187 properties for sale in Pennsfield

Set on 28 private acres overlooking Plaindealing Creek along the desirable EastonSt. Michaels corridor, this beautifully remodeled waterfront home offers 4 bedrooms, 4 full baths, and breathtaking panoramic views stretching across to Oxford, the Choptank River, and beyond. Positioned on an exceptional point of land, the property enjoys a rare combination of expansive water vistas, privacy, and direct access to some of the Eastern Shores finest boating and sporting waters. A scenic, tree-lined drive leads to the residence, where the water immediately takes center stage. Thoughtfully renovated in 2019, with numerous additional upgrades completed in subsequent years, the home is designed for both relaxed everyday living and effortless entertaining. The main level features a waterside primary suite with an exquisite ensuite bath, along with an additional guest bedroom and adjacent full bath(with sauna). The spacious living room is anchored by a brick fireplace with pellet stove insert, cus

Don't miss this opportunity to own a beautifully maintained Colonial in the popular community of Matthewstown Runwithout HOA fees! This inviting home features an open floor plan with spacious great room, a formal dining room, and an upgraded kitchen with gas cooking plus large pantry. Large primary bedroom on second floor with walk in closet and private bathroom. Main level laundry room off garage with access to hall bath. Enjoy outdoor living in the fenced backyard that backs to mature woods. (Fence in as-is condition) Entertain on the composite rear deck or paver patio with flagstone walkway. Additional exterior features include a storage shed, paved driveway, and attached one-car garage with access to the backyard. The versatile third bedroom can be easily divided to create a fourth bedroom. The home and grounds have been meticulously maintained and are in excellent condition. Matthewstown Run offers a community playground, and ball fields, making it a wonderful neighborhood to call

Nestled on Peachblossom Creek in Easton is a property that wont disappoint if you are one who expects the unexpected. From the one-hundred-year-old oak standing sentinel over the tides to the 42 solar panels creating minimal power bills, this issue free home is unexpected, if not actually startling. Ideally located along the desirable Oxford Road corridor, the property offers convenient access to both Easton and Oxford while providing a peaceful waterfront setting. Designed for comfortable one-floor living, with a full second floor, you can expect a lifetime of enjoyment. This home offers 4-bedrooms, 3 full baths, beautiful wood floors throughout, 2 sitting/living room areas, a gas fireplace, an office with built ins, an attractive eat-in kitchen, a beautiful waterside sunroom with separate HVAC, and tons of storage space. Theres even a hot tub! A huge attached garage provides abundant room for vehicles, hobbies, and storage. A yard implemented by an expert environmental gardener (an a

Beautiful end-unit townhome in desirable Easton Club, offering a rare combination of natural light, flexible living space, and sweeping, peaceful nature views. Thoughtfully positioned on one of the larger lots among the original Easton Club townhomes, this home features added side windows that bring in wonderful natural light while capturing the surrounding nature views. The main level offers an inviting living room with solid wood flooring, crown molding, higher baseboards, and a gas fireplace with marble hearth and mantel. An arched opening leads to the formal dining room, creating a gracious flow for everyday living and entertaining. The kitchen features white cabinetry, composite countertops, tile backsplash, tile flooring, newer appliances, and recently installed LED under-cabinet lighting. A spacious first-floor family room provides excellent flexibility and could also serve as a main-level primary bedroom suite, with a full bath and closet for added convenience. Upstairs, the la

This beautifully appointed three-bedroom, two-and-a-half-bath home offers refined comfort, thoughtful design, and effortless Eastern Shore living in the waterfront access community of Easton Village. Built in 2009 and designed for easy everyday living, the home features spacious, light-filled interiors with an open floor plan, formal dining area, and inviting living spaces ideal for both entertaining and relaxed evenings at home. The great room is anchored by a gas fireplace, creating a warm and welcoming atmosphere. The kitchen offers upgraded countertops, generous table space, a cooktop, double oven, built-in microwave, dishwasher, disposal, and refrigerator, perfect for preparing favorite meals, hosting guests, or enjoying casual mornings at home. A main-level primary suite provides comfort and convenience, complete with a walk-in closet and private bath featuring a soaking tub and shower. Upstairs, a spacious loft/family room overlooks the main living area and is complemented by tw

Located in the sought-after Easton Club East community and not restricted to 55+, this well-maintained home offers 3 bedrooms, 3 full baths, and a flexible layout designed for comfortable everyday living. Recent updates include fresh interior paint, new carpet, a new roof (2025), and a new HVAC system (2022). The main-level primary suite features a custom walk-in closet and private bath, while a second main-level bedroom and full bath provide additional convenience. Upstairs, youll find a third bedroom, full bath, and generous loft space ideal for guests, hobbies, or a home office. The updated kitchen offers granite countertops and opens to the breakfast area and living spaces, creating an easy flow for entertaining and daily life. A large screened porch overlooks the oversized corner lot and provides a peaceful setting to enjoy the outdoors. Additional features include a two-car garage and ample storage. Residents of Easton Club East enjoy convenient access to downtown Easton, shoppin

Charming rancher in soughtafter Matthewstown Run! Bring your vision and a little TLC to make this home shine again. This property offers a fully fenced backyard, a 2car garage, and a prime location that puts you close to shopping, restaurants, parks, and major commuter routes. A great opportunity to create the home youve been dreaming of in one of Eastons most convenient neighborhoods. A mustsee for anyone looking for value and potential

Beautiful house in Ethan Avenue, Easton! 3BR/2BA single-level home built in 2000 located in the desirable Waylands community in Easton, MD. Features 2,032 sq ft with an open floor plan, hardwood floors, gas fireplace, spacious primary suite with walk-in closet, attached 2-car garage, rear deck, and fenced yard. Well-maintained property with community park and pond, just minutes from shopping, dining, and waterfront attractions. New roof. 3 years old with a new HVAC added in 2025

Nestled on 2 acres, this inviting property offers a peaceful setting surrounded by mature trees that provide shade and natural beauty throughout the seasons. A circular driveway creates a welcoming approach and allows for easy access to the home and detached two-car garage, which also offers excellent potential as a workshop, studio, or hobby space. Inside, hardwood flooring extends throughout the home, adding warmth and timeless appeal. The living room is filled with natural light from a charming bay window, while the screened porch provides the perfect place to relax and enjoy the tranquil surroundings. Conveniently accessed from both the dining room and family room, the porch creates a seamless connection between indoor and outdoor living spaces. The primary suite serves as a private retreat, featuring a cathedral ceiling that enhances the sense of space along with a well-appointed en-suite bath. Two additional bedrooms each offer their own en-suite bathrooms, providing exceptional

Come experience this beautifully maintained townhome offering an impressive 2,520 square feet of living space, featuring an open-concept floor plan designed for comfortable everyday living and entertaining. The spacious main-level primary suite includes a large walk-in closet, while the inviting second floor loft provides the perfect space to relax, read, or enjoy hobbies. You'll also appreciate a dedicated office/study room on the main level. Additional highlights include a fenced rear yard, cozy gas fireplace, attached garage, Brand-New roof (2026), and a convenient huge walk-in storage room. No attic stairs required. The community's private swimming pool is included with the HOA, providing a wonderful place to cool off and unwind during the summer months. Ideally located with quick and easy access to downtown Easton, you'll enjoy shopping, dining, entertainment, and all the charm that the Easton lifestyle has to offer. Schedule your tour today!

Located in the Historic District of Easton, this classic American Foursquare-style home blends timeless architectural character with thoughtful modern updates and inviting indoor-outdoor living spaces. A brick walkway and steps lead to the welcoming wraparound front porch, the perfect setting for morning coffee, evening conversations, and classic front porch rocking-chair living so characteristic of Eastons historic neighborhoods. The homes timeless blue-gray exterior with subtle slate undertones enhances its curb appeal while complementing the mature landscaping and historic architectural details. Inside, warm and comfortable living spaces are filled with natural light, hardwood pine flooring, fresh first-floor paint, updated lighting, and carefully selected colors that create a calm and inviting atmosphere throughout. The living room is anchored by a natural gas direct-vent freestanding stove providing both ambiance and an alternate heat source. Spacious gathering areas flow easily i

Discover a serene retreat in the heart of Waverly Island Estates, where a major renovation in 2025 breathes new life into this charming Cape Cod home. Spanning 2.77 acres, this property offers a perfect blend of comfort and nature, featuring 4 spacious bedrooms and 2 full and 2 half bathrooms, ideal for both comfort and relaxation. Step inside to find a beautifully maintained interior with hardwood and ceramic tile flooring, complemented by a cozy fireplace that invites warmth and gatherings. Outside, the allure continues with a personal pool and a stunning view of the Tred Avon River. Enjoy the tranquility of waterfront living with 200 feet of river frontage, complete with a private dock site, perfect for boating, fishing, or simply soaking in the picturesque surroundings. The lot features rip-rap for added stability and a peaceful, no-thru street setting that enhances privacy. With ample parking, including a side-entry garage and driveway space for guests, convenience is at your fing

Beautiful house in Ethan Avenue, Easton! 3BRu002F2BA single-level home built in 2000 located in the desirable Waylands community in Easton, MD. Features 2,032 sq ft with an open floor plan, hardwood floors, gas fireplace, spacious primary suite with walk-in closet, attached 2-car garage, rear deck, and fenced yard. Well-maintained property with community park and pond, just minutes from shopping, dining, and waterfront attractions. New roof. 3 years old with a new HVAC added in 2025

Cute as a button Updated Rancher Easton 29316 Will Street Welcome to this adorable, move-in ready rancher that perfectly blends comfort, functionality, and style! Nestled in a convenient Easton location, this well-maintained home shines with thoughtful updates throughout. Step inside to discover a warm and inviting interior, ideal for everyday living or entertaining. Major improvements include a brand-new roof and newer HVAC system, giving you peace of mind for years to come. Outside, youll love the versatility this property offers: Detached garage complete with a private office space Additional bonus room for storage, hobbies, or flex space Fenced backyard ideal for privacy Lovely patio area ready for outdoor dining and gatherings Whether you're downsizing, starting out, or looking for a low-maintenance retreat, this adorable home checks all the boxes. Dont miss your opportunity to enjoy easy living with extra space where you need it most! Conveniently located near all that Easton has

8051 Leehaven Road is the only property of its kind on the Eastern Shore right now a custom-built waterfront estate move-in ready, and available today. This is not a project. It is not a renovation waiting to happen. It is +/-4,800 square feet of considered, uncompromising construction sitting on a private waterfront lot with direct access to the Chesapeake Bay, a Gunite saltwater pool with travertine surround, and a new pier fitted with water, electric, lighting, and three lifts built to the same standard as the home itself. Focus Construction completed it in 2023, and the quality behind the walls matches what you see in front of them: sprayed insulation, a fully conditioned crawlspace, two tankless water heaters, full-house water filtration, and Hardie Plank exterior every system selected for longevity, not appearance. Inside, the floor plan is generous without being excessive. Two primary suites one on the main level give the home the flexibility to accommodate full-time living, wee

Fully leased duplex in-town Easton. Each unit (104 & 106) offers 3 bedrooms, 1 full bath, and 1 half bath, along with a living room, dining room, and kitchen. Bedrooms are located on the second floor, with walk-up attic access above for additional storage. Each unit has a basements with interior access, basements house the washeru002Fdryer, oil furnaces, and hot water heaters. Interior features include a mix of wood and tileu002Flaminate flooring. Each unit also has front porch and a rear kitchen entrance that leads to a shared backyard. On-street parking is available, along with two detached outbuildingsu002Fgarages accessed from the alley. Heating is oil-fired with separate systems for each unit. Both units are tenant-occupied. Conveniently located near Idlewild Park and Easton’s Rails-to-Trails

Don't miss this easy-care, charming 3 br, 2 bath home in the heart of Easton! Renovated by the current architect/owner, it features a gracious floor plan with abundant natural light. Public spaces feature two major seating areas, two dining areas, hall bath, open kitchen with generous counter space, plus a large porch and deck. A hallway leads to two bedrooms on the left. On the right, there is a full bath, a pantry with refrigerator-freezer and abundant storage, plus a laundry room. Beyond is a spacious primary suite with private tile bath and large walk-in closet

Sellers now offering a $2500 credit at closing for any buyer to put towards a chair lift to more easily access upstairs bedrooms. 7586 Easton Club is an entertainer’s dream home—so much fun downstairs with open concept living, eat in kitchen with ample bar seating, a salt water hot tub, private backyard and brick patio, garden seating area and more! 1st Floor, bathrooms and primary staged by Wall to Wall Staging, bedrooms three and four are virtually staged. Rare opportunity to purchase this well-maintained turn-key Master's Village home in Easton Club on one of the most private backyard lots in the community, all walkable to the community pool and tennisu002Fpickleball courts. It's not just a home; it's a lifestyle! Set back off the road and on a wide lot, the property is professionally landscaped with a rear yard that is among the most private in all of Easton Club, with professional landscaping including many large trees, underground sprinkler system throughout the yard, patio paver

Welcome to life in the sought-after Easton Club East community, and the best part? This home is NOT restricted to 55+, offering flexibility and opportunity in one of Eastons most desirable neighborhoods. Sitting proudly on a beautiful corner lot, this stunning home combines spacious living, major updates, and timeless features buyers are searching for. Step inside to find the entire home freshly painted with brand new carpet, creating a bright, clean, and truly move-in ready feel. The spacious layout offers 3 large bedrooms and 3 full bathrooms, including 2 main level bedrooms for ultimate convenience. The sought-after main level primary suite features a walk-in closet with custom built-in organizers and a private ensuite bath designed for comfort and functionality. Upstairs, youll find a huge private bedroom and full bathroom, the perfect setup for guests, a home office, hobby space, or multi-generational living. The heart of the home is the updated gourmet kitchen, complete with gran

Easton Village. Desirable waterfront community located minutes from downtown Easton, St. Michaels and Oxford. Enjoy access to the Tred Avon River, community pier, clubhouse, outdoor pool, bocce court, kayak launch, 3+ miles of trails and 50 acres of open space. This custom built, one owner home features a living/dining room combo, family room with gas fireplace and built-ins, open gourmet kitchen with center island, primary suite, guest bedroom or office. 2nd floor offers a large loft, 2 additional guest bedrooms, bath and attic storage. 2 car rear loading garage with built-in cabinets and work bench, screened porch, patio, fenced backyard, irrigation system and extensive landscaping. LVP flooring throughout first floor living areas. This home is beautiful and is in move-in condition

A fresh new look! Benjamin Moore Dove White paint just put up in the living room, kitchen, family room, powder room and parts of dining room! 1st Floor, bathrooms and primary staged by Wall to Wall Staging, bedrooms three and four are virtually staged. Rare opportunity to purchase this well-maintained turn-key Master's Village home in Easton Club on one of the most private backyard lots in the community, all walkable to the community pool and tennis/pickleball courts. It's not just a home; it's a lifestyle! Set back off the road and on a wide lot, the property is professionally landscaped with a rear yard that is among the most private in all of Easton Club, with professional landscaping including many large trees, underground sprinkler system throughout the yard, patio pavers and a separate outdoor seating area as well as a new salt water hot tub to use on those chilly nights or to relax any time of year. The brick front of the traditional home is stately. The front door entrance brin

Beautifully renovated and ideally located in downtown Easton, this 3-bedroom, 2.5-bath home offers the perfect blend of historic charm and modern updates, all within close proximity to the towns best shops, restaurants, galleries, theaters, and parks. Inside, the home features an open and functional floor plan centered around a renovated kitchen, ideal for both everyday living and entertaining. Recent updates include a renovated primary bathroom, updated powder room, and newly installed knotty pine flooring throughout, adding warmth and character to every space. The spacious primary suite is a standout, featuring vaulted ceilings, abundant natural light, a large walk-in closet, and a beautifully renovated bathroom. Two additional bedrooms offer flexibility for guests, a home office, or additional living space. Outdoor living is a rare highlight for an in-town property, with a large stone patio and side yard that provide the perfect setting for entertaining, gardening, or simply enjoyin

Beautifully renovated and ideally located in downtown Easton, this 3-bedroom, 2.5-bath home offers the perfect blend of historic charm and modern updates, all within close proximity to the town’s best shops, restaurants, galleries, theaters, and parks. Inside, the home features an open and functional floor plan centered around a renovated kitchen, ideal for both everyday living and entertaining. Recent updates include a renovated primary bathroom, updated powder room, and newly installed knotty pine flooring throughout, adding warmth and character to every space. The spacious primary suite is a standout, featuring vaulted ceilings, abundant natural light, a large walk-in closet, and a beautifully renovated bathroom. Two additional bedrooms offer flexibility for guests, a home office, or additional living space. Outdoor living is a rare highlight for an in-town property, with a large stone patio and side yard that provide the perfect setting for entertaining, gardening, or simply enjoyi

Tucked away on approximately 3 private acres along Plaindealing Creek just off the Tred Avon River, this striking waterfront retreat offers the perfect blend of Mid-Century Modern style, open-concept living, and exceptional Eastern Shore lifestyle amenities. With approximately 5 MLW, a private dock with boat lift and floating dock, and sweeping water views from nearly every room, this property is designed for effortless waterfront living. The 3-bedroom residence features a desirable main-level primary suite with expansive creek views and direct access to the rear deck. The updated kitchen is a showpiece, centered around a massive U-shaped island with gas cooktop, abundant seating, and seamless flow into the light-filled living spaces. Hardwood flooring runs throughout most of the main level, while soaring ceilings and expansive windows create an airy, open feel that beautifully captures the surrounding waterfront scenery. Upstairs, two additional bedrooms share a full bath, accompanied

Very nice one story rancher style house with attached one car garage and additional pole building shed with concrete floors. This home is a perfect blend of style, comfort, and convenience, offering an exceptional opportunity in a prime location. Easton, Maryland, known as the New Hamptons of the Chesapeake Bay by Forbes Magazine, is conveniently located 1.5 hours from D. C. and Baltimore, and 2 hours from Philadelphia. This property has easy access to the Rails to Trails and is just around the corner from parks, fine dining, shopping, healthcare, theatres, galleries, museums, golf courses, a country club, a yacht club, and a jet airport