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1052 Benning Rd E, Galesville
$3,023,750
5 Beds ⋅ 5 Baths
Coastal chic meets timeless waterfront living on one of the West River’s most extraordinary settings. Set on nearly 1.2 private acres with more than 600 feet of shoreline, this exceptional waterfront retreat offers deep-water docking, a cedar shake roof, flagstone patios, a saltwater pool, and sweeping views of the West River, protected marshes, and shimmering evening lights across the water. Designed to embrace its extraordinary setting, nearly every room offers a view to the water. Start your mornings watching the sunrise from the spacious sunroom, spend afternoons by the heated waterfront pool, unwind in the six-person spa overlooking the river, or relax in the soaking tub while taking in water views. Located in the charming waterfront village of Galesville, the home is just two doors from the West River Sailing Club, where you can enjoy sailing school, Wednesday night sailboat races, and the vibrant boating lifestyle. Cruise or stroll to local waterfront restaurants, churches, and the town’s beloved antique shop. Offering approximately 3,900 square feet, the home blends the timeless character of a classic waterfront residence with the comfort and convenience of thoughtful modern updates. The main level waterfront primary suite with French doors that lead to the pool and patio and is complemented by a second bedroom and 2 additional full baths on the first floor. Upstairs are three additional bedrooms, two full baths, and a spacious bonus room with vaulted ceilings, ideal as a family room, home office, fitness space, or guest retreat. Approached through a gated entrance, the property is framed by mature oaks, Southern magnolias, and specimen trees, creating exceptional privacy. A stately white picket fence atop a handcrafted dry-stack stone wall welcomes you home, while Otto Pond provides a peaceful natural buffer and a sheltered cove perfect for launching a kayak. Boaters will appreciate two private docks with multiple lifts, electric and water service, and 7MLW at the of the primary pier, ideal for larger powerboats and sailboats alike. See documents or ask listing agent for full list of features and updates.

1052 Benning Rd E, Galesville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: TTR Sotheby's International Realty.

4873 Anchors Way, Galesville
$1,090,000
2 Beds ⋅ 4 Baths
New Roof!! Custom designed, Nantucket-style home overlooking the natural beauty of Lerch Creek, just off the West River, in a serene waterfront setting with a beautifully landscaped yard. Home features cedar shake siding, a brick walkway, and a 3-car garage. Thoughtfully elevated to take full advantage of the views, the main living space is light-filled with wide plank Hickory floors and large windows framing the nature and river scenes. This home boasts custom craftsmanship and high-quality construction at every turn, including the metal interior railings and open tread stairs. The kitchen is outfitted with high-end appliances, including a Viking cooktop and Miele wall ovens, plus custom cabinetry, a spacious island with seating, and a generous walk-in pantry. The open living area features a wood stove and large sliding glass doors that lead to a generous deck overlooking Lerch Creek. Two bedrooms on the main level share a Jack and Jill bathroom. Upstairs, the private primary suite offers vaulted ceilings, a large walk-in closet, and a luxurious ensuite with a soaking tub, dual vanities, a large shower, and two water closets. Large windows show off the gorgeous views. The upper level also features laundry & a flexible sitting room or office space. The lower level includes the 3-car garage and over 900 sq ft of unfinished space with high ceilings, windows, and a sliding door, perfect for a workshop, hobbies, or future finished space. The 2.85 acres lot offers 260 feet of riparian waterfront with the potential to add a pier. Home sits outside of the flood zone. Relax on the deck while watching ospreys, eagles, and other wildlife in this peaceful, natural setting. Located in the sought-after, water-oriented community of Galesville, with access to pickleball courts, walking paths, a playground, and a fishing pier with a small beach (no HOA). Walk to two waterfront restaurants and marinas in town. There are memberships available at West River Sailing Club and the waterfront pool at West River Yacht Harbor. Centrally located, 25 minutes to Annapolis, 45 minutes to Washington DC, Baltimore & major airports.

4873 Anchors Way, Galesville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Engel & Volkers Annapolis.

1009 Main St, Galesville
$1,045,000
5 Beds ⋅ 4 Baths
LOCATION, LOCATION, LOCATION!! Be prepared to be blown away as you enter this incredible Custom Built ONE OF A KIND GEM with expansive views of the West River. With 5 bedrooms, 3.5 baths, over 3,300 square feet of living space, and an attached 1-car garage equipped with a built-in EV Charger. This rare opportunity offers luxury in an unmatched location. Situated on .56 acres, the home is just a short walk to some of Southern Anne Arundel County’s best restaurants, shopping, and marinas—with stunning views of the boats and water in every direction. Feel like taking a swim? Purchase a pass and enjoy the marina pool, which is only a two-block walk from the home! Sellers installed a mooring slip so you can keep your sailboat front and center! There are currently two deeded boat slips for sale at the Marina just steps away starting at $11,000. For $11,000 you could have a deeded protected slip and access to the Marina pool and amenities! Additional details can be provided upon request. No details were spared in the construction of this custom home! Inside, you are greeted by a cozy foyer equipped with built-ins. A half bath is just to your left as you enter. Gorgeous LVP flooring flows into the beautifully appointed kitchen featuring white shaker cabinet, quartz countertops, and luxury appliances. The great room, kitchen, and dining combination make for the perfect open concept for entertaining. The main-level primary suite includes walk-out access to the full-length covered porch, perfect for morning coffee with a view. The ensuite bathroom is well appointed boasting tile flooring, a custom vanity loaded with storage, a marble vanity top, luxurious fixtures, and a show stopping wet space that includes both a large shower and a jetted tub! The laundry room includes a large pantry area and built-ins with a large mop sink and a small wine cooler. Upstairs offers four more large bedrooms, two well-appointed bathrooms, an office, and a separate living area complete with a wet bar, and private access to the upper-level porch—perfect for extended guests or multi-generational living. The home was built with luxury, energy efficiency, and eco-friendliness in mind. Outside you will find several rain gardens that are as functional as they are beautiful. The grounds are meticulously landscaped which draws in the eyes of just about everyone who passes by. The public pier and boat ramp across the street make it easy to drop in your small tender boat to access your mooring slip! The lifestyle provided by the location of this home, the custom craftsmanship, and the expansive west river views make this home truly one of a kind. You will NEVER find another one like it! Set up a tour to see this home ASAP before this opportunity passes you by!

1009 Main St, Galesville

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: Engel & Volkers Annapolis.

Riverside Dr Unit 5A, Galesville
$40,000
Price cut - Seller is moving and motivated to sell! Approximately 18’ x 60’ , 4 -5.5’ depth. Tucked along the scenic shores of the West River, this covered condominium boat slip at West River Yacht Harbour offers a unique opportunity to own your own waterfront escape without the upkeep of a traditional property. Covered slips here are exceptionally hard to come by, in addition to a breaking wall that reduces the impact of rough water during storms, making this a standout investment for both lifestyle and income potential. Imagine stepping aboard your boat as if it were your own private waterfront condo, your personal oasis on the water. Whether you’re enjoying peaceful mornings with coffee on deck or unwinding at sunset with panoramic river views, this slip delivers a true resort-style experience. Ownership includes access to a host of sought-after marina amenities, including a pool overlooking the river, a well-maintained bath house, and a charming gazebo perfect for relaxing or gathering with friends. The convenience of onsite services, a fuel dock, pump-out station, and winter water service for year-round usability. Flexible ownership options allow you to live aboard or generate rental income, making this an ideal choice for both personal enjoyment and smart investing. Perfectly located just south of the Chesapeake Bay Bridge, you’re a short cruise from the vibrant boating and dining scene of Annapolis and eastern shore.

Riverside Dr Unit 5A, Galesville

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Unrepresented.

Riverside Dr Unit BOATSLIP C21, Galesville
$10,000
Slip C21 at West River Yacht Harbor. Pier was just rebuilt with new electric service, new water plumbing, new planking. Space provided for a dock box at the slip. The waterfront pool has the best view anywhere! Galesville is a wonderful location for your weekend and summer boating. Walk to Pirates Cove Restaurant or Stan & Joe's Riverside. West River Sailing Club offers learn to sail programs for youth and adult, a pleasant social experience, Friday night dinners, and bar. West River is a premier location for boating to historic Annapolis, St. Michaels and Oxford. Reach your boat for weekend relaxation within 45 minutes from downtown D.C. or come down during the week and enjoy watching Wednesday night sailboat races.

Riverside Dr Unit BOATSLIP C21, Galesville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Unrepresented.

Riverside Dr Unit C4, Galesville
$10,000
Meet Slip C4 – Your Boat’s New Best Friend Galesville, MD at West River Yacht Harbor If slips could talk, C4 would tell you stories of peaceful sunsets, gentle tides, and a 30-foot Trojan Sea Raider or Hunter Sailboat resting comfortably after a day on the Bay. Measuring 12.5 ft x 30 ft with a 4 ft mean low water depth, this privately owned slip is more than just a place to dock — it’s a waterfront lifestyle upgrade. Located in the coveted West River Yacht Harbor, a condo marina recently named (again!) a Maryland Clean Marina, this well-appointed slip offers access to an unbeatable suite of owner-included amenities. Fuel up at the on-site gas dock with fixed and portable pump-out, unwind at the pool overlooking the water, or freshen up in the private full bathhouse. Need maintenance? A full-service mechanics house and large winter storage area are right here, ready when you! But that’s not all — Slip C4 sits just steps away from Pirate’s Cove, the beloved local restaurant known for its tropical vacation-at-home vibe, great food, and some of the best live music talent in the region. After a day on the water, you’re only a short stroll from a cold drink, fresh seafood, and the sound of guitars and good times drifting across the docks. Slip C4 also includes Wi-Fi access, picnic gazebos, occasional social events, and a close-knit boating community that blends easygoing charm with professional care. It’s just a short walk to more dining options, making weekend cruises and sunset dinners an effortless ritual. Whether you're looking to secure a year-round home for your vessel or just tired of scrambling for transient slips, Slip C4 is ready to welcome your boat like an old friend. Come see why this spot — tucked into the West River’s quiet, scenic embrace in Galesville, MD— one of the best-kept secrets for serious boaters with a taste for comfort, community, and convenience.

Riverside Dr Unit C4, Galesville

Listing courtesy of Hubble Bisbee Christie's International Real Estate. Contact:

Selling Office: Non Subscribing Office.

Riverside Dr Unit E8, Galesville
$4,500
ONLINE AUCTION: Bidding begins 09/11/2025 @ 10:00 AM. Bidding ends 09/15/2025 @ 11:10 AM. List Price is Suggested Opening Bid. Boat Slip for sale located in Galesville, Maryland within Anne Arundel County. The slip is a part of the West River Yacht Harbor and next to the West River Sailing Club. Unit E8 is uncovered. The slip is currently being rented for $1,950/season. West River Yacht Harbor is located along West River which filters out to the Chesapeake Bay. Deposit: $2,500. Rental Income | $1,950/season Amenities within West River Yacht Harbor: -Outdoor Swimming Pool -Bath House with Private Full Baths -Gas Dock with fixed pump out -Portable pump out -Wi-Fi Internet Access -Gazebos with picnic tables

Riverside Dr Unit E8, Galesville

Listing courtesy of Ashland Auction Group LLC. Contact:

Selling Office: Unrepresented Buyer Office.

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