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509 Properties Available

Name: Open House - 12PM-2PM
Start: 2026-08-08T12:00:00.000Z
End: 2026-08-08T14:00:00.000Z
Location: 866 CHESTNUT TREE DR, Annapolis, MD 21409

The average price in the selected areas has remained stable. Learn more

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866 CHESTNUT TREE DR, Annapolis, MD 21409

1/26

Open Sat 12PM-2PM

$575,000

5 Beds3 Baths2,842 SqFt

866 CHESTNUT TREE DR, Annapolis, MD 21409

MLS# MDAA2153252

Listed by Samson Properties

379 BLOSSOM TREE DR, Annapolis, MD 21409

1/29

Open Sun 1PM-3PM

$500,000

4 Beds2 Baths1,840 SqFt

379 BLOSSOM TREE DR, Annapolis, MD 21409

MLS# MDAA2152908

Listed by Samson Properties

2729 YEOMANS LANTERN CT, Annapolis, MD 21401

1/54

Open Sat 11AM-1PM

$484,900

2 Beds2 Baths1,234 SqFt

2729 YEOMANS LANTERN CT, Annapolis, MD 21401

MLS# MDAA2152088

Listed by Academy Realty Inc.

1/48

Coming Soon

$770,000

4 Beds3 Baths2,200 SqFt

907 MONROE ST, Annapolis, MD 21403

MLS# MDAA2151298

Listed by Engel & Volkers Annapolis

2102 CHESAPEAKE HARBOUR DR E, Annapolis, MD 21403

1/49

Open Sat 1PM-3PM

$685,000

3 Beds3 Baths1,666 SqFt

2102 CHESAPEAKE HARBOUR DR E, Annapolis, MD 21403

MLS# MDAA2153010

Listed by Compass

1/6

Coming Soon

$880,000

4 Beds5 Baths3,722 SqFt

1007 HARBOR DR, Annapolis, MD 21403

MLS# MDAA2152848

Listed by CENTURY 21 New Millennium

1/43

Open Sat 11AM-1PM

$575,000

3 Beds4 Baths2,283 SqFt

1151 AUGUST DR, Annapolis, MD 21403

MLS# MDAA2153000

Listed by EXP Realty, LLC

1/3

Coming Soon

$499,000

2 Beds3 Baths1,960 SqFt

19 DORSET CT, Annapolis, MD 21403

MLS# MDAA2152986

Listed by Next Step Realty, LLC.

1/32

Open Sun 1PM-3PM

$475,000

3 Beds3 Baths1,617 SqFt

527 LEFTWICH LN, Annapolis, MD 21401

MLS# MDAA2152202

Listed by Northrop Realty

422 BLOSSOM TREE DR, Annapolis, MD 21409

1/35

Open Sat 12PM-2PM

$390,000

2 Beds2 Baths1,456 SqFt

422 BLOSSOM TREE DR, Annapolis, MD 21409

MLS# MDAA2151890

Listed by Samson Properties

Coming Soon

$665,000

3 Beds4 Baths2,638 SqFt

2734 GINGERVIEW LN, Annapolis, MD 21401

MLS# MDAA2151180

Listed by TTR Sotheby's International Realty

1/69

Coming Soon

$2,150,000

4 Beds3 Baths2,703 SqFt

13 FRANKLIN ST, Annapolis, MD 21401

MLS# MDAA2152252

Listed by Long & Foster Real Estate, Inc.

1/26

Open Thu 4PM-6PM

$995,000

3 Beds3 Baths1,611 SqFt

8 CONSTITUTION SQ, Annapolis, MD 21401

MLS# MDAA2151878

Listed by Compass

1674 HOMEWOOD LANDING RD, Annapolis, MD 21409

1/81

Coming Soon

$1,600,000

3 Beds3 Baths2,380 SqFt

1674 HOMEWOOD LANDING RD, Annapolis, MD 21409

MLS# MDAA2150194

Listed by Douglas Realty LLC

1/53

Open Sat 12PM-2PM

$874,999

4 Beds4 Baths3,340 SqFt

1070 FOXCROFT RUN, Annapolis, MD 21401

MLS# MDAA2151908

Listed by Trademark Realty, Inc

1/40

Coming Soon

$725,000

4 Beds5 Baths2,180 SqFt

124 TREBLIS WAY, Annapolis, MD 21403

MLS# MDAA2151696

Listed by Long & Foster Real Estate, Inc.

1/47

Open Sun 10AM-12PM

$610,000

4 Beds3 Baths2,168 SqFt

994 HILLENDALE DR, Annapolis, MD 21409

MLS# MDAA2151396

Listed by LPT Realty, LLC

602 JAMES WALKER PL, Annapolis, MD 21401

1/46

Open Sat 1PM-3PM

$589,900

3 Beds5 Baths2,272 SqFt

602 JAMES WALKER PL, Annapolis, MD 21401

MLS# MDAA2150042

Listed by Taylor Properties

1/49

Open Fri 2PM-4PM

$845,000

4 Beds3 Baths2,229 SqFt

100 OAK DR, Annapolis, MD 21403

MLS# MDAA2149498

Listed by Innovative Properties, Inc.

1/23

Open 8/15 12PM-2PM

$319,900

2 Beds1 Bath1,133 SqFt

1231 GEMINI DR #L, Annapolis, MD 21403

MLS# MDAA2149672

Listed by Redfin Corp

1/68

Open Sat 11AM-1PM

$1,350,000

4 Beds4 Baths3,316 SqFt

107 MONTICELLO AVE, Annapolis, MD 21401

MLS# MDAA2143068

Listed by EXP Realty, LLC

2978 VALLEY VIEW RD, Annapolis, MD 21401

1/60

Open Sun 12PM-2PM

$950,000

4 Beds4 Baths2,553 SqFt

2978 VALLEY VIEW RD, Annapolis, MD 21401

MLS# MDAA2149336

Listed by Long & Foster Real Estate, Inc.

1/53

Open Sun 1PM-3PM

$1,075,000

4 Beds3 Baths2,072 SqFt

700 N HOLLY DR, Annapolis, MD 21409

MLS# MDAA2141328

Listed by Keller Williams Capital Properties

1/41

Open Sun 2PM-4PM

$1,049,900

3 Beds3 Baths1,500 SqFt

20 SHAW ST, Annapolis, MD 21401

MLS# MDAA2148526

Listed by Coldwell Banker Realty

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509 Properties

509 Properties Available

Default

List

The average price in the selected areas has remained stable. Learn more

1/26 26

5 Beds 3 Baths 2,842 SqFt

$575,000
Open Sat 12PM-2PM

866 CHESTNUT TREE DR, Annapolis, MD 21409

MLS# MDAA2153252

Listed by Samson Properties

Single Family Home
1/29 29

4 Beds 2 Baths 1,840 SqFt

$500,000
Open Sun 1PM-3PM

379 BLOSSOM TREE DR, Annapolis, MD 21409

MLS# MDAA2152908

Listed by Samson Properties

Single Family Home
1/54 54

2 Beds 2 Baths 1,234 SqFt

$484,900
Open Sat 11AM-1PM

2729 YEOMANS LANTERN CT, Annapolis, MD 21401

MLS# MDAA2152088

Listed by Academy Realty Inc.

Townhouse
1/48 48

4 Beds 3 Baths 2,200 SqFt

$770,000
Coming Soon

907 MONROE ST, Annapolis, MD 21403

MLS# MDAA2151298

Listed by Engel & Volkers Annapolis

Single Family Home
1/49 49

3 Beds 3 Baths 1,666 SqFt

$685,000
Open Sat 1PM-3PM

2102 CHESAPEAKE HARBOUR DR E, Annapolis, MD 21403

MLS# MDAA2153010

Listed by Compass

Condo
1/6 6

4 Beds 5 Baths 3,722 SqFt

$880,000
Coming Soon

1007 HARBOR DR, Annapolis, MD 21403

MLS# MDAA2152848

Listed by CENTURY 21 New Millennium

Single Family Home
1/43 43

3 Beds 4 Baths 2,283 SqFt

$575,000
Open Sat 11AM-1PM

1151 AUGUST DR, Annapolis, MD 21403

MLS# MDAA2153000

Listed by EXP Realty, LLC

Townhouse
1/3 3

2 Beds 3 Baths 1,960 SqFt

$499,000
Coming Soon

19 DORSET CT, Annapolis, MD 21403

MLS# MDAA2152986

Listed by Next Step Realty, LLC.

Townhouse
1/32 32

3 Beds 3 Baths 1,617 SqFt

$475,000
Open Sun 1PM-3PM

527 LEFTWICH LN, Annapolis, MD 21401

MLS# MDAA2152202

Listed by Northrop Realty

Condo
3D

2 Beds 2 Baths 1,456 SqFt

$390,000
Open Sat 12PM-2PM

422 BLOSSOM TREE DR, Annapolis, MD 21409

MLS# MDAA2151890

Listed by Samson Properties

Single Family Home, Townhouse
3 Beds 4 Baths 2,638 SqFt

$665,000
Coming Soon

2734 GINGERVIEW LN, Annapolis, MD 21401

MLS# MDAA2151180

Listed by TTR Sotheby's International Realty

Townhouse
1/69 69

4 Beds 3 Baths 2,703 SqFt

$2,150,000
Coming Soon

13 FRANKLIN ST, Annapolis, MD 21401

MLS# MDAA2152252

Listed by Long & Foster Real Estate, Inc.

Single Family Home
1/26 26

3 Beds 3 Baths 1,611 SqFt

$995,000
Open Thu 4PM-6PM

8 CONSTITUTION SQ, Annapolis, MD 21401

MLS# MDAA2151878

Listed by Compass

Single Family Home
3D

3 Beds 3 Baths 2,380 SqFt

$1,600,000
Coming Soon

1674 HOMEWOOD LANDING RD, Annapolis, MD 21409

MLS# MDAA2150194

Listed by Douglas Realty LLC

Single Family Home
1/53 53

4 Beds 4 Baths 3,340 SqFt

$874,999
Open Sat 12PM-2PM

1070 FOXCROFT RUN, Annapolis, MD 21401

MLS# MDAA2151908

Listed by Trademark Realty, Inc

Single Family Home
1/40 40

4 Beds 5 Baths 2,180 SqFt

$725,000
Coming Soon

124 TREBLIS WAY, Annapolis, MD 21403

MLS# MDAA2151696

Listed by Long & Foster Real Estate, Inc.

Townhouse
1/47 47

4 Beds 3 Baths 2,168 SqFt

$610,000
Open Sun 10AM-12PM

994 HILLENDALE DR, Annapolis, MD 21409

MLS# MDAA2151396

Listed by LPT Realty, LLC

Single Family Home
1/46 46

3 Beds 5 Baths 2,272 SqFt

$589,900
Open Sat 1PM-3PM

602 JAMES WALKER PL, Annapolis, MD 21401

MLS# MDAA2150042

Listed by Taylor Properties

Townhouse
1/49 49

4 Beds 3 Baths 2,229 SqFt

$845,000
Open Fri 2PM-4PM

100 OAK DR, Annapolis, MD 21403

MLS# MDAA2149498

Listed by Innovative Properties, Inc.

Single Family Home
1/23 23

2 Beds 1 Bath 1,133 SqFt

$319,900
Open 8/15 12PM-2PM

1231 GEMINI DR #L, Annapolis, MD 21403

MLS# MDAA2149672

Listed by Redfin Corp

Condo
3D

4 Beds 4 Baths 3,316 SqFt

$1,350,000
Open Sat 11AM-1PM

107 MONTICELLO AVE, Annapolis, MD 21401

MLS# MDAA2143068

Listed by EXP Realty, LLC

Single Family Home
1/60 60

4 Beds 4 Baths 2,553 SqFt

$950,000
Open Sun 12PM-2PM

2978 VALLEY VIEW RD, Annapolis, MD 21401

MLS# MDAA2149336

Listed by Long & Foster Real Estate, Inc.

Single Family Home
1/53 53

4 Beds 3 Baths 2,072 SqFt

$1,075,000
Open Sun 1PM-3PM

700 N HOLLY DR, Annapolis, MD 21409

MLS# MDAA2141328

Listed by Keller Williams Capital Properties

Single Family Home
1/41 41

3 Beds 3 Baths 1,500 SqFt

$1,049,900
Open Sun 2PM-4PM

20 SHAW ST, Annapolis, MD 21401

MLS# MDAA2148526

Listed by Coldwell Banker Realty

Single Family Home