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$589,900
3 Beds ⋅ 2 Baths
Experience the epitome of water oriented living in this stunning home situated in Chesapeake Isles, offering breathtaking views of the North East River from its second and third floors. Multiple balconies provide the perfect spot to relax and take in the surroundings. The expansive living room and gourmet kitchen are ideal for family meals and entertaining guests. This home features three spacious bedrooms along with a third floor large bonus room that can serve as an office or hobby space. Unwind on the sunroom or covered deck, enjoying the outdoors while staying protected. The property also features an outdoor shower for added convenience. The newly installed rear yard fence provides a secure, private space for children and pets to play. Combining comfort, functionality, and outdoor living, this residence caters to all needs. As part of the Chesapeake Isles community, residents enjoy access to a private beach, boat ramp, and pavilion, providing endless opportunities for outdoor enjoyment and making every day feel like a vacation. Don't miss the chance to own this incredible home. THIS IS A MUST SEE!!!

5408 Turkey Point Rd, North East

Listing courtesy of Integrity Real Estate. Contact:

$339,000
2 Beds ⋅ 2 Baths
Welcome to 117 NE Isle Drive, a beautifully upgraded waterfront-community condominium in the sought-after North East Isles, located at the head of the Chesapeake Bay. From the moment you step inside this lower-level unit, you'll appreciate the rich Brazilian hardwood floors, elegant granite finishes, and premium stainless steel appliances. The main level features an open-concept living, dining, and kitchen area designed for comfortable everyday living and effortless entertaining. A versatile office/guest bedroom showcases stunning custom built-ins, a granite desk, and a convenient Murphy bed, making it ideal for working from home or accommodating visitors. The gourmet kitchen is equipped with stainless steel appliances, a cooktop, trash compactor, and gorgeous granite countertops. The living room opens to a private deck with seasonal views of the North East River, creating the perfect setting for morning coffee or evening relaxation. The lower level offers a spacious owner's suite complete with a walk-in closet, luxurious bath featuring a walk-in shower and jetted soaking tub, and direct access to a second private deck. Additional lower-level spaces include a laundry area and a flexible bonus room ideal for a home gym, den, or hobby room. This exceptional home is loaded with upgrades and provides access to outstanding community amenities, including a swimming pool, tennis and pickleball courts, boat launch, boat storage, picnic area, and fire pit. Residents also have opportunities to purchase or lease slips in the private community marina. Located in the charming town of North East, Maryland, you'll enjoy easy access to local restaurants, boutiques, marinas, state parks, and year-round waterfront activities. Conveniently situated less than an hour from Baltimore, Philadelphia, and Lancaster, this property offers the perfect blend of small-town charm and regional accessibility. Experience the best of Chesapeake Bay living at North East Isles.

117 Ne Isle Dr, North East

Listing courtesy of Integrity Real Estate. Contact:

$499,900
3 Beds ⋅ 3 Baths
NEW PRICE AND NEW A/C! Welcome to West View Shores! This charming 3-bedroom, 2½-bath home offers the perfect blend of comfort, convenience, and coastal community living — and it comes fully furnished with all furniture, furnishings, decor and household items, making it truly move-in ready. Just bring your personal belongings and start enjoying your new home! Relax and unwind by the gas fireplaces located in both the sunroom and living room. Off the sunroom is a deck for entertaining and beautiful views of the river. The updated kitchen features beautiful cabinetry and opens to the dining area, complemented by gorgeous wood floors throughout the main living spaces. The walkout basement provides additional living space, a half bath, and plenty of storage. An attached one-car garage adds convenience, while the large detached garage offers room for 2+ cars, hobbies, storage, and more. There is an additional deck and bar attached to the garage to create the perfect setting for entertaining family and friends. Enjoy the West View Shores community lifestyle with a short golf cart ride to the fishing pier, boat ramp and sandy beach, where you can watch ships pass by, soak up the sun, and take in peaceful river views. This is a wonderful opportunity to experience a waterfront-inspired lifestyle without the waterfront price tag!

55 Midway, Earleville

Listing courtesy of Gunther-McClary Real Estate. Contact:

$379,900
3 Beds ⋅ 2 Baths
Filled with natural light, the spacious living room and dining room each feature beautiful bow windows, creating warm and inviting spaces for everyday living and entertaining. The eat-in kitchen offers tile flooring, ample cabinetry, a large pantry, and brand new appliances (2026). Just off the kitchen you’ll find convenient French doors leading to a screened covered porch with decorative railing and ceiling fan-an ideal spot to relax and enjoy the beautifully landscaped backyard. Outdoor living shines with new composite decking, a fenced yard (2025), patio area, large storage shed, and a unique he/she shed, perfect for home office, studio or hobby space. The yard offers plenty of room for entertaining family and friends. Inside, the living room features a coat closet with additional storage tucked beneath the stairs. Upstairs, you’ll find all new carpeting, a spacious laundry room with washer and dryer, and a versatile open area with parquet flooring that could serve as a playroom, reading nook or a home office. The generous primary suite includes a walk-in closet, private bath, beautiful stained glass closet doors. A second bath features convenient linen closet. Additional updates include a new roof (2019), solar attic exhaust fan, central air conditioning (2020), public water and sewer, oil heat, and a covered car port with ample additional parking. Best of all, there is no HOA. Enjoy Perryville’s welcoming community atmosphere, complete with a local farmers market, historic tavern, charming ice cream shop, new brewery, a nearby park where fishing can be enjoyed without a fishing license. Whether you’re seeking a peaceful retreat or a place to embrace Chesapeake lifestyle, this home offers the perfect combination of comfort, convenience, and coastal charm.

906 Frenchtown Rd, Perryville

Listing courtesy of American Dream Realty and Management. Contact: 4436400090
$279,900
2 Beds ⋅ 2 Baths
Vacation where you live in this meticulously maintained 2 bed, 2 bath condo in the waterfront community of Tomes Landing! Kitchen is open to the large living room and has sliders to side balcony. Both bedrooms are quite large including an owner's suite that also has sliders to the balcony where you will find great water views! Washer and dryer are included in the unit as well as a very large pantry and storage. 1 car garage and a pool membership that's included in your condo fees. Freshly painted. New blinds, appliances and HVAC . Walking distance to a few outstanding restaurants nearby where you'll find excellent food and entertainment! Close to marina and boat ramps. Minutes to 95 and Rte 40! Right in between Philly and Baltimore for an easy commute.

205 Rowland Dr, Port Deposit

Listing courtesy of Remax Vision. Contact:

$199,900
2 Beds ⋅ 1 Baths
Welcome home! This cottage on Red Point Beach is the perfect getaway. Tucked away in a peaceful location you won't want to miss this one! Coming with two bedrooms and one full bathroom , there is room for just you or even a few guests. Water access is a huge bonus with his property. Buyer can make changes to make this a primary residence if desired or keep it for an air B&B vacation rental. Just a walk away from a beach and boat launch, perfect for relaxing! All interior furnishings, boat and golf cart not included but negotiable.

54 4th St, North East

Listing courtesy of Foraker Realty Co.. Contact: (484) 406-3004
$329,900
2 Beds ⋅ 2 Baths
Welcome to 113 NE Isle Dr located in the beautiful, water oriented community of North East Isles. From the second you drive into the community you feel like you are on vacation. This lower level, 2 bedroom, 2 full bath and bonus room will make you feel right at home. From the wood flooring and full glass sliders overlooking the North East Creek to the large owner's suite and soaking tub and built ins, this condo is all you need either for a primary residence or vacation home. This condo also offers a limited, but year round views and the perfect spot to see the Eagles and Heron that make their home in North East Isles, too! Community amenities include 2 tennis/pickleball courts, pool, boat launch and watercraft storage, fire pit and picnic area and opportunities to rent or buy in the community's private marina. Just an hour from Lancaster, Baltimore and New Jersey. SELLER IS OFFERING A $10,000 SELLER ASSITANCE IF HOME GOES UNDER CONTRACT UNTIL 8/3/2026

113 Ne Isle Dr, North East

Listing courtesy of Integrity Real Estate. Contact:

$1,469,000
5 Beds ⋅ 3 Baths
Welcome to your private waterfront paradise on the Elk River! In a stunning setting on 30+ acres, the home beckons those seeking serenity and an abundance of land to call their own. A former Christmas tree farm, the property ranges from mature forest with towering trees, to sprawling, tillable meadows, to marshland, a beach area with huge potential, and the Elk River a short distance from the expanse of the Chesapeake. Not in an HOA, and has the potential to be an amazing vacation rental. You'll love the house, designed with an abundance of glass to maximize the views of the sprawling landscape and the bay beyond. It's an Acorn Deck House (learn more at deckhouse.com), which has it's own well-deserved fan base. Entering the front doors, you'll be greeted by a wide open living space with vaulted ceilings and the wall of windows. In this space is the large fireplace, and next to it the spacious, custom kitchen, designed thoughtfully with entertaining in mind. The spacious deck wraps around the rear of the home overlooking the pool, a wonderful place to unwind and take in the views. Also on the main floor is a large space overlooking the water that's been cleared out to make way for what is begging to be a gorgeous primary suite, with large windows overlooking the water. Downstairs, you'll find four spacious, daylight bedrooms, with 3 of them having bay views and patio doors opening at ground level, with the pool just beyond. One features a private bath of its own, along with a second full bath that serves the remaining guest rooms. This level also features a spacious laundry area and the utility room. Note that a major upgrade completed by the owners is the installation of a geothermal system for efficiency of heating and cooling. Back outside, you'll find the pool an incredibly beautiful space; custom designed by the owners, it's practically brand new, a concrete pool build with only the best in mind. Roaming the outdoors, you'll find wildlife to be a part of life here with bald eagles having a nest on the property (imagine being able to say that!), a thriving deer herd, along with lots of other creatures. Fish in the creek and the Elk River, and the bay beyond, or hunt, or just soak it all in. A floating dock is in place for smaller boats, and a new dock can be build for larger boats, and to access to the beautiful beach area beyond the marshland. With your finishing touches, this home can become the haven of your dreams, or a stunning vacation rental. Homes in a setting like this don’t come along often, schedule your private tour today and experience the glory of waterfront living!

85 Green Haven Dr, Elkton

Listing courtesy of Astoria Realty Advisors LLC. Contact: 7174256264
$209,900
Included in the sale are 2 building lots available in sought after Charlestown Manor! Community amenities include a beach, boat ramp, dock, and mooring rights. This property consists of lots 9, 10 (TAX IS 0805040922) & lots 11 and 12 (TAX ID 08050139946). Lots are in the Chesapeake bay Critical area.

Heisler Ave, North East

Listing courtesy of Remax Vision. Contact:

$299,900
3 Beds ⋅ 2 Baths
There's no place like home at Tomes Landing. This top-floor, end-unit condo offers breathtaking Susquehanna River views, spacious living areas, and the ease of low-maintenance condo living in the heart of historic Port Deposit. Featuring approximately 1,860 square feet, 3 bedrooms, and 2 full baths, this well-designed home is filled with natural light thanks to its desirable end-unit location. The kitchen includes a breakfast bar, pantry, and dedicated laundry room. A spacious living room with a ceiling fan flows seamlessly into the sunroom, where walls of windows frame the river and surrounding landscape. Step onto the balcony to enjoy the ever-changing scenery, from passing boats to occasional sightings of osprey and bald eagles. The primary suite features a walk-in closet and private bath with a dual vanity, jetted soaking tub, and separate shower. Two additional bedrooms and a full hall bath provide flexibility for guests, hobbies, or a home office. Additional highlights include a newly replaced HVAC system (2026), elevator access, and an assigned garage. The monthly condo fee includes water, sewer, and trash. Optional community amenities may be available for an additional fee, including access to the pool and clubhouse. Ideally located near Lee's Landing, local marinas, restaurants, parks, and trails, with Susquehanna State Park just across the river. Convenient to Hollywood Casino, Great Wolf Lodge, I-95, and major commuter routes. Schedule your private tour today and discover the waterfront lifestyle waiting for you at Tomes Landing.

118 Rowland Dr, Port Deposit

Listing courtesy of Integrity Real Estate. Contact:

$695,000
3 Beds ⋅ 2 Baths
NO shoes-NO shirt-NO PROBLEM!! Your Eastern Shore getaway with WATER views just hit the market! This beautifully reimagined coastal retreat in the heart of Hack’s Point offers the perfect blend of modern farmhouse style and laid-back Chesapeake Bay living. Just moments from the Bohemia River, marinas, and waterfront recreation, this completely renovated home delivers charm, craftsmanship, and comfort in every detail. From the moment you arrive, the expansive wraparound porch invites you to slow down and enjoy the peaceful surroundings. Inside, you’ll find a stunning mix of rustic and contemporary finishes, including reclaimed wood accent walls, luxury flooring, designer lighting, and an open-concept layout ideal for entertaining. The spacious kitchen features granite countertops, stainless steel appliances, subway tile backsplash, oversized island seating, and custom touches throughout. Natural light pours into every room, highlighting the thoughtful renovation and airy feel of the home. Stylish bathrooms, updated systems, modern fixtures, and spacious living areas create a move-in-ready opportunity perfect for a full-time residence, vacation getaway, or investment property. Situated on a generous lot ( one of the largest) in the desirable waterfront community of Hack’s Point, this home offers easy access to boating, fishing, restaurants, and all the charm of Maryland’s Eastern Shore. Whether you’re sipping coffee on the porch, hosting summer gatherings, or enjoying nearby waterfront sunsets, this property captures the relaxed lifestyle buyers are searching for. Coastal charm, modern updates, and small-town waterfront living — this is Hack’s Point at its finest. Conveniently located near Middletown, Delaware, the Delaware 301 Bypass, multiple marinas, waterfront dining, and the area's popular wineries. Are you looking for an income-producing property? This is it. On the additional space behind the home, you can build an approved 4-car garage with an apartment above-see renderings in the photo lineup! THERE IS A BRAND-NEW TOP-LINE SEPTIC SYSTEM THAT WILL FACILITATE YOUR HOME AND THIS INCOMING PRODUCING BUILDING! Located just a short walk or golf cart ride to the Hacks Point community beach and dock, you’ll enjoy easy access to boating, fishing, kayaking, and unforgettable sunset views on the Bohemia River. Hacks Point Community Association has a voluntary $150/year association fee - this covers maintenance of common areas and the community beach, mosquito spraying, social activities, and general liability insurance for common areas. The Hacks Point Pier Association is separate and costs $300/year for a boat slip or $150/year for jet skis + plus a bond cost, which varies depending on slip size. Community beach is at the end of Beachview Ave. www.hackspoint.org

70 Park Ln, Earleville

Listing courtesy of Century 21 Gold Key Realty. Contact: 3023695397
$495,000
2 Beds ⋅ 2 Baths
Whether you're seeking a full-time residence, vacation home, or boating getaway, this exceptional West View Shores raised ranch delivers comfort, convenience, and breathtaking Chesapeake Bay views. Enjoy unlimited waterfront views of the Elk River and the Chesapeake Bay from this beautifully maintained, original-owner cottage. This fully furnished 2-bedroom, 2-bath retreat is move-in ready and perfect as a primary residence, vacation home, or investment property. Inside, the home features a spacious primary suite with a full bath and closet, along with an open-concept living room, dining area, and kitchen. Vaulted ceilings, a breakfast bar, and two sets of Andersen French doors create a bright, airy space filled with natural light. Expansive windows frame stunning views of the community open space, bluff, beach, and water beyond. Step outside to a large front deck—ideal for entertaining or simply relaxing while taking in the scenery. The elevated design of the home allows for a versatile lower level with a patio, driveway, and storage, offering endless possibilities. An additional deeded lot is included and houses the septic system, adding extra value and flexibility. West View Shores is located in Cecil County on Maryland’s Eastern Shore at the Top of the Chesapeake Bay. Views of Turkey Point, the lighthouse and Elk Neck State Park are enjoyed from various points in the community. West View Shores is a community featuring a beautiful beach along the Elk River with spectacular sunsets across the Bay. Boating, fishing and other water sports are accessible from the boat ramp and dock which provide residents a variety of leisure experiences year round.

114 Bluff Rd, Earleville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3023515000
$329,900
2 Beds ⋅ 2 Baths
Waterfront! Waterfront Living! Only relocation makes this beautiful condo on the Susquehanna River available for sale. Offering breathtaking water views and stunning sunsets, this is a rare opportunity to own a piece of waterfront living that truly stands out. Whether you want a ‘get away’ or forever home, it’s a must see! This well-maintained unit features two spacious bedrooms and two full bathrooms, providing comfort and flexibility for everyday living or hosting guests. Large sliding doors invite in natural light while showcasing the serene river views. Access to the covered 2nd floor balcony is through bedroom1 or the living room. All glass in sliding doors has been recently replaced (2022)- - view is spectacular. Balcony was fitted with canvas awning and sunshades (2024), making afternoon and cocktail hour perfect. Other upgrades include new HVAC (2022), hot water tank (2024), and faucet in kitchen (2026) giving peace of mind and added value to the next owner. Whether you’re relaxing indoors or enjoying the scenery outside, this condo delivers a lifestyle of tranquility and convenience. It is available with some furnishings, offering flexibility to suit your needs. Ask about the For Sale 26 foot Sea Ray. The owner is a licensed Maryland Realtor, Daniel F. Duncan

31 Owens Landing Ct Unit #B, Perryville

Listing courtesy of RE/MAX Edge. Contact: 3024424200
$595,000
3 Beds ⋅ 3 Baths
BOAT RAMP/WATER ACCESS just two houses away! Terrific WATERVIEWS include ships traveling the C&D canal! This Bonney Shores home offers a unique floor plan, multi-level living with many great spaces. The main floor offers living room with vaulted ceilings and two sliding doors to deck and "WOW" river views. Updated kitchen with lots of upgrades, cabinets with cool built in features, granite countertops, double ovens and appliance package. Primary bedroom/bath is also on the main floor along with a Sunroom in a private setting. Upper level is made up of two bedroom, bath and loft area ( great for office desk). Lowest level is the front entrance with family room with fireplace, office, full bath and utility room, possiblities for a 4th bedroom ! Multi-level decks are great for entertaining or daily meals and a place to enjoy the hot tub. Lots of driveway to park your boat :) Newer roof (2021) and newer top deck (2024) Home warranty is being provided to the new owners, call now to schedule your private tour.

33 Bonney Shores, Elkton

Listing courtesy of Patterson-Schwartz-Newark. Contact: 3027337000
$10,000,000
This offering marks an extraordinary opportunity to acquire one of North America’s most prestigious properties. While the 437.5 acre farm is globally celebrated for its history of breeding, training, and raising excellence and many world-class sport horse champions, the focus now turns to the sale of the physical estate, a masterpiece of equestrian infrastructure and natural beauty now available for its next chapter. The property is defined by its remarkable landscape, featuring 200 wooded acres of mature trees, 220 acres of pastureland, and 15 acres of impervious structures across the gently rolling terrain of Cecil County. Bordered by 1.3 miles of tranquil waters of the Octoraro Creek, the land offers a rare combination of high-performance utility and serene privacy. The sale includes comprehensive, established equestrian infrastructure, highlighted by a 36-stall main barn, 2 outdoor arenas, 12 fields, 31 paddocks, 14 dwellings, 2 additional barns, and numerous equine facilities that have served as the benchmark for elite sport horse development for decades. The true value of Hilltop Farm’s footprint lies in its versatility; it is a canvas limited only by the scale of one’s imagination. While its equestrian pedigree is unrivaled, the estate invites a bold repurposing as a world-class Agri-Tourism Destination or a Private Legacy Compound. The riverfront and woodlands are perfectly suited for a Luxury Wellness Retreat, with riparian trails just a stone's throw from the urban corridors of Philadelphia, Baltimore, and DC. As this historic operational chapter concludes, the property is now positioned for a new curator to inherit a landscape of immense function and beauty. This is a rare chance to own a sanctuary that has been both a stage for international sport and a community standard-bearer. This listing includes multiple parcels and should be referenced in conjunction with MLS# MDCC2020400 (Tax ID: 0806025811) and MLS# MDCC2020404 (Tax ID: 0806012450).

1089 Nesbitt Rd, Colora

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767
$725,000
2 Beds ⋅ 2 Baths
Nestled along the Elk River in a secluded, tree-lined setting, this charming 2-bedroom, 1.5-bath home offers the perfect blend of privacy, nature, and comfort. Enjoy peaceful water views and your own in-ground pool—ideal for relaxing or entertaining all summer long. Inside, the open floor plan creates a bright and inviting atmosphere, featuring a spacious eat-in kitchen with stainless steel appliances and plenty of room to gather. Whether you're looking for a move-in ready retreat or a property with potential to make your own, this home delivers. A rare opportunity to own a slice of waterfront tranquility with endless possibilities.

139 Knollwood Rd, Elkton

Listing courtesy of Foraker Realty Co.. Contact: (484) 406-3004
$449,000
3 Beds ⋅ 2 Baths
Vacation-style living with breathtaking sunset views every evening!  This rarely available 3 bedroom, 2 full bath Tomes Landing ll Penthouse waterfront corner unit condo with private balcony offers unobstructed views of the Susquehanna River and protected parkland across the river.  Bright, open floor plan with 9' ceilings filled with natural light.  It features a gourmet kitchen with custom cherry cabinetry, granite island, ceramic tile flooring, custom lighting, and two built-in beverage refrigerators in the island.  Kitchen opens to the dining and living areas with all new hardwood flooring. Spacious primary suite has great water views, a luxury ensuite bath, a soaking tub, and a tiled walk-in shower with bench and glass door. Two additional bedrooms with updated Jack and Jill bathroom offer flexibility for guest rooms or office space. In-unit laundry room with tile floor and additional cabinets for extra storage. Rare oversized garage fits up to 3 vehicles, a boat, and/or storage. Building has an elevator plus ample parking. $150,000 in recent updates include expanded living space, new hardwood flooring, lighting, moulding, wainscoting, fresh paint, removal of popcorn ceilings, and new interior fans and porch fan.  Brand new HVAC (April 2026, 1-year service contract) and new 50-gallon water heater (2026).  A swimming pool membership is available for a $100 yearly fee.  Boat dockage and hi and dry is available for an additional fee. Condo fee include water, sewer, exterior maintenance, snow, trash removal, elevator, and flood insurance. Convenient to waterfront dining, shops, and Lee’s Landing; minutes to I-95, Rt 1, Rt 40, Hollywood Casino, and Great Wolf Lodge. Hurry to schedule your private tour today!

110 Rowland Dr, Port Deposit

Listing courtesy of Patterson-Schwartz-Newark. Contact: 3027337000
$8,995,000
6 Beds ⋅ 5 Baths
Set on 93 private acres with 6,100 feet of shoreline along the picturesque Sassafras River and Cox Creek. The estate includes a main house, guest house, pool house and riverside pavilion, offering ample delightful space for large groups to gather, unwind and experience the activities and natural beauty of the upper Chesapeake. Showcasing exceptional design, materials, craftsmanship, the living spaces are framed by expansive views of the Sassafras River. The main residence includes six spacious bedrooms and four and a half baths. The heart of the home is a gourmet kitchen and adjacent generous breakfast room wrapped in 180-degree river views, a setting that enhances every meal. The home flows naturally into multiple large gathering spaces built for entertaining, and into quieter, more intimate rooms designed for reflection and rest. The guest house ensures that you can accommodate family and friends. With three generously sized bedrooms and one and a half baths, full kitchen, fireplace and brick patio, it offers a self-contained retreat that gives guests their own space while keeping everyone together on the estate. The pool complex redefines what a backyard amenity can be. At its center is a 52,000-gallon swimming pool with a retractable electric cover, positioned to frame sweeping panoramic river views. An adjoining heated spa and a oversized pool deck complete a setting that invites long, unhurried afternoons in the sun. Elevating the experience further, it offers a full bath, generous living and dining areas, and amenities more commonly found at a high-end resort - a large, well-equipped gym and an eight-person steam room -providing the perfect end to an active day. Perched at the water's edge, the recently constructed two-story pavilion is the social and recreational heart of the estate's waterfront. It's a front-row seat to everything that makes the Sassafras River so beloved: working crab boats in the early morning, sailboats gliding past at midday, and the sky turning gold over the water at dusk. Spend a lazy afternoon on the pavilion's upper level as the river life unfolds below, then head down to launch your own boat from the private boat lift or boat ramp. The Sassafras and Cox Creek offer boundless activities including boating, water skiing, tubing, wakeboarding, sailing, paddleboarding, and kayaking, all awaiting just steps away. After fun on the water, return to the pavilion for lunch, dinner, or simply a seat with one of the best views on the upper Bay. Adjacent to the grassy wharf, the nearly 1,000-foot private sandy beach is a rare and remarkable amenity ideal for an afternoon stroll with friends or a quiet moment watching the sunset or moon rise over the river. Other improvements along the waterfront include a 1000+ stone revetment protecting the shoreline, a 13,000lb boat lift, and a boat ramp. The grounds reflect a thoughtful balance of beauty, privacy, and long-term stewardship, with carefully planned enhancements designed to complement the natural setting while supporting comfortable estate living. Mature trees and established landscaping create a sense of arrival and continuity across the property, while curated sightlines and open lawn areas transition naturally into wooded edges and surrounding countryside. A network of trails invites exploration through the woods, offering quiet vantage points and seasonal changes that reinforce the property’s connection to the Eastern Shore landscape. The property's blend of fields, woods and waterfront habitats, complemented by offshore hunting rights offers productive hunting. The land supports healthy populations of deer, wild turkey, ducks & geese, creating a sportsman's haven throughout the seasons. Enjoy fishing and crabbing from the dock ideally located on the edge of the deep water channel. Major mid-Atlantic cities, international airports & train stations are within easy reach, making the estate accessible for full-time residents and weekend escapes.

750 Cassidy Wharf Rd, Earleville

Listing courtesy of Gunther-McClary Real Estate. Contact:

$1,400,000
4 Beds ⋅ 4 Baths
This waterfront property offers incredible potential and a rare opportunity to create something truly special. The home experienced storm damage several years ago, and while significant improvements have already been completed, the property is still in the process of being renovated and will require additional work to finish. Recent updates include all new windows, new siding, a new roof, a new dishwasher, and a newly built deck. The basement has been completely gutted and is ready to be finished. The home offers a spacious layout with unique features, including a primary bedroom with a loft and sliding glass doors that open to the deck, providing beautiful natural light and a relaxing connection to the outdoors. Another standout feature is the separate above-garage apartment/in-law suite, which includes a bedroom, bathroom, mini-kitchen, and private entrance, offering great potential for guests, extended family, or additional living space. The property also includes both an attached garage and a large detached garage, providing plenty of storage, parking, and workspace. Situated on 3.12 private acres along the water, the setting is truly the highlight—offering peaceful views, privacy, and plenty of space to make this property your own. The seller is unable to complete the remaining renovations, and the property is being sold in its current condition. With vision and finishing touches, this home could be transformed into an exceptional waterfront retreat.

38 Osprey Way, Elkton

Listing courtesy of Iron Valley Real Estate of Central PA. Contact: (717) 344-5950
$159,900
3 Beds ⋅ 2 Baths
Price Reduced! Water oriented home with pole barn! This 3 bedroom 2 bath home is 1782 square feet with a living room with a fireplace, large kitchen, many additional rooms, enclosed porch, and multiple decks located close to the water in Crystal Beach Manor . Call now to tour!

159 Park Dr, Earleville

Listing courtesy of Real Estate Consultants. Contact:

$79,900
Water view lot located across the street from the North East River that opens into the Chesapeake Bay. Public water & sewer hookups available. Community waterfront access area at the end of Water St. The lot is 50’x150’ and is designated as lot 38 Cherry Lane on the Joseph Babec subdivision plat. There is an additional 50’x150’ lot 37 that adjoins this lot and is also on the market for $79,900. Come enjoy the fun and lifestyle that comes with the Chesapeake Bay. Call for additional details.

Cherry Ln, Perryville

Listing courtesy of Key Realty, Incorporated. Contact:

$285,900
2 Beds ⋅ 2 Baths
Welcome to 204 NE Isle Dr ! Located in the Water Oriented Community of North East Isles. Situated at the head of the Chesapeake Bay and in the quaint town of North East, Maryland. This one-owner unit has a huge primary bedroom with attached bath, a second good sized bedroom , another full bath, open floor plan, gas fireplace, deck overlooking the courtyard, as well a covered carport parking spot and a 10 x 24 storage unit! HVAC is 3 years old and water heater is one year old. Community offers community pool, 2 tennis/pickleball courts, private marina, picnic area , fire pit and watercraft storage area, floating dock and boat ramp. Less than an hour from Lancaster, Philadelphia and Baltimore. Love where you live or where you vacation! NE Isle does not allow grills or Airbnb or VBRO

204 Ne Isle Dr Unit #84A, North East

Listing courtesy of Integrity Real Estate. Contact:

$264,900
PRICE REDUCED - NOW IS YOUR CHANCE TO OWN THIS BEAUTIFUL PERC APPROVED BUILDING LOT! It's a Bird Watchers Dream and Has a Total of 9.85 Acres; With 4 Usable Acres To Spread Out Your Lifestyle Space, Plus 5 Bonus Acres of Marsh to the Elk River Water Front, Prime Mature Location. A Bird Watchers Dream!! County Approved Perc (See Attachments). Please Schedule With Agent To Enter The Property; Pull Into Gravel Driveway By Realtor Sign And Turn Right Behind The Pole Building That Belongs To The Adjacent Property. Photos Show Several Property Markers; Many Are Large Vertically Placed Rail Road Ties With Bird Houses Atop Most Of Them. The First One With A Blue Bird House Is Located At The South West Corner Just Behind The Blue Home Known As 2192 Old Field Point Road, And They Can Be Followed Down That Property Line All The Way Into The Trees And Water Line. Look At Attached Drone Videos Of Property.

Lot 3 Oldfield Point Rd, Elkton

Listing courtesy of Key Realty, Incorporated. Contact:

$95,000
Discover the opportunity to build your own coastal retreat on this beautiful water-view lot in the heart of Perryville! This 50’ x 150’ (0.17 acre) lot offers a peaceful setting on a quiet street just steps from the Chesapeake Bay/North East River. Public water and sewer are available along the street, though not yet connected to the lot — offering you flexibility and convenience when planning your future home. With easy access to nearby marinas, parks, restaurants, and downtown Perryville, this location blends small-town living with waterfront charm. Whether you’re looking to build your primary residence or a weekend getaway, 82 Cherry Lane is full of potential!

82 Cherry Ln, Perryville

Listing courtesy of Keller Williams Real Estate -Exton. Contact: 6103634300
$329,500
4 Beds ⋅ 5 Baths
Looking for SPACE? Want to be a stones throw from the river & beaches? Want to work from home? This is it, needs some updating- but what a bargain. Homes with some updates and much less square footage are listing & selling for 30%-40% more. This property was used as a licensed family daycare for 7 years. The floor plan is perfect for having an in law suite, home office or more in the original cottage. There is a seperate entrance and powder room, it previously had shower- could be converted back. Stairs lead up to a space that lends itself to storage, bedroom or studio area. There has been a fantastic price adjustment- get in for the season & stay forever! Spectacular opportunity to make this spacious home your own. Located a block from the river in Hack's Point, you will enjoy deeded water rights. Use as a vacation home or vacation all year around. Conveniently located easy commuting distances to Dover, Wilmington, Newark or Aberdeen. Just over an hour to Philadelphia, Baltimore & Annapolis. This large home is well appointed and includes 4 bedrooms, 3 baths & 2 powder rooms in the upper and lower living areas. This home can easily accommodate multigenerational living if desired. There is a front porch, a back deck and a balcony, nicely sized lot. Bring the boat, bring the toys- plenty of parking the driveway and yard! The oversized 2 car garage also has a powder room for the true man cave experience. This is a fantastic area to call home, in addition to the river play, you are a short distance to several winery's (less than 2 miles!) waterfront restaurants, easy shopping in Middletown & Elkton, short drive to historic Chesapeake City or Chestertown. This home currently is in the Bohemia Manor School district with elementary, middle & high school campuses a short drive away. Septic & well tested recently- all good :) Had a conventional appraisal- no issues. Make your appointment to tour this home and the area! Floor plan and room sizes generated by program- please verify dimensions and uses to your satisfaction. Visit the Hacks Point web site for more information on this great community!

80 Parkside Dr, Earleville

Listing courtesy of L. C. Parker Real Estate. Contact:

$1,200,000
3 Beds ⋅ 2 Baths
Waterfront with passive income opportunities! Two story home, first floor occupied by owner with long-time tenant on second floor. Great views of the Susquehanna River and Garrett Island. Two updated docks with up to twenty-five boat slips!!! Town Boat Ramp one-half mile away. Built in 1978 with several updates in recent years including windows, kitchen, bath, flooring, HVAC.

41 River Rd, Perryville

Listing courtesy of Real-Trust-Associates, LLC.. Contact: (443) 553-2206
$6,250,000
80+ acres of land consisting of 4 parcels to be sold as an entirety. Located in Historic Port Deposit with dramatic cliff-side overlooking the Susquehanna River, this property is located within 3 miles' distance from the junction of Md Rte # 275 with I-95 - the location of the Hollywood Casino, Perryville Outlets and Great Wolf Lodge Family Entertainment and Water Park - opening in 2023! Suburban Transition Residential Zoning permits a density of 4 Units per acre including townhome, condominium and single-family residential development potential. Buyer to assume the costs of land engineering and the extension of public water and sewer services to the property residential density development. A lovely 3 bedroom/2 bath home containing nearly 3,500 sq. ft. is included in the purchase. The late 19th century manor home is storm-damaged and requires razing. No sign posted. Inspection by appointment, only. Do not enter the property without an appointment. Additional information available in the MLS documents.

120 Beechwood Dr, Port Deposit

Listing courtesy of O'Neill Enterprises Realty. Contact:

$6,250,000
80+ acres of land consisting of 4 parcels to be sold as an entirety. Located in Historic Port Deposit with dramatic cliff-side overlooking the Susquehanna River, this property is located within 3 miles' distance from the junction of Md Rte # 275 with I-95 - the location of the Hollywood Casino, Perryville Outlets and Great Wolf Lodge Family Entertainment and Water Park - opening in 2023! Suburban Transition Residential Zoning permits a density of 4 Units per acre including townhome, condominium and single-family residential development potential. Buyer to assume the costs of land engineering and the extension of public water and sewer services to the property residential density development. A lovely 3 bedroom/2 bath home containing nearly 3,500 sq. ft. is included in the purchase. The late 19th century manor home is storm-damaged and requires razing. No sign posted. Inspection by appointment, only. Do not enter the property without an appointment. Additional information available in the MLS documents.

120 Beechwood Dr, Port Deposit

Listing courtesy of O'Neill Enterprises Realty. Contact: