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30472 Plantation Dr, Princess Anne
$345,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully maintained home located on a desirable corner lot in the Beckford Manor Association. Featuring 2 bedrooms and 2 full bathrooms, this home also offers the potential for a third bedroom, providing flexibility to fit your lifestyle. Hardwood floors flow throughout the home, creating a warm and cohesive feel. The open kitchen is perfect for everyday living and entertaining, offering plenty of cabinet space and equipped with an electric cooktop, built-in oven, and microwave. Just off the living area, enjoy cozy evenings by the gas fireplace. The spacious primary suite includes a walk-in closet and a private bath. Step outside to the deck, completely rebuilt just two years ago—ideal for relaxing or hosting guests. Major updates include a heat pump and air conditioning system installed only two years ago, offering peace of mind and energy efficiency. With thoughtful updates, a functional layout, and a prime corner lot location, this home is one you won’t want to miss.

30472 Plantation Dr, Princess Anne

Listing courtesy of The Land Group. Contact:

11161 Roland Parks Rd, Chance
$249,900
3 Beds ⋅ 4 Baths
Welcome to your island escape in Chance, Maryland—a serene coastal retreat for true nature lovers, just steps from the Tangier Sound and a short boat ride to the Chesapeake Bay. This beautifully updated three-bedroom, three-bath home offers a sought-after first-floor primary suite, with two generously sized upstairs bedrooms featuring ample closet space. Designed for indoor-outdoor living, the home features three private screened-in porches—perfect for enjoying morning coffee, evening breezes, and peaceful sunsets year-round. Two oversized sheds (12x24 and 12x20) provide exceptional space for storage, hobbies, or a workshop. Inside, you’ll appreciate fresh paint throughout and brand-new heating and cooling systems, making this home truly move-in ready. Whether you’re searching for a weekend getaway or a full-time coastal residence, this property offers comfort, functionality, and charm. As an added bonus, the community features private beach access and boat access, offering effortless entry to some of the Bay’s best boating, fishing, and outdoor adventures—right from your own neighborhood. Don’t miss this rare opportunity to own a peaceful waterfront retreat in a truly special setting. And for a bit of fun—keep an eye out for a hidden Mickey during your tour!

11161 Roland Parks Rd, Chance

Listing courtesy of The Parker Group. Contact:

232 N Somerset Ave, Crisfield
$199,000
3 Beds ⋅ 3 Baths
RENOVATED VICTORIAN IN THE CRAB CAPITAL OF THE UNITED STATES! Welcome to the waterfront town of Crisfield, home of the annual Hard Crab Derby, the Soft Crab Celebration and the J. Millard Tawes Crab and Clam Bake. This small town hosts these large events as well as the Wheels on the Waterfront Classic Car Show and the Bluegrass Festival. Crisfield is home to the Somers Cove Marina, whose natural harbor hosts yachts, sailboats and ferry boats. Other waterfront harbors host recreation boats as well as working seafood boats. Located on high ground is this 3 Bedroom, 3 Full Bathroom Victorian that is nestled on a .521 acre fully fenced in lot. The updates include a full house HVAC system comprising of Ductless Min-Splits, thermal pane tilt-in Windows, the addition of two New Bathrooms, new Stainless Steel Kitchen Appliances, new Hot Water Heater, and new Washer and Dryer on the inside. On the outside there is fencing encapsulating the entire property, a new shed and a detached garage. The electrical and plumbing system have also been upgraded. The house offers Hardwood, LVP and Terra Cotta Floors, The home is located five minutes from local restaurants and specialty shops, ten minutes from Janes Island State Park that offers walking trails and waterfront sports and the Great Hope Golf Course. Crisfield was voted as One of the Safest Cities in America and it's the home of the Ward Brothers, nationally recognized wildlife artists and decoy carvers. The downtown boardwalk pavilion offers gorgeous sunsets and twilight view of Smith Island. If you are looking for a town that honors it's historic waterfront heritage but possesses modern conveniences, Crisfield checks all of your boxes. Contact the listing agent to make a showing appointment. Seller is listing this property at a reduced price and is selling it "As Is. Where Is".

232 N Somerset Ave, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact:

26934 Old State Rd, Crisfield
$135,000
1 Beds ⋅ 1 Baths
Discover a unique investment opportunity with this charming 3-bedroom, 1-bathroom farmhouse-style property, built in 1900 and situated on a generous 1.42-acre lot. This detached home, while requiring major rehabilitation, presents a blank canvas for savvy investors looking to capitalize on the potential for significant returns in a growing market. The property boasts a spacious 1,650 square feet of finished space, offering ample room for creative renovations. With its classic farmhouse architecture, there is potential to restore its historic charm while modernizing the interior to meet contemporary standards. Investors can explore various strategies, from a full renovation to a complete rebuild, depending on their vision and investment goals. The expansive lot provides opportunities for outdoor enhancements, such as landscaping, gardening, or even the addition of rental units, subject to local zoning regulations. The absence of an HOA means fewer restrictions and more freedom to develop the property as desired, maximizing your investment potential. Located in an area with increasing demand for housing, this property is poised for appreciation. The combination of its size, location, and potential for renovation makes it an attractive option for both short-term flips and long-term rental strategies. Investors can take advantage of the growing trend of buyers seeking unique, character-filled homes in desirable locations. Parking is convenient with a driveway, and the property is easily accessible, making it appealing for future tenants or buyers. This property is not just a home; it's a strategic investment opportunity waiting for the right vision. With the right renovations, this farmhouse can transform into a sought-after residence, yielding substantial returns in a competitive market. Don't miss your chance to invest in a property with endless possibilities!

26934 Old State Rd, Crisfield

Listing courtesy of LAIRD & ASSOCIATES. Contact:

29769 Kingston Ln, Westover
$300,000
4 Beds ⋅ 3 Baths
Discover incredible space and potential at 29759 Kingston Lane in Westover, Maryland — a 4-bedroom, 3 bath home with over 2,600 square feet of living area, set on nearly two acres of peaceful countryside. Offering exceptional square footage and versatility for the price, this home is ready for its next chapter with room to update and make it your own. Inside, the spacious floor plan features a large living room, formal dining area w/ gas firepalce, and a bright eat-in kitchen with plenty of cabinet space. A first-floor bedroom provides convenience and flexibility, while upstairs you’ll find a primary ensuite, additional bedrooms, a full bath, loft area, generous closet storage, and a bonus room perfect for a home office, playroom, or hobby space. Enjoy the outdoors on the screened porch or entertain on the large rear deck overlooking a private, wooded backdrop. The property includes a two-car garage and multiple outbuildings, all with electric — including a finished building ideal for an art studio, craft area, fitness room, or home-based business, plus a large lean-to storage shed and an additional powered storage space for tools or equipment. The home also features solar panels for energy savings, a roof replaced about five years ago, tankless hot water system, and a wooded setting that enhances the sense of privacy and country charm — all just a short drive from Crisfield’s shops, restaurants, and waterfront attractions. With its generous size, flexible layout, and versatile outdoor spaces, this property offers remarkable value for the money — a wonderful opportunity to enjoy space, privacy, and potential in a tranquil Eastern Shore setting.

29769 Kingston Ln, Westover

Listing courtesy of Real Broker, LLC - Salisbury. Contact:

225 N N Somerset Ave, Crisfield
$199,000
3 Beds ⋅ 2 Baths
Welcome to Crisfield, the Crab Capital of the United States! Located close to Crisfield High School is this INVESTOR ALERT! This charming home has a one year lease for $1,700 per month. As soon as you purchase the home you collect the rent. The home has been renovated and it offers 3 Bedrooms and 2 Bathrooms. The 20'x8' Three Season Front Porch has jalousie windows and wooden floors. The first floor offers an 18'x14' Living Room with a Gas Fireplace, a 16'x14' Dining Room, a 13'x11' Kitchen with an Electric Stove and a Stainless-Steel Refrigerator. There's a 13'x8' Sunroom and a rear 8'x9' private Rear Porch. Rounding out the first floor is a Utility Room and a Full Bathroom with a Step-In Shower. The second floor has 3 Bedrooms, all with Walk-In Closets and a Full Bathroom with a Step-In Shower. There is a lower-level 26'x20' Enclosed Room that is used for extra storage and a workbench. The home is nestled on a .45-acre lot that has a large, cleared back yard. The upgrades include Double Paned Tilt-In Windows and new Plumbing and Showers in the Bathrooms. In 2022 the entire kitchen was upgraded with new Countertops and Appliances. Crisfield is a small town with big time entertainment. Many public events that draw large crowds are the Crab Derby during the Labor Day Weekend, the Soft Shell Crab Celebration, the Bluegrass Music Festival, Wheels on the Waterfront Classic Car Show, and the J. Millard Tawes Crab and Clam Bake. Crisfield's Waterfront offers Spectacular Views and numerous Public Boat Ramps. Somers Cove Marina is home to Yachts, Sailboats and Seafood Working Boats. Come and enjoy the best that the Eastern Shore offers!

225 N N Somerset Ave, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact:

20949 Somers Rd, Ewell
$315,000
4 Beds ⋅ 3 Baths
Welcome to your very own slice of paradise on Smith Island, Maryland! This rare offering is a water and nature enthusiast’s delight. Currently as one of the island's most desirable rentals, this fine property is an ideal weekend/vacation retreat or full-time island home for the most discerning buyer. Existing bookings are already secured for the upcoming season! Enjoy convenient one floor living, situated on almost a full acre of land, including a 20x20 outdoor storage shed, the property boasts one of the largest yards on the entire island. This four-bedroom, two-and almost a-half-bath, cozy and inviting home has many outstanding features. The kitchen, family room, and large sun/recreation room all offer ample space for entertaining. From the new front porch accentuated with a comfortable low country bed/swing overflowing with cozy pillows, to the back deck abounding with scenic views of the marshes and a variety of waterfowl and migratory birds. Upon entering the home, you’ll be greeted with a lovely built-in, electric wall mounted fireplace encased in custom shiplap. It adds ambiance and supplementary heat to the family room. Also, a beautiful bow/picture window overlooks the front yard. The floors are newly installed luxury vinyl plank in the family room, kitchen, bathrooms and hallways. The fully updated kitchen, located just off the family room, boasts a recently installed custom, decorative glass backsplash, new butcher block countertops, and all-new black stainless GE appliances. Through the kitchen, you’ll enter a mudroom space to hang outerwear, coats and jackets. The separate laundry room, which includes a new hot water heater, washer, a new Whirlpool dryer an additional toilet. A beautiful sunroom spans the back of the kitchen featuring built in desk space, large windows and sliding doors. Currently used as a recreation/game room, this three-season room offers spectacular views of the island’s surroundings, including marshes and canals and also has a newly installed mini split for extra cooling and added comfort. The home has four bedrooms, with an additional storage room that could be converted into another bedroom. The primary bedroom is situated on the opposite side of the home from the three bedrooms, providing privacy. It has a newly installed mini split, two large closets, an en suite bathroom with a double vanity, new toilet, and a garden tub with a separate stall shower. The three bedrooms are located on the opposite side of the home and feature a full bathroom, with tub/shower, a linen closet, extra water heater, and access to the attic space. Step outside and you’ll be greeted by a brand-new deck that spans across the back of the house. The sunrise views from this deck are absolutely breathtaking! This home has everything you need: seller offering a one-year home warranty and most of the furnishings will convey. Most homes on the island need extensive work, but this one is move in ready! If you had to describe this property with just one word, it would be STUNNING! Call today for an exclusive showing.

20949 Somers Rd, Ewell

Listing courtesy of Wilson Realty. Contact:

30471 Manor Dr, Princess Anne
$247,999
3 Beds ⋅ 2 Baths
Welcome to this well-maintained 3-bedroom, 2-bath home offering comfort, convenience, and room to grow! The main level features a spacious, easy-living layout and a kitchen with granite countertops—perfect for both everyday living and entertaining. A permanent staircase leads to a large unfinished second floor, ideal for storage or future expansion. Enjoy relaxing or hosting on the screened-in porch and adjoining deck. Ideally located near University of Maryland Eastern Shore and just a short drive or bike ride to Historic Downtown Princess Anne, this home offers the best of small-town charm and convenience. With low-maintenance outdoor space and practical features throughout, it’s a wonderful option for easy living.

30471 Manor Dr, Princess Anne

Listing courtesy of The Spence Realty Group. Contact:

103 Williams St Unit 213, Crisfield
$299,000
3 Beds ⋅ 2 Baths
WATERFRONT CONDO | DEEDED BOAT SLIP | EXCEPTIONAL SUNSET VIEWS | RECENT UPDATES! Enjoy the Chesapeake Bay lifestyle from this beautifully maintained, fully furnished 3-bedroom, 2-bath waterfront condominium at Harbour Light. Located on the 2nd floor, Unit 213 offers approximately 1,436 square feet of comfortable living space, beautiful water views, a private balcony and a deeded boat slip—an exceptional combination for boaters, weekend getaways or a low-maintenance second home. Step outside to the private balcony and take in the waterfront setting and spectacular sunset views over the Tangier Sound. The deeded boat slip provides convenient access to Tangier Sound and the Chesapeake Bay, making this an ideal home base for boating, fishing, crabbing and exploring the Chesapeake. Recent improvements include updated kitchen appliances, updated washer and dryer, new hot water heater, LVP flooring and a replaced heat pump. Crisfield's location on Maryland's Eastern Shore provides convenient access to Ocean City, MD; Chincoteague, VA; Berlin, MD; Salisbury, MD, Princess Anne, MD. As well as Janes Island State Park; which offers more than 30 miles of marked water trails. The region offers outdoor recreation with multiple golf courses, wineries and many craft breweries within approximately an hour's drive, along with the beaches, restaurants, shops and attractions of the lower Eastern Shore.

103 Williams St Unit 213, Crisfield

Listing courtesy of Century 21 Harbor Realty. Contact:

409 Myrtle St, Crisfield
$154,900
2 Beds ⋅ 2 Baths
Welcome to 409 Myrtle Street, nestled in the heart of Crisfield…proudly known as the Seafood Capital of the World! 🌊🦀 This charming 2-bedroom, 1.5-bath bungalow captures the essence of Chesapeake Bay heritage and small-town coastal charm. Inside, you’ll find a practical and inviting layout featuring a combined living and dining area, a full bathroom, and a half bath currently serving as a laundry room which offers both comfort and versatility. Whether you’re seeking a cozy full-time residence or an ideal seasonal getaway, this home is full of potential and ready for its next chapter. Don’t miss your chance to own a slice of Crisfield’s rich history. Schedule your showing today!

409 Myrtle St, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact: