Property Listings - Waterfront Homes

Chesapeake Bay

Mouth of the Sassafras River

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A wonderful and well-maintained retreat for anyone looking to relax by the pool or enjoy the Upper Bay and sunsets from the screened porch. 150' of bulkhead and sandy beach offers more privacy to enjoy this spacious lot with beautiful mature trees. There are steps to access the Bay or go a short distance to the public beach located in the town of Betterton. Great area for outdoor activity and small town living.

Price: $585,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Sassafras River

Turners Creek

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Stunning!  The home, the view, and the location.  Designed by a renowned architect, this home glorifies the placid views of Turners Creek.  Vaulted ceilings, elegant columns, light-filled, multi-level rooms combine to make this a “must see” home.  Deep, protected water close to the Chesapeake Bay served by a private pier with all possible amenities.  Located on a small peninsula in the much sought after community of Kentmore Park with its sandy beach and extensive waterfront community area. “An Eastern Shore gem!”  All furniture included.  Just move in.

Special Features of this Home:

  • Dock with water and electricity, 2 – 50’ boat slips,
  • 1 – 20’ boat slip
  • 6 foot depth MLW in each slip
  • Lighted walkway and davits for dinghy, 10’ Avon Rib
  • inflatable included
  • Shoreline completely bulkheaded
  • Permits for 2 moorings; mushroom anchors with
  • mooring balls
  • Waterfront gazebo and boathouse 
  • House is on private peninsula

     

  • Owner's website

Price: $995,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Chesapeake Bay/Still Pond Creek

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Idyllic setting on Still Pond Creek with a spectacular view of the water. 1.87 acres with 210 feet of waterfront and a 100 foot pier. Gorgeous water views from the wraparound deck on three sides of this striking chalet. 3 bedrooms, 3 full baths with a 392 sq. ft open area on the third level suitable for extra bedrooms or an office. Ceramic tile and parquet floors and ceiling fans in every room. Beautiful natural finished wood throughout the interior. Garage and workshop in the basement.

Price: $499,000

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Please call 410-639-2118 to speak with a representative about this property or fill out the form on the contact page.

Churn Creek

Kinnards Point

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Amazing panoramic water views surround this incredible property with almost 1000 feet of waterfront and is improved by a recently renovated home with water views from almost every room.  An ideally located screened porch, a guest house in like-new condition above the detached garage, mature trees and landscaping, hardscaping, a private dock and much more. One must see this property in person to appreciate all that it has to offer. 


Highlights of this property:

almost 1,000 feet of waterfront
separate guest home
private dock and deep water mooring
stone fireplace
cathedral ceiling
built-in bookcases
elevated deck and porch overlooking the water
prime location in Kinnairds Point
close to historic Chestertown

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Price: $1,250,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Chester River

Rosin Creek

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This gorgeous Craftsman-inspired home also has a mother-in-law suite, a dynamite kitchen built for entertaining, a dock, floor-to-ceiling windows highlighting the beautiful elevated waterviews, efficient and economical geo-thermal heat and air, and a separate studio/workshop/office. You will love the mahogany flooring throughout, spacious tile baths, and the exceptional attention to detail overall.

Price: $549,000

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Please call 410-639-2118 to speak with a representative about this property or fill out the form on the contact page.

Worton Creek/Tims Creek

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Privately located in a natural wonderland and close to Chestertown!  Relax and savor the water views from your deck, living room kitchen, bedroom, or from the separate cozy guest cottage filled with character and charm.  Deer, eagles, waterfowl can been seen from many places on this 7 acre property. The main residence and guest cottage have been recently updated and are very well maintained.  A private pier, canoe and kayak rack at water's edge and acres of mature woods just add to the value.


Highlights of this property:

separate guest home with vaulted ceilings and waterview deck
natural, wooded, private lot
deck overlooking the water
all new windows in both homes
private dock plus canoe and kayak rack

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Price: $745,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Chester River

Chestertown

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A spectacular waterfront location just outside of historic Chestertown providing privacy but not isolation, a blend of lawn and mature shade trees, over 200 feet of waterfrontage, private dock with a boat lift, beach, sunsets and is improved by a three bedroom home with a screened porch overlooking the water, hardwood floors, views of the river from almost every room and is situated to offer easy access from the house to the water's edge .

Price: $645,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Chester River

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A rare offering in an ideal waterfront location.  48 acres of pristine farm fields, prime waterfrontage with deep water and expansive panoramic views of the river, three hunting blinds, a pond, tree lined driveway with mature oak trees, a ranch house in an excellent spot with spectacular water views, large detached garage and additional shed/barn and much much more.  This property has thrived previously as a horse farm and waterfront residence and currently is a much sought after hunting property.  Located in the "estate area" just outside of historic Chestertown. 

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Price: $1,250,000.00

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Sassafras River

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Spacious 4bdr brick family home with spectacular views of the Sassafras River. Sweeping lawn down to a 200 ft bulkhead and over 100ft deep water pier. Detached 3 car garage has storage above or use as semi living area. The house is improved with a screen porch, skylights, beams,hardwood floors, and sitting area in the master.

Price: $799,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Chester River

Rock Hall

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A special updated home at a Bay front location. The indescribable water views that evolve throughout the day including the sunsets are mesermizing, plus you will enjoy the parade of work and pleasure boats within easy viewing distance. 3 berooms, 2 full baths. Most rooms have unobstructed water views. The screened side porch and deck will be like a magnet for you and your guests.

Price: $648,000.00

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Please call 410-639-2118 to speak with a representative about this property or fill out the form on the contact page.

Sassafras River

Turner's Creek

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It's all about the location. Neat, well cared for cottage. Fenced in yard, hardscape, & patio w/ fire pit. 147 ft pier with floating docks & jet ski dock. Sun Room with wood ceiling. Adorable studio apartment over garage named the FROG (friends over the garage). Kentmore Park amenities as well.

Price: $459,900

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Elk River

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Relax on your deck and experience the unique and sweeping water view as ships approach or fade away. Savor warm moments by the huge stone fireplace in the grand living room, build your own deep water dock. Occupying one of the most prominent sites on the river.  New septic system installed in June, 2016.

Price: $745,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Still Pond Creek

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A rare offering! A 13 acre peninsula with a magnificent home; large, multi-slip dock; and storage building. Private, elegant, scenic views and close to historic Chestertown. Additional land may be available. Call for details.

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Price: $1,150,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Sassafras River

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Presenting an opportunity to live in Knights Island Preserve, one of the Eastern Shore's finest communities. Be one of the fortunate few to enjoy life in this gated community that knows no equal. Explore the 250 plus acre preserve, host memorable gatherings in this sublime home, relax to the brilliance of stupendous sunsets and enthralling views secure in the knowledge that you live in the "best of the best".

ADDITIONAL HIGHLIGHTS:

New Kitchen in 2008
Lower Level Family Room has Walk-out Patio
In-ground Pool with Elegant Landscaping Overlooking River
Furniture Available to Purchase
Boat Storage Bay Available 
20' x 40' Deep Water Boat Slip
Cozy, Semi-enclosed Screened Porch
3-car Attached Garage
Alarm System
Grand (14’ x 10’) Entrance Foyer
Granite Counter Tops
Multiple Decks with Huge Main Level Deck Overlooking River
First Floor Laundry Room
First Floor Study (12’ x 11’)
First Floor Master Bedroom has: 2 Walk-in Closets, Extra Large      Bath, Direct Access to Deck
Sandy Beach and Extensive Waterfront
Private, Wooded Location


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Price: $1,699,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Sassafras River

Kentmore Park

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Experience the fantastic sunset from the riverside of this adorable cottage. Enter the foyer and capture the essence of Eastern Shore living. A country kitchen opens to the living and dining area. The sunroom is the place to be to watch all sorts of water craft from kayaks to mega yachts. Never a dull moment. Convene on the deck for refreshments or a superb crab feast. Detached guest quarters add to this special property. Call it home or call it a haven. Exceptional community spirit welcomes all.

Price: $779,900

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Fairlee Creek

Fairgale

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Located just outside of historic Chestertown, this three/four bedroom home provides a large kitchen overlooking the river, living room with fireplace, hardwood floors throughout, two decks, screened porch, lower level with an at-grade entrance, fully fenced yard, and includes a boat slip at the community dock on Fairlee Creek which provides easy access to the Chesapeake Bay.

Price: $595,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Elk River

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Sweeping panoramic water views can be seen from almost every room of his nearly new home with the highest quality materials throughout. Features include a wall of windows overlooking the river, open floor plan, second living area on the lower level large deck and patio, in-ground pool, private dock with boat lift and 2 jet ski lifts, spectacular sunsets, detached shed and much more! A Must See!

Price: $850,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Sassafras River

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This upper Sassafras River property is located on a moderate high bluff with pristine, broad, natural views of the river with a dock and boat lift and plenty of room for water toys. This well maintained home offers three bedrooms with walkout basement and very easy access to points north including the soon to be competed Middletown bypass. Perfect spot for a weekend get away.

Price: $385,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Rock Hall

Ship Yard Creek

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A beautiful spot on Ship Yard Creek, deep water boating, easy access to Lankford Creek and the Chester. This house was designed by an architect to fully take advantage of the peaceful, natural wooded setting, with a wrap-a-round deck and a great room all facing the spectacular views. Some updating by discerning buyer will make it spectacular. Conveniently close to both Chestertown & Rock Hall.

Price: $725,000

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Please call 410-639-2118 to speak with a representative about this property or fill out the form on the contact page.

Sassafras River/ Turner Creek

Kennedyville

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Waterfront home on Turners Creek with year round sunsets located in the private waterfront community of Kentmore Park. Five bedrooms and three full baths. Room to entertain friends and family.  Low maintenance brick exterior allows owners time to enjoy outdoor activities on the water or in the yard. Private pier for watercraft and crab traps. Relax on the deck and experience an awesome sunset along with very easy water access.

Price: $598,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Bohemia River

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An exquisite 58 acre estate on the pristine Upper Bohemia River.  Idyllic privacy in an area teeming with wildlife. This is a magnificent "Timberpeg" Post and Beam home featuring exceptional landscaping. An easy drive to Wilmington and points north. Relax and enjoy the best of Eastern Shore living yet close to Urban centers. 

Highlights of this Offering:
The house is a Timberpeg post and beam home
Hunting is literally out the front or back door
Duck blind on the property
The surrounding 400+ acres are protected from development
Perfect location for a nature lover who wants seclusion, quiet
Easy access to urban amenities
Many cryptomeria evergreen trees are planted
The walls are thin-coast plaster
Floors are tongue and groove yellow pine
The kitchen has unique and upscale cabinetry by Poggenphol 
The cooktop is Gaggeneau, the ovens are Thermador

A conscious effort was made when designing the house to bring the outside in and to provide open and interesting spaces within the structure.

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Price: $ 998,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Fairlee Creek

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This pristine contemporary is nestled on a partially wooded 3 plus acre lot with over 200’ of shoreline. Located in Fairgale, an upscale waterfront community just minutes from Chestertown, this property gives the feeling of a very special place. The home offers great space inside and out to entertain or to enjoy all the seasons of the year. Bristling with special features as beautiful wood throughout the house to exude warmth to a spacious deck to enjoy the wonderful setting. There is walk way to the water and a boat slip with lift at the community pier, which is only minutes to the Bay. Separate building to house all the toys for boating and other activity.

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Price: $898,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Grays Inn Creek

Rock Hall

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Quality-built treasure on Grays Inn Creek, situated to maximize the panoramic water views. New riprap, shoreline, water and electric to the dock. Pella windows, hardi-plank siding, incomparable views, tankless water heater. Just a quick zip to Chester River and Bay. Master suite spans the second floor. Luxury master bath with radiant tile heating. Plenty of room to reconfigure for a 2nd bedroom.

Price: $499,000

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Please call 410-639-2118 to speak with a representative about this property or fill out the form on the contact page.

Mill Creek

Near Chestertown

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Beautiful 3 bedroom home nestled in a park like setting on Mill Creek.  This delightful property is in impeccable condition. Walkout lower level to a patio.  Decks above for wonderful views of the creek along with water access to Worton Creek.  Tiered walkway to a 55' pier with deck and dock.  Dredging project of this waterway is in the final stages of permitting and funding.

Price: $365,900

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Fairlee Creek

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A wooded and peaceful spot for relaxing, yet within walking, biking or boating distance to marinas, tennis, golf course, pool, restaurants and beach.  This 4 bedroom home has a great room full of windows facing the water, a fabulous deck, dock, plus a stone patio with built-in firepit.

Price: $ 597,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Elk River

Chesapeake City

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Surrounded by mature trees and landscaping yet in a light filled setting, this 3 bedroom cottage is ideally located overlooking the river providing broad river views and easy access to the water. This offering also includes a private dock, boat ramp, large screened porch, and easy access to points north.

Price: $ 595,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Chesapeake Bay

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Relax and take in an elevated panoramic view of the bay from the four-season wrap-around porch on this unique and rare offering on Beach Road. Fine finishings throughout define this modern beach house. The dock has two heavy-duty boat lifts on either side, and was built to withstand strong bay-front conditions. The property is protected with new bulk-heading.

Price: $ 899,999

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Please call 410-639-2118 to speak with a representative about this property or fill out the form on the contact page.

Sassafras River

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Nothing missing, it's all here.  Maintenance-free home with water views from nearly every room, including the hot tub.  Spacious deck and patio for entertaining, 2nd master bedroom, outdoor shower, new garage with plenty of storage area, meticulous landscaping, a rare boathouse for easy access of water toys.  Fixed and floating dock with boat lift.  This property is perfect for an Eastern Shore getaway or retirement home.

Price: $ 890,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Chesapeake Bay

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Wonderful, private retreat with plenty of room inside and out for the whole family and situated on a beautiful Bayfront lot.  Unobstructed views of sunsets, rip rap shoreline with over 200' along the bay.

Price: $ 620,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Chesapeake Bay Boat Basin

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Wonderful opportunity to own a 30 slip marina located in the boat basin of Chesapeake City next to the Chesapeake Inn.  Plenty of transient business, both hourly and overnight.  1200 square foot shop, office, and bath house included.

Price: $ 1,200,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Grays Inn Creek

Rock Hall

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Idyllic setting with 425 feet of water frontage on Grays Inn Creek. 34 wooded acres guarantee privacy and the enjoyment of wildlife in every direction. Easy access by water to the Chesapeake Bay and just a short drive to the quaint bay front town of Rock Hall. Contractors home built to the highest standards. Space and style go hand in hand with this outstanding waterfront home. Well built floating dock with 3' MLW depth and room for deck chairs. Eastern Shore living at its best.

Price: $ 779,000

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Please call 410-639-2118 to speak with a representative about this property or fill out the form on the contact page.

Langford Creek/Long Cove

Long Cove Court

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Waterfront home with in-ground pool ready for your renovation.  Pleasant water views, easy access to shoreline.  3+ acres with no deed restrictions.  Public sewer means lots of potential for additional buildings. Conveniently located near Rock Hall.

Price: $ 485,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Chesapeake Bay

Rock Hall

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Exceptional waterfront property with private beach and 264 ft. pier. There is 5ft. water depth at the end of the dock, which has 4 boat slips. Beautiful open floor plan was designed to maximize the incredible views of the Bay. There is a private guest suite on the first floor. Open floor plan, gorgeous library with built-in details, gourmet kitchen and stunning master suite.

Price: $945,000

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Please call 410-639-2118 to speak with a representative about this property or fill out the form on the contact page.

Sassafras River

Shorewood Estates

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Gorgeous waterfront property, with virtually all of the desired characteristics of a perfect waterfront home. Deep water slip, 15,000 lb. boat lift and very easy access to the docks in addition to great views of the upper Sassafras River. Very easy access to points North. Located in a sought after community of Shorewood Estates.

Price: $685,000

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Atlantic Ocean

Isabela, Puerto Rico

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Stay right on the beach, third floor penthouse with private roof top terrace. The roof top terrace has a full bath and additional kitchen for alfresco dining. Has two TV's with 30+ stations in English, AC, all beach supplies, hammock, stereo, snorkeling gear, bike, washer/dryer, and an insiders guide to Northwest Puerto Rico. Amenities include: Ocean front pool and deck, 2 reserved parking spaces, gated entrance with remote opener and pool-side cabana!

Price: $ 275,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.

Elk River

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Just under two acres at Little Welsh Point. Expansive view of the Elk River from this one story home. Watch the activity on the water every day of the year. Cruise the river to the Bay or travel the Canal to Chesapeake City and points east.

Price: $700,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.