Pittsville Real Estate

$40,700

Slightly Rolling lot just north of Pittsville on Gumboro Rd. This lot is cleared and has approx 200' of road frontage. Ideally situated near the Coastal Beaches of Ocean City, Fenwick Island and Assateague Island, as well as the rivers and Bays of the easternshore. It is also located just minutes from shopping opportunities in Salsibury and lower Delaware.

Delaware Ave, Pittsville

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400

$1,590,000

3 Beds ⋅ 3 Baths

Turnkey Poultry Farm Opportunity in Pittsville, Maryland! Discover this well-maintained poultry farm featuring a spacious 3-bedroom, 3-bathroom home with a first-floor primary suite, private en suite bath, a dedicated office, and a sewing/craft room. The home has been thoughtfully updated with major improvements, including: New roof (2023) HVAC system (2022) Water heater (2022) Whole-house interior paint (2023) The farm includes four clear-span poultry houses currently under contract with Allen Harim: House #2: 40' × 400' (approximately 30 years old) House #3: 45' × 500' (built in 2011) Houses #4 & #5: 60' × 500' (built in 2006) Recent farm upgrades include: New tube heaters (approximately 1.5 years old) Newer Rotem control system Two manure sheds (40' × 60' and 40' × 80') The property is well-equipped with four wells, including three serving the poultry operation and one dedicated to the residence. Whether you're an experienced poultry grower or looking to expand your agricultural operation, this well-maintained farm offers an excellent opportunity and established poultry production. Call your Agent today for your private showing! *Also listed as Residential- MLS# MDWC2023858.

34756 Casher Wells Rd, Pittsville

Listing courtesy of ERA Martin Associates. Contact: 4107491818

$1,590,000

3 Beds ⋅ 3 Baths

Turnkey Poultry Farm Opportunity in Pittsville, Maryland! Discover this well-maintained poultry farm featuring a spacious 3-bedroom, 3-bathroom home with a first-floor primary suite, private en suite bath, a dedicated office, and a sewing/craft room. The home has been thoughtfully updated with major improvements, including: New roof (2023) HVAC system (2022) Water heater (2022) Whole-house interior paint (2023) The farm includes four clear-span poultry houses currently under contract with Allen Harim: House #2: 40' × 400' (approximately 30 years old) House #3: 45' × 500' (built in 2011) Houses #4 & #5: 60' × 500' (built in 2006) Recent farm upgrades include: New tube heaters (approximately 1.5 years old) Newer Rotem control system Two manure sheds (40' × 60' and 40' × 80') The property is well-equipped with four wells, including three serving the poultry operation and one dedicated to the residence. Whether you're an experienced poultry grower or looking to expand your agricultural operation, this well-maintained farm offers an excellent opportunity and established poultry production. Call your Agent today for your private showing! *Also listed as Residential- MLS# MDWC2023858.

34756 Casher Wells Rd, Pittsville

Listing courtesy of ERA Martin Associates. Contact: 4107491818

$319,000

3 Beds ⋅ 2 Baths

Welcome to 34780 Main St., ideally located in the heart of Pittsville, offering small-town charm with easy access to Salisbury and the beautiful beaches of Maryland and Delaware. This immaculate one-story rancher features 3 bedrooms, 2 bathrooms, and a spacious, comfortable layout designed for everyday living. Updates in 2026 include fresh interior paint throughout the entire home, new LVP tile flooring in the large eat-in kitchen and in the laundry room, and new carpet in the living room and the 3 bedrooms. The HVAC system and the hot water heater are just a few years old and the roof is only 10 years old -- for added peace of mind. The home also offers a one-car attached garage and an oversized driveway with plenty of space for multiple vehicles and even a boat. Step outside to the rear deck overlooking the spacious backyard—an ideal setting for relaxing, entertaining, or enjoying the outdoors. Meticulously maintained and truly move-in ready, this home offers the perfect combination of comfort, convenience, and value.

34780 Main St, Pittsville

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: 4106415000

$169,900

3 Beds ⋅ 2 Baths

Motivated seller! Offering $10,000 credit towards new roof! Welcome to this well-maintained 3-bedroom, 2-bath home located in the highly desirable Strawberry Village Mobile Home Park, just minutes from Ocean City and all the beaches, shopping, dining, and entertainment the area has to offer. Inside, you'll find a spacious and inviting layout filled with natural light from an abundance of windows. The generous primary suite offers a private retreat with a relaxing soaking tub, separate walk-in shower, and plenty of space to unwind. The kitchen features ample counter space, making meal preparation and entertaining a breeze, while the cozy fireplace creates a warm and welcoming focal point in the living area. Step outside to enjoy the large deck, perfect for relaxing or hosting gatherings, along with the convenience of an outdoor storage shed for all your extra storage needs. Whether you're looking for a primary residence or a coastal getaway, this home offers comfort, convenience, and an excellent location close to everything Ocean City has to offer.

35087 Sunrise Ct, Pittsville

Listing courtesy of Keller Williams Realty. Contact: 3028467839

$124,900

ONE OF LAST BUILDABLE LOTS IN PITTSVILLE WITH TAP FEES ALREADY PAID BY THE SELLER! Buildable lots in Pittsville are a rare commodity!! Build your dream home now on this fully SHOVEL READY lot just shy of an acre in the heart of Pittsville—where much of the heavy lifting has already been done for you. Public water and sewer are available, AND the seller has already paid the $15,000 tap fee—a major upfront savings to you!! The lot is clearly staked and flagged for easy viewing, and a split rail fence will soon define the rear boundary while maintaining the forest conservation backdrop that will add both privacy and natural beauty. With 81'+ feet of road frontage and over 320 feet of depth, there’s plenty of space to bring your vision to life—where else can you find a buildable lot with no builder tie-ins and no HOA restrictions that is truly READY TO GO?!? Located in a welcoming small-town setting where community still matters, yet just minutes to Route 50, you’ll enjoy easy access to Salisbury, Berlin, Ocean City, and Delaware. Opportunities like this—where value, location, and readiness align—are becoming harder to find. The other two sold already so act quickly—this ready-to-build homesite won’t last long! Reach out today for more details or to walk the property before it’s gone.

Lot 1 Main St, Pittsville

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$175,000

Lot 10: The Waterfront Giant, A rare find! This massive 18.15-acre estate offers your own private kingdom on the water. With extensive frontage on the Roanoke River section of Leesville Lake, you have the space to build a legacy compound that guarantees privacy for generations. The ultimate sportsman's paradise. SPORTSMANS POINT WATERFRONT LOTS: Your Private Waterfront Estate Awaits—Rare Large-Acreage Lakefront Most lakefront buyers are forced to compromise on privacy, settling for tiny, crowded 1-acre parcels. Sportsman’s Point breaks the mold. Spanning from 8 up to nearly 20 massive acres, these deep-wooded waterfront tracts represent a premium "mini-farm" opportunity that is virtually impossible to find elsewhere on Leesville Lake. Boasting up to 445 feet of direct shoreline, these parcels give you an expansive, private canvas to design your ultimate waterfront lifestyle. Because these tracts are exceptionally large and completely free of HOA overwatch, they provide the rare luxury of a private hunting and recreational estate right on the water. With no busybody architectural committees controlling your design, you have the absolute liberty to position your legacy compound exactly where you want it, manage your acreage for local wildlife, or clear a private path to your dock. If you are looking for true, huntable acreage on the water at a fraction of the cost of neighboring lakes, this is your destination.

Fish Hook Trl, Pittsville

Listing courtesy of Meekins & Associates, Inc.. Contact: 540-752-7526

$25,000

Lot 4: The Perfect Starter Cabin Site-This manageable 0.99-acre parcel is the most affordable entry point into the Sportsman's Point community. With direct frontage on Tolers Bridge Road, you avoid the need for deep back-road driving while still enjoying the peace of the countryside. It is the ideal size for a low-maintenance weekend cabin or basecamp for your fishing trips. Includes deeded access to the community river access area. SPORTSMANS POINTS LOTS: Tired of strict HOAs telling you how big your home has to be? Welcome to the interior lots at Sportsman’s Point on Leesville Lake. Free from mandatory homeowner association dues and manicured-neighborhood regulations, these heavily wooded 1-to-5-acre parcels offer the ultimate destination for your custom retreat. Thanks to unique, flexible covenants, you can build a cozy fishing cabin or trendy tiny home starting at just 600 square feet—a rare find on the lake! Enjoy easy, paved state-road access along Tolers Ferry Road, or head down Fish Hook Trail for a truly secluded getaway. Best of all, with no HOA restrictions, personal hunting is permitted on your own land in accordance with state and county regulations. Whether you want to establish a private hunting camp, park your recreational camper for seasonal lake use, build a pristine workshop, or clear out a private wooded sanctuary, these lots offer unbeatable entry-level value with total lifestyle freedom. Other lots available.

Tolers Ferry Rd, Pittsville

Listing courtesy of Meekins & Associates, Inc.. Contact: 540-752-7526

$689,900

3 Beds ⋅ 3 Baths

Welcome to this stunning 3,984 sq.ft. barndominium, built in 2020, where modern comfort meets country charm. Nestled on 2.96 picturesque acres, this exceptional property offers the perfect blend of spacious living, functionality and endless possibilities. Inside, you'll find 3 spacious bedrooms and 3 full bathrooms, along with a bright, open concept floor plan designed for both every day living and entertaining. The impressive open loft overlooks the main living area and offers abundant space for a home office, family room or recreation area. Need more room? The loft was thoughtfully designed to allow for the easy addition of up to 3 more bedrooms, making this home ideal for a growing family or multi-generational living. The oversized attached 2-car garage provides ample room for vehicles, tools and hobbies while the finished storage area above offers even more space for seasonal items or future expansion. Outside, enjoy the peace and privacy of nearly three acres with plenty of room for outdoor entertaining, gardening or simply taking in the beautiful countryside views. This one-of-a-kind property offers the perfect opportunity to enjoy modern country living with the flexibility to customize for your future needs. Schedule your private showing today and discover everything this beautiful barndominium has to offer!

4505 Burbage Crossing Rd, Pittsville

Listing courtesy of RE/MAX Advantage Realty. Contact: (410) 723-3600

$899,000

4 Beds ⋅ 5 Baths

This private retreat, ideally positioned between Salisbury and Ocean City, offers a rare combination of privacy, acreage, and refined living that buyers seek on Maryland’s Eastern Shore. Set on just over 9 beautiful acres, the property includes a stately brick Georgian style residence, a gunite saltwater pool, an attached 3 car garage and a versatile 5 car detached garage, all surrounded by State Forest land creating peace and privacy as far as the eye can see. The home’s exterior is designed for low maintenance living with brick & vinyl construction, a paved drive with generous parking and paver walkways. Inside, the home’s expansive interior includes multiple living and entertaining areas, ideal for both everyday living and hosting guests. Large windows throughout invite natural light and showcase the property’s stunning grounds. The first floor features Brazilian cherry hardwood floors, high ceilings, and impressive room sizes. The foyer, living room, formal dining room, and private office create an elegant and functional layout. The gourmet kitchen with cherry cabinets, quartz counters, stainless steel appliances, gas cooktop and double ovens has plenty of cabinet and counter space and opens to a breakfast room, sunroom and a spacious family room with a vaulted ceiling and cozy fireplace. The first‑floor primary suite serves as a true retreat with a fireplace, oversized walk‑in closet with a built-in organizational system, luxurious bath with a beautifully tiled double shower, heated tile floors and double sinks, and adjacent flex room ideal for a gym, office, studio, or nursery space. The second floor offers a private guest suite with its own bath, large walk-in closet, a walk up attic with plenty of storage space. Two additional bedrooms, a hall bath, and a large bonus or game room. Two of the bedrooms have access to the second floor porch on the front of the house. Dual staircases, a formal front staircase and a back staircase leading to the bonus/game room enhance both convenience and privacy. Outdoor living is a highlight of this property. Step outside to your own private retreat, complete with a sparkling saltwater pool and extensive landscaping that creates a peaceful, park-like setting. Whether relaxing poolside or enjoying the open green space, this property offers endless opportunities for outdoor enjoyment. The land is surrounded by hundreds of acres of State Forest providing unmatched privacy and a landscape teeming with wildlife, making this an ideal home for outdoor adventure. Whether you’re seeking quiet country living, room to entertain, or your own personal haven surrounded by nature, this exceptional property offers it all. A detached five-car garage with four overhead doors provides exceptional flexibility for boats, RVs, car storage, or workshop needs adding functionality and complementing the home’s impressive features. A full kitchen can be found in the detached garage along with a half bath, fixed stair to an unfinished area above, dog kennel, whole house 60kw generator and the covered porch overlooking the pool that creates an inviting setting for warm‑weather enjoyment. Don't miss out on your chance to own this beautiful property!

6445 60 Foot Rd, Pittsville

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$550,000

Two parcels spanning a total of 44.58 acres within Pittsville town limits available for sale! The gently rolling tract offers clear build site potential with ample frontage for a custom development entrance while preserving privacy. The existing timber on the property offers a buyer additional value with a recent timber cruise completed this year. The property’s topography affords multiple orientation possibilities for residential, agricultural, or recreational concepts, and its unrestricted character provides flexibility for a visionary owner looking to shape the next chapter of this appealing landscape in the charming Town of Pittsville.

Casher Wells Rd, Pittsville

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

$550,000

Two parcels spanning a total of 44.58 acres within Pittsville town limits available for sale! The gently rolling tract offers clear build site potential with ample frontage for a custom development entrance while preserving privacy. The existing timber on the property offers a buyer additional value with a recent timber cruise completed this year. The property’s topography affords multiple orientation possibilities for residential, agricultural, or recreational concepts, and its unrestricted character provides flexibility for a visionary owner looking to shape the next chapter of this appealing landscape in the charming Town of Pittsville.

Casher Wells Rd, Pittsville

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

Pittsville Real Estate

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