View 3713 & 3711 Bayview Drive Chesapeake Beach, MD MLS# MDCA2027056
$865,000
2

Beds

1.0

Baths

869

Sq.Ft.

3713 & 3711 Bayview Drive

Chesapeake Beach, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 8047 Windward Key Drive Chesapeake Beach, MD MLS# MDCA2025610
1 of 53
OPEN HOUSE: Saturday 6/13 1:00 PM - 3:00 PM
$849,900
4

Beds

4.1

Baths

2,632

Sq.Ft.

8047 Windward Key Drive

Chesapeake Beach, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 8054 Windward Key Drive Chesapeake Beach, MD MLS# MDCA2025332
$849,900
4

Beds

4.1

Baths

2,876

Sq.Ft.

8054 Windward Key Drive

Chesapeake Beach, MD

Bright
Courtesy of RE/MAX REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 4014 Band Shell Court Chesapeake Beach, MD MLS# MDCA2026926
$845,900
3

Beds

2.0

Baths

2,042

Sq.Ft.

4014 Band Shell Court

Chesapeake Beach, MD

Bright
Courtesy of RE/MAX UNITED REAL ESTATE
View 8316 Legacy Circle Chesapeake Beach, MD MLS# MDCA2027098
$845,000
6

Beds

4.0

Baths

4,265

Sq.Ft.

8316 Legacy Circle

Chesapeake Beach, MD

Bright
Courtesy of KELLER WILLIAMS FLAGSHIP
View 8076 Windward Key Drive Chesapeake Beach, MD MLS# MDCA2026440
$824,900
4

Beds

4.1

Baths

2,950

Sq.Ft.

8076 Windward Key Drive

Chesapeake Beach, MD

Bright
Courtesy of RE/MAX REALTY GROUP
View 8229 Bayside Road Chesapeake Beach, MD MLS# MDCA2024816
$777,000
4

Beds

3.1

Baths

2,700

Sq.Ft.

8229 Bayside Road

Chesapeake Beach, MD

Bright
Courtesy of REDFIN CORP
View 8048 Windward Key Drive Chesapeake Beach, MD MLS# MDCA2026816
$759,900
3

Beds

4.1

Baths

2,583

Sq.Ft.

8048 Windward Key Drive

Chesapeake Beach, MD

Bright
Courtesy of COMPASS
View 8314 Bayside Road Chesapeake Beach, MD MLS# MDCA2025262
  • New Construction with Virtual Tour
1 of 16
$699,999
4

Beds

2.1

Baths

1,802

Sq.Ft.

8314 Bayside Road

Chesapeake Beach, MD

Bright
Courtesy of JPAR REAL ESTATE PROFESSIONALS
View 3436 Hill Gail Drive Chesapeake Beach, MD MLS# MDCA2027032
$699,990
5

Beds

3.1

Baths

4,210

Sq.Ft.

3436 Hill Gail Drive

Chesapeake Beach, MD

Bright
Courtesy of KELLER WILLIAMS FLAGSHIP
View 2944 Heritage Drive Chesapeake Beach, MD MLS# MDCA2026314
$699,000
4

Beds

3.1

Baths

2,856

Sq.Ft.

2944 Heritage Drive

Chesapeake Beach, MD

Bright
Courtesy of RE/MAX ONE
View 3741 Pinewood Court Chesapeake Beach, MD MLS# MDCA2026972
$675,000
4

Beds

3.1

Baths

2,613

Sq.Ft.

3741 Pinewood Court

Chesapeake Beach, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 2465 Woodland Court Chesapeake Beach, MD MLS# MDCA2026436
$649,990
4

Beds

3.1

Baths

2,440

Sq.Ft.

2465 Woodland Court

Chesapeake Beach, MD

Bright
Courtesy of O'BRIEN REALTY ERA POWERED
View 3238 Rector Lookout Chesapeake Beach, MD MLS# MDCA2025234
$625,000
3

Beds

3.1

Baths

3,058

Sq.Ft.

3238 Rector Lookout

Chesapeake Beach, MD

Bright
Courtesy of REDFIN CORP
View 2637 Richfield Lane Chesapeake Beach, MD MLS# MDCA2025972
$620,000
4

Beds

2.1

Baths

2,274

Sq.Ft.

2637 Richfield Lane

Chesapeake Beach, MD

Bright
Courtesy of O'BRIEN REALTY ERA POWERED
View 2630 Richfield Lane Chesapeake Beach, MD MLS# MDCA2027232
$619,900
4

Beds

2.1

Baths

2,276

Sq.Ft.

2630 Richfield Lane

Chesapeake Beach, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 8499 Saint Andrews Chesapeake Beach, MD MLS# MDCA2027768
$605,000
4

Beds

3.1

Baths

3,049

Sq.Ft.

8499 Saint Andrews

Chesapeake Beach, MD

Bright
Courtesy of HUTCHINS PROPERTIES
View 4111 Pinewood Terrace Chesapeake Beach, MD MLS# MDCA2025942
$599,000
4

Beds

3.0

Baths

2,196

Sq.Ft.

4111 Pinewood Terrace

Chesapeake Beach, MD

Bright
Courtesy of EXP REALTY, LLC
View 3570 Ponds Wood Drive Chesapeake Beach, MD MLS# MDCA2026890
$589,000
5

Beds

3.1

Baths

3,364

Sq.Ft.

3570 Ponds Wood Drive

Chesapeake Beach, MD

Bright
Courtesy of DEEP ROOTS REAL ESTATE
View 8236 Bayside Road Chesapeake Beach, MD MLS# MDCA2025486
$575,000
4

Beds

2.0

Baths

2,857

Sq.Ft.

8236 Bayside Road

Chesapeake Beach, MD

Bright
Courtesy of COLDWELL BANKER REALTY

About Chesapeake Beach

Listings in Chesapeake Beach, MD

77

Estimated median home price

$445,000
Chesapeake Beach MD Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Chesapeake Beach, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Chesapeake Beach, MD.

Homes for Sale by Price in Chesapeake Beach, MD

Price Count
$0 - 100K 4
$100K - 200K 6
$200K - 300K 4
$300K - 400K 17
$400K - 500K 17
$500K - 600K 9
$600K - 700K 9
$700K - 800K 2
$800K - 900K 6
$900K - 1M 0
$1M - Max 3

Homes for Sale by Type in Chesapeake Beach, MD

Property Type Count
Single Family 47
Townhouse 14
Condo 4
Commercial 1
Rental 11
Lots and Land 11
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 6/10/2026)

Information deemed reliable but not guaranteed.

Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

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 sold or are no longer being offered for sale.

© 2026 BrightMLS. All Rights Reserved.