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.
About this home
Photos of 299 Second Street
Facts and features of 299 Second Street
| Type | Detached |
|---|---|
| Style | 2-Storey |
| Bedrooms | 4 |
| Bathrooms | 5 |
| Size | 3000-3500 sq ft |
| Lot | 73.38 x 98.01 Feet |
| Parking | 7 |
| Garage | Attached |
| Heating | Forced Air |
| Cooling | Central Air |
| Basement | Partially Finished |
| Exterior | Stone, Stucco (Plaster) |
| Age | 6-15 |
| Taxes | $12,367 (2025) |
| Days on market | 74 |
| Listing brokerage | REALTY WEALTH GROUP INC. |
Rooms
11 rooms, with sizes
| Room | Level | Size | Features |
|---|---|---|---|
| Primary Bedroom | Second | 16′ 8″ × 15′ 10″ 5.09 × 4.82 m | hardwood floor, 5 pc ensuite, w/o to balcony |
| Dining Room | Main | 15′ 3″ × 13′ 5″ 4.65 × 4.1 m | hardwood floor, w/o to balcony, overlook water |
| Bedroom 3 | Second | 12′ 2″ × 12′ 0″ 3.71 × 3.66 m | hardwood floor, semi ensuite, double closet |
| Office | Main | 14′ 0″ × 11′ 3″ 4.27 × 3.42 m | hardwood floor, semi ensuite, overlooks backyard |
| Laundry | Second | 8′ 0″ × 6′ 0″ 2.43 × 1.83 m | Ceramic Floor |
| Bedroom 4 | Second | 13′ 5″ × 9′ 10″ 4.1 × 3.0 m | hardwood floor, semi ensuite, double closet |
| Great Room | Main | 18′ 4″ × 16′ 1″ 5.6 × 4.89 m | hardwood floor, w/o to balcony, overlook water |
| Breakfast | Main | 17′ 5″ × 12′ 2″ 5.32 × 3.71 m | hardwood floor, open concept, overlooks backyard |
| Bedroom 2 | Second | 12′ 2″ × 12′ 0″ 3.71 × 3.66 m | hardwood floor, 4 pc ensuite, double closet |
| Kitchen | Main | 21′ 0″ × 20′ 1″ 6.4 × 6.11 m | hardwood floor, centre island, stone counters |
| Other | Main | 10′ 0″ × 9′ 7″ 3.05 × 2.92 m | hardwood floor, overlook water |
Request a showing
299 Second Street
Nearby, at a similar price
See more homes like this one
$2,700,000 2 days on market MLS® N14116402
193 Beechwood Crescent
Detached · Newmarket, ON · Central Newmarket
Central Newmarket
4+2 beds · 5 baths · 8 parking · 3500-5000 sq ft
3500-5000 sq ft
$2,399,000 55 days on market MLS® N13743904
1061 Nellie Little Crescent
Detached · Newmarket, ON · Stonehaven-Wyndham
Stonehaven-Wyndham
4 beds · 4 baths · 9 parking · 3500-5000 sq ft
3500-5000 sq ft
$2,299,000 57 days on market MLS® N13730358
108 Avenue Road
Detached · Newmarket, ON · Central Newmarket
Central Newmarket
4+1 beds · 6 baths · 6 parking · 3500-5000 sq ft
3500-5000 sq ft
$2,149,000 50 days on market MLS® N13754416
888 Cresta Rider Place
Detached · Newmarket, ON · Stonehaven-Wyndham
Stonehaven-Wyndham
4+1 beds · 4 baths · 4 parking · 3500-5000 sq ft
3500-5000 sq ft
$1,829,000 229 days on market MLS® N12881256
963 Northern Prospect Crescent
Detached · Newmarket, ON · Stonehaven-Wyndham
Stonehaven-Wyndham
4+1 beds · 4 baths · 7 parking · 2500-3000 sq ft
2500-3000 sq ft
$1,999,000 5 days on market MLS® N14113806
725 Exceller Circle
Detached · Newmarket, ON · Stonehaven-Wyndham
Stonehaven-Wyndham
4+1 beds · 6 baths · 11 parking · 3500-5000 sq ft
3500-5000 sq ft
Ask a question
299 Second Street
Listing information is deemed reliable but is not guaranteed accurate by PropTx or the Toronto Regional Real Estate Board. Data source: PropTx. Listings are refreshed from the MLS® at least daily.
The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.
Royal LePage Terrequity Seymour Real Estate, Brokerage. Independently owned and operated.
MLS® N13684230 Data source: PropTx Listed August 17, 2026