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22314 Pot Pie Rd, Wittman
$295,000
3 Beds ⋅ 2 Baths
Rental Opportunity in Wittman, MD Positioned in the desirable community of Wittman, this 3 bedroom, 2 bath home situated on 0.84± commercially zoned acreage and premier road frontage presents a compelling opportunity for investors seeking potential rental income in Talbot County. The property offers comfortable living space, a rural Eastern Shore setting, and proximity to key employment, recreation, and service hubs. In addition to the primary residence, the property includes two detached outbuildings. One is ideal for storage or retail use, and another is suited for workshop or auto repair. The lot provides open space with ample parking and a private setting while remaining conveniently located near St. Michaels, Easton, and Tilghman Island. Investment Highlights • 3 Bedrooms 2 Bathrooms split between two units • 0.84± acre parcel with generous yard space • Two accessory structures (retail/storage (in need of repair) + versatile garage/ workshop) • Strong long-term potential rental market supported by local workforce and regional amenities • Minutes to marinas, dining, recreation, and Chesapeake Bay attractions • Quiet rural location with easy access to surrounding towns and services An excellent offering for investors seeking a stable potential rental property in the Eastern Shore’s highly regarded Talbot County market. Property is being sold As-Is. Showings by appointment only. BUYER RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

22314 Pot Pie Rd, Wittman

Listing courtesy of Meredith Fine Properties. Contact:

29595 Dutchmans Ln Unit 702, Easton
$275,000
3 Beds ⋅ 3 Baths
Discover the charm of this inviting Colonial townhouse style condominium in the desirable Stoney Ridge community. With 1,584 sq. ft. of thoughtfully designed space, plus the finished family room in the basement, this home features three cozy bedrooms and two and a half baths, perfect for comfortable living. The heart of the home boasts a galley kitchen with upgraded cabinets, granite countertops and tile backsplash, equipped with modern appliances, including a built-in microwave and dishwasher, seamlessly flowing into a family room ideal for gatherings. The HVAC was replaced in 2023. Enjoy the warmth of an electric fireplace in the living area, and the convenience of a main-floor laundry. The community offers well-maintained common areas, with services like lawn care and snow removal included in the association fee. Stoney Ridge is conveniently located near parks, providing ample opportunities for outdoor activities, and is served by reputable schools both public and private. With easy access to public services and a friendly neighborhood atmosphere, this home is a perfect blend of comfort and community. Experience the joy of living in a place that truly feels like home!

29595 Dutchmans Ln Unit 702, Easton

Listing courtesy of Meredith Fine Properties. Contact:

29595 Dutchmans Ln Unit 603, Easton
$269,900
3 Beds ⋅ 3 Baths
Welcome to this spacious 3-bedroom, 2.5-bath middle-unit townhome located in Easton. Conveniently situated near shopping, dining, parks, schools, and many of the amenities the town has to offer, this home also provides easy access to major highways for commuters The main living area features a large, combined living and dining room, perfect for everyday living and entertaining. Step outside onto the rear deck for outdoor relaxation and enjoyment. The galley-style kitchen offers ample cabinet space and includes a cozy eat-in area for casual meals. Upstairs, you'll find nearly 1,600 square feet of comfortable living space, including three generously sized bedrooms and two full bathrooms. The lower level offers almost 800 square feet of additional space, providing endless possibilities for storage, a home gym, recreation room. A rear-loading garage adds convenience and extra storage options. Don't miss this opportunity to own a well-located townhome with plenty of space and easy access to everything Easton has to offer.

29595 Dutchmans Ln Unit 603, Easton

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

7346 Shirley Dr, Easton
$265,000
3 Beds ⋅ 2 Baths
Important Georgian residence built in 1763 by Quaker Emanuel Jenkinson. House contains much original raised paneling, built-in cupboard, paneled doors, wide-board flooring etc. The house sits on a 1660s land-grant called "Edmondson's Freshes". Today the neighborhood is known as "Stoney Ridge" Seller has the brass front door lock and other useful 18th C, hardware. No restriction against moving the house to a waterfront building site . . . Listing agent is owner. The house was largely re-wired in the 1980s. In 2009 the windows were rebuilt using mahogany, with salvaged wavy glass, The roof is of unknown age, but is over eighteen years. Seller purchased the property in 2008 for $140,000 and can document over $150,000 on restoration: repointing the brick, restoring the windows, and cornices, installing French drains,, taking down trees, The house was last occupied in 2007. It requires extensive further renovations and the task is not for the faint of heart. The bathroom water pipes froze and burst in 2007 and have not been replaced, but that is not a difficult job. for a plumber. The property is not subject to the covenants and restrictions of Stoney Ridge A former owner removed the wide yellow poplar floorboards from one of the third story bedrooms to create a cathedral ceiling in the room below. Replacing the missing flooring would be an easy job. Despite its condition, the house is worthy of restoration and is just waiting for an old house lover to complete the restoration. Brick portion exterior measures 19' x 33 1/2'.

7346 Shirley Dr, Easton

Listing courtesy of Shoreline Realty. Contact:

Almshouse (, Oxford
$254,900
Location, location, location! It doesn't get much better than this. Nestled on a private, wooded 2.3-acre lot between Easton and Oxford, this property has everything you need to move forward with building your dream home. The sellers are even willing to include their house plans! This perc-approved lot is approved for a 4-bedroom home and is accessed from Almshouse Road via an existing right-of-way. The site has already been cleared and is ready for the permit application process. See documents for the site plan, architectural plans, conservation plan, and stormwater management plan. They aren't making any more land—don't miss this opportunity to secure a beautiful homesite in a sought-after location. Buy now and start building your dream home! Please only go to the lot and not further back the lane as there is a house back there.

Almshouse (, Oxford

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

8186 June Way Unit 601, Easton
$253,000
2 Beds ⋅ 2 Baths
One-level living at its best in the desirable Waylands community! This well-maintained end-unit townhome offers the convenience of low-maintenance living just minutes from historic downtown Easton. Featuring two bedrooms and two full bathrooms, this move-in ready home provides a comfortable and functional layout with hardwood flooring throughout the foyer, living area, and dining space. The spacious kitchen features a breakfast bar, plenty of cabinetry, and an open connection to the main living area, making it ideal for everyday living and entertaining. A separate laundry room with washer and dryer adds to the home's convenience. Enjoy outdoor living on the private rear deck overlooking the generous side and backyard, along with a storage shed for additional organization. Two assigned parking spaces are located directly in front of the home, with additional street parking available. The Waylands community HOA includes lawn care, common area maintenance, and a neighborhood playground. Located close to shopping, grocery stores, restaurants, parks, galleries, and downtown. This home offers the perfect combination of comfort, convenience, and Eastern Shore charm. Whether you're downsizing, purchasing your first home, or looking for an easy-care lifestyle, this end-unit townhome is ready for its next owner!

8186 June Way Unit 601, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

9144 Honeysuckle Dr, Easton
$250,000
3 Beds ⋅ 1 Baths
Bring your vision and your renovation plans to 9144 Honeysuckle Drive in Easton! This three-bedroom, one-bath split-foyer home is being offered at $250,000 and presents an opportunity for investors, contractors, or buyers looking to create a home tailored to their own style. The property needs a full rehab, but the potential is here. The existing layout offers three bedrooms, one full bath, and the versatility of a split-foyer design. Out back, an in-ground swimming pool adds an attractive feature that could become the centerpiece of the finished property. Located in Easton, this property offers the opportunity to transform an existing home into something special while taking advantage of the area's established residential setting. Property is being sold as-is. Buyers should conduct their own due diligence regarding condition, renovations, permits, and the pool.

9144 Honeysuckle Dr, Easton

Listing courtesy of EXP Realty, LLC. Contact:

3759 Rumsey Dr, Trappe
$250,000
4 Beds ⋅ 3 Baths
Welcome to 3759 Rumsey Drive, Trappe, MD, located in the “La Trappe Heights” community; within the town limits of Trappe and connected to public water and sewer. This spacious home offers 4 bedrooms and 2.5 bathrooms, making it an excellent opportunity for buyers looking to add their personal touches. Being sold strictly sold AS-IS! Will not pass FHA, or VA. A great fixer-upper or investment property. Cash or Conventional only! Sold as is. This property is being sold strictly AS IS. The seller will make no repairs or improvements. Buyers are encouraged to conduct any inspections they deem necessary for informational purposes. This is a great opportunity for investors, renovators, or buyers looking to build equity while enjoying the convenience of an in-town location. The main level features a comfortable spacious living area with a wood-burning fireplace, a formal dining area, along with a kitchen/dining combo area as well. A convenient half bath, and access to the rear deck, perfect for relaxing or entertaining. The home also includes an attached one-car garage for parking and additional storage. Upstairs, you'll find all four bedrooms. The primary suite includes a private bathroom with a walk-in shower, while the second full bathroom, located off the hallway, features a tub/shower combination to accommodate family and guests. Outside, enjoy a spacious rear yard complete with a storage shed for lawn equipment, tools, or seasonal items. Please note that the HVAC system provides heating and cooling to the first floor only that was installed six years ago. The hot water tank is two years old. With some TLC this home is truly a gem in the lovely town of Trappe, Maryland.

3759 Rumsey Dr, Trappe

Listing courtesy of Coldwell Banker Realty. Contact:

4070 Hennisee Ln, Trappe
$249,990
2 Beds ⋅ 1 Baths
This charming 2-bedroom bungalow, remodeled kitchen with granite counters, large island, new floors throughout, appliances, hot water heater & HVAC. All major units have been replaced. Home offers a unique blend of classic character and modern convenience. With 1,014 sq. ft. of thoughtfully designed space. Enjoy the convenience of main floor laundry hookups, enhancing everyday living. The detached structure sits on a generous 0.17-acre lot, providing ample outdoor space for relaxation or gardening. Parking is hassle-free with a dedicated driveway. This property is perfect for those seeking a cozy home with potential for customization. Experience the charm of a historic bungalow. Don't miss the opportunity to make this your own!

4070 Hennisee Ln, Trappe

Listing courtesy of Keller Williams Realty. Contact:

1 Victoria Ct, Easton
$249,500
2 Beds ⋅ 3 Baths
BUYER MUST FILL OUT APPLICATION AT HYDE PARK OFFICE AND BE APPROVED. NEW ROOF JUST INSTALLED MAY 2026! This charming and well maintained 2-bedroom, 3-bath rancher is located in the desirable Hyde Park 55+ community. Offering one-level living on one of the largest lot in the entire community. this home features a welcoming front porch that leads into a spacious living room. The open kitchen includes ample cabinet and counter space, a pantry, and a breakfast bar that overlooks the family room, perfect for everyday living and entertaining. The primary suite boasts a walk-in closet with separate full baths with a shower/tub combo and linen closet. The second suite features a large closet. A large sunroom overlooks the backyard has a separate HVAC system. Additional highlights include a huge 1-car garage with room for a workshop, additional storage room off the primary with access to the back yard and a shed with electric. The vibrant Hyde Park community offers fantastic amenities included with the ground rent, such as an outdoor pool, a clubhouse for social gatherings, fitness center, dog park, 9-hole disc golf course and shuffleboard courts. Property taxes, water, sewer, and trash services are all included, along with snow removal on paved streets and maintenance of common areas. Onsite office management provides added peace of mind. Don’t miss this opportunity to enjoy low-maintenance living in a welcoming, active adult community! Conveniently located just minutes from Easton’s shopping, dining, and entertainment options!

1 Victoria Ct, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

112 Glenwood Ave W, Easton
$239,000
2 Beds ⋅ 1 Baths
Welcome to 112 Glenwood Avenue, a charming and affordable home in the heart of Easton! Built in 1946, this home offers the character and charm of an earlier era while featuring updates for today’s lifestyle. With 2 bedrooms, 1 bath, 912 square feet of comfortable living space, NO HOA, and a convenient downtown location, this home has plenty to offer. Freshly painted and move-in ready, the home features new carpet in both bedrooms, a NEW ROOF, a gas range, and a fenced backyard—perfect for pets, gardening, entertaining, or simply enjoying your own outdoor space. One of the highlights of this home is its walkability! You’re just a 6-minute walk to the Avalon Theatre and other downtown Easton attractions, including coffee shops, restaurants, shopping, galleries, and more. The home is located across from the Easton Police Department and just half a block from the elementary school, putting so much of Easton within easy reach. Easton is a wonderful place to call home, offering the charm and character of Maryland’s Eastern Shore along with a vibrant downtown, local restaurants and boutiques, arts and entertainment, community events, parks, and convenient access to nearby waterfront towns. It’s a community where small-town Eastern Shore charm meets everyday convenience. Whether you’re a first-time buyer, looking to downsize, searching for a low-maintenance home, or an investor looking to add a well-located property to your rental portfolio, 112 Glenwood Avenue is worth a look. Why rent when homeownership may be within reach? Seller is offering $4,000 toward buyer closing costs or an interest-rate buy-down with an acceptable offer. Schedule your private showing and discover the convenience, character, and charm of living in downtown Easton!

112 Glenwood Ave W, Easton

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

23281 Bush Neck Ln, Bozman
$239,000
1 Beds ⋅ 1 Baths
Fully renovated, this charming cottage offers comfortable one-level living. Currently configured as a 1-bedroom, 1-bath home and recently connected to the public sewer, the property offers the opportunity to create a 2nd bedroom and an additional bath, making it an appealing option for a weekend getaway, full-time residence or investment property. Step inside to a bright and welcoming front sitting room, a portion of this versatile space could easily be converted to create a second bedroom. The open living and dining area is the heart of the home, featuring vaulted ceilings and exposed beams. The beautifully renovated kitchen features white cabinetry, butcher block countertops, stainless steel appliances, shiplap walls and a stunning natural wood ceiling. The spacious main bedroom offers an ensuite bath. A generous laundry/mudroom presents the possibility of creating a 2nd bathroom. Outside, a large deck overlooks the side and backyard, offering a wonderful spot for relaxing or entertaining. A detached storage shed provides additional space for tools and outdoor equipment, while the large driveway offers plenty of parking. Located just minutes from several local boat landings, you’ll have easy access to the Chesapeake Bay and all of the surrounding tributaries offering the best boating and fishing around. Historic downtown St. Michaels is less than 10 minutes away.

23281 Bush Neck Ln, Bozman

Listing courtesy of Benson & Mangold, LLC. Contact:

Mecklenburg Avenue, Easton
$189,000
Rare Easton Building Lot with Creek, Woods & Endless Possibilities Discover one of Easton's hidden gems! This beautiful, one-of-a-kind lot offers a private backyard sanctuary featuring a picturesque creek flowing through the property and peaceful wooded views. Nestled in a desirable family-friendly neighborhood, the lot is within walking distance of schools, ball fields, and community amenities. Whether you're planning to build your dream family home or a duplex investment property, this parcel is ready for development with essential utilities available, including broadband internet, public water, and public sewer. Opportunities like this are hard to find—enjoy the perfect blend of natural beauty, convenience, and development potential in a truly unique Easton location. Don't miss your chance to own this exceptional property!

Mecklenburg Avenue, Easton

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

6 High Banks Dr, Easton
$185,000
Build Your Dream Home in Desirable High Banks Discover the perfect opportunity to create your Eastern Shore retreat on this 2.24 +/- acre homesite in the sought-after High Banks community. Nestled among mature trees and open ground, this elevated property offers water views and the peace and privacy of a well-established neighborhood. The lot is perc approved for 3 bedrooms providing a smooth path toward building your custom home. High Banks is known for its spacious lots, serene setting, and close proximity to Easton, Oxford, and St. Michaels—where boutique shopping, dining, and marinas await. Conveniently located minutes away from 2 public boat ramps. Whether you envision a weekend getaway or a full-time residence, this property combines natural beauty, community charm, and build-ready convenience. AI image provided for buyer's vision.

6 High Banks Dr, Easton

Listing courtesy of Meredith Fine Properties. Contact:

4929 Ocean Gtwy, Trappe
$175,000
Real Estate not included A full-featured screen printing and embroidery business is available for sale, including all essential equipment, accessories, and an established customer base, making it a turnkey opportunity for entrepreneurs. Business Overview This type of business typically combines screen printing and embroidery services, catering to both individuals and organizations seeking branded apparel, uniforms, promotional items, and custom merchandise The business can operate full or part-time , offering personalized services ranging from monogramming and logo embroidery to multicolor screen printing for shirts, hoodies, hats, and even towels or canvas products. Embroidery is ideal for textured and thicker fabrics, while screen printing works best on smooth fabrics like cotton or blends. Equipment Included Equipment for sale encompasses everything needed to produce high-quality customized garments: Embroidery machines: Multi-head industrial Brother machines capable of handling multiple projects efficiently. 1. Screen printing presses: units provide precise, high-volume production 2. Drying and curing systems: Conveyor dryers, flash units, and heat presses for curing inks Brother embroidery machines are renowned for combining durability, advanced technology, and ease of use, offering a wide range of models suitable for beginners to professional crafters. General Features Brother embroidery machines are designed to handle various projects, from personalizing apparel to home décor embellishments. Key features include: Built-in designs and fonts: Most Brother machines come with hundreds of built-in embroidery designs, frame patterns, and lettering fonts, allowing monogramming and creative projects.

4929 Ocean Gtwy, Trappe

Listing courtesy of Benson & Mangold, LLC. Contact: