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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.- Lorraine Smith
- Bosley Real Estate Ltd., Brokerage
- 416-646-8833
- lsmith@bosleyrealestate.com
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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.- Lorraine Smith
- Bosley Real Estate Ltd., Brokerage
- 416-646-8833
- lsmith@bosleyrealestate.com
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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.- Lorraine Smith
- Bosley Real Estate Ltd., Brokerage
- 416-646-8833
- lsmith@bosleyrealestate.com
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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.- Lorraine Smith
- Bosley Real Estate Ltd., Brokerage
- 416-646-8833
- lsmith@bosleyrealestate.com
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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.- Lorraine Smith
- Bosley Real Estate Ltd., Brokerage
- 416-646-8833
- lsmith@bosleyrealestate.com
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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.- Lorraine Smith
- Bosley Real Estate Ltd., Brokerage
- 416-646-8833
- lsmith@bosleyrealestate.com
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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.- Lorraine Smith
- Bosley Real Estate Ltd., Brokerage
- 416-646-8833
- lsmith@bosleyrealestate.com
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301 Keewatin Avenue in Toronto: Mount Pleasant East House for sale (Toronto C10) : MLS®# C13536374
301 Keewatin Avenue Toronto M4P 2A4
$2,299,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13536374
- Bedrooms:
- 6
- Bathrooms:
- 5
This one-of-a-kind residence redefines modern family living. Originally a 2-storey home, it was completely rebuilt in 2000 into a spectacular 3-storey architectural showpiece offering 3,020 sq. ft. above grade plus 1,131 sq. ft. in the lower level, for an impressive 4,151 sq. ft. of total living space. Designed around a dramatic central atrium, the home is flooded with natural light, creating an extraordinary sense of openness throughout. Beautiful white oak floors imported from Poland extend across every level, connected by custom spiral-cured wood stairs with sleek cable railings. Featuring 5+1 spacious bedrooms and 5 bathrooms, the thoughtfully designed layout blends modern style with exceptional functionality. Bright principal rooms, custom finishes, 9-ft ceilings on the main floor, 8-ft ceilings on the second, and soaring 11-ft ceilings on the third level provide incredible scale and comfort. The versatile third floor offers an ideal bedroom, family room, or recreation space, complete with a cathedral ceiling, oversized feature window, and Juliet balcony overlooking the beautifully landscaped backyard. The bright lower level boasts 8.5-ft ceilings and endless possibilities, including a future nanny or multi-generational suite with a kitchen rough-in already in place. A truly remarkable architectural feature is the authentic European church clerestory stained-glass window, strategically positioned in the third-floor alcove so sunlight cascades through the atrium into the kitchen below-a breathtaking detail unlike anything else.This exceptional home is filled with unique design elements that must be experienced in person. Be sure to review the attached Property Features list. Ideally located just steps to Sherwood Park and within the sought-after John Fisher Junior Public School district, this is a rare opportunity to own a truly unforgettable family home. More detailsListed by BOSLEY REAL ESTATE LTD.- Lorraine Smith
- Bosley Real Estate Ltd., Brokerage
- 416-646-8833
- lsmith@bosleyrealestate.com
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1599 Woodbine Heights Boulevard in Toronto: O'Connor-Parkview House for sale (Toronto E03) : MLS®# E13488476
1599 Woodbine Heights Boulevard Toronto M4B 3A3
$2,285,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13488476
- Bedrooms:
- 5
- Bathrooms:
- 5
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. More detailsListed by BOSLEY REAL ESTATE LTD.- Lorraine Smith
- Bosley Real Estate Ltd., Brokerage
- 416-646-8833
- lsmith@bosleyrealestate.com
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40 Halton Street in Toronto: Trinity-Bellwoods House for sale (Toronto C01) : MLS®# C13210256
40 Halton Street Toronto M6J 1R3
$2,198,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13210256
- Bedrooms:
- 4
- Bathrooms:
- 3
Nestled in the heart of Toronto's coveted Trinity Bellwoods neighbourhood, this stunning fully renovated Victorian seamlessly blends timeless character with modern luxury. Situated on an impressive 20.08 x 150 ft lot and offering approximately 2,785 sq. ft. of total living space, this exceptional 3-bedroom, 3-bathroom home has been completely gutted and rebuilt with permits, all fully closed, ensuring outstanding quality and peace of mind. Deceptively spacious, the home features a bright open-concept main floor with soaring ceilings, rich hardwood floors, and effortless flow between the living and dining areas. The chef's kitchen is beautifully appointed with quartz countertops, stainless steel appliances, abundant cabinetry, and generous workspace. A main-floor bathroom with laundry and a welcoming family room addition, highlighted by a striking exposed brick wall, complete the level and open onto a private, fully fenced backyard.The second floor offers three generous bedrooms, including one with a walkout to a private deck, along with a beautifully renovated spa-inspired bathroom. Thoughtful design details include discreet access panels for plumbing incorporated into both the primary and secondary bedroom closets, providing convenient future accessibility. The professionally lowered and underpinned basement features a separate entrance, large egress window, expansive recreation room, additional bedroom, and a luxurious bathroom complete with a deep soaker tub and separate shower. Hidden behind the utility room is an enormous storage area rarely found in homes of this vintage. Additional upgrades include updated windows, a water softener, dual heating systems with a gas furnace serving the main and lower levels, three heat pumps servicing the second floor, and central air conditioning for year-round comfort. The detached garage provides parking for two small vehicles. More detailsListed by BOSLEY REAL ESTATE LTD.- Lorraine Smith
- Bosley Real Estate Ltd., Brokerage
- 416-646-8833
- lsmith@bosleyrealestate.com
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3 Carroll Court in Caledon: Palgrave House for sale : MLS®# W13447330
3 Carroll Court Caledon L7E 0E1
$1,850,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13447330
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to 3 Carroll Court, a rare legacy estate offering the perfect blend of country privacy and small-town charm in the heart of Palgrave. Nestled on a breathtaking .59 acre lot, this property is bounded by the scenic Humber River valley on one side and the Caledon Recreational Trailway on the other, offering year-round outdoor adventures right at your doorstep. The beautifully maintained residence caters to the most discerning buyers, featuring an updated kitchen, a bright breakfast bay, and modernized upper bathrooms. The main level impresses with a formal reception room, an elegant dining space, and a striking family room with soaring cathedral ceilings and a massive floor-to-ceiling stone fireplace. Upstairs, four spacious bedrooms await, including a private primary retreat with a luxurious, European-inspired ensuite overlooking the forest. A unique walkthrough leads to a peaceful reading loft that gazes over the family room below. The walk-out basement expands your living space with a professional home office, a versatile recreation and media room with a natural gas fireplace, an impressive floor-to-ceiling pine library, and direct access to the spectacular grounds. Outside, a backyard oasis awaits, featuring pristine lawns, lush gardens, a refreshing pool, and a fully fenced perimeter perfect for pets and children. Car enthusiasts and hobbyists will marvel at the massive, custom 3-car garage and workshop, designed to comfortably accommodate up to five vehicles alongside a built-in workbench. Situated on a quiet, safe court of just six unique homes, you are within walking distance of top-tier schools, local parks, and charming village amenities. This is more than a home; it is a peaceful, nature-filled sanctuary to raise your family and create a lifetime of memories. More detailsListed by ROYAL LEPAGE RCR REALTY and BOSLEY REAL ESTATE LTD.- Lorraine Smith
- Bosley Real Estate Ltd., Brokerage
- 416-646-8833
- lsmith@bosleyrealestate.com
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24 Oakwood Avenue N in Mississauga: Port Credit House for sale : MLS®# W13416120
24 Oakwood Avenue N Mississauga L5G 3L7
$1,799,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13416120
- Bedrooms:
- 9
- Bathrooms:
- 3
Purpose-built triplex of three full three-bedroom suites - two at approx 1,522 sf on the 2nd and 3rd floors, plus an oversized lower suite at approx 1,385 sf - a scale and unit mix seldom found in residential triplexes. Delivered vacant, allowing rents to be reset to current market from day one. Currently mid-renovation: acquire it as-is and finish to your own specification, or take it as a completed product. Three full three-bedroom layouts broaden the demand floor to families, professionals, and multi-generational buyers, not interchangeable bachelor units. Set in one of Port Credit's tenured residential pockets among predominantly single-family homes, steps to shops, cafés, and grocery stores, with direct access to the Port Credit GO for downtown connectivity. On-site parking plus a detached garage adds flexibility for personal use or incremental rental income. A value-add play in a premier, transit-connected lakeside community: vacant possession for full income repositioning, oversized three-bedroom suites, and a Port Credit address supporting premium market rents. Offered as-is in present condition. More detailsListed by BOSLEY REAL ESTATE LTD.- Lorraine Smith
- Bosley Real Estate Ltd., Brokerage
- 416-646-8833
- lsmith@bosleyrealestate.com
Data was last updated July 11, 2026 at 06:15 AM (UTC)
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Lorraine Smith
Bosley Real Estate Ltd., Brokerage
Location
103 Vanderhoof Ave., Toronto
45 Bruce St. S., Thornbury