Should I include personal letters with my
offer?
Should I include a personal letter with my offer? Read this before you write one — it can win or sink a deal in Milton
Quick answer
Yes — sometimes. But never as a substitute for a strong, clean offer. In Milton’s competitive market, a well-crafted personal letter can tip the scales when offers are close. A poorly written one can create legal risk or kill your credibility.
Why this matters in Milton, ON
Milton is growing fast. Buyers from the GTA are moving in. That drives multiple-offer situations on desirable streets and family-friendly neighborhoods. When two offers look similar on price, sellers often decide on three things: speed, certainty, and emotion.
- Speed: closing date and conditions.
- Certainty: proof of funds, pre-approval, deposit size.
- Emotion: how the buyer connects with the home.
A personal letter targets the emotion column. But emotion alone won’t buy you the house.
The reality: what a personal letter does and what it doesn’t do
What it does:
- Humanizes the buyer. Sellers who feel connected may prefer you.
- Highlights plans for the home that match the seller’s values (care, preservation).
- Helps when the seller has an emotional tie to the home.
What it doesn’t do:
- Replace financing strength, inspections, or legal clarity.
- Guarantee acceptance in a bidding war.
- Make up for weak terms (long closing, low deposit, heavy conditions).

Legal and ethical boundaries in Ontario
Ontario has rules rooted in the Ontario Human Rights Code. You cannot make purchasing decisions that discriminate based on protected characteristics (race, religion, family status, etc.). A personal letter that advertises protected traits or attempts to influence a seller on those grounds is risky.
Best practice for Milton buyers:
- Do not disclose race, religion, sexual orientation, or other protected traits.
- Avoid asking sellers to choose you because of family status, children, or religion.
- Focus on the home, the neighbourhood, your appreciation for details, and your readiness to close.
Real estate agents in Milton and across Ontario often remove or redact letters to avoid exposure to discrimination claims. That’s part of why letters are helpful only in certain situations.
When a personal letter helps in Milton
Include a letter when:
- The property is unique or sentimental. (heritage bungalows, homes with long family history)
- The seller is likely an owner-occupant with an emotional attachment.
- Offers are close in price and terms — emotion becomes a tie-breaker.
- Your financial strength is clear in the offer package. The letter then adds the final nudge.
Skip the letter when:
- It’s a builder or investor sale where emotion doesn’t matter.
- The market is a pure auction with many aggressive offers.
- You can’t show strong financials and clean conditions.
How to write a winning letter — Milton-specific playbook
Be strategic. Keep it one page. Use three short sections: connection, commitment, proof.
1) Connection (2–3 short lines)
- Mention what specifically moved you about the Milton home: the backyard for kids, mature maple in the front yard, walking distance to Milton’s downtown, proximity to schools like E.C. Drury High School or easy QEW/401 access.
- No personal details that reveal protected characteristics.
2) Commitment (2–3 short lines)
- State the plan: “We’ll care for this house the way you did…” or “We plan to raise our family here.” Keep it non-specific about family or religion.
3) Proof and practicality (3–4 lines)
- Reassure with facts: pre-approval letter attached, deposit size, a willingness to be flexible on closing, and a pledge to respect the property.
Tone: respectful, concise, specific to the property, and unemotional about personal traits.
Sample letter (use as a template)
Dear Seller,
Your home stood out the moment we walked in. The original hardwood and the sun on the east-facing kitchen made it feel like a place where memories are built. We love the quiet street and the short walk to downtown Milton.
We plan to care for the home and keep the features that make it special. We’re ready to move quickly; our mortgage pre-approval is attached, and we can be flexible on closing to meet your preferred timing. A deposit of [amount] shows our commitment.
Thank you for considering our offer. We hope you feel comfortable knowing the next owners will look after this home.
Sincerely,
[Buyer Name]
(Attach pre-approval and proof of funds)

How to present the letter with your offer
- Attach the letter to the formal offer package.
- Ensure your Realtor marks it as ancillary and includes all objective documents up front: pre-approval, deposit cheque details, and linked conditions.
- If you plan to waive conditions, do it only after sound legal and financial advice.
Negotiation tactics: use the letter as leverage, not a prop
- First, win with terms: price, deposit, fewer conditions, quick closing.
- Then let the letter nudge the seller. It’s for the emotional tie-breaker, not the backbone of your offer.
- If you can’t compete financially, a letter alone rarely wins in Milton’s hottest pockets.
Seller’s agent perspective — why letters can sway
- Sellers often want assurance that the home will be cared for.
- A letter can make the seller imagine life continuing with a family who appreciates the home.
- But listing agents must screen letters to avoid discrimination claims. A vetted, neutral letter works best.
Risks and how to manage them
Risk: Discrimination claims
- Mitigation: Avoid protected information.
Risk: Letter removed by agent
- Mitigation: Ensure your offer stands on terms first. Treat the letter as optional.
Risk: Emotional leverage backfires
- Mitigation: Keep language neutral and property-focused.

Practical checklist before you include a letter in Milton
- Is the seller likely emotional? Yes → proceed. No → skip.
- Do you have a pre-approval and proof of funds? Yes → include. No → don’t include.
- Is your offer competitive on terms? Yes → include. No → improve terms first.
- Did your Realtor review and edit the letter to remove risky content? Yes → send. No → get it reviewed.
Final strategy: How Tony Sousa approaches letters in Milton offers
- Always build the strongest offer first: clean conditions, strong deposit, realistic timelines.
- Use a short, property-specific letter only as a complement.
- Avoid any content that could trigger human rights concerns.
- If the seller is a long-term owner and the property is sentimental, a letter can be the decisive touch.
If you want a professional, vetted letter that’s tailored to Milton sellers and is legally safe, ask for a draft review before submission. That small step avoids big mistakes.
Call to action
Need help writing or presenting the right offer for Milton, ON? I provide offer strategy, vetted buyer letters, negotiation tactics, and local market insight. Contact Tony Sousa at tony@sousasells.ca or 416-477-2620. Visit https://www.sousasells.ca for listings and local market updates.
FAQ — Offers & Negotiation in Milton, ON (short, direct answers)
1) Will a letter make me win a bidding war in Milton?
Sometimes. It helps when offers are similar. It won’t beat a stronger price or better terms.
2) Is including photos or family details a good idea?
No. Photos and personal details increase discrimination risk. Keep it property-focused.
3) Can a seller’s agent discard my letter?
Yes. Agents may remove letters to avoid legal exposure. Always make your offer strong on facts first.
4) What should be in the offer package for Milton sellers?
Pre-approval, proof of funds, deposit details, closing date options, and a clean condition list. Add a short letter only if appropriate.
5) Are letters common in Milton’s current market?
They appear in certain neighbourhoods where sellers are owner-occupants. In investor-driven or new-build sales, they matter less.
6) Who should review my letter before sending?
Your Realtor and, when in doubt, your lawyer. They’ll remove risky language and keep the letter compliant.
7) How long should the letter be?
One page maximum. Two short paragraphs or three sections: connection, commitment, proof.
8) If I can’t afford to increase my offer, is a letter worth trying?
It can help but is rarely decisive alone. Improve terms (deposit, conditions, closing) first.
9) How do I know if a seller is emotional about the house?
Ask your Realtor. Listing history, photos, and agent notes often reveal owner-occupant status and sentiment.
10) Can I withdraw a letter after submitting it?
Yes, but it’s awkward. Always finalize the letter before submission and ensure your Realtor understands the plan.
If you want a tested Milton offer strategy and a legally safe, impactful letter, email tony@sousasells.ca or call 416-477-2620. Local market moves fast — act with clarity, not emotion.



















