21409, MD homes for sale & real estate

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OPEN SUN, 12PM TO 2PMFLOOR PLAN

ABOUT THIS HOME
21409, MD Homes for Sale
CASUAL ELEGANCE BEST DESCRIBES THIS COASTAL COLONIAL IN THE SOUGHT AFTER COMMUNITY OF PENDENNIS MOUNT JUST OVER THE NAVAL ACADEMY BRIDGE. THIS HOUSE IS SITUATED IN THE BEST LOCATION WITHIN THE NEIGHBORHOOD AND ON ONE OF THE BEST LOTS. LARGE LEVEL FRONT AND BACKYARDS(HARD TO FIND IN PENDENNIS). THIS HOME OFFERS 4/5 BEDROOMS & 3.5 BATHS. FULLY FINISHED LOWER LEVEL WITH ADDITIONAL BEDROOM & BATH FOR GUESTS(OR MIDS)! COMFY LIVING ROOM WITH BIG PICTURE WINDOW LOOKING AT YOUR IDYLLIC FRONT YARD. GREAT ENTERTAINING FLOW FROM THE GOURMET KITCHEN INTO THE OVERSIZED FAMILY ROOM WITH PLENTY OF EXTRA SEATING. WALK OUT ONTO THE DECK OVERLOOKING THE BEAUTIFULLY LANDSCAPED LARGE LEVEL BACKYAR

$985,000

5 beds3.5 baths2,504 sq ft

1928 Pendennis Dr, Annapolis, MD 21409

Gourmet kitchen • Broadneck schools • 0.48 acre lot

(410) 263-8686

REDFIN OPEN SAT, 12PM TO 2PM3D WALKTHROUGH

ABOUT THIS HOME
21409, MD Homes for Sale
Welcome to this freshly painted 3-bedroom, 1.5-bath townhouse in Annapolis’s sought-after Whispering Woods community, located in the Blue Ribbon Broadneck school district. The updated kitchen features generous cabinetry, and new GE Café appliances, including an induction stove and dishwasher. LVT flooring flows throughout, and new carpet on the stairs, a new water heater, and new gutters add comfort and peace of mind. A screened-in sunroom and adjoining deck create inviting spaces to relax or entertain while enjoying views of the fenced backyard. The outdoor space also includes a concrete patio and storage shed. Residents can enjoy two separate children’s play areas withi

$370,000

3 beds1.5 baths1,280 sq ft

329 Charred Oak Ct, Annapolis, MD 21409

Induction stove • Concrete patio • Storage shed

NEW 28 HRS AGO

ABOUT THIS HOME
21409, MD Homes for Sale
This brand new, fully renovated 16-bedroom, 6-bathroom residence in Annapolis offers an exceptional opportunity for assisted living or specialized care operations. Thoughtfully redesigned and fully permitted with the county for use as an assisted living facility, the property combines modern upgrades with full regulatory compliance. The spacious layout features three separate living areas, providing flexibility for resident comfort, programming, or private quarters. A full kitchen serves the home, complemented by two additional kitchenettes for added convenience and efficiency. Designed with accessibility and safety as top priorities, the entire home is ADA compliant and equipped with two s

$1,499,000

16 beds6 baths5,719 sq ft

1349 Yorktown Rd, Annapolis, MD 21409

Fully renovated • Full kitchen • Ada compliant

(301) 924-8200

OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
21409, MD Homes for Sale
Welcome to Whispering Woods! This inviting three-bedroom, one-and-a-half-bath end-unit townhome offers approximately 1,496 square feet of living space, a wood-burning fireplace, and one of the community's most distinctive features — the largest yard among the townhomes in the neighborhood. The fenced outdoor space provides plenty of room to relax, entertain, garden, or simply enjoy a little extra breathing room. Inside, you'll find a comfortable layout with a welcoming living area anchored by a wood-burning fireplace. The kitchen was updated in 2016, and additional improvements include a renovated bath, new deluxe washer and dryer, and a replacement dishwasher (2025), upstairs floorin

$375,000

3 beds1.5 baths1,496 sq ft

322 Charred Oak Ct, Annapolis, MD 21409

Upstairs flooring • Renovated bath • Fenced outdoor space

(410) 224-2200

FLOOR PLAN

ABOUT THIS HOME
21409, MD Homes for Sale
Enjoy this large scenic lot w/ fully finished rancher & oversized 2 car garage just outside of downtown Annapolis. Open floor plan, cathedral ceilings, hardwood floors, skylights & more. Bulkheaded waterfront w/ 4 deep water slips. Main floor living, plus a walk out lower level. You will not want to miss this property!! It is truly one of a kind! Property needs updating. Call agent for details. Do not enter property without an appointment.

$1,750,000

3 beds3 baths3,502 sq ft

314 Kingsberry Dr, Annapolis, MD 21409

Open floor plan • Cathedral ceilings • Skylights

(410) 224-4400

Property at 76 Old Mill Bottom Rd N #201, Annapolis, MD 21409, 2 beds, 2 baths

$699,000

2 beds2 baths1,682 sq ft

76 Old Mill Bottom Rd N #201, Annapolis, MD 21409

(410) 224-2200

Property at 721 Fairway Dr, Annapolis, MD 21409, 3 beds, 3 baths

$250,000

3 beds3 baths1,820 sq ft

721 Fairway Dr, Annapolis, MD 21409

(703) 636-7300

Property at 1954 Baltimore Annapolis Blvd, Annapolis, MD 21409, 7 beds, 3.5 baths

$1,200,000

7 beds3.5 baths4,557 sq ft

1954 Baltimore Annapolis Blvd, Annapolis, MD 21409

(410) 823-0033

Property at 339 Elderwood Ct, Annapolis, MD 21409, 3 beds, 1.5 baths

$345,000

3 beds1.5 baths1,200 sq ft

339 Elderwood Ct, Annapolis, MD 21409

(410) 263-8686

Property at 1639 Colbert Rd, Annapolis, MD 21409, 4 beds, 3.5 baths

$999,999

4 beds3.5 baths2,400 sq ft

1639 Colbert Rd, Annapolis, MD 21409

(410) 255-3690

Property at 1193 Hampton Rd, Annapolis, MD 21409, 4 beds, 2 baths

$617,000

4 beds2 baths1,964 sq ft

1193 Hampton Rd, Annapolis, MD 21409

Property at 614 Edwards Rd, Annapolis, MD 21409, 4 beds, 2 baths

$528,000

4 beds2 baths1,508 sq ft

614 Edwards Rd, Annapolis, MD 21409

(410) 224-2200

Property at 962 Woodland Cir, Annapolis, MD 21409, 5 beds, 3.5 baths

$749,999

5 beds3.5 baths2,048 sq ft

962 Woodland Cir, Annapolis, MD 21409

(410) 758-0333

Property at 1434 Log Inn Rd, Annapolis, MD 21409, 3 beds, 1 bath

$289,000

3 beds1 bath1,092 sq ft

1434 Log Inn Rd, Annapolis, MD 21409

Property at 777 Windgate Dr, Annapolis, MD 21409, 4 beds, 2.5 baths

$799,000

4 beds2.5 baths3,063 sq ft

777 Windgate Dr, Annapolis, MD 21409

(410) 263-3400

Property at 1161 Green Holly Dr, Annapolis, MD 21409, 3 beds, 3 baths

$535,000

3 beds3 baths2,059 sq ft

1161 Green Holly Dr, Annapolis, MD 21409

(410) 823-0033

Property at 700 Mount Alban Dr, Annapolis, MD 21409, 4 beds, 2.5 baths

$699,000

4 beds2.5 baths1,798 sq ft

700 Mount Alban Dr, Annapolis, MD 21409

(410) 263-3400

Property at 1230 Hilltop Dr, Annapolis, MD 21409, 5 beds, 2 baths

$550,000

5 beds2 baths2,387 sq ft

1230 Hilltop Dr, Annapolis, MD 21409

(410) 263-3400

Property at 19 W Severn Ridge Rd, Annapolis, MD 21409, 3 beds, 3 baths

$979,900

3 beds3 baths2,460 sq ft

19 W Severn Ridge Rd, Annapolis, MD 21409

(443) 292-6767

Property at 1501 Broadneck Pl #303, Annapolis, MD 21409, 2 beds, 2 baths

$385,000

2 beds2 baths1,235 sq ft

1501 Broadneck Pl #303, Annapolis, MD 21409

(888) 860-7369

Property at 1711 Ritchie Hwy, Annapolis, MD 21409, 5 beds, 4 baths

$1,125,000

5 beds4 baths5,086 sq ft

1711 Ritchie Hwy, Annapolis, MD 21409

(301) 970-2447

Property at 303 Wood Hollow Ct, Annapolis, MD 21409, 3 beds, 1.5 baths

$355,000

3 beds1.5 baths1,540 sq ft

303 Wood Hollow Ct, Annapolis, MD 21409

(410) 451-3300

Property at 626 Edwards Rd, Annapolis, MD 21409, 4 beds, 2 baths

$574,900

4 beds2 baths1,754 sq ft

626 Edwards Rd, Annapolis, MD 21409

(443) 906-3848

Property at 1422 Bay Head Rd, Annapolis, MD 21409, 4 beds, 3.5 baths

$925,000

4 beds3.5 baths3,004 sq ft

1422 Bay Head Rd, Annapolis, MD 21409

(301) 702-4200

Property at 311 Sloping Woods Ct, Annapolis, MD 21409, 3 beds, 3 baths

$379,900

3 beds3 baths1,672 sq ft

311 Sloping Woods Ct, Annapolis, MD 21409

(410) 263-8686

Property at 218 Wintergull Ln, Annapolis, MD 21409, 4 beds, 3.5 baths

$525,000

4 beds3.5 baths2,024 sq ft

218 Wintergull Ln, Annapolis, MD 21409

(410) 647-8000

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

$3,000,000

5 beds2 baths5,522 sq ft

1979 Baltimore Annapolis Blvd, Annapolis, MD 21409

(410) 263-8686

Property at 1099 Linden Tree Dr, Annapolis, MD 21409, 4 beds, 2 baths

$475,000

4 beds2 baths1,880 sq ft

1099 Linden Tree Dr, Annapolis, MD 21409

(443) 975-7555

Property at 1107 Commanders Way S, Annapolis, MD 21409, 3 beds, 1.5 baths

$355,000

3 beds1.5 baths1,200 sq ft

1107 Commanders Way S, Annapolis, MD 21409

(410) 224-2200

Property at 2035 Maidstone Farm Rd, Annapolis, MD 21409, 5 beds, 6.5 baths

$7,775,000

5 beds6.5 baths7,105 sq ft

2035 Maidstone Farm Rd, Annapolis, MD 21409

(410) 263-8686

Property at 1353 Yorktown Rd, Annapolis, MD 21409, 5 beds, 4.5 baths

$1,119,000

5 beds4.5 baths3,100 sq ft

1353 Yorktown Rd, Annapolis, MD 21409

(410) 560-3556

Property at 1202 Southview Drive - Taft Model, Annapolis, MD 21409, 4 beds, 2.5 baths

$869,990

4 beds2.5 baths3,381 sq ft

1202 Southview Drive - Taft Model, Annapolis, MD 21409

(410) 255-3690

Property at 1049 Sun Valley Dr, Annapolis, MD 21409, 4 beds, 2.5 baths

$879,990

4 beds2.5 baths2,472 sq ft

1049 Sun Valley Dr, Annapolis, MD 21409

(410) 255-3690

Property at 448 Cranes Roost Ct, Annapolis, MD 21409, 3 beds, 2 baths

$439,900

3 beds2 baths1,680 sq ft

448 Cranes Roost Ct, Annapolis, MD 21409

(410) 224-4999

Property at 633 Snow Goose Ln, Annapolis, MD 21409, 4 beds, 3 baths

$550,000

4 beds3 baths2,044 sq ft

633 Snow Goose Ln, Annapolis, MD 21409

(410) 255-3690

Property at 1622 Secretariat Dr, Annapolis, MD 21409, 3 beds, 1.5 baths

$424,900

3 beds1.5 baths1,060 sq ft

1622 Secretariat Dr, Annapolis, MD 21409

(301) 702-4200

Property at 1470 Log Inn Rd, Annapolis, MD 21409, 3 beds, 2 baths

$535,000

3 beds2 baths1,465 sq ft

1470 Log Inn Rd, Annapolis, MD 21409

(410) 465-1770

Property at 78 Old Mill Bottom Rd N #307, Annapolis, MD 21409, 2 beds, 2 baths

$499,900

2 beds2 baths1,318 sq ft

78 Old Mill Bottom Rd N #307, Annapolis, MD 21409

(703) 528-0390

Property at 76 Old Mill Bottom Rd N #205, Annapolis, MD 21409, 3 beds, 3 baths

$825,000

3 beds3 baths1,729 sq ft

76 Old Mill Bottom Rd N #205, Annapolis, MD 21409

(703) 528-0390

Property at 78 Old Mill Bottom Rd N #211, Annapolis, MD 21409, 2 beds, 2 baths

$679,000

2 beds2 baths1,723 sq ft

78 Old Mill Bottom Rd N #211, Annapolis, MD 21409

(410) 255-3690

Property at 76 Old Mill Bottom Rd N #102, Annapolis, MD 21409, 3 beds, 4.5 baths

$742,425

3 beds4.5 baths1,853 sq ft

76 Old Mill Bottom Rd N #102, Annapolis, MD 21409

(703) 528-0390

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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)

$677,301

+20.8% YoY | Sep 2026

1 year
3 year
5 year

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

Location

Data

Sep 2026

Growth

% YoY

21409, MD

$677,301

+20.8%

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322

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4.8

Satisfaction

3029

Homes closed*

* Data from the last year

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