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Top Questions to Ask Before Making an Offer on a Home

01/20/26  |  Stephanie Nash

Questions to Ask Before Buying a Home in Today’s Market.


By Stephanie Nash

Making an offer on a home is exciting, but it’s also the moment where clarity matters most. I work with buyers in Woodside who want to feel confident before committing, rather than being rushed when emotions are high. Homes here often come with unique characteristics, larger parcels of land, and long-term lifestyle considerations that deserve careful thought. Asking the right questions before submitting an offer helps you move forward with confidence and avoid surprises later.

Key Takeaways

  • The right questions create leverage and confidence before making an offer
  • Local context in Woodside influences what matters most
  • Preparation helps buyers balance emotion with informed decisions

Understand Why the Home Is Being Sold

Context that can influence negotiation strategy

Before making an offer, it’s important to understand the motivation behind the sale. This context can shape both pricing and timing.

  • Whether the sale is driven by timing, relocation, or long-term planning
  • How long the home has been on the market
  • Whether there have been prior offers
In Woodside, where properties near Cañada Road or in Central Woodside may attract interest quickly, understanding seller motivation helps buyers decide how firm or flexible to be with terms.

Clarify How the Price Was Determined

Looking beyond the list price

List price doesn’t always tell the full story. Understanding how it was set helps buyers assess value realistically.

  • Recent comparable sales in the immediate area
  • Unique features such as lot size, privacy, or setting
  • Market conditions affecting similar homes
Woodside properties can vary widely, especially between areas like Kings Mountain and Skyline. Asking how the price aligns with local data helps buyers approach the offer thoughtfully rather than emotionally.

Review Disclosures and Reports Early

Information that should shape your offer

Disclosures provide critical insight into a home’s condition and history. Reviewing them early helps buyers ask informed follow-up questions.

  • Inspection reports and known issues
  • Maintenance history and recent updates
  • Any ongoing considerations related to the property
For buyers evaluating homes near open spaces, such as those in the Purisima Creek area, disclosures can clarify how the property has been maintained over time and what future ownership may entail.

Ask About Property Use and Restrictions

Understanding how you can live in the home

Before making an offer, buyers should understand how the property can be used now and in the future.

  • Zoning and land-use considerations
  • Limitations on additions or modifications
  • Access, easements, or shared features
In Woodside, larger parcels and semi-rural settings make this step especially important. These are the types of details that often separate a good fit from a frustrating one.

Evaluate Ongoing Ownership Costs

Looking past the purchase price

Owning a home involves more than the price you agree to pay. Understanding ongoing costs supports smarter decision-making.

  • Property taxes and insurance considerations
  • Maintenance tied to lot size or natural surroundings
  • Utilities and long-term upkeep
Buyers considering homes in hillside or wooded areas often benefit from understanding how location influences ongoing responsibilities. These factors should be part of your evaluation before writing an offer.

Understand the Local Market Dynamic

Why location-specific insight matters

Every market has its own rhythm, and Woodside is no exception. Buyer competition and timing can vary significantly.

  • How quickly similar homes are selling
  • Seasonal patterns that influence activity
  • Buyer demand at different price points
This is where asking targeted questions becomes especially valuable. Knowing how the local market behaves helps buyers determine how assertive their offer should be.

Confirm What’s Included in the Sale

Avoiding assumptions that cause issues later

It’s important to clarify exactly what stays with the home.

  • Appliances and fixtures included
  • Outdoor structures or equipment
  • Items that may be excluded from the sale
A clear understanding prevents misunderstandings during escrow. This step may seem insignificant, but it can significantly impact satisfaction after closing.

Assess Inspection and Contingency Strategy

Knowing your comfort level before offering

Buyers should understand how contingencies will be handled before submitting an offer.

  • Inspection timelines and scope
  • Flexibility based on findings
  • Comfort level with potential follow-up negotiations
Asking the right questions at this stage keeps decisions aligned with risk tolerance rather than pressure. This is a critical part of evaluating questions to ask before buying a home in a way that feels measured and intentional.

Consider Long-Term Fit

Thinking beyond move-in day

A strong offer isn’t just about winning the home; it’s about choosing the right one.

  • How the home supports future plans
  • Flexibility of layout and land
  • Long-term appeal within the Woodside market
Homes near trails, open space, or tucked-away residential pockets often attract buyers looking for longevity. Asking long-term questions helps ensure the home fits more than just today’s needs.

FAQs

What are the most important questions to ask before buying a home?

Buyers should focus on condition, pricing context, seller motivation, and long-term ownership considerations.

Do questions differ when buying in Woodside?

Yes. Larger lots, privacy, and land use make local context especially important in Woodside.

Should buyers ask questions before or after making an offer?

Ideally before. Clear answers upfront support stronger offers and smoother negotiations.

Preparing to Make a Confident Offer

The right preparation turns an offer from a leap of faith into a well-informed decision. I help buyers in Woodside work through questions to ask before buying a home so they feel confident about both the property and the process. When the details are clear, decisions feel grounded rather than rushed.

Start the conversation with me, Stephanie Nash, and I’ll help you approach your next offer with clarity, local insight, and a strategy designed to support confident choices from the very beginning.



Stephanie Nash

Stephanie Nash

About The Author

For more than three decades, Stephanie Nash has been one of the Peninsula’s most trusted and proven real estate advisors, serving Woodside, Portola Valley, Atherton, Redwood City, Emerald Hills, San Carlos, Half Moon Bay, and the surrounding communities from Burlingame to Los Gatos.

Born and raised on the Peninsula, Stephanie brings true insider knowledge of the region; its micro-neighborhoods, school corridors, country-property enclaves, and the lifestyle features that make this area so coveted: sunny weather, an easygoing spirit, hiking trails, large-parcel retreats, ocean-view hillsides, and world-class food and culture.

A career built on experience, ethics, and results

Stephanie began her real estate career in 1987 working in local title companies before becoming the assistant to a top-producing agent. She earned her real estate license in 1991, and since then has built a reputation as a solutions-driven, ethical, and steady negotiator who guides clients through every complexity of a California transaction.

Her track record includes everything from luxury estates to rural acreage to trust and estate sales, including the successful sale of a 500-acre property, a transaction requiring extensive due diligence, jurisdictional navigation, and long-term strategy.

Nationally recognized performance

Stephanie has been recognized multiple times by RealTrends as one of the “Best Agents in America,” most recently in 2024; an honor reserved for the top tier of agents nationwide based on verified production.

Expert Witness in Real Estate Matters

In addition to client representation, Stephanie now serves as a retained Expert Witness in California real estate cases—including valuation disputes, fiduciary sales, marketing standards, agent performance, disclosure practices, and industry-standard care.

What clients rely on her for

Whether you are buying, selling, downsizing, expanding, or handling a trust/estate sale, Stephanie offers:

  • Deep regional expertise across multiple Peninsula micro-markets

  • Strong negotiation skills grounded in fairness, strategy, and consistent communication

  • Experience in complex transactions (trusts, estates, multiple-heir negotiations, title defects, rural land issues)

  • Compassionate guidance rooted in decades of hands-on client service

  • Unmatched availability and responsiveness

Clients praise her listening skills, honesty, and ability to navigate even the most emotional or complicated sale with clarity and professionalism.

A life built around community and care

Stephanie is deeply grateful for her family, her life on the Peninsula, and the meaningful relationships formed through her work. 

Work With Stephanie

Stephanie respects residential real estate’s dual role as a personal investment and chief financial one. Whether you are buying or selling a home, it will likely be one of the largest financial decisions you make. Stephanie will be with you every step of the way to expertly guide you.

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