Annapolis, MD homes for sale & real estate

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ABOUT THIS HOME
Annapolis, MD Homes for Sale
Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the Chesapeake lifestyle. Designed for both everyday comfort and effortless entertaining, the home offers an inviting open floor plan with seamless flow between the gourmet kitchen with center island, sunroom, soaring two-story living room, and adjacent family room. Walls of windows frame picturesque wate

$2,685,000

5 beds4.5 baths5,082 sq ft

3733 Thomas Point Rd, Annapolis, MD 21403

Boat lift • Multiple slips • Gourmet kitchen

(410) 280-5600

ABOUT THIS HOME
Annapolis, MD Homes for Sale
Commanding extraordinary panoramic Chesapeake Bay views from its south-facing setting, this exceptional waterfront estate offers 210 feet of shoreline on 3.10 private acres in the exclusive Maidstone Farm community. Designed to embrace its remarkable waterfront setting, the residence captures sweeping, unobstructed views from nearly every principal room, with magnificent sunrises, vibrant sunsets, and ever-changing Bay vistas creating a stunning backdrop for everyday living. Enjoy mornings overlooking the water, afternoons boating from your private pier, and evenings entertaining along the shoreline. The protected waters of Burley Creek feature a private pier with 6–7 feet MLW, a 34'

$8,750,000

5 beds6.5 baths7,105 sq ft

2035 Maidstone Farm Rd, Annapolis, MD 21409

3.1 acre lot • 4 garage spots • Pool

(410) 263-8686

VIDEO TOUR

ABOUT THIS HOME
Annapolis, MD Homes for Sale
This is a sought after MAIN FLOOR, END UNIT * * * Look at the floor plan (first shot in the photos) and see the difference * * * Light and open, this home has been completely remodeled and feels very different from other condos * * * Yes, Chesapeake Harbour has the two pools, one right on the bay. It has 'miles' of walkable private community beachfront. It has tennis and pickleball and beachside kayak, paddle board and canoe storage, and a launch area. It has a fully manned 24 hour security entry gate & on-site security personal, walking paths, a private marina and highly rated, marina side, restaurant and bar * * * LOOK AT THE PHOTOS * * * WATCH THE VIDEO * * * It's a

$575,000

2 beds2 baths1,282 sq ft

7048 Harbour Village Ct Unit T2, Annapolis, MD 21403

Completely remodeled • End unit • Main floor

(410) 263-8686

NEW CONSTRUCTION

ABOUT THIS HOME
Annapolis, MD Homes for Sale
Waterfront Views - Annapolis Roads Community! AMAZING BRAND NEW WATER VIEW HOME in a desirable Annapolis, MD location! This stunning 6 bedroom, 3 full bathroom residence offers multigenerational living plus all the amenities of Annapolis Roads . Ask about the lock and leave lifestyle. Situated in the sought-after Annapolis Roads community, the home occupies a premium 20,125 sq ft corner lot and features a 2-car side load garage. Special features include Special financing 2/1/buydown at 4.5 % Included two year lawn maintenance 9-foot ceilings and LVP hardwood floors throughout Gourmet kitchen with stainless steel appliances, 42-inch white maple cabinets, large island and quartz countertops

$1,294,880

6 beds4 baths3,702 sq ft

2644 Claibourne Rd, Annapolis, MD 21403

0.46 acre lot • 2 garage spots • Built 2024

(410) 729-7700

ABOUT THIS HOME
Annapolis, MD Homes for Sale
Enjoy the perfect blend of comfort and convenience in this beautifully updated Annapolis home. This lower-level property offers unique privacy, enabling you to walk straight out onto your patio, perfect for a dog-loving family. Newly carpeted and freshly painted, this house is move-in ready! The interior features an open-concept living and dining area. The kitchen boasts Silestone countertops, a breakfast bar, a cozy dining nook, and stainless steel appliances. Enjoy serene, wooded views from the many large windows. This prime location is exceptionally close to the Annapolis Mall, Trader Joe’s, Whole Foods, and the Anne Arundel Medical Center (AAMC), just minutes from Route 50, I-97 (

$330,000

2 beds2 baths1,090 sq ft

2159 Scotts Crossing Ct #1, Annapolis, MD 21401

Lower-level property • Cozy dining nook • Breakfast bar

(410) 224-0600

Property at 1524 Cedar Lane Farm Rd, Annapolis, MD 21409, 7 beds, 5.5 baths

$6,995,000

7 beds5.5 baths9,024 sq ft

1524 Cedar Lane Farm Rd, Annapolis, MD 21409

(410) 280-5600

Property at 50-G Sandstone Ct, Annapolis, MD 21403, 2 beds, 2 baths

$280,000

2 beds2 baths1,010 sq ft

50-G Sandstone Ct, Annapolis, MD 21403

(410) 721-0103

Property at 122 Merryman Ct, Annapolis, MD 21401, 2 beds, 1.5 baths

$249,000

2 beds1.5 baths960 sq ft

122 Merryman Ct, Annapolis, MD 21401

(410) 224-2200

Property at Dana Point Plan, Annapolis, MD 21403, 4 beds, 3.5 baths

$1,595,000

4 beds3.5 baths4,400 sq ft

Dana Point Plan, Annapolis, MD 21403

Listing provided by Zillow

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 371 Carriage Park Way, Annapolis, MD 21401, 4 beds, 3.5 baths

$1,157,456

4 beds3.5 baths6,724 sq ft

371 Carriage Park Way, Annapolis, MD 21401

(410) 729-7700

Property at 2562 Carrollton Rd, Annapolis, MD 21403, 7 beds, 8.5 baths

$6,500,000

7 beds8.5 baths9,026 sq ft

2562 Carrollton Rd, Annapolis, MD 21403

(410) 266-0600

Property at 1132 Bay Ridge Rd, Annapolis, MD 21403, 3 beds, 2.5 baths

$650,000

3 beds2.5 baths1,644 sq ft

1132 Bay Ridge Rd, Annapolis, MD 21403

(443) 221-4120

Property at Malibu Plan, Annapolis, MD 21403, 6 beds, 5.5 baths

$1,795,000

6 beds5.5 baths5,600 sq ft

Malibu Plan, Annapolis, MD 21403

Listing provided by Zillow

Property at 1529 Ritchie Ln, Annapolis, MD 21401, 3 beds, 2.5 baths

$539,000

3 beds2.5 baths1,524 sq ft

1529 Ritchie Ln, Annapolis, MD 21401

(703) 570-7307

Property at 1019 President St, Annapolis, MD 21403, 3 beds, 2 baths

$380,000

3 beds2 baths1,350 sq ft

1019 President St, Annapolis, MD 21403

(301) 519-8100

Property at 708 Sydney Ter, Annapolis, MD 21401, 3 beds, 3 baths

$715,000

3 beds3 baths2,296 sq ft

708 Sydney Ter, Annapolis, MD 21401

(301) 970-2447

Property at 125 S Winchester Rd, Annapolis, MD 21409, 5 beds, 6 baths

$7,500,000

5 beds6 baths11,269 sq ft

125 S Winchester Rd, Annapolis, MD 21409

(410) 280-5600

Property at 349 Sherwood Trl, Annapolis, MD 21401, 3 beds, 4 baths

$2,395,000

3 beds4 baths3,185 sq ft

349 Sherwood Trl, Annapolis, MD 21401

(410) 280-5600

Property at 6 President Point Dr Unit B3, Annapolis, MD 21403, 3 beds, 2 baths

$975,000

3 beds2 baths1,467 sq ft

6 President Point Dr Unit B3, Annapolis, MD 21403

(410) 280-5600

Property at 1531 Hickory Wood Dr, Annapolis, MD 21409, 3 beds, 2 baths

$399,000

3 beds2 baths916 sq ft

1531 Hickory Wood Dr, Annapolis, MD 21409

(410) 255-0004

Property at 3268 Kitty Duvall Dr, Annapolis, MD 21403, 4 beds, 2.5 baths

$974,990

4 beds2.5 baths3,846 sq ft

3268 Kitty Duvall Dr, Annapolis, MD 21403

(301) 702-4200

Property at 1252 Creek Dr, Annapolis, MD 21403, 3 beds, 2 baths

$530,000

3 beds2 baths1,555 sq ft

1252 Creek Dr, Annapolis, MD 21403

(410) 729-7700

Property at 6 Tiburon Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$415,000

3 beds2.5 baths1,384 sq ft

6 Tiburon Ct, Annapolis, MD 21403

(410) 224-3600

Property at 1353 Yorktown Rd, Annapolis, MD 21409, 4 beds, 3.5 baths

$1,119,000

4 beds3.5 baths3,100 sq ft

1353 Yorktown Rd, Annapolis, MD 21409

(410) 560-3556

Property at 219 Lockwood Ct, Annapolis, MD 21403, 4 beds, 4 baths

$1,750,000

4 beds4 baths1,848 sq ft

219 Lockwood Ct, Annapolis, MD 21403

(410) 224-4999

Property at 238 King George St, Annapolis, MD 21401, 4 beds, 4 baths

$2,950,000

4 beds4 baths3,750 sq ft

238 King George St, Annapolis, MD 21401

(410) 263-8686

Property at 15 President Point Dr Unit B2, Annapolis, MD 21403, 2 beds, 2 baths

$975,000

2 beds2 baths1,260 sq ft

15 President Point Dr Unit B2, Annapolis, MD 21403

(410) 268-8400

Property at 5 Franklin St, Annapolis, MD 21401, 5 beds, 6.5 baths

$12,500,000

5 beds6.5 baths5,993 sq ft

5 Franklin St, Annapolis, MD 21401

(410) 280-5600

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 6 Belvedere Ct, Annapolis, MD 21403, 2 beds, 2.5 baths

$380,000

2 beds2.5 baths1,304 sq ft

6 Belvedere Ct, Annapolis, MD 21403

(410) 224-2200

Property at 10-K Sandstone Ct Unit K, Annapolis, MD 21403, 2 beds, 2 baths

$275,000

2 beds2 baths1,200 sq ft

10-K Sandstone Ct Unit K, Annapolis, MD 21403

(410) 272-4800

Property at 146 Duke Of Gloucester St, Annapolis, MD 21401, 4 beds, 3.5 baths

$1,950,000

4 beds3.5 baths3,042 sq ft

146 Duke Of Gloucester St, Annapolis, MD 21401

(410) 255-3690

Property at 8 Spa View Cir, Annapolis, MD 21401, 5 beds, 5.5 baths

$11,500,000

5 beds5.5 baths6,061 sq ft

8 Spa View Cir, Annapolis, MD 21401

(410) 263-8686

Property at 75 Shipwright St, Annapolis, MD 21401, 5 beds, 3.5 baths

$1,449,000

5 beds3.5 baths2,557 sq ft

75 Shipwright St, Annapolis, MD 21401

(410) 224-3600

Property at 1227-C Gemini Dr Unit C, Annapolis, MD 21403, 2 beds, 2 baths

$275,000

2 beds2 baths1,067 sq ft

1227-C Gemini Dr Unit C, Annapolis, MD 21403

(703) 349-3900

Property at 11 S Acton Pl, Annapolis, MD 21401, 4 beds, 3.5 baths

$7,250,000

4 beds3.5 baths3,658 sq ft

11 S Acton Pl, Annapolis, MD 21401

(844) 551-7325

Property at 1 Shipwright Hbr, Annapolis, MD 21401, 3 beds, 3.5 baths

$5,675,000

3 beds3.5 baths3,108 sq ft

1 Shipwright Hbr, Annapolis, MD 21401

(410) 280-5600

Property at 3 Cypress Rd, Annapolis, MD 21403, 3 beds, 1 bath

$350,000

3 beds1 bath1,206 sq ft

3 Cypress Rd, Annapolis, MD 21403

(866) 987-3937

Property at 25 Dorsey Ave, Annapolis, MD 21401, 4 beds, 3 baths

$529,900

4 beds3 baths1,092 sq ft

25 Dorsey Ave, Annapolis, MD 21401

Property at 102 Louis Dr, Annapolis, MD 21401, 2 beds, 1 bath

$360,000

2 beds1 bath714 sq ft

102 Louis Dr, Annapolis, MD 21401

Viewing page 6 of 8

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
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All Home Types

Median Sale Price (All Home Types)

$669,557

+1.2% YoY | Aug 2026

1 year
3 year
5 year

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

Location

Data

Aug 2026

Growth

% YoY

Annapolis, MD

$669,557

+1.2%

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