108 properties for sale in Prospect Bay

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

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

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

Completely remodeled in 2026 with a new kitchen to include new appliances, quartz counters, and backsplash, 3 new bathrooms, all new flooring throughout, new washer and dryer and freshly painted. Nestled in the serene enclave of Queens Landing, this exquisite remodeled in 2026 Colonial townhouse offers a harmonious blend of luxury and comfort. Spanning 1,440 square feet, the open floor plan invites you to experience a seamless flow between the combination dining and living areas, perfect for both intimate gatherings and entertaining. The family room, conveniently located off the kitchen, creates a warm atmosphere where cherished memories are made. Indulge in the elegance of three spacious bedrooms all on the same level and two and a half beautifully recently remodeled bathrooms, designed for relaxation and rejuvenation. The inviting ambiance is enhanced by the cozy fireplace, providing a perfect backdrop for cozy evenings at home. Step outside to discover the community's stunning outdo

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

Low maintenance island living at its best! 6005 Bridgepointe Dr is freshly painted, deep cleaned, and ready for its new owners! All appliances new within the last two years, power washed & fresh paint on the deck with beautiful views of the pond. Easy access to RT50. Perfect for the commuter. Quiet neighborhood

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

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

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

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

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

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

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

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

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

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

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!

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

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

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

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

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

Designed to rival a private resort, the outdoor spaces were made for celebrating with family and friends. Sweeping water views set the stage for unforgettable gatherings. The waterfront pool features a cascading natural rock waterfall with a bench tucked underneath and a generous shallow sun shelf. A beautifully appointed pool house offers a covered summer kitchen, bar, seating area and full bath with AC. A curated firepit lounge is perfect for evenings under the stars, while expansive patios, balconies and a waterside screened porch provide seamless indoor and outdoor living for every occasion. At the shoreline, life on the Chesapeake begins. The newly expanded L shaped pier is engineered for serious boating, with dockage for a large yacht, a 24,000 lb. And 10,000 lb. lift, electric, R/O water, dual pedestals and decorative lighting along all 260 feet. Protected waters offer calm conditions for docking, fishing, crabbing and watersports, with direct Bay access and easy cruising to Ann

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