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For SaleDetached · 2-StoreyMLS® #N13684230 · TRREB MLS®

299 Second St, Newmarket, Ontario

Central Newmarket, Newmarket, Ontario L3Y 3W5

Bedrooms
4
Lot Size
73.38 x 98.01 ft
Bathrooms
5
Type
Detached
Basement
Partly Finished

$2,599,000

Estimated market value

About 299 Second St

299 Second St is a 4-bedroom, 5-bathroom detached house in Central Newmarket, Newmarket, listed for sale at an asking price of $2,599,000 (MLS® N13684230).

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.

Insights

  • Condition Score

    Good
    68out of 100

    6 condition-related facts documented

    Source: Listing age, structured features and disclosed update language; not an inspection.

  • Cashflow Quality

    Shortfall
    5out of 100

    −$9,289/mo against the cost of owning (20% down, 4.8%, 25 yrs)

    Source: Median of 21 detached homes with 4 bedrooms for lease in Newmarket right now. Cost of owning counts the mortgage and property tax.

Condition uses listing-record signals, not an inspection.

Key facts

Tax
$12,367 / 2025
MLS® number
N13684230
Board
TRREB MLS®
Property Type
Detached
Building Age
6-15
Days on market
Size
3000-3500 sqft
Lot Size
73.38 x 98.01 ft
Listed on
Parking
3 Attached, 7 Parking
Listing brokerage: REALTY WEALTH GROUP INC.Data source: TRREB MLS®Information deemed reliable but not guaranteed. Contained information is subject to errors, omissions, and changes without notice. Information should be independently verified.

Listing history

Buy/sell history for 299 Second St, Newmarket, Ontario

Sale history on this site covers the last 2 years, the window permitted under the TRREB MLS® VOW agreement.

Dates and closing prices are shown to signed-in members.

Date StartDate EndList PricePriceEventListing ID
Date Start——$2,599,000—For SaleN13684230

Members see the full history. Prices are hidden from signed-out visitors.

Estimate

Estimated value requires sign in

Market estimates use sold comparables and are available after you sign in and accept MLS® VOW terms.

The estimate is an automated value built from public and MLS® data. It is not an appraisal; ask Kishan Patel for a full comparative market analysis.

Property details

Property

Property Type
Detached
Style
2-Storey
Community
Central Newmarket
Municipality
Newmarket

Building

Size
3000-3500 sqft
Building Age
6-15
Construction
Stone

Inside

Bedrooms
4
Bathrooms
5
Bathroom Details
1 × 5pc 2nd, 2 × 4pc 2nd, 1 × 2pc Main, 1 × 3pc Bsmt
Basement Type
Partly Finished
Kitchens
1

Parking

Garage Type
Attached
Garage
3
Additional Parking
4
Total Parking
7

Utilities

Water
Municipal
Cooling
Central Air
Heating Type
Forced Air

Land

Sewer
Sewers
Frontage
73.38 ft
Depth
98.01 ft
Lot Size
73.38 x 98.01 ft

Additional

Foundation
Concrete
Roof
Asphalt Shingle
Fireplace
Yes
Pool
Other
Den
Yes
Family room
Yes

Rooms

RoomSizeFeaturesLevel
Kitchen6.11 × 6.4 mhardwood floor, Centre Island, Stone CounterMain
Breakfast3.71 × 5.32 mhardwood floor, Open Concept, O/Looks BackyardMain
Great Rm4.89 × 5.6 mhardwood floor, W/O To Balcony, Overlook WaterMain
Dining4.1 × 4.65 mhardwood floor, W/O To Balcony, Overlook WaterMain
Office3.42 × 4.27 mhardwood floor, Semi Ensuite, O/Looks BackyardMain
Other2.92 × 3.05 mhardwood floor, Overlook WaterMain
Primary4.82 × 5.09 mhardwood floor, 5 Pc Ensuite, W/O To Balcony2nd
2nd Br3.66 × 3.71 mhardwood floor, 4 Pc Ensuite, Double Closet2nd
3rd Br3.66 × 3.71 mhardwood floor, Semi Ensuite, Double Closet2nd
4th Br3.0 × 4.1 mhardwood floor, Semi Ensuite, Double Closet2nd
Laundry1.83 × 2.43 mCeramic Floor2nd

Map and tour

Detached homes for sale in Central Newmarket right now

For sale now
35
Median asking price
$999K

Middle half: $850K to $1.22M

This home is asking 160% above the median, higher than three quarters of them.

See all homes in Central Newmarket

Asking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.

Land transfer tax on this home

Ontario land transfer tax
$51,450
Total land transfer tax
$51,450
First-time buyer rebates (Ontario up to $4,000)
−$4,000
Total for first-time buyers
$47,450
See how this is worked out
0.5% on the first $55,000
$275
1.0% from $55,000 to $250,000
$1,950
1.5% from $250,000 to $400,000
$2,250
2.0% from $400,000 to $2,000,000
$32,000
2.5% from $2,000,000 to $2,599,000
$14,975
Ontario total
$51,450

An estimate at the asking price, for a home with one or two single-family residences. Your lawyer confirms the exact amount.

Land and environment

Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.

13 records · 7 on fileMatched 2026-11-06
250 m500 m1 km2 kmBeyond · area-wideNo mapped wetland within 120 mNo water-supply well recorded within 250 mOutside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasNearest airport: 5.1 kmNearest rail line: 50 mA trail or path within 1 kmNo licensed pit or quarry within 2 km1 recorded oil, gas or salt well within 250 mNo facility within 1 km reports pollutant releases to Environment CanadaNo federal contaminated site within 1 kmElectricity is distributed here by Newmarket-Tay Power Distribution Ltd.Wired internet 50/10 Mbps or faster is listed at this locationAcross the surrounding area: fibre to the home, cable, DSL internet listed
On record No record found in the source searched

Water and conservation2

  • No mapped wetland within 120 m120 m
  • No water-supply well recorded within 250 m14 test or monitoring holes also recorded.250 m

Province of Ontario open data

Planning and building activity2

  • Outside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasChecked at the listing’s mapped point, not across the whole lot.At the address
  • Nearest airport: 5.1 km5.1 km

Province of Ontario open data

Around the home2

  • Nearest rail line: 50 m50 m
  • A trail or path within 1 km1 km

Province of Ontario open data · Provincial and municipal trail maps

Environmental records4

  • No licensed pit or quarry within 2 km2 km
  • 1 recorded oil, gas or salt well within 250 mFrom Ontario’s petroleum well records, which include old and plugged wells.250 m
  • No facility within 1 km reports pollutant releases to Environment CanadaThe nearest is G.F. THOMPSON COMPANY LIMITED, 1.4 km away. Only facilities above the inventory’s reporting thresholds are listed.1 km
  • No federal contaminated site within 1 kmThe federal inventory covers federal land only; it says nothing about provincial or private sites.1 km

Province of Ontario open data · Government of Canada open data

Power and internet3

  • Electricity is distributed here by Newmarket-Tay Power Distribution Ltd.At the address
  • Wired internet 50/10 Mbps or faster is listed at this locationFixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (20 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.At the address
  • Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Bell, Rogers, telMAX. Cable: Rogers. DSL: Bell. Fixed wireless: Bell, Rogers, Routcom, RuralNet, Vianet, Xplore. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.Area-wide

Ontario Energy Board · Innovation, Science and Economic Development Canada

Each record is placed at the distance its own line states. None of it is an inspection of the property. Confirm anything that matters to you with the municipality, Lake Simcoe Region Conservation Authority or the record’s publisher.

Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario.

Schools nearby

ElementaryTypeDistanceEQAO average 2024–25
Stuart Scott Public SchoolYork Region DSBPublic · grades JK–8700 m65%Grade 6 average
Prince Charles Public SchoolYork Region DSBPublic · grades JK–8 · French Immersion850 m64%Grade 6 average
St Paul Catholic Elementary SchoolYork CDSBCatholic · grades JK–81.7 km87%Grade 6 average
ÉÉC Saint-JeanConseil scolaire catholique MonAvenirFrench-language Catholic · grades JK–64.9 km90%Grade 6 average
SecondaryTypeDistanceGrade 9 math 2024–25
Sacred Heart Catholic High SchoolYork CDSBCatholic · grades 9–121.4 km62%Grade 9 math
Newmarket High SchoolYork Region DSBPublic · grades 9–12 · French Immersion1.6 km75%Grade 9 math
Huron Heights Secondary SchoolYork Region DSBPublic · grades 9–121.7 km46%Grade 9 math
Dr John M Denison Secondary SchoolYork Region DSBPublic · grades 9–122.8 km47%Grade 9 math

EQAO: share of students at or above the provincial standard, 2024–25 (Ontario open data). These are the schools nearest this home, not the schools it is assigned to: boundaries change, and some schools take students by application. Confirm with the board before you buy. Contains information licensed under the Open Government Licence – Ontario.

Transit nearby

StationLinesDistance
Davis Dr / Main StYRT bus rapid transit: Viva Yellow1.2 km
Newmarket GOGO Transit train: Barrie1.3 km
Southlake Regional Health CentreYRT bus rapid transit: Viva Yellow1.3 km
Davis Dr / Huron Heights DrYRT bus rapid transit: Viva Yellow1.6 km
Davis Dr / Longford DrYRT bus rapid transit: Viva Yellow1.7 km

The nearest subway, light rail, train, bus rapid transit stations 5 km, as the crow flies. Source: GO Transit schedule data (GTFS) from Metrolinx under the Open Government Licence – Ontario – Metrolinx; YRT schedule data (GTFS) from York Region Transit under the YRT Open Data Licence 2.0, downloaded October 18, 2026. Data used in this product or service is provided with the permission of Metrolinx. Metrolinx makes no representations or warranties of any kind, express or implied, with respect to the Data and assumes no responsibility for the accuracy or currency of the data used in this product or service. Contains information licensed under the Open Government Licence – Ontario – Metrolinx. Contains public transit Information made available under YRT's Open Data Licence.

Lot

Street frontage
73.38 ft22.4 m
Depth
98.01 ft29.9 m

The record marks this lot irregular, so its area is not the frontage multiplied by the depth. It is not given here. Confirm with a survey before you buy.

Source: the MLS® listing record, measured by MPAC.

Comparable sales

Comparable sales require sign in

Closing prices and sold comps are available to registered visitors who accept MLS® VOW terms on this site.

Mortgage Calculator

Plan with the current asking price

20% · $519,800

CMHC insurance: not required at 20% down. Payments use Canadian semi-annual compounding.

Mortgage Details

4.8% · 5-year term · 25-year amortization · 20% down

Total down payment
$519,800
Total mortgage amount
$2,079,200
Total interest payment
$1,478,200
Total purchase cost
$4,077,200
Mortgage payment
$11,858/mo

Cash Flow Analysis

If you rented this home out at 20% down

Break-even down payment

83%

Monthly carrying cost

$12,889
−$9,289per month
  • Rent $3,600
  • Shortfall $9,289

Rental income opens at $3,600, the median asking rent of 21 comparable homes for lease in Newmarket. Type over it with the rent you expect. This is a planning tool, not advice.

Market area · filters apply to the charts below

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Sold prices in Central Newmarket are shown to signed-in members.

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