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Home Values · Orange County · Chester, NY

What's your home worth in Chester?

The median home in Chester sold for $460,000 — single-family prices ▼ 7.9% over the past year.

FreeNo obligationSell for 1.99%, not 6%
$460,000
Median sale price
61
Homes sold (12 mo)
▼ 7.9%
1-year single-family trend
Single-family$525,000· 41 soldCondo$325,000· 18 sold

Based on recorded residential sales over the last 12 months (all home types). Source: ATTOM public property records · updated quarterly · as of July 2026.

About the neighborhood

Cream cheese, rail trails, Sugar Loaf

Chester's village Main Street, with its historic brick storefronts, grew out of dairy farming and the railroad; the town is known as the birthplace of Philadelphia Cream Cheese, and the old Erie Railroad corridor now runs as the Orange Heritage Trailway for walkers and cyclists. Housing across this Orange County town ranges from stately Victorians and modest farmhouses to newer subdivisions and rural-edge homes on winding roads.

Sugar Loaf, the town's artisan hamlet, holds galleries, studios, and craft shops against mountain views, and Goosepond Mountain State Park adds open land. Schools are well regarded and parks plentiful; commuters use the major routes and transit connections. The result is a Hudson Valley town that keeps farmland and creative energy in the same frame.

Chester, Orange County

Where Chester sits

The official neighborhood boundary — every sale behind the numbers above closed inside this outline.

Chester · Orange County

The locqube difference

Selling in Chester? Keep more of your equity.

On a $460,000 sale, a traditional 6% commission is about $27,600. With locqube it's a flat $899 or 1.99% — keeping more of what you built.

Traditional 6%
$27,600
locqube · 1.99%
$9,154
or flat fee
$899
~$18,446
more kept in your pocket
1.99% fee Dedicated in-house agent AI valuation

Possible because our agents are in-house and one platform does the busywork — savings we pass to you. Run your own numbers →

"
They made it so easy — we felt cared for, heard and appreciated.
NS
Nick & Katie Simpson
Saved $25,877 in commissions

Find out what your Chester home is worth.

Nearby neighborhoods

Questions, answered

The fastest way to find out is a free locqube valuation. Enter your address and we'll combine recent Chester sales, your home's size and condition, and live market data into an accurate, no-obligation estimate — usually in under a minute.
The median home in Chester sold for about $460,000 across 61 recorded sales in the past year — all home types combined. Among single-family homes, the area's most-sold type, prices moved ▼ 7.9% year over year. Your home's value depends on its size, condition and exact location.
From recorded residential sales in Chester over the trailing 12 months — all home types, sourced from ATTOM public property records and refreshed quarterly. It reflects what actually closed, not asking prices.
Yes — New York and Connecticut owners can sell by owner, and locqube's Self-Serve plan backs you with MLS exposure, locqube AI guiding every step, and a live dashboard for a flat $899. A licensed agent stays one tap away whenever you want one. How selling by owner works → The New York by-owner guide →
List with locqube — a flat $899 or 1.99% instead of the traditional 6%, with a dedicated in-house agent and AI-powered pricing. On a typical Chester sale that keeps roughly $18,446 more in your pocket.

Ready when you are

See your Chester home's value.