Updated regularlyAnalyzed 959 agents

Find the top real estate agents in Chester, MD

We analyzed 959 Chester agents on closed volume, sale-to-list ratio, and review quality. Tell us what you’re looking for and we’ll match you with the best agent, suited for your exact needs.

100% freeNo obligationBased on historical performance
How this works
959agents analyzed
Every licensed Chester agent — not a paid directory.
45M+transactions analyzed nationwide
Our algorithm scores every agent across dozens of variables — volume, sale-to-list, days on market, and more.
200,000+customer testimonials nationwide
Real feedback from real home sellers and buyers, cross-referenced with closed transactions.
100% Freeto you
No markup on commission. Agents pay us only if you close.
MLS, public records, HomeLight database

Featured in

Why it matters who you pick

Top Chester agents sell faster and for more — here’s the gap.

Data pulled from Chester listings closed in the last 12 months. The top 3% of agents consistently outperform the rest of the market on every seller metric.

Metric (last 12 months)
Top 3% of Chester
Average Chester agent
Top performers…
Sale-to-list ratio
101.8%
95.6%
+6.1 pts higher
Days on market
61
111
50 days faster
Homes sold per year
974
133
7.3× more deals

Based on Chester listings analyzed over the last 12 months.

Top Real Estate Agents & Realtors® in Chester, MD

  1. Jennifer ChinoCompass5.0/5 (5 reviews)
  2. Ruth Hosgood5.0/5 (1 reviews)
  3. Mary Paganelli5.0/5 (1 reviews)
  4. Tara ThompsonCentury 21 Comstock Earnest5.0/5 (1 reviews)
  5. Camille O'donnell5.0/5 (1 reviews)
  6. Leigh Lawson-everstine5.0/5 (1 reviews)
  7. Donna Jupitz5.0/5 (1 reviews)
  8. Steven Chapman5.0/5 (1 reviews)
  9. Barbara Morris5.0/5 (1 reviews)
  10. Christine Schumaker5.0/5 (1 reviews)
  11. Jennifer Norfolk5.0/5 (1 reviews)
  12. Young Kang5.0/5 (1 reviews)
  13. Pamela Ackermann5.0/5 (1 reviews)
  14. Phyllis EndrichLong & Foster Real Estate, Inc.5.0/5 (1 reviews)
  15. Jen Holden4.0/5 (1 reviews)
  16. Tom BoeshoreRosendale Realty4.0/5 (1 reviews)
  17. Craig Wachter
  18. Teresa Dennison
  19. Marty Farmer
  20. Donna Wisniewski
  21. Terry Miller Jr.Re/max Leading Edge, Inc.
  22. Arthur Mcintye
  23. Marie WrotenBenson & Mangold, Llc
  24. Barry Hess
  25. Shawn MccarthyLONG And FOSTER - Severna Park
  26. Brandon Golueke
  27. Alex Estill
  28. Laura Dellane
  29. Tammy DumenilKeller Williams Flagship of Maryland
  30. Carole Kay
  31. Jeremy Fish
  32. Julie Maseritz
  33. Jerry Hartman
  34. Pat Paul
  35. Debbie Noone
  36. Lisa Miller
  37. Kathleen Moore
  38. Anissa Smith
  39. Wendy Trebbe
  40. Dee Kradz

How Agent Match works

Meet three top Chester listing agents in under 48 hours

We’ve done the vetting. You pick the fit. The entire service is free — we’re paid by agents only if you close a transaction.

1
Illustration of a home valuation form

Tell us about your home

Two minutes, five questions. Address, timeline, price tier. We auto-fill what we can from public records.

2
Illustration of agent matching results

We match you to 2–3 agents

We shortlist the top agents in your specific neighborhood and price tier — not the whole city list.

3
Illustration of a homeowner interviewing a real estate agent

You interview. Zero obligation.

Meet your matches, compare strategies, and pick the one who fits — or none at all. You're in control the whole way.

“HomeLight is a way to narrow the field and find the right agent for your house sale… Within 36 hours of listing, we had a contract.”

Frank L.

Sold with a HomeLight Agent

“I'd already met two agents on my own. HomeLight's match was better than both. Smooth from handoff through closing.”

James T.

Sold in 9 days

Chester FAQ

Questions Chester sellers actually ask.

Answered with live Chester data. Updated monthly when the MLS refreshes.

The Chester market is competitive, with well-priced homes typically selling within days of listing at or above asking price. Inventory remains below historical averages, which continues to favor sellers. Median prices have appreciated year-over-year, driven by strong demand and limited supply.
The national average real estate commission is typically between 5% and 6% of the home's final sale price. The exact rate is always negotiable. Post-2024 NAR settlement, buyer-side compensation is now separately negotiated between seller and buyer directly.
Based on HomeLight's data from sold homes in Chester since 2014, November historically produces the highest sale prices, while August sees homes sell fastest. That said, low inventory year-round means motivated buyers exist in every season, so listing when your home is ready often beats waiting for the "perfect" month.
Prioritize agents with recent Chester transaction history (25+ closings in the last 12 months), a strong sale-to-list ratio (102%+ is excellent), verifiable client reviews, and proven specialization in your neighborhood and price tier. Always interview 2–3 candidates before deciding.
Well-priced homes in desirable Chester neighborhoods often accept offers within a week. From list date to close-of-escrow, plan on 30–45 days total, including buyer financing contingencies and inspections.
If timing for peak price, Chester data points to November as the historically strongest month for sale prices; for the fastest sale, August sees the fewest days on market. That said, holding several months carries real risk — rate shifts or softening demand can reduce your net proceeds. In most cases, listing when your home is ready outperforms trying to time the market.
HomeLight's Agent Match is 100% free for home sellers and buyers, with no obligation to work with the agents we recommend. We collect a referral fee from the agent only if you close a transaction with them — the service costs you nothing extra.
We analyze 45M+ transactions nationwide and score every licensed Chester agent on recent transaction volume, sale-to-list ratio, days on market, client review quality, and neighborhood specialization. Only the top few percent of Chester agents make our featured list, and we re-score monthly as new data arrives.
Absolutely — and we encourage it. HomeLight matches you with 2–3 top-performing Chester agents tailored to your home's location, price tier, and timeline. There's no obligation to work with any of them, and our concierge team can help you prepare questions specific to your neighborhood.
We analyze your home's location, estimated price tier, and your stated timeline, then match you with 2–3 top agents. A HomeLight concierge follows up within minutes to review your matches and answer any questions. The whole process — from submit to first agent conversation — typically takes under an hour.

How we match agents

Out of 959 agents in Chester, we find the 2–3 best to sell your home.

Most agent directories are paid listings. HomeLight is different — our algorithm ranks every licensed Chester agent on objective transaction data.

45M+ transactions
We score every agent on every sale — recency, price band, and neighborhood — so your match reflects current performance, not old reputation.
Performance weighted
Sale-to-list ratio, days on market, and transaction volume — not star ratings or paid directory placement.
Client satisfaction
200,000+ verified reviews, cross-referenced against actual closed transactions to remove unverified feedback.
Hyperlocal fit
We match you with agents who have a proven track record in your specific neighborhood and price range — not just city-wide.

Agent rankings are updated regularly. Data sourced from MLS, public records, and HomeLight’s transaction database.

Explore nearby

Find top agents in Chester neighborhoods & nearby cities