Fifeshire homes for sale & real estate

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ABOUT THIS HOME
Fifeshire Homes for Sale
Welcome to 13 Legacy Court, a European-inspired estate on a quiet, prestigious cul-de-sac in St. Andrew-Windfields. Offering approximately 5,394 sq. ft. above grade and 3,111 sq. ft. of finished lower-level space, this residence features over 8,500 sq. ft. of total living space, 5+1 bedrooms and 8 bathrooms. Fully renovated on the main and upper floors, the home showcases premium materials and outstanding craftsmanship. The grand foyer features book-matched stone slabs, custom wainscoting and a sweeping curved staircase beneath a domed skylight. Engineered hardwood, coffered ceilings and finely crafted millwork enhance the formal living and dining rooms, private office and family room. The

$6,390,000

6 beds8 baths— sq ft

13 Legacy Crt, North York, ON M2L 2Y7

Fully renovated • Curved staircase • Grand foyer

ABOUT THIS HOME
Fifeshire Homes for Sale
Grand Estate Residence On Prestigious Cul-De-Sac With Gated Entry | Own The End of The Street!!! | An Exceptional Gated Estate on a premium lot in a prestigious, quiet cul-de-sac, offering European elegance, meticulous craftsmanship and luxurious finishes throughout | Beautifully landscaped gardens and a circular driveway with parking for up to 15 vehicles create an impressive arrival, complemented by garage capacity for five cars | Designed for luxurious family living and entertaining, this 5+1-bedroom residence features soaring ceilings, an elegant layout, illuminated art niches and a spectacular Gourmet Kitchen Crowned by a Breathtaking Domed Ceiling | The spacious breakf

$14,888,000

6 beds9 baths— sq ft

9 Legacy Crt, North York, ON M2L 2Y7

Gourmet kitchen • Gated entry • Circular driveway

ABOUT THIS HOME
Fifeshire Homes for Sale
Welcome to a bright, east-facing 2+1 bedroom, 2 bathroom suite of over 1,500 sq ft in the well-kept Fifeshire Gardens community - a rare blend of classic character and thoughtful updates, wrapped in treetop views. The renovated custom kitchen is the heart of the home: ivory raised-panel cabinetry, a full suite of stainless appliances including a built-in oven and microwave, French-door refrigerator, GE dishwasher (2026), HVAC (2026) and a large counter with seating and wine storage. An open foyer flows into a grand living and dining room made for entertaining - rich parquet block hardwood, elegant panelled walls, a crystal chandelier, and a full wall of east-facing windows that flood the sp

$850,000

3 beds2 baths— sq ft

96 Fifeshire Rd #301, North York, ON M2L 2X9

Wine storage • $1,495 HOA • Garage

ABOUT THIS HOME
Fifeshire Homes for Sale
A showstopping gated estate offering nearly 10,000 sq. ft. of beautifully designed living space! Soaring ceilings, intricate millwork, marble and hardwood flooring, oversized windows and statement lighting create a striking first impression, anchored by a sweeping circular staircase with wrought-iron detailing. Expansive living and dining spaces are made for entertaining, alongside a spacious family room and custom kitchen with rich cabinetry, a large centre island, premium appliances and direct access to the main-floor terrace. The primary suite is a private retreat with a fireplace, sitting area, spa-like ensuite and generous his & hers closets. The lower level is an entertainer's d

$8,800,000

6 beds7 baths— sq ft

4 Fifeshire Rd, North York, ON M2L 2G5

Custom kitchen • Landscaped grounds • Private elevator

OPEN SAT, 2PM TO 4PM

ABOUT THIS HOME
Fifeshire Homes for Sale
A rare ravine lot, nearly half an acre in size! Seize the opportunity to build your dream home on one of Toronto's most prestigious streets, in the coveted Bayview and York Mills enclave. 38 Fifeshire Road offers a canvas of serenity and prestige - framed by mature trees and lush natural surroundings - ideal for visionary architects and discerning homeowners. The existing residence offers nearly 5,000 square feet of living space, but the true allure lies in the land's potential: imagine a custom estate with sweeping terraces, an infinity pool, or private gardens, tailored to your vision. Just moments from Bayview Village, top schools, fine dining, and easy access to major highways. This is

$4,549,999

5 beds5 baths— sq ft

38 Fifeshire Rd, North York, ON M2L 2G6

Outdoor terraces • Lush greenery • Ravine lot

VIDEO TOUR

ABOUT THIS HOME
Fifeshire Homes for Sale
A landmark residence of exceptional scale, The Bayview Estate stands behind private gates on an extraordinary 100 by 220-foot property in prestigious St. Andrew-Windfields. Offering over 8,200 square feet of beautifully appointed living space, this custom-built estate brings together timeless architecture, grand proportions and remarkable versatility. A dramatic two-storey foyer crowned by a skylight introduces soaring ceilings, Brazilian cherry hardwood and heated marble floors. Formal living and dining rooms are complemented by a richly panelled library, while the heart of the home unfolds through a chef-inspired kitchen, expansive breakfast area and inviting family room with custom built

$4,298,000

8 beds9 baths— sq ft

2706 Bayview Ave, North York, ON M2L 1B9

Two-storey foyer • Private gates • Heated marble floors

Property at 1B Carluke Cres, North York, ON M2L 2H7, 6 beds, 9 baths

$3,890,000

6 beds9 baths— sq ft

1B Carluke Cres, North York, ON M2L 2H7

Property at 2 Chieftain Cres, Toronto C12, ON M2L 2H4, 5 beds, 5 baths

$3,595,000

5 beds5 baths— sq ft

2 Chieftain Cres, Toronto C12, ON M2L 2H4

Property at 7 Legacy Crt, North York, ON M2L 2Y7, 5 beds, 7 baths

$4,990,000

5 beds7 baths— sq ft

7 Legacy Crt, North York, ON M2L 2Y7

Property at 21 Fifeshire Rd, North York, ON M2L 2G4, 6 beds, 8 baths

$6,995,000

6 beds8 baths— sq ft

21 Fifeshire Rd, North York, ON M2L 2G4

Property at 9 Fifeshire Rd, North York, ON M2L 2G4, 7 beds, 7 baths

$6,998,000

7 beds7 baths— sq ft

9 Fifeshire Rd, North York, ON M2L 2G4

Property at 2 Chieftain Cres, North York, ON M2L 2H4, 5 beds, 4 baths

$3,595,000

5 beds4 baths— sq ft

2 Chieftain Cres, North York, ON M2L 2H4

Listing provided by CREA

Property at 96 Fifeshire Rd #501, North York, ON M2L 2X9, 2 beds, 2 baths

$785,000

2 beds2 baths— sq ft

96 Fifeshire Rd #501, North York, ON M2L 2X9

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ABOUT THIS HOME
Fifeshire Homes for Sale
* * SHOWSTOPPER! $$$$ SPENT ON STUNNING RENOVATIONS! A RARE FIND IN THE HEART OF PRESTIGIOUS BAYVIEW VILLAGE! * * Welcome To This Beautifully Renovated, Sun-Drenched Southeast-Facing Corner Suite, Offering Approximately 960 Sq. Ft. Of Spacious Interior Living Space Plus A Private Balcony! This Immaculately Presented 2-Bedroom, 2-Bathroom Residence Combines Modern Elegance, Exceptional Natural Light & A Highly Functional Layout. Featuring * * Brand New Vinyl Flooring Throughout, Fresh Designer Paint, All-New Contemporary Light Fixtures, Stylish Feature Walls & Thoughtfully Upgraded Bathrooms With New Vanities & Mirrors! * * The Beautifully Updated Kitchen Showcases E

$599,000

2 beds2 baths— sq ft

1 Rean Dr #408, North York, ON M2K 3C1

Private balcony • Southeast views • 24-hour concierge

ABOUT THIS HOME
Fifeshire Homes for Sale
An exceptional custom-built French Chateau in coveted St. Andrew-Windfields, offering approximately 7,500 sq. ft. of luxurious living space. Soaring ceilings, expansive windows, elegant millwork and sophisticated finishes create a striking first impression. The showpiece kitchen features custom cabinetry, premium appliances, a 43" La Cornue range, built in coffee machine, oversized centre island and separate spice kitchen. Four spacious bedrooms each offer a private ensuite, while the primary retreat features his-and-hers walk-in closets, a private balcony and spa-inspired ensuite. The impressive walkout lower level is designed for entertaining with heated floors, a glass-enclosed gym,

$4,990,000

5 beds7 baths— sq ft

67 Montressor Dr, North York, ON M2P 1Z3

Home theatre • Showpiece kitchen • Private balcony

OPEN SAT, 2PM TO 4PM

ABOUT THIS HOME
Fifeshire Homes for Sale
Rare opportunity to own this Spectacular custom-built residence offering approx. 6,150 sq. ft. across 3 levels on a premium. A timeless limestone facade, soaring ceilings and exceptional craftsmanship define this impressive home. The grand foyer & private office feature 13'4" ceilings, with 9.5' on the main floor, 10' on the second & 11'6" in the basement. The open-concept living, dining, family room & gourmet kitchen create an impressive setting for living and entertaining. The elegant living room features a dramatic bookmatched natural-stone feature wall and fireplace. The chef's kitchen boasts marble countertops, matching backsplash, Sub-Zero, Wolf & Mie

$3,148,000

7 beds7 baths— sq ft

15 Calvin Ave, North York, ON M2N 5E4

Open concept living • Private office • Grand foyer

ABOUT THIS HOME
Fifeshire Homes for Sale
Make This Bayview/ Sheppard 3 Bedroom Condo Townhouse, Situated In The Vibrant Community Of Willowdale, Your New Home. This Executive, Easy Entry New renovated Town Home Shines Top To Bottom. Perfect Move-In Condition. Beautiful Hardwood Floor, Quartz Kitchen Counters & Backsplash. Prime Location. Walk To TTC/Subway, Bayview Village Shopping, Ymca, Top School District (Avondale PS/Earl Haig SS). Rogers Internet and 2 Cable TV Included In Maintenance Fee. Virtually Staged.

$1,239,000

3 beds3 baths— sq ft

74 Flaming Roseway N/A, North York, ON M2N 5W8

Hardwood floor • Renovated town home • Walk to ttc

OPEN SAT, 1:30PM TO 3:30PM

ABOUT THIS HOME
Fifeshire Homes for Sale
* * * PRIDE OF OWNERSHIP ------ 3Cars Garages(1Car Built-in/Front & 2Cars Detached Garages/Back) * * * Welcome to 158 Owen Blvd. This elegant & owner's own custom-built residence boasts blend of sophistication and warmth with exquisite materials thru-out and beautiful home nestled in a highly sought-after, prestigious St Andrew neighbourhood. This UNIQUE architectural masterpiece offers approximately 7000 sf luxurious living space(4800 sf for 1st/2nd floors), meticulously-maintained by its, original owner, to capture tranquil-private views of backyard. The main floor offers an expansive living & dining space, ideal for entertaining or relaxing at home with airy atmosph

$3,500,000

6 beds6 baths— sq ft

158 Owen Blvd, North York, ON M2P 1G7

3 cars garages • Gourmet kitchen • Outdoor deck

ABOUT THIS HOME
Fifeshire Homes for Sale
* * * New Home Build Permit Ready * * * Top-Ranked Hollywood Public School & Earl-Haig Secondary School Zone * * * Great Bayview Village Neighborhood ---- Immaculate Home On One Of The Most Sought-After Neighborhood In Willowdale East (C14) * * Move-In Ready, Invest, Build Garden Suite, Or Rebuild Modern Luxury Home * * Featuring With Open Concept Kitchen With Granite Countertop, Central Island, Gas Stove * * Smooth Ceiling, Crown Moulding And Hardwood Floors Through Out * * Finished Basement W/ Separate Entrance * * Pot Lights * 2 Skylights * 3 Bathrooms * Detached Garage * Large Backyard With Deck * No Side Walk * 6 Parking Spaces * . Steps To School, Bayview Subway, YMCA

$1,490,000

5 beds3 baths— sq ft

6 Vonda Ave, North York, ON M2N 5E7

Central island • Open concept kitchen • Smooth ceiling

Property at 12 Vonda Ave, North York, ON M2N 5E7, 6 beds, 4 baths

$1,490,000

6 beds4 baths— sq ft

12 Vonda Ave, North York, ON M2N 5E7

Property at 115 Scenic Mill Way, North York, ON M2L 1T1, 4 beds, 3 baths

$959,000

4 beds3 baths— sq ft

115 Scenic Mill Way, North York, ON M2L 1T1

Property at 38 Danville Dr, North York, ON M2P 1J1, 5 beds, 4 baths

$2,088,000

5 beds4 baths— sq ft

38 Danville Dr, North York, ON M2P 1J1

Property at 1 Rean Dr #2503, North York, ON M2K 3C1, 3 beds, 2 baths

$549,000

3 beds2 baths— sq ft

1 Rean Dr #2503, North York, ON M2K 3C1

Property at 31 Anvil Millway N/A, North York, ON M2L 1P9, 3 beds, 2 baths

$899,000

3 beds2 baths— sq ft

31 Anvil Millway N/A, North York, ON M2L 1P9

Property at 199 Lord Seaton Rd, North York, ON M2P 1L1, 4 beds, 3 baths

$2,399,000

4 beds3 baths— sq ft

199 Lord Seaton Rd, North York, ON M2P 1L1

Property at 11 Montressor Dr, North York, ON M2P 1Y9, 5 beds, 4 baths

$2,900,000

5 beds4 baths— sq ft

11 Montressor Dr, North York, ON M2P 1Y9

Property at 69 Montressor Dr, North York, ON M2P 1Z3, 6 beds, 3 baths

$1,998,000

6 beds3 baths— sq ft

69 Montressor Dr, North York, ON M2P 1Z3

Property at 135 Scenic Mill Way #102, North York, ON M2L 1T1, 3 beds, 3 baths

$1,059,000

3 beds3 baths— sq ft

135 Scenic Mill Way #102, North York, ON M2L 1T1

Property at 20 Fashion Roseway N/A #415, North York, ON M2N 6B5, 3 beds, 2 baths

$599,000

3 beds2 baths— sq ft

20 Fashion Roseway N/A #415, North York, ON M2N 6B5

Property at 164 Owen Blvd, North York, ON M2P 1G7, 5 beds, 5 baths

$4,380,000

5 beds5 baths— sq ft

164 Owen Blvd, North York, ON M2P 1G7

Property at 148 Munro Blvd, North York, ON M2P 1C8, 5 beds, 8 baths

$5,998,000

5 beds8 baths— sq ft

148 Munro Blvd, North York, ON M2P 1C8

Property at 30 Medalist Rd, North York, ON M2P 1Y5, 6 beds, 4 baths

$3,400,000

6 beds4 baths— sq ft

30 Medalist Rd, North York, ON M2P 1Y5

Property at 20 Fashion Roseway N/A #408, North York, ON M2N 6B5, 3 beds, 2 baths

$549,999

3 beds2 baths— sq ft

20 Fashion Roseway N/A #408, North York, ON M2N 6B5

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Average home prices near Fifeshire, ON

Neighborhoods

Fifeshire, ON real estate trends

$800K

Sale price

-92.6%
since last year

—

Sale $/sq ft

Over list price

0.1%

Days on market

Down payment

—

Total homes sold

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Source: Statistics Canada, Census Divisions and Census Subdivisions, December 2018. Reproduced and distributed on an "as is" basis with the permission of Statistics Canada.

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