80 properties for sale in Woodbury Acres

Welcome to 118 Stewart Lane in Grasonville a beautifully maintained 3-bedroom, 2.5-bath home with a 1-car garage, ideally situated on a quiet cul-de-sac. This move-in ready home offers a charming front porch, spacious fenced yard, and numerous updates that make everyday living both comfortable and convenient. Inside, you'll find luxury vinyl plank flooring, brand-new carpet on the stairs and in the primary bedroom, fresh paint in the stairwell and upstairs hallway, and a functional layout designed for modern living. The kitchen features granite countertops, stainless steel appliances, and a new dishwasher, while the primary bath offers a double sink vanity and the half bath has been tastefully updated. Recent improvements provide peace of mind, including a crawl space encapsulation by Master Kleen in 2023, new sump pump and French drain system in 2026, tankless hot water heater (2021), added attic insulation following a 2025 energy audit, new garage door and openers (2025), paved drive

Tucked away in a peaceful community on the Chesapeake Bay, this 2 bedroom, 2.5 bathroom townhouse with a loft offers the perfect mix of comfort, charm, and bay living. Situated on a desirable corner lot, the home features beautiful hardwood floors, a spacious kitchen with plenty of room to cook and gather, and a cozy fireplace that makes the living space feel warm and inviting on a winter day. *Boat Slip Included & Dredging has been started! *. Step outside onto the large deck and take in the views the perfect spot for morning coffee or relaxing evenings by the Bay. The loft adds extra flexible space for a home office, guest area, or additional lounge space. Residents also enjoy access to a private community pool, making it easy to enjoy everything this lifestyle has to offer

Beautiful Columbia Model in Perry's Retreat. Upgrades galore in this nearly new home include Luxury Vinyl Plank Flooring, Soft Close Cabinets, Stainless Steel Appliances, Double Headed Roman shower with frameless glass door, Trayed Ceiling in Primary, LED Lightning, Vinyl Privacy Fence, Quartz countertops and Covered Front Porch. Community offers additional parking for RV's And Boats and a Tot Lot Playground Make this your next home

Welcome to 612 Pathfinder Circle in Perrys Retreat where modern style, everyday comfort, and Eastern Shore living come together beautifully. Built in 2024, this nearly new 4-bedroom, 2.5-bath home offers the advantage of new construction without the wait, stress, or added upgrade costs. Step inside to discover a bright, open-concept floor plan designed for the way people truly live today. The spacious kitchen flows effortlessly into the dining and living areas, creating the perfect setting for entertaining guests, hosting holidays, or simply enjoying everyday moments at home. Natural light pours throughout the home, giving every space an airy and inviting feel. Upstairs, youll find four generously sized bedrooms, including a spacious primary suite designed for comfort and relaxation, along with the convenience of second-floor laundry exactly where you need it most. Outside, enjoy your fully fenced backyard retreat complete with a covered patio/gazebo ideal for summer evenings, morning

5122 Main Street comprises a 5 unit apartment building in the Grasonville area of Queen Anne’s County. The property is located a short distance south of exit 44B from US-50, near the US-50u002FUS-301 interchange and approximately 8 miles east of the Bay Bridge, providing a convenient location for tenants commuting throughout the Eastern Shore and Annapolis areas. The building currently has 4 of 5 units rented for a gross rent of $3,000u002Fmonth ($36,000u002Fyear). The auction provides an opportunity to buy a strategically located asset with excellent upside potential

Open house this Sunday, June 28th 1:30pm-3pm! Please join us! Five bedrooms, move-in ready condition, a hot tub, and an incredible Eastern Shore location—all for under $600,000! Experience the best of Maryland’s Eastern Shore lifestyle in this beautifully maintained 5-bedroom home, perfectly situated in a quiet cul-de-sac just minutes from the water. Whether you’re launching the boat for a day on the Chesapeake, exploring nearby trails, grabbing coffee at the beloved Dessert First Dockside Coffee, or enjoying fresh local seafood at one of the area’s waterfront restaurants, you’ll love having it all right at your fingertips. Inside, you’ll immediately appreciate how exceptionally well cared for this home is, it feels almost new! Fresh updates include brand-new carpet and newly painted living spaces, creating a clean, bright, move-in ready feel throughout. The spacious kitchen features updated countertops, propane cooking, and an island that opens to the heart of the home. Gather around

Stunning Colonial in the Heart of Greenwood this exquisitely maintained, show-stopping colonial boasts over 3,600 square feet of pure luxury. The stately brick front makes this property an absolute standout! The open-concept main level includes a grand two-story foyer, with formal living and dining rooms flanked on either side. Behind the living room, there's a den/office with double doorsideal for remote work or quiet study. The chef-inspired kitchen comes complete with premium cabinetry, stainless/black appliances, double oven, abundant counter space with an island, a generous pantry, reverse osmosis system and newer French doors. The kitchen flows seamlessly into the two-story Great Room, where youll find a soothing pellet stove and endless space to entertain or unwind in style. Behind the Great Room, a quiet family room with oversized windows provides a perfect retreat, while offering views of your fenced-in backyard and private access to the deck. Upstairs, the home features not O

Built in 2024, this beautifully maintained 4-bedroom, 2.5-bath home offers all the benefits of a brand-new home without the wait, construction delays, or additional upgrade expenses. Step inside to a light-filled, open-concept floor plan designed for today's lifestyle. The spacious kitchen serves as the heart of the home, seamlessly connecting to the dining and living areas—perfect for entertaining friends, hosting holiday gatherings, or simply enjoying everyday life. Large windows fill the home with natural light, creating a warm and inviting atmosphere throughout. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with room to relax and recharge. The conveniently located second-floor laundry room makes everyday living just a little easier. Step outside to your private, fully fenced backyard featuring a covered patiou002Fgazebo—an ideal space for morning coffee, summer cookouts, evening conversations, or simply unwinding after a busy day. A two-ca

Presquile Manor House, originally built by the Lloyd Family circa 1800 as one of their three Plantation Houses, sits up high on the Wye River with due West Exposure. The Main House has recently gone through a two-year renovation process from top to bottom by West & Callahan Construction and Peter Zimmerman Architects Inc, with much thought and care to keep all of the historic attributes that this property deserves. The grounds are improved by a pool, tennis court, covered boat house with deep water, formal gardens, magnificent mature trees and a detached 1,670 sq ft caretaker's house. The main parcel is 10.48 acres with an additional 7.1-acre tree lined drive with a perpetual easement. This is a one-of-a-kind property and a true Talbot County piece of History. Furniture is negotiable

An incredible opportunity in the sold out community of Perrys Retreat just hit the market! Situated on one of the largest premium lots in the back of the neighborhood (not on one of the main roads), this is also one of the largest models offered, giving you the space, layout, and upgrades everyone loves. This impressive home features 5 spacious bedrooms, 3 full baths, including a main-level in-law suite, plus a main level office, perfect for multigenerational living, guests, or working from home. Upstairs, youll also find a large bonus room offering flexible space for a media room, playroom, or additional lounge area. The expansive primary suite is a true retreat with a large walk-in shower and dual closets. And the gourmet kitchen absolutely GORGEOUS! Beautiful finishes, thoughtful design, and plenty of space to gather make it the heart of the home and ideal for entertaining. Everything still feels almost brand new, there is truly nothing to do but move in and enjoy

This is a true coastal retreat, from its stunning exterior to its thoughtfully designed living spaces. A one-of-a-kind waterfront estate, the property offers more than 2,000 feet of shoreline and sits on 5.4 private acres at the end of Kilby Point. Surrounded by water on both the Wye River and Eastern Bay, this exceptional home captures endless panoramic views in every direction. And yeshow many people can say they own a lighthouse? The home has been completely renovated down to the studs, blending timeless coastal charm with modern convenience. Interior features include shiplap walls, beamed ceilings, new flooring, and beautifully reimagined living spaces throughout. The new kitchen is a showpiece, featuring quartz countertops, a large island, and Caf appliances. A sprinkler system has also been added for peace of mind. Designed to maximize its breathtaking setting, the home offers multiple living and entertaining spaces, including a game room, office, and dramatic 360-degree rooms wi

Huge price drop! Now is your time to buy that sweet summer spot! Welcome to your waterfront paradise in the highly sought-after Beach Harbor Camper Cooperative Inc. Of Grasonville, MD! This Town and Country Park model ranch-style home is the perfect blend of comfort, convenience, and offers some inspiring views, making it the ultimate 3-season go to for the water and beach lovers! This incredible home boasts 1.5 bedrooms and one bathroom, perfect for weekend or monthly summer getaways. New vinyl flooring and fresh paint. Beautiful water views of the Jackson Creek and the majestic Chester River. Shed provides ample storage. Step outside onto the deck and enjoy your morning coffee or entertain for breakfast, lunch or dinner. Picture yourself lounging on the beach or embarking on thrilling adventures in your kayak or boat through the sprawling waterways of the area. If you're a paddle-boarder, the protected waters of the creek and river are an absolute dream! Indoors cool off with window

Welcome to 13532 Rustling Oaks Drive: where meticulous pride of ownership truly shows on this classic Cape Cod in the land of pleasant living on the Eastern Shore. Situated on over an acre of land with towering pines providing excellent shade and privacy, this 5 bedroom, 5,500+ square foot home has been recently upgraded and offers something for the whole family. 10 foot ceilings, hardwood floors, arched hallways, crown moldings, columns, chair rails, are just a few of the timeless interior finishes while a brand new saltwater gunite pool elevates the exterior space. Inside, an expansive first floor primary suite offers total main level living and complete privacy. With a tray ceiling, bay window and double walk-in closets, it is a retreat in its own; punctuated by an updated ensuite bath with double vanity, soaking tub, and oversized glass walk-in shower. The true heart of the main level is the upgraded kitchen and living room areas. These large complementing spaces are perfect for en

Luxury waterfront living in a gated community seller offering to pay condo fees for first year at closing with acceptable offeru002fcontract. Enjoy the best of waterfront living in this beautiful gated community, perfectly situated between the Chester River and Safe Harbor Marina. This stunning home offers breathtaking water views and an open, airy floor plan designed for both relaxing and entertaining. Inside, you'll find rich hardwood floors and spacious bedrooms, each featuring its own private bath and walk-in closet, offering comfort and privacy for everyone. The upgraded kitchen boasts high-end appliances, including a wine fridge, making it perfect for hosting. Step outside to the two rear decks, both equipped with remote-controlled screens, allowing you to enjoy the incredible views in comfort any time of day. Neighborhood has a living shore line and 3 piers. Additional highlights include: Cozy fireplace for chilly evenings. Jetted soaking tub for spa-like relaxation. Condo assoc

Beautiful 21 acre waterfront estate with over 400' of water frontage and separately deeded deep water slip is included, slip #16 at the far left end of the pier right across the street! Approximately 6 cleared acres and 15 wooded acres. Spectacular 3-story home with 4 large bedrooms wu002Fensuite bathrooms. Recent top quality gourmet kitchen renovation wu002Fgas cooktop. It's awesome! Attached 2-car garage and a monstrous detached garage with room for 6 more cars. Plenty of storage. Beautiful, private inground gunite pool. Call listing agent for many more amenities. Read hoa docs in disclosures. Try to give 1-2 days showing notice, please

Save up to $320u002Fmonth with a Lender Paid 1 Point Buy Down with accepted offer by 6u002F30u002F26. Ask Lender for details! Welcome to 114 Bayview—where your boat days get a serious upgrade. This home includes a private boat slip in the community marina with direct access to Kent Narrows, putting you just a 30-minute ride to St. Michaels, Rock Hall, or Cambridge. If you’ve been dreaming about pulling up to waterfront restaurants or spending full days on the water… this is your launch point. Back at home, enjoy front-row views of the 4th of July fireworks, all without leaving your property. Inside, this home is completely turn-key with LVP flooring, fresh paint, and an updated primary bath. Each bedroom features its own private bath, making it ideal for guests, roommates, or weekend hosting. The garage offers the storage every boater needs—perfect for kayaks, paddleboards, bikes, and all your gear. Even better? This home can be sold furnished, making it a true move-in-ready or weekend

Waterfront Lifestyle with Included Boat Slip – Bayview at Kent Narrows Experience the best of Eastern Shore living in this beautifully renovated 3-bedroom, 3.5-bath contemporary townhouse with garage, ideally located just over the Kent Narrows Bridge in the sought-after Bayview waterfront community. Waterview's from second and third floor bedrooms. This move-in-ready home features a stunning new kitchen with stylish gray shaker cabinetry, granite countertops, and stainless-steel appliances. The open-concept living and dining areas are enhanced by new luxury vinyl plank flooring, creating a modern, inviting space perfect for everyday living and entertaining. The spacious primary suite offers vaulted ceilings, abundant natural light, a ceiling fan, double closet plus walk-in closet, and a dressing area. The completely renovated spa-inspired primary bath is a true showstopper, featuring a luxurious oversized double shower with dual shower heads, built-in benches, niches, and sleek glass d

Finally, one of the highly sought-after Big Six Waterfront Townhomes is availablecomplete with an attached garage and deeded boat slip (M1-PB-11) in the protected North Marina. This exceptional property truly represents the best of Waterfront Living. Fully renovated just four years ago with top-of-the-line finishes and beautiful coastal design throughout. Features include' luxury vinyl plank flooring, a bright designer kitchen with commercial-grade Thermador stainless steel appliances. At the center of the space is a stunning custom River Table island that serves as an unforgettable showpiece. Floor-to-ceiling glass captures breathtaking Eastern Bay views and fills the home with natural light. Each level offers its own deck. Perfect for entertaining or simply enjoying spectacular Water Views and sunsets just steps from your door. The first level offers a versatile bonus room ideal for a recreation room or additional primary suite, complete with a beautifully designed bath and modern fi

Set on a peaceful two-acre lot in Wye Mills, 28715 Jacks Field Road has been thoughtfully updated from top to bottom, offering the space, functionality, and modern finishes today’s buyers are looking for. This spacious five-bedroom, three-bath home features a newly reimagined interior with new flooring throughout, custom blinds, and a series of high-impact upgrades that elevate both everyday living and entertaining. The kitchen serves as the heart of the home, showcasing brand-new stainless steel appliances, a gas cooktop with downdraft, double ovens, new countertops, and an oversized center island with new cabinetry. Part of the kitchen and dining area has been remodeled to create a more open, connected floor plan, complemented by updated lighting throughout the kitchen, dining area, office, laundry room, and four bedrooms. The primary suite offers a relaxing retreat with heated floors in the master bath and a newly installed walk-in closet organizer. Two additional bathrooms have bee

Nestled on a sprawling 42-acre estate adjacent to the historic Wye Heights Plantation, this stately 8-bedroom mansion offers an unparalleled blend of elegance, comfort, and tranquility. The grand interior is marked by soaring ceilings and meticulous detailing, with an elevator providing convenient access across multiple levels. The heart of the home is designed for both relaxation and entertaining, featuring a fully finished basement with a cozy pub and kitchenette. A guest apartment over the garage offers additional private quarters, ideal for hosting family or friends. Outside, a picturesque pond with a charming bridge adds to the serene beauty of the grounds, while the enclosed garden sunroom and an additional sunroom off the breakfast area both offer sweeping views of the gardens and pond. Expansive screened-in porches on both the main and upper levels invite you to savor the peaceful surroundings year-round. Whether you're seeking a private retreat or a magnificent estate for ente

Nestled on a sprawling 42-acre estate adjacent to the historic Wye Heights Plantation, this stately 8-bedroom mansion offers an unparalleled blend of elegance, comfort, and tranquility. The grand interior is marked by soaring ceilings and meticulous detailing, with an elevator providing convenient access across multiple levels. The heart of the home is designed for both relaxation and entertaining, featuring a fully finished basement with a cozy pub and kitchenette. A guest apartment over the garage offers additional private quarters, ideal for hosting family or friends. Outside, a picturesque pond with a charming bridge adds to the serene beauty of the grounds, while the enclosed garden sunroom and an additional sunroom off the breakfast area both offer sweeping views of the gardens and pond. Expansive screened-in porches on both the main and upper levels invite you to savor the peaceful surroundings year-round. Whether you're seeking a private retreat or a magnificent estate for ente

Welcome to a VERY well-maintained 4 bedroom, 2.5 bathroom home located in the coveted Queenstown Harbor waterfront community. This beautiful waterfront home features a main-level primary suite with hardwood floors and a private en-suite bath, plus 3 additional bedrooms on the upper level. The Gourmet chef's kitchen is equipped with stainless steel appliances, marble countertops, and opens to comfortable living spaces ideal for entertaining. Enjoy the front-row seat to nature and the water in the outdoor three-season covered porch and a patio featuring newer composite decking. The property is surrounded by mature landscaping and low-maintenance river rock along the perimeter of the home. Launch your kayak or paddleboard right behind your home with boat slips available in the community. IDEALLY located next to Queenstown Harbor Golf Course, featuring the new Toptracer partially heated driving range and the recently renovated Tavern restaurant. Convenient access to Route 50 makes commutin

Open House Saturday May 14th from 12-2. Welcome home to this Colonial located in the highly sought-after community of The Preserve at Wye Mills. Offering 2,220 square feet of finished living space plus an additional 1,140 sq ft unfinished basement, this home provides generous room to live, grow, and customize. The home features 4 spacious bedrooms, including an impressive primary suite with a walk-in closet, tray ceiling, and private en-suite bath. The main level showcases a large open kitchen with center island, stainless steel appliances, double wall ovens, and seamless flow into the open-concept family room highlighted by a new electric fireplace and built in shelvesperfect for everyday living and entertaining. Also on the main floor are a formal dining room, a formal living room or large office, all with crown molding, a grand two-story open foyer, half bath, and a convenient laundry room. An attached two-car garage includes a workbench and pegboard storage for added functionality.

Nestled on a scenic peninsula, this one-of-a-kind 3-bedroom, 3.5-bathroom townhome offers sweeping water views from both the front and back, creating a sense of serenity that feels like vacationing year-round. Located within the gated Narrows Pointe community, this home delivers a perfect blend of luxury and convenience, ideal for both everyday living and as a vacation retreat. Designed with comfort and elegance in mind, each of the three spacious bedrooms is paired with a private en-suite bathroom and a walk-in closet, ensuring each member of the household or any guest enjoys their own personal space. The heart of the home is the gourmet kitchen, outfitted with high end finishes, sleek countertops, and ample storage, making it perfect for culinary enthusiasts and entertaining guests. The primary bedroom offers a peaceful retreat with its private balcony, where you can savor your morning coffee while watching the sunrise over the tranquil Chester River—an idyllic start to each day. The

Perfectly positioned along the living shoreline of the Chester River, this waterfront residence in the gated community of Narrows Pointe offers breathtaking, million-dollar water views and a lifestyle centered around the beauty of the Eastern Shore. One of the few wide units in the community, the home is thoughtfully designed to maximize its remarkable setting. Three-panel sliding glass doors invite in abundant natural light while framing sweeping water views, and decks on two levels with retractable electric screens create inviting spaces to relax while overlooking the shoreline. A spectacular arrangement of windows throughout the home continually draws your eye to the tranquil river setting. Another plus. Seller has paid the current $10,000 assessment, so the buyer will not be obligated to that. Inside, hardwood flooring, recessed lighting, and a neutral color palette welcome you upon entry. The gourmet kitchen serves as the heart of the home and features granite countertops, a cente