Annapolis, MD homes for sale & real estate

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ABOUT THIS HOME
Annapolis, MD Homes for Sale
Rare opportunity to own a charming 2-unit building in the heart of Eastport, offering water views from both units. Each residence features its own private entrance and deck, perfect for enjoying the sights and sounds of small town living and serene surroundings. Thoughtfully designed, both units include a comfortable living area, full kitchen, spacious bedroom, full bath, and convenient in-unit laundry. Just a short walk to Historic Downtown Annapolis, this property is ideal for investors or enjoying one unit while renting the other. Experience the best of Eastport living—steps from restaurants, marinas, and the waterfront lifestyle. The downstairs is a licensed short-term rental, and

$779,000

2 beds2 baths1,176 sq ft

320 Chester Ave, Annapolis, MD 21403

3,571 sq ft lot • Built 1920 • Listed 28 days

(410) 224-4999

ABOUT THIS HOME
Annapolis, MD Homes for Sale
Tucked away in the exclusive gated community of The Vineyards of Annapolis, this all-brick townhome combines timeless elegance with modern comfort in a tranquil setting. Designed with both style and function in mind, the home welcomes you with an open-concept layout and expansive windows that bathe each room in natural light with gleaming floors throughout. Many new upgrades include brand new HVAC and washer dryer. The water heater is less than 3 yrs. old and the original roof has been replaced. Enjoy years not worrying about expensive deferred maintenance! At the heart of the home is a large, open kitchen with plenty of space for cooking, dining, and gathering — ideal for both everyd

$689,900

3 beds3.5 baths3,000 sq ft

204 Burgundy Ln, Annapolis, MD 21401

$183 HOA • 2 garage spots • Built 2007

(301) 745-5500

ABOUT THIS HOME
Annapolis, MD Homes for Sale
Charming Cape Cod with Endless Potential in Cape St. Claire! Bring your vision to life in this classic 4-bedroom, 2-bath Cape Cod located in the sought-after Cape St. Claire community. Freshly painted , hardwood floors, plenty of natural light, and ready for your personal touch. The main level features a spacious floor plan with living room and dining room combined, featuring a pellet fire place, kitchen, two main-floor bedrooms and updated bath. Upstairs, two additional bedrooms and a second updated bath provide ample space for family or guests. Partially finished basement with plenty of space for storage. This 1/4 acre lot is perfect for outdoor living, gardening, or future additions.

$475,000

4 beds2 baths1,404 sq ft

1023 Mountain Top Dr, Annapolis, MD 21409

Playgrounds • 1/4 acre lot • Pellet fire place

(410) 529-7900

OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
Annapolis, MD Homes for Sale
This fantastic property with over 100 feet of waterfrontage is ideally located on a protected cove minutes from the Severn River and the Chesapeake Bay. The . 69 acre property boasts lovely views from Lake Ogleton to the Bay Bridge from its perfect perch on a gentle sloping hill. The shoreline is bulkheaded and there is a private pier with good water depth and lots of great dockage for all your watercraft. The original structure was one of the first in the neighborhood and has a two-story addition with a large kitchen and primary suite. The original house features spectacular views, charming living and dining rooms, two main-level bedrooms, and a fabulous sunroom. The expansive kitchen open

$1,775,000

3 beds2 baths2,970 sq ft

3137 Catrina Ln, Annapolis, MD 21403

Two story kitchen • Good water depth • Private pier

(410) 280-5600

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ABOUT THIS HOME
Annapolis, MD Homes for Sale
Welcome to 1576 Bay Head Road, a breathtaking custom-built waterfront estate on the peaceful Little Magothy River offering over an acre of privacy, 6,700 square feet of refined luxury, and direct access to the Chesapeake Bay in under five minutes. Built in 2017 and designed for modern living, this residence perfectly balances year-round comfort, elegance, and effortless waterfront enjoyment. Whether you’re hosting magical parties under the stars, intimate dinners by the fire, or grand holiday gatherings surrounded by family and friends, this home delivers the rare combination of sophistication, space, and setting that defines the Chesapeake lifestyle. The property’s rare level l

$3,325,000

6 beds5.5 baths6,732 sq ft

1576 Bay Head Rd, Annapolis, MD 21409

Sweeping river views • Two deep water slips • 60 foot private pier

(410) 263-8686

Property at 1071 Cedar Ridge Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$395,000

3 beds2.5 baths1,320 sq ft

1071 Cedar Ridge Ct, Annapolis, MD 21403

(410) 224-2200

Property at 410 Fox Hollow Ln, Annapolis, MD 21403, 4 beds, 3.5 baths

$725,000

4 beds3.5 baths3,240 sq ft

410 Fox Hollow Ln, Annapolis, MD 21403

(410) 972-4000

Property at 1909 Eleanor Ct, Annapolis, MD 21401, 5 beds, 3.5 baths

$950,000

5 beds3.5 baths4,790 sq ft

1909 Eleanor Ct, Annapolis, MD 21401

(410) 823-0033

Property at 1247 Ramblewood Dr, Annapolis, MD 21409, 4 beds, 2.5 baths

$555,000

4 beds2.5 baths1,728 sq ft

1247 Ramblewood Dr, Annapolis, MD 21409

(443) 292-6767

Property at 48 Murray Ave, Annapolis, MD 21401, 4 beds, 3.5 baths

$1,595,000

4 beds3.5 baths2,580 sq ft

48 Murray Ave, Annapolis, MD 21401

(202) 386-6330

Property at 192 Clay St, Annapolis, MD 21401, 2 beds, 1.5 baths

$299,900

2 beds1.5 baths1,244 sq ft

192 Clay St, Annapolis, MD 21401

(410) 260-2800

Property at 201 Bowie Ave, Annapolis, MD 21401, 4 beds, 3 baths

$574,900

4 beds3 baths1,709 sq ft

201 Bowie Ave, Annapolis, MD 21401

(410) 312-0000

Property at 3123 Arundel On The Bay Road - Taft Model, Annapolis, MD 21403, 4 beds, 2.5 baths

$799,990

4 beds2.5 baths2,580 sq ft

3123 Arundel On The Bay Road - Taft Model, Annapolis, MD 21403

(410) 255-3690

Property at 2704 Summerview Way #103, Annapolis, MD 21401, 2 beds, 2 baths

$365,000

2 beds2 baths1,285 sq ft

2704 Summerview Way #103, Annapolis, MD 21401

(301) 970-2447

Property at 66 Franklin St #101, Annapolis, MD 21401, 2 beds, 2 baths

$699,000

2 beds2 baths1,296 sq ft

66 Franklin St #101, Annapolis, MD 21401

(410) 263-8686

Property at 289 State St #4, Annapolis, MD 21403, 2 beds, 2.5 baths

$3,975,000

2 beds2.5 baths1,938 sq ft

289 State St #4, Annapolis, MD 21403

(410) 260-2800

Property at 1031 Lake Claire Dr, Annapolis, MD 21409, 4 beds, 2 baths

$539,900

4 beds2 baths1,728 sq ft

1031 Lake Claire Dr, Annapolis, MD 21409

(410) 987-9770

Property at 1138 Ramblewood Dr, Annapolis, MD 21409, 3 beds, 2.5 baths

$680,000

3 beds2.5 baths1,925 sq ft

1138 Ramblewood Dr, Annapolis, MD 21409

(410) 224-2200

Property at 111 Clay St, Annapolis, MD 21401, 3 beds, 1.5 baths

$525,000

3 beds1.5 baths1,568 sq ft

111 Clay St, Annapolis, MD 21401

(855) 450-0442

Property at 215 Chester Ave, Annapolis, MD 21403, 4 beds, 3.5 baths

$1,895,000

4 beds3.5 baths3,421 sq ft

215 Chester Ave, Annapolis, MD 21403

(410) 263-8686

Property at 901 Noah Winfield Ter #102, Annapolis, MD 21409, 2 beds, 2 baths

$525,000

2 beds2 baths1,732 sq ft

901 Noah Winfield Ter #102, Annapolis, MD 21409

(410) 263-3400

Property at 1141 Mainsail Dr, Annapolis, MD 21403, 4 beds, 2.5 baths

$890,000

4 beds2.5 baths2,776 sq ft

1141 Mainsail Dr, Annapolis, MD 21403

(410) 260-2800

Property at 2664 Compass Dr, Annapolis, MD 21401, 2 beds, 2 baths

$455,000

2 beds2 baths1,145 sq ft

2664 Compass Dr, Annapolis, MD 21401

(410) 263-8686

Property at 15 E Nap Ln, Annapolis, MD 21409, 5 beds, 3 baths

$1,100,000

5 beds3 baths5,465 sq ft

15 E Nap Ln, Annapolis, MD 21409

(410) 819-2268

Property at 76 Old Mill Bottom Rd N #308, Annapolis, MD 21409, 2 beds, 2 baths

$511,311

2 beds2 baths1,076 sq ft

76 Old Mill Bottom Rd N #308, Annapolis, MD 21409

(703) 528-0390

Property at 1115 Lake Heron Dr Unit 3B, Annapolis, MD 21403, 2 beds, 2 baths

$379,000

2 beds2 baths1,412 sq ft

1115 Lake Heron Dr Unit 3B, Annapolis, MD 21403

(443) 901-2200

Property at 1553 Star Pine Dr, Annapolis, MD 21409, 2 beds, 1.5 baths

$346,000

2 beds1.5 baths1,060 sq ft

1553 Star Pine Dr, Annapolis, MD 21409

(410) 267-9020

Property at 932 Riversedge Cir, Annapolis, MD 21401, 2 beds, 1 bath

$389,000

2 beds1 bath912 sq ft

932 Riversedge Cir, Annapolis, MD 21401

(410) 263-3400

Property at 411 Ridgely Ave, Annapolis, MD 21401, 4 beds, 4.5 baths

$3,950,000

4 beds4.5 baths5,950 sq ft

411 Ridgely Ave, Annapolis, MD 21401

(410) 280-5600

Property at 7002 Channel Village Ct #101, Annapolis, MD 21403, 2 beds, 2 baths

$525,000

2 beds2 baths1,319 sq ft

7002 Channel Village Ct #101, Annapolis, MD 21403

(410) 263-8686

Property at 173 Williams Dr, Annapolis, MD 21401, 4 beds, 3.5 baths

$1,425,000

4 beds3.5 baths2,382 sq ft

173 Williams Dr, Annapolis, MD 21401

(410) 280-5600

Property at 1979 Baltimore Annapolis Blvd, Annapolis, MD 21409, 5 beds, 2 baths

$3,200,000

5 beds2 baths5,522 sq ft

1979 Baltimore Annapolis Blvd, Annapolis, MD 21409

(240) 383-1350

Property at 228 Dubois Rd, Annapolis, MD 21401, 4 beds, 3 baths

$675,000

4 beds3 baths2,900 sq ft

228 Dubois Rd, Annapolis, MD 21401

(410) 260-2800

Property at 34 Lafayette Ave, Annapolis, MD 21401, 3 beds, 1 bath

$599,900

3 beds1 bath2,280 sq ft

34 Lafayette Ave, Annapolis, MD 21401

(410) 547-1116

Property at 289 Hillsmere Dr, Annapolis, MD 21403, 3 beds, 1 bath

$519,000

3 beds1 bath1,176 sq ft

289 Hillsmere Dr, Annapolis, MD 21403

(888) 860-7369

Property at 32 East St, Annapolis, MD 21401, 3 beds, 2.5 baths

$1,200,000

3 beds2.5 baths2,100 sq ft

32 East St, Annapolis, MD 21401

(410) 263-8686

Property at 2075 Old Admiral Ct, Annapolis, MD 21401, 4 beds, 4.5 baths

$689,900

4 beds4.5 baths3,000 sq ft

2075 Old Admiral Ct, Annapolis, MD 21401

(443) 904-4037

Property at 310 Adams St, Annapolis, MD 21403, 3 beds, 4.5 baths

$1,598,000

3 beds4.5 baths2,572 sq ft

310 Adams St, Annapolis, MD 21403

(410) 263-8686

Property at 301 Unity Ln, Annapolis, MD 21401, 5 beds, 5.5 baths

$1,167,000

5 beds5.5 baths7,616 sq ft

301 Unity Ln, Annapolis, MD 21401

(301) 570-0087

Property at 1915 Towne Centre Blvd #1004, Annapolis, MD 21401, 2 beds, 2 baths

$975,000

2 beds2 baths1,794 sq ft

1915 Towne Centre Blvd #1004, Annapolis, MD 21401

(410) 263-3400

Property at 51 Franklin St, Annapolis, MD 21401, 2 beds, 2.5 baths

$1,749,900

2 beds2.5 baths2,269 sq ft

51 Franklin St, Annapolis, MD 21401

(410) 263-8686

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Average home prices near Annapolis, MD

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Annapolis, MD real estate trends

All Home Types trends in Annapolis, MD

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$547,500

-23.2% YoY | Oct 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2025

Growth

% YoY

Annapolis, MD

$547,500

-23.2%

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