🏠 250 PROMPTS💰 REAL ESTATE

Real Estate Email Templates for Expired Listings Follow-Up

Complete library: 250 ChatGPT prompts for real estate agents – expired listing follow-up emails, voicemail scripts, objection handling, and multi-touch sequences.

Expired listings are one of the best sources of leads for real estate agents. The seller is still motivated, but their last agent couldn't get the job done. The key is the right follow-up – not aggressive, not generic, but helpful and specific. This guide provides 250 ChatGPT prompts to write effective expired listing follow-up emails, voicemail scripts, objection handlers, and multi-touch sequences. Copy, paste, customize, and win more expired listings.

🎯 The core insight: Sellers with expired listings are frustrated, not angry at you. Your message must be empathetic, data-driven, and focused on what you would do differently – not criticizing their previous agent.

How to Use These Prompts

📝 Quick Start Guide:
1. Get the expired listing address and details from your MLS.
2. Copy the relevant prompt.
3. Paste into ChatGPT and add the property details.
4. Review and personalize.
5. Send via email, text, or direct mail.
6. Follow up using the sequence prompts.

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Category 1: First Contact Email (30 Prompts)

1. "Write a short, empathetic email to a homeowner whose listing expired at [address]. Acknowledge that it's disappointing when a home doesn't sell. Offer a free, no-obligation market analysis to help them understand why it didn't sell and what could work better."

2. "Create a subject line for an expired listing email (10 options). Make it curiosity-driven and not spammy (e.g., 'Your home at [address]', 'Thoughts on your listing', 'Why [address] didn't sell')."

3. "Write a data-driven first email. Include: days on market, price reduction history (if any), and how many similar homes sold in their neighborhood. Offer to share a full comparative market analysis."

4. "Write a first email that focuses on what you would do differently. Don't criticize their previous agent. Instead, say: 'Here's my 3-point plan to get your home sold.'"

5. "Create a short, text-style email (150 words max) for busy homeowners. Get straight to the point: 'I saw your listing expired. I sell [number] homes in [neighborhood]. Can I share what I'd do differently?'"

Category 2: Follow-Up Email Sequence (30 Prompts)

31. "Write a 3-email follow-up sequence for an expired listing. Email 1: initial contact (value offer). Email 2: share a recent sale in their neighborhood. Email 3: case study of a similar home you sold after it expired."

32. "Create a 5-day follow-up email: 'Just checking if you saw my previous email about [address]. I'd still love to help. Here's a link to my free seller guide.'"

33. "Write a 7-day follow-up that shares a testimonial from a past client whose home was previously expired before you sold it."

34. "Create a 14-day 'break-up' email: 'I'll assume you're not ready to sell right now. If you change your mind, here's my contact info. Best of luck.'"

35. "Write a 30-day re-engagement email after first contact. Offer a new market update: 'Home values in your neighborhood have changed – here's what that means for your home.'"

🏠 The Complete Real Estate Toolkit

250 prompts • 12 side hustles • 30-day blueprint – includes expired listing scripts, objection handlers, and follow-up sequences.

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Instant PDF download · 90 pages · 2026 edition

Category 3: Voicemail & Phone Scripts (20 Prompts)

61. "Write a 30-second voicemail script for an expired listing. State your name, that you saw their listing expired, and that you'd like to share a free market analysis. Leave your number and say you'll follow up by email."

62. "Create a phone script for when the seller answers. Start with empathy: 'I know it's frustrating when a home doesn't sell.' Then ask: 'Would you be open to a second opinion on pricing and marketing?'"

63. "Write a script for a follow-up call after sending an email. Reference the email and ask if they had a chance to review it."

64. "Create a voicemail script that references a recent sale: 'I just helped [neighbor's address] sell for [price] after their listing expired. Thought of you – would you like to see how we did it?'"

65. "Write a script for when the seller says 'I'm taking a break from selling.' Respond with: 'I understand. Would you be open to a quick chat about what didn't work, so when you're ready, you'll know what to do differently?'"

Category 4: Objection Handling (25 Prompts)

81. "Write a response to 'I'm going to wait and relist with my previous agent.' Say: 'I respect that. Before you sign, would you be open to a second opinion on your home's value? No obligation.'"

82. "Create a response to 'I think we priced it too high.' Agree without criticizing: 'Pricing is the #1 reason homes don't sell. I'd be happy to run a free CMA to find the right price.'"

83. "Write a response to 'The market is just slow right now.' Acknowledge, then pivot: 'You're right, but homes in your neighborhood are still selling. The ones that are priced right and marketed well. I'd love to show you what's working.'"

84. "Create a response to 'We're not sure we want to sell anymore.' Ask: 'What changed?' Then offer a low-pressure consultation to discuss options."

85. "Write a response to 'I've already signed with another agent.' Congratulate them, then ask: 'If for any reason it doesn't work out, would you keep me in mind? Here's my card.'"

🏠 The Complete Real Estate Toolkit

250 prompts • 12 side hustles • 30-day blueprint – includes expired listing scripts, objection handlers, and follow-up sequences.

📘 Get "AI Prompt Engineering for Profit" Now →

Instant PDF download · 90 pages · 2026 edition

Category 5: Market Update & Value Emails (20 Prompts)

106. "Write an email sharing a free comparative market analysis (CMA) for their home. Include estimated value, recent sales in their neighborhood, and why their home didn't sell (pricing, condition, marketing)."

107. "Create an email that highlights 3 recent sales in their neighborhood – including sale price, days on market, and price per square foot. Compare to their expired listing."

108. "Write a 'price correction' email. Gently suggest that the original list price may have been too high. Offer a revised pricing strategy with data."

109. "Create a seasonal market update email: 'Here's what's happening in [neighborhood] this [season] – and what it means for your home.'"

110. "Write an email that includes a 'before vs after' of a similar home you sold after it expired – include photos, original list price, final sale price, and days on market."

Category 6: Direct Mail & Postcard Scripts (15 Prompts)

126. "Write a postcard script for an expired listing. Front: 'Why didn't your home sell?' Back: 'Let me show you what worked for other homeowners in your neighborhood. Call me for a free consultation.'"

127. "Create a 'just sold' postcard to send to expired listings in the same neighborhood. Include photo of the sold home, sale price, and that you were the agent."

128. "Write a handwritten-style note script: 'Saw your listing expired. I've helped [number] homeowners sell after their first listing failed. Would love to chat. – [Your Name]'"

129. "Create a 'market report' postcard. Include: average days on market, list-to-sale price ratio, and number of homes sold in their zip code."

130. "Write a 'free CMA offer' postcard with a tear-off reply card."

🏠 The Complete Real Estate Toolkit

250 prompts • 12 side hustles • 30-day blueprint – includes expired listing scripts, objection handlers, and follow-up sequences.

📘 Get "AI Prompt Engineering for Profit" Now →

Instant PDF download · 90 pages · 2026 edition

Category 7: Text & SMS Scripts (15 Prompts)

141. "Write a short text message to a homeowner with an expired listing: 'Hi [Name], this is [Your Name] with [Brokerage]. I saw your listing at [address] expired. I've helped [number] homeowners in your area sell after expiration. Can I share a free market analysis? No pressure.'"

142. "Create a follow-up text 2 days later: 'Just checking if you saw my message. I'd still love to help. Here's a link to my recent sales in your neighborhood: [link]'"

143. "Write a text asking for permission to send a CMA: 'Would you be open to me sending a free estimate of your home's current value? No cost, no obligation.'"

144. "Create a text that references a nearby sale: 'Just helped [neighbor address] sell for [price]. Thought you'd want to know what homes are actually selling for. Can I send you a report?'"

145. "Write a final 'break-up' text: 'I'll take that as a 'not right now.' If you change your mind, here's my number. Best of luck with your home.'"

Category 8: Listing Presentation Invitations (15 Prompts)

156. "Write an email inviting the seller to a listing presentation. Focus on: what you would do differently, your marketing plan, and recent sales. Offer a free CMA during the meeting."

157. "Create a short video script invite (for email or text): 'Hi, I've prepared a personalized marketing plan for your home. Here's a 2-minute preview. Would you like to see the full presentation?'"

158. "Write an invitation that includes a case study of a similar home you sold."

159. "Create a low-pressure invitation: 'No presentation, no pitch – just coffee. I'd love to hear about your goals for selling and share what I've seen work in your neighborhood.'"

160. "Write an email offering a virtual listing presentation via Zoom for sellers who prefer not to meet in person."

🏠 The Complete Real Estate Toolkit

250 prompts • 12 side hustles • 30-day blueprint – includes expired listing scripts, objection handlers, and follow-up sequences.

📘 Get "AI Prompt Engineering for Profit" Now →

Instant PDF download · 90 pages · 2026 edition

Category 9: Testimonial & Social Proof Emails (15 Prompts)

171. "Write an email featuring a testimonial from a past client whose home was previously expired. Include the seller's quote and a photo of their sold home."

172. "Create a 'case study' email: 'How I sold [address] in 14 days after it expired with another agent.' Include before/after details."

173. "Write an email sharing your track record: 'I've sold [number] expired listings in your area in the last [timeframe]. Here's what those sellers said about working with me.'"

174. "Create an email that includes a screenshot of a 5-star review from a past expired listing client."

175. "Write an email offering to connect the seller with a past client who had an expired listing – for a reference call."

Category 10: Pre-Expiration & Just-Expired (20 Prompts)

186. "Write an email to send 2 weeks before a listing is set to expire. Offer a free consultation to discuss what to do if it doesn't sell."

187. "Create an email to send the day after a listing expires. Keep it short and empathetic: 'I know this isn't the outcome you wanted. I'd love to help – here's what I'd do differently.'"

188. "Write a 'just expired' postcard script for direct mail."

189. "Create a text message to send within 24 hours of expiration: 'Saw your listing expired. I've helped other homeowners in your situation. Can I send you a free report on why homes sell and why they don't?'"

190. "Write a voicemail script for the day after expiration. Leave your number and a brief message: 'I have ideas that could get your home sold. Call me when you have a moment.'"

🏠 The Complete Real Estate Toolkit

250 prompts • 12 side hustles • 30-day blueprint – includes expired listing scripts, objection handlers, and follow-up sequences.

📘 Get "AI Prompt Engineering for Profit" Now →

Instant PDF download · 90 pages · 2026 edition

Category 11: FSBO (For Sale By Owner) & Expired Combo (15 Prompts)

206. "Write an email to a homeowner who tried FSBO and then their listing expired. Acknowledge the difficulty of selling alone and offer your expertise."

207. "Create a script for a homeowner who listed with a discount broker and then expired. Focus on value over commission: 'You get what you pay for – here's what full-service marketing includes.'"

208. "Write an email to a homeowner whose listing expired after a long DOM (days on market). Focus on fresh marketing, new photos, and pricing strategy."

209. "Create a message for a seller who had multiple price reductions before expiring. Emphasize that the right price from the start attracts better buyers."

210. "Write an email to a homeowner whose home expired in a hot market. Ask: 'In a market where everything is selling, why didn't yours? Let me help you find out.'"

Category 12: CRM & Automation Setup (10 Prompts)

221. "Write a 90-day expired listing follow-up sequence for your CRM. Include: Day 1 (initial email), Day 3 (CMA offer), Day 7 (testimonial), Day 14 (market update), Day 30 (re-engagement), Day 60 (break-up), Day 90 (final check-in)."

222. "Create a 'drip campaign' email #2 for expired listings: 'Here are 3 things you can do right now to get your home ready to relist.'"

223. "Write a 'spring cleaning' email for expired listings that expired in winter: 'Get your home ready for the spring market – here's my free checklist.'"

224. "Create a 'holiday' follow-up email for expired listings during November/December: 'The market slows down, but serious buyers are still looking. Here's how to stand out.'"

225. "Write a 'new year, fresh start' email for expired listings in January: 'Let's make this the year your home sells.'"

🏠 The Complete Real Estate Toolkit

250 prompts • 12 side hustles • 30-day blueprint – includes expired listing scripts, objection handlers, and follow-up sequences.

📘 Get "AI Prompt Engineering for Profit" Now →

Instant PDF download · 90 pages · 2026 edition

Example: First Contact Email

📝 Using Prompt #1:

"Subject: Your home at [123 Main Street] – a second look

Dear [Homeowner Name],

I noticed your listing at [address] recently expired. I know how disappointing it can be when a home doesn't sell – you put in the time, the effort, and the hope.

The good news? Most expired listings sell within 60 days when the right strategy is in place.

I'd love to offer you a free, no-obligation market analysis. I'll show you:
- Why similar homes in your neighborhood are selling (and yours didn't)
- What your home is worth in today's market
- My 3-point plan to get your home sold quickly

Would you be open to a 15-minute call this week? I can walk you through the data.

Best,
[Your Name]
[Your Brokerage]
[Phone number]"

Case Study: How an Agent Landed 12 Expired Listings in 90 Days

• Agent: "Sarah" – real estate agent in a suburban market.
• Strategy: Used email and text prompts for 50 expired listings. Followed the 90-day sequence. Personalized each message.
• Result: 12 signed listings. $4.2M in sales volume. $100,000+ in commission.

🏆 Key insight: "The follow-up sequence was the game-changer. Most agents send one email and give up. I sent 10 touches over 90 days. That persistence converted."

Your 90-Day Expired Listing Follow-Up Plan

• Week 1: Send first contact email and voicemail – use Prompts 1-30, 61-65.
  Week 2: Send CMA and market update – use Prompts 106-110.
  Week 3: Send testimonial and case study – use Prompts 171-175.
  Week 4-12: Continue monthly follow-up – use Prompts 31-60, 221-225.

Conclusion: Turn Expired Listings into Closed Sales

You now have 250 ChatGPT prompts for real estate expired listing follow-up emails – covering first contact, follow-up sequences, voicemail scripts, objection handling, market updates, direct mail, text scripts, listing presentations, testimonials, pre-expiration, FSBO combos, and CRM automation. Stop letting expired listings go to your competitors. Use these prompts to win more listings and close more deals. Start today.

🏠 Complete guide · 250 prompts · Your expired listing conversion system starts today