South Hill Location
 
South Hill Homes For Sale While the name "South Hill” may not be as prevalent as some of the other famous high-end neighbourhoods in Toronto, it is just as celebrated. The quiet majesty of this residential area embraces its prosperous community and creates an atmosphere that is both relaxed and unpretentious, making it a superb place to relocate to.
 
South Hill is centrally located near Toronto's business and entertainment districts, with luxurious retail stores and various professional services only minutes away. The community offers recreational abundance for nature lovers, dog owners and fitness enthusiasts alike, with plenty of green space, playgrounds, tennis courts and jogging paths. Several prestigious schools provide public, private and catholic education for South Hill residents.
 
The South Hill boundaries span from Spadina Ave to the Canadian Pacific Railway line, north of Dupont and Avenue Rd. It is bordered by St. Clair Ave. to the north and lies inside the extended parameters of Casa Loma.
 
South Hill History
 
The South Hill borough is characterized by the Avenue Road hill, which is an escarpment that was once the shoreline of an ancient lake. This notable land formation was caused when the waters ebbed back into what is now Lake Ontario approximately 12,000 years ago. Until the 1900's the area was thick with forest and studded with ponds, creeks and even waterfalls.
 
In 1793 South Hill was divided into concessions and was deeded to the wealthy and elite. The area was praised for its lush nature and was viewed as a wilderness retreat. A large portion of the area belonged to Peter Russell, a government official of Upper Canada between 1796 and 1799. In the late 1800's and early 1900's a string of mansions were built across the top of the hill and belonged to the area's wealthy residents. Numerous historically-significant people called South Hill home and many of their manors still stand today.
 
South Hill Homes
 
With most of the homes in the area having been constructed between 1890 and 1920, the feel of the neighbourhood is simple opulence. Decorative brick and stone houses are the majority in South Hill, with Casa Loma being an obvious influence, towering in the background.
 
Interspersed throughout the classic architecture are some more recent single family homes and executive town houses that maintain the overall feel of South Hill. Luxury condominium buildings are present with more currently under construction. There are also lavish apartment buildings dispersed throughout the borough that offer the same tidy and decorous appearance that characterize the area.
 
South Hill has some of the biggest single-dwelling houses in Toronto, most of which overlook either downtown Toronto or the Nordheimer Ravine. Some even offer a remote view of Lake Ontario. Older dwellings, of which are the majority in South Hill with 48 per cent of them being built prior to 1946, have been beautifully maintained, renovated and restored to their former splendour. The impressive landscaping incorporates lovely gardens, rolling lawns, gorgeous mature trees and plenty of sun. This naturally beautiful location is impressive in its demure magnificence.
 
Feature Listings
2 The Bridle Path | $1,899,000 | MLS #C2072654 - SOLD
2 The Bridle Path | $1,899,000 | MLS #C2072654 - SOLD
Offered At: $1,899,000
Lot Size: 101.63 x 161.19 ft
Bedrooms: 5+1
Baths: 6
Garage: Attached. Private Drive

Magnificent heritage Cape Cod Revival home on the prestigious Bridle Path. Designed by famous architect Forsey Page (founder of Page +Steele architects) for his brother. This house has been expanded a number of times and renovated. Sprawled on a spacious tree-lined lot, this beautiful restored home features an impressive grand foyer, significant upgrades and a flowing floor plan. With polished ebony stained hardwood floors, multiple fireplaces (one wood burning and three gas), and an impressive media room with built in speakers and projector, this romantic residence is an entertainer’s dream come true. Close to renowned educational institutions (such as Toronto French School, Crescent School, and highly ranked public schools), private clubs (Granite Club), Windfields and Sunnybrook parks with extensive hiking and cycling trails, and Bayview Avenue for an easy commute to the downtown core. Nestled amongst some of the finest homes in Toronto, this luxurious property should not be missed.
213 Cottingham Street | $1,389,000 | MLS #C2108234-SOLD
213 Cottingham Street | $1,389,000 | MLS #C2108234-SOLD
Offered At: $1,389,000
Lot Size: 23.5 x 80 ft
Bedrooms: 3+1
Baths: 3

Located on a prime tree-lined street in the “Republic of Rathnelly” a lovely three storey semi detached with character. Hardwood floors throughout on main, open concept living and dining room, wet bar, with walk-out to garden patio. Second floor inviting family room with fireplace perfect for entertaining, the master suite features a walk-out to balcony and 5piece ensuite. Fully finished lower level with walk-out to enchanting private city garden. In the heart of the city; a short walk from shops, restaurants, schools and, parks.
80 Crescent R|Main Flr Available
80 Crescent R|Main Flr Available
MAIN UNIT: $1,295,000
Bedrooms: 3
Baths: 3
Garage: Attached

SECOND UNIT: $1,149,000 SOLD
Bedrooms: 2
Baths: 2
Garage: Attached

THIRD UNIT: $849,000
Bedrooms: 2
Baths: 1
Garage: Attached

Exceptional opportunity to own your rare south Rosedale condominium at 80 Crescent Road. Ready to move in or customize and create your own majestic masterpiece with modern renovations while still incorporating its original character and charm. With three units to choose from with many magnificent features including large principal rooms, soaring ceilings, the main unit has walk-outs to deck and private garden, second unit has a balcony. Unravel this rare opportunity to blend contemporary and classic living. Conveniently located close to parks, schools, stroll to a full array of restaurants and schools along Yonge St and neighbouring Yorkville.
53 Lowther Ave| $2,685,000 | MLS #C2156104 SOLD
53 Lowther Ave| $2,685,000 | MLS #C2156104 SOLD
Offered At: $2,685,000
Bedrooms: 3+1
Baths: 4.5
Parking: 2 car garage

Located on one of the Annex’s most coveted streets, this luxurious executive home boasts gleaming hardwood floors, high ceilings, multiple skylights, and multiple gas fireplaces with special attention to quality and custom finishing’s throughout. Fabulous detailed mouldings and decorative columns in the dining room. The living room features a walk-out to lush green filled backyard patio, perfect for entertaining. Sun-filled breakfast area has french doors which open to a Juliette balcony and built-in appliances in kitchen. An impressive master retreat on the second floor features his and her closets, a Juliette balcony and a 6 piece ensuite. Fully wired with a central alarm system (monitoring not included) and intercom system, this remarkable home is in one of Toronto’s hottest neighbourhoods. Just steps to Yorkville’s chic restaurants, and boutiques.
62 Roxborough D| $1,695,000 | MLS #C2161437 SOLD
62 Roxborough D| $1,695,000 | MLS #C2161437 SOLD
Offered At: $1,695,000
Bedrooms: 4
Baths: 3
Lot Size: 38.7 X 175 Feet

Charming, Hillside Completely Rennovated (2003) Det'd 2 1/2 Storey In Prime Rosedale. New Gleaming Hardwd Flrs Thruout W/Formal Principal Rms. Liv Rm W/Gas Fp & W/O To Large Cedar Deck. Under Flr Radiant Heat In All Rms W/Sep.Thermostat Controls & New Spacepack A/C. Reno'd Kit W/ S/S Appl's. Upper Lvl Master Retreat Features His/Hers Closets, 4Pc Bth & Juliette Balcony O/L Tree-Lined Yard.
111 Cottingham St| $1,273,000 | MLS #C2190883
111 Cottingham St| $1,273,000 | MLS #C2190883
Offered At: $1,273,000
Bedrooms: 3
Baths: 3
Lot Size: 18.83 X 100 Feet

Stunning And Spacious Three Storey Semi On A Quiet Tree Lined Dead End Street. Beautiful Designed Contempoorary Kitchen W/Double French Dr W/O To Carefree Urbacn Back Deck. High Ceilings And Hardwood Flrs On Main. Family Rm & Convenent Landry On 2nd. Lavsh 3rd Fl Master Suite W/2 Skylights, 2 W/Outs, And SPa Like Ensuite. Lower Lvl W/ Plenty Of Storage Areas. Walk To Schools. Sumerhill Subway, And Restaurants Along Yonge And Yorkville.
30 Humewood Dr| $1,495,000 | MLS #C2197200-SOLD
30 Humewood Dr| $1,495,000 | MLS #C2197200-SOLD
Offered At: $1,495,000
Bedrooms: 5+
Baths: 4
Lot Size: 36.58 X 130 Feet

Sprawled on a tree-lined lot, this grand and gracious home boasts spacious principal rooms and a flowing floor plan. Renovated in 2000 and converted to a single family home while still maintaining its original art. This home features hardwood floors, crown moulding, soaring ceilings, multiple fireplaces, formal living and dining rooms, marble kitchen with handy walk-in pantry, and walk-outs. Most private back and front yards have been beautifully landscaped with serene Monet picturesque gardens. Located in trendy St. Clair West, steps to St. Clair W subway, Humewood Park, and schools.
60 Woodlawn A W| $2,395,000 | MLS #C2201347
60 Woodlawn A W| $2,395,000 | MLS #C2201347
Offered At: $2,495,000
Bedrooms: 3+1
Baths: 5
Lot Size: 25 X 178 Feet

State Of The Art luxurious three storey totally renovated sanctuary. Sleek contemporary design by Reigo & Bauer, still retains the original character. Featured in Canadian Interiors Magazine this home boasts gleaming Austrian hardwood floors, elegant millwork, numerous upgrades, abundance of light and incredible space. Floor to ceiling custom bar separates the living and dining room, wood burning fireplace, wall to wall windows and walk out to private tree-lined garden. The Master bedroom features custom built-ins, a walk-out to a private balcony and a serene 5 piece ensuite with heated floors. Third floor features two walk-outs to two tree-top balconies with outstanding city views. A must see, simply an exceptional home!
26 Whitney Ave| $2,759,000 | MLS #C2207178 SOLD
26 Whitney Ave| $2,759,000 | MLS #C2207178 SOLD
Offered At: $2,759,000
Bedrooms: 5
Baths: 5
Lot Size: 50 X 141.75 Feet

Executive Rosedale Home With Superb Presence. Centre Hall W/ Sun-Filled Prin Rms & Flowing Flr Plan, Perfect For Entertaining. Hrdwd Flrs,Crown Mldings,3 Fp's,2 Laund Rms,5Bedrms,Skylites,Granite Kit W/Limestone Heated Flrs,S/S Appl,& 2 W/Outs To Garden. Master Has W/W Closets, Dressing Area W/B/I Vanity, 5Pc Ens. Unfinished Lwer Lvl W/R/In W/O W/Tons Of Possibilities. Lots Of B/Ins&Storage. Garden W/Waterfall, 3Car Gar.
49 Woodlawn W| $1,359,000 | MLS #C2217021 SOLD
49 Woodlawn W| $1,359,000 | MLS #C2217021 SOLD
Offered At: $1,359,000
Bedrooms: 4
Baths: 4
Lot Size: 30 X 130 Feet

Fabulous Det'd 3Storey Home On A Quiet Cul-De-Sac. This Old World Charm Captivates Many Original Details Throughout,Stained Glass Wndws,Beamed Ceiling,& Original Hrdwd Flrs. Main Fl Boasts Fp's,A Sun-Filled Kit W/Brkfst Area & W/O To S. Garden. 3rd Fl Bdrm W/W/O To Tree-Top Balc W/ City Views. Lower Lvl Rec Rm,Laund Rm & Loads Of Storage. Don't Miss This Excellent Opportunity To Renovate & Unravel The Unlimited Potential.
46 Felbrigg| $2,595,000 | MLS #C2211600-SOLD
46 Felbrigg| $2,595,000 | MLS #C2211600-SOLD
Offered At: $2,595,000
Bedrooms: 4+1
Baths: 5
Lot Size: 38 X 120 Feet

Builder's Delight! Gorgeous Lot In Prestigious Cricket Club Area. Build Your Dream Home Or Renovate In This Desirable Location Surrounded By Stunning Million Dollar Homes. Conveniently Located Near Schools, Ttc And Shopping. Don't Miss This Excellent Opportunity.
21 Dale#825| $529,000 | MLS #C2220067
21 Dale#825| $529,000 | MLS #C2220067
Offered At: $529,000
Bedrooms: 2
Baths: 1
Maintenance Fees: $1,130.86

State Of The Art luxurious three storey totally renovated sanctuary. Sleek contemporary design by Reigo & Bauer, still retains the original character. Featured in Canadian Interiors Magazine this home boasts gleaming Austrian hardwood floors, elegant millwork, numerous upgrades, abundance of light and incredible space. Floor to ceiling custom bar separates the living and dining room, wood burning fireplace, wall to wall windows and walk out to private tree-lined garden. The Master bedroom features custom built-ins, a walk-out to a private balcony and a serene 5 piece ensuite with heated floors. Third floor features two walk-outs to two tree-top balconies with outstanding city views. A must see, simply an exceptional home!
191 Yonge Blvd| $959,000 | MLS #C2225222 SOLD
191 Yonge Blvd| $959,000 | MLS #C2225222 SOLD
Offered At: $959,000
Bedrooms: 3+2
Baths: 3
Lot Size: 50 X 140 Feet

State Of The Art luxurious three storey totally renovated sanctuary. Sleek contemporary design by Reigo & Bauer, still retains the original character. Featured in Canadian Interiors Magazine this home boasts gleaming Austrian hardwood floors, elegant millwork, numerous upgrades, abundance of light and incredible space. Floor to ceiling custom bar separates the living and dining room, wood burning fireplace, wall to wall windows and walk out to private tree-lined garden. The Master bedroom features custom built-ins, a walk-out to a private balcony and a serene 5 piece ensuite with heated floors. Third floor features two walk-outs to two tree-top balconies with outstanding city views. A must see, simply an exceptional home!
96 De Vere | $1,450,000 | MLS #C2229461
96 De Vere | $1,450,000 | MLS #C2229461
Offered At: $1,450,000
Bedrooms: 3
Baths: 3
Lot Size: 50 X 140 Feet

Seize the opportunity of this rare and highly sought after Cricket Club Home. Realize the potential of this exquisite lot and build the home of your dreams in this excellent neighbourhood. Private, quiet, secluded tree-lined backyard close to TTC, schools, shopping and the prestigious Cricket Club.
278 Bloor St E #102| $999,000 | MLS # C2229504
278 Bloor St E #102| $999,000 | MLS # C2229504
Offered At: $999,000
Bedrooms: 2
Baths: 3
Maintenance Fees: 1,406.00

Luxurious Rosedale Glen Private Residences. Meticulously maintained garden suite with huge private terrace. Approximately 2,500 square feet of living space with wall to wall windows, a walk-out from the spacious sun-filled living room, a large eat-in kitchen, and a formal living room with french door entry. The master suite boasts double door entry, wall of closets, and built-ins. Enjoy the spa-like 4 piece ensuite with a large soaker tub, marble floors and wall of mirrors. Don’t miss in on this prestigious building with 24hr concierge, excellent building amenities, close to subway and shops. A++
23 Duggan Ave| $779,000 | MLS # C2237893 SOLD
23 Duggan Ave| $779,000 | MLS # C2237893 SOLD
Offered At: $779,000
Bedrooms: 3
Baths: 3

Enjoy this warm and inviting three bedroom Townhome in great Deer Park location. Remodelled kitchen with granite countertops, pot lights, and built-in appliances. Second floor living room features a wood burning fireplace and wall to wall windows for abundance of natural light. Walk-out from the third floor bedroom to a tree top balcony. Separate entrance to Lower Level, single car garage and private drive. The private tree lined backyard creates a picturesque setting in the city!
Photo Gallery
Forest Hill Luxury Yard
Rosedale Historic home
Bridle Path 6bdrm home
Annex 5bdrm home
Avenue Condo
Roseglen condo Rosedale
Rathnelly house 4bdrm
Rosedale house gourmet kitchen
Contemporary home stairs
Annex 2bdr Home
Toronto Custom home
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Rosedale Custom pool
Rosedale Private home
Annex 4bdrm entry
Rosedale Rental
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Foresthill Backyard scenery
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