27 Boswell Avenue

Annex, Toronto, M5R 1M5
FOR SALE
$4,995,000
27 Boswell Avenue, Toronto
27 Boswell Avenue
27 Boswell Avenue
27 Boswell Avenue
27 Boswell Avenue
27 Boswell Avenue
27 Boswell Avenue
27 Boswell Avenue
27 Boswell Avenue
27 Boswell Avenue
27 Boswell Avenue
27 Boswell Avenue
27 Boswell Avenue
27 Boswell Avenue
27 Boswell Avenue
27 Boswell Avenue
27 Boswell Avenue
27 Boswell Avenue
27 Boswell Avenue
27 Boswell Avenue
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3
BEDROOMS
4
BATHROOMS
1
KITCHENS
7
ROOMS
C13784186
MLSID
Contact Us
Property Description
Breathtaking, fully renovated 3-bedroom, 4-bathroom showstopper on one of the best blocks in Yorkville/East Annex. Featuring garage parking and a private drive accommodating up to 3 vehicles, exceptionally rare for the neighbourhood, this property has been taken back to the studs with nothing left untouched in this contemporary renovation, which beautifully blends modern style and timeless elegance. Walk into your architecturally designed front entryway with heated floors and into a gorgeously open concept main floor plan that includes a jaw-dropping chef's kitchen with high-end appliances, including an 8-burner LaCanche gas stove, oversized island with seating, an elegant dining room and a sunken living room with a gas fireplace overlooking the south-facing rear upper terrace, gardens and lower patio. Upstairs, you'll enjoy a true primary retreat complete with a large walk-in closet and spa-inspired ensuite bath with a gorgeous, glass-enclosed steam shower with bench seating, Toto toilet, double vanity and heated floors. Two additional upstairs bedrooms are both exceptionally well-proportioned and include an additional 3-piece bath. The at-grade lower level of the property is not to be missed and offers exceptionally designed additional living space, including an enormous recreation space with another wood-burning fireplace and a fully retractable door system that opens up to the rear gardens, a built-in wet bar, a full bath, and plenty of built-in storage, including the laundry/utility room. This home is truly one to behold, with countless upgrades throughout, including white oak herringbone hardwood floors throughout and laminated security glass film at all entry points. Enjoy everything this wonderful neighbourhood has to offer with every amenity imaginable at your doorstep, including some of Toronto's finest shopping, restaurants and entertainment, plus easy access to transit and major thoroughfares.
Sold History
List Date Sold Date Days Listed List Price Sold Price
2021-08-03 2021-08-09 6 $3,300,000 $3,300,000
Nearby Intersections
Property Features
Arts Centre, Cul de Sac/Dead End, Hospital, Library, Public Transit, School, Carpet Free, Bar Fridge, Private
Property Details
Address
27 Boswell Avenue
Community
Postal Code
M5R 1M5
Property Type
Semi-Detached , Semi-Detached
Lot Size
25' x 96'
Taxes
$21,009 (2025
Basement
Finished with Walk-Out
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Parking Spaces
2
Garage Type
Built-In
Listing contracted with Chestnut Park Real Estate Limited
47 Walker Avenue, Toronto
3
BEDS
4
BATHS
$4,250,000
FOR SALE
In the heart of prestigious Summerhill, on the coveted south side of one of midtown TO's most admired streets, this magazine-worthy 3+1 BR residence evokes timeless glamour & an exciting polished sophistication. Meticulously reimagined through a top-tier 2025/26 reno, this is a masterful balance of 1890 history with elevated contemporary luxury, resulting in a residence of outstanding beauty, comfort & functionality. Behind its impressive curb appeal & exquisitely composed façade lies a home defined by exceptional craftsmanship & bespoke detailing. Soaring clgs up to 10', custom millwork, architectural lighting & magnificent walls of tall windows create a luminous interior where every room feels both grand & inviting. The scale is remarkable, with an epic fam rm (10' clg) & all 3500+ SF is designed for smart entertaining & luxurious daily living. A new vestibule introduces interiors of rare sophistication, leading to a spectacularly proportioned LR & an elegant DR, easily seating 10 for intimate dinners or larger gatherings. At its heart, the exceptional chef's kit seamlessly integrates beauty & utility, opening to a sun-filled south-facing fam rm with custom bar area - a magical space for relaxed living & entertaining alike. A pantry, multiple stg closets & a chic 2 pc complete the main level with impeccable practicality. Upstairs, the king-size sumptuous primary retreat is a sanctuary of calm & refinement, framed by a dramatic south window wall & complemented by extensive custom closets & a luxe spa ensuite. The two extra BR's - one currently styled as a Sit Rm/Home Ofc, feature extensive walls of built-ins/custom closets, underscoring the home's thoughtful design & versatility. The lower continues the same elevated aesthetic with with impressive ceiling hgts, a full bath, and sauna and steam shower, 2 lau, abundant stg & a superb multi-purpose rm for a large 4th BR/guest suite, gym or exec home ofc. Easy Pkg for 2 large SUV's.
10 Webster Avenue, Toronto
3
BEDS
3
BATHS
$4,198,000
FOR SALE
Modern luxury meets urban convenience in this exquisitely renovated home. Situated on a premium lot shaded by a majestic 250-year-old oak tree, this property offers meticulously renovated living space across three levels plus lower level. You'll adore the showpiece dual-tone kitchen featuring Wolf/Sub-Zero appliances, Caesarstone counters, and an oversized island with room for four bar stools. The open-concept main floor boasts soaring 9'8" ceilings, a floor-to-ceiling leatherback finished stone fireplace, phenomenal kitchen w/ dovetail drawers, pull-out drawers, reverse osmosis, instant hot water prepatory kitchen w/ sink, and seamless access to the entertainer's rear grounds. Upstairs, the primary suite stuns with a custom dressing room w/ automatic LED lights in cabinets and spa-like ensuite plus w/o to private balcony. Two additional bedrooms on the third level share access to a stylish bathroom and the incredible third-floor terrace - your private treehouse retreat. The lower level includes an oversized laundry room with dual wine fridges and abundant storage. Outside, the professionally landscaped grounds feature crushed granite flooring, nightscape lighting and an oversized storage shed. Just two blocks from Yorkville shopping, cafes and streetcar service & much more! This turnkey home combines luxury finishes, traditional charm and an unbeatable downtown location! Video and Audio may be on during viewings.
30 Elgin Avenue, Toronto
4
BEDS
4
BATHS
$4,195,000
FOR SALE
A rare opportunity to make your mark in the heart of Yorkville! Rich in charm, character and history, this beautiful 1893 red and yellow brick heritage home offers an exceptional canvas to create your dream residence. The home boasts over 3,000 sqft of living space offering endless possibilities. The impressive main floor with high ceilings, two wood burning fireplaces and four generously sized bedrooms across the second and third levels, provide a wonderful foundation for a thoughtful transformation. A detached garage for 1 car and parking for another on the driveway further enhances this special offering. A must see in one of the city's most sought after neighbourhoods.
77 Kendal Avenue, Toronto
4
BEDS
5
BATHS
$4,658,000
FOR SALE
Nestled on one of Toronto's most coveted tree-lined streets, this exceptional contemporary brownstone at 77 Kendal Avenue is a masterfully designed three-storey home where timeless architecture meets refined modern luxury. Showcasing sophisticated interiors by Montana Burnett, this magnificent home offers an open, airy layout enhanced by soaring ceilings, expansive living spaces, and impeccable attention to detail throughout. Designed for both elegant entertaining and comfortable family living, the residence features four generously sized bedrooms and six beautifully appointed bathrooms. Every element has been thoughtfully curated to create a classic yet contemporary aesthetic, blending enduring finishes with a warm and inviting atmosphere. Gorgeous Hardwood, Luxurious millwork wall treatments, Top of the line appliances are just some of finishing touches at this spectacular modern oasis. This remarkable home is just steps to Bloor Street's renowned shops and restaurants, top-rated schools, parks, and convenient transit. A rare opportunity to own a truly distinguished residence in one of Toronto's most sought-after neighbourhoods.
28 Roxborough Street, Toronto
4+1
BEDS
4
BATHS
$4,495,000
FOR SALE
Welcome to 28 Roxborough St W, steps to Yonge St, on a rare 27x151 ft deep lot w/coveted 3-car garage. Aka Centre Ice! This stunning home, renowned for the iconic full height bronze bay window wall, has rare stunning Yorkville/city skyline views & is being offered for the first time in over 20 years. Featuring a contemporary renovated open concept main flr, this home is a rare gem that combines the perfect trifecta of Location, Style & Design. Reclaimed elm hardwood flrs greet you on the main flr w/soaring Victorian height 9'4" ceilings. Sun-filled, south-facing living rm feat. screen-free gas f/pl & massive bay window allowing natural light to traverse thru the home from sunrise to sunset. The open dining/living/kitchen offers a B/I buffet & exposed brick niche o/looking the garden. At the heart of the home is a custom kitchen anchored by an oversized island, integrated Liebherr fridges & full suite of AEG appliances. The kitchen connects to a servery/mudrm w/oversized glass walk-out to the deck & deep, fully fenced "pool sized" backyard. The 2nd flr feat. family room w/forever South views & incredible light, gas f/pl, built-in bookcases, expansive windows & total peace. Beyond the family rm retreat the 2nd floor feat. 2 generous sized bedrms, incl. one w/charming tandem retreat behind French doors as well as a design savvy 3-pc bathrm. Occupying the entire 3rd flr, the serene primary suite feat. cathedral ceilings, massive W/I closet, B/I wardrobes, & sun-filled office. Spa-inspired ensuite w/heated flrs, custom dbl vanity, oversized shower w/bench seating, soaking tub, & walk-out to private deck. Finished LL incl. a versatile gym, a +1 bedrm w/ large wall of window & natural light, 4-pc bath, cedar wine closet w/storage for 192 bottles, & laundry rm w/walk-out to yard. Steps to Rosedale Station, Ramsden Park, Yonge St shops & short stroll to Yorkville, as well as top schools, a rare opportunity to own in one of Toronto's most desirable neighbourhoods.
74B Rathnelly Avenue, Toronto
3
BEDS
5
BATHS
$3,749,000
FOR SALE
Welcome to 74B Rathnelly Ave, a custom-built designer home in the prestigious Republic of Rathnelly, one of Toronto's most sought-after neighbourhoods, just minutes to Yorkville and close to top private & public schools. This exceptional residence offers a bright, open-concept layout with expansive principal rooms, large bedrooms, impressive ceiling heights & exceptional natural light. Featuring German-imported Schüco aluminum windows & doors with triple-glazed glass, wide-plank white oak flooring, sleek trimless design with drywall-groove detailing, custom wall panelling & millwork, statement mono-beam staircase, glass railings & upgraded architectural/strip lighting throughout. Stunning chef's kitchen with custom-painted cabinetry, premium Sub-Zero & Wolf appliances, Miele dishwasher & natural stone countertops including Super White. Natural stone continues throughout the home in the vanities, fireplace & basement bar, complemented by a dramatic 3-sided Marquis fireplace. Spa-inspired bathrooms feature premium CariMali Italian fixtures with Italian tile & slab finishes. A true showpiece is the incredibly rare two-level, double-height basement, creating extraordinary volume and openness with a massive rec/entertainment area, custom bar, extensive Italian slab finishes & flexible space for family living, gym or guests. Exterior features high-quality linear brick wrapping the sides/rear/walkout, extensive interlock including driveway, composite deck, composite fencing & an exceptionally large backyard for the neighbourhood. Comprehensive snow-melt system services the driveway, front porch, heated garage area, rear walkout & select backyard areas. Integrated heated garage, a rare find in Rathnelly, plus 2 furnaces, 2 A/C systems, high-efficiency spray-foam insulation, smart security, integrated speakers, central vacuum & more. A truly turnkey architectural statement offering exceptional space, design, craftsmanship & luxury in an A++ Toronto location.
122 Macpherson Avenue, Toronto
4+1
BEDS
5
BATHS
$3,995,000
FOR SALE
Welcome to 122 Macpherson Ave, an award-winning Victorian recently featured on BlogTO that has been completely re-envisioned and expanded to create a magnificent 4+1 bedroom, 5 bathroom family residence in prime midtown Toronto, steps to the shops, amenities and lifestyle of both Summerhill & Yorkville. An architecturally significant staircase is a masterpiece and the heart of this home. The project's architecture studio (LAMAS) expounds that "the rounded edges of the walls, circular volumes of space and smaller flourishes resolved in moldings and millwork give the interior void of the stair a feeling of inexhaustible motion", and helped it to win an Architect's Newspaper best residential interior design award in 2022. A luxe chef's kitchen boasts a backsplash made of Blue Banfield marble, discrete walk-in pantry, centre island & built-in Gaggenau appliances. The open concept dining room and family room area provides flexibility in layout & configuration. The primary bedroom includes a 5-piece ensuite & walk-in closet area w/ sleek built-ins. A front bedroom w/ gas fireplace offers the flexibility of being an extra family room. The 3rd floor features spacious bedrooms, vaulted ceilings, multi-function hallway zone, 3-piece bath & the light-infused pinnacle of the inspiring staircase. The lower level w/ 8 ft ceilings provides a mudroom, laundry, 3-piece, temp-controlled wine closet & 2 flexible rooms that can be bedrooms, a recreation room, office & more. Storage abounds. Radiant in-floor heating is provided on all 4 levels is the Bentley of systems, plus central A/C. Touches such as light switches from Dowsing & Reynolds, Bang & Olufsen b/in speakers & Breccia Capria marble in all bathrooms won't go unnoticed. A landscaped back garden is perfect for outdoor relaxation and entertaining. The custom-formed stucco facade of the 3-storey rear expansion is something to behold. This is elevated lifestyle living in one of Toronto's most coveted neighbourhoods.
40 Summerhill Gardens, Toronto
3+2
BEDS
5
BATHS
$3,895,000
FOR SALE
40 Summerhill Gardens, an exceptional offering in the prestigious Summerhill & Yonge neighbourhood - where refined design meets the serenity of ravine living. This architecturally striking residence offers approximately 4,000 square feet above grade, thoughtfully designed to deliver both elegance and functionality across every level. The main floor unfolds with seamless sophistication, featuring expansive principal rooms ideal for both everyday living and upscale entertaining. A warm gas fireplace anchors the living space, while the open-concept layout flows effortlessly through the living, dining, and family areas. The chef-inspired kitchen is appointed with premium stainless steel appliances, sleek finishes, and ample workspace, perfectly suited for hosting or quiet family meals. Designed with privacy and versatility in mind, the home's 3+2 bedroom, 5 bathroom layout spans multiple levels, offering well-defined spaces for relaxation, work, and recreation. A standout home office, framed by a picturesque ravine backdrop, creates an inspiring work-from-home environment. The primary suite is a true retreat, complete with a spa-like 6-piece ensuite and generous proportions. Additional features include a fully customized home gym, a stylish and functional mudroom, and beautifully appointed secondary bedrooms. Outdoors, a spacious deck provides a tranquil setting for entertaining or unwinding, surrounded by lush ravine views. With parking for three vehicles, including a private garage, and just steps to transit, upscale shops, and acclaimed dining, this residence offers a rare blend of urban convenience and natural beauty-an extraordinary opportunity in one of Toronto's most sought-after enclaves.
106 Highland Avenue, Toronto
4+1
BEDS
5
BATHS
$3,750,000
FOR SALE
There's a certain kind of house that feels made for family life, and 106 Highland Avenue is exactly that. Set well back from the street on an exceptional 39' x 150' lot in prime North Rosedale, this handsome red-brick semi offers privacy, space and permanence. Approximately 4,000 sf (total). Completely renovated in 2015 by architect Peter Higgins, it pairs remarkable craftsmanship with thoughtful, enduring design. Step into the foyer, where heated floors & a fluted wood feature wall offer the first glimpse of the detail found throughout. The main floor features a chef's kitchen with Wolf & Miele appliances and generous island seating, opening to a large dining area. Beyond, the family room overlooks the expansive rear garden, while the elegant living room features a gas fireplace & stone mantel. Upstairs, the private primary suite offers 2 walk-in closets, its own gas fireplace, & a beautifully appointed ensuite with deep soaker tub. A 2nd spacious bedroom includes a 4-piece ensuite & walk-in closet. The 3rd floor features 2 oversized, light-filled bedrooms with custom built-ins, a shared 3-piece bath and an additional laundry room. The L/L is exceptionally functional, with high ceilings & a walkout. A heated-floor mudroom provides plenty of storage, while the expansive rec room offers space to play & work, including a dedicated office area. An additional bedroom or gym, 3-piece bath & laundry room complete the level. Outside, the rear garden is beautifully centred around an elegant fountain, creating a tranquil setting for entertaining. A long private driveway & the home's generous setback create an added sense of privacy, while a covered side storage area keeps bikes, & all the equipment of family life neatly out of the way. Walk to Summerhill Market for Saturday-morning groceries, wander the nearby ravine trails, & enjoy close proximity to Branksome Hall & Whitney Junior P.S.- all while coming home to a quiet, established North Rosedale street.
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