The Annex
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1-6 66 Avenue Road in Toronto: Annex Commercial for sale (Toronto C02) : MLS®# C12002469
1-6 66 Avenue Road Toronto M5R 3N8 
$7,500,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C12002469
- Major Bus.:
- Medical/Dental
- Total Area:
- 0 sq. ft.
Once-in-a-lifetime investment opportunity. Prime Yorkville medical offices. Location does not get better than this. On the corner of Lowther/Avenue. Six fully tenanted commercial offices/medical offices. Complete first floor with auxiliary storage room in lower level. 12 underground parking spots. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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38 Elgin Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12278824
38 Elgin Avenue Toronto M5R 1G6
$7,390,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12278824
- Bedrooms:
- 3
- Bathrooms:
- 5
Welcome to this truly exceptional, fully renovated residence located in one of Torontos most prestigious neighbourhoods. Just moments from the heart of Yorkville, this home offers the perfect blend of refined design, upscale finishes, and urban convenience.Completely transformed by a professional designer, the interior features a seamless open-concept layout filled with natural light and timeless elegance. The custom kitchen is a true showpiece, featuring high-end appliances, bespoke cabinetry, and a striking marble countertop island perfect for both everyday living and entertaining.Upstairs, youll find spacious bedrooms with custom closets and spa-inspired bathrooms featuring luxurious materials and premium fixtures. The primary suite offers a tranquil escape, complete with a walk-in closet and a beautifully appointed ensuite. Located just steps from Yorkvilles world-class shopping, fine dining, cultural destinations, and transit, this home delivers designer living in one of the citys most desirable locations. Fully Smart Home Control 4 More detailsListed by HOME STANDARDS BRICKSTONE REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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Garden Home 2 10 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12243593
Garden Home 2 10 Prince Arthur Avenue Toronto M5R 1A9
$6,950,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12243593
- Bedrooms:
- 4
- Bathrooms:
- 3
An exceptional Garden Home now available at 10 Prince Arthur! The style and convenience of an Urban Bungalow - with almost 2,750 square feet of gracious interior space on a single level, surrounded by a private landscaped garden terrace all to yourself! Unequalled space steps to Avenue Road and Bloor in an intimate development of just 25 residences. 11 foot ceilings, expansive kitchen featuring Wolf and Sub-Zero appliances, 2 bedrooms with a den and office... this really feels like home. Developed by North Drive and designed by Richard Wengle with refined interiors from Brian Gluckstein and Michael London and featuring a very limited number of residences in a truly boutique building. Enjoy the comfort and convenience of 24-hour concierge, valet parking, private fitness facility, resident dining lounge with catering kitchen and courtyard sculpture garden designed by Janet Rosenberg. Located in the Annex, just steps from exceptional shopping, Yorkville's world-class dining, U of T, cultural institutions and the tranquil greenery of nearby parks, 10 Prince Arthur presents a rare blend of urban sophistication and neighborhood charm. **EXTRAS** A unique urban home. Wrap around garden with 3 distinct areas and 5 walk-outs from inside. Landscape lighting and irrigation. Includes secure, 2 car underground parking, storage and hst. More detailsListed by RIGHT AT HOME REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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Part of 128 Pears Avenue in Toronto: Annex Commercial for sale (Toronto C02) : MLS®# C12023590
Part of 128 Pears Avenue Toronto M5R 1T2
$6,723,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C12023590
- Major Bus.:
- Retail Store Related
- Total Area:
- 4,482 sq. ft.
3-storey luxury freehold commercial component with ground-floor lobby, steps from busy intersection of Avenue Rd and Davenport Rd. Close proximity to Yorkville and to Rosedale Subway Station. Ideal for a wide range of uses including office, medical, and commercial uses. Shared access to elevator pursuant to Facilities Agreement. More detailsListed by THE BEHAR GROUP REALTY INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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173-175 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12260322
173-175 Madison Avenue Toronto M5R 1V7
$6,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12260322
- Bedrooms:
- 14
- Bathrooms:
- 15
Unique Offering, Two-semi detached homes offered together for sale, converted into a 3.5 story 7- plex in the Annex. 1- 3 bedroom unit with 3 washrooms, and 6-2 bedroom units with 2 washrooms, all with ensuite laundry. Hyrdo electricity and gas is all separately metered. Tall ceilings. Combined, the two semis make one of the largest built structures in the Annex. The rear of the property is at the end of the laneway and has 7 car parking. Property is fully rented and is being offered for ~4% cap rate. Benefit from stable rental income or convert into a giant single family home. Heritage property status offers the benefit of lower property tax and financial assistance from the city to maintain the exterior of the building. More detailsListed by RIGHT AT HOME REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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404 10 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12241419
404 10 Prince Arthur Avenue Toronto M5R 1A9
$5,590,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12241419
- Bedrooms:
- 3
- Bathrooms:
- 3
Now available at 10 Prince Arthur! This brand new 2 bedroom plus family room residence represents one of the final homes at this intimate development of just 25 residences. With occupancy already underway, now is the ideal time to secure this elegant suite providing almost 2,400 square feet of interior space with 10 foot ceilings, an expansive kitchen featuring Wolf and Sub-Zero appliances and a privileged south exposure with views over quiet Prince Arthur Avenue. Developed by North Drive and designed by Richard Wengle with refined interiors from Brian Gluckstein and Michael London and featuring a very limited number of residences in a truly boutique building. Enjoy the comfort and convenience of 24-hour concierge, valet parking, private fitness facility, resident dining lounge with catering kitchen and courtyard sculpture garden designed by Janet Rosenberg. Located in the Annex, just steps from exceptional shopping, Yorkville's world-class dining, U of T, cultural institutions and the tranquil greenery of nearby parks, 10 Prince Arthur presents a rare blend of urban sophistication and neighborhood charm. **EXTRAS** A unique urban home. 2 balconies, one from family room and one from primary bedroom. Includes secure, 2 car underground parking, storage and hst. More detailsListed by RIGHT AT HOME REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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41 Boswell Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12280447
41 Boswell Avenue Toronto M5R 1M5
$5,250,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12280447
- Bedrooms:
- 4
- Bathrooms:
- 5
Beautifully crafted 3+1 bedroom detached home located in the heart of Yorkville. This stunning property features a quartzite kitchen, a lower-level gym with full-height ceilings, and premium finishes throughout. The interior design blends white oak, quartzite, marble, and brass accents, all meticulously curated during a complete renovation. Tucked away on a quiet cul-de-sac, this home offers a perfect alternative to condo living, combining luxury, style, and comfort. Heated driveway and pathways add both practicality and charm to this remarkable residence. A true Yorkville masterpiece, it delivers a refined yet functional living space that defines modern sophistication. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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37 Madison Avenue in Toronto: Annex Commercial for sale (Toronto C02) : MLS®# C12254763
37 Madison Avenue Toronto M5R 2S2
$4,988,888 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C12254763
- Total Area:
- 7,262 sq. ft.
Offered at $4,988,888, 37 Madison Avenue is a rare opportunity to own a landmark building in the heart of Toronto's prestigious Annex/Yorkville corridor. Designed by Edward James Lennox, architect of Casa Loma and Old City Hall, this three-storey, approx. 6,000 sq. ft. property blends Gothic, Queen Anne, and Edwardian influences with exceptional presence. Currently configured as elegant office space with 12 executive offices, 4 bathrooms, and 8 rear parking spaces, the building offers outstanding flexibility for a head office, wellness clinic, gallery, boutique hotel, or studio. A striking façade, historic character, and prime location just steps from Bloor Street, two subway lines, U of T, and Yorkville make this a truly unique commercial offering. More detailsListed by RE/MAX REALTRON REALTY INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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37 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12259630
37 Madison Avenue Toronto M5R 2S2
$4,988,888Residential Freehold- Status:
- Active
- MLS® Num:
- C12259630
- Bedrooms:
- 1
- Bathrooms:
- 4
Step into history at 37 Madison Avenue, an architectural masterpiece by Edward James Lennox, famed for landmarks like Casa Loma and Old City Hall. Completed in 1891, this rare heritage home blends Gothic, Romantic Revival, Queen Anne, and Edwardian influences with striking presence and timeless elegance. Located between Yorkville and the Annex, the home features a distinctive façade, soaring ceilings, original woodwork, and expansive windows throughout approx. 6,000 sq. ft. of living space. A unique opportunity to restore or reimagine a landmark residence in one of Toronto's most coveted neighbourhoods. Enjoy unmatched access to world-class dining, boutique shopping, cultural institutions, top schools, and two subway lines, all just steps from your front door More detailsListed by RE/MAX REALTRON REALTY INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
700 38 Avenue Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C12210832
700 38 Avenue Road Toronto M5R 2G2
$4,980,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12210832
- Bedrooms:
- 3
- Bathrooms:
- 4
Enjoy the luxury of living in The Prince Arthur at a prime Yorkville location. Along with providing valet parking, the attentive 24-hour concierge and valets create a sense of secure privacy as they manage access to condo areas. Situated in the south tower, this corner suite has a wonderful layout featuring 3 bedrooms in two wings with 4 bathrooms, 2 balconies, 3 parking spaces, 2 lockers and many built-ins. The suite is approximately 3115 square feet, with desirable western views, peaceful northern views from the primary bedroom and tandem sitting room suite and additional south views in the kitchen and dining room. Enter through wide double doors to an inviting foyer with a large closet, continuing into the large welcoming living room, the focus of the suite. As you enter, you find an elegant, wood paneled library through double doors on the right. On the left a second set of double doors leads to a separate, formal dining room which is also accessible from a beautiful modern kitchen with thoughtful design and eat-in area. The northern wing features a primary bedroom with a relaxing tandem sitting room, ensuite bathroom plus his and her closets. This wing includes a second bedroom, ensuite and sitting/office area with a walk-out to a west-facing balcony. The third/guest bedroom and ensuite are in the south wing next to the kitchen and powder room. Marvelous amenities include an exercise room, two well appointed party rooms each with open balconies (one overlooking Yorkville), sauna, theatre and library. Generous ensuite laundry area with laundry sink. Embrace the adventure and excitement of living in the cultural heart of Toronto. More detailsListed by SUTTON GROUP OLD MILL REALTY INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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102 277 Davenport Road in Toronto: Annex Commercial for sale (Toronto C02) : MLS®# C12262784
102 277 Davenport Road Toronto M5R 1J9
$4,898,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C12262784
- Total Area:
- 3,663 sq. ft.
One of the sexiest commercial spaces you will ever see. This architectural gem designed by Hariri Pontarini, 277 Davenport Rd is one of Yorkville's most desirable boutique luxury condominiums. Steps to the heart of Yorkville, Suite 102 delivers just shy of 3,700 sq. ft. of exquisite space, from the beautifully proportioned reception area to the open concept main floor with beautiful tall ceilings and dramatic double height ceiling draws the eye skyward towards the beautiful mezzanine level. Exeptional office/retail space zoned CR 2.0 for a variety of uses. Prime location, steps to the heart of Yorkville with superb exposure on Davenport between Bedford & Avenue Road. 2 Car parking, polished concrete floors, wheelchair accessible with ramp, 3 x 2 piece baths, ensuite laundry. 5 Minute walk to Dupont & Bay St. subway stations. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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36 Boswell Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12341770
36 Boswell Avenue Toronto M5R 1M4
$4,695,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12341770
- Bedrooms:
- 3
- Bathrooms:
- 3
Few homes in the Annex captivate like 36 Boswell Avenue. Magazine-worthy residence that blends timeless elegance with superior craftmanship. Renovated back to the studs, this exceptional property was reimagined by Phillip Mitchell Design, with construction expertly overseen by Brookview Homes. Every detail reflects a deep respect for the neighbourhood and the homes historic character, while introducing refined and impeccably tailored elegant finishes throughout. The curated interiors feature bespoke built-ins and cabinetry by Bellini Cabinetry, exquisite mosaics and tiles from Saltillo Imports, and premium plumbing fixtures by Waterworks. Windows and doors were supplied by Marvin Windows & Doors, while solid wood doors were sourced from Hazelton Wood Design and paired with antique brass hardware imported from England. Meticulous millwork including custom trim, wainscoting, and crown moulding crafted by Wood Millers from Prince Edward Island, complementing the replicated newel posts and spindles and a newly designed staircase by Stair Tech. Hardwood flooring extends across all three levels, enhancing the homes seamless flow. Two laundry rooms. Finished lower level with recreation room and plenty of storage. Artistic touches include custom drapery, hand-painted murals by Marilena Madio and elegant lighting from Circa Lighting and Urban Electric. The exterior is professional landscaped by Chandler and Company and sets the stage for a private urban city garden retreat, complete with flagstone patio, custom-designed pergola, detailed lattice fence with integrated mirrors to reflect the plantings. A rear parking area with an electric vehicle charger. Just steps from Yorkville and Bloor Street, on the only non-through street...this turnkey residence offers a rare opportunity to live in one of Toronto's most coveted neighbourhoods. More detailsListed by ROYAL LEPAGE/J & D DIVISION- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
Data was last updated August 21, 2025 at 04:15 PM (UTC)
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