80 properties for sale in Woodbury Acres

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

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

Cutest little rancher in the cutest little town! Welcome to Queenstown! Walk to the bank, post office, restaurant, waterfront overlook or even the GOLF COURSE! Quaint smalltown living at its finest! Brand new composite deck boards and vinyl rails. Brand new paver walkway and steps being completed. Updated kitchen! Newer cabinets! Newer quartz countertops! Newer appliances! Newer LVP flooring! Newer fence! Nice corner lot with water views! Hardwood and ceramic floors. Easy commute on and off of 301 to Annapolis, Easton, or wherever!

Built in 2006 and meticulously maintained, this exceptional home offers 6,553 square feet of living space, including 4,463 square feet above grade and an additional 2,090 square feet in the finished walk-out basement with both interior and exterior access. Inside, a dramatic two-story foyer and soaring family room create an impressive sense of openness, while oversized windows fill the home with abundant natural light. The thoughtfully designed floor plan includes formal living and dining rooms, as well as inviting spaces for everyday living and entertainment. A private first-floor office offers flexibility to serve as a main-level bedroom if desired. Dual staircases provide convenient access to the second level. The gourmet kitchen features beautiful 42-inch cabinetry, Corian countertops, a center island, and a sunny breakfast room with sliding glass doors leading to the backyard, making indoor-outdoor entertainment effortless. The spacious primary suite is a true retreat, highlighted

Nestled on a private peninsula jutting into the tranquil waters of the Wye Mills lake, 132 Denny Lake Road in Wye Mills, MD, is a breathtaking Dutch Colonial gem. Boasting over 3000 square feet of living space, with a fully finished walk-out basement adding a fourth bedroom and two and a half baths in total, this home offers spectacular lake views from every level. Outside, the bulk headed shoreline was completed within the last 30 years, ensuring stability and charm. Perfectly situated for both tranquility and convenience, this home is centrally locatedjust 15 minutes to Kent Island or Centreville and only a short drive to Easton. Whether commuting to Annapolis (approx. 30 min) or exploring the Eastern Shore, youll find every destination within easy reachmaking this the ideal blend of serenity and accessibility. A standout feature is the large detached garage with a workshop and a one-bedroom apartment above, complete with a deck overlooking the wateran idyllic retreat. And with its r

Contemporary home in Prospect Bay offering approximately 2,850 square feet of living space and available for the first time since 1999. Features 3 bedrooms, including 2 on the main level, and 2.5 baths. The family room includes a fireplace and triple sliders leading to the deck. Spacious primary suite. Loft overlooking the family room, ideal for a home office, sitting area, or additional living space. Separate dining room and dedicated mudroom with laundry. Complete with a 2-car garage and deck overlooking the backyard. Located in Prospect Bay Golf and Country Club. Club amenities include: golf, a swimming pool, boat ramp, tennis courts and a clubhouse with restaurant

A Rare Opportunity in a much sought after community. The ideal townhome in a waterfront community with Dock and slips across the street. Queenstown Harbor Golf in your Backyard. Walkable to Historic Queenstown. Just 15 minutes to the Bay Bridge. An easy commute to Annapolis. This home has been lovingly maintained. Very Private. A Pellet Stove in Family Room keeps you toasty in the Winter

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 locationall for under $600,000! Experience the best of Marylands Eastern Shore lifestyle in this beautifully maintained 5-bedroom home, perfectly situated in a quiet cul-de-sac just minutes from the water. Whether youre 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 areas waterfront restaurants, youll love having it all right at your fingertips. Inside, youll 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 the co

Save Up to $304/month with a Lender Paid 1 Point Buy Down with Accepted Offer by 6/30/26. Ask Lender for details! Welcome to 336 Timber Lane, where comfort, space, and Eastern Shore convenience come together. This beautifully maintained 4-bedroom, 2.5-bath Colonial offers over 2,100 square feet of living space designed for both everyday living and effortless entertaining. Inside, you'll find hardwood flooring, a cozy fireplace, generous living and dining areas, and an open layout that flows seamlessly from room to room. The spacious kitchen overlooks the family room, creating the perfect gathering space for family and friends. Upstairs, the primary suite offers a private retreat complete with an en-suite bath and walk-in closet, while three additional bedrooms provide plenty of room for family, guests, or a home office. Step outside to enjoy your backyard oasis with space to relax, entertain, and enjoy all that Kent Island living has to offer. Located just minutes from the Bay Bridge,

Sellers have offered to pay for one full year of HOA dues with an offer accepted by 7/17/26. Welcome to the best value in Perrys Retreat, where the first-ever resale of the sought-after Hudson model offers a rare opportunity to own a spacious, beautifully upgraded, and thoughtfully designed home located on a premier lot backing to the woods. The main level is designed for both comfortable everyday living and effortless entertaining, featuring an open-concept layout that seamlessly connects the living, dining, and kitchen spaces. This level also features a private office with French doors that creates the perfect work-from-home setup and an additional flex room offers endless possibilities as another office, playroom, guest space, or bonus room. The upgraded kitchen showcases quartz countertops, stainless steel appliances, an upgraded backsplash, and an extra wall oven, all overlooking the bright and inviting living room with a built-in electric fireplace. Upgraded LVP flooring througho

Deaming of estate living, an inground pool, and days on the water? Welcome to the Aspen model. Nestled in a premier Eastern Shore Community minutes from the scenic Wye River, this executive model offers the grand footprint of an estate home at an incredible value. Inside the thoughtful architectural design shines with a dual-staircase layout-featuring a grand front foyer entry staircase and a highly functional second staircase just off the kitchen area for effortless daily living. The second level is anchored by a massive, sweeping Owner's Suite designed as a true private santcuary. It boasts expansive, dual walk-in closets so large they can easily function as dedicated dressing rooms. Representing the second lowest base price among the builder's six exclusive models, this is a rare opportunity to secure executive. Level square footage and a pool ready lifestyle. Homesite sizes vary: lot premiums apply to select parcels. For a limited time during this initial release, the builder is of

You are going to love this stunning custom home overlooking the 10th green in the prestigious Prospect Bay community. Offering over 3,000 square feet, this beautifully designed residence provides 4-5 bedrooms and has a perfect floor plan. Thoughtfully designed and architecturally pleasing, offering a dramatic two-story foyer, tray and vaulted ceilings. The kitchen is bright and features abundant cabinetry, an island, pantry, morning room, plus there is a separate dining room. The family room is open to the kitchen and showcases bamboo flooring, a gas fireplace, built-ins, and offers access to the deck and backyard. The spacious primary bedroom includes a lovely private bath complete with soaking tub, dual vanities and a walk in shower plus a large walk-in closet. There are 4 additional bedrooms, one of them is located on the main level. Dedicated laundry room on main level too. Barbeque on the large deck or enjoy crabs in the screened gazebo, a winning combination for enjoying the East

Waterfront living with lifestyle, location and luxury! Located at the mouth of the Chester River, this home is in the perfect spot for days on the Bay, boat rides to Kent Narrows restaurants, golf at Queenstown and shopping the Outlets. Just minutes from the Bay Bridge, this beautifully updated home delivers the best of Eastern Shore living with 259' waterfront, community pier, good schools and easy access to Annapolis and beyond. The deeded slip (with boat and PWC lifts) makes life on the water a breeze, while the waterfront backyard soaks up the sun and wildlife on Winchester Creek. This beautiful home features more than 4,400 square feet on three finished levels with west-facing water views from expansive windows that fill the home with natural light. The two-story family room features a rebuilt luxury fireplace with custom trim work, creating an everyday space that is upscale yet comfortable. The renovated gourmet kitchen offers quartz countertops, heated floors, stainless steel ap

Welcome to Perrys Retreat, an exquisite coastal-inspired community in the heart of Grasonville, where luxury living meets the charm of the Chesapeake Bay lifestyle. Built by Ryan Homes, this stunning Craftsman-style residence showcases exceptional curb appeal with a covered front entry, handsome stone accents, classic siding details, and a spacious two-car garage, creating a warm and timeless first impression. Inside, a spacious and welcoming foyer sets the tone for the homes thoughtfully designed interior. Nearby, elegant French doors open to a versatile flex room, perfect as a private home office, formal dining room, or optional guest bedroom. Beautiful luxury vinyl plank flooring spans the main level, complemented by recessed lighting throughout the home and plush carpeting upstairs for added comfort. The thoughtfully designed open floor plan is anchored by an extraordinary great room and show-stopping chefs kitchen that truly define the heart of the home. Designed with impeccable a

This amazing property is like no other. Private w/ deep water. The winding driveway leads to tennis court & 2-story tennis house w/ it's own driveway or stay on the main driveway to the main house. The main part of the main house was built w/ materials from a 1730 barn. Incredible beams, floor, doorways & more! 3 story great room w/ full stone chimney w/ gas fireplace. This dwelling provides 4 bedrooms & 2.5 baths spanning 3 stories, plus a lookout tower. There is also an efficiency apt. Over the garage w/ its own water views. Roof & HardiPlank siding are reasonably new. There is an accessible crawl space & house generator. Interior is very unique & special, still ready for your upgrades. The tennis house has 4 rooms, reception area, a kitchenette, full bath & sauna. It is far enough away from the main house to provide its own sandy beach front, great views & privacy. Do not enter property w/o appointment!

Please don't contact the Seller; there is an illness and they cannot accommodate showings. Spectacular Waterfront Retreat on almost 7 Acres in Exclusive Bennett Point! Welcome to your private paradise on the shores of serene Greenwood Creek! This extraordinary waterfront estate offers almost 7 acres of pure tranquility and luxury, surrounded by water on two sides for a true feeling of seclusion and peace. Your deep-water private pier is a boaters dream complete with 3 boat lifts and 2 jet-ski lifts ($150k value just in lifts alone) perfect for crabbing, fishing, or setting out for a sunset cruise. The homes Royal Blue Terracotta roof and accents make a bold architectural statement, while the full wrap-around deck ensures youll never miss a moment of the breathtaking waterfront views. Step inside and be transported to a stunning waterfront chalet (2x6 construction), where soaring ceilings, skylights, and warm wood accents create a cozy yet grand, open atmosphere. The nearly 3,000 sq. Ft

Please don't contact the Seller; there is an illness and they cannot accommodate showings. Spectacular Waterfront Retreat on almost 7 Acres in Exclusive Bennett Point! Welcome to your private paradise on the shores of serene Greenwood Creek! This extraordinary waterfront estate offers almost 7 acres of pure tranquility and luxury, surrounded by water on two sides for a true feeling of seclusion and peace. Your deep-water private pier is a boaters dream complete with 3 boat lifts and 2 jet-ski lifts ($150k value just in lifts alone) perfect for crabbing, fishing, or setting out for a sunset cruise. The homes Royal Blue Terracotta roof and accents make a bold architectural statement, while the full wrap-around deck ensures youll never miss a moment of the breathtaking waterfront views. Step inside and be transported to a stunning waterfront chalet (2x6 construction), where soaring ceilings, skylights, and warm wood accents create a cozy yet grand, open atmosphere. The nearly 3,000 sq. Ft

Discover the charm of this beautifully renovated split-level home in the desirable Prospect Bay community. With 4 spacious bedrooms and 3 full baths, this residence boasts an inviting interior featuring upgraded countertops, LVP floors, and cozy exposed beams. The heart of the home is the combination kitchenu002Fdining area, perfect for gatherings that can flow outside to the new expanded deck. With one bedroom, full bath and living room on lower level it could be the perfect in-law suite or college student apartment. Enjoy the serene 1.22-acre corner lot with firepit, trees perfect for hammock, backing to mature trees, offering a peaceful views. The community amenities include a pool, golf course, marina, community pool, tennis & pickleball courts and playgrounds, fostering a vibrant neighborhood spirit. Enjoy easy access to the Prospect Bay sanctuary for boating and fishing enthusiasts. Located in a friendly community with excellent schools and nearby parks, this home is perfect for

Welcome to your perfect Eastern Shore escape in the highly sought-after Beach Harbor Camper Cooperative! This is your opportunity to own a true waterfront lifestyle without the waterfront price tag. Located just steps from Jackson Creek with access out to the Chester River, this property is ideal for boating, kayaking, paddleboarding, or simply relaxing by the water all season long. Beach Harbor is known as one of the best-kept secrets on the Shorea gated, amenity-rich community offering a private beach, boat ramps, marina access, pool, clubhouse, playground, and more. Whether youre looking for a weekend getaway, summer retreat, or an affordable place to enjoy 3-season living, this community delivers. Spend your days on the water, your evenings with friends and family, and your weekends escaping the stress of everyday life. With easy access on and off Kent Island and just a short drive from the bridge, this location makes getting away effortless. Properties like this dont come around o

This stunning 4-bedroom, 2.5-bath home sits directly on the golf course, overlooking the 10th hole in the prestigious Prospect Bay community. Hardwood floors flow throughout, with refinished flooring in the kitchen and living area, while large windows fill every room with natural light. The updated kitchen boasts granite countertops, stainless steel appliances, and new lighting above the island, opening to a spacious living area with high ceilings and an open floor plan perfect for entertaining. The first-floor primary suite includes a sitting room or private office, offering comfort and flexibility. Step outside to enjoy the screened-in porch, large pool with hot tub, privacy fence, and beautifully landscaped backyard, all with direct access to the golf course. A new compressor has been installed in one of the HVAC units, new skylights and the home has been freshly painted. Experience the ultimate lifestyle within this vibrant waterfront communitygolf, boating, dining, and social even

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

Great price improvement! Sellers have found home of choice. Welcome to The Enclave at Prospect Bay, where this former model home showcases the sought-after Pebble Beach floor plan with thoughtful upgrades and timeless details, backing directly to the 18-hole golf course. Designed for both everyday living and entertaining, the home features three first floor bedrooms, three and a half bathrooms, and a spacious walk-up sky basement with a full bathideal as a fourth bedroom, office, or media room. The chefs kitchen offers Quartz countertops, wall oven, cooktop, ceramic tile backsplash, pantry, and a large island that opens to the dining area and family room. There is a bonus coffee or wine bar with mini fridge, stylish glass cabinets, and additional storage located off the kitchen. In the living room, a custom fireplace with built-ins creates a warm focal point, while expansive windows and plantation shutters throughout the home invite natural light. The main-level primary suite includes

OPEN HOUSE Saturday, June 13th 11-1PM. First Time Offered on the Market. Welcome to this beautifully maintained, custom-built Colonial located in the highly sought-after Greenwood Community. Nestled on a quiet cul-de-sac on Rilian Court, this exceptional home offers the perfect blend of comfort, privacy, and timeless charm. Proudly owned and meticulously cared for by the original owners, this move-in-ready residence showcases quality craftsmanship throughout. Enjoy peace of mind with a brand-new roof just installed, adding significant value and curb appeal. Enjoy outdoor living in the large, fully fenced backyard featuring a spacious deck overlooking a serene wooded area—perfect for relaxing or entertaining. Step onto the inviting front porch and into a two-story foyer. The main level features a bright and open layout, including a living and dining area that flows seamlessly into the kitchen with a breakfast bar. The sunny breakfast area opens directly to the deck and overlooks the bac

Welcome to The Corsica, a beautifully designed two-story home offering 1,664 square feet of well-planned living space. With 4 bedrooms and 2.5 bathrooms, this layout is ideal for anyone seeking both functionality and modern style. Step inside to an inviting open-concept Kitchen, Eating, & Great Room, perfect for entertaining or relaxing with loved ones. The kitchen features an attached large island overlooking the spacious living area, ensuring you’re always part of the conversation. Natural light fills the space, creating a warm and welcoming atmosphere for everyday living. Convenience meets practicality with the Mudu002FLaundry Room located just off the garage, providing a seamless transition from outdoor activity to the home’s main living areas which is perfect for busy mornings or returning from weekend adventures. Upstairs, you’ll find four comfortable bedrooms, including a private primary suite with a full bath and walk-in closet. Three additional bedrooms share a second full bat

Exquisite Wye River Waterfront Estate | 3021 Bennett Point Set on more than five tranquil acres with deep water and over 900 feet plus of protected shoreline, this custom-built waterfront residence new finished square footage 7,129 feet offers timeless design, enduring quality, and a setting unlike any other. With five full en-suites and newly finished spaces for a second family room & kitchenette, it provides flexibility for multi-generational living or exceptional guest accommodation. Originally built in 1981 and completely reimagined in 2006, every detail reflects craftsmanship and artistry. A gated entry and private drive lined with seasonal blooms lead to a circular drive and covered brick porch, where glass entry doors open to reveal soaring vaulted ceilings, skylights, and a wall of windows framing the breathtaking Wye River views. Throughout the home, custom cherry millwork elevates fireplaces, built-ins, and displays with warmth and richness. At the heart of the open floor pla