January 8, 2026
Are you weighing a condo against a single-family house in Cow Hollow and wondering which will truly cost less over time? You are not alone. In this neighborhood, the list price rarely tells the whole story. HOA dues, parking, insurance, and seismic work can flip the math fast.
This guide breaks down total cost of ownership, line by line, so you can compare a condo and a house on equal footing. You will learn what costs to include, what to check in Cow Hollow, and a simple way to model your numbers over 5 to 10 years. Let’s dive in.
Total cost of ownership, or TCO, is the sum of everything you pay to own and use a property each year, not just the mortgage. It helps you compare options fairly and avoid surprise expenses.
At a minimum, include:
Houses in Cow Hollow usually sell for higher prices than condos because you are buying land, space, and privacy. Condos can have lower total prices but sometimes higher price per square foot. Micro-location matters. Proximity to Union, Fillmore, and the Marina can push values for both.
Condos can face stricter lender rules. Lenders review HOA reserves, owner-occupancy ratios, litigation, and project approvals, which can affect rates, down payment needs, and loan options. Houses are typically simpler to finance. Older condo conversions or small HOAs may trigger extra scrutiny, so plan ahead with your lender.
Property tax is tied to your assessed value at purchase. Since houses often cost more, they usually have higher annual tax dollars. Both condos and houses follow the same assessment rules and may include local parcel taxes. Check the current San Francisco rates before you model your budget.
Condos carry monthly HOA dues that can be a large share of your ongoing cost. Dues may cover exterior maintenance, building insurance, water, trash, elevator service, and common-area utilities. In older Cow Hollow buildings, dues and the risk of special assessments can be higher due to deferred maintenance or seismic work. Houses generally have no HOA, so you pay those maintenance costs directly.
Condo owners buy an HO-6 policy for interior finishes and personal property, while the HOA master policy covers the structure and common areas. House owners insure the entire structure and contents. Earthquake coverage can be a meaningful line item for both. Plan to get quotes for earthquake insurance and treat it as a separate cost in your TCO.
Condos shift exterior maintenance to the HOA, so your direct routine costs may be lower. Still, if the HOA budget is lean, you may see special assessments for roof, exterior, or elevator projects. Houses require you to fund and manage all maintenance and replacements, from landscaping to roofs and systems. The older building stock in Cow Hollow can raise the odds of larger repairs.
Seismic upgrades, foundation work, and structural repairs are major, occasional costs. In condos, these projects are shared across owners and funded through reserves or special assessments. In a house, you face the full amount. Review building records and retrofit history to estimate potential exposure and timing.
Condos may include some utilities like water or trash in the HOA dues. Houses pay all utilities directly. Larger homes can mean higher heating costs. Budget for internet, gas, electricity, water, sewer, and trash. Include any common utilities or services your HOA covers to avoid double-counting.
Parking is a big deal in Cow Hollow. Houses often include a garage, which can save you monthly rental costs. Many condos include deeded parking, but not all. If a unit lacks a dedicated space, you may need to rent a garage or rely on permit parking. That affects both monthly cost and resale value.
HOAs can limit rentals, set owner-occupancy thresholds, and restrict short-term rentals. Houses follow city rules, including strict short-term rental regulations. If you plan to rent the property at any point, verify the rules up front so your income assumptions are realistic.
Closing costs for title, escrow, and recording are similar as a percentage of price for both property types. San Francisco has a transfer tax that scales with the sale price, which is higher in absolute dollars for higher-priced homes. If you plan to sell within 5 to 10 years, include estimated transfer taxes and selling costs in your TCO.
Mortgage interest and property tax deductions are subject to federal limits, and state and local tax deductions are capped. Houses may appreciate based on land value, while condos can offer liquidity in some cycles. Keep appreciation conservative in your model, and factor in capital gains rules for owner-occupied versus rental use.
Older buildings, small HOAs, and parking constraints can shift your TCO more than you expect. Before you decide, take these steps:
Use a simple spreadsheet and compare both options over the same horizon. Start with 5 to 10 years and show your results per month and per year.
Annual TCO = Mortgage payments + Property taxes + HOA dues (if any) + Insurance (homeowner or HO-6, plus earthquake if purchased) + Utilities + Routine maintenance + Reserve allocation for big repairs + Parking + Amortized special assessments + Optional tax and opportunity cost adjustments.
Run both before-tax and after-tax views so you can see the effect of deductions under current rules.
Run both scenarios over the same time frame with identical appreciation assumptions so you can see which option has the lower total cost after everything is included.
Use this checklist to uncover hidden costs:
A careful review helps you avoid surprises and build a realistic budget.
If you want a lender-aware, line-by-line comparison tailored to a specific condo or house in Cow Hollow, reach out. With an underwriting background and on-the-ground neighborhood expertise, I can assemble the right documents, pressure-test HOA financials, and build a clear TCO model so you can choose with confidence. Connect with James Kil to schedule a free consultation.
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