This one's priced below recent comparable sales, and new this week. Here's everything I've got — ask me anything about it.

Oakville · Halton Region · River Oaks

2203 Winding Woods Drive

Detached

MLS® #W13797086

Listed for$2,199,0001 day on market
4 bed 5 bath 6 parking 3500-5000 sq ft~$517/sq ft
  • New this week
  • 3 schools within 1 km
  • Transit stop ~860 m
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Is $2,199,000 a fair price?

Our read: it’s priced below recent comparable sales — based on 36 sales nearby. Sign in free to see exactly how far below it is, plus the full range comparable homes sold in.

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Measured against 36 recent comparable sales nearby — sign in free to see the range they sold in (boards require a verified email · VOW rules).

Est. all-in monthly~$11,154/momortgage + property tax + maintenance · 20% down · example rate (compounded semi-annually) — the math on the list price, not a quote or what you can afford. For real rates, Alex can connect you with a mortgage pro.

On the map

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This home below comps above in lineOpen full map →

3 schools within ~1 km · nearest transit stop ~0.86 km

Property information
What house buyers ask first
Lot size
57.55 × 137.43 ft
Square footage
3500-5000 sq ft
Property tax
$11,070 / yr
Parking
6 spaces · Attached
Basement
Finished

Property summary

Property type
Detached
Style
2-Storey
Lot size
57.55 × 137.43 ft
Parking
6 spaces · Attached
Heating
Forced Air
Air conditioning
Central Air
Basement
Finished
Kitchens
1
Exterior
Brick
Property tax
$11,070 / yr
MLS®
W13797086

As stated by the MLS®, nothing inferred.

Nearby homes for sale
The numbers that matter
The numbers that matter
Property tax
$11,070/yr
Est. all-in
~$11,154/mo
Nearby rental listings are facts. Whether it works as a rental is a chat with Alex — not a number I’ll put on it.
Schools

Schools near this home, closest first by straight-line distance. These are factual locations — AskEmma doesn’t rate or rank schools.

  • River Oaks Public SchoolPublic · Elementary & Secondary · Halton DSB0.4 km
  • Rotherglen School - Oakville ElementaryPrivate · Elementary & Secondary · ..0.5 km
  • Our Lady of Peace Catholic Elementary SchoolCatholic · Elementary & Secondary · Halton CDSB0.8 km
  • Holy Trinity Catholic Secondary SchoolCatholic · Secondary · Halton CDSB1.0 km
  • Sunningdale Public SchoolPublic · Elementary & Secondary · Halton DSB1.3 km
  • Munn's Public SchoolPublic · Elementary & Secondary · Halton DSB1.4 km

Locations: Open Database of Educational Facilities (ODEF), Statistics Canada v2.1 (2022) · Open Government Licence – Canada. School locations as of 2022 — confirm current catchment and enrolment with the school board. For official provincial results, check EQAO.

Getting around

Public transit near this home, by straight-line distance. Factual locations from OpenStreetMap — not walking time, and not a rating.

  • Bus stopNearest transit · Bus stop~860 m
  • OakvilleNearest GO / rail · GO / regional rail~3.7 km

Locations: OpenStreetMap public-transit stops, © OpenStreetMap contributors · Open Database Licence (ODbL). Stop locations from OpenStreetMap — confirm current routes and service with the transit agency.

Community — Oakville
$1.3MMedian sold
34Median days on market
96.2%Sale-to-list
Median sold price · Oakville1-yr +5% · 3-yr
Source: TRREB sold data via Repliers · all property types
Neighbourhood demographics — Oakville
213,759Population (2021)
41.6Median age
$128,000Median household income
77.5%Home owners
22.5%Renters
2.9Avg household size
Source: Statistics Canada, 2021 Census
Description & details

Luxury Living set on one of River Oaks' most coveted streets! This residence is completely immersed in nature, with forest and walking paths wrapping the rear and south side, and a ravine beyond, the setting is incredibly private. Offering over 4,200 sq. ft. above grade and 6,000 sq. ft. of total finished living space, the home has been impeccably maintained and thoughtfully upgraded, blending scale, warmth, and timeless character. At its heart is a truly exceptional custom kitchen by BINNS Kitchens of Toronto, a $285K investment designed for those who love to cook and entertain. Anchored by a dramatic 15' island and equipped with Sub-Zero and Wolf appliances, the space is as functional as it is striking. It flows effortlessly into a sun-filled solarium with four skylights and garden doors on both sides, opening to two private decks and creating a seamless indoor-outdoor experience. The main floor offers beautifully proportioned principal rooms, a welcoming family room with wood-burning fireplace, a refined dining space with architectural openings that allow light to move through the home, and a versatile front den perfect as a library or office. Upstairs, four generous bedrooms and three full baths provide comfort for family and guests, along with a separate study tucked behind French doors. The lower level is designed for unforgettable evenings, featuring a classic wood bar with brass rail, a full-size snooker table, gas fireplace, and abundant space to relax, entertain, or unwind-complete with a steam shower bathroom. Surrounded by mature landscaping, enhanced with stonework, lighting, irrigation, and modern conveniences including a Tesla charger, this is a home that offers not just space, but a private lifestyle, inviting, and truly a rare opportunity.

The data only goes so far — condition, light and layout are worth seeing in person, with a home inspection, before you commit.

Listed by RE/MAX ESCARPMENT REALTY INC.. Showings via AskEmma by Alex Goodman, Sales Representative, RE/MAX Your Community Realty, Brokerage.