436 properties for sale in Holly Hill Harbor

A rare opportunity to own an extraordinary waterfront retreat on Whitemarsh Creek, just moments from the Rhode River. With over 100 feet of shoreline and sweeping, unobstructed water views, this exceptional property captures the very best of Chesapeake Bay living. Set on just over half an acre, this craftsman-style home was completely reimagined and rebuilt by a luxury custom builder in 2016, creating an eco-friendly residence where thoughtful design, quality craftsmanship, and breathtaking natural surroundings come together seamlessly. Inside, the home offers over three beautifully finished levels with 5 bedrooms and 4.5 baths, designed to maximize comfort, functionality, and the stunning waterfront setting. The main level features engineered wide-plank hickory flooring, skylights that flood the home with natural light, vaulted ceilings, and a welcoming living room with a gas fireplace and expansive water views. The chefs kitchen is the heart of the home, featuring a massive center is

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Direct water views of Glebe Creek make this a rare opportunity to own one of Woodland Beach's water view homes. Just moments from the South River and Chesapeake Bay combined with extensive updates throughout and access to the community's beaches, docks, kayak launches, and waterfront amenities. The flexible floor plan includes four bedrooms, two full bathrooms, two main level bedrooms, and two separate living spaces, each anchored by its own fireplace. The kitchen features a gas stove, brand new stainless steel appliances and was enhanced in recent years. The main level also offers a remodeled bathroom, a large laundry room with ample storage and newer cabinetry. Upstairs are two additional bedrooms, including one with a private en suite bathroom, spacious closet and a built in dresser. New carpet was installed in 2026, and the sunroom received new flooring in 2025. Major improvements include six mini split systems (2021), a tankless water heater, updated light fixtures, crown molding,

As-is. Welcome to Loch Haven Beach. 3440 South River Terrace boasts expansive water views of the South River. Check the Loch Haven community website for more information about this unique and historical waterfront community

Charming Fully Updated Home in Woodland Beach Water Privileged Community Welcome home to this adorable and beautifully updated property located in the highly sought after Woodland Beach water privileged community. This move in ready home offers comfort, style, and an unbeatable lifestyle. Step inside to a bright and inviting space filled with natural light, featuring brand new flooring and fresh paint throughout. The updated kitchen is both stylish and functional with stunning granite countertops, matching backsplash, and all new appliances. The bathroom has been thoughtfully renovated with modern tilework on both the walls and floors, creating a clean and refreshed feel. Major updates including a new HVAC system, furnace, hot water heater, and roof provide peace of mind for years to come. Outside, the home offers ample off street parking and a fully fenced yard, perfect for pets, entertaining, or simply enjoying your own private outdoor space. The yard is cozy and easy to maintain whi

Move-in ready home in the Woodland Beach area of Edgewater with major updates already completed. Recent improvements include brand new paint, carpet, and kitchen appliances, along with a new HVAC system (2023) and new well pump and pressure tank (2025). The home offers a comfortable and functional layout with hardwood floors, a fireplace, and inviting living spaces suited for everyday living and entertaining. Enjoy the outdoor space with a deck and fenced backyard, ideal for relaxing or hosting. Embrace the Chesapeake Bay lifestylebring your water toys and walk to neighborhood beaches and community docks. Conveniently located with easy access to Annapolis, major routes to DC & Baltimore, and local amenities. A great opportunity to own an updated home in a desirable Edgewater location and school district. Schedule your showing today!

Welcome to 3909 River Club Drive ONE LEVEL LIVING! A beautifully maintained custom home tucked away on nearly an acre in the sought-after River Club Estates community of Edgewater. Built in 2018, this spacious 4-bedroom, 2-bath residence offers over 2,200 square feet of thoughtfully designed one-level living, 870 sq ft with stairway access of unfinished storage with plywood flooring for future growth and development combining modern comfort with the privacy and tranquility of a wooded homesite. Over sized garage with tons of room and access. Voluntary community water access. Inside, youll find an open-concept layout ideal for both everyday living and entertaining, featuring generous living spaces, abundant natural light, and a well-appointed kitchen with ample cabinetry and workspace. The primary suite offers a peaceful retreat, while three additional bedrooms provide flexibility for guests, a home office, or growing households. The unfinished expansive attic space offers a flexible ar

This detached cottage-style home offers two bedrooms and one full bathroom in a thoughtfully designed layout. The interior features buffed and stained wood flooring, creating a warm and inviting feel throughout the living spaces. Recent updates include an updated heating system and a new water heater installed in 2026. Exterior highlights include attractive stonework and siding, a stone patio ideal for outdoor enjoyment, and a large backyard offering generous open space. Conveniently located with access to local amenities and major routes

Nestled in the charming water privileged community of Woodland Beach, this delightful ranch-style home, with tremendous curb appeal, offers a perfect blend of comfort with single-level living. Built in 1930 and thoughtfully renovated with a new roofline in 2000, this residence features three bedrooms and a well-appointed full bathroom, making it an ideal retreat for those seeking a cozy atmosphere. There have been many newer updates and upgrades, too many to mention here, but are listed with the disclosures. The heart of the home boasts a functional kitchen equipped with essential appliances, including a propane gas oven/range, brand new refrigerator, and free standing microwave. The inviting layout includes an enclosed side porch and provides ample space for relaxation and gatherings. Set on a generous 8,000 square foot lot, the well manicured property includes a quaint paved patio seating area in the rear and a large side yard. The property includes a large shed/shop with electric (a

Dont miss this adorable, well-maintained and beautifully updated home in the sought-after water-privileged community of Beverly Beach. Enjoy the ultimate coastal lifestyle in this 4-bedroom, 2 full bath home, just steps from sandy beaches, parks, and boating. Inside, youll find stylish LVP flooring, a spacious kitchen with stainless steel appliances, and plenty of room for dining and entertaining. The large family room is warm and inviting, featuring a cozy pellet stove, perfect for relaxing evenings at home. The primary suite offers its own private ensuite bath and a generously sized closet. Three additional well-proportioned bedrooms and a full guest bath provide ample space for family, guests, or a home office setup. Step outside and enjoy a backyard designed for both relaxation and fun. The property includes a storage shed and a versatile outbuildingideal for a gym, office, or workshop. After a day at the beach, rinse off in the convenient outdoor shower, then unwind by the firepit

Welcome to a home that immediately feels like home with three bedrooms, two full bathrooms, and a layout that simply works. The home has been carefully updated with great natural light throughout. The main level includes a living room, dining room, and kitchen, with the dining area opening to the back deck. A primary suite offers an en suite bathroom, while two additional bedrooms share a full hall bath. A dedicated laundry room provides added functionality with direct access to the side deck. Outdoor features include a back deck, side deck, and a spacious backyard with a side shed. The oversized driveway allows for side parking and multiple spaces in the front driveway. Situated in Woodland Beach, the community offers access to beaches, parks, playgrounds, a community hall, basketball courts, open fields, and boat ramps along the South River, with opportunities for kayaking, fishing, and everyday outdoor living. Convenient to Annapolis, commuter routes, and nearby shopping and dining

This to be built Chessie model has the perfect blend of the Southern Coastal feel meshed with Craftsman style. The photos show buyers previous builds and the gorgeous representation of the work they can do! Great standard features to include wood floors, ceramic tile baths, Granite counters, maple cabinets and Whirlpool kitchen appliances, two car garage and multiple porches. Buyer can choose their own finishes and upgrades too! Extra bonus. Builder will be finishing the basement! Selby on the Bay is a close knit community known for its beautiful clubhouse, beach, playground, basketball, kayak storage, boat ramp and the many marinas in the neighborhood to store you boat for a fee!

Come see this 4bedroom 4-bathroom home perfectly situated on a large fenced-in corner lot, great for entertaining just moments from the water in the community of Beverley Beach on the Mayo Peninsula. This home offers 2 master suites, one with a balcony and a Chesapeake Bay view. Hardwood floors on both levels, wood pellet fireplace and 2-car garage with the modern convenience of a 50-amp electric vehicle hookup for eco-conscious living. This beautiful community has 2 Marinas, Boat Slips, 300 Acre Park, and waterfront amenities

Affordable Coastal Living in Edgewater Updated, Move-In Ready, and Steps to the Water with professional pictures coming end of week Rare opportunity to own an updated home in Edgewater with water views and community beach access for under $400K. Located just a short walk approximately 100 yards from the community beach, this home offers the kind of lifestyle thats getting harder to find at this price point. Inside, the home has been extensively refreshed with almost all new flooring, all new paint throughout, updated bedrooms, recessed lighting through most of the house, and beautifully refinished cabinetry finished with bonding primer and paint for a clean modern look. Granite countertops, built-in kitchen seating, updated vanities, and a new tub add both style and functionality. The layout offers 2 bedrooms and 1.5 baths, plus a versatile loft area that works perfectly as a home office, gym, guest space, or additional living area. While not officially considered a bedroom due to the

Don't miss this opportunity to own a beautiful 4-bedroom, 2.5-bath, one car attached garage, granite counter topped kitchen, and fully finished basement home in one of the South River's most sought-after waterfront communities! Enjoy exclusive access to private community beaches, perfect for swimming, kayaking, fishing, or simply relaxing along the Chesapeake Bay. This well-maintained home features a newer roof and water heater, providing peace of mind for years to come. The attractive paver driveway adds exceptional curb appeal, while the spacious floor plan offers plenty of room for family living and entertaining. Conveniently located near shopping, dining, and marinas, this home combines the best of waterfront community living with everyday convenience. Schedule your private tour today!

Fully renovated home on three lots in water-oriented community of loch haven beach! Welcome to this beautifully 3 bedroom potientialy 4 bedroom just add a door. Currently can be used as community or bonus room with door exits on to deck, 3 1u002F2 baths with peaceful setting. Each bathroom offers light and vent fixtures equipped with built in bluetooth speakers, all bedrooms have smoke detectors hardwired with battery backup, shed and attic pull down with blown insulation additional electrical wiring potential garage or primary bedroom. Enter into the open main level brand new luxury vinyl plank flooring, new roof, new hvac system, new water treatment system providing modern style and peace of mind for years to come. Community amenities; playground, basketball, tennis, pickleball & volleyball courts, boat ramp with water access and picnic area. This move in ready home offers the perfect blend of comfort, recreation, and neighborhood charm!

Spectacular. 45 acre waterfront gem just off the South River in the sought after Shoreham Beach community! Arrive by car or by boat, and enjoy the private dock for boating, fishing, crabbing, viewing the AMAZING sunsets and seasonal fireworks displays. Enter the front of the home on the waterfront side into the sunroom with beautiful waterviews. The main level living room features a bay window and sliding glass doors to the deck facing the water and an updated full bathroom. Light and bright kitchen with corian countertops and separate dining room. The upper level newly renovated full bathroom features a spacious shower with dual shower heads and Toto toilet. The primary bedroom has a large window overlooking the water and 2 closets, one a walk-in. The second bedroom overlooks the large rear yard. The home is clean and updated with new luxury vinyl plank flooring, renovated full bathroom upstairs, updated main level full bathroom, fresh paint, replacement windows, new curtains and shad

Move-in Ready, 3 bedroom, 2 full/2 half bath, Garage Townhome in the sought-after Greens Community in SOUTH RIVER COLONY with large deck that backs to trees and the beautiful pond. All 3 levels are finished with a 4' bump out. Gleaming hardwood floors, open concept kitchen with large center island and granite countertops with recessed lighting. Large Primary Bedroom with walk-in closet and vaulted ceilings. Ensuite primary bath features a separate shower and soaking tub and lots of cabinetry. Lower level is perfect for hosting your Superbowl parties with a spacious Recreation Room with cozy gas fireplace featuring marble surround and built-in bookcases. Paver stone patio is located under the large deck that has a view of the community pond with walking trails. Newer roof and freshly painted in most of the home. New carpet. South River Colony is a premier community in Edgewater featuring the award-winning South River Golf Course (call for membership information), 2 sets of Tennis/Pickle

Water View Living with Private Marina Access & Walk to Beaches! Welcome to this beautifully maintained 3-bedroom, 2-bath home offering scenic water views and an incredible coastal lifestyle. The spacious kitchen is perfect for entertaining, while the fully finished basement provides flexible living space for a family room, home office, or recreation area. Step outside to your fully fenced yard and enjoy peaceful mornings or evening gatherings on the deck overlooking the water. Take advantage of your own private marina with a boat slip, allowing you to dock your boat just steps away and in full view from your deck, all for a minimal annual fee. This home also features new siding, roof, numerous updated windows, and a double driveway with space for up to four vehicles. Inside, youll find beautiful real hardwood floors that add warmth and character throughout. Located within walking distance to local beaches, this home offers the perfect blend of relaxation, convenience, and water-oriente

Be the first to see it! Schedule your showing now for Wednesday June 3rd! This beautiful colonial, built in 2014, perfectly blends modern upgrades with a fantastic location in one of Edgewaters most popular neighborhoods, Woodland Beach. If access to 5 local beaches, piers for fishing and crabbing, and parks and playgrounds weren't enough, this home is situated on a premium corner lot just minutes to all the shops, restaurants and Annapolis. The backyard is a true private oasis, with a meticulously landscaped backyard, fully enclosed by a tall privacy fence for ultimate seclusion and enjoyment. Step outside to a spacious back deck and patio area. Perfect for outdoor entertaining, relaxing with family, or soaking in the peaceful surroundings. Inside, the main level features a bright, flowing open-concept layout with abundant natural light pouring through generous windows. Beautiful hardwood floors grace the living spaces, creating a warm and inviting area. The heart of the main level is

BIG Price improvement! Experience waterfront living! This 3 year old, meticulously crafted 2,800 sq ft home presents an unparalleled opportunity to embrace breathtaking, expansive water views from nearly every room. The property features a convenient walk-out basement, providing direct access to your private pier, which is just steps away. Indulge in the exceptional amenities, including a brand-new 66-foot pier complete with electric, water hookups, and a robust 16,000 lb boat lift. With an impressive 8' Mean Low Water (MLW), this home is a true haven for water enthusiasts. Step inside to discover a haven of elegance, boasting exquisite hardwood floors throughout, complemented by oversized Anderson Casement 400 series windows that flood the space with natural light. The gourmet kitchen is a chef's dream, featuring sleek Quartz countertops and stylish Decora cabinets, enhanced by upgraded appliances. Cozy evenings are assured with a stunning 48' linear fireplace, beautifully framed by Q

Set along a coveted stretch of the Chesapeake Bay, this exceptional waterfront residence offers a rare combination of sweeping panoramic views, a sandy, private community beach, and beautifully curated indoor-outdoor living. From the moment you enter, the home is defined by its connection to the water. Sunlight pours into the main living spaces, where expansive Bay views take center stage and create a serene, ever-changing backdrop. The flow from interior to exterior is seamless. Step directly from the living room onto an expansive deck, ideal for elegant entertaining or quiet mornings by the water. Beyond, a striking dual-level deck extends toward the shoreline, thoughtfully designed to maximize both perspective and privacy. Overlooking the sandy beach below, it offers an elevated setting for gatherings, sunset cocktails, or simply taking in the rhythm of the Bay. Inside, the home has been refined with new flooring and lighting, creating a clean, sophisticated aesthetic that complemen

Updated split-level home with a pool in sought-after Loch Haven! Just a short walk to South River Farm Park and community amenities including boat slips, tennis/pickleball courts, playground, and beach access. The pool was redone approximately 2 years ago, creating the perfect backyard retreat alongside a large, screened porch and fully fenced yard. Inside, the updated kitchen features island seating and opens seamlessly to the living and dining areas, creating a bright and functional main living space. Upstairs offers two spacious bedrooms and one full bath. The lower level includes an additional bedroom with an attached bathroom, plus a den that is ideal for entertaining, relaxing, or flexible living. A detached outbuilding adds even more versatility, currently set up with a finished studio space and a separate storage shed with a garage door. Whether you need a home office, gym, workshop, or creative space, this multi-purpose building can easily adapt to your needs. Additional updat

Fantastic Townhome with 3 levels! First Floor Bedroom with Full Bath! Bump-Outs on all levels that expands the living space and Sq Ft! Fresh Paint and Brand New Quartz Counter Tops, Island and Back Splash just installed! 42 inch cabinets and tons of windows that gives tons of natural light. This home is move in ready and shows beautifully back patio/deck and fenced yard! The property is on a cul-de-sac that lends itself to less traffic and much quieter environment. 4 True Bedrooms and 3 Full Baths, Owner Suite with Super Bath all are very spacious and private. One block and you are out of the neighborhood on Mayo Road and very close to Routes 50 and 97. *open house saturday june 27 11am-4pm and sunday, june 28 12-3pm

OPEN HOUSE: Saturday, May 2, 2026 from 10:30am to 1:30pm. Nestled in the desirable Woodland Beach, Edgewater community, this move-in ready home offers the perfect blend of comfort, convenience, and Chesapeake Bay lifestyle. Just a few blocks from sandy beaches, community boat docks, and popular boating and fishing spots, residents also enjoy a short walk to historic Londontown Gardens and a quick drive to shopping, dining, and marinas along Route 2—with easy access to Annapolis. Tucked away on a quiet street, the home features neutral colors throughout and is truly turnkey. The main level includes a seamless kitchen, dining, and family room layout with direct access to the patio, ideal for everyday living and entertaining. A dedicated laundry room opens to the fenced backyard for added convenience. Additional highlights include ample parking for up to five vehicles and a private, fenced backyard—perfect for outdoor enjoyment. This is a great opportunity to enjoy a vibrant waterfront co