95 houses for sale in West Shadyside

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

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

There is something special about life near the Chesapeake Bayand 1221 Bast Lane captures it beautifully. Completely remodeled from top to bottom, this charming one-level Coastal Craftsman combines fresh, sophisticated interiors with incredible outdoor space and one of the most impressive detached garages you will find. Set on a beautiful lot just shy of an acre in Shady Side, the home offers four bedrooms and an easy, comfortable floor plan filled with natural light, beautiful windows, gorgeous flooring, and thoughtful finishes throughout. At the heart of the home is a stunning gourmet kitchen featuring beautiful cabinetry, warm butcher-block countertops, stainless steel appliances, a stylish backsplash, generous workspace, and a fresh coastal aesthetic that makes the entire space feel inviting. The primary suite is a wonderful retreat with an enormous walk-in closet and a sleek, spa-inspired bath featuring a beautiful walk-in shower with glass doors. Additional bathrooms carry the sam

Renovated. Open concept. Water access. A huge yard. And a community pier just down the street. If youve been waiting for a home that checks the boxes AND gives you the Chesapeake lifestyle, 5943 Sneed Drive might be the one. This 4-bedroom, 3-full-bath home immediately feels different when you walk through the door. Bright floors, tons of natural light, and an open layout lead you into the heart of the home, where an oversized waterfall island anchors the renovated kitchen. Its the kind of space where everyone naturally gathers, whether its breakfast before school, friends over for the weekend, or dinner after a day on the water. The wood-paneled living room brings warmth and character, while a main-level bedroom and full bath give you flexibility for guests, family, or an office. Out back, the expansive yard gives you room to entertain, play, garden, or simply enjoy having space. And when youre ready to get near the water? Grab your coffee, fishing rod, or paddleboard and head down to

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

No hoa. Community pier and kayak launch. Waterfront restaurants and marinas within minutes and nearly 2,300 square feet of living space; all without paying the premium for direct waterfront! Imagine living just two minutes from the water, where the Chesapeake becomes part of your everyday routine. Start your morning with a peaceful paddle, spend the afternoon fishing or exploring the shoreline, and end the day watching the sunset from the community pier. Back home, mature trees create a private, peaceful retreat where you can relax and recharge. Beyond the neighborhood, Deale offers the quintessential Chesapeake lifestyle, surrounded by marinas, waterfront escapes, and locally owned restaurants where you can grab a bite, meet friends, and enjoy the character of a true waterfront community. Here, weekends feel like vacation, the outdoors are always within reach, and everyday life invites you to slow down and enjoy where you live. Welcome to your new lifestyle! This beautifully maintaine

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

Live just steps from the water and enjoy the relaxed lifestyle that comes with it! Located less than a block from the shoreline, this 3-bedroom, 1.5-bath home offers a wonderful opportunity to create a space thats truly your own. Catch a water view from the upstairs bedroom hallway and enjoy being close enough to the water to make it part of your everyday life. The main level features newer flooring, convenient main-level laundry, and a newer pellet stove that adds warmth and cozy character. A newly encapsulated crawl space is another valuable recent improvement. Outside, the fully fenced backyard offers plenty of room for summer cookouts, pets, gardening, or simply relaxing after a day by the water. A huge shed provides exceptional storage for bikes, kayaks, paddleboards, tools, and all the gear that comes with an active waterfront lifestyle. Whether you're looking for a year-round home, a weekend escape, or a place to put your own personal touches, this home offers location, lifestyl

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

Absolutely Gorgeous, FULLY UPDATED, waterfront residence in the desirable Spyglass community of Churchton, Maryland. Situated on approximately 0.46 acres, this beautifully renovated home offers 4 bedrooms, 4 full bathrooms, and 1 half bath with approximately 2,629 square feet of living space. The property features a private pier and tranquil water views, creating the perfect setting for year-round waterfront living. The open and light-filled floor plan includes two spacious primary suites with brand new spa-style bathrooms, including a main-level suite with walkout access to a sunroom overlooking the water and surrounding greenery. Recent updates include new baths, new kitchen, and gleaming flooring. The fully finished basement provides additional living and entertaining space with a full bathroom. Outdoor amenities include a large waterside deck ideal for entertaining, relaxing, and enjoying the peaceful setting. Additional improvements include a 2-car garage and beautifully landscape

Welcome home to this beautifully maintained split-foyer in Cedarhurst on the Bay, Shadyside's sought-after water-privilege community. Built in 2015, this 3-bedroom, 2.5-bath home offers 1,838 total finished square feet, including a bright main level with cathedral ceilings and a finished lower level with a half bath ideal for entertaining or extra living space. Stone and vinyl siding give it great curb appeal, and the 2-car attached garage plus 2-car driveway provide 4 total parking spaces. Owned solar panels keep utility costs low year-round. Just one block to the Chesapeake Bay with community water access, and an easy commute to Annapolis, DC, and Baltimore. Don't miss your chance to own in one of the area's most desirable water-privilege neighborhoods

Waterfront! SELBY ON THE BAY: Rare opportunity to build your own waterfront dream home along 60' of private water frontage with expansive views across the sparkling waters of the Selby Bay & the South River! Wake up each morning to the gentle breezes, abundant wildlife, and the soothing rhythm of the shoreline in your own backyard! Tucked in a private, tranquil setting with deep-water access, this exceptional waterfront homesite offers more than just landit offers the opportunity to create a place where family traditions begin, memories are made, and generations gather for years to come! This property provides the perfect canvas to bring your vision to life. Choose your own builder and design a custom luxury waterfront home, a relaxing vacation escape, or a cherished family cottage retreat. Life in Selby Bay is meant to be lived outdoors! Launch your kayak at sunrise, spend leisurely afternoons boating the South River, or cruise to waterfront restaurants in Annapolis, Galesville, The N

Coastal Elegance Meets Luxury Living. *. Nestled in a secluded setting between two beach communities, this exceptional Georgian-style residence offers stunning water views, timeless architecture, and modern conveniences throughout. From the grand marble foyer and rich Brazilian cherry hardwood floors to the thoughtfully designed living spaces, every detail exudes sophistication. Designed for both entertaining and everyday living, the home features a welcoming living room with a gas fireplace, a soundproof media room with a professionally hardwired whole-home sound system, and a spacious kitchen that flows seamlessly to expansive outdoor living areas. Guests can gather on the oversized deck, enjoy evenings around the custom paver patio and built-in fire pit, or relax in the beautifully landscaped yard. A private main-level office with separate exterior access provides the perfect work-from-home solution while maintaining privacy from the rest of the home. The luxurious owner's suite is

Welcome to 456 Deale Rd, an exceptional waterfront retreat offering over 230 feet of shoreline and an incredible setting for enjoying the Chesapeake Bay lifestyle. Completely reimagined and newly reconstructed in 2025, practically the entire home is new. This stunning 4-bedroom, 3.5-bath residence features newly created living spaces, modern finishes, major structural improvements, and new systems throughout. A permitted two-story expansion created a beautiful new living and dining area designed to capture picturesque Bay views and provide an inviting setting for everyday living and entertaining. The bright, open-concept floor plan flows seamlessly into a brand-new kitchen featuring new cabinetry, countertops, stainless steel appliances, and modern finishesall complemented by beautiful water views. The main level includes a highly desirable primary bedroom with a new private bath. The new upper level offers three bedrooms and two full bathrooms, along with an impressive rooftop terrace

Welcome to the Waterfront Community of Cedarhurst by the Bay tucked away on the quiet Shady Side Penninsula. This Spacious 5 Bedroom, 2 Full Bath home sits just steps away from the amazing community waterfront offering stunning views of the Chesapeake Bay from the Upper Balcony and a multitude of community ammenities. Wake up to breathtaking sunrises and end your evenings watching colorful sunsets. Enjoy the everyday vacation life on the expansive community waterfront with panoramic views and and refreshing coastal breezes. Enjoy time with family and friends at the picnic areas, ballfields and playground. The community pier stretches out into the bay, has a gazebo and is perfect for fishing and crabbing. The Community Harbor has over 60 slips that can be reserved by community members and direct has access to the bay serving both power boats and sail boats. Whether you are launching a boat or relaxing on the deck, this is coastal living at its finest! Your everyday vacation starts here!

Welcome to this stunning 4 bedroom, 3.5 bath home offering 2,370 square feet of beautifully designed living space, an attached 2-car garage, and an impressive array of thoughtful finishes throughout. From the moment you step inside, youll appreciate the inviting elegance and effortless flow of this exceptional home. The main level features beautiful engineered hardwood flooring and a sophisticated formal dining room adorned with elegant picture frame molding, creating a stunning backdrop for dinner parties and memorable gatherings. The gourmet eat-in kitchen is truly the heart of the home, showcasing sparkling granite countertops, sleek stainless steel appliances, a convenient butlers pantry, and a bright breakfast area overlooking the backyard. The kitchen opens seamlessly to the inviting family room, where a striking stone surround gas fireplace creates a warm and welcoming ambiance for cozy evenings with family and friends. A convenient mudroom and stylish half bath complete the mai

Set on over 57 acres and just minutes from Edgewater and Annapolis, this extraordinary equestrian estate seamlessly blends refined craftsmanship, sophisticated amenities, and an exceptional equestrian lifestyle. At the heart of the farm is a 2019-built 16-stall barn and 172 x 72 indoor arena with custom-blend footing, fans, automatic fly spray system, and LED lights, creating an exceptional year-round environment for riding and training. Thoughtfully designed with both horses and equestrians in mind, each stall is equipped with a Nelson automatic waterer, fan, and electrical outlet. The barn also features a lounge overlooking the arena, utility room with washer and dryer, powder room, dedicated feed room, spacious tack room, and a wash stall with hot water and an infrared heater. Overlooking the main barn is a 2022-built caretakers cottage, offering comfortable accommodations with a convenient vantage point of the equestrian facilities. The cottage features an open floor plan, 2 bedroo

This is an estate sale. Buyer to verify all information. Cute 1 BR 1BA cottage located a few hundred yard from the bay. Needs some TLC but livable. Roof is less than 7 years old. Solar panels are owned and not leased. Includes boat slip number 7. Would make a great getaway home or investment property. Sold strictly'as is'. Seller will make no repairs

Welcome to your private retreat in River Club Estates, ideally located just across the street from the water and community amenities. Situated on a large corner lot, this spacious 4-bedroom, 3-full-bath colonial offers an abundance of living space, storage, and outdoor amenities, including an in-ground pool and an oversized two-car garage. The main level features a traditional yet versatile floor plan with multiple living spaces and a spacious eat-in kitchen. The kitchen offers newer stainless steel appliances, plenty of cabinetry & ample counter space, making meal prep and everyday gatherings both functional and inviting. A huge sunken family room truly sets this home apart. With views overlooking the pool and backyard, it makes the perfect space for summer entertaining or cozy winter evenings by the pellet stove. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with a walk-in closet and en-suite bathroom. You can even catch a glimpse of the wat

Nestled in the charming Galesville community, this Cape Cod-style residence, seamlessly blends timeless with modern comforts. Spanning 1,680 square feet, this home with its brand new roof offers a warm and inviting atmosphere, perfect for creating cherished memories. Step inside the spacious combination kitchen and dining area is ideal for entertaining, Beautiful hardwood floors flow throughout the main living spaces, complemented by carpeting in the bedrooms, ensuring a cozy retreat at the end of the day. The home boasts four bedrooms, which includes an entry-level bedroom for added convenience, and two full bathrooms, one on the first floor and one upstairs. The heart of the home is equipped with appliances, including an electric oven/range, dishwasher, and refrigerator, making meal preparation a delight. The laundry area, conveniently located on the main floor, ensuring ease of use. Outside, the property is equally enchanting. The expansive. 46-acre lot features a level yard with fr

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 water views and fill the home with natural light. A versatile main-level room with an adjoining full bath provides ideal space for guests, a private office, or flexible living needs. Upstairs, the spacious primary suite serves as a peaceful retreat with abundant windows capturing the ever-changing waterf

Bring the family for this two-story Colonial featuring four bedrooms, two and half baths and full unfinished basement with rough-in for a future bath. Only 7 years old, this water view home is clustered around waterfront homes on Cadle Creek. Collison Road is very private with no through traffic, safe for children. And one of the best award-winning elementary schools is up the street. You will love the kitchen with granite counters, center island, pantry, designer cabinets, stainless steel appliances, and a separate dining area with a tray ceiling also easy access to the garage and large yard

Larkins hundred a rare 89.54-acre Maryland estate combining extraordinary history, elegant grounds, and exceptional equestrian facilities. At its heart is a remarkably preserved Georgian home built in 1704, one of Anne Arundel Countys notable early residences. The 4-bedroom, 3-full-bath home retains an extraordinary collection of original architectural details, including paneled fireplace walls, built-in cupboards, ornate chair rail moldings, and Flemish-bond brickwork, while thoughtful renovations beginning in 2012 added many modern updates. The propertys equestrian facilities are equally impressive, featuring two barns with 20 stalls, including a 15-stall commercial barn currently leased and a separate 5-stall owners barn with heated wash stall and climate-controlled tack room. A covered arena of approximately 20 x 60 meters features mirrors, dressage letters, and sand/fiber footing, complemented by an outdoor arena, numerous paddocks, and extensive three-board fencing. A separate 4-

The Ultimate Private Waterfront Retreat on Carrs Creek is PRICED TO SELL! Tucked along the shoreline of Carrs Creek in the heart of Southern Anne Arundel County, 5865 Deale Beach Road is the kind of rare waterfront estate that feels worlds away without asking you to give up convenience. Set on nearly 14 private acres, this beautifully expanded and updated farmhouse blends Chesapeake charm, refined finishes, and the freedom of true country livingjust minutes from the restaurants, marinas, and small-town energy of Deale, Galesville, and North Beach. Inside, the home is warm, elegant, and designed for gathering. The spectacular kitchen pairs Viking appliances, white cabinetry, quartz countertops, generous island seating, and a statement light fixture with an easy flow into the family room, where an oversized stone wood-burning fireplace and walls of windows frame peaceful water views. It is the kind of space built for slow Sunday mornings, holiday dinners, and evenings that move effortles

Construction is underway on this exceptional five bedroom, three and a half bath home by J & A Builders, tucked into a sought-after neighborhood just a block from the water. The exterior sets the tone with a timeless mix of brick and wood accents, a welcoming front porch and a two car garage offering both convenience and storage. Across the street, the land is protected from future development, preserving the setting and views for years to come. Step inside to an open concept main level where a wood burning fireplace anchors the living, dining and kitchen areas. Soaring ceilings and oversized windows fill the space with natural light, while a main floor bedroom that would also make an exceptional office and a convenient half bath round out the first floor. The gourmet kitchen is a true masterpiece, with top-of-the-line stainless steel appliances, a spacious center island with a breakfast bar, quartz countertops, and custom cabinetry built for everything from weeknight dinners to weeken

Discover this beautifully maintained 4-bedroom, 2.5-bath home nestled in the highly desirable Ponder Cove community, just moments from a nearby beach access. The main floor showcases a modern kitchen featuring sleek Silestone countertops, a stylish subway tile backsplash, stainless steel appliances, and elegant hardwood flooring throughout. Enjoy gathering in the generous rear living space, complete with a warm and inviting fireplace, while a separate front living area offers custom built-in shelving across an entire wall, perfect for a home library or display. The formal dining room creates an ideal setting for entertaining. Upstairs, youll find four well-proportioned bedrooms and two full bathrooms, providing ample space for family or guests. Step outside to a multi-level deck that overlooks a spacious, level backyard with a convenient storage shed, great for outdoor living and recreation. The driveway has been widened to allow for easier boat parking, adding extra convenience for wa

June/July closing! Welcome to this spacious and beautifully designed 5-bedrooom, 4.5-bath home with 2-car garage that offers modern comfort, style and convenience at every turn. Located in highly desired Edgewater, Maryland, this property will provide the perfect blend of luxury living and everyday practicality. This home is completed with stone and siding on the exterior along with a partial covered porch. The foyer leads to a sizeable flex space perfect for a home office and living room combined space. The kitchen provides bountiful natural light and open feel perfect for cooking and entertaining. You wont run out of storage in this kitchen with an abundance of soft-closing Aristocraft cabinets and walk-in kitchen pantry. A ceramic tile back splash and Quartz counter complete the kitchen along with Whirlpool stainless steel appliances. The seamless flow between the kitchen, breakfast area and family room create an inviting space ideal for everyday living and hosting guests. A coat cl

Price improvement welcome to this hidden gem of anne arundle county. Fully Renovated Coastal Retreat in Deale with Rare Two-Level Workshop. Houses this big at this price point dont come up for sale very often. Experience the best of coastal living in this beautifully renovated Deale retreat, where timeless charm meets modern convenience. From the inviting wrap-around front porch to the expansive rear deck with peaceful water views, this exceptional property is designed for both relaxation and entertaining. At the heart of the home is a stunning, fully remodeled kitchen featuring new cabinetry, updated countertops, and stainless-steel appliances. The open-concept floor plan flows seamlessly into the spacious family room, where soaring ceilings and abundant natural light create a warm, welcoming atmosphere. Easy access to the rear deck makes indoor-outdoor living effortless. Thoughtful updates throughout include renovated bathrooms, fresh interior paint, new carpeting, updated finishes,

Welcome to this rare, light-filled Cape Cod nestled in a highly desirable, water-privileged community! The beautifully designed floor plan features four spacious bedrooms, two full bathrooms, and a large living room complete with stunning tigerwood flooring and a cozy wood-burning fireplace. The heart of the home is the updated kitchen, fully renovated in 2017 with sleek granite countertops, stainless steel appliances, and a bright morning room perfect for casual dining. Enjoy outdoor living year-round, from morning coffee on the screened-in front porch to gatherings in the fully fenced-in backyard. High-ticket maintenance items have already been taken care of for total peace of mind, including a brand-new water heater (2024), a newer roof (2018), and a replaced well (2015). This turnkey gem perfectly blends community perks, modern upgrades, and classic charm!

Experience coastal living on the Chesapeake Bay in this light-filled home offering abundant living space and an open, airy floor plan with hardwood flooring throughoutno carpet anywhere. Exposed beams welcome you into the sunny living and dining area, where a wood stove, exposed brick, and a stone mantel create warmth and character. The great room is a standout, featuring walls of windows and French doors that open to a wooden deck and backyard, perfect for enjoying the natural surroundings. A generously sized main-level bedroom adds flexibility for guests, office space, or easy one-level living. There are 2 kitchens. The main kitchen features white cabinetry, stainless steel appliances, faux-quartz countertops, and under-cabinet lighting. Just beyond, youll find a large full bath with walk-in shower, vanity, and tile flooring, along with a spacious dedicated laundry room complete with washer, dryer, and water softener/treatment equipment. A second kitchen is in the apartment, see belo