3 Bedroom Homes in Chester, MD

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3 beds New construction With a pool

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24 of 27 Listings

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3 Bedroom Homes in Chester, MD

24 of 27 Listings

58Active

27 listings

3 Bedroom Homes in Chester, MD

Hide Map

24 of 27 Listings

Map

3 Bedroom Homes in Chester, MD

24 of 27 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

58Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

$944,900

3 bd · 3 ba · 2,761 sqft

275 Warbler Way, Chester, MD

Justin Kennedy · Samson Properties

50Active

$439,000

3 bd · 4 ba · 1,750 sqft

41-D Queen Catherine Ct, Chester, MD

Jackie B Daley · Northrop Realty

26Active

$389,900

3 bd · 3 ba · 1,899 sqft

108 Blenny Ln, Chester, MD

Carol L Tinnin · RE/MAX Leading Edge

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

82Active

$819,900

3 bd · 3 ba · 2,479 sqft

207 Thomas White Blvd, Chester, MD

Tim Karns · RE/MAX Components

68Active

$924,000

3 bd · 3 ba · 2,745 sqft

214 Bayberry Dr, Chester, MD

James C Corson · Benson & Mangold, LLC

35Active

$859,500

3 bd · 3 ba · 2,602 sqft

201 Switchgrass Way #34, Chester, MD

Bradley R Kappel · TTR Sotheby's International Realty

25Active

$1,200,000

3 bd · 4 ba · 2,930 sqft

117 Flycatcher Way, Chester, MD

David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

26Active

$1,100,000

3 bd · 3 ba · 2,789 sqft

123 Flycatcher Way, Chester, MD

David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

66Active

$899,000

3 bd · 3 ba · 2,464 sqft

148 Elinor St, Chester, MD

Tara Trout · Samson Properties

79Active

$897,750

3 bd · 2 ba · 2,331 sqft

320 Bayberry Dr, Chester, MD

Jeremy Michael McDonough · Mr. Lister Realty

56Active

$998,000

3 bd · 3 ba · 0 sqft

111 Marshgrass Way #41, Chester, MD

Margaret W Moran · Long & Foster Real Estate, Inc.

Price Reduced32Active

$374,900

3 bd · 2 ba · 1,524 sqft

2004 Bridgepointe Dr, Chester, MD

Sheryl Marie Carmody · RE/MAX Executive

Price Reduced27Active

$899,990

3 bd · 3 ba · 2,772 sqft

532 Warbler Way, Chester, MD

David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

Price Reduced27Active

$929,990

3 bd · 3 ba · 2,789 sqft

540 Warbler Way, Chester, MD

David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

63Active

$629,900

3 bd · 2 ba · 1,688 sqft

315 Bentons Pleasure Rd, Chester, MD

Douglas G Kayhoe · Douglas Realty LLC

Price Reduced39Active

$699,000

3 bd · 2 ba · 1,524 sqft

205 Riverside Dr, Chester, MD

Melissa A Chick · Engel & Volkers Annapolis

Price Reduced55Active

$374,900

3 bd · 2 ba · 1,885 sqft

6010 Bridgepointe Dr, Chester, MD

April L Heim · Rosendale Realty

Price Reduced36Active

$700,000

3 bd · 3 ba · 2,602 sqft

2000 Herons Nest Way #401, Chester, MD

Matthew Thomas Arnold · Real Broker, LLC

46Active

$599,900

3 bd · 4 ba · 2,076 sqft

1012 Auckland Way, Chester, MD

Jerrise Spencer · Redfin Corp

48Active

$425,500

3 bd · 4 ba · 2,100 sqft

807 Auckland Way, Chester, MD

David J. Moore · Real Broker, LLC - Chester

48Active

$435,000

3 bd · 3 ba · 1,595 sqft

106 Bodys Neck Rd, Chester, MD

William Warren Longest Jr. · Realty Navigator

Price Reduced38Active

$349,000

3 bd · 3 ba · 1,302 sqft

6005 Bridgepointe Dr, Chester, MD

Megan E Rosendale · Rosendale Realty

Price Reduced46Active

$354,900

3 bd · 3 ba · 1,302 sqft

5011 Bridgepointe Dr, Chester, MD

Nickolaus B Waldner · Keller Williams Realty Centre

Price Reduced38Active

$309,900

3 bd · 3 ba · 1,440 sqft

54-D Queen Caroline Ct, Chester, MD

Michelle DiDonato · Island Realty, LLC

Listing data & MLS disclosures

Bright MLS: 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 Realty.com 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.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-09-03 19:59:18 UTC

Chester housing market

August 2026 · This period is still settling

Selling at 99.4% of asking price

Buyers here are paying below asking. MLS · 15 sales · as of Aug 26, 2026

Homes that sold · County records, as of Aug 14, 2026

Median sale price: $567,500$387,500–$843,750 typical range
Price per sq. ft.: $317
Sales: 11
Paid in cash: 54.6%

Homes on the market · MLS, as of Aug 26, 2026–Aug 31, 2026

Median list price: $564,450
Homes for sale: 46
Median days on market: 17 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -8.8%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 1,728 sq. ft.

Chester, MD community profile

Area: 22.5 sq. mi.

Source: HJN community data

Explore Chester homes

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas

Listing data & MLS disclosures

Bright MLS: 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 Realty.com 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.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-09-03 19:59:18 UTC

Chester, MD community profile

Area: 22.5 sq. mi.

Source: HJN community data

Chester housing market

August 2026 · This period is still settling

Selling at 99.4% of asking price

Buyers here are paying below asking. MLS · 15 sales · as of Aug 26, 2026

Homes that sold · County records, as of Aug 14, 2026

Median sale price: $567,500$387,500–$843,750 typical range
Price per sq. ft.: $317
Sales: 11
Paid in cash: 54.6%

Homes on the market · MLS, as of Aug 26, 2026–Aug 31, 2026

Median list price: $564,450
Homes for sale: 46
Median days on market: 17 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -8.8%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 1,728 sq. ft.

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Chester housing market

Homes that sold · County records, as of Aug 14, 2026

Homes on the market · MLS, as of Aug 26, 2026–Aug 31, 2026

Price trend · Assessor repeat sales, as of Aug 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Chester, MD community profile

Explore Chester homes

Your local brokerage

Listing data & MLS disclosures

Chester, MD community profile

Chester housing market

Homes that sold · County records, as of Aug 14, 2026

Homes on the market · MLS, as of Aug 26, 2026–Aug 31, 2026

Price trend · Assessor repeat sales, as of Aug 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026