Donovans Pier, MD homes for sale & real estate

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3D WALKTHROUGH

165 Woodside Trl, Annapolis, MD 21401
165 Woodside Trl, Annapolis, MD 21401
165 Woodside Trl, Annapolis, MD 21401
ABOUT THIS HOME
Donovans Pier, MD Homes for Sale
Welcome to 165 Woodside Trail, Annapolis, MD – a charming 4-bedroom, 2-bathroom home nestled in the sought-after water-privileged community of Cape St. John. This inviting property offers the ideal blend of comfort, convenience, and coastal lifestyle. Residents enjoy access to a private community beach, boat ramp, and water access to the scenic South River — perfect for kayaking, paddleboarding, or setting out on the boat. Thoughtfully updated, the home features a new trex deck, new windows, doors, siding, and gutters—all replaced in 2014—providing peace of mind and enhanced curb appeal. Inside, you'll find a bright and functional layout with spacious bedrooms, two f

$569,999

4 beds2 baths1,360 sq ft

165 Woodside Trl, Annapolis, MD 21401

New doors • New siding • Water access

(410) 255-3690

VIDEO TOUR

48 Poplar Point Rd, Edgewater, MD 21037
48 Poplar Point Rd, Edgewater, MD 21037
48 Poplar Point Rd, Edgewater, MD 21037
ABOUT THIS HOME
Donovans Pier, MD Homes for Sale
Breathtaking water views and private deep water pier combine for effortless waterfront living. Nestled in the heart of Poplar Point on a serene lot with 350 feet of shoreline, this beautifully updated waterfront home offers panoramic views, exceptional privacy, and a lifestyle designed around comfort, nature, and time on the water. Nearly every room faces the water, with full-width views enjoyed from the expansive deck, pool, and light-filled interior spaces. A wooded path winds through the property to a fire pit overlooking the water, creating a peaceful retreat-like setting. The private deep-water pier features four slips, a 15,000 lb boat lift, a jet ski lift, and space for a 70’ y

$3,750,000

6 beds5.5 baths6,380 sq ft

48 Poplar Point Rd, Edgewater, MD 21037

1.25 acre lot • 4 garage spots • Pool

(410) 280-5600

VIDEO TOUR

917 Childs Point Rd, Annapolis, MD 21401
917 Childs Point Rd, Annapolis, MD 21401
917 Childs Point Rd, Annapolis, MD 21401
ABOUT THIS HOME
Donovans Pier, MD Homes for Sale
This stunning waterfront retreat offers privacy, breathtaking views of Crab Creek and the South River, and a waterside pool. The newly extended pier can accommodate a 50' sailboat. South-facing exposure and walls of windows let in tons of natural light and the sunlight sparkles off the serene waters at the shoreline. The beautiful renovation by Gate One Builders and new hardwood flooring created an open-concept main level featuring floor-to-ceiling windows that showcase the water. Relax by the pool, or visit the private pier with a covered slip and 6-foot water depth—perfect for boating to the Chesapeake Bay. Inside, the sun-filled living room boasts a stacked stone fireplace and beau

$3,700,000

5 beds6 baths6,094 sq ft

917 Childs Point Rd, Annapolis, MD 21401

Waterside pool • Private pier • Newly extended pier

(410) 280-5600

27 Old South River Rd, Edgewater, MD 21037
27 Old South River Rd, Edgewater, MD 21037
27 Old South River Rd, Edgewater, MD 21037
ABOUT THIS HOME
Donovans Pier, MD Homes for Sale
Rare opportunity to purchase 26 + acres of waterfront on the South River! This just does not happen! 5 separate lots. Zoned MA2, R1, RLD/OS. Features 1 lot with brick rancher 4 bedrooms and 3 baths. Deep water pier with gazebo and boat house. Total water frontage is approx. 1200 feet. Endless opportunities to develop this gem. Family compound, private estate, horses, lots of privacy and nature. Near South River Bridge. Selling as an entire package. Includes parcels 157,158, 378,159 and 154. Agent related to owner. Appointment required. Tenant occupied.

$18,000,000

4 beds3 baths2,756 sq ft

27 Old South River Rd, Edgewater, MD 21037

Total water frontage • Gazebo • Boat house

(410) 923-6666

2946 Edgewater Dr, Edgewater, MD 21037
2946 Edgewater Dr, Edgewater, MD 21037
2946 Edgewater Dr, Edgewater, MD 21037
ABOUT THIS HOME
Donovans Pier, MD Homes for Sale
Step into timeless charm with this beautifully expanded 1930s cottage, perfectly blending classic character with modern updates. Nestled in a serene waterfront community, this home offers the best of coastal living—just a short walk to multiple community beaches, scenic nature trails, and two private docks with available slips. Imagine mornings on the front porch, greeting friendly neighbors, and evenings enjoying spectacular South River views from nearly every room. The open-concept layout is perfect for entertaining, featuring spacious, light-filled bedrooms and tastefully updated bathrooms. The heart of the home is the kitchen and dining area, where expansive windows and sliding gl

$995,000

4 beds2 baths1,795 sq ft

2946 Edgewater Dr, Edgewater, MD 21037

8,641 sq ft lot • 4 parking spots • Built 1930

(410) 263-8686

Property at 3015 Friends Rd, Annapolis, MD 21401, 6 beds, 6.5 baths

$3,250,000

6 beds6.5 baths4,750 sq ft

3015 Friends Rd, Annapolis, MD 21401

(410) 260-2800

Property at 201 Edgewater Dr, Edgewater, MD 21037, 5 beds, 4.5 baths

$1,900,000

5 beds4.5 baths2,642 sq ft

201 Edgewater Dr, Edgewater, MD 21037

(410) 224-4999

Property at 370 S River Landing Rd #307, Edgewater, MD 21037, 3 beds, 3.5 baths

$1,000,000

3 beds3.5 baths4,236 sq ft

370 S River Landing Rd #307, Edgewater, MD 21037

(410) 544-4000

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COMING SOON

431 Shore Dr, Edgewater, MD 21037
431 Shore Dr, Edgewater, MD 21037
431 Shore Dr, Edgewater, MD 21037
ABOUT THIS HOME
Donovans Pier, MD Homes for Sale
Coming soon—where water views truly take center stage! This charming 2-bedroom, 2-bath home boasts an updated kitchen and a bright, open-plan living area on the first floor, with unobstructed views of Almhouse Creek from every window. Enjoy five community beaches (including one just across the street), a playground at your doorstep, and a marina with piers around the corner—perfect for weekend boating adventures. No flood insurance is required on this home, making waterfront living carefree and affordable. If you’ve been searching for a tranquil community where the water is always in view, your search ends here.

$525,000

2 beds2 baths1,029 sq ft

431 Shore Dr, Edgewater, MD 21037

4,000 sq ft lot • 5 parking spots • Built 1940

(410) 505-9700

COMING SOON

406 Warwick Pl, Edgewater, MD 21037
ABOUT THIS HOME
Donovans Pier, MD Homes for Sale
Opportunity knocks in the heart of Woodland Beach! Located at 406 Warwick Pl in Edgewater, MD, this 3 bedroom, 2 bath home offers partial water views and endless potential for savvy investors or builders. Sitting on a generous 12,000 sq ft lot, this property comes with a 2-car detached garage and the possibility of major upside. According to the Anne Arundel County Planner of the Day, the lot may be sub-dividable into two separate building lots (buyer to verify), opening the door to a wide range of possibilities: Buy and Flip – Renovate the existing home and sell it with an ARV approaching $500K. .. Buy, Subdivide and Build – Develop two new homes in a highly desirable waterfron

$250,000

3 beds2 baths1,404 sq ft

406 Warwick Pl, Edgewater, MD 21037

0.28 acre lot • 2 garage spots • Built 1961

(443) 221-4120

917 Arbutus Rd, Annapolis, MD 21403
917 Arbutus Rd, Annapolis, MD 21403
917 Arbutus Rd, Annapolis, MD 21403
ABOUT THIS HOME
Donovans Pier, MD Homes for Sale
Welcome to 917 Arbutus Road—an extraordinary waterfront property nestled on 5 private acres with deep water on Crab Creek minutes from downtown Annapolis. This mid-century modern home offers over 3656 SF of light-filled living space, with soaring ceilings, expansive glass walls, and panoramic views of water and nature. The main level boasts four bedrooms and open-concept living areas designed for both comfort and entertaining. Enjoy sunsets from the oversized deck or relax by the heated saltwater pool and a charming private guest/pool house with an additional 470 feet comfortable living space. Boaters will appreciate the deep-water at the pier (10 ft MLW), the 300+ feet of frontage

$5,250,000

5 beds3.5 baths3,945 sq ft

917 Arbutus Rd, Annapolis, MD 21403

5.03 acre lot • 8 parking spots • Pool

(410) 263-8686

2709 Summerview Way #303, Annapolis, MD 21401
2709 Summerview Way #303, Annapolis, MD 21401
2709 Summerview Way #303, Annapolis, MD 21401
ABOUT THIS HOME
Donovans Pier, MD Homes for Sale
Come tour this updated two story sought after 3rd floor penthouse with cathedral ceilings that offers 2 bedrooms and 2.5 bathrooms. Super clean, in the desired community of Riva Trace. Backing up to the peacefulness and quietness of the expansive forest, the outside deck will allow you to enjoy morning coffee or a glass of wine in the evening. If you want to stay inside, then grab a book and cozy up to the natural wood burning fireplace. Freshly painted and a new HVAC installed last spring, new lighting fixtures and fans throughout the home. The primary suite offers a large bedroom, walk-in closet, dressing room, dual sinks, new glass shower, jacuzzi tub in the primary bathroom and a pri

$425,000

2 beds2.5 baths1,934 sq ft

2709 Summerview Way #303, Annapolis, MD 21401

$477 HOA • Built 1990 • Listed 6 days

(410) 643-2244

229 Bowen Ct, Annapolis, MD 21401
229 Bowen Ct, Annapolis, MD 21401
229 Bowen Ct, Annapolis, MD 21401
ABOUT THIS HOME
Donovans Pier, MD Homes for Sale
Experience over 5,000 square feet of refined comfort in this beautifully appointed 4-bedroom, 2.5-bath Colonial, nestled at the end of a quiet cul-de-sac in the highly desirable Bowen Manor community of Annapolis. From the moment you step inside, you’ll appreciate the soaring ceilings, abundant natural light, and seamless flow that make this home perfect for grand entertaining and effortless everyday living. The main level is anchored by a expansive kitchen featuring a large center island, double ovens, and a sunny eat-in area that opens to the spacious family room with a cozy gas fireplace. A bright, window-lined sunroom just off the kitchen provides a welcoming spot for morning cof

$849,900

4 beds2.5 baths4,221 sq ft

229 Bowen Ct, Annapolis, MD 21401

Expansive kitchen • Formal dining room • Primary suite

(443) 454-1470

1428 Oak Bluff Rd, Edgewater, MD 21037
1428 Oak Bluff Rd, Edgewater, MD 21037
1428 Oak Bluff Rd, Edgewater, MD 21037
ABOUT THIS HOME
Donovans Pier, MD Homes for Sale
Welcome to 1428 Oak Bluff Road—where expansive water views and thoughtful updates create a rare retreat in Edgewater! Set on a spacious . 33-acre lot with sweeping vistas of Almshouse Creek, this beautifully maintained home offers privacy, comfort, and an inviting connection to the Chesapeake environment. Step inside to over 2,300 finished square feet of bright, open living space. The main level features a spacious living and dining area with large windows framing the water and direct access to an expansive Trex deck (2022). The updated kitchen includes new GE appliances (2023), refaced cabinetry and under-cabinet lighting (2025), and generous counter space—designed for everyday

$774,900

4 beds3 baths2,357 sq ft

1428 Oak Bluff Rd, Edgewater, MD 21037

0.33 acre lot • 2 garage spots • Built 1979

(301) 970-2447

Property at 114 Calhoun St, Edgewater, MD 21037, 4 beds, 4.5 baths

$719,200

4 beds4.5 baths1,820 sq ft

114 Calhoun St, Edgewater, MD 21037

(443) 757-3400

Property at 244 Ebb Point Ln, Annapolis, MD 21401, 4 beds, 3.5 baths

$950,000

4 beds3.5 baths3,103 sq ft

244 Ebb Point Ln, Annapolis, MD 21401

(301) 472-4422

Property at 356 Broadview Ln, Annapolis, MD 21401, 4 beds, 3 baths

$999,999

4 beds3 baths1,906 sq ft

356 Broadview Ln, Annapolis, MD 21401

(888) 860-7369

Property at 219 Bowen Ct, Annapolis, MD 21401, 5 beds, 4.5 baths

$865,000

5 beds4.5 baths4,601 sq ft

219 Bowen Ct, Annapolis, MD 21401

(410) 429-7425

Property at 1539 Pine Whiff Ave, Edgewater, MD 21037, 4 beds, 4 baths

$1,399,000

4 beds4 baths4,956 sq ft

1539 Pine Whiff Ave, Edgewater, MD 21037

(410) 729-7700

Property at 84 Two Rivers Dr, Edgewater, MD 21037, 4 beds, 3.5 baths

$555,000

4 beds3.5 baths2,488 sq ft

84 Two Rivers Dr, Edgewater, MD 21037

(443) 274-1900

Property at 242 Tilden Way #7242, Edgewater, MD 21037, 3 beds, 2 baths

$484,000

3 beds2 baths2,092 sq ft

242 Tilden Way #7242, Edgewater, MD 21037

(410) 721-9600

Property at 712 Pearson Point Pl, Annapolis, MD 21401, 5 beds, 4.5 baths

$950,000

5 beds4.5 baths5,184 sq ft

712 Pearson Point Pl, Annapolis, MD 21401

(410) 280-5600

Property at 709 Pilot House Dr, Annapolis, MD 21401, 4 beds, 4.5 baths

$920,000

4 beds4.5 baths4,494 sq ft

709 Pilot House Dr, Annapolis, MD 21401

(410) 260-2800

Property at 176 Southdown Rd, Edgewater, MD 21037

$109,900

— beds— baths— sq ft

176 Southdown Rd, Edgewater, MD 21037

(301) 424-0900

Property at 1505 Grange Rd, Edgewater, MD 21037

$175,000

— beds— baths— sq ft

1505 Grange Rd, Edgewater, MD 21037

(410) 280-5600

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