For Sale Apr 2, 2026 Detached

44 Skywood Drive

4+2 Beds
6 Baths
2500-3000 Sq Ft
Sale Price $1,499,000

Description

Rare Ravine Lot House In Prestigious Jefferson Community! Backing Onto Protected Green Space With No Rear Neighbours, Offering Ultimate Privacy & A Serene, Nature-Filled Setting. This Stunning Home Has Over 4000sf of Living Spaces Combined Upper and Lower Floors. It Features A Sun-Filled East-West Exposure That Fills The Home With Abundant Natural Light Throughout The Day! 4 Spacious Bedrooms Enhanced By A Skylight, A Functional Layout & A Bright Upgraded Kitchen (2022) With Eat-In Area, With Direct Walk-Out To A Large Cedar Deck With Glass Panel Railing That Overlooks The Ravine – Perfect For Enjoying Quiet Moments Surrounded By Nature. Elegant Pot Lights Throughout. 9 Ft Main Floor Ceilings. Fully Finished Walk-Out Basement (1255sf) With 2 Bedrooms, 2 Bathrooms, Separate Kitchen & Large Living Space – Perfect For Multi-Generational Living Or Generating Over $2000/M Rental Income. Double Garage Plus Driveway Offering Total 4 Parking Spaces. Recent Upgrades Include Roof (2020), AC (2022), Sliding Door (2025), Ceramic Flooring (2022), And Hardwood In Family Room & Basement (2022). Central VAC on All Floors, Including Basement. Two Sets Of Laundry For Added Convenience! Steps To Top-Ranked Public & Catholic French Immersion Schools. Richmond Hill High School Zone. A Rare Blend Of Lifestyle, Privacy, And Income Potential – Truly A Must See.

Property Details

Bedrooms: 4+2
Bathrooms: 6
Square Feet: 2500-3000
MLS Number: N12948762

Rooms

Living Room Ground

14.3 x 12.01
Hardwood Floor, Large Window, Crown Moulding

Dining Room Ground

12.01 x 12.83
Hardwood Floor, Combined w/Living, Crown Moulding

Family Room Ground

12.99 x 16.67
Hardwood Floor, Fireplace, Overlooks Ravine

Breakfast Ground

10.99 x 9.51
Overlooks Ravine, Sliding Doors, Combined w/Family

Kitchen Ground

12.01 x 10.01
Granite Counters, Stainless Steel Appl, Pot Lights

Primary Bedroom Second

14.99 x 22.24
Broadloom, 5 Pc Ensuite, Walk-In Closet(s)

Bedroom 2 Second

15 x 14.4
Broadloom, 3 Pc Ensuite, Walk-In Closet(s)

Bedroom 3 Second

12.9 x 13.68
Laminate, Panelled, Large Window

Bedroom 4 Second

13.6 x 10.11
Hardwood Floor, Panelled, Large Window

Bathroom Second

7.6 x 7
4 Pc Bath

Living Room Basement

24.6 x 10.11
Open Concept, 3 Pc Bath, Overlooks Ravine

Kitchen Basement

11.5 x 12.11
Ceramic Floor, Modern Kitchen, Window

Characteristics

Property

Status: Sale
Type: Detached
Style: 2-Storey
Size (sq ft): 2500-3000
Area: York
Community: Jefferson

Inside

Bedrooms: 4
Bedrooms Plus: 2
Bathrooms: 6
Kitchens: 1
Rooms: 4
Rooms Plus: 2
Den/Family Room: Y
Central Vac: Y
Air Conditioning: Central Air
Fireplace: Y

Building

Basement: Finished with Walk-Out
Heating: Forced Air
Water supply: Municipal
Exterior: Brick
Exterior Features: Stone

Suite

Kitchens Plus: 1

Parking

Garage: Attached
Parking Places: 2
Parking Total: 4
Covered Parking Places: 2

Fees

Taxes: 7981.82
Tax Year: 2025
Tax Legal Description: Lot 24, Plan 65M3608

Land

Fronting On: E
Frontage: 44.29
Lot Depth: 114.99
Lot Size Units: Feet
Water Source: Municipal
Pool: None
Cross Street: YONGE & TOWER HILL

Sale History

Date Event Price MLS Number
Apr 2, 2026 Listed $1,499,000 N12948762
Oct 15, 2025 Removed N12365848
Aug 27, 2025 Listed $1,949,000 N12365848
Jun 19, 2015 Sold $985,000 N3225407
Jun 6, 2015 Listed $988,000 N3225407
Jun 6, 2015 Removed N3205805
May 20, 2015 Listed $1,088,000 N3205805
Jun 6, 2015 Removed N3225383
Jun 5, 2015 Listed $988,000 N3225383

Similar Properties

11 Park Avenue

$699,900
2+1 Bedrooms2 Bathrooms700-1100 sq ft

Top 5 Reasons You Will Love This Home: 1) This updated bungalow features a separate entrance to the partially finished […]

View Details

731 Peterborough Avenue

$749,000
2+1 Bedrooms2 Bathrooms1100-1500 sq ft

Start 2026 off right with this completely renovated 2 + 1, 2 bathroom raised bungalow located in Bridgenorth on a […]

View Details

101 – 24 Cedar Street

$389,000
1 Bedrooms1 Bathrooms700-799 sq ft

Rarely Available Ground Floor One Bedroom Authentic Loft with Red Brick and Exposed Beams and 13 Foot Ceilings. This Corner […]

View Details

136 Loon Avenue

$750,000
3 Bedrooms3 Bathrooms2000-2500 sq ft

Stunning all-brick two-storey home in one of South Barrie’s most desirable neighbourhoods. A proud recipient of the City of Barrie’s […]

View Details

18 Harding Boulevard

$499,999
2 Bedrooms1 Bathrooms

Welcome to this beautifully renovated and freshly painted 2-bedroom, 1-bathroom condo located in the heart of Richmond Hill. This bright […]

View Details

79 Mcmurray Street

$849,900
4 Bedrooms2 Bathrooms1500-2000 sq ft

Nestled in the heart of Bracebridge’s vibrant downtown, 79 McMurray St presents an exquisite blend of historical charm and contemporary […]

View Details
Playwright test automation by WrightTest
Scroll to Top