BuyAffordabilitySellRentMarketSold
HomeSearchSavedMarket
BuyAffordabilitySellRentMarketSold
Home · Buy · Newmarket · 299 Second Street, Newmarket, ON L3Y 3W5
299 Second Street, Newmarket, ON L3Y 3W5
299 Second Street, Newmarket, ON L3Y 3W5
299 Second Street, Newmarket, ON L3Y 3W5
299 Second Street, Newmarket, ON L3Y 3W5
299 Second Street, Newmarket, ON L3Y 3W5+ 24 photos
For Sale · Detached

299 Second Street, Newmarket, ON L3Y 3W5

Newmarket · Central Newmarket
◷28 days on market
2-StoreyPartially Finished basementAttached · 3-car garage · 4 driveway · 7 total garageNorth exposure
▶ Virtual Tour
4
Beds
5
Baths
7
Parking
3000-3500
Sq ft
6-15 yrs
Built
The honest picture
List price
$2,599,000
★ Renavu Estimate
$2,405,000
★★★★★★★★★★Moderate confidence
Comparable sales vary too widely to call a direction
Asking $2,599,000 · recent comparable sales indicate $1,445,000–$1,835,000 · homes here sell at about 97% of ask (25 recent sales). Our estimate weighs both.
Benchmark $884,000
Typical low · $839,000Typical high · $928,000
List price Renavu Estimate Benchmark Typical range
Renavu Estimate is our data-driven opinion of value, blended from 6 recent comparable sales (TRREB) and the area benchmark — not an appraisal. The benchmark is the typical price for 2-storey detached homes in Central Newmarket (TRREB HPI, August 2026), a market reference — not this home's exact value.

About this home

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

Listed on
August 17, 2026
Days on market
28 days
Property tax
$12,367.17 (2025)
Lot
73.38 × 98.01 Feet
Style
2-Storey
Heating
Forced Air
Cooling
Central Air
MLS®
N13684230

Full details

Parking
GarageAttached
Driveway4
Garage spaces3
Total parking7

Room dimensions

RoomLevelDimensionsFeatures
KitchenMain6.4 × 6.11 MetersHardwood Floor, Centre Island, Stone Counters
BreakfastMain5.32 × 3.71 MetersHardwood Floor, Open Concept, Overlooks Backyard
Great RoomMain5.6 × 4.89 MetersHardwood Floor, W/O To Balcony, Overlook Water
Dining RoomMain4.65 × 4.1 MetersHardwood Floor, W/O To Balcony, Overlook Water
OfficeMain4.27 × 3.42 MetersHardwood Floor, Semi Ensuite, Overlooks Backyard
OtherMain3.05 × 2.92 MetersHardwood Floor, Overlook Water
Primary BedroomSecond5.09 × 4.82 MetersHardwood Floor, 5 Pc Ensuite, W/O To Balcony
Bedroom 2Second3.71 × 3.66 MetersHardwood Floor, 4 Pc Ensuite, Double Closet
Bedroom 3Second3.71 × 3.66 MetersHardwood Floor, Semi Ensuite, Double Closet
Bedroom 4Second4.1 × 3 MetersHardwood Floor, Semi Ensuite, Double Closet
LaundrySecond2.43 × 1.83 MetersCeramic Floor

Property & sold history

Listing history
Date StartDate EndPriceStatusListing ID
August 17, 2026—$2,599,000For SaleN13684230
🔒

Earlier listings and sold prices for this address are protected under TRREB rules — a free account unlocks them.

Sign in free to unlock the history

Comparables

Gathering recent comparable sales nearby…

Run the numbers

True cost to close
What you actually need in cash — land transfer tax, closing costs, and your down payment.
Purchase price
$
Down payment · 20.0%
$
Down:or type any amount above
Homes over $1.5M require a minimum 20% down payment.
Legal fees
$
Title insurance
$
Home inspection
$
Ontario land transfer tax$51,450
Legal · title · inspection$2,800
Closing costs$54,250
Down payment$519,800
Total cash to close$574,050
Estimates only, not legal or tax advice. Ontario LTT rates 2025; City of Toronto MLTT applies inside Toronto (incl. Scarborough, North York, Etobicoke, York, East York). Durham and Markham buyers pay no municipal LTT.
$2,599,000
MLS® N13684230 · Listed by REALTY WEALTH GROUP INC.
▶ Virtual Tour
Homes in Central Newmarket are selling at 97% of asking.

That's from 25 recent sales nearby. Want to know what it means for yours?

Get my Central Newmarket valuation
Call The Renavu Team
Shan Perinpanathan
Shan Perinpanathan
Real Estate Broker, ABR, SRS
416.655.4040
Pam Thiyagarajah
Pam Thiyagarajah
Sales Representative
416.436.0546
Ragu Rajaguru
Ragu Rajaguru
Real Estate Broker
416.712.2006

Price and status changes on this home only. No newsletter, and no call unless you ask for one. Unsubscribe from any email. The Renavu Team, Royal LePage Ignite Realty, Brokerage.

One team. No spam. We reach out once — when you ask.

Listing courtesy of REALTY WEALTH GROUP INC.. Presented by Royal LePage Ignite Realty, Brokerage. Data provided by TRREB — deemed reliable but not guaranteed; for consumers' personal, non-commercial use. Listing information last updated August 17, 2026.

$2,599,000

Real estate, navigated. Transparent, data-first representation across the Greater Toronto Area.

Royal LePage Ignite Realty, Brokerage

Independently owned and operated.

Explore

BuySellRentMarket statsNew homes

Company

The teamContact usJoin the teamBlogTrusted partnersUtilities Directory

Areas we serve

Durham
Ajax · Brock · Clarington · Oshawa · Pickering · Scugog · Uxbridge · Whitby
York
Aurora · East Gwillimbury · Georgina · King · Markham · Newmarket · Richmond Hill · Vaughan · Whitchurch-Stouffville
Toronto
Toronto · Scarborough (E10) · Scarborough (E11)
Peel
Mississauga · Brampton · Caledon
Halton
Oakville · Burlington · Halton Hills · Milton

© 2026 The Renavu Team · Royal LePage Ignite Realty, Brokerage · Privacy · Terms · · We don't sell your data.

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.

Listing data is provided by the Toronto Regional Real Estate Board (TRREB) through PropTx and is deemed reliable but is not guaranteed accurate by PropTx. 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. IDX information is for consumers' personal, non-commercial use.

Similar homes for sale

Comparable homes on the market near Newmarket · Central Newmarket — same kind of property, similar size and price.

193 Beechwood Crescent, Newmarket, ON L3Y 1W2For sale: $2,790,000
4 + 2 bed5 bath8 parking (+1)
3500–5000 sq ft1.3 km
Detached
193 Beechwood Crescent, Newmarket, ON L3Y 1W2
108 Avenue Road, Newmarket, ON L3Y 1N3For sale: $2,299,000
4 + 1 bed6 bath (+1)6 parking (-1)
3500–5000 sq ft1.6 km
Detached
108 Avenue Road, Newmarket, ON L3Y 1N3
75 Beswick Drive, Newmarket, ON L3Y 1E8For sale: $1,149,000
4 + 1 bed3 bath (-2)6 parking (-1)
1500–2000 sq ft1.8 km
Detached
75 Beswick Drive, Newmarket, ON L3Y 1E8
115 William Roe Boulevard, Newmarket, ON L3Y 1B1For sale: $999,000
4 + 1 bed3 bath (-2)5 parking (-2)
1500–2000 sq ft1.7 km
Detached
115 William Roe Boulevard, Newmarket, ON L3Y 1B1
440 Sandford Street, Newmarket, ON L3Y 4S7For sale: $1,059,000
4 + 1 bed3 bath (-2)5 parking (-2)
1500–2000 sq ft1.6 km
Detached
440 Sandford Street, Newmarket, ON L3Y 4S7
388 Terry Drive, Newmarket, ON L3Y 5E7For sale: $969,900
4 bed3 bath (-2)3 parking (-4)
1100–1500 sq ft2 km
Detached
388 Terry Drive, Newmarket, ON L3Y 5E7
See everything for sale nearby

Comparables

Homes near 299 Second Street, Newmarket, ON L3Y 3W5
Sold🔒 Sold:
bed bath parking
sq ft km
Att/Row/Townhouse
Address shown after sign-in
See what it sold for →
Sold🔒 Sold:
bed bath parking
sq ft km
Detached
Address shown after sign-in
See what it sold for →
Sold🔒 Sold:
bed bath parking
sq ft km
Detached
Address shown after sign-in
See what it sold for →
Sold🔒 Sold:
bed bath parking
sq ft km
Detached
Address shown after sign-in
See what it sold for →
Sold🔒 Sold:
bed bath parking
sq ft km
Detached
Address shown after sign-in
See what it sold for →
🔒

5 sold homes nearby

You're looking at real recent sales near here. Sign in free to reveal the sold prices, addresses and photos — sold data is protected under TRREB rules.

Sign in free to unlock
Neighbourhood market

The Central Newmarket market

How homes are selling here right now — sold data for August 2026.

Buyer's marketAll home types in Central Newmarket · 32 sales over 3 months
Buyer'sBalancedSeller's

Homes in Central Newmarket are taking around 34 days to sell, and going for about 96.4% of asking. There is usually room to negotiate.

Median sold · Central Newmarket
$740,000
▼ 11.9% year over year
Homes sold · this month
6
39 days on market avg
Sold vs asking
99%
under asking — room to negotiate
Detached median · Newmarket
$1,100,000
See the full Newmarket market report →

Aggregate TRREB sold data. Neighbourhood figures with only a handful of sales are held back so no single sale is identifiable.