149 properties for sale in South Pennsfield

Welcome to Oaklands, a charming property ideally located just off Oxford Road and only 3 miles from downtown Easton. Enjoy the best of Eastern Shore living with convenient access to a community dock with boat slips available, as well as a community waterfront lot perfect for launching canoes, kayaks, and paddleboards or simply relaxing by the water. The property features a one-level, 3-bedroom, 2-bath home with a spacious screened rear porch overlooking the private yardan ideal setting for morning coffee, entertaining, or enjoying peaceful evenings outdoors. A detached 2-car garage provides plenty of room for vehicles, boats, water toys, or additional storage. With its combination of comfortable one-level living, outdoor space, garage storage, and community waterfront access, Oaklands offers a wonderful opportunity to enjoy the Eastern Shore lifestyle just minutes from all that downtown Easton has to offer

Located in the desirable Cookes Hope community, this spacious home offers approximately 4,966 square feet of finished living space with 4 bedrooms and 4 baths. Primary suites on both the first and second floors provide flexibility, while two additional bedrooms and a spacious landing complete the upper level. All four bedrooms feature private baths. Recently refinished hardwood floors and tile extend throughout the home. The kitchen, dining room, and living room flow together to create generous spaces for everyday living and entertaining. The kitchen features granite countertops, a center island, stainless steel appliances, abundant cabinetry, an adjoining pantry, and a wet bar. The living room includes a gas fireplace and opens to the rear screened porch. Upper and lower front porches give the home its distinctive presence, while the rear screened porch overlooks a private in-ground gunite pool with a waterfall feature. A spacious stone terrace, mature landscaping, a fully fenced back

This stunning single-story ranch home in Easton's desirable Hunter's Mill neighborhood is listed at $435,000 and offers comfortable, low-maintenance living. The open floor plan provides bright and connected living space that flows seamlessly from the kitchen and breakfast counter into the family room. Beautiful, low maintenance wood flooring spans the main living areas. A cozy gas fireplace anchors the main living space, perfect for relaxing evenings. An attached 2-car garage provides convenient parking and extra storage space. The fully fenced-in private backyard offers an ideal outdoor retreat for pets, play or entertainment. Situated on Captain Adamouski St in Hunter's Mill with easy access to local Easton amenities and a quiet neighborhood feel

28500 Woods Drive is on a quite street located in the Easton Club. The property has a first floor primary, with an impressive bathroom. Two bedrooms are located on the second level, and share a full bath. A large loft space is also located on the second level. The home offers a living and dining room. The family room and kitchen are located at the back of the property. Opening up to a patio where you can enjoy a private outdoor space. Great for entertaining. The Easton Club has an out door pool, tennis courts, and a walking path

Discover the perfect blend of comfort and style in this stunning 4-bedroom, 2.5-bathroom home nestled in a cul-de-sac in the desirable Woods at Stoney Ridge. This Colonial-style residence boasts a spacious layout, featuring luxurious finishes and thoughtful design elements throughout. On the main level, you'll find an inviting bright entryway with a bright office, half bath, living room and formal dining room. A bright remodeled kitchen, equipped with modern appliances including a built-in microwave and gas oven/range, leads to a cozy family room complete with a wood-burning fireplace, sets the stage for intimate evenings. Off the family room is a large screened in porch that overlooks the partially wooded backyard and is the perfect spot to entertain or enjoy your morning coffee. On the upper level, you'll find new luxury vinyl flooring on the staircase, hallway and three of the four bedrooms. The large primary bedroom features two walk-in closets and a beautifully designed, remodeled

Red Tag Sales Event through November 1, 2026! Was $523,240 Now: $499,990! *. Explore the newly released Destin floorplan at 29902 Colton Court in Easton, MDs sought-after Gannon Range community. This 2,309-square-foot, one-story home features three bedrooms, three bathrooms, and a three-car garage. The bright foyer leads to the first secondary bedroom, complete with an en-suite bathroom and walk-in closet. The kitchen features an oversized island, granite countertops, modern white cabinetry, stainless steel appliances, and a walk-in pantry. The three-car garage opens to a valet drop-off near a coat closet and laundry room. The living space connects seamlessly to the large dining room, flex room with French doors, and great room with tray ceilings overlooking the covered porch. The private owners suite includes tray ceilings, an en-suite bathroom with a toilet closet, double-bowl vanity, custom tiled shower, and two walk-in closets. The second guest bedroom sits off a private rear hallw

Welcome to Cooke's Hope and this outstanding brick house located in the Village section of Cooke's Hope. The property has almost one half acre in mature landscaping to offer total privacy views from your backyard porch and lawn. The house has been totally renovated with new roof, HVAC systems and ultra modern kitchen and bathrooms. Master bedroom on the first floor with large master bathroom and dressing room. The first floor has large office or den, dining room, gourmet kitchen, large family room with vaulted ceiling and gas fireplace, powder room, laundry room with new washer and dryer, and large heated and cooled room currently used as a sewing room. Upstairs you will find two large bedrooms each with private bathroom with sink and toilet with shared shower. The house has a one car garage. Half of the extensive backyard is fenced for pets, The property can be bought with most furniture except for some private art and few selected furniture items. This property is turn key to the fut

Located in the desirable Cookes Hope community, 28706 Hope Circle offers approximately 4,172 square feet of finished living space, including three bedrooms and four bathrooms. The home combines classic Eastern Shore character with spacious living areas, thoughtful updates, and appealing indoor and outdoor amenities. The first floor features a private primary suite, complemented by a large first-floor laundry facility. The main-level family room includes a gas fireplace and provides a welcoming setting for relaxing or entertaining. Additional first-floor spaces include a separate formal dining room and a separate dedicated sitting/piano room, offering versatile areas for formal gatherings, quiet relaxation, or enjoying music. A wraparound porch adds curb appeal and provides multiple areas for enjoying the outdoors. The recently refreshed kitchen features new appliances and countertops, along with a dedicated kitchen dining area ideal for casual meals. A separate coffee and bar area prov

Welcome to Lakelands at Easton! This spacious home offers a versatile floor plan with the convenience of main-level living and plenty of room to spread out. The primary suite is located on the main level, along with a dedicated home office and laundry room. The gorgeous kitchen features abundant cabinetry, granite countertops, stainless steel appliances, a large pantry, and plenty of workspace, opening to a light-filled living room with high ceilings, beautiful windows, tons of natural light, and a cozy gas fireplace. Step outside to the patio and enjoy a backyard and side yard that back to mature trees, creating a peaceful setting with added privacy. The attached two-car garage provides everyday convenience, and the additional area alongside the home offers extra parking spacea great bonus for guests or additional vehicles. Upstairs, the possibilities continue with two additional bedrooms and a full bathroom, plus a large open loft area perfect for a TV room, sitting area, game room,

Updated 2-bedroom, 2-bath home featuring a number of improvements and upgrades completed since December 2023. A bright front sunroom provides an inviting entry and features a custom built-in window bench seat. The adjoining living and dining areas offer comfortable everyday living space, accented by a custom stained-glass window. The renovated kitchen features new custom cabinetry, quartz countertops, stainless steel appliances, new flooring, a pantry, and a breakfast nook. The primary bedroom includes an en-suite bath with a glass-enclosed shower and double vanity. A second bedroom and full bath complete the home's living spaces. Additional improvements include upgraded electrical, new vinyl replacement windows, a new mini-split heating and air conditioning system, new water heater, ceiling fans, and a new front storm door. Just off the kitchen, the carport provides convenient covered parking with the flexibility to serve as additional outdoor living or entertaining space. Vinyl fenci

Beautifully maintained 34 bedroom home set on lovely park-like grounds in the sought after community of Cookes Hope. From the welcoming foyer, the home opens to formal living and dining rooms, followed by an inviting great room with cathedral ceiling, fireplace and wet bar. The spacious kitchen offers an abundance of cabinetry, stainless steel appliances, breakfast bar and a cozy breakfast nook overlooking the beautifully landscaped rear yard. Hardwood floors, crown molding and recessed lighting add warmth and character throughout. The first floor primary suite offers a walk-in closet and spacious bath with separate soaking tub. Upstairs, two additional ensuite bedrooms along with a separate office and family/bonus room with a private balcony. Tons of attic storage. Outdoor living is easy here, with a screened and wraparound porch overlooking the mature landscaping and private rear yard with gazebo. Cookes Hope offers an exceptional array of amenities, including scenic walking trails,

Nestled in the charming Easton Village, this exquisite Craftsman-style residence offers a perfect blend of luxury and comfort, ideal for those seeking a lifestyle close to shops, restaurants and the water. With 4 spacious bedrooms and 3.5 baths inclusive of a primary suite on the main level, this home spans an impressive 4,000+ square feet, providing ample space for relaxation and entertainment. Enter from the front porch to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas. The heart of the home features a kitchen equipped with stainless steel appliances, including a built-in microwave, range, and dishwasher, complemented by a generous island perfect for casual dining. The formal living room and formal dining room are perfect for gatherings, while the family room with two-story ceiling off the kitchen is bathed in natural light with a gas fireplace for cozy evenings at home. Retreat to the luxurious master suite, where a walk-in dual s

Exceptionally rare waterfront property located in the highly sought-after Oaklands neighborhood of Easton, Maryland, in the heart of the Chesapeake Bay region. Perfectly situated just minutes from charming downtown Easton and historic Oxford, youll enjoy easy access to renowned restaurants, boutique shopping, marinas, and all the beauty the Eastern Shore has to enjoy whatever the season. This beautiful one-story brick ranch home features an expansive open floor plan designed to capture breathtaking water views from nearly every room. With so much to offer it can easily be a full-time residence, retirement retreat, family home, or luxurious summer retreat. Don't let this one get away. Floor-to-ceiling windows span the rear of the home, filling the great room with natural light and showcasing the peaceful beauty of private LeGates Cove off the Tred Avon River. As if the view isn't enough the property is further updated with new carpet in the great room, new paint throughout most rooms, n

This charming Colonial is ideally located in downtown Easton, just off the Rails to Trails, only a block from Idlewild Park and conveniently located between both of Easton's YMCA facilities. Inside, the welcoming first floor offers a spacious living room with French doors opening to a cozy den that could also serve as a home office, playroom or quiet retreat. The kitchen flows into a large dining area with French doors leading to a bright sunroom overlooking the fenced rear yard. A spacious laundry/mudroom and updated half bath complete the first floor. Upstairs, three comfortable bedrooms share an updated full bath. Original hardwood floors flow throughout most of the home, adding character to the inviting interior. A large walk-up attic provides abundant storage space for seasonal items. The fenced backyard offers a brick patio for outdoor entertaining, a separate fire pit area ready to be brought back to life and a storage shed. Beyond the rear fence, a private alley presents the op

Refined waterfront offering on Marylands Eastern Shore, 7871 Avon Court has been completely transformed into a sophisticated modern farmhouse blending timeless design and convenience. Thoughtfully renovated to a like-new standard, the residence offers approximately 2,000 square feet with 3 bedrooms, 2.5 baths and a private office/flex space. Dramatic vaulted living spaces, wide-plank flooring, custom finishes and a beautifully reimagined kitchen create interiors that feel both elevated and inviting. Expansive windows frame views of the Tred Avon River from nearly every room, seamlessly connecting the home to its exceptional waterfront setting. Set on a high-bank waterfront site with approximately 360 feet of shoreline and 3 feet MLW, the property is ideally suited for boating, kayaking, paddleboarding and waterfront entertaining. Private pier, sandy beach, mature trees and expansive lawn create a rare park-like setting just minutes from downtown Easton and within easy reach of Washingt

Prime Oxford Road location! This distinctive one level contemporary home offers a desirable split bedroom floor plan and an exceptional setting just minutes from Talbot Country Club, Easton, and Oxford. Set on a wooded lot, the property combines privacy and comfortable one-level living. Inside beautiful wood floors extend throughout the main living spaces. The thoughtfully designed layout offers a comfortable family room and dining area, along with a large living room with fireplace. A dedicated office/library provides a quiet space for work or study, while two primary owner suites offer exceptional flexibility and privacy. With 3 bedrooms and 3 full baths, the home provides ample room for guests and everyday living. Outdoor living takes center stage with covered front and rear porches and an in-ground swimming pool. A rare four-car garage provides exceptional space for vehicles, storage, hobbies, or recreational equipment. A sought after Oxford Road address, generous indoor and outdoo

Welcome home to this charming 3-bedroom, 2-full-bath home offering a comfortable and functional layout with the convenience of a main-level primary bedroom. The spacious primary bedroom features a private full bath and direct access to the deck, creating an easy connection to the outdoors. The main level also offers a welcoming living area, kitchen and dining space, along with convenient main-level laundry. The kitchen and dining area provide additional access to the deck, making outdoor entertaining or enjoying your morning coffee a breeze. Upstairs, youll find two additional bedrooms and a full bathroom, providing plenty of space for family, guests, a home office or flex space. This desirable end-unit home offers added privacy and extra outdoor space, including a side yard and backyardperfect for relaxing, entertaining, or enjoying some fresh air. Updates include an HVAC system that is only one year old and a new washing machine, providing added peace of mind. Come see all this home

Rarely available three-level townhome offering approximately 2,258 square feet, 3 bedrooms, 3.5 baths, and a distinctive, exceptionally flexible floor plan. The first and second floors have been freshly painted, luxury vinyl plank flooring installed on the first floor, the landscaping has been refreshed, and the few items identified during a recent home inspection have been addressed. The main level features comfortable living and dining spaces, a well-appointed kitchen with maple cabinetry, granite countertops, ceramic tile flooring, and updated appliances, plus access to the rear deck and fenced yard. The spacious second-floor primary suite offers a private bath with dual sinks, tub/shower surround, and walk-in closet. The third level is a true retreat, complete with a gas fireplace, full bath, walk-in closet, and abundant possibilities as an ensuite bedroom, game room, studio, home office, or private space for multigenerational living. An exceptionally generous sky attic provides va

Comfortable living spaces can be found in this well-maintained 2BR/2BA townhome located just minutes from downtown Easton. Features include hardwood floors, wood-burning fireplace, newer kitchen appliances, washer and dryer. Carpeting was replaced a couple years ago. Convenient location with quick access to the Easton bypass and Rt 50, hospital and downtown

Welcome to this beautifully maintained McDaniel model in Easton Club East, a sought-after 55+ active adult community in Easton. Offering 3 bedrooms and 2.5 baths, this spacious home features a well-designed floor plan with a first-floor primary suite, generous living spaces, and an attached two-car rear-entry garage. A welcoming foyer opens to the formal dining room and leads into the great room, where vaulted ceilings create a bright and open feel. Just beyond, the sunroom offers additional living space with abundant natural light. The kitchen features rich cherry cabinetry, granite countertops, ceramic tile flooring, double wall ovens, an electric cooktop, and a comfortable breakfast area. The first-floor primary suite includes a walk-in closet and private bath with a soaking tub and separate walk-in shower. Two additional bedrooms and a full bath provide comfortable space for guests. Additional features include an irrigation system and intercom system. Easton Club East offers an imp

Set on the coveted shores of the Tred Avon River, this extraordinary waterfront estate is a rare offering, combining deep-water boating, a private sandy beach, a substantial main residence, separate guest accommodations, and an exceptional collection of lifestyle amenities. From the first approach, the property unfolds as a private Eastern Shore compound, where elegant architecture, sweeping river views, and resort-caliber amenities are seamlessly integrated into a singular waterfront setting. The four-bedroom, five-and-a-half-bath main residence is both impressive and inviting. A dramatic two-story living room features hardwood floors, a fireplace, custom millwork, and abundant natural light, while the waterside den offers a more intimate retreat with a gas fireplace, custom bookshelves, and a wall of glass framing views across the Tred Avon. A spacious screened porch and expansive Ipe decking extend the living spaces outdoors and provide direct access to the waterfront. At the heart

Welcome to this beautifully maintained end-unit townhome in the sought-after Lakelands at Easton community. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed floor plan, this home combines the convenience of main-level living with generous space for family and guests. The spacious main-level primary suite features a walk-in closet and private en-suite bath, while a dedicated home office provides an ideal space for remote work or study. Bright, open living areas are filled with natural light and flow seamlessly into the kitchen, complete with stainless steel appliances and ample cabinetry for everyday living and entertaining. Upstairs, youll find three generously sized bedrooms along with a finished bonus room offering approximately 400 sq. Ft. of additional finished spaceideal for a recreation room, media room, hobby space, or additional living area. Step outside to enjoy the fully fenced backyard, offering privacy and room to relax, garden, or entertain. Additional highl

Beautifully positioned on a quiet cul-de-sac in the sought-after community of Cookes Hope, this distinguished brick residence offers timeless architecture, generously scaled interiors, a beautifully landscaped private garden with green house, and a detached two-car garage with a private studio above. Designed for both everyday comfort and elegant entertaining, the home is filled with natural light and features a thoughtfully planned floor plan. The welcoming living room is defined by high ceilings, a gas fireplace, and ample space for multiple seating areas, including room for a grand piano. At the heart of the home, the expansive kitchen combines exceptional storage with a large center island, Corian countertops, quality appliances, and a casual dining area. A spacious library/family room with custom built-in shelving provides an inviting retreat, while the adjoining enclosed sunroom overlooks the garden and creates a seamless connection to the outdoors. An elevator provides convenien

Welcome to 29796 Lyons Drive, where comfortable elegance, easy living, and the peaceful beauty of Marylands Eastern Shore come together. Located in a desirable 55+ community, this beautifully maintained Merion Model offers an inviting floor plan, impressive architectural details, and tranquil surroundings. Adding even more peace of mind, the home features a roof that is only 2 years old. From the moment you step inside, youll appreciate the homes attention to detail, including soaring ceilings and an elegant tray ceiling in the dining room. The warm and welcoming family room is centered around a gas fireplace, creating the perfect setting for relaxing evenings or gathering with family and friends. Designed with convenient main-level living in mind, the spacious primary suite is located on the first floor and is enhanced by a beautiful tray ceiling. The private primary bath features a walk-in shower and soaking tub, creating your own relaxing retreat at the end of the day. At the heart

This attractive end-unit townhouse is located in the desirable Easton Club community offering well-maintained, move-in ready living just minutes from historic downtown Easton. The home features a welcoming front porch that leads to the foyer and spacious kitchen, complete with granite counters, a pantry, breakfast bar, ample cabinet and counter space and appliances that are all less than two years old. The spacious living room offers flexible space for both living and dining and features two sliding glass doors leading to the rear deck overlooking ponds and a wooded setting. Upstairs, the primary suite features a large walk-in closet and spacious private bath, while the second bedroom also includes its own full bath and walk-in closet. Bedroom-level laundry adds everyday convenience. An attached outdoor storage shed provides ample space for tools, bikes, seasonal decor or any of your storage needs. A new roof was installed in June 2026 giving a buyer peace of mind for years to come. Re

With its central Talbot County location and effortless onestory layout, this movein ready waterfront retreat offers a rare blend of convenience, comfort, and stunning natural beauty. Set on more than two acres on Trippe Creek with 185' of water frontagedirectly across from Talbot Country Clubthe property enjoys an elevated vantage point with broad water views, a private pier, and a heated pool and hot tub all just minutes from the amenities of both Oxford and Easton. The 3,100plus squarefoot home is designed for easy living, with sweeping waterside views and a newly renovated primary suite featuring a luxurious private bath with a steam shower. Two additional bedrooms, a bunkroom plus three full baths provide ample space for guests. The gourmet eatin kitchen, formal dining room, large living room with fireplace, separate family room create a warm, flexible layout for everyday living and entertaining. A screened porch offers the perfect spot to enjoy the breeze off the creek. Thoughtful

Located at the end of a private, gated, park-like lane, mid-way between Easton and Oxford: This gracious home is situated on one of the premier sites in Talbot County, MD. 2.3-acre point of land, providing Westerly (SUNSET) views looking directly down Trippe Creek toward the Tred Avon River. The tastefully updated brick home provides exceptional water views from most rooms, especially from the living room, dining room and brick-floored glassed'River Room. The floor plan (see downstairs and upstairs plans in the attached photos) features 2-bedrooms down stairs (including a'Primary' Bedroom) and 2 bedrooms upstairs (Including another'Primary'. Take your pick! ). A total of four large bedrooms, four bathrooms and one half-bath. Lots of living and entertaining spaces downstairs, including a spacious living room, family room, library and River Room. Recent updates include a new BAT septic system; encapsulated crawl space; refinished wood floors throughout; fresh paint inside and out; new ki

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. L

Assumable 2.75% FHA interest rate. Seller offering $5,000 seller credit toward buyer closing cost or rate buydown with acceptable offer. Brand new roof installed september 2026 & new hvac 2025. Enjoy the freedom of main-level living without giving up the space to host family and friends. This beautifully maintained Lakelands home offers a first-floor primary suite, generous guest accommodations, flexible loft space, a private fenced yard, and the low-maintenance lifestyle so many Easton buyers are searching for. Additional features include multiple storage closets, a dedicated laundry room, a two-car garage, and a fully fenced backyard with patio ideal for outdoor entertaining, pets, or gardening

This spacious 4-bedroom, 3.5-bath home offers a peaceful rural setting just minutes from downtown Easton. Set on 2+/. Acres with an additional 5.92+/-acre non-buildable lot included in the sale, the property offers plenty of space both inside and out. The main level features a large living room with a stone-surround gas fireplace, formal dining room, sunroom, and a well-appointed kitchen with stainless steel appliances, and a large island that makes gathering and entertaining easy. A first-floor office or library adds flexibility, while A whole-home Sonos sound system adds another layer of convenience for everyday living and entertaining. Upstairs, the spacious primary suite includes a private bath with a tile-surround shower and soaking tub, along with three additional bedrooms, two of which have attached baths. The full basement is a standout feature, offering a dedicated workshop with ample space for projects, tools, and storage. Outside, the entertaining space continues with a larg