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$1,499,000
6 Beds ⋅ 5 Baths
Boaters, Entertainers, Property Investors 106 Sea Eagle is Ready for New Owners! One of the Finest and Largest Around! Welcome to the Eastern Shore’s best kept secret for Waterfront Living! Modern coastal luxury home in the highly desirable gated community of Osprey Pointe in the Kent Narrows, boasting more than 4000 square feet of waterfront views on THREE LEVELS with your own Private Dock with Boat Lift. The Seahawk Model by custom builder Caruso Homes is one of the largest offered and has multiple build-out options included within this floorplan. With over 4100 sq ft and 5 gorgeous maintenance free composite decks, you won’t find another 6BR/5 bath newer construction (2014) waterfront oasis on the Eastern Shore. Situated for beautiful sunsets from the back decks overlooking the Eastern Bay of the Chesapeake, this is a boater’s and entertainer’s paradise! Prime access to nearby amenities, restaurants, and the Kent Narrows waterway provides quick and easy access to both the north and south waters of the Chesapeake Bay. The private pier has treated paint deck boards, full electric and water hook-ups, an 8000LB Magnum boat lift with remote control, lighting, and a MLW of 3 feet. There is a kayak rack, floating dock for easy paddleboard/jet ski boarding, and 2 storage containers for all your fishing/crabbing gear and toys. Imagine being just steps away from your boat! The spacious Main Level open floor plan highlights views of the Chesapeake Bay with a cascade of 4 sliding glass doors, cozy gas fireplace and a sunroom. Chef’s Gourmet kitchen with high-end appliances, slow-close cabinets and pull-out shelves adjoins the dining room, great room and sunroom. First level also offers a Guest Bedroom/Home Office with a Full Bath. This home is Next Gen ready and full of custom home automation from the full yard/flower bed irrigation system to the whole house custom indoor/outdoor audio system and the multiple pre-wired options for your connected appliances. The Owner’s Suite spans the entire back of the house with 3 sets of sliding glass doors that open to large 2nd floor deck, beautifully engineered hardwood flooring, spacious his & her walk-in custom closets, tray-ceiling with ambient lighting, and an adjoining sitting room, yoga room or office. Master bath has large jetted soaking tub, stone flooring in shower and granite topped his and her sinks and vanity. Also on the second level, the 2nd ensuite opens to 2nd level front deck with full bath and custom closet. Large 2nd and 3rd bedrooms share Jack and Jill bathroom with private toilet room and linen closet. Wide hallway with large linen closet and separate laundry room completes the 2nd level floor plan. The 3rd floor can be converted into a bedroom with private full bath or family room and movie area or entertainment area with access to private 3rd floor private deck with incredible views. Includes Wet Bar, built in wine fridge, and granite countertop. The attached 2 car garage with whisper quiet opener with no center chain/bar. Also has extensive 13x19 custom built storage loft built in for all your boating, holiday, or storage desires. The HOA has no provisions excluding owners from renting Airbnb, VRBO, etc. Summer rentals on Kent Island are very lucrative! Hurry to this one before the Competition Does!

106 Sea Eagle Dr, Grasonville

Listing courtesy of Sullivan Select, LLC.. Contact: 3017335252
$700,000
2 Beds ⋅ 2 Baths
This is your chance to own a beautiful waterfront home on Kent Island on the scenic Eastern Shore of Maryland. A short drive to the Bay Bridge, Historic Annapolis and the many fabulous restaurants of Kent Narrows. This 2–3-bedroom, 2 full bath home has an idyllic setting overlooking farmland as well as a nostalgic working marina where you can see the Chesapeake crab and oyster boats come and go. The level bulkheaded lot has 90’ +/- of water frontage. There is a T-shaped private pier that features water, electric, and two boat lifts (one is new-10,000 lbs. with remote). Mean low water is approximately 6’ +/- at end of pier. The home boasts water views from most rooms and has numerous updates including new architectural shingle roof (2023), flooring thru-out, dishwasher, washer and dryer as well as new paint, LVP flooring and demising wall in the garage level family room/recreation room or potential third bedroom. The kitchen has 42’ maple cabinets, stainless appliances (gas cooking) and granite counter tops. Waterside primary bedroom has en-suite full bath. Other fine features include: vaulted ceilings, recessed lighting, tank-less hot water heater, 3+ car attached garage and an oversized 1-car detached garage for the water toys. Sit on the large wrap around deck and enjoy the morning sunrise over the water or hop on the boat for a short ride to Crab Alley and Eastern Bay. You will feel like you are on vacation year-round or can be an ideal Airbnb home. BONUS – swim/SUP floating platform conveys and a 26’ Sea Ray on lift. (The seller thinks it needs minor repair – as is). GREAT PRICE. WON’T LAST!!

1715 Little Creek Rd, Chester

Listing courtesy of Beam Realty Group, Inc.. Contact: 4438656969
$425,000
2 Beds ⋅ 3 Baths
Stunning views of Thompson Creek and breathtaking sunsets make this waterfront home the perfect solution for those looking for quiet solitude without sacrificing the conveniences of modern life. Recent upgrades include remodeled baths, new carpeting, Silestone countertops, and a professional painter’s complete refresh. Contiguous to its integral garage is approx. 500 square feet of storage space, storage lockers, and a workshop for the diehard “DIYers”. Just about 100 feet from either two of your waterfront decks is your own dock and boat slip - minutes away from the Eastern Bay, St. Michaels, and points beyond. Its unique location affords direct access to the Chesapeake Bay Bridge for commuters and quick hops across to Annapolis, Baltimore, or DC. For those staying put, groceries, restaurants, etc., are a short stroll away. This captivating home is ready for immediate occupancy, offering a unique blend of comfort, convenience, and waterfront living.

730 Thompson Creek Rd, Stevensville

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767
$1,400,000
7 Beds ⋅ 5 Baths
This Waterfront custom built brick home is one of a kind. It has an Entertaining Space/Ballroom that is 65x39 and could be anything that your heart desires. Maybe a showroom for your custom car collection, a party room for giant crab feasts with family and friends, an attached living space for a close family member, or maybe a ballroom!!! Your imagination can go wild with all of this space!! The ballroom has a game room that includes a pool table and an air hockey table that convey. The ballroom also has a wet bar, full kitchen, 2 full baths, 3 bedrooms, a library loft and opens to a terrace. Situated on 2.38 acres with over 200' of Waterfront and Pier that was new 2 years ago and has electric and boat lift. Price includes the 29' Bayliner Classic Cruiser on the lift as well. Fabulous views from large glass windows, doors, decks and terraces. Seller has updated or installed in the last 4 years a new roof, 2 HVAC systems, pier and a Saltwater Heated Pool ! Light posts on property are from Baltimore City and are almost 100 years old! House needs some TLC.....but just imagine what you could do with all of that space!!

237 Shipping Creek Dr, Stevensville

Listing courtesy of Rosendale Realty. Contact:

$929,900
3 Beds ⋅ 3 Baths
Here is your opportunity to own a little piece of paradise on the Chesapeake Bay! This Kent Island waterfront home has a brand New Kitchen & Primary Bathroom, new aluminum fence and new custom patio w/ lighted wall overlooking the water. Enjoy many sunsets in the screened in porch or from your private balcony off of the Primary Bedroom Suite. There are 3 Bedrooms and 2.5 Bathrooms with over 2,000 finished square feet of living space. Don't forget the well built pier with a 10,000lb electric boat lift! The main living space is open with a gourmet Kitchen including a quartz counter, stainless appliances, new cabinets and a stainless farm sink. The Living Room overlooks the evening sunsets on the Bay. A heat pump with propane back up and a new Trane thermostat will keep you toasty on the cool fall & winter nights. This home is ready to move in. The seller is flexible with settlement, so you can enjoy the fall sunsets!

112 Bay Dr, Stevensville

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535
$1,075,000
4 Beds ⋅ 5 Baths
NO MORTGAGE PAYMENTS UNTIL APR 2024 - **(must qualify- conditons apply - call for details)** Oasis in this gorgeous 4 Bedroom 4.5 bathrooms 3 car garage waterfront property with personal inground pool in the desirable community of Homeport. Deeded deep water slip to include 30k boat lift and 5k jet ski lift in community marina. Located at the end of an exclusive cul-de-sac. Gourmet kitchen with propane fireplace, granite counters, stainless steel appliances, double oven and down draft cooktop. Master Bedroom with private balcony overlooking pool and picturesque views of the water and trees. Eat in kitchen and Formal Dining room. Family room with wood burning fireplace and den with sliding glass doors to deck and pool. Easy access to Route 50 and a 10-minute commute to the Bay Bridge. Located close to shopping, restaurants and the Kent Island Cross Trail.

124 Port Ct Nw, Grasonville

Listing courtesy of Structure Realty LLC. Contact:

$675,000
Take advantage of this rare opportunity. Public sewer is arriving in Queen Anne Colony. Fabulous waterfront lot in established neighborhood. Close to the Bay Bridge, Bay Bridge Airport, local restaurants, bike trail, golf course, marinas, pickle ball & tennis courts, schools, stores & historic Stevensville. Neighborhood amenities include a canoe ramp, waterfront park area & a 5.86 acre park w/ playing field, picnic & grill area, basketball, playground & more. Level lot not in a flood plain, bulkheaded & rip rapped, w/ incredible views. This is the place to be! Stay tuned for an optional home to be built.

326 Queen Anne Club Dr, Stevensville

Listing courtesy of RE/MAX One. Contact: (410) 224-4400
$1,250,000
4 Beds ⋅ 4 Baths
Waterfront! Blue Heron II Model to be built. Foundation is in! Still time to pick your finishes. The Blue Heron is a new home design offered by Lacrosse Homes. The single family design features now one but TWO decks -- one from the second floor great room and the second from the third level primary bedroom suite. Take in all the beautiful sights and sounds of a Coastal Maryland lifestyle in this home built for entertaining and an enhanced lifestyle! There is room for everyone in this home, starting with a main level 2-car garage, rec room area, full bath & exercise/office -- this is your fun zone or whatever zone! The second level is light-filled and open with island kitchen featuring upgraded finishes, dining area, powder bath and great room with deck. You can ADD another deck on the rear of the home off the dining area if you're looking for more outdoor space. The third level features a laundry, three bedrooms including the spacious primary bedroom with updated bath and another stunning deck. The Blue Heron is a beautiful home and will serve a multitude of lifestyles. Explore your options today!

Lot 31 Allegany Rd, Stevensville

Listing courtesy of Keller Williams Flagship of Maryland. Contact:

$1,250,000
5 Beds ⋅ 4 Baths
Huge Price Improvement! Welcome to the FUNNY FARM! 15 gorgeous ACRES of Kent Island goodness! This amazing country estate is a former horse farm and has close to a mile of fencing for ease of converting back to a horse farm if you so choose. The custom-built home features almost 4,000 sq/ft, two fireplaces, a first-floor primary suite with ensuite bathroom and in-law kitchenette, a second story primary suite with 3 story loft space, 3.5 full baths, two story foyer, attached 2 car garage, stone patio and a screened in porch. In the last 5 years the house has received over $75k in upgrades to include hardwood floors, lighting and plumbing fixtures, all major appliances, whole house water filtration and softener system, new gutters, well pump, fresh professional paint, custom window treatments, instant propane hot water heater, and an owned propane tank with access available to convert wood burning fireplace. The property is a private waterfront oasis and sportsman's paradise. Watch sunsets over Northwest Creek as the property features 450 feet of waterfront perfect for paddle boarding and kayaking. The completely rebuilt "barn" has been converted to a working garage with over a $50k investment to include 6 garage doors strategically placed so that while working in the garage you catch a breeze, no matter which direction the wind is blowing. 5 vehicles easily fit with room for shop supplies making this a car collectors dream space. More storage available in the additional run-in shed. Please note the water here is not navigable at this time. Property owners of Northwest Creek have started an alliance to have the creek dredged and make it navigable, please research "Alliance to Restore Northwest Creek" Hard to imagine all this privacy but with the convenience of being located on the first exit across the Bay Bridge and 9 miles from Route 50 with a straight shot to Annapolis, DC, NOVA, BWI, and Baltimore.

7152 Kent Point Rd, Stevensville

Listing courtesy of RE/MAX Executive. Contact: (443) 274-1900
$859,800
4 Beds ⋅ 4 Baths
Blue Heron II Model to be built. Waterfront Home with great views! The Blue Heron is a new home design offered by Lacrosse Homes. The single family design features now one but TWO decks -- one from the second floor great room and the second from the third level primary bedroom suite. Take in all the beautiful sights and sounds of a Coastal Maryland lifestyle in this home built for entertaining and an enhanced lifestyle! There is room for everyone in this home, starting with a main level 2-car garage, rec room area, full bath & exercise/office -- this is your fun zone or whatever zone! The second level is light-filled and open with island kitchen featuring upgraded finishes, dining area, powder bath and great room with deck. You can ADD another deck on the rear of the home off the dining area if you're looking for more outdoor space. The third level features a laundry, three bedrooms including the spacious primary bedroom with updated bath and another stunning deck. The Blue Heron is a beautiful home and will serve a multitude of lifestyles. Explore your options today! Model aavialble to tour.

Lot 1 Beachside Dr, Stevensville

Listing courtesy of Keller Williams Flagship of Maryland. Contact:

$1,975,000
5 Beds ⋅ 5 Baths
Welcome to your own personal sanctuary! This exceptional TO BE BUILT luxury waterfront haven is a true treasure, nestled amidst the breathtaking beauty of nature. Boasting 5 bedrooms, 4 full baths, and one half bath, this floorplan is a masterpiece that will leave you in awe. The open concept design features a morning room, a library, a covered porch, and not one but two primary bedrooms, one on each level. Prepare to be captivated by the architectural brilliance and luxurious elegance that Whitehall Building and Co. will bring to life in this stunning home. Spanning over 65 acres, with an impressive 179 feet of shoreline, this property offers an unrivaled waterfront experience. The vision that Whitehall Building and Co. will transform into reality is a true showpiece - a testament to their craftsmanship and dedication to creating an extraordinary retreat. Every square foot of the home will be thoughtfully designed, maximizing both space and functionality. With 9-foot-tall ceilings on all three levels and oversized Andersen Windows, natural light will flood the home, creating a warm and inviting ambiance. Expect nothing less than the finest luxury finishes, as exemplified in their list of standard features, showcased in the picture labeled "HOW WE DEFINE LUXURY." Whitehall Building and Co. leave no detail overlooked, ensuring that every aspect of your living space exudes opulence and sophistication. The surrounding area offers a wealth of outdoor recreational opportunities, allowing you to fully embrace a lifestyle of adventure and relaxation. Spend your days boating, fishing, kayaking, or exploring the nature trails that wind through the pristine landscape. Create cherished memories with loved ones, host unforgettable gatherings, or simply revel in the serenity of this exclusive haven. Take advantage of this exceptional opportunity and embark on a life of tranquility and grandeur. Your extraordinary waterfront retreat awaits! To sweeten the deal, the builder is offering $10,000 towards options when using their preferred lender and title companies. Rest assured that quality is at the forefront of construction, as HARDI-PLANK SIDING is a standard feature. Co-perm financing is required, with 100% VA co-perm options available. The builder's preferred lender offers competitive rates, ensuring a seamless financing process. Please note that the photos provided represent the builder's previous work and showcase custom homes with options and upgrades (not the actual home or lot). We kindly request that you refrain from walking the property without a confirmed appointment, respecting the privacy of the current owners. For a captivating aerial video tour, please watch the Virtual Tour. With 179 feet of waterfront along Tanners Creek and easy access to Route 50, you'll enjoy the convenience of reaching DC, Annapolis, and Baltimore within minutes. In your own backyard, you can live in your dream home, indulge in hunting and fishing, launch a SUP or kayak, and immerse yourself in the wonders of nature. This property is a true getaway and a nature lover's paradise. Please note that the tax assessment is currently low due to the majority of the property being in the Forest Stewardship Program. The decision to keep it in the program or not would be up to the new owner. Your private oasis awaits, offering an unparalleled lifestyle that blends luxury, privacy, and nature's splendor.

6509 A Kent Point Rd, Stevensville

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

$599,000
This beautiful 3/4+ acre waterfront lot is READY to ROLL for you to secure a grading permit and building permit. The sewer tap fee is PAID. The Sellers are working to remove the phragmites to get back that beautiful Cox Creek view back. Out on the creek is 6'...yes, SIX FEET of water 170' from shore according to the Sellers. This is a rare and beautiful home site in a terrific neighborhood. Don't miss it!

Parcel 378, Lot 8 Benton's Pleasure Rd, Chester

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005
$899,000
4 Beds ⋅ 3 Baths
REDUCED $100k!! A deep-water Cox Creek fixer with great "bones" isn't a home that comes up very often, but here it is! Do a little, or do a lot, as this is a true 1968 time AS-IS time capsule that feels solid under its beautiful hardwood floors. With 5+' water depth and a beautiful view of the creek, your investment will be solid either way. The home is connected to the original septic system, but a sewer tap with a PAID-FOR tap fee is available on-site. Don't miss this one as it is sure not to last long! Note that there is a plotted view lane on the property designed to protect the view of 310 Benton's Pleasure Rd that is included in the documents available to the Buyer. Two adjacent building lots to the right are also for sale.

306 Benton's Pleasure Rd, Chester

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005
$1,875,000
5 Beds ⋅ 5 Baths
Welcome to the Eastern Shore of Maryland. Beautiful waterfront on Greenwood Creek-off Prospect Bay- with private 6 + slip pier and all the amenities that you look for on the water! Over 5 acres with enough land for horses...and to have your own driving range in the front yard. The main residence (about 4200 sq ft ) offers four bedrooms, gourmet kitchen and great room overlooking the pool, attached garage with your own Tesla charging station and great views. The beautiful, detached guest house (about 640 sq ft) is expansive with its own kitchen and has a deck overlooking the water. The property also includes an attached 32 x 20 crab house with everything you need to enjoy your crabs this Summer and numerous decks and patios to enjoy the spectacular views. The 37 x 18 inground pool will be where you spend most of your days. The gardens and the fruit orchards will be an added bonus. Apricots, blueberries, peach, plum, cherries, figs, apples, pears and even your own concord grapes! All in your own front/back yard. The 60-foot pier will be ideal to catch your crabs, fishing, and to enjoy all watersports. Prospect Bay 18-hole golf course is only a short golf cart away. You can become a member or not, your preference. Social memberships also available for those with not enough time to golf. Just 10 minutes from the Chesapeake Bay Bridge and close to Easton and Annapolis. Welcome Home!

400 Greenwood Creek Ln, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact: (410) 263-8686
$698,500
If it's privacy you desire, look no further, grab your custom home builder or I would be happy to introduce you to one and let's get started. Please watch the Virtual Tour for aerial video. ***Owner Financing Available*** This gated, 65.6 acres w/approved perc, features a cleared winding driveway, with arching trees and cleared build site, 179 feet of waterfront on Tanners Creek and you are just minutes from Rte 50 with easy access to DC, Annapolis, and Baltimore. You can live in your dream home, hunt, fish and enjoy nature, all in your own backyard, this is a true getaway and and a nature lover's paradise. The tax assessment is low because a majority of the property is in the Forest Stewardship Program. It would be up to the new owner for keeping it in the program or not. Your private oasis awaits!

6509 Kent Point Rd, Stevensville

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

$1,399,000
4 Beds ⋅ 4 Baths
Private 4 Acre Wooded Lot with Spacious home to be built. Super convenient to US 50 East or West. The homesite is nestled in among canopy of hardwoods and Loblolly Pines and fronting on the navigable headwaters of Winchester Creek. The lot includes a partially bulkheaded shoreline with the remains of a boat launch and a pier with two slips, in need of replacement. Upon entering the long drive (to be built) brings you first to an area set aside for a sizable storage garage or accessory building, once at the homesite you are first greeted by the 2-car garage attached to the main house by a partially enclosed breezeway. Lastly, there is space set aside for a future pool (not included). Ask your agent for the site plan. The proposed home is a 3,500+ SF, 2 story, open first floorplan, structure with lots of decks, glass and a screen porch, basic specs are available to your agent. Permit process is in progress. See Photos. See more renderings and site plans in Documents Some features shown in the photos may be optional. Selling agent is developer and has a financial interest.

715 Winchester Creek Rd, Grasonville

Listing courtesy of Bowman Real Estate And Development, LLC. Contact:

$750,000
100 Beachside Dr is a gorgeous Chesapeake Bayfront lot with unbelievable sunsets and amazing views!!! View the Chesapeake Bay on one side of the house and Carter Creek on the other side of the property! Roughly 270 degrees of waterviews!!! The owners have gone through the hard work to make this lot buildable and minimize buffer plantings! The lot is 100% ready to build upon!!! Building permit is in hand!!! Sewer Allocation has been paid! Impact fee has been paid!!! You could start digging tomorrow (using current floor plan) or bring your own builder and redesign the house plans!!! Community boat ramp/lot is to the north so there are huge views with no house interrupting. Come and enjoy your piece of paradise!!!

100 Beachside Dr, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005
$749,000
Offered for sale is this 100% leased water view office condominium (18% of the total building) located in the heart of the Kent Narrows. The lease is for five years and started on November 1st. Tenant quality is very good-excellent. Rental increase over the five year term is 27.6%! Wells Cove is a marina, hotel, residential, retail and office complex that exudes the best of Eastern Shore living. Surrounded by some of the best seafood restaurants on the Bay, and cool waterfront bars, this is the office your employees dream about. A highlight is that Exit 42 on US Route 50, within 1/8th mile of the property, with average daily traffic counts of 73,642, provides direct east and westbound access.

110 Channel Marker Way, Grasonville

Listing courtesy of SVN/Miller Commercial Real Estate. Contact: 410-543-2440