199 houses for sale in Woodland Beach, Edgewater District 7 Anne Arundel County Maryland

Welcome to 952 Yachtsman Way an Annapolis home with space, character, and the opportunity to make it your own in the sought-after Mariners Point community. This 2-bedroom, 2-bath home features a bright, open layout with vaulted ceilings, abundant natural light, and a wood-burning fireplace that anchors the main living space. The dining area opens to a rear deck and backyard, creating an easy flow for everyday living, grilling, entertaining, or simply enjoying the outdoors. The main level offers a bedroom and full bath, while the upper level includes a second bedroom plus flexible loft-style space that can serve as a home office, reading nook, or additional living area. Recently refreshed with interior paint, the home also offers off-street parking, outdoor storage, and access to Mariners Point community amenities including the pool and clubhouse. Located just minutes from downtown Annapolis, Eastport, Quiet Waters Park, shopping, dining, marinas, and major commuter routes, 952 Yachtsma

Rare opportunity! Two homes on one lot in eastport! This versatile property offers an exceptional combination of character, functionality, and flexibility with a renovated 2-bedroom, 1.5-bath main home PLUS a separate 1-bedroom, 1-bath guest house. The main residence features gleaming hardwood floors, a cozy fireplace, and a spacious kitchen with abundant counter space, a large peninsula, and stainless-steel appliances. The inviting layout provides comfortable living spaces while retaining the charm and character buyers love. The detached guest house is a standout feature, offering a private bedroom, full bath, living room, washer/dryer, and separate utilities. Ideal for guests, extended family, a private home office, or other flexible living arrangements. Enjoy the outdoors in the pleasant, tree-lined backyard, enclosed by a privacy fence. A 1+ car garage and shed provide plenty of room for parking, storage, hobbies, and outdoor equipment. Located conveniently to the restaurants, shop

This RARE opportunity to have your business right at your home LEGALLY. This C4 Non conforming use accommodates Landscapers, tree service, Auto body shop and other uses. Call for more information about this' one of a kind opportunity'. Zoned residential with a county approved C4 non confirming use granted. This C4 Non conforming use. Many, Many uses come and see to grasp the possibilities or take it for a new home site. New septic, new well. Lots of opportunity on this site. This listing is being sold'AS IS' no feasibility studies, county non confirming to be used with what it is designated for. Cannot be altered to anything else-. Check view documents to see all information. Listing agent to attend all showings. Zoned Residential so could be a new home site, or a great car collectors dream haven

Welcome to 428 Penwood Drive, a beautifully maintained end-unit townhome ideally situated on a private homesite in the highly sought-after South River Colony community of Edgewater. With approximately 2,500 square feet of finished living space across three levels, this spacious three-bedroom, two-and-a-half-bath home combines comfort, style, and functionality with the added privacy and natural light of an end-unit location. The main level welcomes you with an inviting foyer and a bright, open floor plan featuring new luxury vinyl plank flooring and new carpeting. The spacious living and dining areas offer plenty of room for everyday living and entertaining, while the well-appointed kitchen provides abundant cabinetry and generous workspace. A cozy gas fireplace creates a warm and inviting focal point, and the large rear deck extends the living space outdoors, providing the perfect setting for morning coffee, outdoor dining, entertaining, or simply relaxing while enjoying the peaceful l

An exceptional offering in the heart of the Annapolis Historic District, 100 Conduit Street captures the timeless elegance and effortless lifestyle that make downtown Annapolis so coveted. Set along one of the citys most charming historic streets, this distinctive three-four bedroom, two-and-a-half-bath residence pairs beautiful architectural character with an extraordinary location just moments from the waterfront. Inside, gracious living spaces are defined by gorgeous wood floors, rich millwork, custom built-ins, and thoughtful architectural details that lend warmth, character, and a wonderful sense of place. A chef's kitchen and separate dining room provide an elegant setting for everything from intimate dinners to holiday gatherings, while the inviting side porch offers the perfect spot for morning coffee, an evening glass of wine, or simply watching the rhythm of downtown life unfold. The home feels equally suited to comfortable everyday living and sophisticated entertaining, with

Welcome to 327 Beach Drive, a beautifully updated 4-bedroom, 3-bath home located in the sought-after Hillsmere Shores community of Annapolis. Thoughtfully renovated with an emphasis on quality craftsmanship and timeless finishes, this home is truly move-in ready. The main level features brand-new natural birch flooring throughout, solid wood interior doors, crown molding, and recessed lighting in every bedroom. At the heart of the living room, a custom shiplap fireplace creates a warm and inviting focal point. The beautifully finished hall bathroom features custom details and an elevated design. A fully permitted addition created an impressive primary suite complete with a luxury private bath, providing a spacious and relaxing retreat. The finished lower level adds valuable flexibility with a home office and fourth bedroom, perfect for guests, working from home, or additional living space. The exterior is equally impressive with crisp white board-and-batten siding, an architectural-shi

Welcome home to the sought-after Hardesty Estate neighborhood. This stunning Mid Century, Clerestory and contemporary home has almost 3,500 square feet on 3 levels and sits on over 2 private and pristine acres in a parklike setting. The house exterior was just painted in 2025 and the owners have updated all three bathrooms, refinished the main level hardwood floors, replaced the roof and gutters with gutter guards (2020) and all the windows and 5 oversized sliding doors (2023). There is special glazing on all the Andersen windows and sliders to deter birds. You will need to catch your breath as you take in all the beautiful natural light and picturesque views from all the windows that are strategically placed high to maximize natural light but still preserve privacy. The large composite deck is maintenance free, spans the entire rear of the home, and has stairways with upper gates on both ends for optimal convenience. Features include soaring vaulted ceilings, gleaming hardwood floors,

Experience the ultimate walkable lifestyle in the heart of Downtown Annapolis with this charming traditional home in the Historic District, where timeless character meets modern comfort. Built in 1900, this inviting residence captures the quintessential charm of Annapolis while offering thoughtful updates and the conveniences of contemporary living. Steps away from the welcoming front porch you'll find boutique shops, waterfront dining, historic landmarks, and the U. S. Naval Academy. Inside, original hardwood floors and classic architectural details create a warm and inviting atmosphere. The layout features three bedrooms, two full bathrooms, and a half bath. The main level offers comfortable living and entertaining spaces along with a welcoming kitchen, while a carefully renovated room addition provides valuable additional living space. The primary bathroom has been beautifully styled with a luxurious spa-like feel, creating a peaceful retreat at the end of the day. Outdoor living is

Experience resort like living in the water-oriented community of Oyster Harbor! Why choose between elegance and Chesapeake living when you can have both? !This stunning property offers the perfect blend of style and comfort with the ease of access to a plethora of sought after water-oriented community amenities! The main level features a beautiful, open kitchen with walk-in pantry, stainless steel appliances, center island, and large eat-in space. The living room is truly the heart of the home featuring a cozy gas/propane fireplace. Perfect for gathering for cozy evenings at home. The upper floor is home to all four bedrooms. Two of which have attached bathrooms and walk-in closets. And the upper level laundry adds convenience to daily living. The attached garage, with space for two vehicles and additional storage, provides practicality without compromising on style with a large driveway making it easy for guest parking. One of the standout features of this property is the spacious dec

HUGE price drop on this beautiful new home. Construction is underway and something truly special is taking shape! Schaefer Homes is proud to present this stunning newly constructed Colonial in the prestigious Oyster Harbor community, with a target completion date of November 2026. From the moment construction began, every detail has been thoughtfully considered to deliver a home that is as beautiful as it is livable. Set on a sprawling 0.62-acre lot, this exceptional residence offers the kind of space and privacy that is increasingly rare plenty of room to create the outdoor oasis you've always envisioned, whether that's a garden retreat, entertaining terrace, or simply wide open space to enjoy the beauty of your surroundings. Inside, the elegant Colonial layout unfolds beautifully across a thoughtfully designed floor plan featuring 4 spacious bedrooms and 2.5 elegantly appointed bathrooms. The showstopping gourmet kitchen is the heart of the home, outfitted with upgraded design featur

A unique mixed-use opportunity in the heart of Annapolis! Located in the Arts District, 232 West Street offers the flexibility of commercial and residential use in a convenient location close to Downtown Annapolis, Navy-Marine Corps Memorial Stadium, and the U. S. Naval Academy. Renovated in 2018, the property is currently configured for residential use with one bedroom and one and a half baths. Skylights and abundant natural light create a bright, welcoming feel throughout. The updated kitchen features white cabinetry, stainless steel appliances, a subway tile backsplash, and an island with seating, while hardwood floors add warmth and character. The spacious primary bedroom offers two closets and direct access to a private deck. The adjoining bathroom features a dual-sink vanity and a shower with dual shower heads. A separate studio in the rear provides additional flexible space with a variety of potential uses. The fenced yard adds privacy and creates a nice connection between the p

Come see this beautiful one-of-a-kind WATERFRONT property! Complete waterfront view from both levels of this home and every room. True master bedroom and large enough to fit a king-size bedroom suite and private bathroom. Covered patio to enjoy the view in every weather type! Large windows throughout the home brings in natural light while keeping the waterfront setting front and center. There are fireplaces on each level. Swim all year round with this heated indoor pool and hot tub. Dock rental slips are available for owners for a $500 fee for deep water (6ft) or lower water slips for $200 (3ft) with electricity. This property can have a personal pier added not to mention Just steps away from the community beach and docks. Arundel on the Bay also offers a community beach and an established waterfront neighborhood just minutes from everything Annapolis has to offer

Inside the Annapolis city limits, on a cul-de-sac, this Dutch Colonial pairs four bedrooms and two full baths with a fully fenced yard and about 1,928 finished square feet on three levels. A bedroom and full bath on the main level give guests their own space or make room for a home office, and three more bedrooms and a second full bath are upstairs. The fully finished basement adds room for a rec room, gym, or office. End the day in the steam shower with full body sprays, then light the wood-burning fireplace and let the blower carry the heat through the room. Out back, a deck steps down to the fenced yard, and a shed adds storage. The driveway parks two cars. Wilshire sits off Forest Drive, a short drive from the trails and waterfront at Quiet Waters Park, the restaurants of Eastport, the Annapolis Maritime Museum, and City Dock. Route 50 and the Bay Bridge put Washington, DC, Baltimore, and the Eastern Shore within reach, for the commute or for the weekend. Ask your agent about a len

Nestled in the serene enclave of Cape St. John, this exquisite coastal residence offers a harmonious blend of luxury and comfort, perfectly designed for an elevated lifestyle. Built in 2012, this stunning detached home showcases timeless architectural elegance with its brick and HardiPlank exterior, inviting you into a world of sophistication. Step inside to discover an expansive open floor plan adorned with rich hardwood and tile flooring, creating a warm and inviting atmosphere. The gourmet kitchen is a chef's dream, featuring a commercial-grade range, stainless steel appliances, and a spacious island, perfect for culinary creations and entertaining. The butler's pantry adds an extra touch of convenience, while the adjoining dining area flows seamlessly into the living space, highlighted by an elegant gas fireplace that provides a cozy ambiance. Waterfront views from every room. The primary suite is a true sanctuary, boasting breathtaking views and a luxurious en-suite bathroom compl

Rarely available, all-brick rancher in the amenity-rich, sought-after Hillsmere Shores community. This home has been meticulously cared for and loved, and it will show from the moment you step in! Gleaming hardwood floors, freshly painted interior, and abundant natural light perfectly framed by custom plantation shutters are your first signs that this is a special home. As you make your way through the dining/eating area, you will begin to realize that there is way more space inside than you might have imagined from the outside. Prepare to be completely wow'd as you step into the four-season room! Vaulted ceilings, skylights, a brick accent wall, a pellet stove, and a dedicated Mitsubishi split heat and A/C system will quickly make you realize you have found your favorite room in the house. The second bathroom's shower was converted for accessibility to main level laundry. Enjoy the convenience, or easily convert back as there is still laundry available in the basement. Speaking of the

Welcome Arundel on the Bay. A water oriented lifestyle community offering access to kayaking, paddle-boarding, beach and playground. All this with close proximity to shopping, restaurants, parks and downtown Annapolis. The quiet and calm neighborhood offers an island-like feeling. And this striking 3-story home is absolutely MOVE-IN READY! Gracious and plentiful windows leave you appreciating the timeless perennial gardens, majestic trees and peeks at Fishing Creek from multiple locations. As Fall arrives the'peeks' will become relaxing and lovely views! A bright and open floorplan features architectural lines and high ceilings which enhance the home's airy, gallery-like feel. Stunning wood floors offer warmth and continue the feeling of openness. We hope you like to cook and entertain. This Kitchen makes it not only possible but inviting and engaging. Extend your morning or evening and take a step out to the private back Deck tucked in to give you an intimate feeling with a lovely per

Highly desirable Eastport location just a short walk to Historic Annapolis, the U. S. Naval Academy, vibrant restaurants, boutique shops, and multiple marinas. This rare offering features essentially two separate homes on one property, creating an exceptional opportunity for multigenerational living, guest accommodations, potential rental income, or a private studio/office retreat. The beautifully updated threelevel Cape Cod has been thoughtfully expanded and modernized. It features a gourmet kitchen, hardwood floors, two generous bedrooms, and 2.5 bathrooms. The main level office provides flexibility and can easily function as an additional bedroom. Every level blends comfort with style, offering bright spaces and quality finishes throughout. At the rear of the property sits an eclectic secondary structure with two cozy bedrooms and two full baths. Its lower level includes garage space and abundant storage ideal for bikes, paddleboards, tools, or seasonal items. Outdoor living shines

Located on a private 2.5-acre lot in Wimbledon Farms, this waterfront estate home, designed by Cathy Purple Cherry and constructed by West River Builders, is truly a masterpiece in design and quality. The 3-level home complete with elevator. Takes full advantage of its waterfront setting that includes 400 ft of shoreline. Facing Quiet Waters Park, the ever-changing view includes brilliant fall foliage, deer by the waters edge, and osprey circling overhead. Stroll down to the 100 ft private pier with deep-water slips. Theres 7 ft water depth at the dock; Harness Creek is a recognized hurricane hole so this is the perfect spot for boats to ride out a storm. The 20 ft x 40 ft saltwater pool has a spacious ipe deck and two Hanso pergolas provide shade with wonderful water views. Six bedrooms, each with a private ensuite bath, a gourmet kitchen, and wrap-around screen porches and decks provide space for both casual living and grand entertaining. Upon entering, there is a gracious paneled fo

Tucked into Homewood, just beyond the brick sidewalks of Historic Downtown Annapolis, 16 Woodlawn Avenue is a residence taken down to the studs and rebuilt in 2019, blending all the comforts of modern design with the historic charm of Homewood. A traditional front porch, turned white columns and soft buttery siding announce the home from the street while a long driveway offers the rare luxury of off street parking in one of Annapolis's most walkable in-town pockets. Inside, tall ceilings and recessed lighting set an airy tone against gorgeous oak flooring on the main level and the beautifully refinished original pine flooring on the stairs and level two. The classic period moldings that run throughout remind you that this home has been here for a time as the updates make it seem like a much newer build. The kitchen anchors the main level: white shaker cabinetry, stainless appliances, and granite countertops surround a center island with room for a kitchen table, while a separate formal

South River Waterfront! Discover an exceptional waterfront lifestyle in Port Isle, where beautiful water views, a private pier, and thoughtfully designed indoor and outdoor spaces come together in a setting made for boating, entertaining, and relaxed everyday living. A cart path through the backyard leads to the private pier, complete with low-maintenance composite decking, a 24,000-lb. Boat lift, and floating dock offering effortless access for kayaks and paddleboards. A long driveway creates a sense of arrival and leads to the two-car garage. Inside, the light-filled foyer with vaulted ceiling opens to a comfortable living area before flowing into the heart of the home. The expansive kitchen is designed for gathering, with two generous islands, abundant cabinetry, and extensive counter space providing exceptional room for cooking and entertaining. An adjoining dining area connects seamlessly to the family room, where a fireplace anchors the space and doors open to the waterfront deck

A beautiful colonial on Private and Secluded James Way! This stunning home sits on over half an acre, and has been remodeled head to toe. Freshly Painted in Sept 2026 and boasting new flooring throughout the entire home, this house also features a fully remodeled kitchen with Shaker cabinets, quartz counters, SS appliances, a dual zone wine refrigerator, and an oversized island. The main level also features a fireplace with shiplap surround, a spacious 12x20 trex deck off the back, a 10x10 patio to the side of the deck, and a fully fenced in rear yard! The owners suite boasts a whopping 8ft x 20ft walk in closet, a fully remodeled bathroom with dual vanity and shiplap surround, a large roman shower with two shower heads and 2 body sprayers. The hall bathroom has been renovated to include a dual vanity, board and batten accents, and brand new tile floor. The third floor is fully finished with a large closet, a separate HVAC system, and a full bathroom. A new tankless HWH! This home has

GREAT PRICE and all major items replaced. Space, flexibility and the Annapolis water-oriented lifestyle come together at 1007 Harbor Drive, offering 3722 finished square feet, four bedrooms, three full and two half baths, a two car garage and a finished lower level. All in the sought-after Annapolis Roads community. The versatile floor plan provides room to spread out, work from home, entertain and accommodate guests, while the finished lower level adds a recreation room, kitchenette, full bath, bonus room and private entrance. Outdoor living is equally impressive. Enjoy the screened porch, deck, 10-person hot tub and newly built fire pit with custom paver patio overlooking the level, fenced backyard. An extra-wide driveway provides parking for additional vehicles, a boat or RV, while the two-car garage offers extensive storage with a floored attic, shelving and cabinets. Inside, hardwood and luxury vinyl plank flooring, fresh paint, new upstairs carpet and recessed lighting complement

Located just 5 minutes from Downtown Annapolis in the quiet Gentry subdivision, this contemporary 4-bedroom, 2.5-bath home offers comfortable living across three finished levels. The main level features a bright, open living area, separate dining space, updated powder room, and a cozy kitchen with quartz countertops, modern backsplash, and painted cabinetry. A large sliding glass door fills the living room with natural light and opens to a balcony, perfect for some fresh air in the afternoons. Upstairs, the spacious primary suite includes a walk-in closet, private bath, and separate vanity area with a quartz countertop. Two additional bedrooms and a full hall bath complete the upper level. The finished walk-out lower level offers plenty of flexibility for a rec room, home gym, office, media space, or another bedroom. A separate laundry and utility area provides abundant storage and room for a potential workshop. Fresh paint and thoughtful updates provide a welcoming canvas for you to m

If you love a home that breathes history, youll fall in love with this one. Ideally situated at 102 Duke of Gloucester Street, the property rests along one of the areas most historic streetsnamed in the late 1600s in honor of Prince William, The Duke of Gloucester. Some of the images in this listing have been lightly visually enhanced. Set on one of the most desirable stretches of the street, this classic Annapolis home is one where history, character, and everyday livability come together beautifully. Directly across from St. Marys Church, this four-bedroom, 3.5-bath residence offers just under 3,000 square feet perched on a generous lot with ample private parking. Its location places you within effortless walking distance of Spa Creek, Main Street, Ego Alley, the Annapolis Yacht Club, and Eastportan extraordinary position that puts the very best of Annapolis at your doorstep. From the moment you cross the threshold, the charm is unmistakable. This home is filled with warm natural lig

There's history here. In the 1940s, the Meade family built a number of homes on President Street and in Hillsmere Meade Street bears their name. For the first time, the family will be passing on this home, one of the last one still in family hands, to new owners. Original wood trim, high ceilings, and wood floors pair with a surprisingly open floor plan for its age. The third bedroom and kitchen were added in the 1960's. The daughters' bedroom was the upper level for many years. A detached garage with an attached screened porch is perfectly positioned for outdoor entertaining. The yard is large and fenced. This home only needs the new owner's personal touches to make it once again a forever home!

A rare opportunity to own a fully metered triplex in the heart of Downtown Annapolis where historic charm, prime location, and remarkable versatility come together. Steeped in character and offering exceptional flexibility, this distinctive property presents an array of possibilities for both lifestyle and investment. With separately metered electricity, the property can be enjoyed as a multigenerational residence, with each family member having their own private space; an owner-occupied home with additional rental income from the remaining units; or a pure investment property with multiple income producing residences. For those envisioning something truly extraordinary, the entire building could be transformed back into a stunning single-family home. With original architecture and showcasing hardwood floors throughout, this property strikes the perfect balance between historic character and modern livability. The first floor features two bedrooms, each with an en-suite bath, kitchen,

Price reduction! Bring your vision and unlock the potential of this spacious three-level end-unit townhome in the sought-after community of The Gentry, just off Spa Road. Set amid a wooded landscape, the property features mature trees along the side and rear yard, with the community pool nestled down a small hill and a backdrop of additional trees beyond. This unique setting offers a wonderful sense of privacy and a peaceful backdrop while still being close to everything Annapolis has to offer. The home is being sold'as is' and requires repairs and updating. It is priced accordingly, offering an excellent opportunity for a buyer ready to bring their vision to life and build equity. The main level features hardwood flooring, full kitchen, convenient half bath, wood-burning fireplace, and a bright living area opening to a rear deck overlooking the natural surroundings and pool area; a perfect place to have your morning coffee to start your day. Upstairs, you'll find three bedrooms, inclu

A rare opportunity to make this diamond in the rough shine! One of the largest houses on a huge double lot just one block from the South River, this is one of Sylvan Shores true gems! Featuring over 3000 square feet of living area, this custom built home is full of interesting details and unique spaces. Large galley kitchen, family room with woodburning fireplace, formal dining room with skylights, two main level bedrooms serviced by two full baths, craft room with step down, fireplace and lots of light, second floor has a large primary suite with full bath, office nook and plenty of closet space, balcony overlooking the foyer leads to enormous game room surrounded by windows and full length deck with views of the south river, two car garage, big fenced yard and corner lot for extra parking! This home is priced aggressively for a quick sale and needs work but there is tremendous opportunity to have a magical property!

Dont miss this beautifully updated, turnkey townhome in the highly sought-after Waterford community in Riva. Filled with natural light, the main level features wide plank flooring and a seamless, open-concept layout designed for both everyday living and effortless entertaining. The bright, inviting kitchen boasts white cabinetry, granite countertops, and stainless steel appliances, flowing perfectly onto a private deck overlooking serene, wooded views. The spacious family room and separate dining area create an ideal setting for gatherings, while a convenient main-level half bath adds everyday functionality. Upstairs, the primary suite is a true retreat, featuring vaulted ceilings, a large walk-in closet, and a spa-inspired bath complete with a freestanding soaking tub, double vanity, and walk-in shower. Two additional generously sized bedrooms and a well-appointed full bath complete the upper level. The finished lower level offers a versatile recreation room with direct access to a se

Located in the well-known community of Riva Trace, this rarely-offered end-unit townhouse presents single-family privacy with its enchanting gardens and lush landscaped, irrigated surround. Once inside, you will enjoy 2,550 sq. Ft. of thoughtfully designed living space on 3 levels, including 3 spacious bedrooms and 3.5 bathrooms. Featuring a classic layout with separate entertaining spaces, including a living room with soaring ceiling and natural light, a formal dining room, and a cozy family room off the kitchen with a wood-burning fireplace, inviting warmth and comfort on cooler evenings. The fully finished lower level is full of possibilities! Perfect for providing additional flex space, or can be used as an income producing apartment w/separate entry for a live-in child/parent/tenant. Recent upgrades include a newer HVAC unit (2020), washer/dryer, stove, refrigerator, brand new carpet & renovated lower level. Owned solar panels keep electricity costs low-major bonus! Enjoy the tran