21409, MD homes for sale & real estate

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903 Noah Winfield Ter #303, Annapolis, MD 21409
903 Noah Winfield Ter #303, Annapolis, MD 21409
903 Noah Winfield Ter #303, Annapolis, MD 21409
ABOUT THIS HOME
21409, MD Homes for Sale
Stunning Penthouse in Four Seasons at St. Margaret’s – A Premier 55+ Community! Discover luxury and convenience in this beautifully maintained penthouse unit, nestled in the sought-after Four Seasons at St. Margaret’s. Designed for effortless living, this home features an elevator-equipped building, garage and an inviting open floor plan with soaring vaulted ceilings. Step inside to find gorgeous wood flooring extending through the foyer, living, dining, kitchen, and hallway areas. The updated kitchen boasts granite countertops, stainless steel appliances (2020), a stove with a convection oven option, pantry cabinets with roll-out shelving (2020), and under-cabinet lightin

$520,000

2 beds2 baths1,516 sq ft

903 Noah Winfield Ter #303, Annapolis, MD 21409

$454 HOA • Garage • Community pool

(410) 721-1500

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1576 Bay Head Rd, Annapolis, MD 21409
1576 Bay Head Rd, Annapolis, MD 21409
1576 Bay Head Rd, Annapolis, MD 21409
ABOUT THIS HOME
21409, MD Homes for Sale
Boating season is here! Welcome to 1576 Bay Head Road, an exceptional waterfront estate where luxury living meets the ultimate Chesapeake Bay lifestyle. Perfectly situated on a private one-acre lot along the calm, protected waters of the Little Magothy River, this 6,700+ sq. ft. custom home offers the rare opportunity to be out on the Bay in under five minutes—just in time for boating season. Whether it’s a morning fishing run, an afternoon cruise, or a sunset sail with friends, this property was designed for those who live life on the water. Built in 2017 with meticulous attention to detail, this residence delivers refined design and modern comfort across three spacious level

$3,500,000

6 beds5.5 baths6,732 sq ft

1576 Bay Head Rd, Annapolis, MD 21409

1 acre lot • 3 garage spots • Car-dependent

(410) 263-8686

3D WALKTHROUGH

1165 Green Holly Ct, Annapolis, MD 21409
1165 Green Holly Ct, Annapolis, MD 21409
1165 Green Holly Ct, Annapolis, MD 21409
ABOUT THIS HOME
21409, MD Homes for Sale
Cape St. Claire Home sold with Extra Lot and Detached Garage Plans! This lovely Cape St. Claire property boasts an extra lot, offering more space for your family to enjoy. The Seller is working on providing approved plans and permit for a detached garage, adding even more potential. Upon entering the home, you’ll immediately feel at ease. The spacious living room, which could also serve as a formal dining area, features a cozy fireplace. The kitchen, with its wall of windows, brings the outdoors in, providing an abundance of natural light. The first-floor bedroom is perfect for a variety of needs, and the entryway to the family room creates an ideal space for a child’s play or

$585,000

3 beds2 baths2,218 sq ft

1165 Green Holly Ct, Annapolis, MD 21409

0.48 acre lot • 2 garage spots • Community pool

(443) 274-1900

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205 Winchester Beach Dr, Annapolis, MD 21409
205 Winchester Beach Dr, Annapolis, MD 21409
205 Winchester Beach Dr, Annapolis, MD 21409
ABOUT THIS HOME
21409, MD Homes for Sale
Winchester-on-the-Severn Waterfront! This modern home is only surpassed by the all encompassing, elevated views of the Severn River. Exquisite finishes are the hallmark of this elegant 5 bedroom 5.5 bath brick home where no details were compromised in presenting a home of distinction. Floor to ceiling sliding LaCantina glass doors blur the line of indoor and outdoor living and showcase the water beyond. If you can look away from the view, the marble slab fireplace, beamed ceiling and wet bar truly elevate the scene in the spacious great room. The chef's gourmet kitchen is sure to impress with Wolf and Sub-Zero ultra premium appliances and is well-equipped for large parties or intimate dinn

$6,498,000

5 beds5.5 baths6,911 sq ft

205 Winchester Beach Dr, Annapolis, MD 21409

1.1 acre lot • 2 garage spots • Car-dependent

(410) 280-5600

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1604 Winchester Rd, Annapolis, MD 21409
1604 Winchester Rd, Annapolis, MD 21409
1604 Winchester Rd, Annapolis, MD 21409
ABOUT THIS HOME
21409, MD Homes for Sale
THE FRIARY a Trophy property in a league of its own! Set on 23 private acres overlooking a gracious bend of the Severn River with 1,500ft of prime waterfrontage, just minutes from downtown Annapolis and less than an hour from the nation's capital, lies one of the most distinctive estates offered for sale on the East Coast. A true architectural masterpiece, this exquisite 35,000+ sqft residence, is the result of a mammoth and complex renovation that brought it back to its classic Georgian style yet with an acknowledgment of the owner's contemporary tastes and interests. Formerly a Capuchin monastery, this stately brick structure offers modern amenities for comfortable family living yet eas

$19,995,000

7 beds10.5 baths35,435 sq ft

1604 Winchester Rd, Annapolis, MD 21409

22.52 acre lot • 9 garage spots • Pool

(410) 280-5600

Property at 987 St Johns Drive - Taft Model, Annapolis, MD 21409, 4 beds, 2.5 baths

$874,990

4 beds2.5 baths2,740 sq ft

987 St Johns Drive - Taft Model, Annapolis, MD 21409

(410) 255-3690

Property at 1410 Stepney Rd, Annapolis, MD 21409, 5 beds, 2 baths

$600,000

5 beds2 baths2,054 sq ft

1410 Stepney Rd, Annapolis, MD 21409

(410) 544-4000

Property at 1825 Johnson Rd, Annapolis, MD 21409, 5 beds, 3.5 baths

$985,000

5 beds3.5 baths3,028 sq ft

1825 Johnson Rd, Annapolis, MD 21409

(301) 854-2155

Property at 1707 Ritchie Hwy, Annapolis, MD 21409, 6 beds, 4.5 baths

$1,325,000

6 beds4.5 baths6,196 sq ft

1707 Ritchie Hwy, Annapolis, MD 21409

(410) 972-4000

Property at 78 Old Mill Bottom Rd N #207, Annapolis, MD 21409, 2 beds, 2 baths

$523,655

2 beds2 baths1,318 sq ft

78 Old Mill Bottom Rd N #207, Annapolis, MD 21409

(202) 280-2396

Property at 78 Old Mill Bottom Rd N #112, Annapolis, MD 21409, 2 beds, 2 baths

$624,410

2 beds2 baths1,621 sq ft

78 Old Mill Bottom Rd N #112, Annapolis, MD 21409

(202) 280-2396

Property at Element 1 Bed Plan, Annapolis, MD 21409, 1 bed, 2 baths

$459,900

1 bed2 baths1,076 sq ft

Element 1 Bed Plan, Annapolis, MD 21409

Listing provided by Zillow

Property at Element 2 Bed Plan, Annapolis, MD 21409, 2 beds, 2 baths

$472,070

2 beds2 baths1,210 sq ft

Element 2 Bed Plan, Annapolis, MD 21409

Listing provided by Zillow

Property at 78 Old Mill Bottom Rd Unit TK23PX, Annapolis, MD 21409, 2 beds, 2 baths

$519,090

2 beds2 baths1,318 sq ft

78 Old Mill Bottom Rd Unit TK23PX, Annapolis, MD 21409

Listing provided by Zillow

$495,000

3 beds2.5 baths2,545 sq ft

418 Cranes Roost Ct, Annapolis, MD 21409

(410) 721-9600

Property at 1167 Green Holly Dr, Annapolis, MD 21409

$165,000

— beds— baths— sq ft

1167 Green Holly Dr, Annapolis, MD 21409

(443) 274-1900

Property at Shot Town Rd, Annapolis, MD 21409

$750,000

— beds— baths— sq ft

Shot Town Rd, Annapolis, MD 21409

(410) 647-8000

Property at Bay Head Rd, Annapolis, MD 21409

$575,000

— beds— baths— sq ft

Bay Head Rd, Annapolis, MD 21409

(410) 643-5005

Property at 1440 Whitehall Rd, Annapolis, MD 21409

$749,900

— beds— baths— sq ft

1440 Whitehall Rd, Annapolis, MD 21409

(410) 266-5100

Property at 1444 Whitehall Rd, Annapolis, MD 21409

$749,900

— beds— baths— sq ft

1444 Whitehall Rd, Annapolis, MD 21409

(410) 266-5100

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Average home prices near 21409, MD

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21409, MD real estate trends

All Home Types trends in 21409, MD

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$555,000

-6.2% YoY | May 2025

1 year
3 year
5 year

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

Location

Data

May 2025

Growth

% YoY

21409, MD

$555,000

-6.2%

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