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25 Properties Available In 21401

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2 TOLSON ST, Annapolis, MD 21401
1/82 82

$1,350,000

Open Sun 1PM-3PM

Single Family Home

6 Beds 5 Baths 3,318 SqFt

2 TOLSON ST, Annapolis, MD 21401

Tucked away at the end of a quiet street in sought after West Annapolis, this beautifully maintained home offers a rare ...

MLS# MDAA2148134

Listed by Coldwell Banker Realty

1422 WEST ST, Annapolis, MD 21401
1/71 71

$989,000

Open Fri 5PM-7PM

Single Family Home

8 Beds 4 Baths 3,108 SqFt

1422 WEST ST, Annapolis, MD 21401

One of Homewood's most distinctive homes, this 8-bedroom, 4-bath residence offers over 3,100 square feet and a truly uni...

MLS# MDAA2146038

Listed by Coldwell Banker Realty

89 SHIPWRIGHT ST, Annapolis, MD 21401
1/56 56

$1,985,000

Open 6/13 12PM-2PM

Single Family Home

4 Beds 4 Baths 3,126 SqFt

89 SHIPWRIGHT ST, Annapolis, MD 21401

Classic, white-shingled Colonial on one of the prettiest streets in Annapolis! Expanded rear yard, parking for 2–3 cars,...

MLS# MDAA2148056

Listed by Coldwell Banker Realty

87 SHIPWRIGHT ST, Annapolis, MD 21401
1/38 38

$1,850,000

Open 6/13 12PM-2PM

Single Family Home

6 Beds 5 Baths 2,744 SqFt

87 SHIPWRIGHT ST, Annapolis, MD 21401

Located in Annapolis' Historic District, this 4 story home offers a rare opportunity to own a spacious residence within ...

MLS# MDAA2146930

Listed by RE/MAX Executive

120 KINGSWOOD RD, Annapolis, MD 21401
1/56 56

$1,150,000

Open 6/13 11AM-1PM

Single Family Home

5 Beds 4 Baths 3,748 SqFt

120 KINGSWOOD RD, Annapolis, MD 21401

OPEN HOUSE CANCELLED Welcome to 120 Kingswood Road, a sanctuary offering privacy, comfort and charm tucked away on a se...

MLS# MDAA2147546

Listed by Coldwell Banker Realty

2054 QUAKER WAY #9, Annapolis, MD 21401
1/29 29

$340,000

Pending

Condo

2 Beds 2 Baths 1,114 SqFt

2054 QUAKER WAY #9, Annapolis, MD 21401

Welcome to this stunning 2-bedroom, 2-bath condo backing to private woods in the highly sought-after Windgate community....

MLS# MDAA2145352

Listed by The KW Collective

34 PINKNEY ST, Annapolis, MD 21401
1/38 38

$695,000

Open 6/13 11AM-1PM

Townhouse

2 Beds 2 Baths 1,040 SqFt

34 PINKNEY ST, Annapolis, MD 21401

How many times have you strolled Annapolis' streets and thought, "I wish I lived here!"? 34 Pinkney is your opportunity ...

MLS# MDAA2145798

Listed by TTR Sotheby's International Realty

216 BOWEN CT, Annapolis, MD 21401
1/58 58

$1,100,000

Open Sun 11AM-1PM

Single Family Home

4 Beds 5 Baths 4,032 SqFt

216 BOWEN CT, Annapolis, MD 21401

Open House Sunday 6/14 11am to 1pm!! Stately brick traditional in sought-after Bowen Manor community. - Turn key,move- i...

MLS# MDAA2145756

Listed by Coldwell Banker Realty

852 WOODMONT RD, Annapolis, MD 21401
1/37 37

$639,900

Open Sun 12PM-2PM

Single Family Home

3 Beds 2 Baths 1,910 SqFt

852 WOODMONT RD, Annapolis, MD 21401

Welcome to easy, one-level living in Heritage Harbour, Annapolis's premier 55+ active adult community. This well-maintai...

MLS# MDAA2146498

Listed by Next Step Realty, LLC.

2616 VANTAGE CV, Annapolis, MD 21401
1/61 61

$599,900

Open Sat 1PM-3PM

Condo

3 Beds 2 Baths 1,707 SqFt

2616 VANTAGE CV, Annapolis, MD 21401

Located in the desirable Middle Coves section of Heritage Harbour, this non-age-restricted 3-bedroom, 2-bath home offers...

MLS# MDAA2146826

Listed by Academy Realty Inc.

45 HARBOUR HEIGHTS DR, Annapolis, MD 21401
1/9 9

$395,000

Pending

Condo

3 Beds 2 Baths 1,464 SqFt

45 HARBOUR HEIGHTS DR, Annapolis, MD 21401

This rare 3 bedroom, 2 bath condo offers a spacious, open feel thanks to its 9'‑foot ceilings and well‑designed layout. ...

MLS# MDAA2146150

Listed by Aray Realty Corporation PC

930 ASTERN WAY #510, Annapolis, MD 21401
1/50 50

$299,900

Open 6/13 11AM-1PM

Condo

1 Bed 2 Baths 1,152 SqFt

930 ASTERN WAY #510, Annapolis, MD 21401

Welcome to 930 Astern Way — a completely renovated spacious 1-bedroom, 1½-bath condominium located in the sought-after 5...

MLS# MDAA2145386

Listed by Academy Realty Inc.

1588 EATON WAY, Annapolis, MD 21401
1/99 99

$3,195,000

Open 6/13 12PM-3PM

Single Family Home

6 Beds 6 Baths 6,639 SqFt

1588 EATON WAY, Annapolis, MD 21401

OPEN HOUSE SATURDAY JUNE 13, 2026 from 12-3pm! Welcome to 1588 Eaton Way, an extraordinary, waterfront Chesapeake Bay re...

MLS# MDAA2140638

Listed by Long & Foster Real Estate, Inc.

704 CALEB LN, Annapolis, MD 21401
1/50 50

$995,000

Open 6/13 2PM-4PM

Single Family Home

6 Beds 6 Baths 6,027 SqFt

704 CALEB LN, Annapolis, MD 21401

704 Caleb Lane is beautifully maintained and loaded with recent updates in the highly sought-after, amenity-rich Kingspo...

MLS# MDAA2145044

Listed by TTR Sotheby's International Realty

66 FRANKLIN ST #403, Annapolis, MD 21401
1/60 60

$1,175,000

Open Sun 1PM-3PM

Condo

2 Beds 3 Baths 1,349 SqFt

66 FRANKLIN ST #403, Annapolis, MD 21401

New Pricing ....Welcome to the heart of Annapolis and experience elegant downtown living at Acton's Landing, just footst...

MLS# MDAA2143400

Listed by Coldwell Banker Realty

83 MARKET ST, Annapolis, MD 21401
1/51 51

$2,295,000

Open 6/13 12PM-2PM

Single Family Home

5 Beds 4 Baths 3,178 SqFt

83 MARKET ST, Annapolis, MD 21401

A magazine-worthy Historic District renovation, completed in 2026. Designed by well-known Annapolis architect Jay Schwar...

MLS# MDAA2143042

Listed by Coldwell Banker Realty

2627 COMPASS DR, Annapolis, MD 21401
1/37 37

$477,900

Open 6/13 2PM-4PM

Townhouse

2 Beds 2 Baths 1,234 SqFt

2627 COMPASS DR, Annapolis, MD 21401

Open House Saturday, June 13th 2-4PM - Resort-Style Living in Heritage Harbour | Premier 55+ Community in Annapolis. We...

MLS# MDAA2143144

Listed by Rosendale Realty

2576 HIDDEN COVE RD #154, Annapolis, MD 21401
3D

$658,900

Open Sun 1PM-3PM

Condo

5 Beds 4 Baths 3,326 SqFt

2576 HIDDEN COVE RD #154, Annapolis, MD 21401

Fully updated and move-in ready, this impressive 5-bedroom, 3.5-bath home offers a finished lower level complete with a ...

MLS# MDAA2141470

Listed by Redfin Corp

86 HARBOUR HEIGHTS DR, Annapolis, MD 21401
1/34 34

$414,900

Open 6/13 3PM-5PM

Condo

3 Beds 3 Baths 1,524 SqFt

86 HARBOUR HEIGHTS DR, Annapolis, MD 21401

Welcome to 86 Harbour Heights Dr, Annapolis! This bright, move-in ready, 3-bedroom, two-level condo, offers modern comfo...

MLS# MDAA2140860

Listed by Keller Williams Realty Centre

1002 DREAMS LANDING WAY, Annapolis, MD 21401
1/48 48

$649,900

Open 6/13 12PM-2PM

Condo

2 Beds 2 Baths 1,718 SqFt

1002 DREAMS LANDING WAY, Annapolis, MD 21401

BOAT SLIP INCLUCED!!! Welcome to Dreams Landing, a picturesque and secluded waterfront community on the banks of the Sev...

MLS# MDAA2141616

Listed by Coldwell Banker Realty

2001 WARNERS TER N #102, Annapolis, MD 21401
1/24 24

$317,000

Open Sat 1PM-3PM

Condo

2 Beds 2 Baths 1,065 SqFt

2001 WARNERS TER N #102, Annapolis, MD 21401

Welcome to effortless living in one of Annapolis' most sought-after locations. With new systems like the **new price**We...

MLS# MDAA2140882

Listed by Long & Foster Real Estate, Inc.

940 ASTERN WAY #102A, Annapolis, MD 21401
1/60 60

$310,000

Open 6/13 10AM-12PM

Condo

1 Bed 1 Bath 1,073 SqFt

940 ASTERN WAY #102A, Annapolis, MD 21401

Serenity Meets Convenience at The Reserve in Heritage Harbour, a premier 55+ community!<br>What sets this unit apart fro...

MLS# MDAA2135514

Listed by Keller Williams Flagship

214 SUMNER RD, Annapolis, MD 21401
1/37 37

$3,650

Open Wed 4PM-6PM

Single Family Home

2 Beds 2 Baths 1,425 SqFt

214 SUMNER RD, Annapolis, MD 21401

Welcome to a truly one-of-a-kind rental in one of Annapolis's most beloved and vibrant neighborhoods. This stunning Admi...

MLS# MDAA2148268

Listed by Engel & Volkers Annapolis

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