylish. Inside, soaring 11-foot ceilings in the living room bring drama (and light), while the rare middle staircase creates architectural interest. The kitchen opens to a deck that was built for morning coffees or dinners al fresco, while the lower-level family room walks out to the backyard and Cottingham Tennis Club (did we mention that living here even fast-tracks your membership?) Upstairs, three bedrooms offers flexibility, whether you need space for family life or work-from-home options. That lower level family room can double as a 4th bedroom, too. A large sub-basement provides endless options - for gym, storage, hobby space. A blank canvas for whatever you to decide. Beyond the walls, the street itself is a hidden gem - a tight-knit community known for neighbourly connections and even the occasional block party. Located a few steps from the coveted Cottingham Jr Public School (rating: 10!) and surrounded by Summerhill's cafés, restaurants, and shops, this home blends community, convenience and a touch of retro cool. And don't forget the Summerhill & Rosedale TTC stations are just a hop, skip and a jump away. A house that dares to be different in one of Toronto's most beloved neighbourhoods. *EXTRAS* More than 2200 sq ft of living space with many updates throughout - including heated floors in bathroom, new cork floors on lower level, new deck and new gas fireplace. Full list attached. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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- 416-465-7527
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Data was last updated November 10, 2025 at 06:15 AM (UTC)
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