Thinking about less house?

What homes are selling for, by size

Median sale prices over the past 12 months. "Smaller" means single-family homes under 1,800 square feet; "larger" means single-family homes of 2,500 square feet or more.

Source: Redfin sold-home data, 12 months ending October 2026. Redfin's data does not include every MLS sale. Medians are approximate and vary widely by neighborhood, condition and size.

In most of these towns, larger single-family homes have sold for noticeably more than condos and smaller homes in the same town. That difference is part of why downsizing works for a lot of people, but moving costs, association fees and taxes all matter, so it is worth running your own numbers.

Options people usually weigh

A condo or townhouse

An association typically handles exterior upkeep, landscaping and snow removal in exchange for a monthly fee. Fees, and what they cover, vary a lot from one community to the next, so it helps to look at the association's budget and recent meeting minutes before you commit.

A smaller single-family home or ranch

More privacy and no association, with less space to heat, clean and maintain. Single-level homes are popular and do not come up often in some towns, so it can help to watch the market for a while before you need to move.

An age-restricted community

Some communities in the area are limited to residents 55 and older. Oronoque Village in Stratford is one of the larger ones, and there are smaller ones in Trumbull and nearby towns. Many communities with similar layouts are open to all ages.

Renting for a while

Some people sell, rent for a period and buy once they know exactly what they want. It adds a move, but it takes the pressure off timing.

Questions worth thinking through

Which comes first, selling or buying? Many people need the proceeds from their current home to buy the next one. There are several ways to handle the timing, and a lender can walk you through what fits your situation.

What will the next home cost each month? Compare property taxes, insurance, utilities and any association fees, not just the purchase price.

What do you want to bring with you? Sorting through a house usually takes longer than people expect. Starting early makes the move easier, whatever you decide.

Are there tax considerations? Selling a home you have owned for a long time can have tax implications. A tax professional can tell you what applies to you.

When do you want to be settled? Spring is typically the busiest season for home sales in this area, and many people who plan to move then start getting organized over the winter.

A local perspective

Matt Nuzie grew up in Trumbull and has closed 280+ sales there since 2007, according to SmartMLS, along with hundreds more across Fairfield and New Haven Counties. If you would like a second set of eyes on your options, he is glad to talk it through, whether your move is next spring or a few years out.

Downsizing FAQ

What does a condo cost in Trumbull?
Condos and townhouses in Trumbull sold for a median of about $518K over the past 12 months, according to Redfin. Prices range widely by community, size and condition.

Are there 55+ communities near Trumbull?
Yes. Oronoque Village in Stratford is one of the larger age-restricted communities in the area, and there are smaller ones in Trumbull and nearby towns.

When is the best time to sell in the Trumbull area?
Spring is typically the busiest season, but homes sell year-round. The right timing depends on your plans for the next home.