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Sell with EXIT Realty · Chester, MD

Sell your home in Chester, MD

See how the Chester market is moving and connect with an experienced EXIT Realty agent who can price, market, and negotiate your sale — a trusted name in real estate since 1996.

Connect with a local agentSee homes for sale

Your seller's market report

What your Chester sale looks like right now

A read on the Chester, MD market built from live MLS listing data — the numbers an agent would walk you through first.

EXIT Prosperity Realty, serving Chester

Across 91 homes for sale in Chester, the median asking price is $645,000 and the average sale takes 49 days.

That's the market, not your home — what yours is worth depends on the street, the condition, and the timing. An EXIT agent can run those numbers with you.

Get a real price opinion

Median list price of active MLS listings in Chester, MD — not an estimate of your home's value.

Local market data

Inside the Chester market

Real numbers to help you price and time your sale with confidence.

Market pace

  1. Fast
  2. Moderate
  3. Unhurried

Homes are moving at a steady pace — pricing and presentation decide who sells first.

Based on the average days on market for active listings in Chester, MD.

$645,000
Median list price
91
Homes for sale
49
Avg. days on market
$292/sq ft
Median price / sq ft
2,003 Sq Ft
Median home size

What's on the market in Chester

  • 78%Residential90 active
  • 12%For Lease14 active
  • 5%Commercial Lease6 active
  • 3%Land3 active
  • <1%Commercial1 active
  • <1%Multi-Family1 active

Where the asking prices sit

  • Under $200K2% · 2
  • $200K-$400K14% · 13
  • $400K-$600K32% · 29
  • $600K-$800K23% · 21
  • $800K-$1M21% · 19
  • Over $1M8% · 7

Median Price Trend

Jun 2026: $379,000 -15.8%Oct 2026: $319,000

Market figures are computed from active MLS listing data for Chester, MD and refresh as listings change. They describe the market, not any individual property.

Your competition

Homes like yours on the market in Chester

What buyers comparing your home are looking at right now.

Is this what you’re selling?

Set your home’s type and bedrooms, and everything below becomes YOUR competition — the homes a buyer would weigh against yours.

Showing single-family homes in Chester.

  • Active
    26 photos

    $969,990

    2 bd, 2.5 ba, 2,010 Sq Ft

    118 Kinglet CourtChester, MD 21619#MDQA2018806

    Single Family Residence
  • Active
    27 photos

    $899,990

    3 bd, 3 ba, 2,772 Sq Ft

    247 Redstart DriveChester, MD 21619#MDQA2018802

    Single Family Residence
  • Active
    25 photos

    $999,990

    3 bd, 3 ba, 2,772 Sq Ft

    114 Kinglet CourtChester, MD 21619#MDQA2018804

    Single Family Residence
  • Active
    82 photos

    $1,125,000

    4 bd, 4.5 ba, 4,413 Sq Ft

    2855 Cox Neck RoadChester, MD 21619#MDQA2016942

    Single Family Residence
  • Active
    14 photos

    $779,990

    4 bd, 3 ba, 2,791 Sq Ft

    715 Warbler WayChester, MD 21619#MDQA2017966

    Single Family Residence
  • Active
    2 photos

    $19,500

    2 bd, 1 ba, 764 Sq Ft

    1405 Little Creek RoadChester, MD 21619#MDQA2014252

    Single Family Residence

View all homes for sale in Chester, MD

Recent results

Recently sold in Chester

Homes near you that found their buyer.

  • Sold

    $499,000

    2 bd · 2.5 ba · 1,900 Sq Ft

    170 HARRIER WAY 22, CHESTER, MD

  • Sold

    $325,000

    3 bd · 1 ba · 1,167 Sq Ft

    1623 POSTAL ROAD, CHESTER, MD

  • Sold

    $501,200

    3 bd · 2 ba · 1,400 Sq Ft

    1363 CALVERT ROAD, CHESTER, MD

  • Sold

    $764,900

    3 bd · 2 ba · 2,303 Sq Ft

    129 SAILCLOTH WAY, CHESTER, MD

  • Sold

    $610,000

    4 bd · 2.5 ba · 3,142 Sq Ft

    450 MACUM CREEK DRIVE, CHESTER, MD

  • Sold

    $389,000

    4 bd · 2.5 ba

    114 LOGAN COURT, CHESTER, MD

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which EXIT Realty participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have closed or are no longer being offered for sale. Information Deemed Reliable But Not Guaranteed. Copyright ©2026 Bright MLS. All rights reserved.

Thinking about listing?

Skip the guesswork — find out what your home would actually command in today's Chester market.

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EXIT Prosperity Realty, serving Chester

About Chester

Nearby schools for Chester, MD (approximate).

Nearby Schools

Elementary 8

  • Kent Island Elementary School

    Stevensville, MD · 1.0 mi away

  • Bayside Elementary School

    Stevensville, MD · 1.0 mi away

  • Matapeake Elementary School

    Stevensville, MD · 2.6 mi away

  • Grasonville Elementary School

    Grasonville, MD · 5.5 mi away

  • Cape St Claire Elementary School

    Annapolis, MD · 9.4 mi away

  • Naval Academy Primary School

    Annapolis, MD · 9.5 mi away

  • Windsor Farm Elementary School

    Annapolis, MD · 10.0 mi away

  • Windsor Farm Elementary School

    Annapolis, MD · 10.0 mi away

Secondary 2

  • Kent Island High School

    Stevensville, MD · 1.5 mi away

  • Broadneck High School

    Annapolis, MD · 9.8 mi away

Other schools 10

  • Kent Island Christian School

    Chester, MD · 0.1 mi away

  • Lighthouse Christian Academy

    Stevensville, MD · 1.8 mi away

  • The Kinder Garden

    Stevensville, MD · 2.1 mi away

  • Christ Episcopal Church Day School

    Stevensville, MD · 2.9 mi away

  • Queen Anne's County

    Grasonville, MD · 5.5 mi away

  • New Covenant Christian Academy

    Queenstown, MD · 7.4 mi away

  • In Faith Christian School

    Annapolis, MD · 9.4 mi away

  • St. Margaret's Episcopal Church

    Annapolis, MD · 9.8 mi away

  • Harbour School

    Annapolis, MD · 9.9 mi away

  • Wesley Brown Fieldhouse

    Annapolis, MD · 10.2 mi away

Simple, guided, proven

How selling in Chester works

  1. Step 1: Connect with a local agent

    Tell us about your home and we'll match you with an EXIT Realty agent who knows the Chester market.

  2. Step 2: Get a personalized valuation

    Your agent prepares a comparative market analysis and recommends a pricing strategy built for today's market.

  3. Step 3: Market with impact

    Professional photography, online syndication, and targeted promotion reach the right buyers, faster.

  4. Step 4: Sell and close with confidence

    Your agent negotiates the strongest offer and guides you all the way through to closing day.

The number that matters

What is your home actually worth?

These figures describe the Chester market — not your home. A local EXIT Realty agent will prepare a precise valuation from comparable sales, your home's condition, and what buyers are paying right now. No obligation.

Tell us a little about your home. A local agent from EXIT Prosperity Realty will reach out with a personalized market analysis — no obligation.

Consent & Privacy

By submitting this form, you consent to being contacted by the agent regarding this specific inquiry using the contact information you provided.

In your corner, locally

Your local EXIT Realty offices

These EXIT Realty offices serve Chester. When you're ready, reach out and let an agent take it from here.

The EXIT advantage

Why sell with EXIT Realty?

Agents invested in your success

EXIT Realty's residual income model keeps our agents focused on results — your sale, not just the next deal.

Local expertise, global network

A local expert markets your home, backed by thousands of EXIT associates across North America.

Comprehensive marketing

Professional photography, online syndication, and targeted promotion put your home in front of ready buyers.