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Detached for sale at 299 Second Street, Newmarket - 4 bedroom, 5 bathroom - Photo 1 of 42
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$2,599,000

299 Second St

Newmarket, ON L3Y 3W5

299 Second St, NewmarketListed at $2,599,000. 4 bedroom, 5 bathroom 2-Storey Detached. MLS® N13684230.

Possession · seller's timeline

Flexible

4Beds
5Baths
3000-3500sqft
Detached
2-Storey
7Parking
$12,367.17Taxes/yr · 2025

What's this home worth?

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Description

This is where luxury, craftsmanship, and an unbeatable location come together. Overlooking the scenic beauty of Fairy Lake and just steps from Historic Downtown Newmarket, this custom home offers an exceptional lifestyle inside and out. Designed with premium finishes throughout, the home features hand-scraped hardwood flooring, elegant wainscoting, a custom staircase with wrought iron pickets, and fireplaces in both the main living area and the primary bedroom. The chef-inspired kitchen is equipped with KitchenAid appliances, a 6-burner gas cooktop, pot filler, built-in Bosch coffee maker, microwave, cooling drawers, a full-size KitchenAid refrigerator, and a stunning 10-foot island perfect for entertaining.The basement offers 9-foot ceilings and a professionally designed golf simulator, creating the ultimate year-round entertainment space. Step outside to a private backyard with direct access from the kitchen, a balcony overlooking the property, an irrigation system, and a spacious 3 car garage.Additional premium upgrades include a Navien hot water on demand system, Reverse Osmosis water filtration, LifeBreath fresh air system, and a GeneralAire humidifier for year-round comfort and efficiency.Located minutes from parks, trails, restaurants, shopping, GO Transit, Highway 404, and the charm of Main Street, this home offers the perfect blend of luxury living and everyday convenience.This is a rare opportunity to own one of Newmarket's most impressive custom homes.

Property Details

Property TypeDetached
Style2-Storey
CommunityCentral Newmarket
Approximate Age6-15
Rooms12
Kitchens1
Washrooms5
Square Feet3000-3500 sqft
Lot Dimensions73.38 × 98.01 ft
Fronting OnNorth
Dir/Cross StProspect/Gorham
ViewLake, Water, Trees/Woods
Garage TypeAttached
Garage Parking Spaces3
Parking Drive Spaces4
Total Parking Spaces7
ExteriorStone, Stucco (Plaster)
RoofAsphalt Shingle
FoundationConcrete
BasementPartially Finished
Fireplace FeaturesElectric
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
PoolOther
Taxes (2025)$12,367.17
HSTIncluded In
Listed Date8/17/2026
Days on Market34 days
Same-day showings available
5.0Rated 5 stars on Google ReviewsWhatsApp Us About This Listing

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Home Value
Estimate

Listing Courtesy of: REALTY WEALTH GROUP INC.

MLS® #N13684230

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

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HouseIndex Take: 299 Second Street

This detached (2-Storey) is located in the Central Newmarket neighbourhood of Newmarket.

The home offers 4 bedrooms, 5 bathrooms.

Features include a partially finished basement, 7 parking spaces including a 3-car garage, a fireplace.

Additional details: lot dimensions of 73.38 × 98.01 feet.

Listed at $2,599,000 CAD with annual property taxes of $12,367.17 (2025).

About Newmarket Real Estate

This Detached is located in the Central Newmarket community in Newmarket. Newmarket is York Region's northern anchor, offering an award-winning historic Main Street, the Upper Canada Mall, and strong community amenities. The East Gwillimbury GO station expansion is improving transit access. Buyers find good value in newer subdivisions while the downtown core retains small-town charm with restaurants and boutiques. Detached homes in Newmarket are in high demand among families seeking space, privacy, and long-term equity growth.

Historic Main Street shopping districtUpper Canada MallFairy Lake Park & trailsGO Transit expansion underway
~55 min commute to downtown TorontoWalkability: Walkable Main Street — car-dependent subdivisions
View full Newmarket neighbourhood guide →