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3325 Hollywood Court in Pickering: Rural Pickering House for sale : MLS®# E13215550
3325 Hollywood Court Pickering L1X 0A3 
$4,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13215550
- Bedrooms:
- 7
- Bathrooms:
- 9
Set in a quiet enclave of prestigious homes, this exceptional 11,500 sq. ft. estate (including built in garage) sits on a private 1.5-acre lot backing onto a serene forest. This elegant residence offers 7 spacious bedrooms, all with walk-in closets, including 6 with ensuite baths, and a total of 9 washrooms. The open-concept main floor features soaring 20 ft. cathedral ceilings, and dramatic floor-to-ceiling windows overlooking the expansive, private backyard. Designed for both effortless entertaining and elevated everyday living, the kitchen showcases the rare luxury of two expansive islands; a standout feature in sophisticated, open-concept homes. Thoughtfully designed to create both beauty and flow, the dual-island layout allows for dedicated culinary and social spaces, balancing function and style. The main floor primary suite spans nearly 1,000 sq. ft., offering a luxurious retreat. The second level hosts 4 generously sized bedrooms, while the finished lower level with 10 ft. ceilings includes 2 additional bedrooms and extensive additional living space all with floor to ceiling windows, perfect for extended family or guests. Two staircases seamlessly connect all three levels, enhancing both flow and functionality. A circular driveway leads to a 1,700 sf four-car garage with double height ceilings, ideal for car lifts. Additional features include 3 fireplaces, a home gym with glass wall and doors, a beautifully appointed, temperature controlled wine cellar with room for over 300 bottles tucked behind a bar and kitchen area. This is a thoughtfully designed home ideal for large families and multi-generational living. A rare offering combining scale, privacy, and refined living in an exclusive setting. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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3 Shorncliffe Avenue in Toronto: Casa Loma House for sale (Toronto C02) : MLS®# C13171166
3 Shorncliffe Avenue Toronto M4V 1S9
$3,980,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13171166
- Bedrooms:
- 6
- Bathrooms:
- 4
This elegant detached three-storey, six-bedroom family home sits on a spectacular 50 x 154 ft. pool size lot in the heart of South Forest Hill. With ample backyard space, create your own personal oasis, and never feel the need to escape the city. The original 1916 build has been completely reimagined through a meticulous back-to-the-studs renovation, seamlessly blending timeless architectural character with contemporary finishes. Offering expansive principal rooms in a 4,000 square-foot layout ideal for both family living and entertaining, this residence delivers modern pleasures and comfort. Located just steps from the shopping and dining of Forest Hill Village, and the green spaces and recreational amenities of Winston Churchill Park, this property is also walking distance from prestigious schools like Upper Canada College, Bishop Strachan School, and St. Michael's College. A unique opportunity to afford entrance into one of Toronto's most exclusive neighbourhoods, this family home is a rare offering that balances history, location, and lifestyle with attainable price. 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®# C12952628
135 Madison Avenue Toronto M5R 2S3
$3,650,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12952628
- 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, wainscoting, 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 3 large bedrooms on the second floor as well as 3 full washrooms, a dedicated laundry room, kitchen, and a large sunny deck. The third floor would make a fabulous primary suite and currently includes a spacious living room, kitchen, two additional bedrooms, one full washroom, and a large deck with skyline and treetop views. The basement is partially finished with 7 foot ceilings and features a separate side door entrance. This home flows nicely as single family, which it has been used as for many years, but has potential for other 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. Offers anytime. Great opportunity for those looking for a co-ownership property! More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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47 Pine Street S: Port Hope House for sale : MLS®# X13079808
47 Pine Street S Port Hope L1A 3E6
$2,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13079808
- Bedrooms:
- 6
- Bathrooms:
- 8
A Keystone to the elegant Heritage of Historic Port Hope, The Meredith House, better known as Hill & Dale is incredibly captivating. Circa 1850 this stunning Estate sits hillside overlooking much of the South East portions of downtown, situated on 3+ acres of private landscaped property, natural stream, stone features, diverse trees and spacious exterior grounds. Beautifully renovated, original millwork, character details and an incredible formal layout with improvements that create a beautiful backdrop for your own personal residence, potential Bed & Breakfast, Boutique Hotel or Multi Generational living. Architectural features throughout this 6 bedroom home, a special space for entertaining, chef's kitchen, formal den/office, family room and dining room with captivating views. Wrap around covered veranda, points of entry from many locations, primary staircase centre hall plan, butlers pantry, second private staircase to expansive primary suite... The list is simply endless, you have to view to appreciate this remarkable one of a kind! Unique features, ensuite bathrooms for all bedrooms, a great set up for accommodations, lower level gym/recreational space with walk out, formal living room with stunning fireplace feature, perfect for hosting large gatherings. For those who are studious, the Main floor lounge offers that deep space, bookcases, a lovely private study. Walk to downtown and all of the beauty of Port Hope, Ganaraska River, Shops, Trinity College and all of the wonderful restaurants for dining, parks and all of the rich character of the streetscape. If you seek something simply to stand alone, this is the perfect astute property for you to establish your presence in Port Hope. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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11-21 Tolman Street: Brighton House for sale : MLS®# X13063016
11-21 Tolman Street Brighton K0K 1H0
$2,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13063016
- Bedrooms:
- 14
- Bathrooms:
- 14
A unique investment opportunity, this property is comprised of 6 separate freehold townhouses available as a combined option to invest in the heart of Brighton. Stalwood built in 2020, this property is located in the desirable and established community of "Orchard Gate" walking distance to downtown. Comprised of (two) end unit 1-bedroom bungalows and (four) interior two storey 3-bedroom units all with cohesive finish details and features. Each unit provides walk out to the back yard space, interior garage access, double paved parking, covered porches, open concept living/dining spaces, all appliances, rental hot water on demand and unfinished basements with potential for additional space. The bungalow end units are approx. 960 sq.ft and the interior 2-storey units are approx. 1560 sq.ft, a great residential combination and traditional streetscape. If you are looking for a larger portfolio investment these units are fully occupied and ready for assumption with long standing tenants and opportunity for shorter term rental in the future. More detailsListed by Bosley Real Estate Ltd.- LISA PERESSINI, BROKER
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2963 Dundas Street W in Toronto: Junction Area House for sale (Toronto W02) : MLS®# W13430790
2963 Dundas Street W Toronto M6P 1Z2
$2,988,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13430790
- Bedrooms:
- 14
- Bathrooms:
- 6
Located in the Best block in the Junction this meticulously maintained 3 storey property is just shy of 6,000 sq. ft, and is filled with character and possibilities. Currently configured as 5 large, beautifully updated, apartments with private terraces and up to a total of 14bedrooms, this property boasts the potential of achieving an estimated cap rate of over 6% for an investor. The building can also be offered with vacant possession allowing for many possibilities for a user including LIVE/WORK, or the 2,241 sf main floor could be converted to a commercial use with souring 14' ceilings making a perfect location for a retail, hospitality, or services business with ample auxiliary income from the floors above. Front entrance to lower level. A Green 'P' surface parking lot with electric charging stations and Bikeshare docks backson to the property and is accessible by a rear gate. 24 hour bus at front door, walking distance to Bloor Subway, UP Express & Stockyards Mall. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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133 Sylvan Avenue in Toronto: Scarborough Village House for sale (Toronto E08) : MLS®# E13421542
133 Sylvan Avenue Toronto M1M 1J9
$2,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13421542
- Bedrooms:
- 4
- Bathrooms:
- 3
Stunning and Serene on Sylvan, an exceptional and rare opportunity on one of Toronto's most coveted streets and one of the largest lots available. Set on a magnificent south-facing bluff, this approximately 93 x 487 ft property offers unobstructed Lake Ontario views, extraordinary depth, generous frontage, is set back over 100 ft, with the kind of mature trees, landscaping, and privacy that simply cannot be replicated on today's typical lot. The existing ranch style bungalow is charming, solid and well maintained, featuring an expansive and open floorplan, 3 bedrooms, 3 bathrooms and beautiful lake views, ample built-ins, two wood-burning fireplaces, and hardwood floors throughout offering the flexibility to move in, renovate, or build your dream home. For those ready to build the 93ft frontage and exceptional depth offer outstanding potential. For families, nature lovers and those ready for peace and quiet, the scale of this property delivers a lifestyle rarely found this close to the city with tons of potential or simply space to breathe - the air is truly different here. Tucked within a special enclave, Sylvan Avenue is a quiet, tree-lined street that commands a loyal following among discerning buyers who understand that land of this quality, at this scale, and at this location does not become available often. A tranquil retreat nestled on the outskirts of Toronto, yet minutes to the GO Train for effortless downtown access. Lakeview living on a once in a generation lot. Building and or additions will require permits and TRCA approval. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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301 Keewatin Avenue in Toronto: Mount Pleasant East House for sale (Toronto C10) : MLS®# C13005066
301 Keewatin Avenue Toronto M4P 2A4
$2,399,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13005066
- Bedrooms:
- 6
- Bathrooms:
- 5
This stunning home redefines modern family life. The original 2-storey was gutted in 2000 rebuilt into a 3-storey architectural showpiece offering 3,020 SF + 1,131 SF in the LL for 4,151 SF of total living space. The architec anchored this home with a central atrium flooding the interior w/natural light creating a striking sense of openness.The main flr boasts stunning white oak wood flrs imported from Poland connecting across all levels with spiral-cured custom wood stairs and cable railings. With 5+1 spacious bdrms and 5 bathrooms, there's plenty of room. The home's thoughtful layout masterfully combines functionality w/modern style, offering bright principal rooms & custom finishes ideal for both everyday living & entertaining. The layout ensures a seamless flow across all areas of the home. The main flr's expansive 9-ft ceilings create a sense of openness thruout, with a layout designed to highlight natural light & effortless flow. The second flr's 8-ft ceilings enhance the airy feel of space. Enjoy an even more dramatic height on the third flr with 11-ft ceilings, giving the space an incredible sense of volume and grandeur which offers a flexible space where the back bdrm could serve as a bdrm or additional family rm or recreation area, especially with its cathedral ceiling, stunning window & glass door w/juliet balcony overlooking the lovely landscaped garden. The bsmt is bright, spacious, with endless possibilities with its 8.5-ft ceilings including converting it into a nanny's suite or a multi-generational home (kit roughed-in in rec rm). This home boasts so many unique features like the European church "clerestory" (stain glass window used in the nave of old churches in Europe) placed strategically in the 3rd floor alcove so that when the sun shines through it, it cascades down the atrium into the kitchen. Take a minute to read the Property Features attached to this listing. Enjoy living steps to Sherwood Park! John Fisher Jr PS. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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18 Tetbury Crescent in Toronto: Parkwoods-Donalda House for sale (Toronto C13) : MLS®# C13077210
18 Tetbury Crescent Toronto M3A 3G3
$2,349,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13077210
- Bedrooms:
- 5
- Bathrooms:
- 3
Classic Don Mills ranch bungalow set on a 90' x 125' oversized corner lot - a rare opportunity on a sought-after, quiet street only steps from Donalda Club. Built in 1959, this meticulously maintained home boasts over 3,000 square feet of thoughtfully finished living space, combining timeless charm with a flexible layout suitable for a multi-family dwelling or single-family use. The generous lot size also presents excellent potential as a future development opportunity. The main floor is anchored by a large eat-in kitchen with a walk-out to a deck overlooking the large and extremely private, landscaped backyard complete with a in-ground saltwater pool and hot tub. The fully finished lower level offers two additional bedrooms, a large recreation room with fireplace, loads of storage, and a walk-out to the private backyard patio - ideal for extended family or guests. Perfectly located for quick commutes downtown, and is surrounded by highly-rated schools, churches, parks, ravines, highways, TTC, shops, and restaurants. Home Inspection is available. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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19 Lark Street in Toronto: The Beaches House for sale (Toronto E02) : MLS®# E13456122
19 Lark Street Toronto M4L 3M5
$2,349,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13456122
- Bedrooms:
- 5
- Bathrooms:
- 5
There's a reason families fall so hard for The Beaches. Maybe it's the stroll to school. The weekends spent by the water. The neighbourhood parks filled with familiar faces. Or perhaps it's the feeling that life simply moves a little differently here. Slower, easier, and more connected. Nestled within the coveted Kew Beach Junior Public School catchment, this beautifully reimagined detached home offers the kind of space, functionality, and charm that families constantly search for but rarely find. Thoughtfully renovated from top to bottom, this is the rare opportunity to skip the projects and move straight into the good part. The main floor was designed for real life. The kind where homework happens at the kitchen island while dinner simmers on the gas range. Where friends gather around the oversized island long after dessert is finished. Where sightlines stay open, conversations flow easily, and everyone feels connected. Upstairs, the primary suite feels like a true retreat, complete with a wall to wall closets and ensuite, spacious second bedroom and a dedicated home office that creates the perfect space for work calls, creative projects, or a quiet moment with a coffee. The third floor offers two additional bedrooms, a full bathroom, and a private deck that's overlooking the beautiful private backyard. Downstairs, the finished lower level adds even more room to spread out, featuring custom built-ins, a wet bar, and the ideal backdrop for movie nights, game days, or sleepover headquarters. Outside, the fully fenced backyard is designed for easy living and even easier entertaining, with turf, a patio, and plenty of space for kids, dogs, and summer evenings under string lights. Complete with parking, a main-floor powder room, wainscoting, a fireplace, and thoughtfully layered finishes throughout, this is the kind of home that feels good the moment you walk in. And in a neighbourhood like The Beaches, that's exactly what home should feel like. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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85 Walmer Road in Toronto: Annex House for sale (Toronto C02) : MLS®# C13021728
85 Walmer Road Toronto M5R 2X6
$2,324,900Residential Freehold- Status:
- Active
- MLS® Num:
- C13021728
- Bedrooms:
- 8
- Bathrooms:
- 6
A five-unit Annex Semi Detached property with the kind of envelope and location that is not being built at today's replacement cost. Legal four-plex above grade plus a legal non-conforming lower suite across 5,225+ sq.ft. on Walmer Road, one of the most tenured income streets in central Toronto. In-place rents sit well below current Annex benchmarks. Income reflects long-tenured tenancies rather than today's market. The unit mix is differentiated - not five interchangeable bachelors. Unit 2 on the main floor is a 1,396 sq.ft. parlour-floor residence with a 21-foot living room, fireplace, oversized kitchen, and a 17-foot principal bedroom. Unit 5 on the third floor (1,171 sq.ft.) is configured with two kitchens, two four-piece baths, two primary bedrooms, an office, and a dining room - lives as one generous suite today. Unit 4 (758 sq.ft.) has a four-piece ensuite, walk-in closet, and living space. Unit 3 (710 sq.ft.) is a full one-bedroom with fireplace, kitchen, and dining. Unit 1 in the lower level (1,191 sq.ft., legal non-conforming) reads as a proper apartment: one-bedroom plus 15-foot den, full kitchen, three-piece bath, and private utility room. Three distinct buyer paths converge here. For the investor, five legal income streams on a single folio, a demand floor set by U of T, downtown professionals, and the Dupont / Spadina subway corridor. For the owner-investor - Multiple units are suitable and are amongst the most substantial owner's suites found inside a purpose-built Annex income property; live in it and let the other four units carry the debt while optionality is preserved. For the long-view buyer planning a single-family reversion - 5,225+ sq. ft. of interior envelope is a credible footprint for a top-of-market Annex restoration, and the existing plumbing stacks, kitchens, and floor plates make either path possible without starting from zero. Walking distance to Bloor Street, Casa Loma, the University of Toronto, and the Spadina subway line. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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2 Roseneath Gardens in Toronto: Oakwood Village House for sale (Toronto C03) : MLS®# C13455376
2 Roseneath Gardens Toronto M6C 3X6
$2,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13455376
- Bedrooms:
- 5
- Bathrooms:
- 4
Nestled on a coveted corner lot in the heart of St. Clair West, 2 Roseneath Gardens is a lovingly evolved, remarkably versatile property. This detached home, complete with an exquisite two-storey coach house, has been cherished by its owners for nearly 50 years. Originally a charming bungalow, the home has been expanded and topped up over the years, creating space that feels perched among the treetops, with vaulted ceilings and skylights on the second floor flooding the interior with natural light. The main home features a thoughtfully transformed layout, including a separate basement apartment and, more recently, a second-level suite enjoyed by guests (primary bedroom converted to second floor living/dining with murphy bed). The flexibility is perfect for multi-generational living, co-ownership, or a blend of private residence and rental income while offering room to grow. Inside, custom details abound, including in-floor heating, an incredible carved wood mantel with a gas fireplace, bespoke millwork with integrated Murphy beds, and custom kitchens in both the main house and coach house. The coach house offers two full floors of living space with a shared garden. Extensive property renovations include a state-of-the-art HVAC system, a backup generator, and on-demand hot water. South-facing windows and unobstructed park views provide a tranquil backdrop. The corner lot offers additional outdoor space boasting a side yard with south exposure, currently cultivated as a whimsical pollinator garden that attracts birds, butterflies, and seasonal blooms. Main house above grade: 1740 sqft Lower level: 1225 sqft Coach House: 950sqft. 2 car private driveway off Glenhurst Ave. Just steps from the shops, restaurants, cafés, and transit of vibrant St. Clair West, this is a rare opportunity to own a property that offers exceptional flexibility for generations to come. More detailsListed by BOSLEY REAL ESTATE LTD.- LISA PERESSINI, BROKER
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Data was last updated June 25, 2026 at 12:15 PM (UTC)
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